House holiday rentals in Windsor County

We really enjoyed our stay at this super cute Airbnb! The location was perfect — just a quick drive to everywhere we wanted to go, which made exploring the area super convenient. The space itself was clean, cozy, and had such a charming vibe. One thing to note is that there’s no AC, which I didn’t realize ahead of time. It wasn’t a dealbreaker by any means, but as a cold sleeper, it was a bit warm for me in June — just something to keep in mind depending on the season. Overall, it was a lovely place and a great spot for a getaway!

This is a beautiful property tucked away in the hills of farmland above Norwich. It was perfect for an extended family getaway. Kids loved the pool, ping-pong table and pool table and we loved cooking in the well-appointed kitchen. Great little hike with outstanding views about 20 minutes away on Gile Mountain.

Ashley was super friendly and responsive and her place was as described with everything I need and more to make me feel right at home. Would love to stay here again. Thank you so much for letting us stay at your beautiful place!

We enjoyed our stay. we felt at home. very spacious and cozy. this house has everything you need for your stay. Very close to Rutland. The fresh baked apple pie was a bonus. It was so delicious. Everything was perfect for us! Thank you! We will definitely be back again!

Jenna' place was great! Nice open and comfy feel to the living room and dining room. The kitchen was well stocked and really clean. The beds were comfortable and the bedrooms were cozy. I would definitely recommend Jenna's home.

Kat’s house on Dana road was the perfect place for our vacation to Vermont. Our family appreciated the clear instructions, helpful hints, and well thought out amenities. We really liked the Whisper Hill products in the bathrooms and made sure we went to the store in Quechee to buy some of the lotion before we left. We have stayed at a lot of AirBnB’s, but the house on Dana road was the most well equipped out of all of our stays!

My family and I truly enjoyed our time spent at the farmhouse. Everything was as expected from the listing. The pictures do not do justice for the property. It's beautiful and well maintained. The pool was nice, warm, and clean. There are yard games readily available and a nice fire pit area. Brin and Maria are super responsive and left very detailed instructions on the property for you. Everything you need is there minus food, which is a 12-minute drive towards a few different grocery stores. The hill is so fun to roll down, too! Thank you so much!

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

Exceptional experience! This is one of the relaxing place I have ever been! Large windows give you sense of experience living in nature. The stunning view gives you awesome feeling in any weather conditions.The house is nice, clean and equipped with pretty much everything. They have all the utensils for cooking and lots of toys for kids both indoor and outdoor. They also have paddles boat and kayak to use at anytime ! In addition, Brian is very respectful, responsible and quick to respond for any questions. All together Feel like you live in your own house. Great vacation spot without any doubt.

Amazing A frame home for a VT getaway. Jeanne was so accommodating with our last minute plans. Also impressed with all the small touches that we have not seen before! So thoughtful! We will be back!

This house was wonderful. Had so many thoughtful amenities, especially for families with children. Lots of kids toys, books, games. There was plenty of sleeping space and lounging space. Especially loved the big kitchen table. We really appreciated that the kitchen was stocked with some helpful pantry items and also had plenty of cookware. It made cooking for 3 large families easy and enjoyable. We will definitely be back. thank you!

Absolutely loved staying here for our anniversary. It had everything we needed to unwind and relax. The views were beautiful from just about every spot on the property and every detail was included to make the stay feel more at home.

We had a fantastic stay at Bill and Laura’s house in Vermont. Everything was as described, and the house was nicely appointed befitting with everything we needed. It was a special treat to be welcomed by some VT maple treats when we arrived. The kitchen was very well stocked with everything for cooking, including essential spices and condiments - it is so helpful not having to run to the store for those things. Bill and Laura were very responsive, helpful and gracious. We would definitely stay again!!

Megan's place was beautiful! In the past we have spent several summers in Woodstock and this year we decided to try something different and we were so glad we did! While we were a 20-30 minute ride from Woodstock, we enjoyed the ride, seeing people on horses and bicycles making their way on the hilly, tree covered roads and seeing the beautiful farmland on either side of us. The yard is so pretty and each morning it looked a little different, depending on the weather so I was out there with my camera capturing as the fog lifted or as the large trees looked in the sun-filled sky. The house is very comfortable with two areas for sitting on couches and though we were only two people, with a dog, we enjoyed that we could each take a room for reading and then come together for a movie in the evening. The kitchen was well-stocked and we enjoyed our meals in the dining room using the wooden dining table. Communication with Megan and her husband was wonderful - they are great hosts! Enjoy.

Had another great stay at this Airbnb. This was our second time, and we look forward to visiting again. It’s a great property at a reasonable price.

We loved the house! The kitchen is fully stocked with absolutely everything you need including coffee, tea, baking needs, seasoning and paper products. The beds were comfortable and the bathrooms very clean. Plenty of place to sit and relax. We used the sauna and it was enjoyable. Killington ski resort was 23 minutes away. There are a few cute stores, restaurants, market and night club/ bar nearby. Thank you for an amazing place to stay.

Had an absolutely great stay! Cant say enough great things about it. The house was super clean, was cozy and felt right at home. The home was placed in the perfect location, only 10 minutes from Killington and was very private. It had a nice outdoor area, with a nice creek, an outdoor patio and large outdoor space.

Highly recommend Alan's house. I don't exactly know what to say. He is responsive and just easy to deal with. The only thing I would recommend is to make the motion lights less sensive on the deck.... Other than that we had a great time and look forward to NYC

Kevin and Emily's home offers a cozy launching point for adventures around Woodstock and the upper valley area, with a setting that is incredibly peaceful and picturesque. Kevin was very clear with directions and extremely responsive while we were staying at the house. He also generously agreed to a delayed checkout, so my daughter and her friend could enjoy a last dose of winter fun before our departure. The house had everything we needed, including two sledding saucers for snow play, and a gas stove to warm up next to after coming in from the cold. One small detail to note--the lower bunk bed has a low/confined ceiling that can be tricky for taller kiddos. Overall, we had a lovely stay and would definitely come back to explore the trails in another season!

Great experience - perfect size for our group of 4 and super close to Okemo. Very clean and cozy.

This rental is very close to the fun Long Trail Brewery and Ramunto's Pizza in Bridgewater. Short 10 min drive to the Killington skyship base. The owner was quick to respond and easy to talk to. The place was clean, but did smell of smokers formerly residing there. Plenty of room to spread out. The condo complex this unit is in is older and the exterior of the buildings could use maintenance, but this particular rental unit is in good shape inside and comparable to the price. We'd stay here again.

The cottage is quaint and charming. The exposed ceiling beams and peg-and-blank flooring shows the history of the old school house turned into a home. A record player is available with a stack of vinyl classics to play was a nice touch. I will recommend the host update the pictures in the listing to reflect the changes that have been made. The wood stove in the living room has been removed and replaced with an oddly arranged cabinet and television. The bath has some upgrades. The kitchen is functional and handled the simple meals we prepared. The best part was the back deck facing the valley. We sat and watched the fog roll in, and enjoyed the sunshine. I would recommend this place to get away from things.

Wow! What a great find. Everything was perfect. We had plenty of room for all of us: 7 adults/1 baby. We've staying in a lot of Airbnb's and this place by far had the best amenities. Kitchen fully stocked with pots/pans, baking pans/sheet pans, loads of silverware and dishes, various bowls and storage containers, and epecially all the little things that you either forget or have to go out and buy. Reponsive hosts! Comfy beds:) Everything was very clean. Lots of seating. Large yard which was great for the dogs. Loved having the porch, which also had lots of seating, a gas grill, and the best was a built in gate for the stairs which was super handy for the dogs! (and the baby). The basement has a separate living area 2 sofa's and 2 twins beds (and a mini frig). The game room was fun and had a walkout to the area where the fire pit is. Very, very private area! We just loved it.

We really enjoyed our five nights at the Hop House. The place is exactly how it is described/pictured. It isn’t super fancy, but it has a cozy charm that made us immediately feel at home. The back deck is built around a couple of trees! It feels like a treehouse, and from there you can enjoy views of the horses in the pastures and a few cows across the street! The kitchen was well stocked and Dorothy left us coffee and a little bottle of maple syrup! We enjoyed our visit and would definitely stay again!