Pet-friendly holiday rentals in Windsor County

Derek and Tierney were very considerate and responsive hosts. And we loved their place. It was clean, very spacious, had everything we needed, and was super close to downtown! Would definitely stay here again on our next trip to Woodstock!

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

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!

We loved staying at Paula’s place! It was such a cozy spot. We loved the fire place and spent a long time playing games in front of it. Paula was a lovely host and was flexible with our check out because we got a ton of snow. Short drive to killington where we skied. Definitely would recommend!

Tom and Katy’s home was the perfect home base for a few days of skiing. Our three kids had plenty of space to spread out. They loved the treehouse and took full advantage of all the books and toys in the house. The kitchen is one of the better - stocked ones we’ve stayed in. We had no problem cooking breakfasts and dinners, and appreciated the appliances were all clean, working and the oils and spices were all fresh! The house has lots of little touches to make you feel at home - sound machines, extra towels, step stool and bath toys for the little ones, throw blankets and even spare toiletries. These were all much appreciated! Lastly, we loved that it was a shoes off home. This makes such a big difference in how clean a home stays and we could tell! We would stay again!

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.

The house was great and comfortably accommodated our group of 12. The kitchen was well stocked with basics, bathrooms were clean. The hosts were very responsive to messages before and during our stay. Thank you Mark and Laura for a great weekend trip!

The house was great. Very comfortable and the house was spacious. It was nice that they had board games there. The apple pie they left for us was delicious. The orchard is beautiful. It was close to Killington for skiing. Highly recommend!

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.

Perfect place! Nice bed, nice bathroom and tub! Complete tableware (fork/knife/spoon/hotpot/juice machine) The heating makes the house warm. I slept well here.

Absolutely lovely place, conveniently located right next to Killington. Everyone in the area was super friendly. 100% would recommend this place and I’ll absolutely 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!

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

Honestly, you couldn’t ask for a better location coupled with over-the-top amenities - restaurants are right next door, the Big K ski hill is right up the road along with various markets and shops…Then there’s the Spa! Oh, the Spa😆 - it’s walkable, the access is easy and the hot tub/pool are sweet!

Lovely, clean, and cozy two bedroom stay! Great location for a ski weekend, with one-hour drives or less to nearby mountains! Comfy beds, great shower, and cute kitchenette!

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.

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!

Absolutely amazing place to stay! Exactly like the description, coziest place we have ever stayed with Airbnb, extremely clean and warm even in the midst of winter! We stayed to ski at Magic Mountain for the weekend, easy 5 minute drive away, and beautiful view of Magic Mountain from the front windows. To ice the cake, we got engaged in the house! Could not have imagined a better place to be! We will definitely be back soon! Thank you Scott & Rachel!

This cabin is oozing with Vermont charm. We loved firing up the woodburning stove on a cold afternoon. Nice quiet location on a lovely road, Quechee and Woodstock easily accessible. Halley responded very quickly and helpfully to my handful of questions. We'll be back.

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 :)

We had a great time celebrating my friends bachelor party! Great location to Okemo and Killington. Place was very clean comfortably accommodated all guests and had lots of fun games in the basement, wouldrecommend to anyone. Hosts were very friendly and helpful. Make sure at least one member of the party has all wheel drive road to the house is very icy but manageable as long as you have the proper equipment. Overall fantastic place would love to visit again!