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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, 67 reviews

Perfect Family Retreat•Pool•Volleyball•Firepit

YuliaRating, 5 stars1 month ago
We stayed as a family of 4, including a 1 year old and 3.5 year old. The place was extremely comfortable and had everything we would need for our stay. The kids enjoyed the playroom and kids room with lot of toys and books. Kitchen was fully stocked with plates, utensils, cooking ware, and a high chair. Place could easily accommodate more people, very clean, comfy beds. Property manager was very responsive. Short drive to downtown area. Lastly, great outdoor area, we’d love to plan a trip there when warmer as well!
Top guest favorite
Home in Cheshire
5 out of 5 average rating, 131 reviews

Pool House

MelissaRating, 5 stars3 months 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, 84 reviews

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

DanielRating, 5 stars1 month ago
Great house and great host. The place was beautiful -- big kitchen, comfortable bedrooms, great bathrooms (especially in the master bedroom), nice setup outside (jacuzzi and BBQ), etc. Perfect place for a family weekend in Litchfield. Location was perfect -- a 2 minute drive to great coffee, pastries, bread, ice cream, etc. in Bantam. Liz was an excellent host -- very helpful and responsive. We'd love to visit again soon.
Superhost
Home in Stanfordville
5 out of 5 average rating, 5 reviews

The Round House w/ Heated Pool

JonathanRating, 5 stars4 months 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
4.86 out of 5 average rating, 131 reviews

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

HelaRating, 5 stars1 week ago
Beautiful home with amazing views. The house was very clean and spacious, the views were amazing. Susanna was very responsive and gave clear instructions. We had a very relaxing weekend and enjoyed very much staying at the house. We would love to come back.
Guest favorite
Home in New Paltz
4.93 out of 5 average rating, 133 reviews

Harrison Field Hiking Wineries BikeTrail 2NewPaltz

AlannaRating, 5 stars5 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!
Top guest favorite
Home in Corinth
4.99 out of 5 average rating, 216 reviews

Beautiful Pool and hot tub Home Adirondacks

JuliaRating, 5 stars1 week ago
Wonderful stay, loved the helpful sticky notes left around to provide extra information!!
Guest favorite
Home in Stone Ridge
4.98 out of 5 average rating, 101 reviews

Stone Ridge Retreat with Heated Pool & Hot Tub

AliRating, 5 stars7 months ago
Amazing location with a gorgeous yard! The house was fully stocked, making it a breeze to cook for our guests. Joseph was incredibly communicative and immediately took care of a minor issue in the basement. We had such a peaceful, bucolic stay—perfect for runners with lots of hills to explore. And the pool toys added so much fun to our weekend! Highly recommend!

Weekly house rentals

Guest favorite
Home in Mount Tremper
4.9 out of 5 average rating, 222 reviews

Stunning Modern Barn minutes from Woodstock 21N195

KellyRating, 5 stars3 weeks ago
What an absolutely fantastic property! The home was perfect for our party of eight adults for a 50th birthday. Woodstock is the most adorable town with tons of fun things to do. You must get the stuffed bagels from moonrise. We couldn’t have expected a better experience with the house, the amenities, and The kitchen was very well appointed. I would absolutely come back here again and probably will.
Guest favorite
Home in Gardiner
4.91 out of 5 average rating, 241 reviews

Riverfront Stone Cottage Private/ hot tub/ boats

CaitlinRating, 5 stars1 week ago
My Husband, dog and I stayed here for 3 nights for our one year wedding anniversary. We wanted to unplug but also have some local activities. We hardly had to leave the house! There was more than enough rooms / space. Between the river and canoeing, the hot tub, and relaxing by the fire on the river ..we didn’t even have to leave the property. It felt so private and was so calmly quiet, great for watching the deer on the property! New Paltz is a quick 10 minute drive. We went horseback riding then went into the town for some lunch and light shopping. Seth was super quick to respond with any and all questions we had. We highly recommend this home for a couples getaway or a nice family or friend outing.
Superhost
Home in Wallkill
4.86 out of 5 average rating, 121 reviews

Modern Upstate Gem Surrounded by Trees | Hot Tub

RobertoRating, 5 stars3 weeks ago
I had a wonderful stay at this beautiful modern home in Wallkill, NY. Tucked away on a quiet street with plenty of privacy from the surrounding trees, it felt like the perfect escape from the city. My favorite part was the open-concept kitchen and living area, with expansive windows that made it feel like I was immersed in nature while still enjoying the comfort of being indoors. It was the ideal space to rest, relax, and recharge. If you're looking for a peaceful getaway, I highly recommend this home!
Guest favorite
Home in Mount Tabor
4.92 out of 5 average rating, 183 reviews

Spring/Summer Fun Treasures Waiting

JustinRating, 5 stars1 month ago
Great place. Was a bit further from Stratton but close to Manchester and Rutland for food options. It is check in with the hosts - clearly in the instructions - which I overlooked upon booking. The place was just as described and the event brought over blueberry muffins which was a nice touch.
Superhost
Home in Ancram
4.8 out of 5 average rating, 112 reviews

Secluded Post-And-Beam Retreat

SarahRating, 5 stars1 month ago
A lovely house in a private location. Our kids loved the games, watching movies on the projector, and watching deer from the window. The kitchen was well equipped and everything was comfortable.
Top guest favorite
Home in Queensbury
4.99 out of 5 average rating, 168 reviews

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

DavidRating, 5 stars1 week ago
We thoroughly enjoyed our stay! The house was amazing, and the host was exceptional. It's conveniently located near restaurants, shops, and bars. The house sits on the waterfront and offers a breathtaking view of the mountains. There are endless activities available both on the property and in the neighborhood. I highly recommend this place and would definitely come back in the future.
Superhost
Home in Durham
4.85 out of 5 average rating, 130 reviews

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

Fur-EliseRating, 5 stars6 days ago
I could not be happier with my stay! my group and I loved the ammenady options. The house was so spacious so no one felt cramped. The house was clean and well cared for! The neighbors aren't too close so there is plenty of privacy. The beds where sooo comfortable. If you do alot of computer work like me. This place is even wonderful for that too as it has many places to "set up shop" where you wont be bothered by others in your group. My only complaint was that I had to leave so soon. I am looking forward to returning.
Guest favorite
Home in Great Barrington
4.94 out of 5 average rating, 114 reviews

Former Sunset View Inn

AutumnRating, 5 stars5 months ago
Fabulous location that had everything we needed! Fantastic place for a group getaway weekend!

Private house rentals

Top guest favorite
Home in Cambridge
4.97 out of 5 average rating, 39 reviews

Country hideaway

GwenRating, 5 stars7 months ago
Second visit and it was just as nice as the first. We like this house inside and out. The pool and walking trail through the woods are great, and the living room is super comfy for family hanging out at night or on a rainy morning. Highly recommend!
Top guest favorite
Home in High Falls
5 out of 5 average rating, 226 reviews

Our Place - A Big Little House

EmmettRating, 5 stars2 months ago
This was our 3rd time staying at Patti's -- and we will back for a 4th! Which at first sounded crazy to us. My girlfriend and I enjoy traveling and finding new places is always fun but this air bnb is worth the repeat returns! Patti does so much to make sure it's a special stay by curating a beautiful home with thoughtful touches. It's become a tradition to visit this place and enjoy nature, the hot tub plus all the nearby small towns. Looking forward until the next time.
Guest favorite
Home in New Milford
4.94 out of 5 average rating, 31 reviews

Serene Country home 24 mi Mohawk ski area

ConnieRating, 5 stars2 weeks ago
A beautiful home- super comfortable and spacious. It is outfitted with everything you could need. Peaceful location (we stayed in spring/winter- can’t speak to what it would be like in season). Lovely views. Easy to get into town by car (3-5 minutes!). Host was excellent - responsive to any questions or inquiries
Superhost
Home in Ulster Park
4.88 out of 5 average rating, 226 reviews

Entire lake house to yourself. Great for groups

MeganRating, 5 stars3 weeks ago
Scott's place was great. We were so relaxed and felt right at home. We will be going back which is the best compliment I can give an AirBnB. The views were beautiful!
Superhost
Home in Lake George
4.65 out of 5 average rating, 26 reviews

2 Bedroom House part of duplex in the Village

MaryRating, 5 stars6 months ago
The staff at The Heritage were outstanding. Ray was god sent, he went above and beyond everyday. Not many left like him.
Top guest favorite
Home in Woodstock
4.98 out of 5 average rating, 218 reviews

Sweeping mountain views in Woodstock, NY

DanielRating, 5 stars3 weeks ago
We had a lovely stay! The place was very relaxing, peaceful, and surrounded by nature, yet still close to Woodstock. One of the highlights was seeing a family of deer right outside our window — such a special moment. The hosts were also incredibly accommodating, providing a highchair and pack ’n play for our infant, which made our stay so much easier. We truly appreciated their thoughtfulness and hospitality. Highly recommend to anyone looking for a quiet getaway close to town.
Guest favorite
Home in Greenville
4.87 out of 5 average rating, 244 reviews

Beautiful Fall cabin, North Catskills/Greenville

MaureenRating, 5 stars2 months 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 Dublin
5 out of 5 average rating, 17 reviews

Private Field House - Spacious 4 Bedroom Home

OdetteRating, 5 stars1 month ago
Absolutely pristine and gorgeous home. We were constantly talking about how perfect it was the entire time we were there. Would definitely stay again!

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