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House vacation rentals in Western Massachusetts

Find and book unique houses on Airbnb

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Popular amenities for Western Massachusetts house rentals

House rentals with a pool

Guest favorite

Home in Saugerties

4.94 out of 5 average rating, 65 reviews

Perfect Family Winter Retreat•Close to Ski•Firepit

MattRating, 5 stars1 month ago
Susanna, Sarah, and James were great co-hosts for our trip to the Catskills. We enjoyed the house, the outdoor space, and the proximity to Woodstock and other areas in the Catskills. We enjoyed our stay and would stay at the house again in the future.
Superhost

Home in Hunter

4.67 out of 5 average rating, 61 reviews

Heated Indoor pool 5BR-3B close to hunter base

ChristopherRating, 5 stars3 weeks ago
What an amazing stay ! David was super attentive and helpful from inception . A one of a kind host . Me and my family had the please of staying in David’s beautiful home to spend the holiday of thanksgiving and what an experience it was . From the warm cozy cabin feeling , to the luxury of the heated indoor pool and sauna . This was truly a remarkable and beautiful experience for the ages. I would recommend this home to anyone looking for a calm getaway in a very quite town where your only true surrounding are the beauty of nature. Thanks again to David and his team for an amazing experience , and we’ll be looking forward to staying here again in the near future . Go ski season !
Guest favorite

Home in Litchfield

4.99 out of 5 average rating, 80 reviews

Hilltop House w/POOL/SPA- HOST & Co.

KathrynRating, 5 stars2 months ago
Elizabeth has impeccable taste- her place is thoughtfully designed and tastefully decorated. This is the perfect location for a group trip, lots of spaces to sit and gather, or relax. Elizabeth has thought of everything, from linens to kitchen gadgets to cleaning supplies. The pictures are accurate, but the home is even more impressive in person. This is our second stay with Elizabeth, and we would absolutely continue to book again with her.
Superhost

Home in Stanfordville

5 out of 5 average rating, 5 reviews

The Round House w/ Heated Pool

JonathanRating, 5 stars1 month ago
An amazing location when you want to get slightly off the grid for peace and tranquility. Everything you need to truly slow down, dial out and get peace, quiet and rest. An amazing spot for a weekend getaway. If you want to find yourself amongst serene surroundings and a quiet, private wooded area, this is the place. Just enough modern amenities to be comfortable, but just basic enough to make you slow down. Tanner the host was the most responsive and helpful host of any of the airbnbs we've ever stayed. Truly went above and beyond at every turn to make our stay as comfortable as possible. More than accommodating with every request.
Guest favorite

Home in Woodstock

4.85 out of 5 average rating, 123 reviews

Gorgeous Villa Mntn Views, salt H2O pool, hot tub!

ZacharyRating, 5 stars1 month ago
My friends and I really enjoyed our stay. It was perfect for our weekend getaway from the city. The surroundings were beautiful and peaceful. Susanna was friendly and helpful and we greatly appreciate her for allowing us to stay there. We will most definitely be keeping this on our "Must Revisit" list.
Superhost

Home in Lagrangeville

4.84 out of 5 average rating, 134 reviews

Classic Hudson Valley Farmhouse Nestled in 9 Rolling Acres

TerryRating, 5 stars1 month ago
there were 8 in our group ranging from teenagers to seniors, and we all enjoyed the home. There was plenty of room to spread out, and lots of options to all be together as well. we loved the well-stocked kitchen, the comfy living room, the cozy library and the huge dining room table. the bedrooms were spacious and the beds and linens were comfy. the bathroom in the primary bedroom was especially nice. we loved the character of the old farm house... lots of interesting nooks and crannies, gorgeous floor boards and moldings, beautiful antiques mixed with modern touches. the grounds were beautiful and fun to walk around. we would definitely stay again!
Guest favorite

Home in New Paltz

4.93 out of 5 average rating, 133 reviews

Book 2Nights In January and Get 3rd Night 50% Off

AlannaRating, 5 stars2 months ago
We had a great weekend celebrating our parents anniversary. The house was plenty big for all of us and the grounds are beautiful. Nathan was quick to respond when we had trouble navigating the AC and made sure we enjoyed our stay!
Guest favorite

Home in Corinth

4.99 out of 5 average rating, 204 reviews

Beautiful HotTub and Pool Home Adirondacks

TaraRating, 5 stars2 weeks ago
We loved our stay at Melissa’s place. Very clean, beautifully decorated for the holiday, very organized and loved all the notes to help with everything. You really don’t need to bring anything, many kitchen appliances, games, towels, little basement workout area. I loved the extra throw blankets and small fans in bedroom closets. The front porch and backyard sitting areas were lovely. Lots of thoughtful touches throughout the home. Definitely recommend and would stay here again.

Weekly house rentals

Guest favorite

Home in Mount Tremper

4.9 out of 5 average rating, 216 reviews

Stunning Modern Barn minutes from Woodstock 21N195

KatherineRating, 5 stars4 weeks ago
The house was clean and beautiful. We had some questions because our stay was over thanksgiving. They were responsive and helpful. The house is beautiful, warm and friendly. I highly recommend them and this house!!
Guest favorite

Home in Gardiner

4.91 out of 5 average rating, 226 reviews

Riverfront Stone Cottage Private/ hot tub/ boats

TevanRating, 5 stars3 weeks ago
Seth is an outstanding host. Very compassionate. He even came and shoveled the driveway and walkway. House was gorgeous!!!
Guest favorite

Home in Mt Tabor

4.92 out of 5 average rating, 179 reviews

Excellent Ski location So Vt

LynnRating, 5 stars4 months ago
Terry and Lori were very nice and communicative. Although the place seems close to the road it was very comfortable and had a nice area to relax and read a book outside. Also had my dog and she was plenty comfortable! Would definitely stay again when in the area. Thank you again Terry and Lori!
Superhost

Home in Ancram

4.82 out of 5 average rating, 109 reviews

Secluded Post-And-Beam Retreat

TrishaRating, 5 stars3 months ago
Us and our pups loved staying at Tim's home! It felt like a truly well-loved home with tons of books and art. Being able to open the door to let the dogs run loose in the private backyard was huge for us and settling in for the night to watch shows on the pull down projector was so cozy. Couldn't recommend this stay more!
Guest favorite

Home in Queensbury

4.99 out of 5 average rating, 160 reviews

Sunset Bay: Amazing waterfront w/ dock on 5 acres!

TatianaRating, 5 stars1 month ago
2nd year here and the stay keeps getting better! Our guests love the view and the new hot tub! It is homey but still fits many guests. Highly recommend!
Guest favorite

Home in Mount Tremper

4.97 out of 5 average rating, 154 reviews

Perfect Abbey Road Retreat

JennyRating, 5 stars2 months ago
Noah's place is a family friendly haven. We loved the design features, quiet location, and super clean cozy space. They have lots of activities (the barn has arcade games!). I highly recommend this home!
Guest favorite

Home in Sturbridge

4.96 out of 5 average rating, 168 reviews

Cedar Lake 3 Bed 3 1/2 Bath Home Sturbridge MA

JillRating, 5 stars2 months ago
This was our second time to stay. It had a gorgeous view surrounded by beautiful trees. It was so peaceful and relaxing with everything we needed. James is so easy to work with and very responsive. Highly recommended!
Guest favorite

Home in Woodstock

4.98 out of 5 average rating, 123 reviews

Spacious, Private, Close to Town, Work From Home

MatthewRating, 5 stars2 months ago
The location of the property is ideal, right outside of town (literally a 2 min drive and walkable for adults). The property itself is large and feels very private in the front of the house (which doesn't face the main road). On a nice day, we put a blanket down in the front yard and enjoyed gazing up at the trees and clouds while our toddle ran around. There is also a separate fenced in yard accessible from the front yard and also from inside the house, which connects to a paved patio with table and BBQ. The house is enormous, and feels so spacious inside. It was nice being able to put kids down on one side of the house and enjoy all the living space on the other side. Everything about it was cozy, and there were so many neat touches like motion sensor night lights on the toilets. Very comfortable beds and nice amenities throughout. Hosts were incredibly responsive and kind. We enjoyed our stay immensely and wish we did another night. We will be back.

Private house rentals

Guest favorite

Home in High Falls

5 out of 5 average rating, 219 reviews

Our Place - A Big Little House

KristineRating, 5 stars1 month ago
This was one of the nicest places we have stayed in! Patti was a responsive and exceptional host. The house was exactly as it appeared in the photos and is extremely well appointed. We are making plans to stay again! Thank you Patti and Bob!!
Guest favorite

Home in New Milford

4.96 out of 5 average rating, 28 reviews

Serene Country home 24 mi Mohawk ski area

LloydRating, 5 stars4 weeks ago
The previous reviews were all positive so I wasn’t surprised by how pleasant this listing was and how Dinesh goes out of his way to accommodate guests. Everything was wonderful. Both nights we enjoyed the large fireplace in the large living room, right off the large kitchen. All the spaces are large here. Plenty of room to spread out with friends or family. We were all impressed.
Superhost

Home in Ulster Park

4.88 out of 5 average rating, 221 reviews

Entire lake house to yourself. Great for groups

AnnamariaRating, 5 stars1 month ago
Scott hosted my friends and I in a beautiful home on the water. We enjoyed water sport activities, even in November! We were 10 minutes away from New Paltz and 10 minutes away from hiking spots! The house was east to locate, check-in to, and Scott communicated very effectively. We were even granted late check-out! The house was very charming, well-stocked, and clean. One of my favorite touches was the “pet essentials” corner. Scott provided our pup with a bed, food bowls, and a leash - very thoughtful! His rules are clearly explained and easy to follow. I would definitely recommend a stay at Scott’s and would love to return next time I’m looking to stay in the area.
Guest favorite

Home in Jewett

4.87 out of 5 average rating, 54 reviews

2023 Cave mountain house -Hunter/Windham mountain

VijayRating, 5 stars2 months ago
Anthony is a great host. Always available for any queries. Nice house in middle of woods. Perfect location for fall colors.
Guest favorite

Home in Woodstock

4.98 out of 5 average rating, 214 reviews

Sweeping mountain views in Woodstock, NY

KyleRating, 5 stars2 weeks ago
I had a wonderful stay at John’s and Kelly’s home. The surroundings were beautiful, the house was just lovely, and everything was sparkling clean! I hope to come back soon!
Guest favorite

Home in Greenville

4.87 out of 5 average rating, 243 reviews

Beautiful Fall cabin, North Catskills/Greenville

DonaldRating, 5 stars2 months ago
The house is located in a quiet and secluded area. It is very peaceful and beautiful during the day time. Kliment is very friendly and responsive and I would highly recommend this if you are looking for a quiet place away from the city.
Guest favorite

Home in Dublin

5 out of 5 average rating, 15 reviews

Private Field House - Spacious 4 Bedroom Home

UsmanRating, 5 stars4 months ago
We recently stayed at Brie’s Airbnb in Dublin, NH, with my family of 7, and it was fantastic. The house was very clean, and Brie was extremely responsive to all our questions. The outdoor space was perfect for our kids, who played outside all the time. We enjoyed the fire pit every night, making s’mores and creating great memories. The downstairs area was spacious, and the kids loved playing board games. We also used the barbecue grill several times. There was ample parking and plenty of natural light inside the house. We went fishing in Dublin Pond and visited family nearby. Overall, it was a great stay, and I highly recommend this Airbnb for families with children.
Guest favorite

Home in Catskill

4.92 out of 5 average rating, 257 reviews

Catskill Village House near parks/river

SilviaRating, 5 stars4 days ago
Classic river town home with views of the water and a sense of privacy. Loved the decor, complete with simple touches to acknowledge the upcoming holidays. Cozy, good lighting and bright sunshine during the day. Tucked near the end of a dead end street, yet walkable to the village and 10 minutes to Hudson.

Destinations to explore