House vacation rentals in Western Massachusetts

Find and book unique houses on Airbnb

When results are available, navigate with up and down arrow keys or explore by touch or swipe gestures.
0 of 0 items showing
1 of 3 pages

Popular amenities for Western Massachusetts house rentals

House rentals with a pool

Guest favorite

Home in Saugerties

4.94 out of 5 average rating, 66 reviews

Perfect Family Winter Retreat•Close to Ski•Firepit

MattRating, 5 stars2 months 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

4.68 out of 5 average rating, 63 reviews

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

CarlRating, 5 stars3 weeks ago
Great host and great place. The indoor pool was amazing to use after skiing. Second time staying with David and likely will again
Guest favorite

Home in Cheshire

5 out of 5 average rating, 131 reviews

Pool House

MelissaRating, 5 stars1 month ago
This was our second time back to the pool house and it was amazing, again. We thinks of everything to make you feel welcome. Milk and eggs in the fridge. Muffins and croissants waiting for you. Pristine home. Fully stocked kitchen. I was even able to host a few family members for Christmas dinner and had everything I needed to make a lovely dinner. We also travel with two dogs and Sue is so accommodating, making our pups feel right at home. Thank you, Sue, for making our holidays away from home so peaceful and enjoyable.
Guest favorite

Home in Litchfield

4.99 out of 5 average rating, 82 reviews

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

JanRating, 5 stars1 month ago
We had a wonderful Christmas stay at Elizabeth House in Litchfield, CT. The home was clean and cozy making it the perfect retreat for the holidays. The check-in process was seamless, and the hosts made everything so easy for us. I highly recommend Elizabeth House for anyone looking for a comfortable and enjoyable getaway. Jan
Guest favorite

Home in New Paltz

4.93 out of 5 average rating, 133 reviews

Harrison Field Upstate NY Weekend Getaway

AlannaRating, 5 stars3 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, 211 reviews

Beautiful HotTub and Pool Home Adirondacks

JulietRating, 5 stars2 weeks ago
There is not one bad thing I could say! Missy was an amazing host and was quick to answer any questions we may have had. There were notes for where everything was, which was incredibly helpful. The place was beautiful inside & out, super clean and had EVERYTHING we needed. From kitchen supplies, to shower needs, extra blankets to games and so much more. The wood stove was lovely, the hot tub was so clean and so nice. It snowed while we were here and missy came over bright and early to shovel the walk ways and rock salt for us. I would recommend this cozy home to anyone. Thank you Missy for a beautiful experience on our girls trip getaway!
Guest favorite

Home in Plainfield

4.89 out of 5 average rating, 138 reviews

Historic Home on 17 acres of land. Go escape!

LydiaRating, 5 stars4 weeks ago
This historic house is gorgeous and homely at the same time. It fit our big party just perfectly and had a lot of rooms for everyone to gather. All the utilities worked perfectly and the place was easy to find. It’s our second time staying here and it never disappoints. Definitely recommend staying here and will be back again!
Guest favorite

Home in Gloversville

4.97 out of 5 average rating, 344 reviews

Indoor Heated Pool in the Adirondacks

PattyRating, 5 stars1 month ago
Chantale is an extremely kind and thoughtful host - she consistently considered our needs, enjoyment, and comfort. The pool was a treat!

Weekly house rentals

Guest favorite

Home in Mount Tremper

4.9 out of 5 average rating, 218 reviews

Stunning Modern Barn minutes from Woodstock 21N195

AmélieRating, 5 stars1 week ago
Lovely house, spacious and really pleasant for our group of friends with kids! The jacuzzi was a big plus! We really enjoyed our stay!
Guest favorite

Home in Mt Tabor

4.92 out of 5 average rating, 181 reviews

Excellent Ski location So Vt

YiwenRating, 5 stars1 week ago
Terry and Lori are very friendly, the homemade blueberry muffin is so great! Best location, closer to the ski resorts. Very cozy home, we will definitely be back next ski season.
Superhost

Home in Ancram

4.82 out of 5 average rating, 110 reviews

Secluded Post-And-Beam Retreat

ShantiRating, 5 stars3 months ago
We had a wonderful escape from NYC at Tim's place. Beautiful view. Home was as described in photographs. Many interesting books and artwork. Well equipped kitchen. Tim also provided an extensive list of things to do in the area. Would recommend to anyone who wants a peaceful and private getaway.
Guest favorite

Home in Queensbury

4.99 out of 5 average rating, 161 reviews

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

OlgaRating, 5 stars4 weeks ago
We absolutely loved this place. We stayed for the new year and our host decorated the house for the new year. It was so beautiful. The view is amazing and the house is absolutely gorgeous.
Guest favorite

Home in Durham

4.85 out of 5 average rating, 124 reviews

Mountain retreat/Hot Tub/Ski/Hike/Water Park/WIFI

SusanRating, 5 stars1 week ago
The house matched the description and pictures. Easy commute for nearby ski resorts.
Guest favorite

Home in Mount Tremper

4.97 out of 5 average rating, 155 reviews

Perfect Abbey Road Retreat

MeganRating, 5 stars1 month ago
What a beautiful place to spend Christmas!! Before moving to Australia next year we wanted one more cold snowy holiday. While we didn’t have as much snow as we’d hoped, it was still an amazing stay. The house is so homey and comfortable. With two young neurodivergent kids it’s hard being in a new place and the kids room was absolutely essential to our time there. The mattress in the primary bedroom is heavenly, and the overall decor and vibe of the house were incredible with enough room for everyone to have their own space (MIL included!). The kitchen was perfectly stocked and felt like we were right at home. We made a day trip out to Hunter Mountain to go tubing and a trip down to Kingston to Aldi and Target as well. Noah and Brandon were absolutely amazing hosts, Noah was extremely responsive even before we booked, and made sure we had what we need as our trip got closer. I would absolutely make the trip again and am so thankful for the memories we made!
Guest favorite

Home in Great Barrington

4.94 out of 5 average rating, 114 reviews

Former Sunset View Inn

AutumnRating, 5 stars3 months ago
Fabulous location that had everything we needed! Fantastic place for a group getaway weekend!
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 stars3 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!

Private house rentals

Guest favorite

Home in Warrensburg

4.94 out of 5 average rating, 113 reviews

Private Adirondack Chalet Game Room and Bar/Lounge

HarryRating, 5 stars1 month ago
Laney’s home was wonderful. We spent Christmas and my wife’s birthday there with our three grown children, their spouses and our 2 year old grandson and we had everything we needed plus! The kitchen was well equipped with everything we needed to prepare meals for all of us, the rooms were awesome with great beds, a great living room that fit us all, a wonderful basement with a bar, pool table and tv room. The second floor had an open area with a decorated Christmas tree where we opened presents Christmas morning and the whole house had very cool memorabilia and antiques. There also was a hill out back that we went south riding on with our grandson! And a very cool treehouse with swings and a great slide. We had a blast!!! I highly recommend Laney’s Airbnb!!
Guest favorite

Home in Gardiner

4.91 out of 5 average rating, 230 reviews

Riverfront Stone Cottage Private/ hot tub/ boats

YuriyRating, 5 stars4 days ago
My friends and I had a wonderful weekend in nature. Fantastic combination of old and modern. Wonderful bathrooms. Comfortable bedrooms and beds. Gorgeous outdoor jacuzzi with a view of the river. Had the opportunity to make a fire and grill meat in the fresh air. In addition to this, we watched wild animals through the windows. Quiet place 1 minute from the road. Very attentive host , within 10 minutes he was with us and answered all our questions. We will be happy to come again!!!
Superhost

Home in Ulster Park

4.88 out of 5 average rating, 221 reviews

Entire lake house to yourself. Great for groups

AnnamariaRating, 5 stars2 months 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

4.88 out of 5 average rating, 56 reviews

2023 Cave mountain house -Hunter/Windham mountain

BenRating, 5 stars1 month ago
For our purposes, which was a winter getaway with extended family and friends, this was a great spot. Location great if you want to ski in Catskills. Wonderful hikes right there. Fun space for entertaining. Would return 100%
Guest favorite

Home in Greenville

4.87 out of 5 average rating, 244 reviews

Beautiful Fall cabin, North Catskills/Greenville

MaureenRating, 5 stars3 weeks ago
When I first pulled up to Kliment's, I literally teared up - that's how breath-taking his spot is. It was just what the doctor ordered... if doctors actually treated your mind, body, and soul and not just your body :) Seriously though, Kliment's place was an oasis for me: private, quiet, peaceful, with amazing views of the Catskill mountains. His home itself was beautifully decorated, simple yet super cozy, and had everything I needed and then some. (And the chickens were lovely company as well!) Kliment is one of the best Airbnb hosts I have ever had, hands down. With a very hectic schedule, Kliment was flexible, responsive, kind and patient with accommodating my many change requests and needs throughout my stay. Kliment is not just a wonderful host, but also a truly wonderful person - the world needs more people like him. In short: I can't recommend Kliment's home or him as a host enough! If you are hovering over the "Reserve Now" button, book it!!! You won't regret it! :)
Guest favorite

Home in Chestertown

4.99 out of 5 average rating, 104 reviews

Large House in Woods near Lake George and Gore mt

JenniferRating, 5 stars1 month ago
We had a a great stay! House and location was extremely peaceful. We loved the hot tub, wrap around porch and massage chair. Wish we could have stayed longer. We will definitely be back!
Guest favorite

Home in Dublin

5 out of 5 average rating, 15 reviews

Private Field House - Spacious 4 Bedroom Home

UsmanRating, 5 stars6 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, 259 reviews

Catskill Village House near parks/river

JahyunRating, 5 stars3 weeks ago
This was our second time visiting Catskill and our family went back to William’s place again this time because we enjoyed staying there so much the first time we went. The house is within a walking distance from everything you need in Catskill and has everything you need for a short stay. The kitchen was well equipped and the bedrooms were comfortable. The main bathroom has a shower that’s quite sufficient and the half bathroom on the lower level was handy. The livingroom and the dining room were our favorite spots - watching TV, playing boardgames and cooking and eating. Overall, a highly recommended place for anyone planning to visit Catskill.

Destinations to explore