Cottage holiday rentals in Massachusetts

Find and book unique cottages on Airbnb

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Popular amenities for cottage rentals in Massachusetts

Cottage rentals with a hot tub

Guest favourite
Cottage in Great Barrington
4.93 out of 5 average rating, 291 reviews

Artist Cottage

SarahRating, 5 stars1 week ago
We had a wonderful night! The house was charming, the bed was super comfortable (best nights sleep I’ve had away from home in a very long time!), and the jacuzzi was relaxing! We especially loved all the fireplaces and are looking forward to coming back at a nicer time of year to make better use of the outdoor space!
Guest favourite
Cottage in Sandwich
4.9 out of 5 average rating, 203 reviews

Gold Anchor Cottage - private hot tub getaway!

ChrisRating, 5 stars1 week ago
This was the absolute perfect find for our family to spend just shy of a week for our kids spring break from elementary school. being from Connecticut we really enjoy spending time at the Cape and have been a number of times mostly utilizing Airbnb. usually we travel in a group of 8 to 10 but only had five of us this time. This place was the perfect size and layout for our needs and the hot tub was a special plus that came in handy after spending time on the local beaches taking walks and playing with kids. The beds were comfy and the technology (TV, WiFi, and climate control) we're nicely up to date and worked great. The hot tub & fire pit were easy to operate and added a luxury feel! The hosts were very responsive and super polite and helpful. My son left something behind and they were very responsive, diligent in finding it, and went out of their way to make sure we got it back. We will definitely keep this place and hosts as a favorite for future visits to Sandwich!!
Superhost
Cottage in Sandwich
4.92 out of 5 average rating, 261 reviews

Hideout at Water's Edge, 131 North Shore Blvd, #4

JaimeRating, 5 stars4 weeks ago
We had a wonderful weekend away. The location is amazing with a short walk to the beach. The house was exactly as described and we were so impressed with the quick communication!
Guest favourite
Cottage in Provincetown
4.89 out of 5 average rating, 19 reviews

NEW! East End Cottage with Private Hot Tub!

AustinRating, 5 stars5 months ago
We had a wonderful stay here! The space was spotless and very comfortable, perfect for a couple. We loved having friendly neighbors nearby, which made it feel even more welcoming. The hot tub was a highlight—such a relaxing touch! Overall, a cozy and enjoyable spot.
Guest favourite
Cottage in Dennis
4.96 out of 5 average rating, 112 reviews

Local Beach+ Fireplace + Hot Tub Under the *Stars*

MandieRating, 5 stars1 week ago
We had such a great time visiting Cape Cod. Christina was an awesome host, and the home was lovely. My kids loved the hot tub, and the costal decor. I appreciated the well stocked kitchen and personal touches. Great mid cape location!
Superhost
Cottage in Mashpee
4.9 out of 5 average rating, 31 reviews

The Front Cottage: Waterfront/Dock/Hot tub

KristinRating, 5 stars2 months ago
We had a wonderful stay at the Front Cottage on Monomoscoy Island. a very cozy and comfortable space for our family of four + pup. We spent a 3-day weekend for my birthday. Slight mixup when we arrived but Ann was very responsive and everything was cleared up quickly. We really appreciated that. Takeout from nearby Moto Pizza the first night was spectacular. Day 2 was breakfast at Moonakis Cafe and a stop at Coffee Obsession in Falmouth, definitely recommend both of those. We took in the winter beach scenery at Mashpee town beach in the afternoon and then snacks, games, and beer flights at Bad Martha's - such a fun spot! Movie on the cozy couch and ice cream sundaes later for my birthday. Day 3 was sleet / rain so we stayed in with coloring books, board games and puzzles, watched the rain on the water and the ducks playing. It cleared up enough in the evening for the grownups to enjoy the hot tub. Checkout was easy and late enough for us to have a relaxing final morning!
Superhost
Cottage in Provincetown
4.95 out of 5 average rating, 59 reviews

relaxing beach cottage with hot tub

JenniferRating, 5 stars6 months ago
Our stay was perfect! Everything was as Mikhail said. Care was taken to ensure that our stay was not only comfortable but easy to navigate - simple check-in, ice at the ready, Sonos speakers for music and charging cords always nearby. The cottage was welcoming - bright and sunlit whether it was morning or afternoon, comfortable furniture for reading and vases of fresh flowers in every room. Mikhail was quick answering any questions we had and gave us a great list of suggestions for a variety of restaurants. Wonderful place to stay; great host!
Top guest favourite
Cottage in Southwick
4.98 out of 5 average rating, 104 reviews

4 Kayaks Fire Pit & Lake Views from Hot Tub

KileyRating, 5 stars2 months ago
This house is gorgeous right on the lake in the winter was so beautiful. The home was clean and had everything you needed. Absolutely loved Catherine’s guidebook so well written and amazing communication. I would recommend this stay for anyone who loves a staycation!! Thank you for an amazing weekend! 💕

Pet-friendly cottage rentals

Top guest favourite
Cottage in Bourne
4.97 out of 5 average rating, 234 reviews

Beach Cottage, without going over bridges to Cape!

AnyceRating, 5 stars1 week ago
Beautiful, peaceful and one of the very best place to stay for tranquility. Host was very responsive and notified us that we could check in early without having to request. Such a wonderful message to receive to start a nice weekend away. Making us so comfortable to stay at this amazing cottage. If anyone reading this is looking for a relaxing, cozy cottage with a great host, then this is your place!
Guest favourite
Cottage in Dennis
4.98 out of 5 average rating, 174 reviews

★Waterview ★Pet Friendly ★Kayaks ★Trails ★

KristanRating, 5 stars3 days ago
We had a wonderful stay at Victoria’s place. The cottage was very clean and had everything we could need. We love that it is pet friendly as our dog travels with us everywhere. We love the extra added touches of treats for us and our dog. The lake and surrounding area is absolutely beautiful and the neighborhood was very peaceful. This is our second stay at Victoria’s place and we will definitely be staying again!
Guest favourite
Cottage in Tisbury
4.9 out of 5 average rating, 166 reviews

Sweet Cottage w/ yard, 1.5BR, Walk to Town & Water

AudreyRating, 5 stars6 months ago
We would definitely recommend Deb’s and Sharon’s cottage as a place to stay. The location is great, as it is within walking distance to shopping, restaurants, and the water, but is tucked away in a quiet little neighborhood so it still also offers plenty of privacy. They were wonderful and responsive hosts and checked on us throughout our stay, though we didn’t end up needing a thing. They were gracious enough to allow our dog Bella join for the weekend too, which we appreciated very much as she goes everywhere with us. Overall, we had a lovely stay and would definitely look to book again if we make our way back to the beautiful island!
Superhost
Cottage in Provincetown
4.92 out of 5 average rating, 118 reviews

Cozy West End Cottage w/ Parking 1st & 2nd floors

MelissaRating, 5 stars3 days ago
We traveled to Provincetown in April with our 7-year-old and our pup. Michael was a such a great host. He was friendly, helpful and proactive! The location was amazing. It’s right across the street from a delicious restaurant (that serves food and drink from breakfast through dinner!), 1 min walk from a bike rental shop, 5 min walk to the heart of town and 10 min walk to the dog beach! It was ideal for us! The place was very cozy. We mostly used the upstairs. The beds were insanely comfy and the bathroom was really new (and had heated floors and an amazing shower 🚿). Overall wonderful!
Guest favourite
Cottage in Gloucester
4.97 out of 5 average rating, 125 reviews

Sunny & private cottage in Lanesville Village

KimRating, 5 stars4 months ago
The cottage is cozy and comfortable, including the beds. It's in a quiet neighborhood yet very accessible to hiking trails, beaches, restaurants, and shops. Fiona was extremely friendly and helpful. She is definitely a Super Host! We would happy have stayed longer if we could have! For those who like to ride your bike: Rt. 127, the main road that goes around Cape Ann, is very narrow and has no shoulder, so I don't recommend planning to bike there.
Guest favourite
Cottage in Chatham
4.95 out of 5 average rating, 166 reviews

Cape Cod Classic Cottage Near Forest Beach

NancyRating, 5 stars1 month ago
I stayed at the Chatham Cottage for three nights with my sister and niece. It was a girls’ weekend in late March. The neighbors and street traffic were quiet. We stayed in most of the time watching movies. There are a few restaurants close by and we went out a couple of times to eat. The beach is close and walkable from the cottage. All the rooms were very clean. The beds were very comfortable and there was plenty of linens and towels. The kitchen had essentials, coffee, olive oil, salt, etc. We brought all our food and snacks from home, even though there is a Stop and Shop nearby. Anything you may have forgotten to bring will probably be in the cottage. Meaghan offered early check in and late checkout since the cleaners finished early and were returning after 11:00 on the check out day. We all enjoyed our stay.
Guest favourite
Cottage in Plymouth
4.96 out of 5 average rating, 114 reviews

Coastal Cottage — 7 min walk to private beach

JoanRating, 5 stars2 weeks ago
We had a wonderful stay with our two small dogs. The home was small but perfect for us to attend a family baby shower. The neighborhood is a great place to walk the dogs without a lot of traffic. The owners were responsive to questions and suggestions. We would definitely stay here again.
Superhost
Cottage in Provincetown
4.88 out of 5 average rating, 206 reviews

PET FRIENDLY 1-BR COTTAGE - 3 MIN WALK TO TOWN CTR

LauraRating, 5 stars3 weeks ago
This tiny house was perfect for a couple and our two dogs! It’s a unique spot that’s tucked into a small compound in a neighborhood, so very quiet, but less than five minutes’ walk to Commercial St. We had everything we needed and check in/out was a breeze. We’re extremely grateful for Leslie’s flexibility with early check in, it truly made a difference for us. There is some minor cosmetic wear which I only mention in case that is important to you, but the space was very clean and comfortable.

Private cottage rentals

Top guest favourite
Cottage in East Orleans
4.96 out of 5 average rating, 126 reviews

Distiller’s Cottage Nauset Beach East Orleans, MA

EmilyRating, 5 stars6 months ago
We loved our stay at Amy's cottage! It was exactly what we wanted, private and romantic and a perfect base to explore the Cape. If you appreciate the extra touches like real cotton sheets and a homey but tasteful atmosphere you will not be disappointed. Would highly recommend!
Top guest favourite
Cottage in Dennis
4.96 out of 5 average rating, 28 reviews

Bo's Place

SharonRating, 5 stars7 months ago
We had a perfect week at Bo’s place. The weather was beautiful and the walk to the beach was nice. We loved how close to lots of activities we wanted to do the cottage was. The cottage itself was cute and just the right size for my sister and I. The outdoor shower was awesome!! I would definitely book this place again. Sharon and Lynne
Guest favourite
Cottage in Essex
4.95 out of 5 average rating, 252 reviews

French Flair "Pied a Terre" Cottage on the Marsh

GiaRating, 5 stars5 months ago
we had an absolutely lovely stay! the place was beautiful and it was a perfect little getaway, highly recommend!
Superhost
Cottage in Wellfleet
4.9 out of 5 average rating, 274 reviews

The Perfect Getaway in Wellfleet

CarmenRating, 5 stars6 months ago
Visit on October 2024. The place was really cute, private, surrounding area very peaceful and beautiful, accommodated us (3 persons) really well. Very close to all important locations in Wellfleet. Host was very good at proactively providing guidance.
Top guest favourite
Cottage in Warwick
4.99 out of 5 average rating, 87 reviews

Corkscrew: Lakeside Cozy Cottage in Warwick, MA

FelixRating, 5 stars6 days ago
We spent a weekend in this beautiful house in early spring. The house is amazing and has everything you need. The view is amazing and the pond invites you to fish or watch birds. It‘s calm and relaxing. Would love to come back here soon and spend more time. Kelly and Claire have been amazing hosts and a nice contact.
Superhost
Cottage in Barnstable
4.88 out of 5 average rating, 134 reviews

Osterville Charming Cottage in the Heart of Wianno

EdwardRating, 5 stars6 months ago
Great stay at Maria’s cute little cottage by the water. Beautiful private location, perfect for kids to play in the yard.
Top guest favourite
Cottage in Tisbury
4.98 out of 5 average rating, 338 reviews

Martha's Vineyard Getaway Cottage

D AnnRating, 5 stars2 weeks ago
Marilyn’s cottage was a perfect weekend getaway retreat! Although the weather was cold & rainy, the cottage was super cozy. And Marilyn was very responsive to questions. I hope to definitely return!
Top guest favourite
Cottage in Petersham
4.98 out of 5 average rating, 194 reviews

Cider House Cottage

Ana Beatriz FernandesRating, 5 stars6 days ago
Stephanie's place is cozy, peaceful and homey. There are lots of gorgeous nature around, and a small town feel. I felt right at home, Stephanie was super friendly and responsive, which made our stay even greater. Thanks, Stephanie! We'll defijitely be back for summertime 😊

Destinations to explore