Cottage holiday rentals in Western Massachusetts

Find and book unique cottages on Airbnb

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Popular amenities for cottage rentals in Western Massachusetts

Cottage rentals with a hot tub

Top guest favourite
Cottage in Burlington
4.98 out of 5 average rating, 120 reviews

Cozy Lakefront Cottage w/Swim Spa & Firepit

PatrickRating, 5 stars2 weeks ago
We had a GREAT time at Feyza’s cabin. It was clean, quiet and exactly as described. We especially loved the secluded setting, the lake views and the jacuzzi. Feyza was helpful, communicative and very responsive. Her digital guidebook was very insightful as to the local attractions and restaurants. We would definitely stay here again!
Guest favourite
Cottage in Saratoga Springs
4.98 out of 5 average rating, 120 reviews

The King's Cottage- HOT TUB and Pet Friendly!

Mairéad ElizabethRating, 5 stars1 day ago
Our three-night stay at the cottage was great! Amanda quickly responded to any questions or concerns I had. The cottage had a fully stocked kitchen and the outside grill worked great. The backyard was not huge but lots of fun nonetheless with different lawn games, furniture, hammock and hot tub. It was sweet in the evening with the torches lit and tree lights on. Everything was very clean and well-maintained. The beds and linens were divine; soft sheets and very comfortable mattress. Overall a great place to stay. We enjoyed nearby Victoria pool and Saratoga Spa State Park.
Superhost
Cottage in Litchfield
4.86 out of 5 average rating, 348 reviews

Litchfield-Hot Tub-Shops & Eats-Vineyards-Hikes

Mary EllenRating, 5 stars6 days ago
Martin's cottage in Litchfield was a little piece of heaven!! My sister and I stayed for 4 days. The first 2 days we had to work remotely and were delighted to 'set up shop' in the adorable dining room with a large sliding glass door looking out on the beautiful back yard - internet connection was flawless and we were able to totally focus in the blissful quiet of the rural location. After attending the funeral of our dear aunt in Southington, we had some time to explore Litchfield's adorable shops and fine restaurants. We both slept so soundly each night in the wonderful beds and left 're-charged' and 'de-stressed' after our stay!! I feel that I've found a treasure and a true getaway, even if just for a long weekend. Super-easy to get to Bradley airport and the route is so scenic! The Fall would be an IDEAL time to come to this cottage. Finally, Martin was, indeed, a super-host, as rated in Airbnb!! Extremely responsive and kind, each time I reached out to him!
Guest favourite
Cottage in Saugerties
4.89 out of 5 average rating, 186 reviews

Hits Adjacent | Pet Friendly | Caraway Cottage

LucyRating, 5 stars1 week ago
The perfect stay for horse showing at HITS! My only hesitation in writing this review is that I didn't want anyone else to know about this place for future horse shows! ;) An excellent place to stay with above and beyond amenities, easy check in and great for traveling with a dog. Will absolutely be back!
Top guest favourite
Cottage in Pownal
4.98 out of 5 average rating, 42 reviews

Beautiful, 100 Acre Retreat, Williamstown 10 Mins

AlbertRating, 5 stars3 days ago
An incredibly beautiful, immaculate cottage with lovely mountain views and the most thoughtful, generous, and responsive hosts! Scott and Annika absolutely deserve their title as "Superhosts." We felt like we had our own private resort with a luxurious hot tub and a fire pit under the stars. Scott and Annika sent clear instructions for how to let ourselves into the cottage and had a great online guidebook. A kind handwritten note was there to welcome us. Scott and Annika checked in with us often to ask if we needed anything, and they were quick to respond to any questions we had. They set up the cottage with extra comforts such as slippers and snacks, and we really enjoyed using the espresso machine. We were especially happy that we were able to bring our 30-lb. dog with us, and we loved exploring all of the nature and art in the nearby Berkshires and southern Vermont. We highly recommend this cottage, and we hope to go back to stay there again soon.
Guest favourite
Cottage in Lake George
4.92 out of 5 average rating, 133 reviews

Spacious Private Cottage in Beautiful Lake George.

TarekRating, 5 stars4 days ago
We had a great vacation at Cora’s place, It’s cozy and close to all attractions and many restaurants. Great spot for families with children
Superhost
Cottage in Red Hook
4.9 out of 5 average rating, 206 reviews

LAKE COTTAGE WITH HOT TUB - PAINTED TURTLE

JenniferRating, 5 stars1 month ago
Thank you Ellen for the easeful stay at your cottage with clear instructions. The surroundings are beautiful. We saw an eagle at the lake!
Guest favourite
Cottage in Bethlehem
4.98 out of 5 average rating, 107 reviews

Cozy Getaway | Pet Friendly | Litchfield Cty

AmyRating, 5 stars1 week ago
I wanted a weekend getaway for my son’s 13th birthday that landed on Friday the 13th, I came across this cabin airbnb and decided to book and give it a try. this location is an hour away from our home and gave us that peace of paradise we were looking for. the cabin felt like home and had everything you can possibly need. I honestly wish I can give higher than a 5 star because this cabin was perfect. I’ll be booking again for a winter weekend getaway. thank you for hosting my family and I.

Pet-friendly cottage rentals

Top guest favourite
Cottage in Whitehall
4.99 out of 5 average rating, 209 reviews

Hillside Cottage @ The Mettawee Retreat

CesarRating, 5 stars3 days ago
Second time visiting. Love how peaceful this cabin is. Everything was very clean. Amazing surroundings. Lake George only 35 min away. Would love to go back every year!
Guest favourite
Cottage in Craryville
4.92 out of 5 average rating, 535 reviews

Columbia County Getaway - Raspberry Ridge Cottage

May AnnRating, 5 stars5 days ago
Ilze and Laurence’s place felt like home away from home. Every morning, we were greeted with chirping birds, clucking hens (was even able to order a dozen eggs straight from their free-range poultry—so organic!)—and a smiling donkey! It is a place were you can find peace and rest for your soul even for just a few days.
Top guest favourite
Cottage in Manchester
4.97 out of 5 average rating, 128 reviews

Home with a spring fed Koi pond and mountain view

ChristinaRating, 5 stars2 weeks ago
We enjoyed our trip and stay very much! Jeremy was an amazing host! very friendly, very easy to communicate with. We brought up our dog which was not a problem with Jeremy. He was very kind, in having snacks, fresh eggs and a fridge full of things for us to have. The koi pond was beautiful. The stay was very peaceful and the view was breath taking.
Guest favourite
Cottage in Jamaica
4.83 out of 5 average rating, 529 reviews

Cottage 7min to Ski Stratton-WoodStove,Views,DogOK

EmmaRating, 5 stars5 days ago
Jason’s place was excellent! Exactly what we were looking for in a country getaway-cozy cabin in the woods, full of charm and close to farms, hiking and swimming. we loved listening to the records while cooking. Perfect spot, perfect vacation!
Top guest favourite
Cottage in Port Ewen
4.99 out of 5 average rating, 159 reviews

Swan Cottage with Expansive Hudson River Views

JayneRating, 5 stars1 month ago
Swan Cottage could not have been more perfect for us. We were there for 3 nights and wished it was so many more. Charmingly and beautifully updated and decorated, immaculately clean. Maria thought of everything and was highly responsive. She also had great advice about restaurants, shopping, antiquing, walks, local activities, and more. And the views! The singing backyard birds! We cannot wait to go back. Thank you, Maria.
Guest favourite
Cottage in Sheffield
4.94 out of 5 average rating, 159 reviews

Cheerful 3-bedroom cottage with woodstove.

MatthewRating, 5 stars2 days ago
Comfortable and peaceful location for my family. Power did go out due to high winds and weather for a few hours but Sabrina kept us updated on the status and was very responsive. Enjoyed our stay and was able to enjoy the restaurants and small shops throughout the area. Thank you!
Guest favourite
Cottage in Lanesborough
4.84 out of 5 average rating, 279 reviews

Wildlife Lakeside Cottage; views/wildlife

SonyaRating, 5 stars1 month ago
This is a beautiful and peaceful cottage with easy access to shops and restaurants in the area. It was perfect for a sisters weekend. Highly recommend.
Top guest favourite
Cottage in Thompson
4.99 out of 5 average rating, 142 reviews

Waterfront Cottage in Thompson CT • Dogs Welcome

HeatherRating, 5 stars1 week ago
Jane really is a Super host of the cutest cottage ever!! Not only has the cottage exactly as described, it was super clean!! We have never been really comfortable staying at an Airbnb until now!! This cottage and Jane really made our stay one of the best visits to this area we have ever had! We can not recommend this cottage enough! We miss it already and are looking forward to our visit!!

Private cottage rentals

Superhost
Cottage in Putney
4.82 out of 5 average rating, 271 reviews

The Cottage, a house built for guests.

LeslieRating, 5 stars1 month ago
This was my second stay at Kathleen’s and it was as comfortable and cozy as the first. This spot is private and peaceful, there’s lots of great outdoors to enjoy nearby, and great local spots for exploring. Would absolutely stay again.
Guest favourite
Cottage in Clintondale
4.97 out of 5 average rating, 315 reviews

Old Mill Cottage - Upstate Mountain Views

MonicaRating, 5 stars3 days ago
I’m so glad we stayed there! We had a beautiful breakfast on the deck one day and looked at all the stars at night. Perfect place.
Top guest favourite
Cottage in Valatie
4.99 out of 5 average rating, 143 reviews

Kinderhook Lakefront Retreat-private, kayaks, ac

DuncanRating, 5 stars2 weeks ago
Amazing place. Lisa & Steve's cottage made for an amazing weekend. We had pretty bad weather but it was still a great weekend. The lake is so peaceful and the set up of the cottage is perfect. The cottage has everything you need, as well as everything you didnt know you needed! We'll definitely be back. Ate at The Aviary, The Smokehouse & The Maker (Hudson) - all very different but incredible.
Top guest favourite
Cottage in Newfane
4.97 out of 5 average rating, 130 reviews

Silk Purse Cottage on Baker Brook

KathyRating, 5 stars2 days ago
The Silk Purse immediately won my heart. From the screened in porch to the big windows and skylight in the bedroom with the sliding door opening out to the little deck, everything featured the music of the brook. I can’t wait to go back!
Top guest favourite
Cottage in Vernon
4.97 out of 5 average rating, 113 reviews

Vintage Bolton Lake

JohnnyRating, 5 stars2 days ago
For seven days, the earth stood still with me in this little cottage on the lake. Listening to the rain falling on the trees, watching the water ripple across the lake and feeling the breeze hit my face on the deck were what I needed to rest for a bit in this quiet oasis. Thank you, Jason, Adam and Xavier, for such a peaceful experience!
Superhost
Cottage in Highland
4.9 out of 5 average rating, 627 reviews

Little Yellow Cottage New Paltz - Kitchen wash/dry

HardyRating, 5 stars3 weeks ago
I usually stay in village of New Paltz so was a little apprehensive staying a bit outside of village. But I actually now prefer the situation as it's not that far to all the action and the cottage is amazing, which more than makes up for the minor driving inconvenience. Highly recommend!!
Guest favourite
Cottage in Woodstock
4.95 out of 5 average rating, 425 reviews

Woodstock Mountain Cottage

NicholasRating, 5 stars1 month ago
This cottage was very lovely, cozy, clean, and just a few minutes from the town of Woodstock, but very secluded and peaceful on a beautiful property. The home was exactly as described and had everything you could need for a short stay. I do recommend having 4-wheel drive and a car with good suspension to get up the gravel road leading to the house. Cayenne is a wonderful host - she was extremely kind and easy to communicate with. I would definitely stay here again!
Guest favourite
Cottage in Amherst
4.93 out of 5 average rating, 166 reviews

Beautifully Restored Cottage Studio

AnneRating, 5 stars1 week ago
This was our second time here and it was as lovely as the last time. The quarters are spacious, it's nice having a full kitchen, and the surrounding area is beautiful and very conducive to walks. We felt very much at home at Charlene's.

Destinations to explore