House vacation rentals in Stockbridge

A fun winter break/birthday getaway! Sarah’s house had plenty of bedrooms for all guests. The game room, pool table, and wood stove/fireplace were great to have on these cold February days. Everyone enjoyed the sunroom and large dining table. The hot tub and outdoor sleds were used as well. The history of the house and beautiful views from the property were an interest to all. I bet this house is a lovely spot in the summer as well!

The house and location were incredible, and Will made sure we had everything we needed during our stay. Couldn’t recommend it enough - hope to be back!

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!

Our stay in Sara and Mikes home in Waitsfield was incredible! Upon arrival into the mad river valley, the surrounding views were instantly beautiful and calming. The moment we stepped in the house we honestly felt right at home. The layout of the house is so calming and tasteful. Everything is perfectly organized, down to the labeling for all of the dishes and cookware so you’ll never have trouble finding what you need! Waking up and heading by downstairs for a workout in the home gym, followed by a dip in the hot tub on the secluded back deck was an insanely relaxing way to start the day. The custom built bed frames/furniture and the overall craftsmanship of the space added a comforting artistic value to the stay. Don’t get me started on the screen porch! This house is full of amenities and I’ve honestly never felt more at home at an air b&b stay. Nice quiet respectful neighborhood in an amazing community, would recommend this spot to anyone and we hope to return in the future!

An absolutely fantastic Airbnb. The most well stocked, well loved, and welcoming Airbnb I’ve ever stayed at. It was a mixture of feeling like you were at a super high end hotel while also feeling right at home. Everything was high quality, comfortable, and clean. Only note for future guests: the BBQ Grill is charcoal, not gas. We had to adjust our plans accordingly. Would recommend this place to anyone looking for a relaxing stay.

Great location and lots of space. We were able to ski in/out (look for "Cliff's Road" sign when skiing back) fairly easily, which was nice. Would definitely stay here again. Thanks!

Staying here is always a joy for the entire family! It has become an annual tradition that we all look forward to in winter. Thank you for being so accommodating with our schedule and a special thanks to Mitchell for going the extra mile to snow blow a waking path for me and the dogs to keep our daily routine of visiting the horses, after the last storm brought over 13” of snow. P.S. the new stove/oven is amazing!! 🤩

We had such a great time at Ashley's place and really appreciated the welcome basket & being able to bring our 2 kitties with us to stay that need meds. (We also loved the neighborhood porch kitty that visited daily.) Thank you SO much, Ashley!

Bjorn’s home is pristine and could not be nestled in a more beautiful place. He was very responsive and the house is well supplied with everything you could need. Highly recommend and look forward to staying here again!!

We enjoyed our stay immensely! We visit Rutland often and will continue to stay here as long as it is available! Everything was better than anticipated!

We loved staying here - a lovely house in a really delightful town and right where we wanted to be for the things we had planned. We would absolutely stay here again the next time we plan to be in the area.

Great house, amazing location near Stratton, and Matthew was just great. He was super communicative, and went above and beyond to make sure we were happy with our stay. We'd love to return again.

We had an amazing family ski weekend at this house! With four young children, finding a place that accommodates everyone can be challenging, but this house was perfect. It had two cribs, which was a huge bonus for us. The open floor plan made it easy to keep an eye on the kids while still enjoying time together as a family. The hot tub was a great way to relax after a day on the slopes, and there was plenty of space for our entire group to spread out and feel comfortable. The location was also fantastic—just a short drive to Mount Sunapee, making it so easy to hit the slopes. We couldn't have asked for a better place for our weekend getaway!

The house was perfect for our family weekend! The kids loved all the games and the fire pit! The kitchen was well stocked! The property is wonderful; very peaceful with the babbling brook and songbirds! Check in was so easy! Highly recommended!

Very nice host !! Airbnb was very cozy and accessible, would highly recommend :)

Very responsive host who went above and beyond to display hospitality. Clear instructions and let us enjoy the place in peace. Space itself was warm and inviting and perfect for a couple's weekend away.

Steal of a deal for this place. Perfect for any couple or family looking to do a vermont ski vacation. Has all the amenities you need, it’s super spacious, it’s right by town, and it’s a short drive to stratton or bromley. Easy 5 stars.

The overall experience is good. Just a reminder: the 1st and 2nd floors use separate doors and are not internally connected. However, the location is very close to Okemo and Killington, and the interior decoration is quite good for the price.

Colin's place was great for our Easter with our four children and two grandchildren. Location is convenient to Sugarbush and surrounding attractions.

Kellee's house is wonderful! Great mountain and field/farm views. Super convenient location - close to town but feels remote, farmy and peaceful. Extremely comfortable, spacious and relaxing stay! Hot tub is excellent!

Beautiful area great amenity. Wish there was 1/2 bath downstairs. That was the only inconvenience.

Very unique house with incredible views. Great location for getting outside, and had everything we needed. Was perfect for skiing and we would love to see this place in the summer!

Went here with a large group of friends for a skiing trip in Killington and the location and house was perfect for what we needed. Herb was extremely responsive to all questions and concerns we had, would absolutely recommend staying here if your a skier/border or are just trying to experience the area with a large group of people!

We had a great stay at this cozy Airbnb. Looks exactly like the pictures and is a perfect size for group of friends or family. We brought a dog and had no issues at all. The hosts were very kind and even helped us with some car troubles after an unexpected snow storm. Would recommend and overall great stay!