Cottage holiday rentals in Boston

Find and book unique cottages on Airbnb

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Popular amenities for Boston cottage rentals

Cottage rentals with a hot tub

Cottage in Westford
4.67 out of 5 average rating, 3 reviews

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.
Top Guest favourite
Cottage in Westford
5 out of 5 average rating, 5 reviews

Just Chill'inn Cottage

JJRating, 5 stars10 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!
Superhost
Cottage in Westford
4.92 out of 5 average rating, 39 reviews

Beach & pond cottage ! Westford MA and Boston!

KatherineRating, 5 stars1 month 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.
Cottage in Westford
New place to stay

Lake Access & Pools: Sun-Soaked Westford Cottage!

Cottage in Westford

Inviting Summer Village Cottage: Golf Cart & More!

Pet-friendly cottage rentals

Cottage in Gloucester
4.86 out of 5 average rating, 22 reviews

Clean Waterfront Classic Cottage w/ Private Beach

StacieRating, 5 stars1 month ago
I cannot say enough about what an amazing week we had at this adorable cottage. The views were stunning. The neighborhood was gorgeous. Check in was easy. The hosts were attentive made sure we had everything we needed and were very kind. 1000% would recommend and we hope to come back one day.
Cottage in Concord
4.65 out of 5 average rating, 55 reviews

Tranquil Waterfront Retreat

TanyaRating, 5 stars2 weeks ago
Enjoyed our stay at this lake house. Beautiful surroundings, wish we had more time on our trips to use the kayaks to explore the lake. We would stay again.
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!
Cottage in Cohasset
4.81 out of 5 average rating, 252 reviews

Beechwood Cottage

CaseyRating, 5 stars1 week 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 favourite
Cottage in Scituate
5 out of 5 average rating, 8 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 !
Cottage in Essex
4.92 out of 5 average rating, 25 reviews

NEW -Lakefront 2 Bed / 3 bath + Extra Bed

ShaneRating, 5 stars32 months ago
Hosts were very kind and responsive. The house was amazing and the views were incredible.
Superhost
Cottage in Rockport
4.94 out of 5 average rating, 80 reviews

In-town 2 bedroom beach cottage with a pool

NathalieRating, 5 stars3 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 favourite
Cottage in Hull
5 out of 5 average rating, 12 reviews

Carolyn's Cottage by the Sea

LisaRating, 5 stars4 days ago
Carolyn’s Cottage is a lovely home. It is just as described and just 2 houses away from a very private beach. Having 2 outside tables is great, as we had 8 staying in the house and local family visiting for a few dinners. The neighborhood is quiet and the neighbors we met were friendly.

Private cottage rentals

Top Guest favourite
Cottage in Winchester
4.96 out of 5 average rating, 72 reviews

The Little House - a historic New England cottage.

TracyRating, 5 stars2 days ago
This is a lovely home in a perfect location. Taking morning coffee on the screened-in porch overlooking the pond was easily the best part of our days. We very much hope to return soon.
Top Guest favourite
Cottage in Lakeside Marblehead
4.98 out of 5 average rating, 45 reviews

Marblehead, Cottage on Whittier, new construction

AishaRating, 5 stars6 months ago
Gorgeous cottage in a beautiful neighborhood. Perfect for celebrating our anniversary. Highly recommend the intimate setting.
Top Guest favourite
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 favourite
Cottage in Rockport
4.97 out of 5 average rating, 66 reviews

Bearskin Neck oceanfront w/ 2 parking spots!

JustusRating, 5 stars2 days ago
It's a beautiful and cosy little house right next to a touristic street with restaurants and shops.
Superhost
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
Top Guest favourite
Cottage in Scituate
4.98 out of 5 average rating, 47 reviews

"Shore Bet" Humarock Beach Cottage - Scituate

JacksonRating, 5 stars2 weeks ago
We loved staying at "Shore Bet". It was in a great spot on the south part of Humarock. Beach entry close by. Front and rear decks for outside enjoyment. The grill was in great shape, and grilling on the back deck during sunset was magical. Everything was fantastic. The only things I'd comment on that weren't absolutely perfect, are nit-picky at best. I am a cook, so I'd have liked a few more knives, and another cutting board. See...NIT-PICKY! LOL. Truly a great place to stay that I'd recomment to anyone and everyone. Should we return to the area and "Shore Bet", or another of Jeff's properties are available, we will DEFINITELY stay there again. Thanks for a great place for our getaway, Jeff!
Top Guest favourite
Cottage in Andover
4.91 out of 5 average rating, 43 reviews

Cute Downtown Andover Cottage w/ Parking and Yard

BetsyRating, 5 stars4 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 favourite
Cottage in Rockport
4.98 out of 5 average rating, 49 reviews

Deluxe oceanfront home sleeps 4 open concept

NicoleRating, 5 stars2 weeks ago
Beautiful, perfectly located house!! Cindy was so responsive and helpful. The instructions in the house were so helpful and there was everything we could have needed. Can’t say enough good things!

Quick stats about cottage rentals in Boston

  • Total rentals

    10 properties

  • Nightly prices starting at

    $66 NZD before taxes and fees

  • Total number of reviews

    860 reviews

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    10 properties include access to Wi-Fi

  • Popular amenities

    Kitchen, Wi-Fi and Pool

Destinations to explore

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  4. Suffolk County
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