Pet-friendly holiday rentals in Windsor County

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

Stayed here for a ski weekend with friends! The house was massive and perfect for everyone! It was clean, well stocked and had clear inspections to get in and where everything is located. Perfect location to killington to ski and having access to the shuttle to go out at night was amazing! Highly recommend staying here!!

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.

The house is very comfortable and the coffee bar was a very nice touch. We enjoyed the hot tub and walks down the street. There is little to no traffic on the connecting road and it was nice for winter walking. The area is charming with rolling hills and brightly colored barns and houses. It was great to be able to have our doggy with us too. It is close to Killington and Woodstock is a cute little town.

My friends and I had a great time at this place! The home was beautiful and very spacious - we were able to all hang out in the hot tub, kitchen, living room, and no place felt cramped.

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!

I had a great time with some friends here on a ski trip. The house had everything we needed to cook breakfasts and dinners, with a surprisingly spacious living room area. Great location and lovely welcome when we arrived. I’m looking forward to coming back again!

Dan and Holly are wonderful hosts. Excellent condo unit in a quiet, private location yet very close to great skiing, excellent restaurants, and live music. Condo was spacious, clean, and well kept. Dan and Holly obviously really care about their guests. Highly recommended.

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.

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.

Great spot for a week of skiing! Danielle was very helpful and communicative throughout

Jules’s place is so bright and warm. Tasteful decor and perfect for my partner and I’d weekend getaway. I would stay there again!

Wonderful place. Great host. We were a group of 12 from age 75 to 5 year old. All enjoyed the stay. Very convenient and close to okemo ski resort.. host was friendly and very responsive. We left air pods and he was kind enough to mail it to us. I will stay again definitely

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

A charming, secluded, wooded space on a quiet Vermont road with access to various towns and activities nearby. The area is beautiful, hosts are responsive, I’d visit again. Certainly a visit to the Crowley Cheese Factory is a must.

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 wanted to check out Halley’s log cabin as a possible place to bring our dog when we come to this area to visit our daughter and her family. The cabin itself is very pet-friendly with good-sized rooms, and the surroundings are great for a dog to explore. The cabin is on a quiet road, and when I walked each day there was very little traffic, so safe for walking a dog! We found that it was very peaceful for sleeping. When we had a couple questions, Halley was very quick to respond. As several others have mentioned, you are not far from Quechee and Woodstock and the major highways, so if you want privacy and convenience then this place fits the bill.

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 :)

My group had a great time at Katie’s place. Location was great, close to ski resorts and towns. House was well equipped with everything we needed. We’ll definitely book again. Thank you!!