Pet-friendly vacation 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!

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.

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.

we arrived late in the evening and was amazed at the size of the house. I was lost a few times as it has several staircases and several ways to get to the kitchen and pub area. The kitchen is well stocked, many pots and pans. All the tools you need. Also a very large stove and oven. Brand new fridge, a chefs work table and a separate dinning table for 8 or 10 people. Chefs delight. Plenty of dinnerware! The solarium was my favorite room morning and mid-day. Sunshine through the snow covered pines, very beautiful! Gas fireplace made it very cozy! In the evening we enjoyed the Pub area. Played ping pong, pool and watched some movies. Wood burning stove was very warming and pleasant to watch! Everyone slept well, and each bedroom had their own bathroom with a soaking tub. We really enjoyed Okemo, Magic mountain, the local farm stores and the Scottish pub MacLomains, friendly staff and great beers and food! Hope to return 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

Nice place for the 6 of us and dog for a long ski weekend in March. Condo was as described. The kitchen was very clean, nothing in fridge. New fridge and new oven. The bathrooms were very clean. The beds were comfortable. The upstairs space a bit tight for 4 adults, but we managed fine. Two of the twin beds are in an open loft area, which didn’t bother us as we were all going to bed at the same time and waking early to go skiing. Just mentioning this in case you were looking for a 3rd bedroom that was fully enclosed. The Spa and Cafe/ Wine Bar were a great addition to our ski weekend activities. The host was wonderful and very responsive. We highly recommend this condo.

Catherine is a great host--very responsive and a clear communicator. Once Catherine notified us prior to our arrival we literally had no questions for her throughout our stay. She crossed every T and dotted each I before we walked through the door. The home itself was extremely comfortable and more than spacious enough for my daughter and I. And there was room for more (Next trip?). Location on Killington's access road makes anything you want or need just a short drive away. Nothing but fond memories of our stay at Catherine's.

We had a very nice stay at Jules place. Very clean and great location.

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!

Such a cute little cottage. Close enough to town but far enough to feel secluded. My daughter loved the bunk beds and adored the loft so much especially since it had so many toys. Thanks again!

We absolutely loved it! Peaceful and quiet spring break for us to let our dog sniff and run around on all the acres! Beautiful cabin and we were so close to amazing restaurants in both Vermont and New Hampshire!

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!!