Search Chalets in Ascutney

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Compare 20 Chalets in Ascutney with updated reviews, rates, and availability.

Modern 4-Bedroom Mountain Retreat Minutes to Lake Rescue & Echo and Hiking

9.6 out of 10, Exceptional, (5)
"Our family of grandparents, parents and young adults enjoyed the house for 3 nights. We skied at the golf course, had a long walk up the road and put together a difficult puzzle (took 3 days). We would have loved a larger table for the puzzle - we brought in one of our car's rear folding covers.The only complaint was the beds - they all have VERY firm mattresses.I told the owner that the toilet paper holder was not secured to the wall in the upstairs bathroom. "
Modern 4-Bedroom Mountain Retreat Minutes to Lake Rescue & Echo and Hiking

Luxury 8BR Ski In/Out Okemo Chalet on Sachem Trail Sleeps 22 Adults

10.0 out of 10, Exceptional, (22)
"The property and location are great for skiers. Ski on / ski off. Plenty of space. There is a small apartment attached to the home that was rented on our last night. The property says it is a smoke free environment but the tenants of the apartment were smoking so much weed it was smelt in the entire house filled with some young kids. We told the owner who said he would address but this continued through the night and the next morning. I don't know how the owner will get the smell out to...
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, (9)
"We spent a great week in Weston. Great location to ski Stratton. Hosts were very responsive. Would def go back."
The price is AED 915
AED 2,139 total
includes taxes & fees
3 Mar - 4 Mar
Cozy Creekside Chalet centrally located near 4 ski resorts

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

9.8 out of 10, Exceptional, (32)
"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

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.

Delightful Vacation Home - Minutes to Okemo, Direct Access to VAST trails

10.0 out of 10, Exceptional, (35)
"Noreen was very communicative and the house was great. Had everything we needed and more than enough room for 2 five person families. It was in a great location—quick drive to the mountain. "
Delightful Vacation Home - Minutes to Okemo, Direct Access to VAST trails

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, (31)
"We had a fabulous stay here. Owner was v communicative and accommodating."
Ski On, Ski off Okemo Trailside Appartment, Sleeps 6/ $550per night,

Okemo Mountain Chalet W/ Hot Tub and Game Room

9.8 out of 10, Exceptional, (159)
"Absolutely perfect! Clean, beautiful house with well stocked kitchen, cozy wood stove, comfortable beds, plenty of blankets and pillows, and amazing hot tub. Bob was readily available and helpful. Driveway was even plowed after snow! Can’t wait to stay again!!!"
Okemo Mountain Chalet W/ Hot Tub and Game Room

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

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! It’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.

Updated Bigfoot Chalet is a pet-friendly, family-friendly oasis in the woods

2.0 star property
10.0 out of 10, Exceptional, (8)
"The house was exactly as described and shown in the pictures. The location is PERFECT. About 10 minutes from Okemo with the cute downtown area with shops and restaurants. If it was in ski season we would be in heaven! The layout was so good for family/friends with the upstairs and downstairs bedrooms and the hosts had the home immaculate with a great eye for a cozy design and added features. The kitchen was fully stocked with everything a person would need- and a little welcome gift for the...
Updated Bigfoot Chalet is a pet-friendly, family-friendly oasis in the woods

The Whimsical Chalet 3 Bedroom Chalet by RedAwning

3.0 star property
The Whimsical Chalet 3 Bedroom Chalet by RedAwning

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

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...
The price is AED 1,815
AED 3,615 total
includes taxes & fees
18 Feb - 19 Feb
Relaxing retreat in the mountains 20 min to Killington

Modern Chalet w/ Serene Views and Jacuzzi Hot Tub- 15 Minutes to Okemo Mountain

10.0 out of 10, Exceptional, (2)
"The house was clean and organized. The host was easy to communicate with. "
Modern Chalet w/ Serene Views and Jacuzzi Hot Tub- 15 Minutes to Okemo Mountain

Cozy 4bd - Ski Okemo, Killington, Magic & Bromley

10.0 out of 10, Exceptional, (10)
"We had a really sweet stay here. It was cozy and comfortable, and had everything as advertised. Plenty of towels and kitchen supplies when we needed them, and the beds were comfortable. We had a great trip to Okemo!"
Cozy 4bd - Ski Okemo, Killington, Magic & Bromley

Brand new Appliances, Deck & Hot Tub - 1 min from Okemo base & Ludlow Downtown!

2.0 star property
9.8 out of 10, Exceptional, (8)
"Well appointed house for one or two families. Kitchen well stocked - both equipment and basics (spices), nice game room, fireplace/lounging area with great view on the valley. Few minutes drive to Okemo or town. Lots of details considered. TVs with Sonos. Toilet paper & bath amenities could use a step up in quality (given price point of house). Given cleaning fee, would be nice to remove the departure requirements. Appreciated the late check-out."
Brand new Appliances, Deck & Hot Tub - 1 min from Okemo base & Ludlow Downtown!

Cozy chalet minutes from Okemo Mtn & VAST

2.0 star property
Cozy chalet minutes from Okemo Mtn & VAST

Spacious 5-bedroom chalet with AC and WiFi in charming Chester

Spacious 5-bedroom chalet with AC and WiFi in charming Chester
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.
Don't see what you're looking for?
See all available properties in Ascutney
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Ascutney

Efficient condo near slopes with kitchenette & great location

9.2 out of 10, Wonderful, (27)
"Very clean, thankful for NO smoke smell. Very close to Okeemo summit. Would stay again. "
The price is AED 242
AED 701 total
includes taxes & fees
2 Mar - 3 Mar
Efficient condo near slopes with kitchenette & great location

Two cozy tiny homes with a private hot tub, large deck, grill, AC - dog friendly

9.0 out of 10, Wonderful, (26)
"The tiny houses were cute and well equipped. They were ideal for 2 friends traveling together having their own space. I would definitely rent this property again. Only negative was having 3 empty propane tanks when we wanted to use the fire table(something to be added to the maintenance checklust) however once i text them they dropped a fresh tank off that same evening."
The price is AED 808
AED 1,558 total
includes taxes & fees
22 Feb - 23 Feb
Two cozy tiny homes with a private hot tub, large deck, grill, AC - dog friendly

Perfect Getaway! Cozy, Modern condo & Convenient to Everything you will need.

9.8 out of 10, Exceptional, (65)
"Perfect for a quick ski trip for 2 of us. Clean and comfortable and walkable to the spots in town. We will be back! "
The price is AED 496
AED 1,082 total
includes taxes & fees
3 Mar - 4 Mar
Perfect Getaway! Cozy, Modern condo & Convenient to Everything you will need.
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.