Discover Charming Cottages in Annapolis, MD

Weems Creek Cottage, Annapolis Waterfront offers accommodations in Annapolis, 29 miles from Sports Legends Museum at Camden Yards and 29 miles from Baltimore Convention Center. The air-conditioned accommodation is 2.7 miles from Annapolis Harbor, and guests can benefit from private parking available on site and free Wifi. Inner Harbor is 29 miles away and Power Plant is 30 miles from the vacation home. The spacious vacation home includes a fully equipped kitchen with a dishwasher and a microwave, as well as a kettle. Towels and bed linen are featured in the vacation home. The property offers sea views. Pier Six Concert Pavilion is 30 miles from the vacation home, while Harbor East Marina is 30 miles away. Baltimore - Washington International Airport is 20 miles from the property.

- "The cottage was perfect, great view, and comfortable. The host, Jim, was very courteous and helpful." - "The cottage was simply adorable with beautiful views in a wonderful location. Jim was so responsive and let us know to r" - "The most magical cottage on the water-just as described. Close to everything!" - "Great experience" - "Perfect little getaway for a couple of days in Annapolis." - "Very cute fully appointed cottage on the creek. The host was readily available, engaging and helpful with local lore an"

Consider this charming cottage your home away from home while you visit Annapolis. Located on Cove of Cork, adjacent to Rte 50 for easy access. 1.5 Mile to Navy-Marine Corps Memorial Stadium, 1.7 Mile to the U.S. Naval Academy, 2.0 Miles to downtown Annapolis. Use our property for any of the Annapolis Boat Shows. 2 cozy bedrooms featuring a queen and king bed, our place is perfect for small groups or families. Enjoy modern amenities like WiFi, AC, and a washer/dryer during your stay. Our place will help you feel at home while you're traveling to everything that Annapolis has to offer. Short walk to Heroes Pub and conveniently close to all that West Annapolis has to offer. Annapolis Mall, Shops and Restaurants are also a short drive away. Property is on Well Water system, treated with Salt. We provide complimentary Bottled Water.
Note: Price may vary for Navy events, Graduation Week and Boat Shows.

- "My daughter, son in law and I had a great stay for the Annapolis boat show. This property has a beautiful view of the water and large windows and a deck to help you see it. The location was extremely convenient to downtown Annapolis, even during the busy boat show weekend. The property manager was also very helpful to us during our stay. This was a great place to stay." - "We had a great weekend in Annapolis. Could not have chose a better place to stay! Very close to downtown with the ability to relax by the water. The cottage was spotless and pictures do not do the inside justice. It’s such a neat place with unique antique decor that we really appreciated. Beds were very comfortable and house was well stocked with things you may need. We would definitely stay again when we are in the area!"

Cozy Cottage With Beach Access is located in Annapolis, just 29 miles from Addison Road-Seat Pleasant and 30 miles from Inner Harbor. The air-conditioned accommodation is 4.7 miles from Annapolis Harbor, and guests can benefit from on-site private parking and complimentary Wifi. Power Plant is 30 miles away and Pier Six Concert Pavilion is 30 miles from the vacation home. The vacation home features 2 bedrooms, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 2 bathrooms with a hair dryer. Towels and bed linen are featured in the vacation home. The accommodation has a fireplace. Harbor East Marina is 30 miles from Cozy Cottage With Beach Access, while Historic Ships in Baltimore is 31 miles away. Baltimore - Washington International Airport is 24 miles from the property.

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

Welcome to Bay Creek Cottage! We are excited to have you as guests and hope you enjoy your vacation on Kent Island! Please send Erin a direct message if you need anything additional during your stay.

A bit about this property: Waterfront, Morning sunrises, Private dock/pier, Ample parking
There are Kayaks (2), and paddle boards (2) available for use. Lifejackets provided but you may need to bring your own if our sizes don't fit.

Enjoy this newly updated, single-family, private waterfront home located on a tidal creek with beautiful Eastern views of the Chesapeake Bay. It’s a perfect getaway for anyone looking for rest and relaxation amidst a quiet, breath-taking residential location. Enjoy morning coffee from the deck or private pier while taking in the beautiful morning sunrises. Listen to the sounds of nature while you watch osprey, herons, and waterfowl feeding around you. Picnic on the lawn, barbecue on the deck, or sit around the fire pit. Try your hand catching crabs and fishing off the pier, or borrow the kayaks and paddle boards to explore the creek and nearby Bay. If walking is more your style, take a walk on the nearby South Island Trail and visit Matapeake Park Beach, the Blue Heron Golf Course, or Romancoke Pier. Stuck inside because of rain? Enjoy the water view while sitting in front of the electric fireplace putting together a jigsaw puzzle or reading a book from our small but growing library of Chesapeake Bay books. There’s so much to do at this property and within a short distance, you are bound to have an adventure.

The space
This one-story home has an open floor plan with views of No Name Creek and the Chesapeake Bay. There are two cozy bedrooms (one king-sized bed, one queen) and two full bathrooms. A pull out twin sofa is located in the living room. Above the fireplace is a Smart TV with free channels. You can access Prime, Netflix, Hulu, etc. by logging in to these apps with your own log-in credentials. On the back deck you’ll find an outdoor sofa, chairs, dining table (for six), and a gas grill. Out by the water there’s a fire pit and Adirondack chairs for lounging in the evenings. There’s plenty of parking in the front and there is a fenced in backyard on the waterside of the property.

Waterfront
Guests assume own risks when in/on water. Lifejackets required when using kayaks and paddle boards.

Cameras
Guests acknowledge the presence of three (3) exterior cameras on the property. One security camera is located outside the front of the house, overlooking the driveway. Another security camera is out back, overlooking the water and pier. The Ring doorbell camera is located outside at the front door. By booking this property, you are consenting to video and sound being recorded.Escape to a cozy cottage in Stevensville for an awesome stay. This 2-bedroom retreat features 1 king bed and 1 queen bed, perfect for a small group of guests.

- "This lovely home surpassed our expectations! First standout feature is cleanliness, which is so welcome after a long day of travel! It feels fresh and recently renovated…new showers, bath fixtures, etc… The entire place is well appointed with coastal themed art work, lovely & comfortable furniture, cozy lighting, and just an overall clean and fresh vibe. The kitchen had absolutely everything you might need, not to mention a propane grill on the back porch. The back porch has wonderful furniture for relaxing and a table for eating/playing games, etc. The back deck leads to a lovely backyard which takes you right to the water & a great dock with seating to enjoy the incredible views. Really breathtaking! There is an adorable red shed with several bikes, and also available are several kayaks and SUPs—terrific! A great place for an active group! We only stayed one night, and it was raining, but would have enjoyed another so that we could use the fire pit and enjoy the Adirondack chairs under the lovely waterside shade tree. This place has everything you might need. Will most definitely be returning! "

River Cottage is located in Severna Park, just 13 miles from Annapolis Harbor and 21 miles from Sports Legends Museum at Camden Yards. The property is around 21 miles from Baltimore Convention Center, 21 miles from Korean War Memorial, and 21 miles from Inner Harbor. Harbor East Marina is 22 miles from the vacation home and Historic Ships in Baltimore is 22 miles away. This air-conditioned vacation home comes with a seating area, a fully equipped kitchen with a microwave, and a TV. Power Plant is 21 miles from the vacation home, while Pier Six Concert Pavilion is 22 miles from the property. Baltimore - Washington International Airport is 12 miles away.

Child Friendly • Parking • View • Barbecue/Outdoor Cooking • Ocean View • Oceanfront

HISTORIC ANNAPOLIS/ART’S DISTRICT

Built in 1898, “John Stevens House” in sought-after neighborhood of President’s Hill “Arts District”. This charming, light-filled 2-level unit of a duplex features a cozy living room, full bath & fully equipped eat-in kitchen, 2 bdrms/4 beds & driveway

Enjoy your morning coffee on the porch or a walk a block to coffee shop, local dining & boutiques. Short walk to Naval Academy, City Dock & Navy Stadium or go by Water Taxi/free Trolley.

Washington DC, Baltimore Harbor, Convention Ctr, Camden Yards & Ravens Stadium - 30 mi.

* SINGLE NIGHT BOOKINGS CASE BY CASE. PLEASE MESSAGE ME.

*PETS CASE-BY-CASE WITH NON-REFUNDABLE PET DEPOSIT. PLEASE MESSAGE ME.

*COMMISSIONING WEEK CANCELLATIONS LESS THAN 6 MONTHS PRIOR TO STAY ARE NON-REFUNDABLE.

Air Conditioner • Fireplace/Heating • Bedding/Linens • Other • Laundry • Internet • Security/Safety • Parking • Kitchen • Child Friendly • Tv • Wellness Facilities

8.6 miles from Annapolis Harbor in Annapolis, Edgewater Cottage offers accommodations with access to a hot tub. Both free Wifi and parking on-site are accessible at the vacation home free of charge. Sports Legends Museum at Camden Yards is 30 miles away and Power Plant is 31 miles from the vacation home. This air-conditioned vacation home comes with a seating area, a fully equipped kitchen with a dishwasher, and a TV. The accommodation has a fireplace. Addison Road-Seat Pleasant is 20 miles from Edgewater Cottage, while Carroll Park is 30 miles from the property. Baltimore - Washington International Airport is 22 miles away.

Child Friendly • Wellness Facilities • Barbecue/Outdoor Cooking • Parking • Hot Tub • Internet • View

This " Carriage House" is a tiny jewel box, space efficient as a boat and comfortable as a modern home. Located in the gated community of Epping Forest, it is minutes away from convenient shopping and a short drive from downtown historic Annapolis. The waterfront community clubhouse, beach and tennis courts are open to guests of property owners.

Newly constructed with "Tiny House" principles in mind, the "Carriage House" is a wonder of compact design, drenched with light from many strategically placed windows and sky lights. A complete kitchen includes microwave, toaster oven, hot water kettle and hot plate as well as pots, pans, plates and glassware. The bath includes all modern fixtures with large shower, make up mirror and hairdryer. A heat pump keeps the space comfortable at any temperature. Cable TV and internet provide all your entertainment and communication needs. A very comfortable pull out couch with individual reading lights is located in the living room. An inflated double is located in the loft where a multi cubicle cabinet provides space for storage. A hanging closet next to the ladder in the living room and hooks and storage
bins near the front door add to the storage options.

A small deck provides the perfect location for morning coffee and a peaceful view of Saltworks Creek and the Severn River while enjoying the privacy created by surrounding woods. Guests are encouraged to explore the grounds and adjacent neighborhood park. A small row boat may be made available upon request. The Carriage House is the perfect spot for a weekend get away, tranquil retreat or central location from which to explore the urban delights of Baltimore and Washington DC, each within an hour drive.

- "We had wonderful stay at the "tiny house." A lovely house with all we needed. Our hosts were wonderful." - "breathtaking position on the Severn river with currents crossing and trees all around and garden paths laid with enormous stones" - "First, this location felt like a grand palace. It is located right next to the waterfront. The check-in processor was super easy. Mrs. and Mr. Welch were the most gracious hosts. They made sure we were taken care of, yet they didn't hover. We will definitely look to see if this property is available if/when we are in Annapolis again."

Bay Cottage is located in Annapolis, just 4.8 miles from Annapolis Harbor and 29 miles from Addison Road-Seat Pleasant. This air-conditioned vacation home comes with a seating area, a fully equipped kitchen with a dishwasher, and a TV. Baltimore - Washington International Airport is 24 miles from the property.

Child Friendly • Parking • View • Barbecue/Outdoor Cooking • Oceanfront • Ocean View

The Beachwood Cottage is located near Mayo, Maryland, on the western shore of the Chesapeake Bay. The property sits on Ramsey Lake and is close to the mouth of the South River allowing for easy boat access to the River and the Chesapeake Bay. The 1940’s Beachwood Cottage sits on 1.5 acres and was once the guest house on a private 6 acre point. The owners of the point have recently reacquired the cottage property and are pleased to offer families and guests the opportunity to enjoy the solitude of this quaint setting. The property abounds in wildlife with regular sightings of deer, fox, osprey and even the occasional bald eagle.
The recently renovated cottage is approximately 1850 square feet of fully furnished living space with three bedrooms, two full baths, family room, dining room and kitchen. The cottage can accommodate a maximum occupancy of eleven (11) people. The upstairs includes two bedrooms and one full bath with a tub. One bedroom, called The Bunk room has one queen, one full and a bunk bed with a twin and full mattress. This room can sleep up to seven. The other upstairs bedroom, known as the Buoy Room, is furnished with a full-size bed. The downstairs bedroom, known as the Crab Room, is furnished with a queen bed.
There is a massive 800 square foot deck with a built-in bar and grill that offers an excellent place for sunning during the day and socializing in the evening. There is a flat screen TV in the living room with cable and a DVD player. The house also has the internet available via Wi-Fi.
Originally a guest cottage, it does sit behind the main house and requires a short walk on its own private access to its own private dock. The dock overlooks a couple of marinas on the quiet protected waters off of the South River. It is equipped with a boat lift and jet ski lift which is available to the avid boater, if they so choose. Because the property is so close to the South River, it is a short boat ride to Thomas Point Light House, downtown Annapolis, and a variety of boat up restaurants. The house comes with two kayaks which is an excellent way to explore the back waters. The dock is a wonderful spot to fish, crab and even swim. The evening sunsets enjoyed from either the large house deck or on the boat dock are magical.
Beachwood Cottage is ideally located for families interested in exploring many of the historical sites in the area. Washington, D.C Baltimore, Annapolis and the Naval Academy are all within a 30 to 60 minute drive under normal conditions. Airport access is also as convenient with BWI and Raegan International airports within the same driving distance.

- "Fantastic home. Clean , charming and comfortable. The cottage was well equipped and well stocked. The huge deck had an amazing water view with birds and wildlife galore. Nicely secluded but within minutes of everything you could need. Close to Annapolis and DC. Don’t not hesitate to book if you’re considering it. Enjoy" - "Great vacation! We lived in davidsonvill for 17 years and were able to find refuge in this cottage and reconnect with friends. The owner was extremely responsive felt like we had privacy although we knew they were right there if we needed something."

The minute you step into our charming waterfront cottage you will feel right at home!

Situated on Harness Creek, in a quiet residential neighborhood, the Yellow Cottage is a great place to 'get away from it all'. Recently renovated, our historic cottage has all of the modern day comforts to make your stay enjoyable. With the original heart pine floors and a huge farm sink in the kitchen, we have retained the feeling of a true waterfront cottage.

A cheerful country kitchen greets you as you enter the front door. If it's just a cup of tea you want or something more elaborate, the kitchen has it all. Beyond the kitchen is a sunny combination dining and living room area. Two oversize comfy chairs face the water in the sitting area where you can read or relax with a glass of wine.

With the two bedrooms, the cottage sleeps four guests in either a queen or full sized bed. A sleep sofa in the living room can sleep additional guests.

During the summer months enjoy life on the creek! Bring your fishing rod and cast from the pier or try your hand at catching some local crabs. Kayaks and paddle boards are included for your enjoyment. Visit us during the fall and watch the leaves change across the creek from your Adirondack chair each morning. Or settle in for a cozy winter weekend at the cottage with a good book and some hot chocolate!

Keywords: Waterfront

- "Simple, clean and excellent property owners Will come back" - "What a great find. It is tucked away in an idyllic setting but only minutes away from Historic Annapolis and USNA. The little house is clean and comfortable. Everything you need is provided just bring your clothes and groceries if desired. It was a comfortable size for the 4 of us including 2 teenagers. I loved the little sitting/reading area overlooking the water. The beds were comfortable and the shower had good water pressure. We will definitely stay here again if returning to the area."

The Firefly Cottage (cute as the bug!) in beautiful Cape St. Claire.
Our cozy cottage sits on a ¼ acre of land for your exclusive use. It is conveniently located 0.4 miles (8 minute walk) from a private community beach located on the Chesapeake Bay. Shops, a grocery store, and restaurants in the Cape are ½ mile away and many more are within a short drive.

- We do not ask you to do chores, that is our job. We just ask you to enjoy the Cottage.

- Let us spoil you and your little dog too! $35 per day per dog, for up to 2 fifty-pound dogs.

-Breakfast included- choice of microwaveable frozen breakfast sandwiches, granola, oatmeal, cereal and milk are always included in your stay.

-Petit mais puissant, small but mighty. See more at Firefly-cottage.com.
- We love to customize each stay. Your gift is a reflection of your choice, if you are celebrating a special occasion we decorate and leave an extra gift for you.
- SAVE- Enjoy a 10% discount for reservations 7 days to 28 days.
- During your stay, you can delight in a short walk to the community beach, relax in the yard with hot tub, lights in the fairy garden, the herb, spices and tomatoes you pick from your private oasis in the back yard. All this and more while saving on your dream vacation.

SLEEPS FIVE: One queen bed, a fold-out queen bed, and a fold-out twin bed can sleep 5 people. After a perfect day at the beach or sightseeing, relax in the inviting living room with an electric fireplace, smart TV, and a table for family dining. Additionally for your convenience, there is a hair dryer, washer/dryer, and ironing board. We can also provide a Pack-n-Play.

SPA AND PRIVATE YARD: Stepping out into the private backyard is a hot tub and two gazebos. 2 bicycles, and helmets are provided. Enjoy comfortable chairs and tables, a barbecue grill, outdoor games, kayaks / life jackets, and a fire pit to make s’Mores.
You may host small family get togethers (10 people or less), but because the cottage is in a quiet neighborhood, music must be turned down by 9pm weeknights and 10pm on weekends.
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-Free parking on site with a 70-foot driveway can accommodate cars, an RV, or boat.

- Electrical vehicle charging is available with a standard 4-prong (240V, 50amp) receptacle and a level 1 (120V, 16amp) charger by the driveway.

- Enjoy the garden with herbs and tomatoes (in season). Fireflies, butterflies and a few fairies and a small dragon grace the yard.

FULLY OUTFITTED: The fully outfitted kitchen has everything your family needs including a coffee bar for a great start to a bright morning, cereal, and milk, in addition to a complimentary gift basket customized to your preferences.

- Washer/dryer, iron and board, hair dryer provided.

- Linens, towels, bath robes provided.

QUIET: Enjoy the quiet, safe, residential neighborhood with beach and restaurants within walking distance. Our cottage is a quick drive to beautiful downtown Annapolis where you can delight in local cuisine, shop quaint boutiques, enjoy a harbor boat cruise, tour historic homes of some of our nation’s founding fathers, traverse a ghost tour or pub crawl, or visit the Naval Academy or St. John’s College.

YEAR ROUND: Annapolis Firefly Cottage of Cape St. Claire is a wonderful place to visit year round- we are centrally located near Annapolis, Washington D.C and Baltimore, and there are many activities a short walk or drive from our cottage. Our cottage is a quick drive to beautiful downtown Annapolis where you can delight in local cuisine, shop quaint boutiques, enjoy a harbor boat cruise, tour historic homes of some of our nation’s founding fathers, traverse a ghost tour or pub crawl, or visit the Naval Academy or St. John’s College. The hot tub is operational all year round.

- In the Spring, shake off the winter blues as the area puts on its beautiful, spring floral cape. While visiting, you can enjoy Spring Break with your Midshipmen, Commissioning week, the Annapolis Film Festival, the Spring Boat Show, the local Strawberry Festival, the Cherry Blossom Festival in Washington, D.C or celebrate the Naval Academy Graduation where you can watch the Blue Angels fly over while relaxing in the hot tub or just relax and sip coffee in the private backyard that’s surrounded by trees, birds, butterflies and fireflies.
- putting green, inflatable crab and frog pools and octopus sprinkler, lots of fun for for the whole family from toddlers to elder members.

- In the summer, you can enjoy the private community beach, take in a free concert on a Friday nights at the historic mid-18th century Goshen Farm, launch a canoe, kayak ( 2 available) stand-up paddle board launch a boat from nearby public piers, or enjoy one of the many restaurants located in the Cape. Ask to use the four person surrey bike, so much fun!

- The fall brings the return of Midshipmen and Navy Football, the annual Renaissance Faire, the Bay Bridge Run, ghost walks through the streets of historic Annapolis, or take in a museum or aquarium visit in nearby D.C. and Baltimore.

- In the winter, the Annapolis Firefly Cottage is draped in holiday cheer, warm from the electric fireplace and forced air heat. During your stay, you can delight in the holiday boat parade, visit the lights at Sandy Point, beautiful music concerts at the Academy, or take a tour of John Paul Jones Crypt and see the exquisite Naval Academy Chapel. Spent a romantic Valentine’s Day wrapped up for a walk along the beach, enjoying the electric fireplace, and an intimate dinner, attend a St. Patrick’s parade.

- "Pat & Ken went over and above to make sure we were comfortable and that we had everything and then some, including a dog cake-stuffed animal-dog bed and treats! We even had breakfast supplies and a huge welcome basket filled with treats! We had an amazing (although very busy) week. We even had birthday decorations in the house! Firefly cottage will definitely be the list for a return visit! Thx again Pat & Ken" - "If you are in the Annapolis area you must stay here! This was our first time using VRBO and we picked a gem. The house was perfect for our family and the hosts, Pat and Ken, are amazing!!! We can not thank them enough for their generosity and help with this trip. We will definitely be back!"

(August, 2025) Jim is the best host we’ve ever had. Super responsive, reached out to let us know the place was ready and we could check in early.
The house is perfect size for 2 adults and a kid. Beautiful view and really comfortable. We loved the screened in porch.
We walked to breakfast at the smoothie place and had a great walk down to the naval academy. We would definitely stay here again.

The cottage is all yours, and its self check-in, but please reach out on the app or on Jim's cell for anything at all!
Check-in: After 4:00 PM (early check-in when available)
Check-out: 11:00 AM (late check-out when available)
Please:
No smoking
No pets
No parties or events
Quiet Hours 9 pm to 9 am

Groceries: Grauls, on Taylor Avenue. Go out to Ridgely Avenue, turn Right. Go about 3 blocks and Grauls is in the strip mall on the right. 8 minute walk.

Liquor, Beer, Wine: In the Walgreens, of all places! Same strip mall as Grauls. In the back left hand corner inside the Walgreens. An unusual arrangement! Good selection of everything. Even shorter walk to Chessie's Wharf, for an amazing selection of RAR Brewing's finest!

Local places to eat and drink – all within 5 minute walk - turn right at the bottom of our street, on Ridgely Avenue:
Bakery: Great Harvest baking – on Ridgely Avenue just a couple of hundred yards up on the left, just beyond the gas station. Go-to favorite: Mocha Scones

Coffee Shop: Bean Rush Café - Annapolis St. (the next street over, take a left off Ridgely on Monterery, then right on Annapolis St.

Breakfast: Evelyn’s- Annapolis St.

Dinner: In Grano, "Drawing inspiration from Italy, Japan, Spain, Greece, and beyond, In Grano’s menu promises an elevated, global dining experience."

Pizza, Pasta: Bella Italia, in same shopping center as Grauls, at end of Ridgely Avenue (at corner of Ridgely and Taylor)

The whole place. This is a stand-alone cottage. Access to private waterfront and dock.
TV / WIFI / Netflix
Air conditioning
Fully Equipped Kitchen
Nespresso Machine or French Press, or Drip Coffee Maker
Beautiful Dining Nook
Comfy Queen with expansive Water Views , and a Comfortable Queen sofabed
Full Bath with all essential Amenities
Hair Dryer
Clothes Iron
Extra Pillows and Blankets
Screened-in Porch overlooking Weems Creek
Serene environment
Picnic area on the dock.
Fire pit on the hillside
Private Dock
Use of Stand-Up Paddle boards
Use of Canoe
Use of Kayaks
Use of 17' Boston Whaler (for experienced boaters, and at extra cost)

“Our stay at Jim’s place was perfect for a weekend away. We’ll definitely book again! – Steve, March 2021”

"We had a lovely stay at Weems Creek Cottage. It is so quaint, quiet, and thoughtful. We loved the scenery, the bedside view of the sunset over the river was stunning. We slept so well, absolute peace and immediate comfort. It’s also in a really cute area, nice little local restaurants and cafes nearby, and we enjoyed walking/driving to downtown Annapolis. Very easy to find, SO clean and very well designed, private and intimate, just really cute and charming spot. Jim was very friendly, responds immediately and provides all the information you could possibly need! We will definitely be returning in warming weather. Highly recommend!" (January, 2025)

The original 1910 cottage studio was fully refurbished with charming décor and your comfort in mind.

In addition to the studio and screened-in porch, all of our guests have access to our waterfront backyard complete with fire pit, Adirondack chairs and fantastic views of Weems Creek: the boats, the birds and the sunsets!

Be sure to walk on down to the picnic area - on our private dock! There you can decide between the paddle boards, kayaking, or taking our boat out on to the Severn River or down to City Dock for a drink or a bite! (Experienced Boaters: Reach out to us about using our 17' Boston Whaler for an extra cost )

Over the summer, the dock picnic area is also the perfect setting for your own classic Maryland Crab Feast! For the chefs and adventurous at heart, we've got all the necessary pots and mallets to give it a go yourself. If you're not up for the mess - we can definitely tell you where to enjoy a crab feast in town.

Be sure to take a quick stroll through our neighborhood to grab local delicacies at the Great Harvest Bread Co, the Bean Rush Cafe and all the rest that the village of West Annapolis has to offer. Our location is pretty amazing.

Plus, we are only a few minutes' walk to the US Naval Academy’s Gate 8, the entrance to the historic Annapolis campus and Navy-Marine Corps Memorial Stadium!

Friends, we hope you will enjoy your stay with us, and please, come again!

“I have stayed in the cottage in all 4 seasons and each has its own unique beauty. It is a great home away from home.” – Darcy, December 2021”

Short walks to many things. 1.5 miles to Annapolis City Dock. Ride sharing apps.
Pro tip: At City Dock, take the water taxi to Davis' Pub in Eastport, then do a progressive walking lunch or dinner on your way back to the city dock through Eastport, over the beautiful Spa Creek drawbridge - and back to the City Dock!

5 minutes walk to: Bean Rush Cafe/Coffee, Evelyns, Naval Bagels, RAR Brewing/Chessie's Wharf, In Grano, Great Harvest Baking, and more.
Easy walk to the Navy stadium or St. John's College.
1.5 miles to Annapolis City Dock area or USNA Gate 1 (even closer to Gate 8)

- "We traveled to Annapolis for a sports tournament and we were looking for a place to escape the heat and chaos. This was the perfect way to spend our time away from the fields. Beautiful and quiet. We loved our accessibility to Neem Creek and also the beautiful village of Annapolis. Our favorite part was Paddle boarding around the area and ending the day with dinner on the dock at the picnic table! Truly enjoyed the accommodations and beautiful Setting."

Welcome to our coastal cottage, a haven for your perfect getaway in a community that offers 3 different locations to access and view the water.This charming home boasts a quintessential coastal cottage design that exudes charm and relaxation. Conveniently located minutes away from numerous wedding venues. Annapolis, Washington DC, Baltimore as well as many charming Eastern Shore towns are all less than an hour's drive away. Amazing screen-in porch will a farm style dinner table, fireplace and swing bed. Fenced-in back yard with cedar barrel sauna!

Upon your arrival you'll be welcomed by the natural beauty of our quaint gardens to take you back in time to the simpler days. Designed to bring feelings of enchantment and relaxation, inviting you to escape the hustle and bustle of modern life and immerse yourself in a peaceful and natural oasis.

Enter into the open concept living room and kitchen with cathedral ceilings to connect with family and friends. Snuggle up on the couch to watch a movie or gather in the kitchen to prepare your favorite meal. For an authentic Kent Island Maryland experience, try Chesapeake Blue Crabs.

Once you step onto the screened in porch you'll never want to leave. Dine al fresco, read or nap on the pillow filled swing bed or simply relax and enjoy a tall glass of iced tea while you breath the fresh outdoor air and listen to the symphony of songbirds. Chill in the air? Fire up the gas fireplace and watch the game on the TV above the mantle.

Spill out past the porch onto the patio to enjoy an appetizer and drink while you cook up dinner on the BBQ grill. To top off the evening, sit back in one of the Adirondack chairs surrounding the Breeo firepit for smore's and stories. You'll never want the evening to end.

But when you can't keep your eyes open any longer, retreat into the cozy bedrooms where you'll find premium Paragon 100% cotton sheets on spacious king beds. Each bedroom has access to its own bathroom stocked with luxurious towels and bathrobes. Close the blackout curtains and enjoy a quiet peaceful night's sleep.

As you rise from slumber, wander over to the one-of-a-kind coffee & tea bar. Delve into the whimsical world of our mug wall, where you can pluck the perfect cup just for you. It's a small but joyful moment, ensuring your morning starts with a touch of happiness and a cup that's uniquely yours.

Indulge in the ultimate relaxation experience with our private 6-person barrel sauna. Take your relaxation to the next level with this exclusive addition, offering a luxurious escape right on the premises. When you're ready to start your day, each bedroom has a make-up vanity with a magnifying mirror that lights up and a full-length mirror to make sure you are dressed to perfection.

Where will you go and what can you do?

1.) Stay home, no need to drive:
*Hire a chef for an in-home chef made authentic Chesapeake Bay dinner
* Hire an artist for an in-home paint party
* Hunker down on the screeded in porch on a stormy night to watch Mother Nature's show
* Smore's by the fire
* Play cards or Dominos
*Classic, watch a movie on one of our 4 smart TV's

2.) Enjoy local activities at some of the best spots in Maryland. We are locals and can help you find all the hot spots!
* Spa weekend
* Winery tour
* Island bike trail & nature parks
* Golf weekend
* Charter a boat
* Dine at amazing local restaurants with beautiful views

Whether you are on Maryland's picturesque Eastern Shore to relax, visit family & friends, attend one of the popular Kent Island wedding venues or off on adventures, this house is perfect for you.

Other things to note:

Accessibility Features:
* Zero-step threshold front door, back door and patio door
* Exterior Keyless lock
* All doorways and hallways are 36" wide
* One level home with continuous hard surface flooring throughout the home
* Adequate parking space for vehicles with ramps
* Interior lever door handles throughout the home
* Adequate space for movement around furniture
* Below counter microwave
* Bathroom grab bars in shower and above toilet
* Step in shower 5"
* Handheld shower head combo
* Shower seat height 18"
* Available upon request: Agrish brand portable toilet safety rails
* Toilet seat height 18"
* Bathroom Pedestal sinks
* Bed Height 24"
* Service dogs are welcome

Camera:
Guest acknowledges the presence of one (1) exterior Ring doorbell with built in camera. By booking, you are consenting to video and sound being recorded, the camera is on and recording 24/7. The Ring Doorbell camera is located outside at the front door and views the walkway up to the front door.

- "Design of cottage simple with clean design lines inside and out. Spacious screened in back porch where i happily spent much of my time. Well equipped, happy kitchen. Quiet neighborhood within short walking distance of Bay pier. Definitely will stay again." - "The house is wonderful. Great layout and design; the enclosed outside space is terrific, especially the large kitchen window that opens up to the outside bar! Very comfortable furniture, and perfectly dark bedrooms for sleeping in. And the little touches like ample supply of real dishes and flatware, enough kitchen supplies to make any meal you could want, and great smelling soaps, shampoo, and conditioner just make staying here a joy. We will definitely be coming back!"

CHARMING FOUR BEDROOM WATERFRONT COTTAGE ON SCENIC SEVERN RIVER WITH STUNNING VIEWS -- RARE CLOSE-IN LOCATION - JUST MINUTES BY BOAT OR CAR TO DOWNTOWN HISTORIC ANNAPOLIS AND U.S. NAVAL ACADEMY - BE SURE TO MAP OUR LOCATION TO SEE HOW CLOSE TO WE ARE TO TOWN!!

Private waterfront home in Annapolis, Maryland. Enjoy stunning views of the Severn River and Saltworks Creek from practically every room of our charming waterfront cottage. Large wrap-around deck is the perfect place to sunbathe or just relax and enjoy the breathtaking views. Lower level deck provides nice shade to stay cool. House has four bedrooms and two full baths (renovated in 2022) and is bright and airy with lots of amenities, including WiFi internet access. Great room on upper level includes kitchen (fully equipped and tastefully updated in 2022), living room, and dining room. The lower level has large entertainment/family room area with TV/Foosball and laundry room with full-size washer and dryer. Our home is nestled in the beautiful wooded and peaceful, gated community of Epping Forest. The vacation atmosphere offers activities for all ages – swim, fish, crab and kayak from our shared, private pier and shared, large, private sandy beach. The community amenities, including a tennis court, basketball court, designated beach and swim area (lifeguard during summer months), clubhouse/restaurant and summer day camps for the kids. The community beach is great for all ages (for young kids there is a gentle slope into the water and jungle gym in the sand). Our private pier is suitable for boats of any size (one slip included with house rental) - slip can accommodate very large sailboat or power boat (MLW +10ft) and has 30 and 50 amp service. The historic and beautiful, waterfront town of Annapolis, the “Sailing Capital of the World” is just a few minutes' drive or short boat ride away. Home to the state capital of Maryland and the U.S. Naval Academy, the town offers a number of tourist activities, including sailboat and ferry cruises and guided walking tours. City Dock and Main Street have wonderful boutique shopping, restaurants, ice cream and candy shops in this scenic colonial harbor town. The house is also convenient to Maryland’s Eastern Shore, as well as the urban sights in Washington, D.C. and Baltimore, where you can chose from a wealth of cultural, sporting, and sightseeing activities. Excellent restaurants, shopping and golf courses are nearby.

- "Lovely cottage on the water. Very comfortable." - "This home was our 4th rental in Maryland as we were in town for July. This home was by far the best. View was breathtaking, beautiful location in the hills of Epping Forest. Lots of deck to entertain, central AC, kitchen stocked with everything, kayaks and a private beach which we absolutely loved! One minus was that the bedding was less than to be desired (stained a bit -but Martin quickly ordered new mattress protectors). Martin was an over-the-top host. The bedding issue was negligent compared to our experience with VRBO. Now here's our review of VRBO in getting one night refunded. 2 nights before checkout, there was a power outage from wind-trees were downed and we lost power and water (on pump). We stayed 1 night w/o power/water (yuck) assuming it would resume but it did not so we asked for early checkout for 1 night. Martin was so responsive and called VRBO to issue a refund for one night plus, as requested by me, the prorated fees and taxes. VRBO was the worst experience imaginable. They refused to refund us what we asked. Really? I've been a customer over what... 10 years? and never once had a complaint until now. Cust svc reps are NOT there to service customers. They are aggressive lackeys trained to repeat mantra to benefit their bottom line. They do not care for repeat customers, probably because they monopolize the rental home industry. On hold 30 minutes then disconnected to receive no call back.I am still waiting for my measly $ after spending mucho $$$$$!!!"

Conveniently located just 4.5 miles from historic Annapolis the Coastie Cottage is the perfect homebase for your next visit to the Annapolis! The private, gated, saltwater pool (May 20- Sept 30) and beautiful outdoor lounge spaces create the perfect haven to reconnect and unwind. The open floor plan, breezy coastal décor, and elevated amenities will have you feeling refreshed and relaxed. Thoughtful touches throughout the cottage provide all the comforts of home for your stay. Welcome to the Coastie Cottage!

The cottage is nestled on a one-acre lot in a residential area, a short 10-minute drive from downtown historic Annapolis, the capital city of Maryland. From sunset cruises to fabulous shopping, amazing dining options, spas, hiking spots, live music, ghost tours, boat shows, historical tours, and visits to the United States Naval Academy, you are sure to fall in love with the charm of one of Americas most beautiful towns!

Some more details about the Coastie Cottage……

Outdoor Space: Step outside to the oversized pool deck! Four comfortable seating arrangements to include a fully shaded porch with a large dining table perfect for lunches or al fresco dinners! Lounge in the saltwater pool and enjoy your favorite tunes on the outdoor sound system (sonos). The spacious sundeck for those wishing to soak up some vitamin D and oversized umbrella area with cozy lounge provide options for everyone! Pool towels and a few rafts are included. Pool is heated when possible (cannot be heated if nighttime temps fall below 62), you are not paying for pool heating it is simply an added bonus we are happy to extend when Mother Nature cooperates.

Cooking at the Cottage: The modern kitchen is open and bright with a large marble island to gather for morning coffee or afternoon happy hours! Brand new GE Café appliances were installed for the 2023 season. We’ve tried to stock the kitchen with everything we think you might need as we know some of the best memories are made when sharing a wonderful meal. A 36-inch Blackstone grill is available for use (please note propane is not included, though you are welcome to use what is in the tank) for evening cookouts.

Rest Well: Premium white linens are included for each of the beautifully appointed bedrooms.

Stay Connected/Technology: Complimentary Wifi. Smart TV’s for your streaming servicesSonos sound system inside and out available to stream your music.
Indoor Lounging: Snuggle up by the gas fireplace on the oversized sectional for movie or game night! 55inch screen TV complete with surround system and plenty of extra blankets make for a relaxing night in!

Refresh: Each of the 3 full bathrooms are stocked with fresh towels, shampoo, conditioner, and body wash. Hair dryers can be found in each bathroom, no need to pack one!

Before booking the cottage, we want you to be sure that it is the perfect fit for your vacation. This means we want to be clear on our policies before booking. Please take the time to read the information below that you are agreeing to when booking.

1. We like to celebrate too, but you are booking this property understanding that no more than 6 guests are permitted. “Parties, events, receptions, festivals, meetings, commercial use, or guests above the registered number are strictly prohibited”. Animals are not permitted in the house or on the property due to life threating allergies. Please note that breaking these important house rules will result in the immediate termination of your booking along with any cleaning charges or damages that occur as a result of breaking these rules.

2. Accidents happen! The good news is when you book the cottage you will have purchased accidental damage insurance. The insurance covers all accidental damages up to $1500, but you MUST report the damages to me through the message center BEFORE you check out. From there I can submit the claim, its really is a very easy process. I encourage you to do utilize this great coverage by doing a quick walk through before you depart so that you can avoid being billed for accidental damages.

3. Absolutely no smoking of any type. The cottage is inspected immediately upon check out and any trace of smoking is immediately identifiable to the proceeding guests. You will be 100% responsible for any cleaning fees or smoke damage to the cottage.

4. Swimming is at your own risk, absolutely no diving as the deep end is only 5.5 feet. You are booking with the understanding that there is no lifeguard, no pool alarm, no pool cover. You will be required to sign a pool liability waiver prior to check in. You are responsible for your children and guests while staying at the cottage.

5. For the safety and security of our property, please note there are 3 exterior cameras. One on the driveway, one outside the fence viewing the outer perimeter of the property, and the last on the far corner of the property at the shed. All three cameras are activated by motion.

6. We are one of the very few properties that does not charge a cleaning fee (most for properties this size in this area are upwards of $300. We trust that you will care for the cottage as you would your own home and will leave it as you hope a guest in your own home would.

I look forward to being your host!

Cheers,

Katie

Best Things to Do in Annapolis

With a nickname like the "Sailing Capital of the U.S” it should come as no surprise that Annapolis plays host to various water-adjacent activities. The warmer months are particularly buzzy around Annapolis Harbor and City Dock, the heart of the historic district.

If you’re visiting for the first time, a guided tour of the city is your best bet to cover as much ground as possible. In true Annapolis fashion, there are plenty of options to see the area by boat. Visitors who come aboard the Harbor Queen will explore Annapolis Harbor and cruise by the banks of the Naval Academy while learning about the city’s history and geography (tours are available from April through October). The Annapolis Maritime Museum & Park also offers Skipjack history tours that provide additional information about the Chesapeake Bay and its ecology. Travelers who don’t quite have their sea legs can opt for a 60-minute trolley tour around the charming streets, marinas, and high points of the city. Access to the U.S. Naval Academy is limited, but it’s certainly a must-see spot when in Annapolis. Both public and private tours can be arranged through the Armel-Leftwich Visitor Center.

SERRNOVIK/GETTY IMAGES
If you prefer to discover a new place on your own, be sure to walk down brick-paved Main Street and pop into its shops, art galleries, restaurants, and bars. One block away, you'll find State Circle and the Maryland State House, the only state house to have served as the nation's capital and the oldest state capital in continuous legislative use. Further out in the Annapolis Design District — about two miles from State Circle — numerous murals decorate the city. From the 7,000-square-foot Breonna Taylor mural (located at 14 Dorsey Avenue) to the Carlester “Walking Man” Smith mural (found at 1100 West Street) that honors a local who spent 40-plus years cleaning up the trash from Annapolis streets, these murals can be appreciated via a self-guided walking tour.

- "The property was very clean and well decorated. You could tell care and love is placed into the house and landscaping. The backyard and pool area is gorgeous! Despite unlucky/rainy weather and temperatures in the 60s, the pool was heated so warm that we went in everyday with the kids which was so nice. Annapolis is very close by. Plenty of fluffy towels, comfortable beds, nice small touches of welcome goodies and quality soap/shampoo, etc."

Watch the sunrise on the private beach at Oh Happy Bay. The quaint two-story, cottage has a private beach on historic Bembe Beach with direct access to safe, shallow water for swimming, paddle boarding, and boating (small boat mooring). Commissioning Week families will be spoiled by the direct line of sight for the Blue Angels air show.

The home is ideal for a large extended family traveling together. Enter the home into the beautifully-renovated kitchen with all new appliances and an adjoining dining room with water views and seating for 6-8. The main floor has a guest room with a Queen bed and full bath with a stand-up shower in the hall. The family room is equipped with a Full-size sleeper sofa. Head outside to the private backyard, with a deck, screened-in gazebo, lounge chairs and a picnic table for outdoor dining, cocktails or morning coffee (sampler starter pack included in your stay).

Head back inside and up the stairs to the large family suite with 2 bedrooms, a connecting full bath (with 2 entrances), a sitting room and access to the private 2nd floor balcony. The main bedroom has a King bed and sitting area large enough for a portable crib or air mattress. Across the hall is the guest room with the full bed. The shared bath has 2 vanities, a stand-up shower and soaking tub. Also in the hall is the full-size washer and dryer.

The home has plenty of parking and space to explore with the pups and little family members.

Located walking distance to Annapolis Sailing School and Capital SUP (Paddleboard lessons and rentals), the Eastport Water Taxi (with water access to downtown Annapolis). Annapolis Maritime Museum and Quiet Waters Park are just a short drive away.

SLEEPING ARRANGEMENTS 3 BR / 2 BA / Sleeps 8 adults:

Upstairs Waterfront Bedroom:
-King bed
-Sitting room
-Waterfront balcony
-Queen air mattress available in the closet
-Shared bathroom with stand-up shower and soaking tub
-Flatscreen TV

Guest Bedroom across the hall from King Bedroom:
-Full bed
-Shared bathroom with stand-up shower and soaking tub

Main Floor Bedroom:
-Queen bed
-Full hall bath in the hall with stand-up shower

Family Room
-Full Sleeper Sofa
-Full hall bath with stand-up shower

HIGHLIGHTS:
-Private beach with access to Chesapeake Bay
-Screened-in patio gazebo with dining table for 10
-Back deck with seating, picnic table and beachside seating
-Charcoal BBQ grill
-Gourmet kitchen
-Dining room table seats 6-8
-High Speed Internet and WiFi
-Big Flatscreen TV
-Stand-Up paddle boards, life jackets, beach toys, small boat mooring (this is a mooring ball or permanent anchor system off the beach where small boats can be moored) - Available in the summer months only (May-October)
-Luxury linens, complimentary toiletries Starter Kit, and boutique-level service
-Outdoor shower
-Parking for multiple cars in driveway and on street
-Full Laundry room with washer & dryer located inside the home

Property Distance to:
-Downtown Annapolis – 4 miles
-U.S. Naval Academy – 4.5 miles
-Washington, DC – 34 miles
-Baltimore - 35 miles

* Amenity & Supplies starter pack, coffee and sweeteners, soap, shampoo, conditioner, lotion and hand sanitizer, paper towels, toilet paper, dish soap, scrubber and dishwashing liquid to get you going.
* All beds are made for you with freshly-laundered sheets & towels.

House Rules
Reservations made for teenagers or young single groups will not be honored without any accompanying adult staying in the unit at ALL times. We require at least one member of the party to be 25 (twenty-five) years of age. No smoking. Dogs allowed if $150 pet fee is paid prior to check-in. Be respectful of the house and contents, the neighbors and neighborhood.

- "We had an amazing time this week! Would book this place again and hopefully will have the chance to do so. Very comfortable and absolutely fantastic location!" - "Everything was perfect. You couldn’t Sk for a better home and location. The deer who visited us daily was an added touch!" - "Oh Happy Bay was certainly that. A charming cottage, well equipped, right on the bay with lovely views of sail boats passing by. Ample parking, comfy beds, beautiful sunrises and sunsets. Perfect!"

Come enjoy a relaxing stay in our coastal waterfront cottage in Epping Forest! Just steps from a community pier perfect for SUP's or kayaks with gorgeous water views that are stunning all year around and visible from the hot tub.This home is tucked into the private gated community of Epping forest, featuring a private beach with a clubhouse, swimming area and marina.

The house sleeps 6 comfortably with 3 bedrooms and 2 full bathrooms. It has great outdoor seating and entertaining space and a relaxing screened in porch with a porch swing.

The property is just minutes from downtown Annapolis and the Naval Academy!

- "Great host and great property. We had our two boys and my wifes parents with us, six in total. Though the property was small, we felt there was always plenty of room to accommodate everyone. We would recommend and would definately stay again." - "We loved this little home. It was a perfect spot for us while our family was in town for a wedding. It was conveniently located, we easily got in and out of town without having to fight traffic. The home was perfectly clean upon arrival, and didn't require anything upon checkout, which was such a relief when traveling with children. The host was easy to connect with on a couple minor questions, and the property was just what we needed. We made use of the hot tub and spent mornings walking down to the water. We would definitely return if ever there was an opportunity. Highly recommend!"

Beautifully restored 1930s cottage w/ open floor plan & vaulted ceilings provide a homey vibe

Enjoy having Historic Annapolis Towncenter in your backyard

Jack & Jill bath separates queen bedrooms

Hardwood floors adorn common areas

Gourmet kitchen w/ extensive granite countertops, breakfast bar & amenities

Dining table & chairs, extra-large comfy couch nestled between 2 chaise lounge chairs, 55" Roku tv, full daybed, electric FP, towels, linens, pvt laundry, and more!
The space
Pvt entrance leads through a brick terrace to your hidden cottage retreat. Personal keypad entry.

Open floor plan & cathedral ceilings provide an abundance of natural light & space.
Guest access
Guests have exclusive cottage access and shared access to the back patio amenities including a complimentary BBQ.
Other things to note
Friendly, well trained Dogs are welcome: $50 weekly pet fee/per dog.

Offsite parking …
There are several public garages within a 5min walk

If you’re visiting during a weekend or federal holiday, Calvert Garage is an easy walk & parking’s FREE! :)
Complimentary parking is available after 6pm Fri through 6am Monday and during federal holidays.

(DIRECTIONS TO CALVERT GARAGE)
-From 50 E take exit 24 towards Historic Annapolis/70S/Rowe Blvd, (1.3mi)
-Turn left on Calvert Street (last light before the State House)
-Turn left on St. John's Street.
- Garage is on the left.

St. John's Street also offers 9hr free Street parking.
All street parking is free 10pm-8am.

(WALKING DIRECTIONS TO CORNHILL FROM ST JOHNS ST)
-Walk toward the State House
-Cross College Avenue onto North St (cedar shake home on L.)
-N. Street leads to State Circle.
-Take a left on the circle.
-Walk past Marland Ave (boutique shops) Harry Browns restaurant (EXCELLENT!) & The Historic Maryland Inn.
-Turn left on Cornhill Street.
-53 is the 3rd house down on the Right.

It’s roughly a 10-minute walk.

Many Guests have also found Gotts garage to be easy & affordable. $15-$20/day

City Authorities recommend Park Place Garage (discounted through the Noah Hillman Garage rebuild). Easy walk or take the shuttle. Running every 8-10 minutes.

There’s also a free on-demand service for those arriving or departing after shuttle hours. M-S 7a-11p / Sun 8a-8p

See the attached map to help.

You’re welcome to quickly drop your bags before parking.
Cornhill’s a fairly narrow one-way street. If there is no place to pull over, please be sure a driver remains with the vehicle so you don't block traffic.

Let me know if you have any questions and/or if there's anything I can do to make your stay better.

Look forward to hosting you.
Jennifer

- "We had a great time. Easy walk to everything. House was perfect and clean. The whole process was easy." - "What an amazing place, very comfortable and walking distance from all Annapolis has to offer" - "Perfect little cottage for 4 adults and an infant. Loved its location! " - "We stayed at this gem with family for a auSNA event. The cottage was clean, well appointed and a perfect location. Jennifer was responsive and helpful throughout. We loved our stay!"

Experience the Difference: Professionally Managed by iTrip Annapolis
This adorable cottage sits on 3 picturesque acres overlooking the Magothy River. The charming, newly-furnished River Cottage is perfect for an escape for two! There is a full kitchen with complimentary coffee and a waterfront back patio - the perfect place to enjoy enjoy a glass of wine. Head further outside to the waterfront pier and fire pit overlooking the Magothy River. The Cottage shares the property with the main house, River Breeze, which is also available for rent.

The River Cottage is wonderful for a couple coming in for that special Naval Academy or boat show event, or looking to take in the sights and sounds of Greater Annapolis. Enjoy the many restaurants, historical attractions, and shops just a short drive to downtown Annapolis, or stay put and enjoy the lush, expansive property and spoil yourself with the million dollar views from your very own private patio!

SLEEPING ARRANGEMENTS 1 BR / 1 BA / Sleeps 2 adults:
Bedroom
-Queen bed
-Flatscreen TV
-Full hall bath with stand-up shower

HIGHLIGHTS:
-Private waterfront pier
-Full kitchen
-Water access from private pier on the Magothy River
-Game room with pool table, bar stools and TV, shared with main house.
-Charcoal Grill
-Shared firepit with the main house with seating for 6
-Eat-in kitchen seats 4
-High Speed Internet and WiFi
-Big Flatscreen TV's
-Luxury linens, complimentary toiletries Starter Kit, and boutique-level service
-Parking in the driveway
-Dogs allowed if $150 pet fee per pet is paid prior to check-in.

Property Distance to:
-Downtown Annapolis – 11 miles
-U.S. Naval Academy – 11 miles
-Washington, DC – 35 miles
-Baltimore - 19 miles

* Amenity & Supplies starter pack, coffee and sweeteners, soap, shampoo, conditioner, lotion and hand sanitizer, paper towels, toilet paper, dish soap, scrubber and dishwashing liquid to get you going.
* All beds are made for you with freshly-laundered sheets & towels.

House Rules
Reservations made for teenagers or young single groups will not be honored without any accompanying adult staying in the unit at ALL times. We require at least one member of the party to be 25 (twenty-five) years of age. No smoking. Dogs allowed if $150 pet fee is paid prior to check-in. Be respectful of the house and contents - it is someone's home and the owners do come back from time to time to stay in their property. Please respect the neighbors and neighborhood.

- "Great little spot in a private location but close to everything. Super clean and comfy!" - "My boyfriend and I have busy and demanding careers. With working remote, we needed a change of scenery but not too far from DC if we needed to be in person. This was the absolute best getaway. We enjoyed working on the pier and porch. Evenings spent relaxing with a glass of wine. Annapolis is just a short drive a way for a nice dinner. We will return!"

Welcome to Chessie Cottage on The Bay! There is an intangible quality to a cottage coming from a unique combination of architectural details, use of historic materials, enchanting setting. These are but a few of the elements creating this charming storybook cottage. Exit Bay Bridge, a short 4-mile drive delivers you to our little neighborhood, and at the final bend in the road, we have private parking. Accessing the house immediately via the brick/limestone walkway leads to a true cottage entrance; a steeply gabled roof over mahogany arched Dutch door, a true storybook welcome home! Bay views greet you before ever entering the cottage, visible from the Dutch door straight through the west facing wall of windows overlooking the bay. Three windows, each 5ft. tall x 8ft. long plus double glass French doors provide over 30ft of uninterrupted open shoreline views. The morning sunrise filtering through the trees lights the east Dutch door window starting a day of relaxation in this cozy cottage, ending with the sunsets and long-lasting afterglows on the water. The Chesapeake Bay is the largest estuary in the U.S 3rd largest in the world, and one of the most productive bodies of water in the world.
We offer you endless views from our 150+ feet of private shoreline.
This custom home was created and built by artists so when NOT watching the never-ending array of eagles, herons, ducks, nesting ospreys, songbirds, dragonflies, and everything that floats, go by; from jet skis, crab boats, sailboats, to giant freighters and cruise ships traveling the deep-water channel…there’s endless interest & beauty all around. Open floorplan provides amazing views from every room, every seat. Large, well appointed, open, airy kitchen is ready to make all your meals memorable. Dine stylishly at the mid-century-modern Danish table or sit high and comfy at the custom designed butcherblock peninsula, originally from the Old Faithful Inn kitchen, Yellowstone National Park. Kitchen sink is, itself, a treat; a Ruvati 45” long, stainless steel Wonder Station of prep, serve, buffet, clean-up cheffing fun. Soft natural light pours in from 3 enchanting rooftop eyebrow windows, sunset reflects thousands of brilliant sparkles against the hand-laid ironstone wall in the living area. Main living area has 2 Queen sleeper sofas, one in a cozy alcove easily doubles as a dedicated office space with tilt-top coffee table for laptop, and office supplies. (If you must work, you can leave things set up to take a ‘bay break’.) Two private bedrooms each with king beds, smart TV’s, private en suite bathrooms, and inviting bay window seats for private moments reading or just watching the water. There is a 3rd full bath which services the main house located just past the well-stocked library nook where you’ll find games, puzzles, cards, and books for kids to adults.

We hope you find our home to be as enchanting, relaxing, and restorative as we do. Someday it will become our everyday home, but until then we look forward to sharing it with you.

- "We had an amazing weekend. Great location right on the Chesapeake Bay with amazing sunset views. A very tranquil setting. Loved sitting in Adirondack chairs watching the birds and boats passing by. The house was beautiful inside and out and had every possible amenity you can think of. Hope to be back for another visit soon. " - "My husband and I and our little pup Bree stayed for a long weekend - and from start to finish everything about this cottage was just amazing. EVERY amenity is there and thoughtfully provided - you want coffee? It's there with little mug hats to keep it warm as you sit and watch the boats go by - you feel a chill? There’s cozy blankets for the beds AND pup - even beds, bones and toys for Bree. If you think of something you need - trust me they already thought of it and it's there for you to use. And now - the VIEWS!!! I can't even describe how beautiful - rating how beautiful the sunsets each night was our pastime. And the house itself is wonderful - so warm and inviting - modern but uniquely eclectic and cozy - and when you're inside it feels much larger because of the high ceilings and massive windows that give views throughout the house end to end. This is where you want to be on Kent Island - I'll never go anywhere else. "

Escape to The Yellow Annapolis Cottage: A Chesapeake Getaway with Stunning Bay Views

Welcome to our Bay Ridge Yellow Cottage with views of the Chesapeake Bay and steps away from the many Beaches Bay Ridge has to offer. This is a perfect destination if you’re in town visiting the Naval academy (15 min drive), for a wedding, couples trip, a family vacation on the Bay & everything in between.

The Space:

This 1920’s Bay Ridge cottage features 3 bedrooms and 2 full bathrooms.
Downstairs has two bedrooms, one with a king and two closets and a smaller bedroom with a queen with views to the bay from bed. Upstairs, there is a full bathroom and additional bedroom with a queen bed and plentiful views.

The home’s open-concept kitchen flows effortlessly into the living room, which features large windows that bathe the space in natural light and provide sweeping views of the bay. The spacious dining room can comfortably seat 8.

Outdoor Living:

Step through four glass doors onto the inviting back porch, where you’ll find a grill, a dining table that comfortably seats six, and the perfect chairs for enjoying a peaceful sunrise with a cup of coffee in hand. It's the ideal spot to watch local crabbers bring in their morning catch. We love spending time out here—enjoying crab feasts with family and friends, then cooling off with a refreshing dip in the bay. The deck offers breathtaking views of the Chesapeake, making it feel like an everyday vay-cay!

We want you to have the best possible stay while booking our Yellow Bay Ridge Cottage but want to remind our guests that it is an updated 1920’s cottage so it does need to be cared for with love and we ask that you treat our home as you would your very own. No parties, large gatherings or events can take place during your stay- in respect to our neighbors and the cottage’s old pipes! Additionally, we are here to answer any questions you may have about the cottage, rules, Annapolis/Bay Ridge, things to do, restaurant recs. Want to hire a private chef for the evening? Please inquire! If you need to Amazon anything before your stay- we can accommodate- just reach out with any personal requests and we’d be happy to assist!

Favorite Things to Do in Beautiful Bay Ridge:

Walk to the bluff to catch an unforgettable sunset or take a peaceful stroll below the bluff along the bay.
Explore the neighborhood’s beaches—perfect for lounging, swimming, or relaxing in the sand.
Crab and fish off the jetties at the beach for a fun, authentic experience.
The Bay Ridge Marina offers pickleball (bring your own net), a basketball court, and a playground, all with views of Lake Ogleton—ideal for a day of outdoor fun.
For nature lovers, explore the trails behind the Chesapeake Bay Foundation on Herndon, where you can hike through the woods and enjoy peaceful surroundings.

Whether you're here to explore Annapolis, spend time on the water, or simply relax in a serene setting, The Yellow Annapolis Cottage offers the perfect location for an unforgettable escape.

Tv • Bedding/Linens • Other • Wellness Facilities • Pet Friendly • Kitchen • Air Conditioner • Balcony/Terrace • Security/Safety • Internet • Fireplace/Heating • Laundry

VERY CLOSE to Island wedding venues. Cottage is a private detached 1st floor dwelling and has off street parking. Queen bed & trundle with 2 twin beds, sleeps 4. Full/stocked kitchen & bath, large TV, small dining room table, Keurig & coffee pods. Wifi and streaming services included. Easy access with keyless entry. Efficiency space. Smoke/Vape allowed on front porch only. Located near the Bay Bridge and bike paths, Historic downtown, winery & restaurants.* Message with any questions.

Air Conditioner • Wellness Facilities • Other • Security/Safety • Parking • Tv • Internet • Kitchen • Fireplace/Heating • Bedding/Linens • Laundry • Child Friendly

Welcome to our newest listing - The Coastal Cottage on Chesapeake located in the Maritime community of Eastport . This beautiful home features one level living with 4 bedrooms , 2 baths , open kitchen , front porch , large screened in porch and driveway parking for 3 cars and plenty of free off street parking. Walk to all of Eastports restaurants , Historic Downtown , AYC , EYC and USNA .

- "We had a great winter weekend! This house is a beauty...extremely clean, exactly as described on vrbo, everything you need and close to resturants. Too cold for us to walk but it's all walkable from here. Love the old fishing town feel of Eastport. Would love to come back in warmer weather!" - "This is a great property, had everything you could need away from home. Very clean and tastefully decorated. Beds were very comfortable. Nice neighbors."

Kick back and relax in your very own tranquil Annapolis getaway! Located in a quiet neighborhood 8 minutes from Downtown and a mere 4 minutes from Route 50 our charming cottage is in the perfect location for your Annapolis getaway! With convenience and tranquility rolled into one and easy access to the city's attractions, our cottage promises a relaxing stay. So come ashore and make unforgettable memories at our nautical oasis!

- "The owner was absolutely amazing and the cottage (inside and out) was inviting, clean and super comfortable. We wanted a relaxing place to spend time visiting with our son and we found that here. I was able to cook his favorite meals and we were able to spend time eating, watching movies, playing games and enjoying time as a family. Great location for 2-4 people." - "The most lovely and completely outfitted and furnished with the latest tech and very nice amenities. The owner William answers any and all questions within minutes. The perfect spot to get away from it all yet near the Naval Academy very close by. Our first trip to this region and will not be our last."

Waterfront home in a private location. Home features contemporary architecture with vaulted ceilings and post and beam construction. Entering the home there is a large foyer and laundry room/mud room. You can walk out to the waterfront deck which has an outdoor couch. Upstairs is the open floor plan living area, the views are beautiful overlooking the natural landscape to Whitemarsh Creek off the Rhode River. The sunny kitchen has everything you'll need plus the screened porch and deck for outdoor dining. The living room has a large sectional couch, gas fireplace and large tv. Private pier with 5 ft water depth, fire pit area, a great place to relax!

Primary bedroom: 1 king bed w/ attached bathroom
Bedroom: 2 double beds w/ attached bathroom
Office/Bedroom 3: futon

No parties.

Smart doorbell at front door which has the capability to audio and video record the exterior at the front of the house.

- "Well equipped property that felt like a vacation home with the waterfront, screened in porch for dining and 3 story style."

Quaint cottage in Bay front community 4 miles from Historic Downtown Annapolis! Cozy living space, fully equipped kitchen, and large primary bedroom makes the perfect space for your weekend in Historic Annapolis! Discover the charm of Annapolis, MD, from our stylish retreat! Located 4 miles from the heart of historic downtown Annapolis, our quaint Barefoot Cottage offers our guests a peaceful stay just outside the busy downtown. Enjoy iconic landmarks, the waterfront, savor local cuisine, or unwind at the private community beach. Featuring a fully equipped kitchen to whip up a great meal and spacious primary suite soaked in comfort for cozy nights! Book your stay at Barefoot Cottage!

Tv • Kitchen • Air Conditioner • Guest Services • Internet • Sports/Activities • Fireplace/Heating • Other • Laundry • Entertainment • Security/Safety • Wellness Facilities

New Beautiful Home in Downtown Annapolis’ Murray Hill Walk to Downtown with Gourmet Kitchen

Welcome to your home-away-from-home in the charming Murray Hill neighborhood of downtown Annapolis! This beautifully-decorated three-story home offers the perfect blend of historic charm and modern comfort, all nestled on a quiet, family-friendly street just steps from the action.

**Parking is not on premises!! A dedicated parking spot at nearby garage (5-minute walk from the house) is provided. Please contact us for details.

Enjoy three floors of thoughtfully-designed living space:
Main floor features an open-concept kitchen, dining area, and family room—perfect for gathering and entertaining.
Renovated gourmet kitchen with premium finishes and breakfast bar seating for 2.
Dining table seats 4 comfortably for sit-down meals or game night.
Dedicated work spaces with monitors in the home.
Cozy family room with flatscreen TV and a convenient half bath.
A furnished front porch welcomes you home and invites relaxing with your morning coffee or evening drink.

Sleeping Arrangements – Sleeps 6
3rd Floor King Suite – King bed, private en-suite luxury bath with dual vanity & hotel-grade stand-up shower.
2nd Floor Queen Guest Room – Queen bed, shared full bath in the hallway (tub/shower combo).
Office/Den – Queen sleeper sofa with included linens, shared full bath.

Home Highlights
High-speed WiFi & flat-screen TVs
Two dedicated workspaces, complete with monitors
Luxury linens, complimentary starter toiletries & coffee
Full washer & dryer on 2nd floor
Keyless entry
Off-site Parking: 1 reserved spot in nearby garage + free street parking on weekends

Location, Location, Location
Downtown Annapolis & West Street – 2 blocks
U.S. Naval Academy – 1 mile
Easy access to DC (32 miles) & Baltimore (33 miles)

We Provide:
A curated starter supply kit, including:
Coffee & sweeteners
Shampoo, conditioner, lotion, hand soap & sanitizer
Paper towels, toilet paper, dish soap & scrubber
Freshly-laundered linens & towels on all beds

House Rules
Minimum age to rent: 25
No smoking, parties, pets or events
No unaccompanied minors
Quiet hours respected in this peaceful, residential neighborhood
Check-in: 4:00 PM | Check-out: 11:00 AM

Fireplace/Heating • Tv • Entertainment • Bedding/Linens • Kitchen • Security/Safety • Laundry • Other • Air Conditioner • Internet • Parking • Guest Services

Stunning home a short walk from Chesapeake Bay - a perfect blend of comfort and coastal charm. Stroll, jog or bike in the scenic neighborhood, and hear songbirds, see deer, and watch sailboats glide by. Open-concept design and natural light make our home ideal for entertaining, working from home, or relaxing on the spacious deck. Minutes from local eateries, and attractions in downtown Annapolis. Easy drive to DC or Baltimore. We allow one dog - max 25 lbs. Exterior security cameras on property.

Security/Safety • Other • Wellness Facilities • Guest Services • Air Conditioner • Kitchen • Internet • Laundry • Balcony/Terrace • Child Friendly • Eco Friendly • Parking

Quiet & cozy cottage- 15 mins drive to Washington DC, w/plenty of off street parking. Only 7 mins from metro, FedEx field, and six Flags. A pet friendly location that has washable couches and rugs to ensure cleanliness after each stay . Dog sitting offered next door(separately) in case you need to be away, and would like your pup to have exercise and playmates. Close to DC w/out the traffic or busyness. 15 mins from Amtrak station. Great for visiting the nations capitol and lovely Maryland.

The space
this is a cottage on a small non working farm.

Guest access
inside of the home and the front of home

Other things to note
There is a small one time fee of $50/ pet for the extra cleaning. This property is on a quiet non working farm. The barn and other structures belong to a separate owner so please no wandering the grounds

Registration Details
HOU-0540-2023-STR-H

Shampoo • TV • Washer • Hot water • Hair dryer • Dryer • Air conditioning • Essentials • High chair • Pack ’n play/Travel crib

Lovely guest cottage tucked away on water front property. The Historic Downtown Annapolis is only a short drive away which makes it an ideal location to visit the the Naval Academy, St Mary's Church, and the famous "ego alley". Stay for a weekend or extend for a while. Grocery stores and restaurants are convenient.

The space
This cottage includes two bedrooms (king bed, queen bed), kitchen, living room, and front porch.

Guest access
Private Selby Bay Beach Club (1/2 mile away) with playground, community center, bathrooms and bay swimming platforms.

Bay cottage sits on property which includes a pool and bay access. These amenities can be negotiated (additional fee) but must be approved by host on a case by case basis.

Registration Details
141921

TV • Hot water • Essentials • Hangers • Smoke alarm • Heating • Fire extinguisher • Air conditioning • Hair dryer • Shampoo

Eclectic three level water view cottage in unique wooded location overlooking beautiful Mill Creek. Minutes from downtown Annapolis and the US Naval Academy; walk to Cantler’s Riverside Inn for crabs, convenient to US 50 and the Bay Bridge and Eastern Shore.

Due to the stairs and loft, this accommodation may not be appropriate for toddlers and the mobility challenged

Parties are not permitted.

Please note that there is no water access on the property, but there is nearby public water access.

The space
All space inside the house is available for guests to use.

Guests have access to parking lot and small yard next to house.

There is no access to the water or dock on the property. If arriving by boat, please confirm slip space availability with the hosts before booking.

Please note that there are three steps down from the front door to the main level, and one step up to the bathroom. The two bedrooms are full flights of stairs upstairs and downstairs from the main level.

Guest access
Side Lawn, Driveway, House, Small Covered Porch with incredible Water View

Other things to note
This short term rental is officially licensed by Anne Arundel County, license #STR 24.

Please use caution on the property as there are uneven surfaces on some of the brick walkways and gravel parking area. There are stairs inside between all levels, please use handrails. Because of the stairs, the cottage may not be appropriate for guests with mobility challenges.

For everyone’s safety and security there is one outdoor security camera monitoring the guest parking lot and one monitoring the host’s parking lot. There are no cameras or recording devices inside the cottage.

Mill Creek Cottage is located in a rural, wooded environment that has lots of natural beauty. Nature includes mosquitos, ants, and other insects as well as birds and animals. We avoid the use of harmful pesticides on the property due to our proximity to the water. While unlikely, should there be any unwanted interactions with the wildlife inside or outside please let us know and we will humanely rectify the situation as soon as possible.

We’ll-behaved dogs are permitted with the host’s permission. Please be sure to include your pet on the reservation as there is a pet fee. You are responsible for the cost of any damage or extra cleaning in the event that the pet causes damage or leaves stains.

Registration Details
000024

Hot water • River view • Gilchrist and Soames body soap • Shower gel • Cleaning products • Hair dryer • Marina view • Bathtub • Gilchrist and Soames shampoo • Gilchrist and Soames conditioner

Miller Cottage is a charming 1920s style cottage in the quiet neighborhood of Homewood and 1 mile to Church Circle/West Street and the state capital of Maryland, and 1 ½ miles to the City Dock. One bedroom with queen bed with an en suite bathroom with shower. Pull out couch for additional sleeping in the living room. Open plan living room, dining room and kitchen. Nautical furnishings, in a warm, bright home.

Within walking distance of the Navy Marine Corp Stadium (about 6 tenths of a mile)

Other things to note
If someone sleeps in the sleeper sofa in the living room, they will need to walk thru the bedroom to get to the bathroom.

Cleaning products • Hot water • Conditioner • Hangers • Dryer • Body soap • Shampoo • Hair dryer • Washer • Essentials

Beautifully restored 1928 cottage w/ open floor plan & vaulted ceilings provide a homey vibe

Enjoy Historic Annapolis Towncenter in your backyard

Jack & Jill bath separates queen bedrooms. Comfortable full-size daybed = 3beds

Hardwood floors adorn common areas

Gourmet kitchen w/ extensive granite countertops, breakfast bar & amenities

Dining table & chairs, extra-large comfy couch nestled between 2 chaise lounge chairs, 55" Roku tv, electric FP, towels, linens, pvt laundry, and more!

The space
Pvt entrance leads through a brick terrace to your hidden cottage retreat. Personal keypad entry.

Open floor plan & cathedral ceilings provide an abundance of natural light & space.

Guest access
Guests have exclusive cottage access and shared access to the back patio amenities including a complimentary BBQ.

Other things to note
DOG POLICY:
Friendly, well trained Dogs are welcome: $50 weekly pet fee/per dog.
————
PARKING
There are several parking options & offsite public garages within a few blocks.

Street parking is free 8pm-8am & Sunday until 1p.

To pay for street parking during ticketing hours, download the Park Mobile app & enter Zone P4905

Alternatively, The closest garages are highlighted on the attached map.

You’re welcome to quickly drop your bags 1st.

Cornhill’s a fairly narrow one way street. If you can’t pull over, please be sure a driver remains with the vehicle so you dont block traffic.

Noah Hillman Garage is only a 3-5 min walk. Daily rate $22

Gotts garage is an easy 8-10 min walk & $15/day.

Calvert Garage is also an easy walk & parking’s FREE weekdays 6p-6a, weekends Friday after 6p-before 6a Monday & federal holidays.

WARNING! Calvert is St. John’s College private garage. Vehicles remaining after 6a m-f while schools in session will likely be ticketed and towed)

There’s also a free on-demand service for those arriving or departing after shuttle hours. M-S 7a-11p

Let me know if you have any questions and/or if there's anything I can do to make your stay better.
————
(DIRECTIONS TO CALVERT GARAGE)
-Turn left on Calvert Street (last light before the State House)
-Turn left on St. John's Street.
- Garage is on the left.

(WALKING DIRECTIONS TO CORNHILL FROM ST JOHNS ST)
-Walk toward the State House
-Cross College Avenue onto North St (cedar shake home on L.)
-N. Street leads to State Circle.
-Take a left on the circle.
-Walk past Marland Ave (boutique shops) Harry Browns restaurant (EXCELLENT!) & The Historic Maryland Inn.
-Turn left on Cornhill Street.
-53 is the 3rd house down on the Right.

It’s roughly a 10-minute walk

Bring the family and even the dog.( extra fee). 3 beds to sleep in and for larger families you can rent the separate efficiency on the property. Well equipped kitchen, fenced in yard, screened in porch..beach and kid’s park across the street… quiet and relaxing.

Community beach (unguarded) to swim or bring your water kayaks or SUPs. Dining and grocery close by. Enjoy the bay views of boats going by, the sound of birds, and great sunsets. Minutes to Rt. 50. Close to downtown Annap

The space
Directly across from beach. One floor. 2 bedrooms ( 1 with TV) that have a queen bed in each and shared bath. If you need the third bedroom there is a $10 up charge per day. Cozy living room, with gas fireplace, sits four with a TV. Living room and kitchen (with bay view) have small tables with three chairs but can fit four. Casual three season enclosed porch sits six with Bay views. Kitchen has amenities to make meals and charcoal grill available outside. Has coffee maker, toaster, and blender. Wi-Fi Internet, roku to stream, and antenna for TV. No cable. Large fenced in yard. Well water pump and water treatment system makes some noise when operating. There is a third bed available upon request in the laundry room with an extra cost. Back bedroom has supplemental AC with a window unit. There is also an air bnb efficiency apartment over the detached garage that is available for rent as well and is often rented on weekends.

Guest access
The main house, paved driveway and large yard are yours to enjoy. There is an air bnb efficiency above the separate, detached garage which can be rented as well. Garage renters will park on the far left of the property and walk through the side yard to access the outdoor steps to the garage. The motion lights may come on when they access the property. The boats by and in the garage are for owners use only, although renters are welcome to bring their own water toys.

Other things to note
The code to the front door will be sent closer to your sign in. Trash and recycling cans should be set by street on Monday evening.

The breaker box, should you need it (hopefully not!) is behind the bed in the laundry room. Sometimes running a hair dryer in the bath room when other electrical appliance are on in the back bedroom can cause a breaker to trip. Same with the water pump but that is connected to electrical on porch.

Registration Details
000501

Walk to all Annapolis has to offer, you’ll never need a car. Walk to city dock, marinas, restaurants, pubs and pizzerias, watersports, shopping, Naval Academy. You will be enamoured with this quaint and charming 1920's cottage with its stylish cottage flare, cozy and comfortable interior and lovely outdoor space. We have ample room for small RV Van, 30 AMP electric, water hook-up for minimmal electic fee. Monthly, weekly rentals welcomed. Amazing location, cozy, comfortable, authentic.

The space
The house is framed with window awnings and English gardens. The backyard space is described as a garden oasis complete with umbrella table, wicker chairs and gas grill. The interior furnishings are stylish yet cozy with hardwood floors, trimmed out windows and doors, ceiling fans, fully provisioned kitchen, stainless steel appliances and cottage touches throughout. The 2 bedroom 1.5 bath house sleeps 4 comfortably with a king bed and a twin trundle bed in the 2nd bedroom both with darkening window shades. With central air conditioning, ceiling fans and hot water radiator heat the house is very comfortable. Plenty of closet space and a washer and dryer in basement for your use. NOTE MAY 16-23rd 2025 IS NAVY GRADUATION Week AND WE REQUIRE A 6 NIGHT MINIMUM.

Guest access
Parking for two in property driveway off of back alley. There is also extra parking for a samll RV van on the property.

Other things to note
No parties, no pets, no indoor fire place use, no extra guests other than those registered or approved by owner.

Bathtub • Hair dryer • Free washer – In building • Hot water • Hangers • Bed linens • Free dryer – In unit • Garden view • Essentials • Cleaning products

Discover this charming, fully furnished cottage ideally accommodating up to six guests. Nestled on a serene street within walking distance of downtown, the United States Naval Academy, and the Navy and Marine Corps Stadium, this delightful space features a tranquil screened front porch, inviting living areas, and two bedrooms (one queen, two twin beds) with all bedding and linens provided. The lower level offers a full-size futon and a designated office area for added comfort and convenience.

The space
Enjoy the convenience of two bathrooms stocked with essentials (shampoo and body wash) and a hair dryer. The well-equipped, spacious kitchen includes modern amenities such as a fridge, stove, toaster, microwave, coffee machine, and dishwasher. Additionally, access a washer and dryer, central AC, high-speed internet/Wi-Fi, and three smart TVs with Roku and Fire TV for cable channel streaming.

Step outside to a charming garden area furnished with a BBQ grill, patio set, and parking for two cars. Don't miss out on the opportunity to book for Commissioning Week 2027

Guest access
You will have access to the front porch and garden. There is a second floor area which is not included within the rental space. No space is shared

Other things to note
The parking can be accessed from West street. Two parking spaces at not extra cost. Parking on Munroe Ct is at your own risk as a permit is required.

Looking for a relaxing, 'away from it all' getaway with close proximity to Annapolis, DC & Baltimore (about 5 minutes from Bay Bridge). This special property sits ON the water known as Warehouse Creek. Enjoy morning coffee on the patio overlooking the water or by the fountain pond and wine in the evenings under the stars. Nature lovers paradise. 3 kayaks, 1 canoe, crab box traps, and fishing rods available. Try out your hand with crabbing off the dock!

The space
Bigger than a tiny house, but smaller than a house house. You won't be disappointed with the views from inside, large windows overlooking the creek from all areas of the home. The house was renovated with a nautical style featuring exposed wooden beams, cable railings, and repurposed boat materials.

The kitchen is fully equipped with pots, pans, plates and utensils. You can cook your meals right at home or enjoy dinner out with nearby restaurants.

Upstairs you will find a bedroom with a king size bed and 2 single beds and a loft area with 1 queen size bed and 1 single bed. Cozy reading nook overlooking the water views.

Front yard offers flat green grass area with beautiful garden. Perfect for corn hole and other yard games. Picnic table for lunch or crabs.

Relax by the fountain wall pond feature with chairs for morning coffee or to relax and read a book.

Walk outside to the brick patio overlooking the water with plenty of chair seating to relax. Connected to patio is dock the that will accommodate small boats and kayaks. Throw out the crab lines from the dock, you might get lucky!

Guest access
Easy driveway parking on site. Property located at the end of dead end street in quiet neighborhood.

Boat at the property will not be available for use.

3 kayaks, 1 canoe, crab box traps are available for use. You'll need to bring your own bait if you want to crab or fish.

Please note swimming is not recommended. This is shallow creek with oyster shells and rocks on muddy bottom.

Other things to note
Fishing and/or crab license is recommended. Please visit DNR website for more information.

Nearby recreation includes Matapeake Park & Beach and Terrapin Nature Park - perfect for swimming. The Cross Island Trail and South Trail offer miles of multi-use path for biking, walking, or running. Trails pick up at Terrapin Nature Area and cuts across Kent Island.

Easy day trip or restaurant options at Kent Narrows, Stevensville, or St Michaels.

River view • HDTV with Netflix, Disney+ • Essentials • Bathtub • Hot water • Books and reading material • Washer • Free dryer – In unit • Bay view • Garden view

Come enjoy a relaxing stay in our coastal waterfront cottage in Epping Forest! Just steps from a community pier perfect for SUP's or Kayaks with gorgeous water views that are stunning all year around. This home is tucked into the private gated community, featuring a private beach with a clubhouse, swimming area and marina.
Sleeps 6 comfortably with 3 bds and 2 baths. Great outdoor seating and entertaining space and relaxing screened in porch with a swing. Just minutes from downtown/Academy!

The space
The house includes 3 bedrooms, two bathrooms, a spacious kitchen and living room, screened in porch, and a bonus media room. The master bedroom, master bath and second bedroom are on the first floor - the same floor as the kitchen and living room. The third bedroom is a downstairs loft that has two sets of French doors opening onto a gorgeous stone patio with a hot tub, water views and lots of outdoor seating. The media room is tucked away next to the downstairs loft with its own private entrance. The house has more than ample outdoor entertaining spaces. Great for enjoying the wonderfully natural habit that surrounds it. We also have two inflatable tandem kayaks available that are perfect for launching off of the pier and enjoying a serene paddle around Saltworks Creek.

Other things to note
Contactless entry — we will provide a door code prior to arrival

Registration Details
000520

River view • Hair dryer • Body soap • Cleaning products • Bay view • Lake view • Bathtub • Hot water • Conditioner • Shampoo

Unique "city inspected oasis" with 3 beds/2 baths (plus a Queen sleeper in LR & 2 rollouts upstairs for kiddos)
Stash your keys & enjoy the convenience- harbor, restaurants, pubs & wazer rentals. This cozy 50s vintage bungalow has a secluded patio, screen porch, furnishings from Robert Redford's Sundance, modern appliances, ceiling fans, AC/heat, bathrooms with comfort-height toilets & grab bars, original pine floors, Free parking.

USNA 2028 Com Wk available. 6-night min applies to CW.

The space
Thanksgiving & Christmas Availablity. Walk to harbor, shops, eateries. Soak stress away in Moon Tub.
**********
Vintage meets modern here. Stash your keys & enjoy the positive energy & cozy vibe of this charming renovated 50s bungalow with free parking.
You will enjoy "privacy in the city" with the secluded fenced yard, large patio, fire pit, secluded outdoor Moon Tub & screened porch. Cornhole boards on site!

Windows open, too, so you can welcome in the bay breeze for a real bungalow feel.
A fully- furnished home with vintage decor that includes pine plank floors, plantation shutters, ceiling fans, vintage wicker furniture and includes Smart TVs & WIFI.
Dogs are welcome but not allowed in the Moon Tub . Must be flea/tick free & current with inoculations. Pet Fee. Inquire.
This cottage is a "no party" property to keep our neighbors happy. Inquire for gatherings over 8 please.


Perfect for Navy events! Avail '28 '29 Commissioning Weeks. Please note- a 6-night minimum for CW applies.
Note: there is a local purveyor of children's equipment should you care to rent while in Annapolis.

License #RENT-00492-2024

Guest access
As a guest you and the registered guests in your group will have sole access to the entire property...the fully-appointed bungalow, gardens, private fenced backyard, secluded outdoor Moon Tub and free parking.

This urban oasis, while an easy walk to the harbor, pubs, shops and museums, is secluded, fenced, private, calm and serene for easy living.

Tucked among the mature trees are a fire pit, a meditation garden, bird sanctuaries, a Monarch way station and several areas for private conversations and reading.
Ease into the calming waters of the secluded outdoor clawfoot Moon Tub and soak away stress.

The bungalow is surrounded by perennial flowers & shrubs that provide quite a splash of seasonal color, birds and butterflies.

When your reservation is confirmed, you will have access to additional specific guest information and instructions for self check-in, free parking and what to expect overall.

A "go here" designated dog yard area helps with debris clean-up. Pick-up supplies, dishes and some toys are provided.
Your dog(s) may romp in the gardens in the back and side; but please not in the front flower garden or in the Moon Tub area.

Dogs must be flea/tick free & current with inoculations. Please inquire about the Pet Fee. No cats permitted.

I hope this synopsis is helpful for planning your time in Annapolis.
Please let me know what you need to feel comfortable and welcome.
Have fun!

Other things to note
Your comfort is important to us.
Each room in the cottage has individual climate controls.
AC/HEAT-Split-units in sleeping & common areas supply adequate cooling & heating.
JOE: A Keurig is provided. Starter cups are provided but please bring your favorite K-Cups. There is also a drip coffee maker with filters & ground coffee for starters.
BREEZE-Ceiling fans are in all sleeping & common areas, as well as on the screened porch. Windows open.
SNOOZE-Please review the sleeping arrangements to be sure they work for you and your guests. We can sleep 6-8, & 10 when using the twin rollouts upstairs( best for children)
MASTER-The 2nd floor under-the eaves romantic Master bedroom en suite has a Queen bed, vintage decor, a smart TV, rocker, hand-hooked wool rug and a shower bath. There are also two rollout twins for the littles.

FIRST FLOOR DEN- The first floor sleeper room closes off with privacy-lock doors, ceiling fan, TV, individual AC/heat controls and windows.
During the day the den room can be converted to provide space for you to gather.
You can access the screened porch from this area.

NAUTICAL ROOM- On the first floor, this bedroom has a Queen bed with a memory foam mattress topper, ceiling fan, desk/chair and room-darkening curtains.

ADDITIONAL - There is a Queen sleeper with a memory foam mattress topper in the living room.

TWIN POPUPS-There are also two twin pop up portable beds upstairs that roll under the eaves so the "littles" are near.

DOGS-We love dogs with good pet owners. There is a two dog maximum. For your dog, the yard is fully fenced with a dedicated "Go Here" area. Must be flea/tick free & current on inoculations. Dogs not allowed in the Moon Tub. Cats are not permitted.

GETTING AROUND
Walk, bike, Uber OR utilize the City's on- demand shared ride service:
There is a free city shuttle that operates up and down Main Street from the harbor out to West Street. City garages are also convenient.

YOUR FUN is important to us, too.
Outdoor spaces are well- lit.
Cornhole boards are available upon request. Cards and board games are located in the den.

Garden view • Hair dryer • Shower gel • Cleaning products • Hot water • Vineyard view • Shampoo • Bathtub • Various conditioner • Body soap

Stunning home a short walk from Chesapeake Bay - a perfect blend of comfort and coastal charm. Stroll, jog or bike in the scenic neighborhood, and hear songbirds, see deer, and watch sailboats glide by. Open-concept design and natural light make our home ideal for entertaining, working from home, or relaxing on the spacious deck. Minutes from local eateries, and attractions in downtown Annapolis. Easy drive to DC or Baltimore. We allow one dog - max 35 lbs. Exterior security cameras on property.

The space
We have two exterior security cameras. There is one on the doorbell monitoring the front deck and front door. There is also an exterior flood light and camera mounted above the patio door monitoring the back deck and backyard.

Guest access
We will provide you with a code to unlock the front door.

Other things to note
Guests may bring one small dog of 25 pounds or less. Extra charges apply. No cats or other pets allowed.

Be sure to disclose the correct number of guests when you are making your reservation.

We have only parking spaces for 2 cars.

Registration Details
000952

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

Watch the sunrise on the private beach at Oh Happy Bay. The quaint two-story, cottage has a private beach on historic Bembe Beach with direct access to safe, shallow water for swimming, paddle boarding, and boating (small boat mooring). Commissioning Week families will be spoiled by the direct line of sight for the Blue Angels air show.

The space
The home is ideal for a large extended family traveling together. Enter the home into the beautifully-renovated kitchen with all new appliances and an adjoining dining room with water views and seating for 6-8. The main floor has a guest room with a Queen bed and full bath with a stand-up shower in the hall. The family room is equipped with a Full-size sleeper sofa. Head outside to the private backyard, with a deck, screened-in gazebo, lounge chairs and a picnic table for outdoor dining, cocktails or morning coffee (sampler starter pack included in your stay).


Head back inside and up the stairs to the large family suite with 2 bedrooms, a connecting full bath (with 2 entrances), a sitting room and access to the private 2nd floor balcony. The main bedroom has a King bed and sitting area large enough for a portable crib or air mattress. Across the hall is the guest room with the full bed. The shared bath has 2 vanities, a stand-up shower and soaking tub. Also in the hall is the full-size washer and dryer.


The home has plenty of parking and space to explore with the pups and little family members.


Located walking distance to Annapolis Sailing School and Capital SUP (Paddleboard lessons and rentals), the Eastport Water Taxi (with water access to downtown Annapolis). Annapolis Maritime Museum and Quiet Waters Park are just a short drive away.


SLEEPING ARRANGEMENTS 3 BR / 2 BA / Sleeps 8 adults:


Upstairs Waterfront Bedroom:

-King bed

-Sitting room

-Waterfront balcony

-Queen air mattress available in the closet

-Shared bathroom with stand-up shower and soaking tub

-Flatscreen TV


Guest Bedroom across the hall from King Bedroom:

-Full bed

-Shared bathroom with stand-up shower and soaking tub


Main Floor Bedroom:

-Queen bed

-Full hall bath in the hall with stand-up shower


Family Room

-Full Sleeper Sofa

-Full hall bath with stand-up shower


HIGHLIGHTS:

-Private beach with access to Chesapeake Bay

-Screened-in patio gazebo with dining table for 10

-Back deck with seating, picnic table and beachside seating

-Charcoal BBQ grill

-Gourmet kitchen

-Dining room table seats 6-8

-High Speed Internet and WiFi

-Big Flatscreen TV

-Stand-Up paddle boards, life jackets, beach toys, small boat mooring (this is a mooring ball or permanent anchor system off the beach where small boats can be moored) - Available in the summer months only (May-October)

-Luxury linens, complimentary toiletries Starter Kit, and boutique-level service

-Outdoor shower

-Parking for multiple cars in driveway and on street

-Full Laundry room with washer & dryer located inside the home


Property Distance to:

-Downtown Annapolis – 4 miles

-U.S. Naval Academy – 4.5 miles

-Washington, DC – 34 miles

-Baltimore - 35 miles


* Amenity & Supplies starter pack, coffee and sweeteners, soap, shampoo, conditioner, lotion and hand sanitizer, paper towels, toilet paper, dish soap, scrubber and dishwashing liquid to get you going.

* All beds are made for you with freshly-laundered sheets & towels.


House Rules

Reservations made for teenagers or young single groups will not be honored without any accompanying adult staying in the unit at ALL times. We require at least one member of the party to be 25 (twenty-five) years of age. No smoking. Dogs allowed if $150 pet fee is paid prior to check-in. Be respectful of the house and contents, the neighbors and neighborhood.

Other things to note
Please note that we may collect additional information from you after confirming your booking (usually an email address) in order to comply with local regulations and to provide the best possible experience.

Hot water • Essentials • Washer • Hair dryer • Shower gel • Conditioner • Body soap • Shampoo • Bathtub • Dryer

Located just 4.5 miles from historic Annapolis the Coastie Cottage is the perfect homebase for your next visit to the Annapolis! . The open floor plan, coastal décor, and elevated amenities will have you feeling refreshed and relaxed. Thoughtful touches throughout the cottage provide all the comforts of home for your stay. Welcome to the Coastie Cottage!

The space
The cottage is nestled on a one-acre lot in a residential area, a short 10-minute drive from downtown historic Annapolis, the capital city of Maryland. From sunset cruises, fabulous shopping, amazing dining options, spas, hiking spots, live music, dancing spots, ghost tours, historical tours, and visits to the United States Naval Academy, you are sure to fall in love with the charm of one of Americas most beautiful towns!

Some more details about the Coastie Cottage……

Outdoor Space: Step outside to the oversized pool deck! Four comfortable seating arrangements to include a fully shaded porch with dining table perfect for lunches or al fresco dinners! Lounge in the private saltwater pool and enjoy your favorite tunes on the outdoor sound system (sonos). The spacious sundeck for those wishing to soak up some vitamin D and oversized umbrella and outdoor lounge furniture provide options for everyone! Pool towels and a few rafts are included. A 36-inch Blackstone grill is available for use (please note propane is not included, though you are welcome to use what is in the tank) for evening cookouts.


Cooking at the Cottage: The modern kitchen is open and bright with a large island to gather for morning coffee or afternoon happy hours! Brand new GE Café appliances were installed for the 2023 season. We’ve tried to stock the kitchen with everything we think you might need as we know some of the best memories are made when sharing a wonderful meal. A 36-inch Blackstone grill is available for use (please note propane is not included, though you are welcome to use what is in the tank) for evening cookouts. Keurig coffee machine and pods are included (as is a good ole coffee maker) along with cleaning supplies, trash bags, and dishwasher pods.
Rest Well: Premium white linens are included for each of the beautifully appointed bedrooms.


Stay Connected/Technology: Complimentary Wifi and Smart TVs for your favorite streaming entertainment viewing along with Sonos sound system inside and out available to stream your music.


Indoor Lounging: Snuggle up by the gas fireplace on the oversized sectional for movie or game night! 55inch screen TV complete with surround system and plenty of extra blankets make for a relaxing night in!


Refresh: Each of the 3 full bathrooms are stocked with fresh towels, shampoo, conditioner, and body wash. Hair dryers can be found in each bathroom, no need to pack one!

Before booking the cottage, we want you to be sure that it is the perfect fit for your vacation. This means we want to be clear on our policies before booking. Please take the time to read the information below that you are agreeing to when booking.


1. We like to celebrate too, but you are booking this property understanding that no more than 6 guests are permitted. “Parties, events, receptions, festivals, meetings, commercial use, or guests above the registered number are strictly prohibited”. Animals are not permitted in the house or on the property due to life threating allergies. Please note that breaking these important house rules will result in the immediate termination of your booking along with any cleaning charges or damages that occur as a result of breaking these rules. .

2. Absolutely no smoking of any type on the property. The cottage is inspected immediately upon check out and any trace of smoking is immediately identifiable to the proceeding guests. You will be 100% responsible for any cleaning fees or smoke damage to the cottage.

3. Swimming is at your own risk, absolutely no diving as the deep end is only 5.5 feet. You are booking with the understanding that there is no lifeguard, no pool alarm, no pool cover. You will be required to sign a pool liability waiver prior to check in. You are responsible for your children and guests while staying at the cottage.

4 For the safety and security of our property, please note there are 3 exterior cameras. One on the driveway, one outside the fence viewing the outer perimeter of the property, and the last on the far corner of the property at the shed. All three cameras are activated by motion.

Other things to note
Please note we do not allow parties with guests that are not staying at the cottage due to pool liability. Maximum of 6 guests is
Extra guests over 6 are charged per person per night and must be booked in advance. No unregistered guests or visitors are allowed to be at the house or in the yard. We are one of very few properties that does not charge a cleaning fee (properties like ours typically charge upwards of $350), and just ask that you treat our home as you would your very own.

“No extra people onsite ever”

“MAX OCCUPANCY. 6, including infants/children. You will be assessed a $150 fine per day per unregistered visitor for all nights of the reservation AND asked to leave without refund should you exceed it. Same should unregistered guests be present on the property at any time for any reason. Unregistered guests visiting you (even in the yard) at the cottage for any reason/duration are an insurance liability and a violation of Airbnb Terms of Service.”

“Parties, events, receptions, festivals, meetings, commercial use, or guests above the registered number are strictly prohibited”

Registration Details
142225

Cleaning products • Dryer • Shower gel • Bathtub • Shampoo • Body soap • Hair dryer • Garden view • Washer • Hot water