
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
Highly recommend Sarah’s house. We stayed in the spring and it was beautiful. Spacious outdoor area with lots to do. There was plenty of space, lots of activities and stuff for our kids to play with; super family friendly. Also very close to all the towns we wanted to visiting and natural attractions up in Hudson River valley. We would stay again thank you !

Pool House
Truly home sweet home. Just walk in and relax. Fully stocked kitchen including milk, eggs, butter and pastries so no need to rush out to go grocery shopping. Convenient to New Haven yet completely quiet neighborhood for resting and taking walks.

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!
A pretty mountain home with great views from the decks. The place was clean and well appointed.

Harrison Field Weekend GetAway FirePit Hike 10Acre
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 Home between Lk George/Saratoga
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.

Riverfront Stone Cottage Private/ hot tub/ boats
This house was spectacular. Seth was great about getting back to me with any questions. We all found the property to be peaceful and relaxing. The kitchen had a lot of spices that were helpful, but be sure to bring along food storage items of your own. Every room had beautiful earthy details and the charm was endless. The amenities were incredible and the back yard view was perfect. Will absolutely be back for another stay!

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 had an amazing stay! The house was wonderful - super clean, tons of space and gorgeous views of the river. Beth responded to all of my messages extremely quickly. She was easy to work with and very flexible and accommodating. I would definitely recommend this house to larger groups; the set up with lots of single beds was perfect for what we needed. There was also a basement full of games that would be just perfect for kids and families. Everyone who stayed would absolutely stay here again!

Mountain retreat/Hot Tub/Ski/Hike/Water Park/WIFI
we stay for about a month and absolutely adored this place! 🥰

Perfect Abbey Road Retreat
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!

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

Our Place - A Big Little House
My husband & I stayed at Patti's place for a long weekend to celebrate our anniversary. First, the photos do not do this place justice - the construction, fixtures, and detail are high-end even down to the radiant heat in the cement floors. The setting is quiet, peaceful & serene with deer & bunnies all around. Yet, great restaurants & activities are within a 10-20 minute drive. We enjoyed being able to sit on the covered patio, even while it poured rain & enjoyed the hot tub right outside the bedroom. They even provide comfy robes & slippers to use for going in & out to the hot tub! Patti provided excellent driving directions, restaurant & activity recommendations & flexible check-in. If you're looking for a peaceful weekend in nature, definitely stay here.

Private Adirondack Chalet Game Room and Bar/Lounge
We had an amazing time here! Our family and friends spent the weekend for our son’s birthday and we felt right at home. The house is so cozy and comfortable. Will most definitely stay here again!

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 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!

Charming private cape house in Woodstock
Lola's place was clean, quiet, comfy and well situated for our needs. The house is well equipped, including butter, milk and eggs in the refrigerator (nice touch). Lola is very responsive, answering any question we had in a timely manner. We would definitely recommend and stay here again.

2 Bedroom House part of duplex in the Village
The staff at The Heritage were outstanding. Ray was god sent, he went above and beyond everyday. Not many left like him.

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! :)

Private Field House - Spacious 4 Bedroom Home
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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- Jiminy Peak Mountain Resort
- Catamount Mountain Ski Resort
- Six Flags New England
- Albany Center Gallery
- Berkshire East Mountain Resort
- Taconic State Park
- Mount Snow Ski Resort
- Bushnell Park
- Mohawk Mountain Ski Area
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- Naumkeag
- Beartown State Forest
- Otis Ridge
- Rockledge Golf Club
- WIckham Park
- Keney Park Golf Course
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- Bigelow Hollow State Park
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