
House vacation rentals in Western Massachusetts
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Top-rated house rentals in Western Massachusetts
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Popular amenities for Western Massachusetts house rentals
House rentals with a pool

Perfect Family Retreat•Pool•Volleyball•Firepit
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!

Pool House
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.

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

Bedford Retreat: pool, fenced yard.
Host was friendly and helpful. House is located in an area close to a great grocery store and lots of shopping. It,s also not far from the mountains for those who want to leaf peep in the fall. The house is cozy and has everything you could want, just have to bring yourselves.

The Round House w/ Heated Pool
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.

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

Harrison Field 10Acres Pool FirePit BikeRailTrail
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!

Beautiful Pool and hot tub Home Adirondacks
I can't say enough about how lovely Melissa's home is. The home is so spacious, clean and beautifully decorated. We needed a local place to stay unexpectedly and were able to do a same day booking at Melissa's. We're so thankful we found her place because it met every need we had. Unfortunately it was pretty cold and ended up snowing so we didn't get to enjoy the patio and pool area but hope to be able to come back sometime to do just that. I'd highly recommend Melissa and her home whenever you're heading to Saratoga. It was a wonderful experience all around. Thank you Melissa!
Weekly house rentals

Stunning Modern Barn minutes from Woodstock 21N195
A beautiful and thoughtfully reconstructed house. It has everything you could need to enjoy a very chill time at the house indoors and outdoors or even cook a meal in. Kid friendly.Beautiful light. Beautiful views. Very convenient location. Kind hosts. We have stayed at a few places around town but this was by far our favorite house.

Beautiful Lakefront Retreat with Private Dock
It was our first experience with Airbnb. We were there to tour the World Headquarters for Jehovah’s Witnesses and this proved to be our evening haven. The house was well stocked as others had commented. We enjoyed relaxing and spent much time in living room with the beautiful view. It was perfect for our stay. Our thanks to our Host.

Riverfront Stone Cottage Private/ hot tub/ boats
The house was beautiful and perfect for our time in the Minnewaska area! the location is great. Super close to our favorite hiking trails. We went to the Tuttlehill Distillery for a tasting. Having kayaks available whenever you want added so much to the fun! And Seth was easy and quick to communicate with. It was very easy and he was very accommodating. Hope to be back soon!

Modern Upstate Gem Surrounded by Trees | Hot Tub
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!

Spring/Summer Fun Treasures Waiting
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.

Secluded Post-And-Beam Retreat
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.

Sunset Bay: Amazing waterfront w/ dock on 5 acres!
We stayed at Beth’s place in April. The place did not disappoint!! Beth thought of everything!! Our 20 yr old granddaughter stayed in the apartment. Absolutely great space. The view was stunning!! The place was extremely clean throughout. All the rooms are set up to relax and enjoy!! The basement was a wonderland for the kiddos. Every toy, game, and wide open space to play. It was a delightful stay.

Mountain retreat/Hot Tub/Ski/Hike/Water Park/WIFI
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.
Private house rentals

Country hideaway
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!

Our Place - A Big Little House
Excellent place to stay at. Truly luxurious with modern fixtures and appliances. Very clean and neat with tasteful decor. Great view in the winter, extremely peaceful and private. Driveway definitely requires AWD due to ice and snow in the winter. Tons of towels and toiletries provided. Patti and Bob were so helpful and courteous. Many great suggestions for places to eat and things to do. Very knowledgeable on the local trails. Wouldn't hesitate to return!

Clean, Captivating VT Farmhouse near Stratton!
Great house, amazing location near Stratton, and Matthew was just great. He was super communicative, and went above and beyond to make sure we were happy with our stay. We'd love to return again.

Entire Home (private pool), Event Friendly
Faisal was extremely responsive throughout our stay. we loved the indoor pool and the game tables. there was a nice selection. The rooms were nice. It was great that the bedrooms were on the same floor as the living room, dining room and kitchen. We came with an elderly person and they were able to make their way around the house. my son asked if he can use the fire pit out in back and he was able to. he collected wood from the side of the house. nice location. we really enjoyed our stay.

Serene Country home 24 mi Mohawk ski area
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

Entire lake house to yourself. Great for groups
Scott is amazing! The airbnb was incredible! Lovely placed filled for immense and loving memories. He allowed me a late Check-Out which was wonderful. Definitely recommend you guys coming more often!

Sweeping mountain views in Woodstock, NY
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.

Beautiful Fall cabin, North Catskills/Greenville
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! :)
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- Jiminy Peak Mountain Resort
- Catamount Mountain Ski Resort
- Berkshire East Mountain Resort
- Albany Center Gallery
- Six Flags New England
- Taconic State Park
- Bousquet Mountain Ski Area
- Mount Sugarloaf State Reservation
- Mount Snow Ski Resort
- Otis Ridge
- Bash Bish Falls State Park
- Mohawk Mountain Ski Area
- Beartown State Forest
- Bushnell Park
- Hartford Golf Club
- Rockledge Golf Club
- Kent Falls State Park
- Shuttle Meadow Country Club
- Dinosaur State Park
- Huck Finn’s Playland, Albany
- Canterbury Farm
- Naumkeag
- Stump Sprouts Ski Touring Center
- Berkshire Botanical Garden
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