Vacation rentals with a kayak in Windham County

This Airbnb was an absolute blast to spend time in! The amenities were wonderful and the location was amazing with a beautiful view. I highly recommend this Airbnb to anyone who's looking to retreat in a small town and enjoy some peace. Thank you Tony for being the best Host!

Whitley's place was just what we were looking for for our family weekend! Plenty of space with lots to do, the pool table was a big hit. Very close to Mount Snow and Stratton which was really convenient for the snowboarders/skiers in our group. Had a great time and would love to be back!

We had a great stay! The place was perfect, had plenty of space. Particularly loved the coffee bar which was well stocked. We took a day trip to Mass MOCA which was only about 30-40 minutes away.

Great space! We were comfortable with a big group here, and loved being so close to the slopes. Hot tub seems new and is in great condition.

We stayed for a long weekend and our stay with Sarah was perfect! The cabin is even cuter than the photos and is very cozy. It was perfect for our ski weekend at Okemo (only 20ish minute drive!). Very quiet and peaceful. The horses and the pupper on the property were extra charming. When we arrived, there was popcorn and candy to welcome us and helpful information for our stay. The cabin is warm and inviting and has everything you might need. Everything about the space is clearly very well maintained, including the horses which are obviously well cared for and loved. We definitely plan to stay here again!

We had a great weekend at Lisa's house! Lisa was easy to get in touch with and when she knew she might be out of touch she gave us an alternate person to contact. It's snowed overnight during our stay and we were plowed out early to get on the mountain for first tracks. The house is exactly as pictured on the listing, we were very comfortable, and the hot tub was key for relaxing after a day on the mountain. The house has a 80's feel to it, and the wood panelling gives mountain vibes. We had everything we needed for our stay and really enjoyed the time we spent together!

Very welcoming home, amenities were a great way to entertain ourselves during the night while kids were sleeping. The spacious living room, dining room and kitchen were an absolute dream! Would stay here again!

We loved this beautiful home. The quiet countryside was just what we wanted. The bird feeder provided great entertainment over breakfast. We enjoyed watching the sweet sixteen basketball on the large TV in the game room. Great place with a space for every need there. This was our second stay there but not our last.

Loved Ali’s cabin ! Small and cozy, has all you need. Ali was super responsive and clear. Would love to stay again.

Such a cute cottage! The cottage was clean and the beachfront was beautiful. Ali was very responsive and helpful. Great stay!

Ron & Priscilla are fabulous hosts! Extremely friendly and kind. They really went above and beyond to make sure we were safe and having a good time. They saved us from a winter snow storm AND a black out! They even came by to clear the snow on the path from the car to the house. The amount of things they did to make sure we were comfortable was really above and beyond. We felt right at home. The house was cozy and comfortable. The area is private, quiet and the surrounding area is beautiful. I would highly recommend anyone to stay with them. If we had more time off, we wouldn’t hesitate to go back! They really made our stay special.

The cabins were terrific. We had three cabins as a group. They are across the street from Spofford Lake, which has a small beach and a dock. We had a terrific night hanging out on the beach while lighting a fire in the pit. We had a great visit at Copper Cannon Distillery (located down the road) and went on a few hikes.

We had a lovely time at the Library cottage, sitting on the porch, walking the grounds. Nice to spend time right on the beach that has Adirondack chairs and a fire pit. Our host Ali was always available and helpful. The bunk bed layout was a surprise, but worked out fine. We’d love to come back, maybe even in the summer. Thank you Ali for a welcoming stay.

Even better than described! We had such a nice stay in the cottage. It’s absolutely adorable and has everything you could need for a night, a week or a month. Very clean and perfectly situated for privacy but close to attractions. Will definitely book again

We came to town for a wedding and had a fantastic stay. There are multiple cabins situated next to each other, which would be perfect for a couples' trip.

Everybody loved the place, lean and peaceful. I would recommend visiting.

It was a quiet, peaceful stay! Loved the hot tub!

My friends and I really enjoyed this location -- great fireplace and pit outside, really quaint spot. We also really appreciated the small touches that the host added (already had fire wood ready, some basic spices in the cabinets, and even though we didn't need them, they had tampons and toiletries available in the bathrooms). Would recommend and stay again.

Stayed for a ski weekend at Mount Snow. Nice, clean comfortable place, and we enjoyed the wood stove after skiing. We would definitely recommend this location.

This place is a hidden gem! Absolutely beautiful and incredibly charming. It is out in the country, and off the beaten path, if that’s what you’re looking for. Quiet and private and serene, yet not too far from town. The hosts were very friendly, and the rental itself was adorable. The kitchen had everything we needed, the views were stunning, and there is great hiking just up the road. We loved the outdoor shower - would be chilly in the winter. 5 out of 5

We stayed here for four days in August, and it was a great place for us. As someone who frequents this area for camping, I booked this weekend needing a cabin instead to accommodate other guests that do not camp. Plenty of room for everyone. This cabin was so tranquil and the sound of the water fall/river was perfect. It was quaint and cozy. The kitchen was stocked with plenty of cooking utensils, pots, pans, etc. bathroom and bedrooms are clean. The front porch and deck provided excellent outdoor space. The owner was so wonderful - texting us safe travels both check in and check out days and clear instructions on coming and leaving the home. I will gladly stay here again and am looking forward to doing so!

We had a great visit and would definitely rebook. We loved this beautiful house in such a peaceful setting close enough for our day trip to Mt. Snow. The accomodations were perfect for our group of 10- 5 adults & 5 kids. Very nice bedrooms, and beds with plenty of bathrooms. The living room is spacious and open, containing a charming fireplace and wraparound deck with a gorgeous view. The bunkbed room was perfect and gave all the kids their own space. Cons- 10 am checkout - way too early! The back slider door is broken and difficult to keep on its track - safety issue. The hot tub was insanely hot and hard to regulate. Not even one ping pong ball at the house for the table so the kids couldn't even play. Such a small thing but such a big bummer! :(

We had a great stay at this Vermont cabin. It felt like home right away, and we quickly got comfortable in the cozy living area. We spent hours playing cards around the table, enjoying the fireplace. The showers were hot, and the kitchen was well-equipped, making cooking a breeze. We had a few questions which Eva responded to quickly. It was amazing that she was kind enough to offer a late checkout, too, so we could enjoy our last morning and breakfast together. All in all, it was a comfortable and relaxing stay.