Guesthouse vacation rentals in Western Massachusetts

A very cute and rustic cottage stay for a weekend get away. It is perfectly located just minutes away from Tivoli, and feels private enough. Yuko & Ethan were super easy to communicate with and check in + check out was super smooth!

Judy could Jay have been a better host. My children and I were in town for a family function and couldn’t be happier with the stay.

I just want to say that this is a very beautiful place. Julian & Karen were extremely nice to us and to have us there. Karen made sure we were comfortable with the stay, and was very respectful and the place was very cozy and inviting. The place is beautiful and warm. Her recommendations were very helpful and we truly enjoyed ourselves! I will come back again! Thank you so much for your wonderful hospitality!

If you're looking for a private retreat in a gorgeous setting, this is your place. The property is stunning, super walkable grounds, and a gorgeous back patio. S.A. is a super host, and when we ran into an issue, he was quick to respond and help. We recommend this place, and intend to stay again in the future.

We enjoyed our stay at the Carriage House very much. Jennifer is a great host - very attentive with excellent communication.

The location was perfect for our needs. Samantha greeted us when we arrived and responded to our texts. This the second time we’ve stayed here and loved it.

Cabin on Little River met our expectations and more. Myself, 2 sisters and my daughter wanted a quiet getaway. A charming open concept post and beam, pine floors and wood trim, woodstove for winter, deck with charcoal grill. It's very rural and IN the woods ( so bring bug repellant). Even though the host's home is visible you still feel tucked away. Kitchen and bath are modern and clean and the beds and livingroom were very comfortable. The soothing sound of the river is always present. It was relaxing to sit down in the adirondack chairs near its bank. The woods provide a place to walk. Lake is across the road. Glenn informed us of several events nearby that we were really interested in...but we never felt like leaving the cabin! There's a big firepit nearby and wood provided. Glenn is a wonderful host. A fellow artist, I asked to see his studio on the ground level. Even bought a couple small paintings. Do not hesitate to book this place if you are looking for a quiet respite!

Fantastic accommodations, wonderful host and a wonderfully convenient yet private location. The amenities and care taken to design this rental unit were top notch and we will definitely be returning. Jodi is an exceptional host - readily available, friendly, helpful w knowledge to share about the local area, yet still maintaining privacy for guests to relax and unwind on the deck while listening to the babbling stream. Great people and a great time all around!

The cabin was a peaceful respite. Cozy, comfy, and the stream was so calming. Sophie's restaurant recommendations were excellent, the Korean restaurant is a hidden gem.

This place was a perfect weekend get away for myself and husband. Plenty of space for the two of us. The place was nicely, decorated and fully furnished with accessories if you wish to cook. I enjoyed the spaces between the outside patio as well as the hot tub. Bill was great with giving suggestions of local places, even though I was a local myself.. if you’re looking for a quiet getaway this is your place.

We had an amazing stay at Kristin and Dave’s cottage and cannot wait to return. The cottage was spotless, very well equipped, and supremely comfortable. Both Kristin and Dave were very responsive, extremely helpful, and provided great instructions and assistance. The location was beautiful and so peaceful. The outdoor space was such a nice option, and the porch and pool were so nice to relax in. We wholeheartedly recommend the cottage!

Denise’s place was an amazing gateway from the craziness of the city. If somebody wants to escape and feel the quiet of the nature please book this right away. My boyfriend and me enjoyed this place a lot for the only two days we stay. Thanks Denise’s ❤️✨

John's place is in a great location. Walking distance to downtown Saratoga. Very close to the track. A couple of good Restaurant's near by. Pictures and description of property were perfect. Place was spacious and very clean. Perfect for a couple or 2 couples. We would definitely stay there again.

We loved our stay with Gary and Cindy! Cindy met us and showed us around. She kindly offered books for our kids and showed us her beautiful plants. They have lots of grandkids so they were happy to let our kids run free in their yard with their dogs, which my kids loved. The kids loved the little cubby hole beds and the cottage was comfortable and cozy. Cindy even had muffins and flowers awaiting us in the cottage. Highly recommend!

The cottage is beautiful and such a surprise when you open the front door - the magical stream is right out the window. Although the cottage is close to the road you would never know it - the back patio is just perfect!! An easy drive to a a number of small and lovely quintessentially New England villages. We would highly recommend Jeff and Elizabeth's cottage!

We felt very comfortable here but missed having a few amenities, especially a toaster oven, a dishwasher, and a laundry. If you’re not staying for more than a few days these items would not be important. We were staying for 8 days and planned to do a fair amount of cooking which made these items more desirable. However, none of this was a dealbreaker. The overall coziness, comfort, and attention to detail and decorative touches were more important to us and appreciated!

The unit and property are very nice. It was super convenient for the event I was attending and price and accommodations was a great value. I will certainly return again if available as my event is twice a year. Thank you Bill and Kimberly, you have a great home and rental.

We were in town for a family wedding and this was the perfect place for 20 or so of us to spend the weekend. Everything was great. We were so comfortable and had so much fun! Thank you to Meiling, Martin, Mayra, and all the folks who assist them with housekeeping and logistics. Hope to find an excuse to return, as everyone was sorry when our stay came to an end. Highly recommend without hesitation.

Our experience at Heidi’s place was amazing. The location is peaceful, beautiful and private. The place was clean and had all the amenities listed. Would definitely come again and recommend it to others!

Poppy went above-and-beyond to make us feel welcome and make sure we had everything we needed. She also generously accommodated an unexpected change, the space was cozy and comfortable. Really looking forward to staying again soon!

Jill and T. were amazing hosts, quite possibly the nicest and all around best that I've experienced. They were attentive and incredibly kind, and together have a presence to them that makes you feel comfortable and right at home. They also were a wealth of knowledge about the surrounding area, the property, and the trails that are accessible right down the road from the guest house. The guest house itself is across the large driveway from the main house, and while close, it feels properly secluded and private. Inside, it is impeccably furnished with the styling and taste that only someone well traveled could do so well: books about sculptors, poetry, classics, Vermont history. Beautiful furniture and an inviting layout of the space. The furnishings, books, kitchen setup, and many places to sit and relax, were as much part of the greatness as the nature surrounding it. I will absolutely come back here for the relaxation, the amenities, and also the lovely hosts.

Upon entry, my architect husband said "Cute Cottage; Susan you did it again." Plenty of room for a couple in their mid-seventies, and a Millennial daughter. The cottage is very well insulated such that I didn't have to run the heat except for fifteen minutes at bedtime in mid-October, yet there is a big south-facing sliding door in each of the rooms where the sun and moon shines through. Beautiful woodland falls away from the cottage and small patio beyond the sliding doors, and moonlight is magic on all the leaves. If we had more time we would have investigated the many books in the shelving. We will find excuses for coming back to the area and will stay here again.

Me gustó mucha el alojamiento, muy acogedor y agradable, además el espacio es el adecuado para lo que estaba buscando, me siento muy complacido y agradecido

We had such a great long stay at Sarah and Chris's place, mostly skiing but also hiking and touring. The apartment is better than the photos, and the beds and furniture are very comfy. We ended up cooking quite a bit, and the kitchen was perfectly equipped for our needs. We loved having great food shopping minutes away and we also took advantage of the nearby spa. Sarah and Chris were very helpful and made sure all was good with our stay. It was perfect! We hope to return again.