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Chalets in Stockbridge

Killington Chalet - Great Space and Location!

9.6 out of 10, Exceptional, (15)
"Our group of 10 friends had a wonderful stay at the Chalet. Great location to the mountain and local restaurants and entertainment. Plenty of room to spread out and great communal area as well. "
Killington Chalet - Great Space and Location!

Modern guesthouse in Mad River Valley Fernstone

10.0 out of 10, Exceptional, (1)
"We had a wonderful stay in Laura’s guest house! The directions were helpful but google maps got us there perfectly. Getting in was super easy! They were very responsive and helpful. The guest house was a perfect size for us. We made some meals in the kitchen and slept very comfortably! Everything was very nice and clean. The area is incredible! The swimming holes and Mountain View’s blew our minds, we will definitely be back!"
Modern guesthouse in Mad River Valley Fernstone

Woodbridge Inn · 6BR Historic Charm✦Riverfront✦Hot Tub✦Close to Ski

10.0 out of 10, Exceptional, (25)
"This property is very charming and located in an ideal spot to get around the area easily. We had a wonderful time playing games, doing puzzles, sitting in the hot tub, and exploring the river."
Woodbridge Inn · 6BR Historic Charm✦Riverfront✦Hot Tub✦Close to Ski

West Park Chalet at Killington: Great for Groups! Hot tub, games, discounted ski rentals.

2.0 star property
8.0 out of 10, Very Good, (1)
"It was easy to check in and out and there was plenty of parking. There were also ACs in all of the bedrooms but 1. This was important since it was 90 degrees. We only wish the ice machine that was provided worked. The living room furniture, especially the couch, was amazingly comfy. We did a lot of bonding in that space. When we walked in on the first evening, there were some windows open, and there was a furry chicken nugget sitting on the arm of a chair though. The basement had bedrooms in...
West Park Chalet at Killington: Great for Groups! Hot tub, games, discounted ski rentals.

Scenic Getaway: Unique Large Home with Breathtaking Views of Sugarbush Resort

9.6 out of 10, Exceptional, (15)
"Great place with lots of charm & room for all!"
The price is SAR 2,063
SAR 4,625 total
includes taxes & fees
29 Sep - 30 Sep
Scenic Getaway: Unique Large Home with Breathtaking Views of Sugarbush Resort

"The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo

9.8 out of 10, Exceptional, (35)
"We very much enjoyed our stay and the property is in excellent proximity to Killington/Pico."
"The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo

Dreamy Artist Chalet in Secluded Historic Village

9.2 out of 10, Wonderful, (10)
"The chalet was cozy and comfortable. I didn’t not expect this level of comfort in the middle of a forest. The drive from the country road did scare me a little bit. "
The price is SAR 851
SAR 1,654 total
includes taxes & fees
30 Sep - 1 Oct
Dreamy Artist Chalet in Secluded Historic Village

South View Chalet!

9.2 out of 10, Wonderful, (27)
"Great location and house. Perfect for large groups, there is plenty of space with multiple rooms so your group can spread out. Minutes to Killington mountain. "
South View Chalet!

Mountain View Chalet Fabulous views from the hot tub with large entertaining area just off Killington Road

10.0 out of 10, Exceptional, (1)
Mountain View Chalet Fabulous views from the hot tub with large entertaining area just off Killington Road

4BR/3BA ★ hot tub, sauna, billiards, A/C, & grill!

9.8 out of 10, Exceptional, (18)
"Beautiful place "
4BR/3BA ★ hot tub, sauna, billiards, A/C, & grill!

Fall into Cozy at Bigfoot Chalet

2.0 star property
10.0 out of 10, Exceptional, (13)
"We only stayed on night while exploring the area, but it was so lovely! The more we looked, the more cute, and thoughtful elements we sae. Would definitely come back!"
The price is SAR 746
SAR 1,798 total
includes taxes & fees
30 Sep - 1 Oct
Fall into Cozy at Bigfoot Chalet

Cozy, Charming Vermont Chalet close to 5 major ski areas sleeps 4

9.6 out of 10, Exceptional, (49)
"Loved a ll of it. Comfortable quiet and su c h a relaxing place. Would definetly rentvthis place again. TY Janie it was do nice"
Cozy, Charming Vermont Chalet close to 5 major ski areas sleeps 4

Authentic Log Home in Warren. Ski town. Mountain biking. Short walk to lake.

10.0 out of 10, Exceptional, (3)
"The house is amazing. The hosts clearly love it, and it shows in how well it is set up and stocked. Highly recommended."
The price is SAR 1,500
SAR 2,642 total
includes taxes & fees
14 Oct - 15 Oct
Authentic Log Home in Warren. Ski town. Mountain biking. Short walk to lake.

Falcon House: VT Modern Chalet w/Sauna on 25 Acres - Hike - Bike to Village

10.0 out of 10, Exceptional, (69)
"This was a memorable and fun filled trip. The falcon house chalet is lovely. You can tell the things inside were carefully curated, and the surrounding woods, Finnish sauna, babbling brook made it so comfortable, we didn't want to leave. We made good use of the bikes and enjoyed many activities nearby. We highly recommend falcon house for a chill Vermont vacation. Kat, the host was lovely, made sure we had all we needed and she was in contact via text in case we had questions. "
Falcon House: VT Modern Chalet w/Sauna on 25 Acres - Hike - Bike to Village

Relaxing retreat in the mountains 20 min to Killington

8.0 out of 10, Very Good, (2)
"Our biggest issue is that the listing says 3 bedrooms, 1 with a queen, 1 with twin bunks, and 1 with a queen and 2 twins. But it’s actually a full with 2 twins—a bouncy, mushy full. The twins in that room are paper thin mattresses on boards and they felt a bit like 2x4’s, so I’d only recommend them for kids, even though they were roomy twins. This presented a major issue in our vacation. We surprised my older parents by inviting them for part of it and were happy to give them the queen. This...
Relaxing retreat in the mountains 20 min to Killington

Bigelow Chalet at Killington: 8BR/4.5 BA Pet Friendly Home w/ Hot Tub, Fireplace.

8.0 out of 10, Very Good, (2)
"Awesome property and very responsive staff! Highly recommended. "
The price is SAR 2,558
SAR 5,811 total
includes taxes & fees
23 Sep - 24 Sep
Bigelow Chalet at Killington: 8BR/4.5 BA Pet Friendly Home w/ Hot Tub, Fireplace.

The Whimsical Chalet is a lovely cape on acres. Private setting less than 10 minutes to skiing.

9.0 out of 10, Wonderful, (2)
"Stayed for a ski weekend and it was a nice quiet house on a quiet street but still situated close to the resorts."
The Whimsical Chalet is a lovely cape on acres. Private setting less than 10 minutes to skiing.

Gnome Home Mountain Ski Chalet w/Sauna Killington

10.0 out of 10, Exceptional, (3)
"The Gnome Home was everything we hoped for and more. The hosts are so helpful with communication, especially when a hefty snow storm hit. The home is cozy, clean and very well stocked with everything you need."
The price is SAR 792
SAR 1,845 total
includes taxes & fees
24 Sep - 25 Sep
Gnome Home Mountain Ski Chalet w/Sauna Killington

The Whimsical Chalet 3 Bedroom Chalet by RedAwning

3.0 star property
The Whimsical Chalet 3 Bedroom Chalet by RedAwning

Cozy chalet minutes from Okemo Mtn & VAST

2.0 star property
Cozy chalet minutes from Okemo Mtn & VAST
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Stockbridge Hotel Reviews