Pet-friendly holiday rentals in Windsor County

David’s place was amazing! It was excellent for our group, and he was very communicative. Thanks so much!

A beautiful place with an incredible view of the mountains- cozy and warm and extra comfy beds! Sheryl’s kitchen had everything we needed. And close to okemo

This was our second time staying at the racquetball house and it was just as incredible as the first. Lucked out with some great spring skiing on Friday, and checked into the Airbnb after. The house is very conveniently located to the mountain. We made full use of the court. Played racquetball, volleyball, dodgeball, kickball, pickleball, wall ball. Basically just spent all weekend playing games in the court and then relaxing in the hot tub to end the day. The living room / kitchen area is a great gathering layout. We will definitely be back.

We loved staying at Gina’s place. We had everything we needed and our stay was comfortable.

We had a wonderful stay at Christine's beautiful home in South Woodstock. There was a small hiccup with the entry code, but she was very responsive. The house is cozy, quiet, and very well stocked for a great stay. While some AirBnbs lack kitchen supplies, the house is well equipped to prepare food for a group. We very much enjoyed the gas fireplace and comfortable sitting areas. We hope to return sometime in the summer months. Thank you!

Six of us stayed four nights in March at Paula’s place. Everything was great. Of the ones that stayed in the bunks all agreed we slept great. Usually bunks are uncomfortable but it was nice here. We aren’t small either. The house had everything we needed and was close enough to the mountain. We had two days of good snowboarding. The access road to the house isn’t great but we all made it fine with a civic, X3, and F150. We would all stay here again. Paula is a great host.

Cozy and charming getaway. Beautifully furnished with wonderful and responsive hosts.

Chris isn't joking that he likes to keep the kitchen well stocked. It was great having everything that a typical kitchen would have at your convenience. The views were gorgeous and were really enjoyable when relaxing in the hot tub. Our three boys loved the kids room and that there were toys to play with. The location made our Vermont stay all that much more enjoyable, thank you for the great memories!

Great communication, even with two days of snow excellent clearance. Definitely recommend 4WD as noted in the listing. Otherwise great place/location for large family gathering! GO BIRDS!

Perfect location for skiing, and cosy home that we all enjoyed (including our pup). We appreciated the thoughtful touches provided by the host, and the apple orchard was a beautiful setting. Would definitely stay again!

Dan & Holly are amazing hosts. They provided everything needed to make our week great. They left dining recommendations and all of the information we needed for the property. It was the perfect space for our family. The on-site amenities were great. The pool space was super clean and the staff was amazing. The property is well maintained and we had everything we needed to feel at home. We would definitely recommend this property to friends and family. Downtown Rutland was a short drive, and there was so much to see just minutes from the property. Dan & Holly are extremely responsive and truly think of everything. We had no questions and checking in and out was a breeze because they are so thorough. It was a wonderful experience from start to finish.

The stay was excellent. The home was beautifully renovated. The rooms were large and very comfortable. Location was perfect for the 8 of us for a ski weekend at Killington. Hope to be back.

Beautiful home and cottage with stunning surrounding scenery. Came here on a getaway from NYC and it was exactly what we needed. The jumbo jet bathtubs and fireplaces give this cozy space a luxurious feel, and the kitchen was downright impressive (brought a chef friend for us who was very impressed). Had to call the host with some questions when I arrived but they were answered immediately. Very clear check in instructions from the host and once we pulled up to the property it was very seamless to get inside and begin unpacking. We had an stress-free stay and checkout thanks to the intention with which these hosts set up their space and rental process. We will be coming back next year!

Excellent place for our group. Definitely would recommend. 10 out of 10

My family (2 adults, 11 yo daughter, dog) enjoyed a 4-night stay at Ryan's place in Killington over Christmas. The home was as described and in good condition. Ryan was very communicative and responsive. We would stay there again. We had one night of moderate snow (4-5 inches) and the driveway was cleared promptly in the morning. The one bummer about our stay was that the trail next to the house - Great Eastern - was not open while we were there. The Killington lodges are just a few minutes away by car, so not a big deal, but we did not have a ski-in/ski-out experience. Of course, this was completely outside of Ryan's control, but it is something to check on before you go. The trail finally opened the morning we left..

The place was great, clean, nice bathrooms. The oven seemed like it wouldn't go up to temperature at one point so I messaged the host and they responded right away to get the maintenance folks over. But it turned out that it was just set to Celsius and I was able to look up how to change it online (Hold down the broil button!). There were PLENTY of towels/linens which was nice.

Jules was responsive, personable, and a great host. We have enjoyed our stay for 2 nights. Thank you !!!

Perfect to meet friends and ski! 3 minutes from Okema and short drive to Bromely. Responsive hosts. Cooked in useful kitchen. Would come back!

We fully enjoyed staying at Daniellle's place. It is conveniently located within 15 minutes of Killington and within 30 minutes of Woodstock. the place is very clean and updated. The beds were very comfortable and we had everything we needed to cook our meals. I would stay at Danielle's place again.

This is the second time we stayed at Jeffrey's place. We love the location and Jeffrey makes it easy.

Beautiful cabin in a great location. We so enjoyed our stay. Their guidebook was well put together and have great suggestions of things to do the day we were iced out at the mountain.

We *LOVED* our time in the Cabin in the Woods. Sondra and Daniel were very responsive in responding to questions about the property. The layout of the cabin was sensible and comfortable and the bed was very comfortable. We would love to go back! The cabin location is perfect and is sweet and romantic. Sondra and Daniel have thought through every detail. Thanks again for a splendid vacation spot!

We had a great time staying at this property. The cabin is very cozy and comfortable, the layout is unique. Halley was responsive and gave us good recommendations of what to do in the area. The science museum and VINS were a lot of fun. We will definitely stay again.

This was a lovely 3 min hike-in hike-out very private excellent campsite. All the amenities Youn described matched and he is wonderfully responsive and generous to help carry our tent and things with his atv. He is an exceptional host :)