Vacation rentals with outdoor seating in Stockbridge

Thank you to Leif and the family for a great stay! Leif was a fabulous host, being very helpful and responsive. His wife was also very nice and shoveled out the walk way for us. The place was just as described in the listing. Comfy beds with easy access to the ski way. Thanks Leif!

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 have the loveliest time and can’t wait to return. Thank you for being so helpful and responsive

This home was exactly what I was looking for. The home is perfect size for a family of 5 with 3 teenagers. Perfect location for our family from the “country” it was in the perfect location with a cute little store within walking distance if needed. Everything was as described. We will be back in the summer and yearly for the winter carnival. Thank you for all the recommendations as well.

One of the best Airbnbs I have ever stayed in! We had a girls trip and adored staying here. HIGHLY RECOMMEND!! So clean, had everything we could need, felt at home immediately, and even better than described. Honestly loved it!

Erin’s house was amazing and exactly as described. The horses in the backyard added a nice touch. Hot tub was clean and ready to use. Be careful with the drive to the house in the winter

This is a lovely place for a get-away time. It's very comfortably furnished, spotless, and in a beautiful area. The kitchen is one of the most adequately equipped of any Airbnb place we have stayed in. The hosts are super responsive and helpful!

Barbara's place is a real gem. So clean, with a beautiful mix of antique and woodsy modern furniture, and a wonderfully comfortable living area overlooking a meandering brook which a few hundred yards down the road leads to the lake. The kitchen was well-equipped and modern, and beddings and beds were very comfortable. While the house was close too a busy road, we didn't hear a thing, and for summer users the deck is completely away from the road, overlooking the brook. Even more than we expected.

My wife and I wanted to find a place to stay for a few nights to ski. Ted’s place was perfect. He was incredibly responsive when we had questions. Great stay overall.

This rental was perfect for our family’s overnight ski trip to Okemo. We have two teenaged sons who shared a bedroom. The kitchen had everything we needed to cook breakfast and (most importantly) to meet the AM caffeine needs. The rental was approximately 10 minutes away from Okemo, which was the best part for us. Already planning next February’s ski trip!

Vinny was incredibly responsive, helpful, and flexible. The location was perfect for skiing Sunapee and the space was very warm, cozy and private.

Great place to stay for skiing Sugarbush or Mad River Glen, convenient to restaurants and shops. Very quiet setting, just be prepared for a little bit of non-paved road to climb to access it. The apartment felt more spacious and open than I expected, and accommodated 3 adults quite comfortably. Wax bench was a nice bonus for us skiers!

This was our second stay here and we do love it very much and will continue to return as often as possible.

My daughter and I had a great time. We were able to bike several times straight from the house, and the town had everything we needed for a local run, food shopping, and restaurants. It was a perfect little getaway!!

Very friendly host and location is in a quiet part of town. it felt very private as well. A++

Dick and Dorothy are some of the most lovely, hospitable folks we have ever met and we feel so lucky to have gotten to know them through our extended stays at their apartment for the the last 5 winters. Hancock is a truly special community and the apartment is an excellent choice for anyone looking to visit the area. It is conveniently located, well-stocked, and delightfully quaint. We are already excited to return!

This was our second time staying at Caitlyn’s condo in Killington, we chose it again for a reason !! The vibe of the condo is super relaxing, the decor is thoughtful and cool. The fire place makes coming back after a day on the slopes so cozy! We love coming to Killington and this condo is so close to the snowshed lot, it’s perfect!

this condo is the perfect set up for our family! we had 3 adults staying, with a dog and a cat. there were three separate full bathrooms which helped a TON. everyone had their own area to wind down. we stayed for easter and were able to cook in the kitchen. Lyn was super responsive with any questions we had! we’re hoping to stay again next easter with Lyn!!

This space was perfect for our family. With walking distance to the entrance of the slopes, this location was ideal for our ski getaway. I appreciated the small touches that made this experience feel luxurious, the provided coffee, wine, wood for the usable fire place. The beds were comfortable and the space was spacious. We would definitely visit Jim’s place again!

Extremely nice cabin, very recently renovated. The owner has a keen eye for organization, everything is neatly placed where it should be. Linens are clean, beds were super comfortable. Amazing stay, thank you Cathy

Very clean and great location. It was about an 8 minute walk to the Ramshead lodge and we ate at two restaurants within a 5 minute walk. The shuttle was also easy and ran frequently. Would recommend!

We loved it. Although it’s not the newest or fanciest condo the location can’t be better right at the Clocktower Base. Our family of for had an amazing time snowboarding and exploring the area. Great restaurants close by and we will definitely be back next year.

Great place to stay conveniently located by the mountain base! We enjoyed walking into the village after skiing. Very clean and cozy and had everything we needed and more. Dana was very responsive! Hope to come again next year!!

Great location for pico mountain. The ski on ski off was pretty easy to find and nicely located. The location is slightly less ideal for killington, as you need to take a shuttle that has multiple stops. We also ended up on a bigger bus to take us back from Killington and the drop off was on the main road, which was a bit difficult to walk on in our snow gear. Overall, nice apartment and perfect for my group of friends.