
Cottage holiday rentals in Western Massachusetts
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Top-rated cottage rentals in Western Massachusetts
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Popular amenities for cottage rentals in Western Massachusetts
Cottage rentals with a hot tub

Cozy Lakefront Cottage w/Swim Spa & Firepit
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!

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

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

Hits Adjacent | Pet Friendly | Caraway Cottage
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!

Beautiful, 100 Acre Retreat, Williamstown 10 Mins
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.

Spacious Private Cottage in Beautiful Lake George.
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

LAKE COTTAGE WITH HOT TUB - PAINTED TURTLE
Thank you Ellen for the easeful stay at your cottage with clear instructions. The surroundings are beautiful. We saw an eagle at the lake!

Cozy Getaway | Pet Friendly | Litchfield Cty
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

Hillside Cottage @ The Mettawee Retreat
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!

Columbia County Getaway - Raspberry Ridge Cottage
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.

Home with a spring fed Koi pond and mountain view
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.

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

Swan Cottage with Expansive Hudson River Views
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.

Cheerful 3-bedroom cottage with woodstove.
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!

Wildlife Lakeside Cottage; views/wildlife
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.

Waterfront Cottage in Thompson CT • Dogs Welcome
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

The Cottage, a house built for guests.
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.

Old Mill Cottage - Upstate Mountain Views
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.

Kinderhook Lakefront Retreat-private, kayaks, ac
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.

Silk Purse Cottage on Baker Brook
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!

Vintage Bolton Lake
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!

Little Yellow Cottage New Paltz - Kitchen wash/dry
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!!

Woodstock Mountain Cottage
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!

Beautifully Restored Cottage Studio
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.
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- Six Flags New England
- Bushnell Park
- Taconic State Park
- Jiminy Peak Mountain Resort
- Albany Center Gallery
- Berkshire East Mountain Resort
- Bash Bish Falls State Park
- Catamount Mountain Ski Resort
- Kent Falls State Park
- Mount Greylock Ski Club
- Mount Snow Ski Resort
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- Hartford Golf Club
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- Hancock Shaker Village
- Mount Sugarloaf State Reservation
- Clarksburg State Park
- Pineridge Cross Country Ski Area
- Naumkeag