Best Vacation Rentals in Manchester-By-The-Sea

Top Vacation Rentals in Manchester-By-The-Sea

Plan your perfect getaway with our selection of vacation rentals in Manchester-By-The-Sea. Each choice offers a blend of comfort and local charm, ideal for families and groups.

Vacation Rentals in Manchester-By-The-Sea
Garden Cottage By The Sea
House
Manchester, MA, USA

Garden Cottage By The Sea is located in Manchester, just 8.3 miles from Peabody Essex Museum and 8.4 miles from The House of the Seven Gables. The vacation home has access to a restaurant. On clear days, guests can head outside to enjoy the vacation home's outdoor fireplace or simply kick back and relax. Providing a patio and sea views, the spacious vacation home includes 2 bedrooms, a living room, TV, an equipped kitchen, and 1 bathroom with a bath. Towels and bed linen are featured in the vacation home. There's also a seating area and a fireplace. Guests at the vacation home will be able to enjoy activities in and around Manchester, like cycling. A children's playground is also available for guests at Garden Cottage By The Sea. Cambridge College is 23 miles from the accommodation, while Boston North Station is 23 miles away. Logan Airport is 22 miles from the property.

Amenities:

Laundry • Ocean View • Restaurant • Sports/Activities • View • Child Friendly • Balcony/Terrace • Fireplace/Heating • Oceanfront • Barbecue/Outdoor Cooking • Guest Services • Security/Safety

Vacation Rentals in Manchester-By-The-Sea
WINTER 2025 PROMO -Lakefront 2 Bed/3 bath + Extra Bed off of living room
Cottage
Essex, Massachusetts, USA

****FOR THE WINTER 2025 MONTHS (December - April) we are offering a 35% discount on monthly stays (includes all utilities, heating, and plow, as well as a free cleaning during the stay) OR 20% discount on 2 week stays (includes all utilities, heating, and plow)****

Relaxing 2 bedroom/3 bath + an extra bed in room off of living room - sleeps 6. The house sits on a lakefront property with a large backyard, grill, 2 new patios, and a private dock with canoe, kayak, lake floaties, life jackets, fishing poles, hammock, and kids climbing structure.

We are including pictures of the downstairs as this has remained the same. Some furniture will be updated but the long dining table, chairs, work desk and couch remain the same. The second floor of the house was fully renovated in 2024/25. We are still completing the master bath. We will be posting updated pictures of the upstairs shortly but if you would like more details, please message me.

This place truly is a little slice of heaven. As soon as you walk into the living room you are met by a breathtaking view of the lake and behind you sits an incredible fireplace. The fireplace works; we ask that only duraflame logs are used. The kitchen is fully equipped with plates and dishes for up to 6 people. Work from home desk in the sunroom overlooking the lake with a sit down / standup desk option. There is one bed on the the first floor in its own room off of the living room. This room does not have doors so it is not fully private but it is a step up from a pullout couch as you do not need to convert the living room into a bedroom. This downstairs room has a full size bed. There is a full bathroom on the first floor with toilet and shower.

Upstairs on the second floor are two new bedrooms, both with king size beds. The master bedroom has three large windows that overlook the lake. There are also two new bathrooms, one with a shower over a soaker tub and the other with a beautiful stand alone soaker tub and a large separate shower.

The house has driveway parking for up to 3 cars. Lots of walking trails that can be reached from the house. Downtown Essex is only a short bike ride or 5 minute car ride away.

For anyone with children, we offer a pack n play upon request. We also have a high chair, safety gate, a set of toddler dishes, an indoor play tent, balance bike, and lots of toys. We have an extra child size blow up mattress upon request.

For anyone looking to work from the house we have an Uplift work from home desk located in the sunroom overlooking the lake.

We have a yoga mat, light weights, and exercise bands for anyone that enjoys a workout at home. Yoga overlooking the lake is truly wonderful!

The lake is a wonderful place to visit any time of year. Lots of charming towns to visit nearby. Swimming and boating in the summer, ice skating and ice fishing in the winter. Boston is a 45 minute drive or an hour by train. The train station is 15 minutes from the house in Manchester-by-the-sea. There are several beaches close by, including the famous singing beach in Manchester. The house is a 5 minute drive from the local restaurants and brewery in Essex, including The James which is family run and looks forward to hosting our guests! Several grocery stores 15-20 minutes away.

Guest Reviews:

- "We stayed at this lovely cottage on our trip to Salem,Ma and it is conveniently located within about 20 mins to Salem. While we were not visiting Salem we ventured around Gloucester and visited many delicious restaurants and viewed the ocean. 10/10 recommend and look forward to coming back!" - "Wonderful stay in Essex. House and view were both spectacular!! Thank you Anna." - "We enjoyed our stay at this property. The view was spectacular, very convenient to tourist sights."

Vacation Rentals in Manchester-By-The-Sea
Black Cove Cottage
House
Manchester, MA, USA

Black Cove Cottage is located in Manchester, just 8.2 miles from Peabody Essex Museum and 8.3 miles from The House of the Seven Gables. The vacation home has access to a restaurant. TD Garden is 23 miles away and Old North Church is 23 miles from the vacation home. The vacation home consists of 2 bedrooms, a living room, a fully equipped kitchen with a dishwasher and a coffee machine, and 2 bathrooms with a walk-in shower and a hair dryer. Guests can enjoy a meal on an outdoor dining area while overlooking the sea views. For added privacy, the accommodation features a private entrance. For guests with children, the vacation home features a children's playground. Guests can also warm up near the outdoor fireplace after a day of cycling. Cambridge College is 23 miles from Black Cove Cottage, while Boston North Station is 23 miles from the property. Logan Airport is 22 miles away.

Amenities:

Fireplace/Heating • Ocean View • Oceanfront • Security/Safety • Restaurant • Guest Services • Balcony/Terrace • Barbecue/Outdoor Cooking • View • Child Friendly • Sports/Activities

Vacation Rentals in Manchester-By-The-Sea
Serenity
House
5 Ryan Road, Gloucester, MA, 01930, USA

Nestled in Gloucester, this 2-bedroom vacation home brings it all within your reach. Fans of nature and the outdoors will love being 5 minutes by car from Half Moon Beach and 2 minutes from Coolidge Reservation. With the property's convenient onsite parking, you'll be ready to make the quick 4-minute drive to Hammond Castle or the 3-minute drive to Stage Fort Park.

While you're here, you can enjoy all the comforts of home and more, including free internet and a TV, as well as a garden and heating.

Guest Reviews:

- "Property was extremely comfortable and well maintained. Main concern is that I felt mislead by the “tenant on property” which actually meant they were in the same building and separately only by a one way locked door in the middle of the house. "

Vacation Rentals in Manchester-By-The-Sea
1 Mi to Beach Manchester-by-the-Sea Retreat!
House
Manchester, MA, USA

1 Mi to Beach Manchester-by-the-Sea Retreat! offers accommodations in Manchester, a 19-minute walk from Singing Beach and 11 miles from Peabody Essex Museum. Free Wifi is featured throughout the property and private parking is available on site. Boston North Station is 29 miles away and TD Garden is 29 miles from the vacation home. The air-conditioned vacation home is composed of 3 separate bedrooms, a living room, a fully equipped kitchen with a dishwasher and oven, and 2 bathrooms. Towels and bed linen are offered in the vacation home. The property has an outdoor dining area. Guests can also relax in the garden. The House of the Seven Gables is 11 miles from the vacation home, while Cambridge College is 27 miles away. Logan Airport is 24 miles from the property.

Amenities:

Child Friendly • Other • Ocean View • Parking • Internet • View • Oceanfront • Fireplace/Heating • Accessibility • Guest Services • Security/Safety

Vacation Rentals in Manchester-By-The-Sea
Charming 1-bedroom Guest suite in amazing Manchester-by-the-Sea with WiFi, AC
Apartment
Manchester-by-the-Sea, Massachusetts, USA

Experience Manchester-by-the-Sea like a local in this superb 1-bedroom apartment. The cozy space features a lovely queen bed in the bedroom and an additional queen bed in the living room. Guests can enjoy WiFi, heating, AC, and more during their stay. Enjoy all that Manchester-by-the-Sea has to offer when you stay at our place.

Guest Reviews:

- "This place was as described. Very comfortable, spotless, close to the beautiful beach and a great heated pool. Ian was extremely helpful, responsive and available for any questions. I highly recommend it!"

Vacation Rentals in Manchester-By-The-Sea
Elegant Italian Villa On The Scenic Coast of New England
House
Manchester, Massachusetts, USA

Villa Fiori in scenic Manchester-by-the-sea is a short walk from local Black & White Beach and a 3 minute drive from the famous Singing Beach! Perfect for family reunions and group vacations. Only 45 minutes from Boston by train or car.

The unique Villa Fiori was designed by the same architect as the world renowned Isabela Stuart Gardner Museum in Boston as a wedding present from a father to his daughter in 1896. The historic mansion was updated over the years.

When you walk into the house you are greeted by an Italian style courtyard and grand stairway. The first floor features a formal dining room with a sunroom attached, a large eat-in kitchen with double ovens, two dishwashers, a Miele 6 burner stove top, and back porch with two grills. Perfect for entertaining. Also, on the first floor is the classic and cozy walnut paneled library filled with books and games. It is furnished with a bar, wine refrigerator, a card table, and ample seating around the fireplace and tv. The library opens up to the patio and garden. The outdoor furniture and fire-pit sit above the large lawn. The formal gardens and the surrounding woods give a sense of privacy belying the close proximity to downtown Manchester and Gloucester. Finally, there is a powder room off of the courtyard and off the back hallway there is also a laundry room with a washer, dryer and iron.

The second floor features two master bedrooms with queen sized beds and baths, two suites with double twin beds and baths, two bedrooms with double sized beds, one bedroom with a queen sized bed, and one bedroom with a twin bed. There are four full bathrooms on the second floor and one half bath that serves the third floor.

The third floor has two bedrooms, the larger featuring a queen sized bed and the second room has two twin beds.

During the summer months relax on our patio in the comfortable lawn furniture and with the outdoor fire pit that overlooks the great lawn where you can also enjoy a game of volleyball or badminton. On our back porch, have fun with the fooseball table or play some basketball on our small home court.

Guest Reviews:

- "This is a large, charming place that has been around for a long time. It is well equipped and comfortable. While it might be formidable because of its size and design, it has been well lived-in and thus feels like home. Lovely location in the woods, close to beaches and small towns. We had a wonderful time." - "We just got married and spent our wedding weekend getting ready/taking photos/celebrating at this property. It was definitely a focal point!! We had such an amazing time and we met Don who was so nice!!! Our whole wedding party wants to make it tradition to rent this place once a year haha. 10/10 would stay there again"

Vacation Rentals in Manchester-By-The-Sea
Stunning Views from Beachfront House in Manchester-by-the-Sea!
House
Manchester-by-the-Sea, Massachusetts, USA

Stunning Views from this Beachfront house in Manchester-by-the-Sea, located directly on Magnolia Beach. Sand and Surf right outside your door! 4/5 Bedroom Beach House with Finished Walkout Basement with Bunk beds as well. Waterfront Screened Porch, Patio, Lawn. Updated Kitchen. Laundry. Small office overlooking Ocean with twin bed. Pier and Magnolia Center only short walk away (about 1/8 mile) with Restaurants, Shopping, convenience store. Get your toes in the sand and let your worries melt away with every wave that rolls in!

Guest Reviews:

- "We rented this property for our daughter and her family, two adults and 5 young children. The children practically lived on the beach each day. The house is spacious enough to provide enough room for a large family to spread out and be comfortable. Bob, the owner, went above and beyond to provide the best communication and support we've ever had in any rental we've done. We all appreciated his thoughtfulness and willingness to accommodate the needs of parents with many young children. It's a vacation they'll never forget."

Vacation Rentals in Manchester-By-The-Sea
Spacious 1790 Captain's estate, large pool, near beautiful beach
House
Manchester-by-the-Sea, Massachusetts, USA

Enjoy our beautiful pool or gorgeous nearby beaches. Large (45 by 22) pool with bluestone patios and wisteria-covered arbor, surrounded by rhododendrons and an English garden. Pool is open Memorial Day-Labor Day.

With so much room both inside and out, our home is perfect for multi-generational families. The layout gives privacy, but also space for everyone to be together.

Built by a prominent sea captain who fought in the Revolutionary War, our home is infused with charm, character and beautiful details evoking its rich history and the sea.

Poised on 4 verdant acres. Rolling lawns, massive trees, flowering shrubs and English gardens create an ideal county setting.

The main house is decorated in an English country style with antiques and original hardwood floors. It sleeps up to 8 with 2 kings, 1 queen and 1 full bed. The Writer's Annex can sleep up to 4 more (double upstairs and queen sofa bed downstairs) and is available at additional cost.

Enjoy walking, biking or a five minute drive to Singing Beach; A scenic 15 minute drive to Crane's Beach. Walk to town.

Our massive 400 year old cooper beech tree in winter is featured in this video https://vimeo.com/510385400/e924e31d76 (paste link below in your browser). The video also shows our house, grounds, the environs and our proximity to the sea.

The commuter rail runs through Manchester and North Beverly providing easy access into culturally and culinarily rich Salem and Boston- two of America's most interesting and historic cities.

Available by week or longer. RATES VARY BY THE NUMBER OF GUESTS, ROOMS RENTED AND DATES. Enter dates and number of guests for rate. Additional guest fee for above 6 people. Above 8 people typically also rent the annex. (Inquire for cost). Cleaning fee is per week or partial week.

Pool is shared with cousins whose 3 acres abut the Captain's estate 4 acres. Exclusive pool available for a fee.

Exterior security cameras in the driveway.

Guest Reviews:

- "Could not be more happy with the magnificent accommodations and attentiveness of the property manger." - "Dana was an amazing host and we had a truly lovely time. The pool was so amazing and it was super fun to stay in the house. The elevator was very helpful for my elderly mother, and it is a perfect place for a multi generational family gathering." - "This is a lovely, quiet and large retreat in the timeless town of Manchester-By-The-Sea. It is located close to the main highway yet you can’t hear it. Town is less than a mile away and Singing beach a bit beyond. That made for lovely morning walks to start our days. The house was the perfect size for our party of 8. It offers large areas to gather and also smaller rooms for more privacy. Something for everyone. We can’t wait to come back next year!"

Vacation Rentals in Manchester-By-The-Sea
Spacious Home, 9BR/5BA, Pool, Walk to beach and town.
House
Manchester-by-the-Sea, Massachusetts, USA

Enjoy a wonderful vacation in Manchester-by-the-Sea in Cape Ann, the North Shore’s crown jewel (as featured in the prize-winning movie, Manchester-by-the-Sea), combining small town feel and a beach atmosphere. This spacious home is conveniently located on Smiths Point, just steps from famous Singing Beach and a 10-minute walk to downtown Manchester, where you can find parks, restaurants, the town’s grocery store, and Captain Dusty’s ice cream shop!

This home is the perfect spot for vacationing families, large groups, or reunions. The home’s location and amenities provide countless options for guests. The home is also perfect for families attending a wedding in the vicinity. We completed a major cosmetic upgrade in November 2021 with all new wall to wall carpeting, new furniture in the upstairs and downstairs living rooms, all new paint in the sleeping wings and upgraded kitchen appliances. As such, we have slightly increased rates for peak rental season (May - July). Any rentals already booked for 2022 will be granted our original pricing.

This 9 BR/5 BA home sleeps up to 19 people and has 3 master suites in 3 separate wings of the house. It was recently outfitted with large air conditioners in the common areas, and all bedrooms have window units.

Every bathroom has a hair dryer and comes stocked with soap and paper products for your convenience.

The 2 acre plot includes a large private yard with an adjacent pool (open Memorial Day weekend through October 1) and adjoining bowling green enveloped by large pine trees, affording privacy for you and your guests. The bowling green and pool include a croquet set, floats, beach chairs, umbrellas, and countless toys for pool and beach users. (The semi-private pool is shared with two of my cousin's families who only occasionally use the pool). There is a basketball hoop in the driveway.

The driveway and garage accommodates up to 6 cars for parking. (No parking is allowed on any of the streets).

The home offers a gas grill, brand new refrigerator with water dispenser, dishwasher, 2 cooktops (one gas, one electric), 3 sinks, 3 ovens and a microwave. There is both a Keurig coffeemaker and a drip coffeemaker. The large kitchen area is perfect for big groups, with an open dining room that can seat your entire party. There is also a patio on the main level and a deck on the upstairs level, both with outdoor furniture. There is a motorized stairlift for guests who may need it.

Enjoy downtime in a large light-filled living room on the upstairs level with a wood-burning fireplace and magnificent cathedral ceiling with wood beams. There are two TV rooms, one on the upper level and one downstairs. The downstairs TV room has a brand new smart TV where you can access your own streaming platforms. It also has a classic bumper pool table. Next to the downstairs TV room is a large play room equipped with a ping pong table and countless board games and toys for kids (and grownups!) of all ages. Keep the kiddos entertained even in poor weather with legos, building blocks, doll house, games, books, and more. The house is wired for cable and high-speed WiFi.

There is a laundry room with washer and dryer and ample linens and towels available for your use.

For our youngest guests, we offer 2 high chairs, 3 Pack and Plays, a baby bouncy seat, an infant tub, baby gates, and bed rails.

It is an easy 15 minute-walk to the train station, where you can go into Downtown Boston or explore the North Shore. There is also an easy 10-minute walk to the beach, or you can drive to the beach and use the convenient parking lot.

Summer is absolutely perfect, but foliage season, Spring and Winter are also beautiful!

- Bedroom layout -
First floor wing: One Master bedroom with ensuite bathroom, 2 bedrooms with 2 twin beds each, shared hallway bathroom. Sleeps 6.

Second floor wing 1 (closest to kitchen): One Master bedroom, 2 bedrooms - one with 2 twins, and one with 1 twin bed. Shared hallway bath. Sleeps 5.

Second floor wing 2 (closest to living room): One Master bedroom with en suite bathroom, 1 room with 2 twin beds, 1 bedroom with queen bed. One shared hallway bath. Sleeps 6.

One brand new queen sized pullout sofa available for your use. Sleeps 2.

Guest Reviews:

- "We absolutely loved our stay. What makes this property really attractive for our group is that the bedrooms are grouped into three separate wings, several bedrooms in each one. Walk to the beach, passes, parking, large outdoor spaces and a huge swimming pool gives anyone everything they need to make memories that last a lifetime. The family agreed we'll definitely stay here again." - "Our family of 17 (grandparents through 1 1/2 year old) loved our stay! The house was big enough that we could gather or scatter as we wanted, and location was beautiful. Some used the on-site pool, and we grilled and enjoyed the deck. We saw sights in Gloucester, Manchester, Beverly, Salem, and Marblehead that pertained to our ancestor 400 years ago. Fabulous memories!"

Vacation Rentals in Manchester-By-The-Sea
4 Bedroom Cottage With Singing Beach Access
House
Manchester, Massachusetts, USA

This 4 bedroom, 3 1/2 bath cottage circa 1900 was completely renovated in 2005. It includes a chef's kitchen, screened porch, flat screen tv, air conditioning and built in stereo system. Walk to singing beach down private lane and path. Walk to town and train to Boston or Gloucester!
This cheerful home has a bedroom on the first floor with ensuite bath (bathtub/shower).
Upstairs are 3 more bedrooms. Two with two twin beds each and a larger bedroom with a queen. there are two full bathrooms with showers upstairs.

Guest Reviews:

- "A beautiful comfortable home that works perfectly for a family with small children." - "The house is wonderful — great kitchen and living room and a screened in porch great for coffee or eating meals. Barely a 5 min walk to Singing Beach, best beach on North Shore. Robin is a welcoming host. Highly recommend!! Susanne S" - "This was my family's second visit to the Yellow House, and it won't be the last. House sparkling clean, beds very comfortable, host very responsive. And location can't be beat!"

Vacation Rentals in Manchester-By-The-Sea
Grafton Estate: Ultimate Luxury With Private Beach
House
Manchester-by-the-Sea, Massachusetts, USA

Summary:
Discover beachfront living in Manchester-by-the-Sea. This stunning retreat offers your very own private beach, eight bedrooms, a spacious kitchen, inviting living areas, and a historic garden. Enjoy outdoor seating, smart TVs, ample parking, and a propane grill. Experience comfort and elegance by the sea.

The Space:
Welcome to The Grafton Estate, an exquisite retreat nestled in the picturesque town of Manchester-by-the-Sea. This sprawling estate boasts stunning ocean views from every corner and luxurious accommodations for your group getaway or family vacation.

Plenty of room to spread out, to help with sleeping arrangements!

Bedroom 1 – Queen Bed
Bedroom 2 – First Primary Suite: King (or 2 Twins, upon request)
Bedroom 3 – 2 Twin Beds
Bedroom 4 – Second Primary Suite: King (or 2 Twins, upon request)
Bedroom 5 – 1 Trundle Bed (sleeps 2)
Bedrooms 6, 7 & 8 – 1 Twin Bed Each

6 full bathrooms plus 1 half bath.

Throughout the home, guests will find comfort and convenience at every turn.

The large, fully stocked kitchen is a chef's dream, equipped with everything you need including two sinks, two refrigerators, a Bertozzone Italian range with oven, ample counter space, and storage. For the true gourmet, there is also an air fryer, kitchen aid mixer and food processor!

Coffee lovers will be able to fuel up however you do at home. We offer a traditional drip machine, a Nespresso pod machine, a Keurig pod machine and a french press!

The separate dining room has room for 18 guests to dine together!

Plenty of living spaces to enjoy:
-TV Room attached to the kitchen has seating for seven and a 52” smart TV.
-The Conservatory off of the formal dining room has plenty of seating and opens to the yard overlooking ocean.
-The Library has seating for seven, features a decorative fireplace, 32" smart TV, and opens to an ocean terrace.
-The formal living room seats 13 and has a decorative fireplace.

Outside, guests can explore the historic formal garden, a primary piece designed by renowned landscape architect Martha Brookes Hutcheson and registered with the Smithsonian. Multiple outdoor seating areas, including terraces and a beachside spot, invite guests to relax and soak in the serene surroundings. Smart TVs, ample parking for 8-10+ cars, and a propane grill for outdoor cooking add to the amenities offered.

Experience coastal luxury at its finest at The Grafton Estate—book your stay today for an unforgettable retreat by the sea.

Other things to note during your stay:
- No parties.
- No pets.
- No visitations from non-staying external guests without host approval.
- Smoking is strictly prohibited both inside and outside the the house.
- No refunds shall be given for shortened stays.
- No refunds shall be given for acts of nature (including extremely rare power, internet, or Wi-Fi outages or failure of heating & cooling during temperate weather).

Guest Reviews:

- "Our group traveled to Manchester for a family wedding and this was the perfect place to set up camp. We had plenty of space to all be outside and inside. Loved the huge dining table and all of the outside areas. Would definitely rent again." - "This is a fabulous property. Plenty of room for 8 adults and 5 kids to sleep and just hang out in the brisk Massachusetts Fall weather. The private beach was a terrific spot to fly kites, walk, climb the near island (at low tide). Big kitchen and dining room table made meals easy. Definitely recommnend this for extended families."

Vacation Rentals in Manchester-By-The-Sea
Beach dreaming?
Apartment
Manchester-by-the-Sea, Massachusetts, USA

Garden apartment in fantastic village location walking distance to town, beach and harbor. Two bedroom apartment has all the charm and amenities for your fabulous seaside vacation. Kitchen with dishwasher and washer/dryer. Living room/Dining areas for entertaining. First bedroom features a queen bed and second bedroom has two twin beds. Brand new mattresses and linens. Outdoor space with grill and seating. Use of kayaks. Near colleges (Endicott, Gordon, Salem State) as well as Landmark.We ask that all guests are vaccinated for Covid if eligible.

Guest Reviews:

- "Thank you for a wonderful stay! My parents enjoyed their time in your home and found it to be very clean and convenient with a seamless checkin and checkout process. While we didn't have a chance to meet with Christine in person, she checked in regularly through email and was very responsive with our questions and request for late checkout. Thanks again!" - "Well appointed and cozy place near fabulous Manchester-by-the-Sea. Enjoy super easy access to the train which takes you to Boston and then retreat to the beautiful area in the well appointed apt. Apartment was very clean with a well stocked kitchen. The Host, Christine, was wonderful in helping us with an important overnight delivery. Thank you for everything."

Vacation Rentals in Manchester-By-The-Sea
Magnolia By The Sea-Attractive home, large yard & deck. Walk to Magnolia Beach
House
Gloucester, Massachusetts, USA

Enjoy the wooded setting, beautiful gardens and privacy of our family vacation home. Our 4 bedroom, 2 bathroom home includes a large family room, well appointed eat-in kitchen, basement rec room with pool table and queen sofa bed, spacious deck and huge yard. We're a 15 minute drive from two of the most beautiful beaches in New England, Wingaersheek and Good Harbor. Whale watch, deep sea fishing, museums, shops and restaurants in downtown Gloucester are a 10 minute ride.

The large, well stocked eat-in kitchen has both a dining table and an island, a double oven, four burner stovetop, microwave, toaster oven, toaster, coffee maker, dishwasher and kid's dishes. Whether you are an avid cook or prefer to throw something on the grill, you will find everything you need.

The comfortable, vaulted ceiling family room has a Smart TV and is stocked with games and books for adults and children, and has plenty of room to relax. Large windows and sliding glass doors allow the sun to pour in, and provides views of the variety of birds that love the birdbaths and trees that surround the house.

You will want to spend a lot of time on the large deck which is a great place to read a book, have cocktails or a serve a meal. In addition to patio furniture, there is a built-in picnic table that seats 10 and a gas grill. The deck overlooks a beautiful yard with gardens, a Koi pond, a big grassy area to play games on, and our own wiffle ball field. We have cornhole, bocce and other yard games available.

The Primary bedroom has a King bed and large jetted tub. The other three bedrooms have queen beds. All rooms have closets and dressers. There is also a queen sofa bed in the lower level rec room

Enjoy the quiet residential neighborhood. Take a short walk to sunsets on Magnolia Pier, walks on Magnolia Beach, strolls along the ocean on Shore Road and to visit shops and restaurants on Lexington Avenue.

If you want to explore the area, you will have easy access to the historic towns of Salem, Manchester-by-the-Sea, Rockport, Essex, Ipswich and Boston.

We have available for your use plenty of things you'll need for the beach including beach chairs, beach umbrella, cooler bag, kid's beach toys, beach games, boogie boards and plenty of beach towels. Wingaersheek Beach, Good Harbor Beach and Stage Fort Park all allow you to reserve a parking space up to 10 days in advance. Visit the City of Gloucester official website for more information.

Bedrooms and Bathrooms
The first floor of the house has two bedrooms and a full bathroom.

Bedroom 1: Large Primary bedroom has a King bed, closet, dresser and desk for remote work. It also has a large jetted tub to relax in or bathe the kids.

Bedroom 2: This bedroom has a Queen bed, dresser and closet.

Bathroom 1: The full bathroom on this floor has double sinks, and a shower with a rainshower head, regular head and removable wand. It also converts to a steamroom.

The walk-out lower level has two bedrooms and a bathroom, a rec room with a pool/ping-pong table and a queen sleeper sofa. There is a TV with a Fire TV Stick so you can log into your accounts, connect a gaming console or attach the DVD player to watch movies.

Bedroom 3: This bedroom has a Queen bed and dresser/closet wardrobe.

Bedroom 4: This bedroom has a Queen bed and a dresser and closet.

There is also a queen sleeper sofa in the Rec Room.

Linens, blankets, duvets, pillows and towels are provided.
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There is parking for 3 cars.

Children are welcome but please note that the house and grounds are not childproofed.

Guest Reviews:

- "Perfectly situated in a Quaint town. A Litte County in a Beach Town. Landscaping so Natural. The House is a very comfortable place. " - "Lovely property and everything professional." - "We absolutely loved our stay in Magnolia! We were so excited just pulling up to see how lovely the gardens were, and then when we went inside we were thrilled to see that the photos didn't do the house justice - it's even nicer than we expected! Perfectly clean, it had just about anything we could think to use in the kitchen (except spices, but that's no big deal), and plenty of towels & beach chairs, boogie boards and tons of fun sports equipment for my nephews to enjoy. My parents declared it the best VRBO we've stayed in so far! Rick was a great host - excellent communication and very helpful. The guide left at the house was also really helpful - especially with regard to the local beach as it's a little trickier to use than just walking down to it. The local restaurants in walking distance were great! We ate down the street half the nights we were there, and a couple of breakfasts too. And it was so nice to take a walk down to the pier every night for the sunset. We might have been a little crowded if all 9 of us had come, but as it was, it was great. My nephew who used the pull-out bed in the basement said it was comfortable. And one nephew even slept on the sofa upstairs and said it was great. All in all, we loved our time in Magnolia! Definitely considering come back again next year!"

Vacation Rentals in Manchester-By-The-Sea
LABOR DAY SPECIAL: Save 10%! Come enjoy last weekend of summah on PRIVATE beach!
House
Manchester-by-the-Sea, Massachusetts, USA

Labor Day Week or Weekend…DOG Friendly!!!

5 minute walk to private Manchester Beach, village shops & restaurants! Enjoy the cool ocean breeze through the double french doors of this bright sunny open concept modern Beach Bungalow!! Walk out onto a large porch to sit in sun or under the covered Farmers porch out on outdoor sofa & teak patio set for lunch or BBQ. Enjoy the nice yard for kids or dog to play and hot outdoor shower for after beach. The property is surrounded by trees that give great privacy and a long driveway offers plenty of parking. Short walking or biking distance to: village, beach, bay, pier, shops, restaurants and beautiful sunsets while walking your dog on Shore Road. Explore all the natural beauty and history of Cape Ann: Gloucester, Rockport, Essex and Manchester within a short drive and without the traffic of Cape Cod!!.Take a rainy day train ride, along the picturesque North Shore, to experience the amazing old history of Salem & Boston. A real New England Classic Summah beach cottage for your summer family vacation!! Grey Beach (a.k.a. Magnolia Beach is a mixed availability beach w/the East end public for your use to sit, swim, kayak, etc.)
(Bath & beach towels are provided and the additional sleep space is a 8' cushioned window seat in living room, see in photos)

*Singing Beach Pass is available from Town of Manchester.

**Off Season Longterm Rental is available September 1, 2025- May 31, 2026 (Please inquire)

Guest Reviews:

- "A+, John is a wonderful host!" - "John was a great host! Great communication and he was willing to take time out of his day to stop by and tell us the “must sees” in the area. House was adorable and perfect for our needs. Beach chairs, beach towels, bikes and corn hole game…all available for our use." - "Lovely private Magnolia beach and easy access to nearby Singing Beach. Quiet and peaceful with lovely farmers porch. Great place to read and enjoy ocean breeze and rhythms. Short walk to beach and quaint downtown shops and restaurant. Easy drive to Gloucester Rockport and Beverly. Sweet gem of a property with lovely appointments and attention to detail. Such a restful vacation."

Vacation Rentals in Manchester-By-The-Sea
Singing Beach Passes|Outdoor fireplace|Wraparound Deck|King Bed
House
Manchester-by-the-Sea, Massachusetts, USA

→ Perfect family beach getaway includes 6 passes to Singing Beach and all the beach gear you'll need!
→ Less than a mile from the quaint town center of Manchester By the Sea
→ Plenty of off-street parking in the driveway
→ Fully equipped + stocked kitchen
→ Hi-speed WiFi
→ Wraparound deck with outdoor fireplace and grill
→ Master suite with king bed and large whirlpool tub

This sun filled Manchester by the Sea home is ready to make idyllic summer beach town memories! Perched on a hill giving it a "treehouse effect" you'll find a quiet getaway in this peaceful neighborhood. Enjoy a private wooded and beautifully landscaped backyard featuring a unique outdoor fireplace. Break out the charcoal grill on the wraparound deck and you'll find plenty of outdoor seating for all.

The first level has an open concept space perfect for entertaining! Serve meals on the large kitchen island or gather everyone in the dining room. A full bathroom is just outside the first bedroom with two twin beds. The master suite features new mid century modern furnishings, plenty of closet space to unpack and a comfortable sitting area. A sliding door leads right out to the deck!

Head downstairs and you'll find another living space with endless entertainment options including games, books, and a smart TV perfect for movie nights. 2 bedrooms are found on this level both with dedicated workspaces. Grab your beach gear from the garage and head to Singing Beach with the passes included in your stay! When you come back you'll find a convenient laundry room great for throwing your beach clothes in after a day at the beach.

Guest Reviews:

- "Convenient, spacious home, well appointed and within walking distance of the village of Manchester by the Sea." - "We had 7 of us staying for a long weekend to celebrate my son's graduation. Rachel was a great host. This is a spacious home with plenty of bathrooms and bedrooms. The kitchen was well-supplied. The patio was great for entertaining and enjoying the outdoors. Would highly recommend." - "The house was in a very nice neighborhood and was conveniently located to places we wanted to visit. The hostess was responsive and helpful. It was a spacious home with a large deck which we used. I had hoped to check in about 45 minutes early but the cleaners hadn’t arrived yet so we had to wait."

Vacation Rentals in Manchester-By-The-Sea
Blue Magnolia - A quiet apartment in a quaint Gloucester MA village
Apartment
Gloucester, Massachusetts, USA

Your cozy getaway awaits in Gloucester at this charming apartment. With 2 bedrooms, including a king bed and a queen bed, it's the perfect retreat for guests. The bathroom is equipped with a hair dryer and a bathtub for your convenience. In addition to the comfortable bedrooms, there is also a living room with a sofa bed, providing additional space for relaxation. AC, WiFi, heating, a washing machine, and an iron are among the amenities available. Enjoy all that Gloucester has to offer when you stay at our place.

Amenities:

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

Vacation Rentals in Manchester-By-The-Sea
Walk to town/beach/pickleball courts; cozy & clean
House
Manchester-by-the-Sea, Massachusetts, USA

Welcome to Blue-Bird by the Sea! A modern, clean, & cozy beach townhouse located in the beautiful seaside village of Manchester By-The-Sea!

About a mile away from Singing Beach, downtown restaurants, shopping, train to Boston, grocery store, & coffee shops. And just a few hundred feet from the new town pickle-ball courts!!

Ideal location to explore Gloucester, Rockport, Essex, Beverly, and Salem. Also close to both Gordon & Endicott College; and Landmark, Glen Urquhart, and Brookwood schools.

******

Experience the comfort of a modern two-level townhome with 4 bedrooms and 1.5 baths, offering a cozy retreat for up to 6 guests. The home boasts a stunning chef's kitchen, seamlessly connecting to the living room and creating an ideal space for cooking, hosting, and entertaining.

On the main floor, find the kitchen, dining room, a full bathroom, a living room with a TV, and a master bedroom featuring a TV, closet, and a king-size bed. The second bedroom on this floor includes two twin-sized beds.

The upper floor includes a third bedroom with a full-size bed, a washer and dryer for added convenience, a half bathroom, and a versatile fourth bedroom or bonus room with a twin-size bed and a desk. This thoughtfully designed townhome offers a contemporary and inviting atmosphere for a memorable stay.

******

Please note that this townhouse is located in a building with another unit. This unit begins on the 2nd floor and extends to the 3rd floor. A single-level garden-style unit is located on the first floor. This unit has access to the front door, foyer area, driveway, and deck but not the yard.

Guest Reviews:

- "My wife, adult daughter, and our dog recently stayed at the property. We enjoyed the close proximity to downtown. We walked downtown several times during our visit. The kitchen and appliances were great. The beds and linens were quality. The stairs to the second floor could be tough for less mobile folks. Having the two upper floors was nice. " - "Perfect accomodations for my wife and our grown children for our long weekend stay." - "Nice property, perfect location for our trip "

Vacation Rentals in Manchester-By-The-Sea
Beach-view home with beach access, deck, grill, 2 kayaks, & AC
House
Manchester-by-the-Sea, Massachusetts, USA

Black Cove Cottage

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

Paradise awaits you in this beautiful beach-view cottage in Manchester-by-the-Sea! This family-friendly home away from home enjoys an unbeatable location steps from West Beach, near Tucks Point and the Yacht Club, and within two miles of downtown Manchester-by-the-Sea.

Spend tranquil evenings on the well-appointed deck, which overlooks an extensive lawn and offers beautiful views of the beach and the ocean. This is a great spot to dine alfresco and host summertime cookouts with your loved ones. Inside, this home boasts a welcoming living area with direct access to the deck, cozy furniture, and a smart TV with streaming and cable services. Hang out with your friends as you stream a favorite movie or show on the TV, plan your next adventures, or break out any of the provided board games. Equipped with all the essentials, the full kitchen is ready to help you prepare the most delicious homemade meals and beach snacks for the group. Additional perks include window AC units, two kayaks.

THINGS TO KNOW

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

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

Due to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.

Guest Reviews:

- "Black Cove Cottage is in a lovely location in Manchester by the Sea. The deck was a sunny spot for coffee in the morning and a cool shady place for dinner in the evening. The kitchen/dining area had everything we needed for our vacation. Our daughter was pleased with the WiFi connection that enabled her to work remotely. The living room was comfortable, as were the bedrooms, and the bathrooms were very clean. My husband and I and our adult daughter truly enjoyed our vacation by the sea."

Vacation Rentals in Manchester-By-The-Sea
Renovated Home with Private Pool
House
Essex, Massachusetts, USA

Spacious vacation home with lots of activities and spaces to relax. Newly renovated. Something for everyone. Enjoy the private saltwater pool with sun shelf and deep end, hot tub, fire pit, pond, paddle boat, canoe, and paddle boards, pool table, skee ball, and exercise room. Pond ice skating in the winter. Take a nature walk on the hiking trails abutting the property. Close to restaurants, fishing charters, area beaches, whale watches, schooner adventures, diving, movie theater, museums.

Guest Reviews:

- "The pool is huge, the house is huge and lovely and the hot tub is great! The house is nicely furnished. The owners are easy to access when you need them and are very nice and accommodating! The location is very private." - "A fantastic property. Comfortable, beautiful grounds, great host. Can’t think of anything that could have been better. " - "The property is beautiful and secluded very peaceful The indoor space was great for a large family, comfortable, great gym and game room. The screen porch was lovely. The pool and hot tub were great. There was an issue with the pool heat and Roxanne responded quickly and it was fixed quickly. Thanks for a wonderful experience"

Manchester-By-The-Sea Family Friendly Vacation rentals

Manchester-By-The-Sea Vacation rentals with Parking

Manchester-By-The-Sea Vacation rentals with Entertainment

Manchester-By-The-Sea Pet Friendly Vacation rentals

Manchester-By-The-Sea Vacation rentals with Private Pool

Manchester-By-The-Sea Vacation-Rentals on the Map

Compare the Best Vacation-Rentals in Manchester-By-The-Sea – Addresses, Prices, Stars, Rating, and Review Count

Property Name Address Price ($) Star Rating Review Count Book
Garden Cottage By The Sea Manchester, MA, USA 517 3.0 7.0 2 Click here
WINTER 2025 PROMO -Lakefront 2 Bed/3 bath + Extra Bed off of living room Essex, Massachusetts, USA 412 3.0 10.0 22 Click here
Black Cove Cottage Manchester, MA, USA 495 3.0 5.0 1 Click here
Serenity 5 Ryan Road, Gloucester, MA, 01930, USA 359 3.0 6.0 1 Click here
1 Mi to Beach Manchester-by-the-Sea Retreat! Manchester, MA, USA 697 3.0 1 Click here
Charming 1-bedroom Guest suite in amazing Manchester-by-the-Sea with WiFi, AC Manchester-by-the-Sea, Massachusetts, USA 207 2.0 10.0 5 Click here
Elegant Italian Villa On The Scenic Coast of New England Manchester, Massachusetts, USA 1379 9.4 119 Click here
Stunning Views from Beachfront House in Manchester-by-the-Sea! Manchester-by-the-Sea, Massachusetts, USA 1038 10.0 74 Click here
Spacious 1790 Captain's estate, large pool, near beautiful beach Manchester-by-the-Sea, Massachusetts, USA 915 10.0 49 Click here
Spacious Home, 9BR/5BA, Pool, Walk to beach and town. Manchester-by-the-Sea, Massachusetts, USA 1560 9.8 46 Click here
4 Bedroom Cottage With Singing Beach Access Manchester, Massachusetts, USA 683 10.0 45 Click here
Grafton Estate: Ultimate Luxury With Private Beach Manchester-by-the-Sea, Massachusetts, USA 2114 10.0 26 Click here
Beach dreaming? Manchester-by-the-Sea, Massachusetts, USA 485 10.0 20 Click here
Magnolia By The Sea-Attractive home, large yard & deck. Walk to Magnolia Beach Gloucester, Massachusetts, USA 506 10.0 18 Click here
LABOR DAY SPECIAL: Save 10%! Come enjoy last weekend of summah on PRIVATE beach! Manchester-by-the-Sea, Massachusetts, USA 469 10.0 14 Click here
Singing Beach Passes|Outdoor fireplace|Wraparound Deck|King Bed Manchester-by-the-Sea, Massachusetts, USA 989 9.2 11 Click here
Blue Magnolia - A quiet apartment in a quaint Gloucester MA village Gloucester, Massachusetts, USA 273 9.8 9 Click here
Walk to town/beach/pickleball courts; cozy & clean Manchester-by-the-Sea, Massachusetts, USA 796 9.6 8 Click here
Beach-view home with beach access, deck, grill, 2 kayaks, & AC Manchester-by-the-Sea, Massachusetts, USA 523 7.4 6 Click here
Renovated Home with Private Pool Essex, Massachusetts, USA 1776 10.0 6 Click here

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

Frequently Asked Questions

Vacation rentals in Manchester-By-The-Sea that include a pool include:

  • Charming 1-bedroom Guest suite in amazing Manchester-by-the-Sea with WiFi, AC.- Review Count: 5, Rating: 10.0
  • Spacious 1790 Captain's estate, large pool, near beautiful beach.- Review Count: 49, Rating: 10.0
  • Spacious Home, 9BR/5BA, Pool, Walk to beach and town..- Review Count: 46, Rating: 9.8

Family-friendly vacation rentals in Manchester-By-The-Sea include:

  • Garden Cottage By The Sea.- Review Count: 2, Rating: 7.0
  • WINTER 2025 PROMO -Lakefront 2 Bed/3 bath + Extra Bed off of living room.- Review Count: 22, Rating: 10.0
  • Black Cove Cottage.- Review Count: 1, Rating: 5.0

Pet-friendly vacation rentals in Manchester-By-The-Sea include:

  • WINTER 2025 PROMO -Lakefront 2 Bed/3 bath + Extra Bed off of living room.- Review Count: 22, Rating: 10.0
  • Charming 1-bedroom Guest suite in amazing Manchester-by-the-Sea with WiFi, AC.- Review Count: 5, Rating: 10.0
  • Stunning Views from Beachfront House in Manchester-by-the-Sea!.- Review Count: 74, Rating: 10.0

Vacation rentals in Manchester-By-The-Sea with private or on-site parking include:

  • WINTER 2025 PROMO -Lakefront 2 Bed/3 bath + Extra Bed off of living room.- Review Count: 22, Rating: 10.0
  • Serenity.- Review Count: 1, Rating: 6.0
  • 1 Mi to Beach Manchester-by-the-Sea Retreat!.- Review Count: 0, Rating: 0.0

Some of the best Vacation Rentals in Manchester-By-The-Sea are:

  • WINTER 2025 PROMO -Lakefront 2 Bed/3 bath + Extra Bed off of living room.- Review Count: 22, Rating: 10.0
  • Garden Cottage By The Sea.- Review Count: 2, Rating: 7.0
  • Serenity.- Review Count: 1, Rating: 6.0

Some of the popular Vacation Rentals in Manchester-By-The-Sea are:

  • Elegant Italian Villa On The Scenic Coast of New England.- Review Count: 119, Rating: 9.4
  • Stunning Views from Beachfront House in Manchester-by-the-Sea!.- Review Count: 74, Rating: 10.0
  • Spacious 1790 Captain's estate, large pool, near beautiful beach.- Review Count: 49, Rating: 10.0