Discover Charming Cottages in Orleans, MA

Cute Cottage Living by the Sea
House
Eastham, MA, USA

Cute Cottage Living by the Sea is located in Eastham, just 1.3 miles from South Orleans Beach and 5.8 miles from Nauset Lighthouse. Both free Wifi and parking on-site are available at the vacation home free of charge. Wellfleet Bay Wildlife Sanctuary is 6.9 miles away and Cape Cod National Seashore is 8.5 miles from the vacation home. The air-conditioned vacation home is composed of 1 separate bedroom, a fully equipped kitchen with a dishwasher and an oven, and 1 bathroom. Towels and bed linen are featured in the vacation home. For added privacy, the accommodation features a private entrance. Guests can also relax in the garden. Truro Historical Museum is 20 miles from Cute Cottage Living by the Sea, while Commercial Street is 26 miles away. Cape Cod Gateway Airport is 20 miles from the property.

Guest Reviews:

- "We had a lovely get away with our puppy. So fun."

Sweetest Cottage on Pleasant Bay: Go sailing, live simply, dream extravagantly
Cottage
Orleans, Massachusetts, USA

This updated 4-bedroom 2-bathroom home has the best view on Pleasant Bay, hands down. The open floor plan is ideal for large family gatherings, and conversations blend easily through two large sliders that open onto an expansive deck overlooking the Bay. This nautical-style "Old Cape Cod" cottage sleeps 8. Two waterfront bedrooms—one with a king bed and one with a queen bed—have commanding views of Pleasant Bay. A third bedroom on the second floor sleeps two in twin beds. A fourth bedroom on the first floor has a queen bed with an adjacent first floor bathroom.

Built in 1941, Square Top commands center stage near the Northern end of an historic 3.6-acre estate, and the water’s edge is literally a stone’s throw away. Enjoy your morning coffee and your evening meals on the rustic decks overlooking the Bay. Spend your vacation beach combing, exploring the Cape and learning to sail with Pleasant Bay Community Boating (PBCB) located on this expansive property.

*Summer guests (June 1-Sept 6) can enjoy a five individual sails on a Sunfish sailboat and unlimited kayak uses during your stay.

*This sweet cottage--named "Square Top"--has central AC, heat and wifi. The fireplace is decorative only, and cannot be used for fires--thanks!

Guest Reviews:

- "We had a great time at Square Top. It was so fun being right in the middle of all the action of the community boating program. Thanks!" - "This comfortable cottage with stunning views was a perfect springboard to beautiful beaches, restaurants and more. We hope to return!" - "The location with water access is unbeatable and conveniently located to downtown Orleans and Chatham (<10 min drive) if do decide want to leave the property. We also took a quick drive up to Wellfleet to explore. We would start our mornings bright and early down at the essentially private beach, our dog loved swimming and the shallow water allowed us to take our daughter swimming, paddle boarding and kayaking. A few other highlights:"

Cozy Cottage Walk to Nauset Beach
House
Orleans, MA, USA

Cozy Cottage Walk to Nauset Beach offers accommodations in Orleans, a 4-minute walk from Nauset Beach and 9.1 miles from Nauset Lighthouse. Both free Wifi and parking on-site are available at the vacation home free of charge. Outdoor seating is also available at Cozy Cottage Walk to Nauset Beach. Providing a patio with sea views, this vacation home also offers a cable TV, a well-equipped kitchen with a dishwasher, an oven, and a microwave, as well as 1 bathroom. For added privacy, the accommodation features a private entrance. Guests can also relax in the garden. Wellfleet Bay Wildlife Sanctuary is 10 miles from the accommodation, while Cape Cod National Seashore is 12 miles away. Cape Cod Gateway Airport is 22 miles from the property.

Amenities:

Pet Friendly • Security/Safety • Parking • Internet • Sports/Activities • View • Child Friendly • Air Conditioner • Fireplace/Heating

Romantic Orleans Waterfront Cottage!
Cottage
Orleans, Massachusetts, USA

ENHANCED CLEANING/DISINFECTING and SELF CHECK-IN !
On the picturesque SALTWATER town cove in Orleans Village. Right out your window you'll see the oyster farm, lobster men and shell-fishermen working. Enjoy the swans, ducks, herons, seals, horseshoe crabs... so close you can touch. Walk to town center, shops, restaurants,... kayak, sail, bike, fish, picnic, shell, grille, relax on the big private deck or the covered swings.... adjacent to historic Windmill Park and famous 'Goose Hummock' (kayak center and all-around outdoor activity hub). Our Nauset salt-air is invigorating and therapeutic! Sleeps 2 (three in a pinch).

Call me anytime if you have questions Tony (617-817-7706)

Guest Reviews:

- "We had another lovely weeklong stay at the cove house. Perfect size for a couple, charming cottage that has everything you'll need in the kitchen, patio, grilling, and the fire pit and swing in the backyard overlooking the water is a plus. Love the bird life on the shore and there's kayak rental nearby and historic windmill backdrop." - "Had an incredible stay. The property is impeccable, in every way. The view is glorious and very relaxing. The location is convenient and central to all that is Orleans. It's also only minutes away from neighboring Eastham, Truro and Provincetown. Truly special."

3 Cottages Walk to Nauset Beach
House
Orleans, MA, USA

3 Cottages Walk to Nauset Beach is located in Orleans, just a 4-minute walk from Nauset Beach and 9.1 miles from Nauset Lighthouse. Both free Wifi and parking on-site are available at the vacation home free of charge. Outdoor seating is also available at 3 Cottages Walk to Nauset Beach. Providing a patio with city views, this vacation home also offers a cable TV, a well-equipped kitchen with a dishwasher, an oven, and a microwave, as well as 3 bathrooms with a bath and a hair dryer. For added privacy, the accommodation features a private entrance. Guests can also relax in the garden. Wellfleet Bay Wildlife Sanctuary is 10 miles from the accommodation, while Cape Cod National Seashore is 12 miles away. Cape Cod Gateway Airport is 22 miles from the property.

Amenities:

Fireplace/Heating • Child Friendly • Parking • View • Security/Safety • Pet Friendly • Air Conditioner • Sports/Activities • Internet

Fantastic Orleans Waterfront 2BR Cottage
Cottage
Orleans, Massachusetts, USA

ENHANCED CLEANING/DISINFECTING and SELF CHECK-IN !

On the picturesque town cove in Orleans Village. Right out your window you'll see the oyster farm, lobster men and shell-fishermen working. Enjoy the swans, ducks, herons, seals, horseshoe crabs... so close you can touch. Walk to town center, shops, restaurants,... kayak, sail, bike, fish, picnic, shell, grille, relax on the swings.... adjacent to historic Windmill Park and famous 'Goose Hummock' (kayak center and all-around outdoor activity hub). Our Nauset salt air is therapeutic and invigorating

Guest Reviews:

- "The cottage was exactly as pictured and described. The sunrise was spectacular off the water from the backyard. Everything we needed for our stay was available to us. There are sidewalks on 6A, so you can walk/run. Restaurants, grocery store, plaza etc are within driving/walking distance. Looking forward to returning soon. nearby" - "Very nice. Just what I wanted and expected" - "We had a great time. The cottage was perfect and the water view is fantastic! Thank you Tony."

The Quintessential Cape Cottage
House

The Quintessential Cape Cottage is located in Orleans, just a 15-minute walk from Skaket Beach and 7.7 miles from Nauset Lighthouse. The vacation home has access to a restaurant. The vacation home also offers facilities for disabled guests. The vacation home includes 2 bedrooms, 1 bathroom with a walk-in shower, a seating area, and a fully equipped kitchen with a dishwasher. Towels and bed linen are offered in the vacation home. The property has an outdoor dining area. Guests at The Quintessential Cape Cottage will be able to enjoy activities in and around Orleans, like cycling. The vacation home has a picnic area where you can spend the day outdoors. Wellfleet Bay Wildlife Sanctuary is 8.8 miles from the accommodation, while Cape Cod National Seashore is 10 miles from the property. Cape Cod Gateway Airport is 19 miles away.

Amenities:

Fireplace/Heating • Barbecue/Outdoor Cooking • Wheelchair Accessible • Air Conditioner • Security/Safety • Restaurant • Accessibility • Balcony/Terrace • Sports/Activities • Guest Services • Child Friendly

Pets Welcome Near Town & Bike Trail (1471)
Cottage
Orleans, Massachusetts, USA

Located beside Cedar Pond which is great for fishing, this home offers all of the privacy and convenience you could ask for while enjoying your Cape Cod vacation. Walk to Main Street and the Bike Trail in less than a half mile or bike to beautiful Skaket Beach - just a mile away! This home has a very private setting with only one other home on the small family friendly street. The interior features a large living room with Cable TV and sliding door to the deck, full kitchen, dining area and a full, renovated bath. The primary bedroom offers a queen sized bed and window a/c unit, the second bedroom has another queen sized bed and window a/c unit, and the third bedroom features a set bunk beds. Enjoy evening barbecues on the deck complete with a gas grill! Other amenities include wireless internet and an enclosed outdoor shower. Don't forget to bring your family pet as dogs and cats are welcome! An administrative fee and applicable taxes may apply. Linens not provided. Guests may rent linens or bring their own.

Guest Reviews:

- "Typical Cape cottage but with a homey feel. It did the purpose we were looking for. 😊" - "Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Very good and well Located" - "Rustic with a little bit of the old world lot of nice wood vaulted ceiling’s if you are looking for modern this is not your choice. When we arrived it was sparkling clean. Nice yard for our dog. The only thing they need is to add 6 or 8 tall drinking glasses. It was a great fun week"

Walk to Skaket Beach Charming Cottage with Deck
House
Orleans, MA, USA

A 12-minute walk from Skaket Beach in Orleans, Walk to Skaket Beach Charming Cottage with Deck features accommodations with access to a spa center. This vacation home offers air-conditioned accommodations with a patio and free Wifi. Cape Cod National Seashore is 11 miles away and Truro Historical Museum is 22 miles from the vacation home. The vacation home features 3 bedrooms, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 3 bathrooms with a hair dryer. Towels and bed linen are featured in the vacation home. The property has an outdoor dining area. Nauset Lighthouse is 8.2 miles from Walk to Skaket Beach Charming Cottage with Deck, while Wellfleet Bay Wildlife Sanctuary is 9.3 miles away. Cape Cod Gateway Airport is 19 miles from the property.

Amenities:

Spa • View • Ocean View • Other • Accessibility • Sports/Activities • Security/Safety • Fireplace/Heating • Internet • Guest Services • Parking • Oceanfront

Beautifully remodeled cottage near the beach with central AC, gas grill & lawn
Cottage
Orleans, Massachusetts, USA

The Quintessential Cape Cottage

Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'

Completely renovated, this stunning Cape Cod vacation cottage is ideal for groups or small families looking for a breezy stay near Orleans, MA. The interior is completely renovated with brand new furnishings throughout, providing guests with the ultimate vacation experience. Take advantage of the gas grill in the private yard and host entertaining barbecues on a summer night. There is also an outdoor dining table for four, which will make meals alfresco a breeze.

Gather around the coffee table in the living room and pull out any of the board games provided for a fun family evening at home! Or stream a favorite series on the smart TV with streaming services. No matter what you decide to do, this home is all about entertainment and comfort. The fully equipped kitchen is complete with stainless steel appliances and every cookware you could need to prepare delicious snacks for your day trips to the beach or full-course meals. You'll love being located in Orleans, right off of Route 6 for easy travel and access to any part of the Cape you wish to visit during your stay.

THINGS TO KNOW

Parking notes: There is free parking available for 2 vehicles.

Please note: this home resides in a noise-sensitive area and the owners participate in our Good Neighbor protection program. Our smart home technology will alert our team if excessive decibel or occupancy levels are detected, allowing us to reach out directly with a reminder of maximum occupancy and quiet hours. This technology is privacy compliant, and only monitors the presence of decibels and devices-not any personal conversation or information. Thank you for supporting our efforts to be good neighbors!

Damage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.
More information can be downloaded from the "Rental Agreement" on the checkout page.

Due to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.

Guest Reviews:

- "It was a beautiful cottage in a quiet quaint neighborhood!! We could walk to the beach down a peaceful street in a lovely landscaped neighborhood. It was close enough to stores and restaurants but not close enough for the traffic to be intrusive. We felt completely safe. The house had everything we needed and was very comfortable. Spotlessly clean! It was a 10/10 for all of us" - "This is a lovely cottage in a great location! Very clean. Owner was so helpful. There is a dining table and chairs in the cottage. We weren’t sure from the listing. The only thing I would add is some drawers or shelves from clothes even if it is in the living area. We would stay again!"

Cozy Cottage Near Rock Harbor (2223)
Cottage
Orleans, Massachusetts, USA

This perfectly located marsh side cottage provides tranquility, beauty, and Cape Cod charm! There are two bedrooms (one with a queen, one with two twins) just off the cozy living room. There is an additional twin bed that doubles as a couch in the living room. The full bathroom holds a walk in shower. The three season porch features the dining space, perfect for sunset dinners! Enjoy an outdoor shower after a day of sunbathing at one of the many nearby beaches. Hang your salty towels on the provided cloths line after a day of fun! There is a full kitchen and a charcoal grill. The adjacent patio features a picnic table and a few lounge chairs. There is parking for 2 cars. This cottage is very close to Rock Harbor, the Cape Cod Rail Trail, and Orleans center. Dogs allowed for an added fee. Short getaways available with an added cleaning fee. Save the cleaning fee by booking 7 or more consecutive nights. BOOK NOW!! An administrative fee and applicable taxes may apply. Linens not provided. Guests may rent linens or bring their own.

Guest Reviews:

- "We loved this place. It's cozy and great for a couple or a small family. We brought our small yellow lab and she adjusted quickly. This location is so close to the Orleans rotary but you wouldn't even know it. Waking up every morning, sipping coffee on the porch, listening to the birds and the rustling of the marsh while watching the sun rise is a memory that will keep me going throughout the year." - "Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: This cottage is perfect. It has all of the ammenities we needed. Also, the location is great. My family had an amazing vacation!"

Peaceful Nauset Beach Sanctuary
Cottage
Orleans, Massachusetts, USA

Imagine driving down a quiet private dirt road behind one of the nicest beaches on Cape Cod. Enter the property through a gate and walkway and you’re in your own private sanctuary. The cottage feels like a treehouse looking onto the tidal marsh behind Nauset Beach. Inside you will feel the vibes of a nostalgic cape cod cottage with modern amenities and style. Roll out the yoga mats! Chill out on the large deck overlooking the marsh and enjoy the birds. Take a 10 minute walk to your own private Nauset beach access. If walking is too much than pack the car and drive to a private free parking area that is only a short walk over the bridge to Nauset beach.
This is a new listing in May of 2023. We are experienced VRBO hosts that have accumulated over 42 5 star reviews with our former rental. We love to host and take pride in giving our guests a great experience.

Guest Reviews:

- "Our family of 3 very much enjoyed our week-long stay at this beautifully designed and exceptionally clean and cozy home. We loved the unique and thoughtful touches through the house — yoga mats, candles, twinkle lights, etc. The property was just as the title suggests - a peaceful sanctuary. We enjoyed quiet relaxation with beautiful marsh views and the gentle tones of a wind chime. There was also an expansive wrap around deck for outdoor dining, sunbathing, and stargazing. We also loved walking 10-15 minutes to a private section of the expansive Nauset Beach just for the neighborhood. In the home, we were provided with plenty of bath and beach towels, as well as bar soap, shampoo/conditioner, floss, Q-tips etc. The kitchen was well-stocked with all the supplies one might need, including plenty of teas and complimentary coffee for the Keurig. The house had three bedrooms, one of which was a cute lofted bedroom (though no door for complete privacy). The beds and pillows were all spacious and comfortable. Overall, highly recommend this property and would love to stay again."

Charming Restored Cottage near Nauset Beach, The Summer House
Cottage
East Orleans, Massachusetts, USA

Our cottage was originally built in 1941 and has been completely and lovingly restored with vintage white beadboard ceilings, shiplap walls and classic built-ins and has been furnished with everything you need for a memorable Cape Cod vacation.

Our three bedrooms each have a unique and personal character. The master suite has vaulted shiplap ceiling, queen brass bed, cable TV, large ceiling fan, large, walk-in closet and a private and cheery master bath with privacy wall and soaking tub.

There is a second bedroom with an antique double bed and large dresser for storage off the main living area and a third bedroom with a classic vaulted beadboard ceiling, exposed rafters, twin beds, antique transom window and two large windows that open onto the screened porch.

There is also a wonderful, custom built outdoor shower for getting clean after a day at the beach!

Our location is within walking distance to East Orleans village, where you can find fresh brewed coffee and amazing muffins in the morning and to Sundae School for ice cream at night. Nauset Beach is just two miles away and you can easily bike into Orleans to access the Cape Cod Rail Trail or for shopping or to try out the many great restaurants.

Summer rentals are a minimum of 7 days, Saturday to Saturday.

Bedspreads, blankets and pillows are provided, however bedsheets and towels are not included, except by special arrangement for an additional fee.

We do not have a washer and dryer, but there is a laundromat if needed 5 minutes away.

Guest Reviews:

- "We had a wonderful, relaxing week here. Location is great -- very quiet yet close to everything, including a fantastic ice cream shop a five-minute walk away -- and the cottage is exceptionally pretty, both tasteful and simple. Couldn't ask for a more relaxing or pleasant base for a Cape Cod vacation." - "We found the cottage sparkling clean and ready for us on arrival. It has a lovely interior with plenty of room to relax. All three bedrooms are warm and cozy. The place reflects its history via a well-done renovation. Other homes are not immediately next door so it was very quiet and secluded. The cottage is conveniently located 5-10 minutes from town and the same distance from Nauset Beach, Cape Cod's finest. We had a wonderful five day stay!"

Cozy Cottage Overlooking Rock Harbor Creek
Cottage
Orleans, Massachusetts, USA

Cozy Orleans bungalow with quintessential Cape Cod charm in historic Rock Harbor. Immaculately restored with granite counters and beautiful hardwood floors, tile bath, and high quality construction. Set within the tranquil beauty of Rock Harbor Creek and just 0.2 miles to Rock Harbor & Cape Cod Bay and .9 miles to the Cape Cod Rail Trail. The fully equipped kitchen is open to the dining nook and living room. Cozy bedroom with king bed, large closet, en-suite bathroom w/walk-in shower and stacked washer/dryer. In the living room there's a queen sleep sofa and TV and desk. The back yard has a picnic table and grill for summer cookouts and an outdoor shower. Two Kayaks available for guest use. Enclosed Outdoor Shower.

Guests bring or rent their own bed linens & towels (pillows & blankets furnished)

Guest Reviews:

- "We loved staying here and would stay again." - "Very clean and easily accessible. Very quaint and old school. I would stay here again. Very supportive host managers. Great location. Thank you" - "Great location to explore this area of the Cape. The house is cozy and very comfortable. It feels like you are living in a screened in porch with lovely light and views of the tidal marsh where we kayaked. Orleans is near by and the best part was being so close to Rock Harbor beach where we saw gorgeous sunsets and walked the beach at low tide. Highlights for us: biking the rail trail to Nickerson State Park, the Lavender Farm in Harwich, the fishing pier in Chatham, and visiting the Edward Gorey house (if you like dark humor with amazing artwork- he was a genius). Kathleen from Beach Road Properties was very helpful with easy and quick communication. Highly recommend!"

Walk to Nauset from this Cozy Cottage! (1206)
Cottage
East Orleans, Massachusetts, USA

This cozy one bedroom cottage is bright and airy and a great getaway for any couple. The cottage has newer furniture, ductless A/C units that cool the entire property, new flat screen TV with cable and comfortable bedding with a recently renovated bathroom. There is a covered porch on the front of the home and a private deck on the back of the home off the living area. Located in East Orleans, this home is close to the beach and a short drive to East Orleans village where there are restaurants and local markets. Walk to the beach and rinse off in the cottage's enclosed outdoor shower upon your return. Non-refundable $250.00 fee (includes administrative fee and damage waiver insurance) Fee plus applicable state and local taxes. Linens not provided. Guests may rent linens or bring their own.

Guest Reviews:

- "The cottage was a perfect place for quiet mornings, sitting out front with a cup of coffee, then later in the day as a launch pad for either a walk to the beach, bike ride to the beach, or going to other fun places on the cape. And wonderful to return to and relax late in the day. Just so comfortable and with everything that we needed." - "Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The cottage was a dream. Bright modern and fully equipped. Walk to the beach less than a mile on short cut."

Orleans Cottage with Water Views
Cottage
Orleans, Massachusetts, USA

Whatta-view! Lovely water views and a serene setting. Enjoy the peace, quiet and sweeping views of the water from one of the nice outdoor deck areas or inside this lovely cottage. Situated in beautiful East Orleans, just a couple of miles from Nauset Beach, this idyllic rental is sure to help you relax and truly enjoy your Cape Cod getaway. Home is just steps to the water for great kayaking and/or paddle boarding.

Disclaimer: Admin fee of $175 is not yet included. This rental property strictly enforces a no parties policy. Guests are not permitted to host parties, events, or large gatherings at any time during their stay. Additional charges will apply to cover any damages, additional cleanings or other fees. If a remote control is lost, you will be responsible for covering a replacement cost of $75, in addition to the cost of the remote itself.

Guest Reviews:

- "Loved this cottage and its old time charm-knotty pine, peaceful view, comfortable furniture, outdoor shower, pet friendly. I love to swim, so the bonus was Meeting House Pond down the road- basically a boat launch and salt water- not fancy beach but warmish water. If you have a canoe or kayak you should bring it! Less than an hour to Provincetown. We will be back!"

Refurbished Cottage with Views of Town Cove (1038)
Condo
Orleans, Massachusetts, USA

Two free lobsters included! This recently renovated 2 bedroom, 1 bath cottage is nicely appointed in a prime East Orleans location, convenient to beaches and shopping. It is situated across the street from Town Cove and Asa's Landing and offers views of the water.

The cottage has lovely grounds and gardens to enjoy, as well as a spacious deck, complete with a gas grill, to relax and enjoy a summer barbeque. The kitchen is recently renovated with granite countertops and new, stainless appliances. The bathroom has also been fully renovated. A recently added addition boasts a Queen primary bedroom while the second bedroom has two twin sized beds. Amenities include Central A/C, new 50" flat screen TV, premium cable service with HBO, WIFI, Netflix and private relaxing area! Extras include high-end beach chairs, umbrella, and clamming rakes and basket!

An administrative fee and applicable taxes may apply. Linens not provided. Guests may rent linens from a vendor or bring their own.

Guest Reviews:

- "Rating Details: The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: This property was excellent. It probably was the cleanest I have ever rented. The owner was extremely hospitable and generous, he gave us great suggestions on restaurants and things to do. There was nothing we needed that was not provided. We had a great week, super rental."

Seaside Escape-Art-filled 2 Bd on Cove w/Dock Access
Cottage
EASTHAM, Massachusetts, USA

Escape to Seaside Escape this fall, a beautifully renovated two-bedroom cottage on Town Cove, perfect for an autumn getaway. Bring your kayak to explore the vibrant fall foliage, or relax on the patio with warm drinks by the fire table. Enjoy peaceful evenings roasting marshmallows at your private fire pit or cozying up in the landscaped yard. After a day of exploring Cape Cod’s trails and festivals, Seaside Escape offers the perfect blend of tranquility and seasonal adventure.

I respect the autonomy of my guests and can easily be reached by facetime, email, text, carrier pigeon, smoke signal, or yodeling. Communication with guests is important to us. Please be sure you have app notifications turned on for your phone as this will be our means of communicating with you before, during, and after your stay. Our digital guidebooks contain directions, instructions, and access information. It is your responsibility to review this information prior to arrival.

We love our neighbors! We are located in a seasonal cottage community on the cove with respectful and quiet neighbors made up of both owners and visitors.

Access information is sent prior to arrival in your custom digital guidebook.

Escape to Seaside Escape this fall, a newly renovated, art-filled two-bedroom cottage nestled in the peaceful Town Cove community. As the crisp autumn air settles in, enjoy serene days by the water with access to a shared private dock—perfect for launching a kayak to explore the vibrant fall foliage or casting a line for a peaceful afternoon of fishing. Watch the local wildlife and migrating birds as they pass through, or simply relax and take in the changing colors.

Fall evenings are made for outdoor gatherings. Grill seasonal meals on the patio, sip warm drinks around the fire table, or roast marshmallows at your private fire pit while surrounded by the cool, crisp air. Recline in comfort on the outdoor lounge chairs and enjoy the tranquility of the landscaped yard, perfect for cozying up with a blanket and a good book.

After a day of leaf-peeping or exploring Cape Cod’s trails, refresh yourself in the spacious outdoor shower and get ready for a cozy evening out at local fall festivals or seasonal dining spots. With our award-winning custom recommendations, you’ll discover hidden gems and must-see attractions during the fall season.

Seaside Escape is your perfect autumn retreat on Town Cove, where the beauty of Cape Cod in the fall comes to life. Book now and embrace the magic of the season!

- A custom, state-of-the-art house manual with recommendations is provided with each stay
- 2 Queens, 1 Daybed (porch) (alternatively there are two kids twins in the upstairs bonus room via a ladder )
- Luxurious linens, duvets, and Turkish bath towels provided for a comfy, cozy stay
- Eco-Friendly amenities such as shampoo, conditioner, and body wash with no micro-beads!
- Regular and decaf coffee and an assortment of teas provided
- Centrally located in Eastham in private cottage community on the water (Town Cove)
- Shared private dock and cove access for launching paddle boats, kayaks, etc
- Gas grill, large 6 person outdoor dining table and 2 person outdoor breakfast nook (perfect for coffee in the morning)
- Outdoor sectional with propane fire table overlooking landscaped yard and water view
- Fire pit and sun loungers in landscaped yard
- Large outside shower
- NO pets - We have many pet friendly choices for you but this is not one of them. Please do not “ask anyway”
- WiFi throughout
- Many add-ons available such as Pack-n-Plays, Farm Fresh Eggs, Early Check-In/Later Check-Outs, Tours and more! Details provided after booking
- Professionally cleaned by an award winning, VRMA recognized company that uses thorough checklists, followed by sanitization and disinfection of high touch points throughout the home. We follow CDC guidelines and use only approved EPA products for cleaning.

We understand that things happen and plans may change so we always recommend purchasing travel insurance for your vacation.

The bonus room is a kids space that is accessible by a ladder. It is to be used at your own risk if you choose to access it.

Guest Reviews:

- "Great cottage! In a neighborhood of about a dozen houses with access to Town Cove. Not big, but very well equipped and great outdoor space with lingers, sofa, fire pit, grill and more. Morning and evening visits from a family of 5-6 bunnies - who knew?"

Charming 2-bedroom cottage in wonderful Barley Neck area of Orleans with WiFi AC
Cottage
Orleans, Massachusetts, USA

Charming cape cottage, 2 large bedrooms, oversized eat in kitchen, full bath, spacious living room with desk. A huge, sunny deck and screened porch. Outside shower and patio with grill. Play space in the yard.

Guest Reviews:

- "Patty was a wonderful host. Her house was clean, organized and extra misc. for items forgot at home. Loved the beach totes, wonderful deck, enclosed sunroom and 4 twin beds for my girls. It was the perfect set up for our weekend trip. ❤️"

Skaket Dream 2/10 mile to Beach!
Cottage
Orleans, Massachusetts, USA

Located just 2/10th's of a mile from bay-side Skaket Beach is this sweet 3 bedroom, 1 full bath (tub/shower combination) home offering beautiful tidal marsh views and a spacious deck to enjoy the outdoors. With Central A/C, the property is set back at the end of a sandy lane and is close to the Cape Cod Rail Trail, downtown Orleans shopping and more

Gas Grill, WiFi, 2 TVs with Cable, Washer, Dryer & Dishwasher for your convenience

Guest Reviews:

- "Been staying at this home for about 4 years now, we have a smaller family and love Skaket beach. Nice little hidden gem, would recommend for anyone with a small family."

Antique Cottage with King Bed, Kitchen, Bath, Private Yard & Path to Arey's Pond
Cottage
Orleans, Massachusetts, USA

Welcome to Captain Seth Sparrow Cottage. Finally relax at this unique and tranquil getaway. One bedroom cottage with compact kitchen and bath. A true antique from 1850, the unit is renovated but remains quintessential Old Cape Cod. Private laundry, private yard, and walking access to Arey’s Pond 350 yds down private path. A Zen getaway for a couple looking to relax in an ideal Orleans location. Very close to Nauset Beach, Orleans, Chatham, and great dining. A super place to vacation. Updated photos to be posted soon!
The space
Very cute King bedroom studio cottage. smallest and cutest bathroom ever, and a small galley kitchen, plenty of room to make morning coffee, prepare breakfast, or cook dinner. 350yd walk to Areys Pond, deeded access via private path. Walk around back for access to full laundry in the basement.
Guest access
Guests have exclusive access to the cottage and access to Arey’s Pond. The property has another rental, a 3 BR antique home that can be rented with the cottage or separately. Both units have privacy and are separated by a new board fence. There are some common areas outdoors as well. Cottage has a beautiful new outdoor shower as well. There is a separate private yard at the cottage with a firepit, grill, and plenty of room outside to sit and relax!! The path to Arey’s Pond is between 350 and 400 yds long from the house to the water’s edge. It is not a beach per se but does allow direct saltwater access for boating, paddle boarding and kayaking. The owners live nearby and have a boat and a mooring so there may be a possibility to arrange a boat ride if you’d like to see the area from the water. Feel free to reach out and ask questions!
Other things to note
There is a very friendly yellow lab at the neighboring property, and he may stop by to say “hello”! Please let us know if you do not want to see him.

Guest Reviews:

- "We loved staying at the cottage. It's small but has everything you need for a comfortable stay. We brought our dog, he loved it too!"

Cape Cottage with Nauset Beach and Mill Pond Access
Cottage
Orleans, Massachusetts, USA

Nauset Heights area beach cottage within a half mile of Nauset Beach, Priscilla Beach and Mill Pond.

Enjoy your vacation in one of the most requested locations in Orleans. The first floor of this quaint home offers an open living space with a full kitchen and dining area, living room, full bathroom with tub, and two bedrooms; one with a king bed and the other bedroom has a queen bed.

The second floor has two twin beds on one side and an office area on the other side.

This house sits on a nice level lot on a dead end road within a natural wooded setting. There is a nice, comfortable deck with dining area and gas grill. And there is a separate room off the deck with a washer and dryer. Also available is a enclosed outdoor shower to rinse off after a nice day at the beach.

Location: This house is located .3 mile from the association stairs to Nauset Beach on the ocean, 1 mile from the Nauset Beach public parking lot, 5.1 miles to Skaket Beach on the bay, 3.4 miles to Crystal Lake parking lot off Monument Road, and 3.4 miles from Orleans center near the Rail Trail bike trail access.

Amenities: 2 Window Air Conditioning Units (one on each floor which cools the entire house), 5 ceiling fans, wireless internet, 2 televisions with cable, electric stove, Keurig coffee maker, first floor washer and dryer, gas grill, 3 beach chairs and 1 beach umbrella. Sheets and towels are not included but a list of linen rental companies will be provided if you prefer not to bring your own.

BEDS: First Floor; Bedroom #1 - 1 King, Bedroom #2 - 1 Queen, Second Floor; Bedroom #3 - 2 Twin

Additional Fees: $175 Non-Refundable Reservation Fee plus State and Local Taxes apply.

***NO SMOKING***NO PETS***SATURDAY TO SATURDAY***

****FREE ACTIVITIES INCLUDED****
To enhance your vacation experience, Kinlin Grover includes Xplorie, which means free admissions and equipment rentals everyday of your stay at select popular attractions in the area.

Click the Xplorie button or visit the Free Activities page to see the free fun included with this Kinlin Grover rental!

As a guest of Kinlin Grover, you'll receive free golf tee-times, free equipment rentals, free admission and free tickets to some of Cape Cod's best activities!

Amenities:

Laundry • Kitchen • Internet • Air Conditioner • Tv • Child Friendly

Nauset Harbor Cottage: 112-O Charming Coastal Retreat with Breathtaking Views – East Orleans
Cottage
Orleans, Massachusetts, USA

This property is professionally managed by Pretty Picky Properties.

Charming Coastal Retreat with Breathtaking Views – East Orleans

Sleeps 6
3 Bedrooms, 3 Baths
Rents Friday to Friday during Peak Season
Linens Included, Beds Made
Pets Considered

Welcome to this beautifully renovated coastal cottage, perfectly perched in a private neighborhood in East Orleans. This serene vacation home offers stunning 180-degree views of Nauset Harbor, Nauset Spit, and the vast Atlantic Ocean, creating the ultimate backdrop for a relaxing Cape Cod getaway.

Whether you're savoring sunrise coffee or evening cocktails on the deck, the views here are simply unforgettable.

Inside, the home features a modern, fully updated kitchen with high-end appliances and sleek finishes, making meal prep a delight. Three spacious bedrooms and three full baths ensure comfort for all guests, with the added bonus of a separate apartment—perfect for privacy when vacationing with extended family or friends.

The thoughtfully designed interior blends coastal charm with modern convenience, offering bright, airy spaces to relax. Well-behaved pets are considered, so feel free to bring your furry friend along to enjoy the Cape Cod experience!

Nestled in a quiet, private neighborhood, this home provides a peaceful escape while remaining close to East Orleans' dining, shopping, and local attractions. Whether you're here for beach days, coastal exploration, or simply to unwind, this cottage offers everything you need for an unforgettable vacation.

Book your stay today and experience the beauty of Cape Cod from this exceptional waterfront retreat!

Please enter your travel dates for up-to-date pricing. This property has a seven-night minimum during the peak season. As is customary in vacation rentals there are additional fees to the rates listed. Those fees include a reservation fee and a non-refundable Accidental Damage Protection (ADP) fee totaling $215.00 In addition, there are state and local taxes applied to all reservations less than 31 days in length that total 14.45%.

Be sure to search the Pretty Picky site for your best selection of prime vacation homes available for summer rental on Cape Cod.

It's your vacation. Get Picky! ℠

Guest Reviews:

- "We thoroughly enjoyed our long-weekend vacation at this house. The property is beautiful, private, and close to everything you need/want. We would highly recommend this place, and will look to stay here again next time we visit the Cape. "

NEW Crystal Lake Contemporary Cottage!
Cottage
Orleans, Massachusetts, USA

NEW LISTING!
Crystal Lake Views & Dog Friendly*!

* * * * See end of this description for information about free included activities, Kinlin Grover's cancellation/refund policy and more! * * * *

Escape to this idyllic vacation retreat that perfectly balances chic architecture, and breathtaking views.
This charming 2-bedroom, 1-bath home nestled in the heart of Orleans, allows for the quintessential Cape Cod Vacation at an affordable price!
Take in the stunning water views from practically every room, thanks to the bright and airy open concept floor plan.
You can even have a front row seat to the annual Orleans Hometown Forth of July Parade!

From the moment you step inside, you'll appreciate the meticulous attention to detail evident in the clean lines and sleek finishes throughout.

Bask in the fresh breeze and sunshine on the spacious back deck, offering endless opportunities for relaxation and entertainment; ideal for unwinding or gathering with loved ones!

Embrace the opportunity to paddleboard, canoe, kayak, or just float your cares away just steps out the front door with Crystal Lake just across the street; not to mention many notable Cape Cod attractions in the area are just a short drive away such as the National Seashore, only about 5 miles away and Pilgrim Lake, Nauset and Skaket Beaches all within 1-3.5 miles!

This amazing vacation rental awaits you! Book your stay today!

**Bedroom#1 = 1 Queen; Bedroom #2 = 2 twins
**Saturday to Saturday ONLY** **1 Well Behaved Dog considered; $100 Pet Fee, $300 Security Deposit****

****FREE ACTIVITIES INCLUDED****
To enhance your vacation experience, Kinlin Grover Compass includes Xplorie, which means free admissions and equipment rentals everyday of your stay at select popular attractions in the area.

Click the Xplorie button or visit the Free Activities page to see the free fun included with this Kinlin Grover rental!

As a guest of Kinlin Grover Compass, you'll receive free golf tee-times, free equipment rentals, free admission and free tickets to some of Cape Cod's best activities!

**** CANCELLATION/REFUND POLICY ****
Upon cancellation for ANY reason, money will be refunded less a 20% service fee of the total rental amount due, ONLY if the property is re-rented for the same terms and conditions of the original Agreement. Tenant further acknowledges and agrees that where Kinlin Grover undertakes to re-let the property, the rental fee to be charged to the substitute tenant shall be in an amount to be determined in the reasonable discretion of Kinlin Grover and Owner. Tenant agrees that any cancellation of the reservation, undertaken at any time, shall not be effective unless in writing and delivered to Kinlin Grover.

Amenities:

Parking • Oceanfront • Balcony/Terrace • Kitchen • Internet • Other • Laundry • View • Air Conditioner • Security/Safety • Ocean View • Fireplace/Heating

Cape Cod Cottage on Private Family Estate minutes from the Beach,
Cottage
Orleans, Massachusetts, USA

Our Orleans cottage, situated in the immaculate beauty of Pleasant Bay... is the perfect place to live out your dream Cape Cod getaway. Packed to the brim with quaint New England charm and surrounded by acres of forest and marshes our home offers a secluded, private year-round escape. Located near Skaket and Nauset beach, as well as shops, restaurants, and attractions in town. Enjoy all the cape has to offer and in the evenings, return home to watch the sunset or stargaze from the back deck.

Amenities:

Child Friendly • Air Conditioner • Balcony/Terrace • Bedding/Linens • Internet • Security/Safety • Laundry • Wellness Facilities

Petite Antique, location, location, location
Cottage
Orleans, Massachusetts, USA

**Location Location Location**

Nestled in the historic district of Orleans, our charming little cottage is perfectly situated for those looking to experience the best of Cape Cod. We are conveniently close to a variety of stunning beaches, including Rock Harbor and Bay beaches such as Skaket Beach, Boat Meadow Beach, and First Encounter to name a few. For those who prefer the wild Atlantic Ocean, Nauset Beach, Nauset Light Beach, and Coast Guard Beach are just a short drive away. Additionally, fresh water ponds are within easy reach, providing ample opportunities for swimming and relaxation.

The closest bay beach, Dyer Prence, is merely 0.3 miles away—a pleasant 10-minute walk, making it easy to enjoy leisurely days by the water. For those who prefer to explore, we are just 0.8 miles from the center of Orleans, where you can find local seafood restaurants, charming ice cream shops, and unique, locally owned boutiques. The Cape Cod rail trail bike path abuts our property, offering a scenic route for biking enthusiasts and nature lovers alike.

For adventure seekers, right around the corner from the cottage, you can embark on a fishing charter from Rock Harbor, where you can reel in some of the local catch while enjoying the beautiful coastal views. Just a 15-minute drive away, Chatham Harbor provides access to The Beach Comber boat shuttle, which takes you to some of the most pristine and uncrowded Atlantic Ocean beaches on the East Coast. Keep your eyes peeled—you might even spot a shark fin or, more commonly, some playful seals enjoying their natural habitat. Downtown Chatham also offers an array of beautiful shops, candy stores and restaurants, you can easily fill a day here!

If you’re in the mood for exploration, a day trip to Provincetown is only a 30 to 45-minute drive away. This vibrant seaside village is known for its character, vibrant and artistic spirit, and an array of amazing restaurants. Whether you choose to embark on a thrilling whale watch or simply stroll through the charming streets filled with art galleries and shops, Provincetown offers a delightful and very unique experience.

For those looking to venture further, we are approximately 30 minutes from Hyannis, where you can catch a ferry to the picturesque islands of Nantucket and Martha's Vineyard—a must-do day trip that is sure to create lasting memories.

**Accommodations and Amenities**

Please note that the downstairs bedroom is quite small featuring two twin beds (only) that can be converted into a king if needed; however, it is important to mention that there is not a separate king bed and two twin beds. The downstairs bedroom is cozy, making it a snug retreat after a day of exploration.

We are also dog-friendly and would be happy to consider your furry companions, as we love dogs! This topic is open for discussion. Our little family resides full-time in the "barn" at the back of the property, along with our adorable dog, Charlie girl, who adds to the warm, welcoming atmosphere to our home.

More information available upon request, so please feel free to reach out via email with any questions you may have. We look forward to welcoming you to our beautiful corner of Cape Cod!

Amenities:

Fireplace/Heating • Wellness Facilities • Tv • Security/Safety • Laundry • Air Conditioner • Internet • Barbecue/Outdoor Cooking • Kitchen • Other • Parking • Bedding/Linens

Captain's Quarters by Nauset Beach
Cottage
Orleans, Massachusetts, USA

Captain's Quarters, brought to you by The Heart of Cape Cod, is a quintessential 3 bedroom Cape Cod cottage which is walking distance from the calm waters of Nauset Inlet (Priscilla's Landing) and famous Nauset Beach on the oceanside. Captain's Quarters cottage is the perfect home base for your classic adventure on the Cape. Come see what makes staying in Nauset Heights so special!

We respect the autonomy of our guests but are available by text, email, phone, carrier pigeon, smoke signal, yodeling, or Facetime

Nauset Heights neighborhood is a small, quiet family neighborhood association surrounded by Nauset Inlet on one side and the Atlantic Ocean on the other. It is perfect for small families or small groups as it is quite the residential area.

Nauset Heights is truly a special place. A walk down to Pleasant Bay to dig your toes in the sand and enjoy the quiet and calmer surf brings peace. A turn in the other direction will bring you to the ocean where one can bear witness to the haul out of seals, or the gannets diving at breakneck speeds into the surf, and if one is lucky, spot whales off the coast as they dive for deeper waters and show a massive fan of tail.

Here at Captain’s Quarters, you can enjoy your adventures on the Cape from Spring through Autumn with mini-split heating and cooling throughout. With three bedrooms, a fully stocked kitchen, bath, deck, charcoal grill, and even an outdoor shower, beach days and exploring are easy with our cottage as your base camp. Walk to Priscilla Landing, Nauset Beach, and Mill Pond. Hop in the car for a short little drive to our exquisite shops, gourmet foods, wine shops, and ice creameries or even another fantastic beach close by. National Seashore on your bucket list? No problem! Each reservation comes with a complete guide to the best local’s insider tips and places to go, things to do, and places to see.

Captain’s Quarters is a cozy 660 square foot cottage with three bedrooms. The master has a queen bed. Bedrooms two and three contain two sets of twins in each. The living room is outfitted with a couch, two reading chairs, and a small reading library and game table. A Roku tv is ready for you to login and pick up where you left off on your favorite streaming episodes. We are located between Nauset inlet and the Atlantic Ocean in beautiful Nauset Heights

Highlights include:

• A custom, state-of-the-art, award-winning house manual with recommendations is provided with each stay
• Quiet and calm beach days on Priscilla Landing or access Nauset Beach on the ocean side through the association
stairs and enjoy less crowds
• 5 Beds Total - 1 Queen, 4 Twin beds
• Luxurious linens, duvets, Turkish bath towel sets with charcoal infused bamboo wash cloths, and beach towels
provided (summer)
• 1 full bath/1 outdoor shower
• Eco-Friendly amenities such as shampoo, conditioner, and body wash with no sulphates, phosphates, and no micro-
beads!
• Washer and dryer in basement
• Coffee bar with drip coffee maker, French Press, hot water kettle, regular and decaf coffee and an assortment of teas
provided
• Gas grill and patio furniture
• Small reading library, blue tooth stereo, board games, corn hole, and game table provided
• No pets. We have many pet friendly options for you to choose from, this is not one of them. Please do not “ask
anyway” (sorry but the answer will still be no)
• Strong WiFi throughout
• Many add-ons available such as Pack-n-Plays, Farm Fresh Eggs, Beach Games, Tours and more! Details provided after
booking
• Sandy toes and beach hair guaranteed
• Professionally cleaned by an award-winning, VRMA recognized company that uses thorough checklists, followed by
sanitization and disinfection of high touch points throughout the home.

As always, we recommend purchasing your own travel insurance to safeguard your vacation.

For Airbnb: A quick note on who you are paying for what, because lately everyone asks some version of who am I paying for what and to who. We set two things. One. The nightly rate for the home itself which we keep as fair as possible for this area. Two. The cleaning fee matches what our professional cleaning company charges to clean and reset a home this size. Those are the only amounts we control. Airbnb collects its own platform service fee for using the Airbnb site and support. Airbnb may include that platform fee in the total price you see here instead of showing it as a separate line which can make it look like it is part of what we charge. It is not. That amount goes to Airbnb. You will also see taxes as a separate line. Those taxes are required by state and local rules for this area. We do not set the tax rates, and we do not keep those funds. Airbnb calls this “fee transparency”.

Communication with guests is important to us. Please be sure you have app notifications turned on for your phone as this will be our means of communicating with you before, during, and after your stay. Our digital guidebooks contain directions, instructions, and access information. It is your responsibility to review this information prior to arrival.

Guest Reviews:

- "Sunny and fresh with all the conveniences. Very close to beach" - "We have been staying at this cottage for years. We appreciated the cosmetic updates (new end tables, lamps, decorations, etc.). We were also glad to be notified by text when the cottage had been cleaned and was ready for our move-in. The online Guidebook was handy to have on a cellphone for easy access to reminders about arrival and departure procedures as well as trash, laundry and other items particular to this cottage. We also enjoyed having the linens provided. Thank you!"

The Parson’s Cottage
Cottage
Orleans, Massachusetts, USA

Cozy cottage in a great location opposite Nauset Farm Shop, close to Nauset Beach, and walking distance to shops and restaurants.
Our cottage retreat boasts a cozy lounge, stylish kitchen, two bedrooms, two bathrooms, a private patio area, barbeque and an outside shower. The recently refitted kitchen, has Bosch stainless steel appliances, a keurig coffee machine, a flat screen TV with ROKU and HULU, and guests can enjoy outdoor dining on the patio. The third bedroom is located off the rear patiodoes not have ensuite facilities, but is just 6 feet from the rear entrance to the cottage and full downstairs bathroom. It's a large room with a queen bed, with a cozy lounge and TV, with French doors out onto the patio.
As a completely self contained cottage, breakfasts at the Inn are not included in the rentals.
Dogs allowed with a seperate cleaning fee of $150 and $500 returnable deposit
No smoking or vaping on property

Amenities:

Oceanfront • Balcony/Terrace • Child Friendly • Security/Safety • Ocean View • Pet Friendly • View • Internet • Tv • Other • Kitchen

2025 Bell Buoy: Adorable Cottage w/Sparkling Town Cove Views, Pet Friendly!
Cottage
Eastham, Massachusetts, USA

Description

Enjoy use of the shared private dock for kayaking or fishing. Located in the lovely seaside cottage colony of Anchorage on the Cove!

Welcome to Anchorage on the Cove! This storied colony of quintessential Cape Cod cottages has been a beloved summer destination for decades. Nestled on a lush, gently sloping lot that leads to the tranquil waterfront of Town Cove in Eastham, this idyllic retreat invites you to immerse yourself in the natural beauty of Cape Cod. Perfect for launching kayaks, fishing, or simply soaking in peaceful surroundings, Anchorage on the Cove offers a timeless and unforgettable coastal escape. Start your day with the spectacular hues of a sunrise, the scent of salty air, and a warm cup of coffee in hand—it’s so easy to unwind here! Bell Buoy is centrally located, and mere minutes from both bay and ocean beaches. This property is also pet-friendly, featuring a dedicated dog run so your four-legged family members can enjoy the adventure too.

Bell Buoy sits happily along the water’s edge, providing guests with unparalleled views of the sparkling waters of Town Cove. With its charming Old Cape Cod style, this inviting multi-level cottage welcomes you with simple yet inviting accommodations that set the stage for easy living on the cove. The living room has seating for your whole group, and Wi-Fi, TV, games, and books are provided to keep you connected and entertained during your stay. The eat-in kitchen, framed by a picture window, makes every meal feel like a special occasion as you take in panoramic water views. The cottage has a half-bath on the living room level and, up a few steps, you'll find the master bedroom, which has water views. Step outside to the private deck, complete with a dining table, umbrella, grill, and lounge chairs—perfect for dining al fresco or relaxing with a good book. Just steps away, the water beckons with an array of watercraft ready for adventure. Spend your days paddling across the sparkling cove, spotting wildlife, and watching boats drift by.

After days spent basking in the beauty of Anchorage on the Cove, you’ll find yourself perfectly positioned to explore everything Eastham and the surrounding outer Cape Cod area have to offer. Eastham is home to the stunning Cape Cod National Seashore, where scenic hiking trails, picturesque bike paths, and pristine ocean and bay beaches await. Nearby, Orleans boasts a vibrant downtown filled with charming boutiques, local art galleries, and fantastic dining options. You’re also just a short drive from theaters and live performances, as well as other unique cultural attractions. Whether you’re searching for outdoor adventures, cultural experiences, or a laid-back evening enjoying fresh local seafood, Anchorage on the Cove is the perfect home base for your Cape Cod getaway. Book Bell Buoy today!

Layout of Bedrooms & Bathroom:

Bedroom #1: Queen bed
Bedroom #2: Two twin beds

Bathroom #1: One-half bath on the entry-level, walk-in shower room downstairs off of the kitchen

**This is a pet-friendly home. Please inform Nauset Rental if you plan to bring your dog along.**
**Linens and bath towels are included.**

Amenities
Hospitality Amenities:
Linens
Bath Towels
AC
Heat
Gas Fireplace

Kitchen Amenities:
Refrigerator
Oven
Microwave
Coffee Maker
Blender
Dishes and Silverware
Pots and Pans

Entertainment Amenities:
Wi-Fi
Flatscreen TV
Books and Games

Outdoor Amenities:
Private Deck
Grill
Outdoor Dining Table
Market Umbrella
Lounge Chairs
Dog Run
Private Dock
Kayaks
Canoes
Skiff
Life Jackets
Oars/Paddles

Amenities:

Child Friendly • Security/Safety • Pet Friendly • Internet • Fireplace/Heating • Bedding/Linens • Air Conditioner

Escape to this Peaceful Cottage near Nauset Beach
Cottage
Orleans

Unwind at this peaceful, quiet and classic Cape Cod cottage in the charming town of Orleans surrounded by water and conservation lands!

We are situated in the "elbow" of the Cape and equidistant to both of the charming villages of Chatham & Wellfleet. Chatham & Orleans offer plenty of Dining options (even Off Season) including our favorite the Rock Harbor Grill!

If you’re looking for a quiet Mid Cape Escape we will not disappoint.

Pls CHECK "Other Details" prior to sending booking request.

The space
We are located in a quiet grove off the main road. Our spacious and private yard routinely hosts turkey and deer. We are 8 minutes from the grocery store and downtown Orleans. There are abundant dining and take out choices in town year round. Try Sir Crickets, CIBO or the Knack for amazing take out! Conservation land and the Town Cove (follow Gibson Rd) are within walking distance.

Guest access
You have the whole cottage to yourself. Parking is in a driveway in front of our shed. The yard is very private and peaceful.

Other things to note
*** June-September *** Check In is at 4pm or later and CHECK OUT is at 9am unless other arrangements are made. ***

LINENS: Our preference and the Cape Cod custom is to bring your own Sheets and Towels. Reach out to me if you'd like to discuss another option. There is a minimum charge of 100 for full linen service.

We have been renting since 2018 through another platform. ***We are DOG friendly with permission and an additional fee.*** Please reach out to me for details.

Amenities:

Hair dryer • Outdoor shower • Bed linens • Shampoo • Free dryer – In unit • Cleaning products • Hangers • Free washer – In unit • Bathtub • Hot water

Cozy Cottage in East Orleans
Cottage
Orleans

My cozy, private cottage is one mile from Nauset Beach and walking distance to East Orleans Village. It has two bedrooms and a large and sunny open living area with full kitchen, dining space, and sitting area. Large deck with grill is perfect for outdoor dining or enjoying the sun in nice weather. My place is good for couples, solo adventurers, business travelers, and families (with kids).

The space
Cottage is quiet and secluded, but still close to town. One bedroom has a queen bed, the second has a twin and pop-up trundle (the photos show this bedroom with the trundle set up). There is also a full sofa bed in the living room.

Guest access
Guests will have access to the whole cottage, including a private yard and large deck.

Other things to note
Pillows, bedspreads and blankets are provided. Linens and towels are not included.

From mid-June to mid-September, cottage is available only as a Sat-Sat rental, unless special arrangements are made.

Amenities:

Hangers • Hot water • Air conditioning • Washer • Hair dryer • Iron • Dryer • Smoke alarm • Heating • TV with standard cable

Our dream beach home your beach home
Cottage
Orleans

Sunny cottage located about 1/8 of a
Mile walking distance to the Mill pond. The location is very peaceful and quiet. Great area for walking around the Mill Pond (salt water) and Rodgers cove. The cottage is about a mile from Nauset beach for big waves, and all the excitement of the beach! It’s about 2.5 miles to Skaket beach. It’s also a mile or so to Crystal Lake. When the surf is up you can hear it from the cottage! Newly renovated bathroom this year and many new windows as well.

The space
The home has a deck in the front for relaxing on as well as dining. We also have an outdoor shower and a laundry room in the back. There is a semiprivate walk down seaview road and a path leading to Rogers Cove. Guests may use the path and its great for walking around the cove. There is also a nature walk just about two meters from our driveway entrance. Its off to the right as you enter the a Mill Pond road at the fork where Champlaine road ends. Its a loop and is about a mile in length. The cottage is small with one bathroom so keep this in mind if you have a larger group.

Guest access
There is a grassy knoll to the left of our house. You may lay a blanket down here and check out the stars at night. at night you may be able to hear the surf from the cottage as well. It can be quite romantic. We also leave two charcoal grills behind the house. They may be used on the grassy knoll, but please return them behind the house after they cool back down

Other things to note
There’s an outdoor shower and a laundry room attached to the back of the house that guests are welcome to use. Each room has adjustable heating and cooling with remote controlled ductless Mini Split system. The area is somewhat private with a few houses close by. Noise from houses nearby has never been an issue. Usually the area is very peaceful and very quiet. Guests and neighbors are expected to maintain peace and quiet especially at night.

Amenities:

Essentials • Bed linens • Outdoor shower • Hair dryer • Room-darkening shades • Free washer – In unit • Dryer • Hangers • Extra pillows and blankets • Hot water

Family Friendly Cape Cottage w/Deck+Outdoor Shower
Cottage
Orleans

Discover the charm of A-Rey of Sunshine Cottage, a recently renovated gem perfect for your Cape Cod getaway. Begin your mornings with coffee on the deck, followed by a stroll to Arey’s Pond. Spend your days at Nauset or Skaket Beaches, or walk to Pilgrim or Crystal Lakes. After a fun-filled day, rinse off in the private outdoor shower and prepare dinner in the fully equipped kitchen. Cap off your evening by catching an Orleans Firebirds baseball game, just a 5-minute drive away.

The space
Our cottage is a wonderfully updated 3-bedroom, 1 bathroom Cape surrounded by beautiful landscaping in a small cottage community. Open, airy, and a cozy 692 square feet, it can comfortably accommodate up to 6 people (Max 5 adults).

The home includes memory foam mattresses and pillows, outdoor furniture, propane grill, & propane fire pit.

PLEASE NOTE all bookings include linens and bath towels. All linens will be located in a plastic tub upon arrival with guests making their own beds. Also, we will provide pillows; soap, basic cleaning supplies, paper towels and toilet paper to get you started...you just need to bring your own beach towels and flip flops!

The kitchen was renovated in 2022 and is stocked with everything you need to stay in and cook (pots, pans, utensils, tableware) - as well as a propane grill for our comfortable Cape Cod Nights. If going out is your thing, we’d love to suggest some local favorite restaurants a short drive away.

Enjoy your coffee or cocktails on the large outside deck or dine al fresco with your family and friends. Our comfortable patio furniture is a perfect place to start or end your day.

If you prefer sitting by a fire, you will enjoy the propane fire pit and chairs on the front porch area.

The bathroom is updated with a spacious glass tile shower, soap, shampoo & conditioner. (Please note: there is no tub)

Our cottage is equipped with Wi-Fi, indoor board games & outdoor cornhole, a record player, and a 50 inch Roku TV where you'll be able to stay caught up with your Netflix bingeing. Just bring your password!

After a nice long day at one of the many beaches nearby, rinse off in our private outdoor shower. Beach chairs are available for your convenience.

You will be comfortable with our mini-split A/C system (2022) in the summer, and central heat for those cool summer or fall nights. All new windows installed (2025).

A full-size washer and dryer (new in 2022) are available during your stay.

Guest access
You'll have access to the entire home and deck. There is private parking for two cars ONLY.

Other things to note
*To maintain a secure premises, the cottage is equipped with three exterior cameras (front/back doors & grill side). The cameras are ONLY on the exterior, and there are no cameras on the inside.
*You will have to walk down several steps to get to the home from the driveway
*During the months of June-August this is a *7 day rental* (Friday to Friday). Check-in is after 4 pm, and Check-out is 10 am.
*Since our cottage is located near the other cottages in the community, we ask you to be respectful of others and keep noise to a minimum after 9 pm.
*Due to additional cleaning & sanitizing requirements between guests, linens will be provided with guests making their own beds, and stripping the beds and putting back into the plastic tub upon departure.

And, we please ask all guests to do their best to leave the cottage as you found it.

Amenities:

Free dryer – In unit • Cleaning products • Free washer – In unit • Hot water • Hair dryer • Conditioner • Essentials • Outdoor shower • Body soap • Shampoo

Distiller’s Cottage Nauset Beach East Orleans, MA
Cottage
Orleans

Escape to this 1 bedroom cottage on a private country compound hidden in conservation land- 1.5 miles from Nauset Beach, 1.5 miles from downtown Orleans. This 750 sq ft two-story cottage provides all the amenities necessary for a couple or small family (2 adults with 2 children - 2 adults max, 4 w/ children as it is a 1 BR with no privacy barrier) including linens. ONE parking space max. Bathroom is located on first floor. No pets or 3rd party bookings.

The space
This 1 BR house is part of an estate compound, with ample distance from the main house to offer privacy. Please note, ONE PARKING SPACE dedicated to guests. Guests have the entire southeastern-facing cottage and deck to themselves that does not directly face the main house. There is a king bed and a twin daybed with pop up twin trundle in the bedroom. Decor subject to updates. This cottage is perfect for a couple get away or a family of four but not four individuals just getting together as there is only one bedroom total.
I have dogs and a fenced yard where they play. There are also dogs in the neighborhood.

Cleaning fee includes fresh linens and towels supplied for the number of guests (a savings of $200 per week for guests). Guest is responsible for lost or damaged items at the replacement cost of two for each item damage or lost whether linens or towels. Replacement of linens requires purchase of complete sets. Washcloths are not provided.

While a fireplace is seen in the pics, it is not in service at this time. Inside and outside decor may change based on rental damage/use. There is a private garden shed beside the cottage with lobster pots, surfboards, beach chairs, etc that may be viewed from the deck.

The driveway is 250 feet long from the street. We live next to a renowned lobsterman and you will see his traps on the drive up to the property- this is a glimpse of life on Cape Cod.

A child is defined as any person under the age of 18. The maximum number of guests for Distiller's Cottage is 4 including children and adults.

In the event Guests wish to terminate this agreement, Travel Insurance, Damage Protection and any processing or administrative fees are non-refundable.

No refunds will be provided due to inoperable appliances or utilities. Owner will make every effort to assure such appliances will be and remain in good working order. No refunds will be given due to power blackouts, water shortage, flooding, snow, construction at adjacent properties, or mandatory evacuations of the area by county officials due to hurricanes or other potentially dangerous situations arising from acts of god or nature.

Guest is responsible for all shipping costs for any Lost and Found items that Owner is requested to return to Guest. Items found and not claimed within 30 days will be disposed at the discretion of Owner.

In the event Owner is unable to make Rental Property available for any reason other than described above or a reasonable substitute as determined by Owner, Guest agrees that Owner's sole liability as a result of this unavailability is to provide a full refund of all monies paid under this Agreement and Guest expressly acknowledges that in no event shall Owner be held liable for any special or consequential damages which result from this unavailability. Guest also agrees to indemnify Owner from and against liability for injury to Guest or any other person occupying Rental Property result from any cause whatsoever including, but not limited to, injury sustained as a result of using any equipment or furniture in or on the Rental Property, except only such a personal injury caused by the gross negligence or intentional acts of the Owner.

Owner may terminate this agreement upon the breach of any of the terms hereof by Guest. Guest shall not be entitled to the return of any rental monies paid under the terms of this Agreement and shall vacate the Property immediately.

Agreement shall be enforced under the laws of the state of Massachusetts, including any applicable rental acts of that state, and represents the entire Agreement. Any amendments must be in writing and signed by both parties. In the even of a dispute, legal action may only be instituted in the county within which the Rental Property is located. If any part of this Agreement shall be deemed unenforceable by law, that part shall be omitted from this Agreement without affecting the remaining Agreement. Owner shall conduct all brokerage activities in regard to this Agreement without respect to the race, color, religion, sex, national origin, handicap or familial status of any Guest.

Guests here voluntarily assume all risks and dangers and all responsibility for any losses and/or damages whether caused in whole or in part by the negligence or other conduct of the Owners or by any other person. Guests hereby voluntarily agree to release, waive, discharge, hold harmless, defend and indemnify Owner and any and all agents, employees or contractors from any and all claims, actions or losses for bodily injury, property damage, wrongful death, loss of services or otherwise which may arise out of my use of Rental Property facilities, equipment or activities. Guest further assumes full responsibility for the actions of any and all persons whom he may allow to enter the property during the rental period and indemnifies Owner from any and all claims arising from such other persons.

NOW, THEREFORE, in consideration of the mutual agreement and covenants herein contained, Guest has read and agreed to the following:

I am over the age of 25 and assume responsibility for those in my charge under the age of 25. I hereby assume all legal responsibility for bodily injury to me or to any person on the property as a result of my visit and use, operation or possession of equipment hired or loaned to me. Acknowledging this, I accept complete responsibility for the minor children and myself in my charge and visit the property and equipment and engage in activities or events at my own risk.

I will abide by the rules and accept these rental conditions:
The property I rent will be returned in the same condition in which it was rented and I will be responsible for all of the damage and/or loss that occurs during my rental period.

I agree to hold harmless and to indemnify the Owner of the Rental Property against all loss, damage, expense and penalty on account of personal injury or property damage to the rental dwellers, the undersigned or to any minor child or children in the charge of the undersigned, howsoever rising, whether by act or acts or failure to act of the employees, owners, animals of the said company or property owners or not.

I acknowledge receipt of the property in good order and condition (if found otherwise per my arrival, I will contact Owner immediately) and further agree that the Owner of the Rental Property shall not be liable for consequential damages of any kind or nature from whatever cause arising, whether property or equipment is loaned or rented.

I enter into agreement freely with the Owner of the Rental Property at my own risk, acknowledging the risks inherent in outdoor and beach activities and assume any and all responsibility for the minor children and myself in my charge.

All parties agree to and will comply with Federal, State and County pollution laws and any other applicable laws and regulations. I also agree, by signing this document or proceeding with the electronic booking of this property to all of the terms above, and that I will not hold the owner "hostage" by threatening a bad review if I am held to the above rules and information.

Guest access
Guests have access to the entire residential portion of the cottage (excluding the garage). The driveway is 400 feet long to the house. Parking is limited on the property due to the panhandle driveway. There is one parking space for the cottage. Please note no parties, no more than four people total at the cottage, and friends of guests may not leave cars to ride with you to the beach. Beach chairs and umbrellas are located beside the shed for your use.

Other things to note
There is an amazing amount of wildlife on the property due to its proximity to conservation land. You will see birds, squirrels, raccoons and deer among the woods.

We provide beach towels, umbrellas, and chairs but NOT snorkeling gear nor boogies boards due to sharks (gear which AirBnB does not allow us an option to exclude.)

BEST HIKING TRAILS

From "Curious Cape Cod: The best hiking trails in each Cape Cod town" by Eric Williams, Cape Cod Times - 10/22/18

Barnstable:Bridge Creek Conservation Area.
This may be the home of the Cape's biggest uprooted tree, a slumped-over monster with a root ball twice my height! Wide trails (2.5 miles worth) traverse woods, marshes and old bogs. A great old-timey West Barnstable vibe.

Bourne:Little Bay Park and Monks Park.
What a view! I still remember taking in Little Bay for the first time — you walk under a railroad bridge and there it is: a dreamy lagoon. Trails crisscross varied terrain--one even goes out to a little island-like point where I found cool shells and driftwood.

Brewster: You'll be loopy with joy on the Cliff Pond Loop trail at Nickerson State Park, an epic 3.1 mile leg-stretcher with great kettle pond views and quiet woodland passages. The bonus is that the park stops collecting a parking fee at the end of October, so all that beauty will be free.

Chatham:Morris Island Trail.
Just the drive out to the Monomoy Island Wildlife Refuge visitor center is big view soul food. The trail begins with a couple of breathtaking vistas, then pops down a staircase and continues along a beach. A real Cape Cod, toes-in-the-sand kind of place.

Dennis: It's gotta be Crowe’s Pasture in East Dennis. A big playground of dirt roads and trails through marshes and out to Cape Cod Bay where you can watch shellfishermen in action. Sunsets over Quivett Creek are splendid!

Eastham:Fort Hill Trail.
Epic vistas out over Nauset Marsh and the wild Atlantic beyond, plus nicely-maintained fields and the super-bonus is that the trail connects to the recently-refurbished Red Maple Swamp boardwalk trail--an especially colorful place in fall.

Falmouth:Bourne Farm.
I just love this place! It feels like old New England, with a farmhouse and fields leading to trails. There's a wicked cool cattle tunnel under a former railroad bed and access to a herring run. And right next door is Bunker Tree Farm where you can cut your own Christmas tree.

Harwich:Bell’s Neck Conservation Lands.
This place has it all—2.75 miles of trails, spots to launch kayaks and canoes and lots of herons and ospreys. It's one of the best foliage spots on the Cape with deciduous trees and salt marshes working the colors into a symphony.

Mashpee:Dead Neck Trail.
This makes a trip to South Cape Beach a special occasion. The trail winds through a sandy peninsula with pond and ocean views, out to a scenic breakwater at the entrance to Waquoit Bay. I saw a snowy owl out there and it stared me down like I was a big, tasty mouse!


Orleans:Twinings Pond Conservation Area.
This out-of-the-way place is one of the most tranquil spots on Cape Cod. Twinings Pond is a beautiful mirror that catches reflections of sky and clouds and you can feel the worries of the day melt away in the ripples. The trails aren't super long but they resonate!

Provincetown:Clapps Pond and Duck Pond Conservation Area.
I just started walking this trail a few months ago and I was gobsmacked from the get-go! This is my go-to trail these days, a perfect hour-long loop around a big hidden pond. Side trails take you out into the sandy Provincelands—good foliage, too.

Sandwich:Murkwood Conservation Area.
Before I ever visited, I fell in love with the name. "Murkwood" sounds like an Edward Gorey story! The trails wind through the woods and the whole place is surrounded by salt marsh with great views of Scorton Creek. Good foliage spot, too.

Truro:Pamet Area Trail System:
A cornucopia of vistas, history and even beach access to the Atlantic backshore. Trail winds up to a big view over Ballston Beach and there's a creepy bog house remaining from cranberry farming days. Further along, the trail heads north into wilderness.

Wellfleet:Atlantic White Cedar Swamp Trail.
Ancient cedar trees and copperish-green water make this the most creepily evocative trail on Cape Cod. I dare ya to meander down to the newly-repaired boardwalk toward dusk on a late afternoon around Halloween. Super spooky!

Yarmouth:Historical Society of Old Yarmouth Nature/Botanical Trails:
A great way to get away--right off Route 6A! 1.5 miles of trails with woods, ponds and one of my favorite trees on Cape Cod--a gigantic weeping beech that has to be seen to be believed!

Amenities:

Body soap • Hangers • Essentials • Hot water • Shower gel • Outdoor shower • Hair dryer • Bed linens • Bathtub • Cleaning products

Guest Cottage, Nauset Beach, tennis court
Cottage
Orleans

Vintage pre-WWII Cape Cottage meticulously cared for on a mature compound owned by a family for over 80 years. Steps from the untrodden North Spit of Nauset Beach on prized Nauset Heights. A shared tennis court and spacious lawns surrounded by privacy hedges. A speakeasy hidden in the old stables and beach supplies aplenty. kick back Old Cape Style.

The space
Small seasonal classic Cape cottage circa 1940 with speckle painted floors, unfinished warm tongue and groove wood walls, a main room with comfy queen bed, fieldstone fireplace, sitting area, breakfast table, and discrete flat-screen TV. A middle walk-through room with twin and trundle. A small kitchen with all you need. This cottage is attached to a 2 BR 4 Season cottage by a shared screened breezeway. These cottages share an outdoor shower. Across the yard is a 4 BR seasonal cottage circa 1925. Dogs are prohibited at the main beach from April 1- Labor Day. However, dogs are allowed year-round at Pricilla Beach, at the end of Standish Road.

Guest access
The cottage is private. There is a screened breezeway shared by the neighboring attached 4Season Cottage. The back garden is available with an outdoor shower. The entire lawn and garden areas total one acre. The tennis court is shared with the main cottage and 4Season Cottage. Henry's speakeasy, hidden in the stables, is shared by anyone on the property.

Other things to note
This small cottage does not have 11 beds as is currently showing in the guest view. There is one queen and a twin with trundle in another room. What we like about this cottage is it's simplicity. There is zero insulation. You will feel the temperatures and hear the weather. Imagine a week in Thoreau's Cabin on Lake Walden.

Amenities:

Conditioner • Hair dryer • Garden view • Bed linens • Cleaning products • Hot water • Room-darkening shades • Body soap • Shampoo • Hangers

Hobbit Cottage with Marsh View
Cottage
Orleans

Are you special enough to stay at the Hobbit Cottage? All of our tenants have been magical so far and we want to continue that trend! This cute little house is on a lovely marsh where you will hear birdsong while you enjoy the ever changing view of the gentle wetland. A mini paradise nestled in a quiet neighborhood, it is an easy bike ride or a short drive to Nauset Beach. Tiny and cozy, the cottage has every amenity for a comfortable stay! (7 Day SATURDAY - SATURDAY Minimum in July and August.)

The space
***PLEASE READ: This cottage is absolutely ideal for a couple or a tiny family (2 adults with a child). The space accommodates 3 adults if two people share the queen bed. Hobbit Cottage cannot comfortably house 4 adults - IF YOUR GROUP CONSISTS OF MORE THAN 3 ADULTS FOR ANY PART OF YOUR STAY PLEASE DON'T MAKE A RESERVATION REQUEST OR ASK AFTER CONFIRMED RESERVATION TO ADD A GUEST. Extra people sleeping on air mattresses, etc is not permitted. SATURDAY - SATURDAY 7 DAY MINIMUM JULY - SEPTEMBER!

***We have split duct air conditioning in every room of the cottage except the small twin room. This means guests will have to sleep with twin bedroom door OPEN in the summer to get full benefit of AC at night. This is another reason the cottage is only appropriate for couples and small families.

Guest access
The entire cottage and property is for guests

Other things to note
***WE DO NOT ALLOW DOGS IN THE SUMMER MONTHS! We are confident renting to guests who (1) introduce themselves properly, (2) have a COMPLETED profile and (3) have several 5 star reviews. If any of those elements is missing it really lowers our comfort level about accepting a reservation request. It's actually better if you send an inquiry before you send a booking request so we can make sure it's a good fit. We do screen tenants carefully before we agree to host. You may not book on someone else's behalf - the person who books must be staying at the property the entire time.

Discounts on weekly and monthly visits in the off season. ONE WEEK MINIMUM July - September (SATURDAY - SATURDAY stays July - September). We allow well-behaved dogs in the off season only. Again, dogs are not permitted in the summer months and we do NOT accept cats at all. DOG OWNERS: TICKS ARE PLENTIFUL EVERYWHERE ON CAPE COD - you must be vigilant in treating your animal with tick repellent and constantly checking them and YOU for ticks after outings. The cottage abuts a conservation wetland and we are not permitted to use insecticides - we do NOT spray for ticks or other insects, so please take this into account before making a reservation with a dog. Keep dogs on a leash, do not allow dogs to run through tall grasses or bushes and stay on wide paths. Please educate yourself on tick prevention before you arrive and take appropriate measures.

Amenities:

Outdoor shower • Hot water • Cleaning products • Free dryer – In unit • Essentials • Hangers • Shampoo • Body soap • Hair dryer • Free washer – In unit

Cove Cottage with water views!
Cottage
Orleans

2 week minimum June 15 thru September. 1 week minimum remaining months. NON SMOKING. Charming 1.5 BR cottage with lovely views of the Cove. Tastefully decorated and furnished with ALL the amenities you'll need for a relaxing get-away. Very private location within walking distance to town center. Beaches just minutes away. Children (one) must be age 12 or older.

The space
Light filled space beautifully furnished with ample closets and storage includes:
-WIFI
-Cable TV
-Washer/Dryer
-Iron/ironing board
-Well equipped small galley kitchen with stove, dishwasher and microwave.
-Outdoor area with gas grill
-All bed linens/towels
-2 beach chairs
-2 beach towels
-1 beach umbrella
-1 cooler
-Paper plates/cups and some picnic supplies
-Off street parking for 2 cars
Feel free to bring your bicycles, canoes or kayaks….or rent them locally.

Guest access
Restaurants, pubs, boutiques, galleries, grocery stores, outdoor concerts, farmer's market, summer baseball league, library, bike trail (AND bicycle rentals), canoe, kayak and paddle board rental and much more are all within walking distance or a few minutes drive. There are freshwater ponds in Orleans and nearby Brewster at Nickerson State Park. You can explore the 43,000 acre National Seashore Park with its dunes, marshes, ponds and unparalleled beaches. Skaket Beach on Cape Cod Bay is 1.6 miles away and Nauset Beach is 2.6 miles away. A short bike or car ride in either direction. Day trips to Provincetown by car and Martha's Vineyard and Nantucket by ferry are easily arranged. We provide you with many brochures, menus, maps and personal recommendations upon your arrival.

Other things to note
This is a NON-SMOKING residence. The space is not appropriate for babies or young children (under 12) and we sadly CANNOT accommodate your pet. There are 3-4 steps at the entrance. We regret that we are not handicapped accessible. We have wifi and cable tv as well as a washer-dryer onsite.

Amenities:

Washer • Hot water • Bathtub • Cleaning products • Essentials • Body soap • Dryer • Shampoo • Harbor view • Hair dryer

Captain's Quarters by Nauset Beach
Cottage
Orleans

Captain's Quarters, brought to you by The Heart of Cape Cod, is a quintessential 3 bedroom Cape Cod cottage which is walking distance from the calm waters of Nauset Inlet (Priscilla's Landing) and famous Nauset Beach on the oceanside. Captain's Quarters cottage is the perfect home base for your classic summer adventure on the Cape. Come see what makes staying in Nauset Heights so special!

The space
Nauset Heights is truly a special place. A walk down to Pleasant Bay to dig your toes in the sand and enjoy the quiet and calmer surf brings peace. A turn in the other direction will bring you to the ocean where one can bear witness to the haul out of seals, or the gannets diving at breakneck speeds into the surf, and if one is lucky, spot whales off the coast as they dive for deeper waters and show a massive fan of tail.

Here at Captain’s Quarters, you can enjoy your adventures on the Cape from Spring through Autumn with mini-split heating and cooling throughout. With three bedrooms, a fully stocked kitchen, bath, deck, charcoal grill, and even an outdoor shower, beach days and exploring are easy with our cottage as your base camp. Walk to Priscilla Landing, Nauset Beach, and Mill Pond. Hop in the car for a short little drive to our exquisite shops, gourmet foods, wine shops, and ice creameries or even another fantastic beach close by. National Seashore on your bucket list? No problem! Each reservation comes with a complete guide to the best local’s insider tips and places to go, things to do, and places to see.

Captain’s Quarters is a cozy 660 square foot cottage with three bedrooms. The master has a queen bed. Bedrooms two and three contain two sets of twins in each. The living room is outfitted with a couch, two reading chairs, and a small reading library and game table. A Roku tv is ready for you to login and pick up where you left off on your favorite streaming episodes. We are located between Nauset inlet and the Atlantic Ocean in beautiful Nauset Heights

Highlights include:

• A custom, state-of-the-art, award-winning house manual with recommendations is provided with each stay
• Quiet and calm beach days on Priscilla Landing or access Nauset Beach on the ocean side through the association
stairs and enjoy less crowds
• 5 Beds Total - 1 Queen, 4 Twin beds
• Luxurious linens, duvets, Turkish bath towel sets with charcoal infused bamboo wash cloths, and beach towels
provided
• 1 full bath/1 outdoor shower
• Eco-Friendly amenities such as shampoo, conditioner, and body wash with no sulphates, phosphates, and no micro-
beads!
• Washer and dryer in basement
• Coffee bar with drip coffee maker, French Press, hot water kettle, regular and decaf coffee and an assortment of teas
provided
• Gas grill and patio furniture
• Small reading library, blue tooth stereo, board games, corn hole, and game table provided
• No pets. We have many pet friendly options for you to choose from, this is not one of them. Please do not “ask
anyway” (sorry but the answer will still be no)
• Strong WiFi throughout
• Many add-ons available such as Pack-n-Plays, Farm Fresh Eggs, Beach Games, Tours and more! Details provided after
booking
• Sandy toes and beach hair guaranteed
• Professionally cleaned by an award-winning, VRMA recognized company that uses thorough checklists, followed by
sanitization and disinfection of high touch points throughout the home.

As always, we recommend purchasing your own travel insurance to safeguard your vacation.

Other things to note
Communication with guests is important to us. Please be sure you have app notifications turned on for your phone as this will be our means of communicating with you before, during, and after your stay. Our digital guidebooks contain directions, instructions, and access information. It is your responsibility to review this information prior to arrival.

Amenities:

Outdoor shower • Bathtub • Body soap • Conditioner • Shampoo • Hair dryer • Cleaning products • Hot water • Shower gel • Washer

Cape Cod Cottage with view of Orleans Town Cove
Cottage
Orleans

The cottage is very clean, cute and comfortable and has every thing you might need. Situated in a quiet, friendly little neighborhood, right next to the famous Cottage Street Bakery, yet you would never know you are so close to town! It is centrally located within walking distance to restaurants, shops and bike path, with the Ice Cream Cafe right down the street on the corner. 3 miles to all beaches. Access to the Cove including kayak rental is just down the street. Perfect location!

The space
The outdoor shower is great for rinsing off after the beach or for a refreshing shower in the morning. Hot water included, of course!

Guest access
this is a self contained cottage. The whole space belongs to you!

Other things to note
Washer, dryer, iron and hair dryer are all on premises.
Keurig coffee maker as well as an electric coffee maker are available. Guest should supply their own coffee.

Cozy Condo/Cottage on Cove, Walk to Town
Cottage
Orleans

Welcome! Enjoy a Fabulous 180 degree water view out our master bedroom and living room. Walk to Orleans village, art galleries, restaurants & shopping. Bike to Beaches and baseball all within a mile. One floor condo is good for couples, solo adventurers, small families. One full bath with shower and one half bath, plus a new outdoor shower. Master BR has Queen bed. Second BR has a queen bed with a twin trundle pull out.

The space
Orleans Town landing on the Cove is a 5 minute walk away, a great place to enjoy the water. Kayaks can be rented at Goose Hummock in Orleans, on the Cove. An ideal place for fishing, bird watching and relaxing by the water. Dive in or sit back and enjoy the view from the deck.

Guest access
Full condo attached to one full sized house. Parking on property.

Other things to note
Great for off season weekend and mid week business travel. Fully equipped with everything you need for fall, winter and spring travel and adventure.

Amenities:

Dryer • Outdoor shower • Hair dryer • Shower gel • Bathtub • Washer • Hot water • Bay view • Shampoo • Cleaning products

Serene cottage one mile from Nauset Beach
Cottage
Orleans

Welcome to East Orleans, the best town on Cape Cod! Our cottage is located one mile from Nauset Beach and an easy walk to the village of East Orleans, with restaurants, ice cream, and a great local market. In Orleans, you can enjoy the ocean at Nauset for surfing and playing in the waves, or you can take a ten minute drive to Skaket Beach for the quiet of the bay and the sunsets at Rock Harbor. Your family will be close to everything when you stay at this centrally-located place.

Other things to note
The cottage is set on a lovely half-acre lot, which provides plenty of outdoor space. The yard is expansive and great for games, or just relaxing.

Amenities:

Essentials • Hot water • Hair dryer • Conditioner • Extra pillows and blankets • Body soap • Outdoor shower • Shampoo • Bed linens • Hangers

Joy Cottage: Pristine,AC, outdoor shower, firepit.
Cottage
Orleans

Welcome to Joy Cottage! Our Cozy Cape Cod cottage is tucked away in the woods, within walking distance to Bakers Pond in Orleans, MA, Nickerson State Park, 4.5 miles from Nauset Beach, 2 miles from Skaket Beach and minutes to Main St. Orleans. Features: EV charger, large deck, roomy outdoor shower, private backyard, full kitchen, dining area, two wall mounted AC units, private laundry, beach supplies. Please be advised that there is a spiral staircase which might not be suitable for some guests.

Amenities:

Shampoo • Body soap • Hair dryer • Shower gel • Washer • Outdoor shower • Bathtub • Cleaning products • Hot water • Free dryer – In unit

The Bird’s Nest at Nauset Beach
Cottage
Orleans

Welcome to our cozy cottage at Nauset Beach. Our cottage offers quiet relaxation while being steps away from the waves of Nauset Beach, the cove at Priscilla Beach and gorgeous landscapes of the National Seashore.
Enjoy your morning coffee on the sunlit deck or back garden while listening to the waves. Our cottage offers a large bedroom with king sized bed, bedroom with 2 twins and a pac-n-play for our tiny guests. Nestled in the private Nauset Heights neighborhood allows for a quiet retreat.

The space
A quick .2 mile walk to Mill Pond, .4 mile walk to Priscilla Beach and .4 miles to the waves of Nauset Beach! Our cottage is on a quiet street surrounded with beautiful scenery for a daily walk.
The property backs up to conservation property, so privacy is guaranteed!

Fireplace is not usable.
May 31-Sept 6, 2025 rentals are Saturday-Saturday only!
May 30 - Sept 5, 2026 rentals are Saturday - Saturday only!

The cottage does NOT offer sheets and bath/beach towels, please plan accordingly!
No EV charging, please.

Guest access
Whole house is accessible to guests.

Other things to note
Summer rentals are Saturday-Saturday!!

We offer a few rolls of toilet paper and paper towels to start your stay.
The bathroom offers shampoo/conditioner and body wash.
Dish soap, dishwasher soap, trash bags are provided.
Each bed has pillows and blankets.
NO BEDSHEETS, BATH TOWELS OR BEACH TOWELS ARE PROVIDED!
PLEASE BRING SHEETS AND TOWELS FOR YOUR STAY!

Beach chairs are available for use.
Clothesline out back for wet swimsuits and towels.
Newly installed outdoor shower is the ultimate Cape Cod experience after a day at the beach!
**Brand new back deck for the 2025 season!

Amenities:

Shampoo • Shower gel • Washer • Conditioner • Free dryer – In unit • Hair dryer • Cleaning products • Outdoor shower • Bathtub • Hot water

Charming Restored Cottage on the way to Nauset
Cottage
Orleans

The Summer House is our totally restored, classic Cape Cod cottage. Originally built in 1941, our home has been tastefully renovated and has all you need for a memorable Cape Cod vacation.

Our vintage cottage was lovingly restored with authentic beadboard ceilings and shiplap wallboards, all painted white for a clean and bright feeling. The original pine floors were refinished and left their natural color which gives the cottage a unique and inviting warmth and character.

The space
The Summer House has a bright and airy living area which is open to the vintage kitchen and roomy screened porch so that everyone has room to spread out but still feel connected.

The light filled and cheery cottage kitchen is equipped with all you need for your stay and has french doors that open onto the inviting screened porch for dining and relaxing.

Each bedroom space has its own unique character and furnishings. The master suite has a vaulted shiplap ceiling, queen brass bed, cable tv, large ceiling fan, walk-in closet and a very private, sunny master bath, with privacy wall and soaking tub.

The front bedroom has an antique double bed, a large dresser and original, painted pine floors. The porch bedroom has twin beds, vaulted beadboard ceiling, exposed rafters and large windows that open onto the screened porch.

We provide pillows and blankets. Guests are responsible to bring their own bed linens and towels. For special circumstances, arrangements can be made for these items to be provided for an additional charge.

Our cottage is on a quiet street, has a roomy yard for games and abuts a wooded area which is a habitat for birds and other wildlife.

Guest access
Entire home and ample yard around our home is available to guests.

Other things to note
Summer rentals are Saturday to Saturday.

Guests are responsible to bring their own sheets and towels. Pillows and bedspreads are provided.

We do not have a washer and dryer, but if needed there is a laundromat 5 minutes away.

Amenities:

Hangers • Bathtub • Extra pillows and blankets • Hot water • Books and reading material • Hair dryer • TV with standard cable • Room-darkening shades • Outdoor shower • Cleaning products

The Mill - Classic Cape, Great Views,Private Beach
Cottage
Orleans

Stay in an authentic 18th century grist windmill, secluded deep in the woods, on Little Pleasant Bay. Swim/kayak from private beach steps away and see the beauty of Cape Cod sunrises/sunsets. A grill/picnic table is available for cookouts. When back from beach, there is an outdoor shower to rinse off the sand.

The public beaches, on both the Bay and ocean sides, are within easy driving distances from the Mill. Linen rentals available from www.cclinenrental.com.

The space
THE MILL amenities include basic cable TV and Internet with WiFi, and a minisplit system for air conditioning and heat.

THE MILL is not the Four Seasons! It is a home full of history and love in an idyllic setting. Come and enjoy what is so special about Cape Cod in this unique and charming home!

Other things to note
Rates are inclusive of new MA state and local taxes
MIN weekly rentals begin on SAT during peak season JUN-AUG

Amenities:

Indoor fireplace • Fire extinguisher • Air conditioning • Wifi • Smoke alarm • Hot water • Hangers • TV with standard cable • Heating • Carbon monoxide alarm

Peaceful Marsh Cottage 5
Cottage
Orleans

Cozy cottage, accommodating 5 people, overlooking Rock Harbor Creek. Watch the sunset over the marsh from the living room. Cottage is near the village, bike path, and Rock Harbor. Children are welcome.

The space
Cozy cottage, all one floor. Can fit two couples very easily with space for one additional person.
Patio and very large yard with a fantastic view of the marsh. Enjoy dinner or cocktails on the lounge chairs or table. Outdoor shower is located on the eastern side of the house, charcoal grill is on the patio.

The cottage is air conditioned for the hot and humid nights. Iron and ironing board are in the twin bedroom closet. Twin bedroom has an additional door to the backyard.
Please bring your own towels and sheets. Kitchen and hand towels are provided.

The basement has some beach chairs, beach towels and sand toys.

Guest access
This is a private cottage. Guests have access to all amenities. There is a drip coffee maker, keurig, toaster, charcoal grill and microwave. Lobster pot can be found under the microwave for those who like to cook their own! Call if you can't find something, sometimes people move things around.

Washer and dryer are in the basement. Access is behind the house.

Other things to note
Please leave cottage as you found it. Vacuum cleaner and broom in closet. Drip coffee maker in storage room in basement.

Amenities:

Outdoor shower • Hair dryer • Iron • River view • Cleaning products • Hot water • Clothing storage: closet and dresser • TV • Dryer • Free washer – In building

Remodeled 2BR | W/D | Lawn | Near the Beach
Cottage
Orleans

The space
The Quintessential Cape Cottage

Completely renovated, this stunning Cape Cod vacation cottage is ideal for groups or small families looking for a breezy stay near Orleans, MA. The interior is completely renovated with brand new furnishings throughout, providing guests with the ultimate vacation experience. Take advantage of the gas grill in the private yard and host entertaining barbecues on a summer night. There is also an outdoor dining table for four, which will make meals alfresco a breeze.

Gather around the coffee table in the living room and pull out any of the board games provided for a fun family evening at home! Or stream a favorite series on the smart TV with streaming services. No matter what you decide to do, this home is all about entertainment and comfort. The fully equipped kitchen is complete with stainless steel appliances and every cookware you could need to prepare delicious snacks for your day trips to the beach or full-course meals. You'll love being located in Orleans, right off of Route 6 for easy travel and access to any part of the Cape you wish to visit during your stay.

THINGS TO KNOW
No dog(s) are welcome in this home. No other animals are allowed without specific Vacasa approval.

Parking notes: There is free parking available for 2 vehicles.




Please note: this home resides in a noise-sensitive area and the owners participate in our Good Neighbor protection program. Our smart home technology will alert our team if excessive decibel or occupancy levels are detected, allowing us to reach out directly with a reminder of maximun occupancy and quiet hours. This technology is privacy compliant, and only monitors the presence of decibels and devices -not any personal conversation or information. Thank you for supporting our efforts to be good neighbors!


Damage waiver: The total cost of your reservation for this Property includes a damage waiver fee which covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. More information can be found from the "Additional rules" on the checkout page.

Due to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.

East Orleans Family Estate with Water Views
Cottage
Orleans

Our classic Orleans home, situated in the immaculate beauty of Pleasant Bay... is the perfect place to live out your dream Cape Cod getaway. Packed to the brim with quaint New England charm and surrounded by acres of forest and marshes our home offers a secluded, private year-round escape. Located near Skaket and Nauset beach, as well as shops, restaurants, and attractions in town. Enjoy all the cape has to offer and return home to watch the sunset or stargaze from the back deck.

Guest access
For check-in, I'll first mention that the way to get to the house is down 115-121 Barley Neck's shared driveway…pass the "children at play sign" and then take a sharp left down the first fork in the road, this is the Croll-specific driveway. The house will be on your right as you drive towards the flagpole, it's the one with the red Japanese maple tree out front.

The guest access lockbox is attached to the bottom of the fence on the far right side of the entrance area, closest to the maple tree...look down towards that corner, on the ground.

The code for that lockbox is 2121 or 1212. Inside there will be two keys for the “informal” doorway we use for the house…the screened doorway to the left of the formal entrance. It has a knob handle...if in doubt, NOT the golden lever.

Trash pick-ups are on Tuesdays and Recycling is on Thursdays, both before 6:00 AM. If your stay includes Monday or Wednesday nights please consider taking the trash out the night before to prevent overflow at check-out (the lids for the units must remain closed to prevent wildlife from rummaging in there). Otherwise, we simply ask that you simply dispose of all waste there before you depart.

Have a good stay and let me know if you have any other questions about the Cape, the home's appliances, or anything else. I'm glad to help or advise whenever possible. If I am unable to answer the phone for any reason, please feel free to call my husband David at 281-731-!285

Best,
Christina

Amenities:

Shower gel • Hot water • Shampoo • Washer • Body soap • Garden view • Hair dryer • Conditioner • Bay view • Cleaning products

Cape cottage, Nauset Beach, tennis court.
Cottage
Orleans

Classic Cape Seasonal Cottage. Heat and AC. Spacious private property, ample lawns, and a tennis court; minutes walk to the beach. Speckle-painted floors, warm wood walls, and a fieldstone fireplace along with 3 bedrooms, plus 2 twins in a room with laundry. Two full baths, and an outdoor shower. Screened porch. It’s all about simple traditional summer living and Nauset Beach, a short stroll. Bring sheets and towels or use local service. A summer guest house and a winter addition on property.

The space
While this is a fully equipped summer cottage, sheets, bath, and beach towels are not provided June, July, August, and September Guests may bring their own or choose local services that provide delivery and pick up of the same. The Furies is one such company. The property is over an acre and protected by privacy hedges. Lawns, tennis court, former stables, and the 1925 cottage, are well cared for since our family purchased the property in 1943. Across the yard, there is a small seasonal guest cottage connected by a screened breezeway to a 4 Season cottage. These may be rented. Beach essentials are in a shed. Dogs are prohibited on the main beach from April 1 through Labor Day. However, dogs are allowed year-round at Pricilla Beach at the end of Standish Road

Guest access
The property is for your enjoyment with the exception of a locked garage with family items. The guest house and it’s addition may be occupied but this should not be a bother. The tennis court is shared by the three dwellings. Parking areas are separate. one for the main cottage and one for the guest cottage and 4Season addition.

Other things to note
Access to the North Spit requires walking down 50 wooden steps built into the bluff overlooking the beach, bay, and ocean. A seating resting area is built halfway down the stairs. The stairs are only for Nauset Heights residents and guests; you will be a guest.

This family place is gorgeous in its simplicity and we have intentionally kept it in its traditional character resisting pressures to modernize. If you love the idea of a classic cottage by a world-renowned beach, in a sweet town, then you will be in heaven. You must know the cottage is not insulated. You will hear the rain and feel dramatic temperature changes. We have added mini splits for heat and AC. But this is not the rental for ultimate sports viewing with the highest speed connectivity. Cell phone coverage is spotty on the Heights. We do have modems and internet connections in the dwellings. This is the home for sunrise beach walks, star gazing, long dinners, and reading books on the porch. We hope you love it as we do and come back every year.

Amenities:

Dryer • Washer • Clothing storage: closet and dresser • Hot water • Iron • Extra pillows and blankets • Hangers • Outdoor shower • Cleaning products • Hair dryer

Orleans Cottages on the Map

Compare the Best Cottages in Orleans – Addresses, Prices, Stars, Rating, and Review Count

Property Name Address Price ($) Star Rating Review Count Book
Cute Cottage Living by the Sea Eastham, MA, USA 344 4.0 7.7 3 Click here
Sweetest Cottage on Pleasant Bay: Go sailing, live simply, dream extravagantly Orleans, Massachusetts, USA 878 9.6 41 Click here
Cozy Cottage Walk to Nauset Beach Orleans, MA, USA 192 4.0 1 Click here
Romantic Orleans Waterfront Cottage! Orleans, Massachusetts, USA 286 9.8 31 Click here
3 Cottages Walk to Nauset Beach Orleans, MA, USA 384 4.0 1 Click here
Fantastic Orleans Waterfront 2BR Cottage Orleans, Massachusetts, USA 371 9.8 17 Click here
Pets Welcome Near Town & Bike Trail (1471) Orleans, Massachusetts, USA 333 8.4 15 Click here
Walk to Skaket Beach Charming Cottage with Deck Orleans, MA, USA 629 4.0 1 Click here
Beautifully remodeled cottage near the beach with central AC, gas grill & lawn Orleans, Massachusetts, USA 573 10.0 15 Click here
Cozy Cottage Near Rock Harbor (2223) Orleans, Massachusetts, USA 272 9.0 13 Click here
Peaceful Nauset Beach Sanctuary Orleans, Massachusetts, USA 690 10.0 11 Click here
Charming Restored Cottage near Nauset Beach, The Summer House East Orleans, Massachusetts, USA 498 9.8 10 Click here
Cozy Cottage Overlooking Rock Harbor Creek Orleans, Massachusetts, USA 289 9.8 9 Click here
Walk to Nauset from this Cozy Cottage! (1206) East Orleans, Massachusetts, USA 367 9.6 8 Click here
Orleans Cottage with Water Views Orleans, Massachusetts, USA 303 6.6 4 Click here
Refurbished Cottage with Views of Town Cove (1038) Orleans, Massachusetts, USA 442 10.0 3 Click here
Seaside Escape-Art-filled 2 Bd on Cove w/Dock Access EASTHAM, Massachusetts, USA 266 6.0 2 Click here
Charming 2-bedroom cottage in wonderful Barley Neck area of Orleans with WiFi AC Orleans, Massachusetts, USA 409 10.0 2 Click here
Skaket Dream 2/10 mile to Beach! Orleans, Massachusetts, USA 636 9.0 2 Click here
Antique Cottage with King Bed, Kitchen, Bath, Private Yard & Path to Arey's Pond Orleans, Massachusetts, USA 270 10.0 1 Click here
Cape Cottage with Nauset Beach and Mill Pond Access Orleans, Massachusetts, USA 301 1.0 1 Click here
Nauset Harbor Cottage: 112-O Charming Coastal Retreat with Breathtaking Views – East Orleans Orleans, Massachusetts, USA 770 10.0 1 Click here
NEW Crystal Lake Contemporary Cottage! Orleans, Massachusetts, USA 243 1 Click here
Cape Cod Cottage on Private Family Estate minutes from the Beach, Orleans, Massachusetts, USA 264 1 Click here
Petite Antique, location, location, location Orleans, Massachusetts, USA 354 1 Click here
Captain's Quarters by Nauset Beach Orleans, Massachusetts, USA 402 1 Click here
The Parson’s Cottage Orleans, Massachusetts, USA 568 1 Click here
2025 Bell Buoy: Adorable Cottage w/Sparkling Town Cove Views, Pet Friendly! Eastham, Massachusetts, USA 653 1 Click here
Escape to this Peaceful Cottage near Nauset Beach Orleans 110 9.82 1 Click here
Cozy Cottage in East Orleans Orleans 140 9.48 1 Click here
Our dream beach home your beach home Orleans 155 9.5 1 Click here
Family Friendly Cape Cottage w/Deck+Outdoor Shower Orleans 175 9.9 1 Click here
Distiller’s Cottage Nauset Beach East Orleans, MA Orleans 190 9.92 1 Click here
Guest Cottage, Nauset Beach, tennis court Orleans 200 1 Click here
Hobbit Cottage with Marsh View Orleans 200 9.98 1 Click here
Cove Cottage with water views! Orleans 225 9.86 1 Click here
Captain's Quarters by Nauset Beach Orleans 236 9.94 1 Click here
Cape Cod Cottage with view of Orleans Town Cove Orleans 250 9.84 1 Click here
Cozy Condo/Cottage on Cove, Walk to Town Orleans 250 9.94 1 Click here
Serene cottage one mile from Nauset Beach Orleans 250 9.82 1 Click here
Joy Cottage: Pristine,AC, outdoor shower, firepit. Orleans 260 9.88 1 Click here
The Bird’s Nest at Nauset Beach Orleans 270 9.86 1 Click here
Charming Restored Cottage on the way to Nauset Orleans 275 10.0 1 Click here
The Mill - Classic Cape, Great Views,Private Beach Orleans 295 10.0 1 Click here
Peaceful Marsh Cottage 5 Orleans 350 9.88 1 Click here
Remodeled 2BR | W/D | Lawn | Near the Beach Orleans 378 10.0 1 Click here
East Orleans Family Estate with Water Views Orleans 400 9.8 1 Click here
Cape cottage, Nauset Beach, tennis court. Orleans 600 10.0 1 Click here

Note: The prices for each Cottages in Orleans do vary. This can be because of the number of people you are booking for, how far in advance you book and the season. The prices above are only meant as a rough estimate for comparison purposes. Click the buttons above (or click here) to get the latest prices.

Frequently Asked Questions

These cottages in Orleans offer spa or wellness amenities:

  • Walk to Skaket Beach Charming Cottage with Deck.- Review Count: 0, Rating: 0.0

Family-friendly cottages in Orleans include:

  • Cute Cottage Living by the Sea.- Review Count: 3, Rating: 7.7
  • Sweetest Cottage on Pleasant Bay: Go sailing, live simply, dream extravagantly.- Review Count: 41, Rating: 9.6
  • Cozy Cottage Walk to Nauset Beach.- Review Count: 0, Rating: 0.0

Pet-friendly cottages in Orleans include:

  • Cute Cottage Living by the Sea.- Review Count: 3, Rating: 7.7
  • Sweetest Cottage on Pleasant Bay: Go sailing, live simply, dream extravagantly.- Review Count: 41, Rating: 9.6
  • Cozy Cottage Walk to Nauset Beach.- Review Count: 0, Rating: 0.0

Cottages in Orleans that include breakfast or meal options include:

  • Cozy Cottage Overlooking Rock Harbor Creek.- Review Count: 9, Rating: 9.8

Cottages in Orleans offering on-site parking include:

  • Cute Cottage Living by the Sea.- Review Count: 3, Rating: 7.7
  • Sweetest Cottage on Pleasant Bay: Go sailing, live simply, dream extravagantly.- Review Count: 41, Rating: 9.6
  • Cozy Cottage Walk to Nauset Beach.- Review Count: 0, Rating: 0.0

Some of the best Cottages in Orleans are:

  • Cute Cottage Living by the Sea.- Review Count: 3, Rating: 7.7
  • Cozy Cottage Walk to Nauset Beach.- Review Count: 0, Rating: 0.0
  • 3 Cottages Walk to Nauset Beach.- Review Count: 0, Rating: 0.0

Some of the popular Cottages in Orleans are:

  • Sweetest Cottage on Pleasant Bay: Go sailing, live simply, dream extravagantly.- Review Count: 41, Rating: 9.6
  • Romantic Orleans Waterfront Cottage!.- Review Count: 31, Rating: 9.8
  • Fantastic Orleans Waterfront 2BR Cottage.- Review Count: 17, Rating: 9.8