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Compare Chalets in Ascutney with updated reviews, rates, and availability.

Delightful Vacation Home - Minutes to Okemo, Direct Access to VAST trails
10.0 out of 10, Exceptional, (33)
"The home was well appointed with all the amenities and plenty of room for our three families (6 adults and 6 kids). The game room downstairs and open concept living room were awesome and would have been used more often had the weather not been so perfect. The property is truly the star of this place, picturesque mountain views and an amazing fire pit. We will definitely be renting again."
Delightful Vacation Home - Minutes to Okemo, Direct Access to VAST trails
"The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo
9.8 out of 10, Exceptional, (30)
"We had a lovely time at the Arched Chalet for my family's annual vacation in Vermont. It was very comfortable, well-appointed, and in a great location. Even in the summer heat we did not need the AC - it was so comfortable with the fans and the lower level is naturally cool. Great location near Camp Plymouth (we went to the lake twice), and restaurants/shops in Ludlow and Woodstock."
"The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo
Luxury 8BR Ski In/Out Okemo Chalet on Sachem Trail Sleeps 22 Adults
10.0 out of 10, Exceptional, (17)
"Stay was perfect"
Luxury 8BR Ski In/Out Okemo Chalet on Sachem Trail Sleeps 22 Adults
Cozy Creekside Chalet centrally located near 4 ski resorts
10.0 out of 10, Exceptional, (7)
"We had the best time at this cozy spot with some friends for a weekend - highly recommend!"
The price is AEDĀ 915
AEDĀ 2,098 total
includes taxes & fees
14 Oct - 15 Oct
Cozy Creekside Chalet centrally located near 4 ski resorts
Okemo Mountain Chalet W/ Hot Tub and Game Room
9.8 out of 10, Exceptional, (153)
"House was beautiful. Everyone enjoyed it. Host was very helpful and communicated very well. We're going to book our return next year, only issue was hot water ran out quickly affecting kids evening showers. "
Okemo Mountain Chalet W/ Hot Tub and Game Room
Tree Top Home with Hot Tub Near Killington & Okemo
Tree Top Home with Hot Tub Near Killington & Okemo
Black Dog Lodge - Ski Chalet centered between Okemo and Killington Mt.
9.8 out of 10, Exceptional, (20)
"Our stay at Black Dog Lodge was truly great! Itā€™s a beautiful lodge that had everything we needed. The layout was perfect and allowed everyone a space to hang and gather. It was a treat!"
Black Dog Lodge - Ski Chalet centered between Okemo and Killington Mt.
Relaxing retreat in the mountains 20 min to Killington
10.0 out of 10, Exceptional, (1)
"This home was perfect for our family. Very clean and conveniently located between Woodstock and Killington. Would highly recommend to anyone with small kids!"
Relaxing retreat in the mountains 20 min to Killington
Secluded 2600 sqft home 15 min from Okemo and Killington
10.0 out of 10, Exceptional, (3)
"We absolutely loved our time at this lovely rental! All amenities were as described. Beds were super comfy, sauna was terrific, kitchen was well equipped and the fireplace, cozy. Meg was super responsive. We would definitely rent again!"
Secluded 2600 sqft home 15 min from Okemo and Killington
Okemo 6 Bedroom Chalet.
9.4 out of 10, Exceptional, (21)
"House was beautiful, cozy, and clean. We had an issue with the hot tub on the first night with it being cold, but they had someone come out the next morning to get it back running and we were able to use it the second night. House is in a great location. No complaints. Would stay here again."
Okemo 6 Bedroom Chalet.
Ski On, Ski off Okemo Trailside Appartment, Sleeps 6/ $550per night,
9.6 out of 10, Exceptional, (30)
"Great location! House had everything we needed. Property owner very flexible. Would definitely rent again!"
Ski On, Ski off Okemo Trailside Appartment, Sleeps 6/ $550per night,
Modern 7Bd/3Ba Mountain Chalet w/ Hot tub, 3 minutes from Okemo
10.0 out of 10, Exceptional, (10)
"The house is beautiful and we enjoyed our stay! Just need a full length mirror in a bedroom otherwise perfect ski property!"
Modern 7Bd/3Ba Mountain Chalet w/ Hot tub, 3 minutes from Okemo
Country house minutes from Killington and Okemo
10.0 out of 10, Exceptional, (5)
"Our family loved this wonderful home. Even more perfect than the pictures! The house is so cozy and the expansive layout enabled the grownups to enjoy the game room, fireplace, and hot tub while the kiddos napped. Marielba and her family are the best hosts we have ever stayed with - so thoughtful and communicative. We felt not simply welcomed, but cared for. We stayed for 10 days to ski at Killington/Pico and Okemo, each just minutes away. And we loved exploring picturesque Woodstock. We...
Country house minutes from Killington and Okemo
Ski Okemo, Killington, Magic & Bromley
10.0 out of 10, Exceptional, (9)
"My adult children and I spent Labor Day weekend working on a building project in Chester. This home was just what we needed -convenient location, 4 bedrooms set up for couples, a very serviceable kitchen (we prefer to cook for each other), solid WiFi, and a private restful outdoor space. We would definitely stay there again!"
Ski Okemo, Killington, Magic & Bromley
Modern 4-Bedroom Mountain Retreat Minutes to Lake Rescue & Echo and Hiking
10.0 out of 10, Exceptional, (3)
"Roshanak was an excellent host and the place is beautiful. We love the location and its proximity to Okemo and the town. The property is gorgeous, we would book again."
Modern 4-Bedroom Mountain Retreat Minutes to Lake Rescue & Echo and Hiking
The Whimsical Chalet is a lovely cape on acres. Private setting less than 10 minutes to skiing.
8.0 out of 10, Very Good, (1)
"We had three adults and three kids stay and had a great time. The facilities were very clean and neat and all the appliances worked well. Plenty of room to stretch out and relax after skiing at Okemo. There was no cellphone service for Verizon at the cabin and we had to ask for the WIFI password. Bedding was awesome as were sheets and towels. All the TVs worked well. Would stay there again. Management was quick to answer our questions."
The Whimsical Chalet is a lovely cape on acres. Private setting less than 10 minutes to skiing.
Modern Chalet w/ Serene Views and Jacuzzi Hot Tub- 15 Minutes to Okemo Mountain
Modern Chalet w/ Serene Views and Jacuzzi Hot Tub- 15 Minutes to Okemo Mountain
Brand new hot tub, spacious Chalet 1 min from Okemo base and Ludlow Downtown!
10.0 out of 10, Exceptional, (7)
"This property is awesome. The owners kept us well informed of what our state would be like from the booking of our trip. The view was beautiful and the house was extremely well-maintained. There was enough room for several of us to hang out and most importantly comfortably sleep. They provided us with plenty of games for the kids as well as for us adults I will definitely be booking this property again"
Brand new hot tub, spacious Chalet 1 min from Okemo base and Ludlow Downtown!
Mountain retreat on 10 acres. 11 mins to Okemo, 15 mins to Plymouth State Park.
Mountain retreat on 10 acres. 11 mins to Okemo, 15 mins to Plymouth State Park.
The Whimsical Chalet 3 Bedroom Chalet by RedAwning
3.0 star property
The Whimsical Chalet 3 Bedroom Chalet by RedAwning
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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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Other property types in Ascutney

Cozy 1850s home on the riverfront with mountain & river views - dog-friendly
9.2 out of 10, Wonderful, (13)
"We liked the cottage and the tasteful renovations which preserved its historic nature. Loved the location's privacy and nature surrounding us. It was very warm over our stay and the AC units upstairs and down gave us more comfort. The linens were lovely, even if the mattress was a bit uncomfortable. There were no chairs on the deck and we wanted to sit outside often, so we bought inexpensive chairs and left them there. Our biggest complaint was with Vacasa's oversight. The cleaning crew did not...
Cozy 1850s home on the riverfront with mountain & river views - dog-friendly
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
9.8 out of 10, Exceptional, (190)
"The cabin was super cute and cozy! It was very clean and well kept. It was a little bit off the main road, but far enough back so the noise from the traffic wasn't too bad. There's also train tracks behind. We only saw one train, but it wasn't long and not too noisy. The loft space was a little tight, especially if you're on the taller side, but the bed was super comfy! There were many appliances and utensils in the kitchen and the hot tub was just awesome after a long day of hiking! Thank you...
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
Beautifully renovated with fireplace and coffee bar
10.0 out of 10, Exceptional, (73)
"We stayed at this cute and well appointed cottage when dropping our son off to Dartmouth. The cottage was clean and very comfortable. The beds were comfortable and the kitchen was very well appointed. It was a breeze to get laundry done in a laundromat right next door. You have to download an app for the laundry to work, but it was straightforward and the same app works at the Dartmouth dorms. Thanks for a wonderful stay. Would recommend to anyone who's looking for a comfortable and...
Beautifully renovated with fireplace and coffee bar
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.