House holiday rentals in Windham County

Beautiful, relaxing, clean Airbnb. Had an issue with the shower, which can happen anywhere, Mk was super responsive and came over quickly. Loved loved loved our stay here. Didn’t use the swimming pool due to weather but the screened deck with the Fire Pit and the superb game room saved the day. Thank you for hosting us will be back

This was the perfect spot for what we were looking for as my son graduated from Conn College. The host was very responsive to my questions and flexible with check in times which we needed. House was exactly what was described and we had a wonderful time. Thank you!!

Brad was very friendly and helpful. Beautiful home!

From the moment we arrived, we felt completely at home thanks to the incredibly warm and welcoming hosts, Tania and Glenn. They went above and beyond to make our stay comfortable, offering great local tips and always greeting us with a smile. Their hospitality truly made a difference. The home itself is absolutely stunning—beautifully designed, impeccably clean, and filled with thoughtful touches that made it feel extra special. Whether we were enjoying a quiet morning coffee or relaxing in the cozy living area after a day of exploring, everything was perfect. This was one of the best Airbnb experiences we've ever had. If you're lucky enough to find availability here—book it! You won't regret it. Thank you, Tania and Glenn, for a truly unforgettable stay! 💛

The pool house is so cute and the outdoor patio is gorgeous and the perfect place to relax. Great place to stay if you want to stay near New Haven but also want to enjoy quiet away from the city. Sue is a responsive and very generous host!

A great place for family and friends. Very roomy, open kitchen to living comfort with many places to sit and socialize while preparing meals. Nicely decorated and very comfortable accommodating furniture. All the amenities. Every bedroom a king size bed with some rooms offering even more sleeping spaces. The pool pristine, perfect temperature and seating for those chatting on the sidelines while others swam. A simple walk downtown. In many cases the walk downtown was quicker than the ride downtown. My family truly enjoyed this vacation. My grand daughter (4) loved the home. Everyone was comfortable and had a great time.. Jason friendly and available before, during and at close. I highly recommend this gem in Mystic, Connecticut.

Had booked a girls getaway at Tracy and Patrick’s place and it was perfect, even with gloomy weather! The house perfectly matches all pictures and descriptions and has everything you’ll need and more for the perfect relaxing and fun getaway! We even got a cute surprise visit from their furry friends which is always loved!! There are also shops and beaches a short drive away, we just didn’t happen to go visit because we were enjoying our cozy time at the home. Thank you again Tracy and Patrick:) we would totally recommend and want to come back!

House was great lots to do around the house and inside the house. We came to visit with some young ones and we had a great time. AJ was always responsive and very friendly. We would highly recommend if you are traveling with a family such as I did. We will be back next year to visit our cousins again. Thank you AJ for a great experience.

The house was very nice, and Gwyneth is an excellent host.

Diane’s lake house was awesome. Peaceful and cute, right on the lake. The screened in porch is great at night and anything you need is within a 5-10 minute drive. Highly recommend this place.

The house felt like coming home. Everything you need was provided. The location is beautiful as is the surrounding area. We needed proximity to family and this was a perfect spot. All the amenities in the home were available and perfect for a weeklong stay. Thank you for a great stay!

wonderful stay by the lake in Ashford! Joe is a very nice host and very responsive if needed.

Had almost everything an entire family would need for a weekend (or longer) trip. The hosts were very helpful, even letting us check in early since we didn't encounter traffic like we planned for. They allowed us to smoke on the deck but we didn't bring ashtrays, we left for a bit & when we came back, they had put ashtrays on the picnic table for us! The basement was a HUGE hit for all of us, even the 77 year old grandpa we brought with us 😂 Lots of very cool memorabilia down there.

We had a lovely stay! The historical context of the main house and guest house (1750 House) is very interesting and we loved learning a little about the property. The 1750 House is perfectly appointed and all amenities were as described. We wish we had another day or two to continue to enjoy our stay. We’ll be back!

Beautiful View, just like the photos Comfortable and quiet.

We had a wonderful stay at Gary’s! Well equipped kitchen and exceptionally clean. The location so beautiful and very relaxing.

Zach is really proactive and kind. He left me alone , which is what I needed for this short trip, but made me feel like if I needed anything (recommendations, assistance, communications) he would be responsive and quick. The place is a cool New England house with a lot of charm. The neighbors are respectful and quiet. Youre minutes away from a lot of great Connecticut icons and Uber is accessible and cheap. I hope to stay here agin when I return in Sept. The upstairs room is challenging if there are mobility concerns - I would try to book the lower levels. All was wonderful and Zach was kind.

Mighty was a wonderful host, and the sweet cottage on the lake was just peaceful and fun. Every inch of the house has been decorated with care, and the feeling of waking up to look out over the lake is unbeatable. We enjoyed our time so much, and took home lavender sachets generously offered as a reminder of the experience. Highly recommend if you're looking for a beautiful, peaceful place to be in Western MA, with great proximity to the attractions of Amherst and Northampton. Don't miss the Montague Bookmill for used books and a cafe overlooking a rushing river--a treasure!

Our stay here was amazing! So much attention to detail was put into every aspect of this home. It was spotless and very well maintained. We enjoyed being able to use the kayaks, paddleboards, and canoe. We never felt like something was missing and never had a hard time finding what we needed. It is such a quiet and peaceful area and we spent a lot of time just sitting by the water relaxing. We loved being able to have a fire right by the water as well. The downstairs game room/theatre was a blast as well. Overall I would 100% book a stay here in the future and highly recommend it.

Magical Stay For Daughters Wedding! Perfect Location near family but so peaceful and felt Like a World Away…had everything we needed and super clean. Would definitely stay again!!

The yard was huge and private. The home was clean and a great gathering place for cooking, visiting, and game playing. Emma, our host, was friendly and had a very quick response time with all communications.

We had a great stay at the lake house! It is in a great location--only 3-4 minutes from good restaurants. It's definitely set up well for families and my kids loved playing outside on the volleyball court. It has beautiful views from many rooms in the house because it is on a promontory on the lake. I highly recommend this place!

Mr. Andrew was great! Made sure we didn't go without. On my next trip I would LOVE to come back. I felt right at home.

Staying at Daniela’s place was great! Super easy to find and get into the peaceful house on the pond. Even though it was pet friendly, the house was spotless and had no wear or tear from previous visitors. It was great that they had child gates at stairs too! The dog loved going out in the canoe and swimming in the pond! Great place overall!