Vacation rentals with a kayak in Windsor County

Had a very nice stay. Was worried about being snowed in but someone came to plow the driveway multiple times during our stay. Would definitely recommend !

Thomas and Tanja went over and above with their Airbnb rental home. The kitchen was stocked with everything we needed and even provided extra items like coffee, honey, salt and sugar. The beds had super soft linens and there were more than enough blankets for everyone in the house. The kids adored the XBox in the bunk room and loved having some extra entertainment after skiing. Bathrooms were stocked with toiletries and plush towels. We loved the fireplace and used it every day. Very efficient and easy to use. We were also very thankful for the easy check out directions and flexibility for check-in and check-out times. Highly recommended this cute mountain home.

We had a lovely stay at Jonathan's place at a pretty much perfect time of year. The views were incredible! The home had a ton of character, and somehow managed to be cozy despite being huge. The view from the shower/bath did not get old! We would definitely recommend to friends and family looking for a getaway.

Awesome place! All the games in the basement gave us something to do while hanging inside the house. It’s great being able to come back after a long day of snowboarding and relaxing in the hot tub. The kitchen had everything we needed to cook. Only thing “negative” I could say is we couldn’t find any trash bags for the trash cans but obviously not that big of a deal. Overall I would 100% recommend and would definitely stay here again, without a doubt

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 loved staying here! The wood stove and large living room were a great touch, and we felt very comfortable with how clean and well stocked the house was. Parking was a bit tough, but we figured it out.

This place is beautiful, meticulously organized and have everything you need! It’s great for a small family or group of friends that want to unwind on the lake. I’ll be back!

We had a great stay at Alexandra and Jay’s spot! The airb&b was immaculate - super clean, well decorated and fully stocked with more than what we could have expected for the weekend away. The hosts were super responsive and great to work with. Will stay again!

We enjoyed our stay at Madelyn’s place for our weekend ski trip. It was conveniently located close to Killington and was fairly spacious.

Beautiful, well equipped home on a lake. The house was very cozy with beautiful views of the lake and Okemo mountain. Bedrooms were perfectly configured for our family of 5, with plenty of bathrooms and seating areas throughout. House had great heating options (radiant heat, heat pumps and gas fireplace) to stay comfortable during a very, very cold week of skiing. We saw a bald eagle as well! Very easy to access Jackson Gore base area (5 minutes) and only a few more to the main base area. 10 minutes to town. Couple great restaurants nearby. Host was very responsive and accommodating. We arrived during a massive snow storm and Chris was very helpful addressing issues with plowing and shoveling of driveway/walkway. One thing to note is that the house is located on a gravel/dirt road. You need a 4WD vehicle with proper tires to access this area safely during bad weather. Would stay again!

We just got back from an amazing few days at Breezy Pines. Mary was always quick to respond to any questions I had. The cottage was well equipped from kitchen supplies to comfortable linens and towel, Wi-fi, as well as wood for the fire pit. We enjoyed lazy days lounging in the sun and swimming. Meals were enjoyed on the screen porch overlooking the lake. Amazing sunset views. We enjoyed every minute of our stay.

We had a great family ski trip and stay here. Amy was very proactive and communicated ahead of our arrival. The home was nicer than the pictures and the sauna was great. We'd gladly stay again.

Kristopher's place was very convenient for the local skiing and provided a warm, comfortable, and clean spot to relax and sleep. The indoor fireplace was fantastic and easy to use.

We had a lovely stay and Ken's place was the perfect location for a weekend of skiing at Okemo! The size of the cottage was perfect for 4 and included all the amenities (bonus points for an extra well stocked kitchen) we could've asked for. We will be back!

The little white cottage was lovely with everything we needed for a comfortable relaxing weekend. Like every other weekend this spring...it rained...but the cottage was still bright and cheery. So much to do , see, and eat so close by. We'll be back!

Don't hesitate to book this beautiful cabin! We spent several days in Weston at Andrea's place and it was perfect. The cabin was clean, cozy, and had all the modern amenities we wanted. The layout is wonderful and it was great to have a bedroom and bathroom on the first floor for my elderly parents. The location is very peaceful and really gives a feeling of privacy, even though it's just a few minutes away from downtown Weston and Londonderry. This was a truly outstanding Air BnB with every detail attended to. If we are in Weston again, we will definitely stay here!

We had a great time studying at the Treehouse! Our kids loved the kids room and the whole place had a very cozy vibe. Location to skiing and downtown options was great!

What a great getaway! My husband and I had a great weekend! We would’ve done more outside the cabin like using the hot tub, kayaks and fire pit, but unfortunately it rained most of the weekend. We were able to easily explore local sights like driving up Okemo mountain, walking around Ludlow and Killington and went to the farmers market in Rutland. I would definitely recommend this stay!

This was our second stay at this house, we were here last winter as well. The house is great and very convenient location. We prefer Jackson Gore to start and that's very easy to get to from the house. Kitchen was perfect and the plow came to the care is the snow shortly before we left for the slopes when it snowed overnight. As before, the kids really love hanging out on the loft space!!

We had a wonderful time visiting Vermont. We were able to ski, explore the area and have some great time as a family. The cabin was exactly what we needed, and we will certainly be returning. Thank you for sharing this treasure with us. Instructions were very clear and we appreciate your proactive communications. Thanks for some great memories.

It was perfect for what we wanted! We were giving Grandma an 80th Hallmark Experience. A lot of what we did was in Woodstock and it was a noce 30 min ride to the town, but for us very convenient. We had a family of 14 and we played games in ythe main living room all together. The downstairs was perfect for our older kids to hang out in!

We had a lovely stay at Ambers place. Her home is extremely cozy and homey—the perfect vibe for a lake / ski weekend. It’s very spacious (the photos don’t do it justice), had a well stocked kitchen, and a pretty lake view. About 10 mins from Okemo and 30 mins from Killington. Would definitely recommend!

Loved our stay!