Cottage vacation rentals in Boston

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Popular amenities for Boston cottage rentals

Cottage rentals with free parking

Top guest favorite
A charming cottage with solar panels is reflected in the calm pond, surrounded by vibrant green lily pads. Pink water lilies float gently on the surface, enhancing the natural beauty of the setting. Lush trees create a serene backdrop, adding to the peaceful ambiance.
Cottage in Winchester
4.96 out of 5 average rating, 71 reviews

The Little House - a historic New England cottage.

NancyRating, 5 stars1 week ago
our favorite “home” away from home thoughtful details abound, but nothing can compete with the beauty of the setting can highly recommend the spa pedicure at Winchester Nails
Top guest favorite
A small dining area is visible, featuring a simple wooden table with two stools. Natural light filters through the nearby windows, illuminating the space. In the background, the fully equipped kitchen is partially seen, showcasing the cottage's inviting design.
Cottage in Rockport
5 out of 5 average rating, 16 reviews

Quaint & Cozy Gem ~ Walk to Sea ~ BBQ & Parking!

CarlRating, 5 stars6 months ago
Superb cozy cottage in an ideal location. Very clean and exactly as advertised. Will book again without hesitation.
Top guest favorite
A roof deck offers expansive ocean views, extending to the horizon. Grey lounge chairs are positioned on a light-colored deck, allowing for comfortable relaxation. The calm sea reflects the sky, while the rugged coastline is visible in the background.
Cottage in Rockport
4.97 out of 5 average rating, 65 reviews

Bearskin Neck oceanfront w/ 2 parking spots!

ChamberlinRating, 5 stars2 weeks ago
Me and my family had an amazing time. Will be back
Superhost
A scenic view of a harbor filled with various sailboats, gently bobbing on the calm waters. Colorful buildings line the shore, with a distinctive red structure adding charm to the landscape. Lush greenery is visible in the background, depicting a tranquil coastal atmosphere.
Cottage in Rockport
4.72 out of 5 average rating, 87 reviews

Quaint Oceanfront Cottage in Rockport MA

CindyRating, 5 stars9 months ago
Great little place for two! Sandy the neighbor was great along with her dog! 😊 great walking distance to shopping and restaurants! View is beautiful and breathtaking 😎will be back again in two years! Cindy and Gary from Ontario
Guest favorite
Cottage in Scituate
4.96 out of 5 average rating, 46 reviews

Oceanside | Family-Friendly Oceanfront Home

JasonRating, 5 stars3 days ago
Amazing location - you can hear the waves throughout the entire house with the windows open, so sleeping was amazing. Great water access, very walkable neighborhood - including a short 15 minute walk to the lighthouse where the sunsets were breathtaking. House itself was very charming - looks like some of the original 1911 features are still in tact so it's got very "Old New England Summer House" vibes. Great place to spend a week.
Top guest favorite
Cottage in Scituate
4.98 out of 5 average rating, 46 reviews

"Shore Bet" Humarock Beach Cottage - Scituate

AmyRating, 5 stars1 week ago
The house was perfect for our family of 5. Loved the kitchen and gathering spaces, as well as the front & back porches. The walk to the beach was super easy. Easy access to local restaurants and shops. We had a great time. Thanks!
Top guest favorite
A wooden bookshelf fills the wall, showcasing a variety of books and personal items. A small television is positioned on the middle shelf. Below, two drawers offer additional storage space. Natural light streams in through a nearby window, illuminating a potted green plant in the corner.
Cottage in Andover
4.91 out of 5 average rating, 43 reviews

Cute Downtown Andover Cottage w/ Parking and Yard

BetsyRating, 5 stars3 weeks ago
We had a wonderful stay. Everything was exactly as described. The space was clean, quiet, and had everything we needed. We appreciated all of the supplies in the bathroom , kitchen, and laundry. Very easy to get into Boston, and surrounding towns. The patio space was peaceful and we enjoyed seeing all the birds and bunnies. This is a great location for visiting Merrimack. We had an easy time navigating to graduation. Thank you for a fabulous stay!
Top guest favorite
A coastal view showcases large, rugged rocks meeting the calm water, while a charming pavilion stands on the rocky shore. Colorful buildings line the waterfront in the background, reflecting the character of the town. Clear blue skies and gentle waves enhance the serene setting.
Cottage in Rockport
5 out of 5 average rating, 70 reviews

Downtown Cottage-DeckツParkingツOceanツBeachesツShopsツ

DorothyRating, 5 stars2 weeks ago
The apartment is small but lovely. The deck off the top floor has a beautiful view - we very much enjoyed sitting out there with our coffee in the morning and our wine in the evening. The location is also really great - in the heart of downtown - so everything is easily walkable. We would definitely stay there again! Also - noting that Alexander is a very kind and responsive host.

Cottage rentals with a hot tub

A charming cottage is set on a grassy lawn, surrounded by trees. Adirondack chairs are arranged in front, inviting relaxation. Kayaks resting on the side reflect outdoor activities. Large windows let in natural light, showcasing the inviting façade of the home.
Cottage in Westford

Waterfront Cottage in Summer Village w/ Grill

ChrisRating, 5 stars10 months ago
If I could give this place 10 stars I would. We were traveling for work in Massachusetts and typically we stay at Marriott property. I checked Airbnb to find a place that was kid friendly and this popped up. It was a new listing with no reviews yet, and it ended up exceeding our expectations. This cute little cabin is right on the water. Although it is smaller for me, pure square footage perspective it’s a two bedroom one full bath with a loft that sleeps two kids so the way it was set up felt like plenty of space for us. It has kayaks and paddle boards. There’s a beach and there’s a community pool. There’s an exercise facility. It easily slept my wife and I plus two kids in a fun loft that they got to climb in and out of, and grandma that came to help us watch the kids. The staff at the resort were very friendly and easy to work with. It felt very safe and private. The AC worked well. The beds were very comfortable. Overall this is gem and we will be staying here again for sure.
The cottage exterior showcases a warm brown facade with green trim, featuring multiple large windows. A small set of steps leads to the entrance, surrounded by a gravel area. Outdoor seating is positioned nearby, providing a relaxing spot to enjoy the surroundings.
Cottage in Westford
5 out of 5 average rating, 4 reviews

Just Chill'inn Cottage

JJRating, 5 stars9 months ago
It was exactly what my family was looking for. It was relaxing and private. It allowed us to not feel cramped like a hotel stay, but allowed us to cook and enjoy the relaxing day. If you have a small kid, the golf cart is a must!
Guest favorite
A charming red cottage is set against a backdrop of lush greenery. A golf cart is parked on the gravel driveway beside an outdoor canoe. The cottage features a sun-filled porch with multiple windows, inviting natural light into the space.
Cottage in Westford
4.92 out of 5 average rating, 39 reviews

Beach & pond cottage ! Westford MA and Boston!

KatherineRating, 5 stars3 weeks ago
We needed a nice little place to stay while we visited family and friends. This was perfect. Cute and convenient, plus lots of fun amenities like a clubhouse, ball courts, kayaks and the lake. We went off season, so the pool was closed and it was too cold to boat, but it was still fun. We enjoyed walking the community, playing ping-pong and driving the golf cart.
An open-concept living area features a cozy seating arrangement with a light blue sofa and woven chairs. Natural light fills the space from large windows. The kitchen, equipped with white cabinets, complements the wooden flooring. Decorative artwork adds character to the room.
Cottage in Westford
New place to stay

Lake Access & Pools: Sun-Soaked Westford Cottage!

A charming cottage is positioned amid lush greenery, featuring wood siding painted in vibrant red with blue accents. A golf cart is parked on the gravel driveway, accompanied by a nearby vehicle. Stone landscaping and plants add to the inviting exterior.
Cottage in Westford

Inviting Summer Village Cottage: Golf Cart & More!

Pet-friendly cottage rentals

Guest favorite
The image features a rocky shoreline with vibrant blue water and a glimpse of the cottage's exterior. The two-story building is painted in a soft yellow hue, showcasing a covered porch with white railings and a welcoming entrance.
Cottage in Scituate
5 out of 5 average rating, 13 reviews

*Oceanfront*AC* Families & Pets welcome* Renovated

DawnRating, 5 stars9 months ago
Beautiful home! My family felt right at home. Kitchen had everything we needed and had toys and games for all ages. Antionette was very responsive to any questions and wrote back right away. Location was ideal. Easy walk to town and nearby lighthouse. Would recommend. Thank you for helping make a memorable vacation for my family.
A serene outdoor patio features two cushioned wicker chairs facing a tranquil water view. The railing and grey deck provide an inviting space to enjoy the sights of Essex Bay, with glimpses of shoreline and marshland visible in the distance.
Cottage in Essex
5 out of 5 average rating, 4 reviews

Kippers Waterfront Hideaway

KaraRating, 5 stars10 months ago
The Hideaway is a magical place. I used to boat in the area before moving away. With the beautiful and peaceful views of the salt marsh, it felt like coming home. We loved being able to take our dog swimming and retrieving from the sandbars at low tide to doing a whole lot of nothing on the deck. We also got some use of our paddleboard! The house is very well appointed without being stuffy at all. Everything you need and more. Overall a great trip!! We hope to be back!
A serene waterfront landscape is depicted, featuring calm water reflecting the clear blue sky. Surrounding trees create a natural border, while a sandy beach area allows for relaxation and recreation. Several individuals can be seen enjoying the tranquil environment.
Cottage in Concord
4.65 out of 5 average rating, 54 reviews

Tranquil Waterfront Retreat

AmandaRating, 5 stars3 weeks ago
We stayed here during our sisters law school graduation in Boston. It was the perfect location for us as we are outdoorsy and have our dog! My husband enjoyed the pond, did some fishing and we went out on the pond in the canoe! Beautiful area, walkable for the dog. We spent several mornings walking around the neighborhood. Short drive to Boston and it was away from the city traffic. The stairs were a lot, but we are young and in shape so we had no issues with it. Just be careful at night. The cottage had a keurig and small coffee pot which was perfect for us. No TV but it’s so peaceful, we read books and enjoyed the sounds of the water and the birds. Would stay again if we were in the area.
The exterior of a summer cottage is showcased, with a light grey wooden structure resting on a rocky landscape. Stairs lead up to the entrance, flanked by greenery. A deck with railings is visible on the upper level, complemented by large windows allowing natural light.
Cottage in Rockport
4.79 out of 5 average rating, 110 reviews

Retreat in the Trees- walk to Cape Hedge Beach

ParkerRating, 5 stars7 months ago
This place truly gave "treehouse" vibes - with being up on a hill and with the big windows, it was a pleasure waking up here each morning to see all the trees with their autumn leaves. This is such a unique house - and it included all the amenities we needed. The location was also great and it was easy to get around and explore the area. 10/10 would stay here again!
A charming coastal house is presented with a light blue exterior. A welcoming porch is accessed by steps, surrounded by manicured landscaping featuring grass and decorative stones. The driveway is paved, providing easy entry to the home, with trees and greenery in the background.
Cottage in Cohasset
4.81 out of 5 average rating, 251 reviews

Beechwood Cottage

CaseyRating, 5 stars1 day ago
This was a great and quiet spot! It was easy to navigate to plus was close to town when we went exploring. The hosts are ridge across the driveway and came out one of the afternoons to say hello. They are super friendly and made the stay feel cozy! I’d come back to stay here again.
Guest favorite
A modern living room features a sleek gray sofa facing a stone fireplace, enhancing the cozy ambiance. Large windows provide natural light and a view of greenery outside. A round coffee table sits in the center, complemented by contemporary decor on the mantel.
Cottage in Scituate
5 out of 5 average rating, 7 reviews

Sunny Airy Modern Oceanfront Cottage w/ Deck Wi-Fi

MatthewRating, 5 stars5 months ago
Great place to stay in Scituate right in town and within walking distance to the beach and restaurants/shops. Great communication with management. Would highly recommend !
Superhost
A private pool is surrounded by lush greenery and trees, providing a serene setting. The clear water reflects the sky, and a concrete deck leads to the water's edge, ideal for relaxation. A diving board is positioned at one end of the pool.
Cottage in Rockport
4.94 out of 5 average rating, 80 reviews

In-town 2 bedroom beach cottage with a pool

NathalieRating, 5 stars2 weeks ago
We were lucky enough to have a very extended stay at this lovely little bungalow! The house is so sweet! The layout is easy, the rooms are comfortably furnished, and the floors are beautiful, and there is an incredible library of books. The house is full of natural light, and nestled in a little private spot. There is lovely landscaping in the front yard, and the back yard is magical. The pool is amazing, and you feel like you are in your own little peaceful world here. The house is an easy walk to all of the things that make Rockport such a cool town. And, you can hear the ocean at night from the yard! Trent and Cassie are the best hosts! Kind, responsive, and mellow. We loved everything about our stay! We will be back. ( :
Guest favorite
A charming cottage is set next to a well-maintained lawn, with white railings leading up to the porch. Flower pots sit on the ground, and a white picket fence lines the property. In the background, additional homes are visible against a clear blue sky.
Cottage in Hull
5 out of 5 average rating, 11 reviews

Carolyn's Cottage by the Sea

TroyRating, 5 stars1 week ago
We loved our stay at Carolyn’s Cottage. Amy was so helpful and the cottage is super clean, quiet, and well stocked. The beach is a bit rocky and difficult to navigate at high tide, but we loved the fresh air and exploring the town of Hull. We would love to come back!

Quick stats about cottage rentals in Boston

  • Total rentals

    10 properties

  • Nightly prices starting at

    G$8,394 GYD before taxes and fees

  • Total number of reviews

    860 reviews

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    10 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi, and Pool

Destinations to explore

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