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

Gina was a very friendly and responsive host. She kindly allowed us an hour later at checkout and was easy to reach via text. Overall she was very flexible with us which we appreciated! Gina’s home is antique and historic with lots of character. We can understand why she requests that guests follow basic ground rules to help preserve the integrity of her place. The list of rules can seem daunting at first look but really she is not asking for anything out of the ordinary- treat her appliances gently and respect her belongings. Check-out was simple, we only had to strip the beds, start a load of wash, run the dishwasher and take the trash out. These are things we normally do anyway at checkout. Overall, the location is fantastic being only 10 minutes from Skyeship at Killington. The house has plenty of room for big groups and has creature comforts like laundry and a 5-star kitchen. It’s pet friendly, cozy and has charm. If this checks all your boxes, we highly recommend!

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!

We had a great stay in the house. The hot tub and back yard patio were awesome amenities and exactly as shown. We rented the house for a ski weekend at Killington and found the commute back and forth super easy. Chris was also an attentive host, answering our questions promptly and providing a pleasant stay. Would stay here again

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 stay was great! Perfect for a great ski weekend. Very close to killington/pico and we had a great experience with Jonathan as a host!

We had a great stay at Dan & Holly’s place. The condo was bright, spacious and clean. It allowed plenty of room for our family of 5 to spread out. Holly and Dan were super responsive to any questions we had during our stay. The location was perfect for our ski vacation.

The place is nice. Easy to find; easy to check in; spotless clean; spacious; kitchen packed with appliances. Spacious room, squeaky clean bathrooms. Special kudos for disposable slippers for the hot tub. A nice, spacious, clean, packed place. Great location -- close to both Okemo and Killington. Located in a town that has lots and lots of shopping plazas with quite many large stores, fast food chains, and restaurants. The host responds quickly. I've enjoyed my stay here and will happily book it again! Small downsides, easily fixable: -The communication from the host is a bit overwhelming (got a few dozen long automated texts); -Some security measures seemed a bit excessive too, including third-party ID verification, the hot tub waiver, and the hot tub lock; -The hot tub seemed to have bath foam (?) poured in the water - once we ran the jets, it started foaming like crazy and we weren't sure about the origins of this foam; -The porch was iced - had to pay attention not to slip.

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.

Danielle is very patient and the house is awesome! Really recommend!

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.

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.

Ellen was fantastic, very responsive. She had coffee, fresh pumpkin bread and everything else there for our stay, we brought our own stuff but she had everything in case we forgot something. We hope to return!

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 absolutely loved our time at this home. The location was beautiful and relaxed for our kids and dog, there was a lot of space packed in thei home between the 4 bedrooms and the basement with 5the sleeping space and plenty of hang out space. The pellet stove kept the place toasty and the kitchen was well stocked but best of all was the communication. We stayed for 6 weeks and encountered a few questions as you would and the responses were within minutes if that and our hosts solved every problem with ease and hospitality. We didn’t want to leave when our stay was done. The garbage was picked up whenever we asked and the driveway which does need 4x4 was plowed routinely and regularly. You can tell these hosts have plenty of pride in ownership, they kept all supplies well stocked and fun perks like a Nintendo switch, or electric fireplaces, extra tooth brushes, maple syrup and body lotion after a day on the slopes. I cannot recommend this location and owners enough!