Tiny house vacation rentals in Western Massachusetts

Enjoyed our stay at the cabin, very nice little weekend getaway and stayed cozy during the surprise late winter wonderland. Stacey keeps the place well equipped and looking very nice for a cabin!

Marinas little red cabin was perfect for our ski trip! The WiFi is a little rough but we didn’t spend much time on our phones Bring dvd’s (the collection is solid but more the better) Perfect distance to okemo, Stowe is less than two hours so it was great! The cabin felt so cozy and felt right at home! Would def book again!

We had a very relaxing and restorative stay at the Esopus studio. The studio was very comfortable and the area was in a beautiful neighborhood surrounded by forest and mountains and across the street from a creek! Alma and James were very responsive and gave great recommendations too!

We had a fantastic getaway weekend with friends and enjoyed a calming stay at Joe and Barb's place. We saw so many different types of birds and animals and had a blast hiking around the trails referred to us by Joe and Barb. Would love to visit again and would recommend to anyone looking to travel to the New Paltz area.

Tina’s place is fabulous. The modern decor and architecture is beautiful. The location is peaceful and the fenced in yard was amazing; our dog loved roaming around and exploring. The outdoor space is great for grilling and sitting around the fire pit. We especially loved the kitchen. It is fully appointed and the kitchen island is incredible for prep and serving. The washer dryer combo was an excellent touch and we were able to do a couple of quick washes so that everything was clean and ready to unpack at home. Saving the best for last; the soaker tub in the master bedroom is luxurious and relaxing. Thank you, Tina. We can’t wait to visit again soon.

Very quaint little home. Great spot for couples. Cynsie was a great hostess.

My stay at The GlassHouse was nothing short of magical. The house is absolutely stunning — every little detail is so well thought out, cozy, and beautiful. The views, the comfort, the peace — everything exceeded my expectations. Seth and the team were incredibly kind, responsive, and welcoming throughout my stay. I couldn’t have asked for better hosts. I felt truly cared for, and it made the whole experience unforgettable. I can’t wait to return. Highly recommend to anyone looking for a peaceful escape in a truly special place!🥹❤️✨ Also, for fellow horse lovers like me — there’s a wonderful horse farm (Crotta Farm, home of Applejack Stables) just a short walk away. It felt like a dream being able to spend time near horses in such a peaceful setting.🥰✨✨

My girlfriend and I stayed at Mike & Anna's cabin for a long weekend with the intention of spending the weekend inside, enjoying a fire, and disconnecting from work and technology. It was incredible, such a comfortable, beautiful, tranquil, and cozy home. We're already planning a chance to go back. Genuinely exactly what we wanted for a cozy cabin with a fire.

We had a great time at Mark's place. From the beginning, Mark had quick responses and answered any and all questions quickly. Check in was super easy and the house matches the photos exactly. We were impressed by how spotless the house is, not a speck of dust. Thanks again, Mark!

Peter and his team were extremely helpful and responsive. The house was perfect for our family’s weekend trip to Mohegan Sun. Would definitely stay here again!

Pat & Kelley’s place is a great spot! The cabin was very clean and comfortable. Loved spending time relaxing by the creek.. I would definitely stay here again in the future. Thank you Pat and Kelley!

Great place to stay and great host!

I booked this after booking tickets to a nearby show. I was going to cancel, but wasn’t able to sell the tickets. So, I went to New Hampshire, and I’m SOO glad I did! The road noise (hwy) was evident when outside. But, it’s not so much that I won’t book again. I loved the coffee / tea set up. ( coffee pour over 🥰 if you don’t know, use the google)! I didn’t even use the pre brewed espresso I bought! Most importantly; As soon as I entered the cottage I felt a great sense of calm & peace. I booked a solo stay and felt very safe throughout my stay. The smoke detector was chirping & Lance was there to fix it literally within a minute! Had a couple of good conversations with him; I definitely plan to book again!

If you are looking for a place to relax and be surrounded by nature you can’t go wrong by choosing Molly’s cottage. The view is beautiful and it’s so peaceful . Inside the cottage you have everything what you need. I will definitely recommend this place and can’t wait to come back!

Our stay at Cabin Noir was absolutely wonderful. My girlfriend and I spent three amazing nights and 4 amazing days enjoying the beautiful Woodstock area. Between the amenities at the cabin, and Gloria's list of recommended activities/restaurants, there was more than enough to enjoy, and I would definitely stay there again. The roof deck, the hot tub, the fire pit, climate controls, and modern creature comforts, combined with many indoor and outdoor seating options allowed for great times reading, doing puzzles, lounging, cooking, self care, and everything in between. It's location (about a 12 min drive from downtown Woodstock) allowed for peace and solitude, or shopping and socializing, depending on how you're feeling. There are also plenty of grocery stores, scenic drives/locations, and great restaurants in every direction. Every question we had was promptly and clearly answered by Gloria. 10/10 would recommend.

Second stay here and even better than before. Cozy, private, and beautiful.

This place was a great stay, the space was well equipped. Being right by the water, hearing that falling asleep was sublime!

Great Weekend getaway very private & secluded. Everything was perfect as advertised no complaints maybe besides to vacuum the couch free of pet dander for people with pet allergies. Everything else was spot on the hot tub was very fun. One piece of advice is to really stay on your own property line, we saw flashlights close by to ours at around 3 am. That would definitely spook you although i’m sure it was just neighbors. Would recommend this place to anyone , 100% worth it. 10/10

We had a lovely stay at Monica’s place. It was a cozy getaway from the city and we had a wonderful weekend trip to the nearby towns. The space is exactly as listed and even cuter in person. Highly recommend!

My boyfriend and I were beyond ecstatic about this tiny cabin. Very clean and just as described. The comforts of home, outdoors. It was cold during our stay (there is no heat or AC) but extra blankets and plenty of firewood was provided! We saw otters, bald eagles, deer, blue jays and beautiful sunsets. We brought our electric scooters and scooted to the town of Ayer which was absolutely adorable! Highly recommend “Tiny’s” for breakfast, “Nashoba club pizza and taproom” and “Gibbet Hill Grill” check out Bancroft Castle while at Gibbet Hill Grill. We were very happy with our stay. Snacks and drinks were also provided at the cabin. Thank you for sharing your property with us! We’ll be back!

Our second time here. So peaceful and secluded. One of the best parts is not having internet

My wife, two year old, two dogs, and myself stayed at this beautiful property for our anniversary. It was an easy choice for us as they were able to accommodate our two pups which was important to us. Something that also appealed to us was the playground, which was a few feet away from our cabin. This all made it so easy for us with a toddler and two dogs to vacation with ease. Our host were incredibly friendly and very open to helping us if we were to have any issues or concerns, which we did not because the stay was perfect. I would highly recommend to families or people with pets. Our toddler was very found of the lively and very sweet donkey. Thank you so much for hosting us. :)

this was the second time staying at this cabin. We found new amenities like a cute little table and small gas kitchen right outside of the cabin, we cooked hamburgers and steaks out there. we asked for steaks for a barbecue and they had some that we buyed so we didn't have to go outside of the property. Really peaceful space. Thank you for everything 😊

This place was a dream getaway from the city. The cabin was cozy and easy to get to AND the sauna was a huge add to our stay. Would love to stay here again!