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Check prices for these dates

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8 Aug - 10 Aug
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29 Aug - 31 Aug
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26 Sept - 28 Sept

Featured Chalets in Central Vermont

Luxury 8BR Ski In/Out Okemo Chalet on Sachem Trail Sleeps 22 Adults
Situated in a serene forest, this cabin offers a peaceful retreat amidst the snow-covered hills.

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

10.0 out of 10, Exceptional, (24)
"A terrific place. Highly recommended. We had a great family ski vacation."
The price is AU$3,101
includes taxes & fees
10 Aug - 11 Aug
Luxury 8BR Ski In/Out Okemo Chalet on Sachem Trail Sleeps 22 Adults
Spacious 5-bedroom chalet with AC and WiFi in charming Chester
Relax in a serene hot tub surrounded by a forested landscape.

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

10.0 out of 10, Exceptional, (4)
"Girls family weekend, relaxing, visiting and enjoying the hot tub."
Spacious 5-bedroom chalet with AC and WiFi in charming Chester
Charming 3-bedroom + loft log cabin at Lake Bomoseen in Castleton, Vermont
Enjoy a serene lakeside view from this deck, featuring a single chair and a wooden railing.

Charming 3-bedroom + loft log cabin at Lake Bomoseen in Castleton, Vermont

10.0 out of 10, Exceptional, (11)
"Relaxing stay in a great area."
Charming 3-bedroom + loft log cabin at Lake Bomoseen in Castleton, Vermont
Cozy Creekside Chalet centrally located near 4 ski resorts
Escape to a serene forest retreat with a cozy cabin featuring a charming front porch and balcony overlooking the surrounding trees.

Cozy Creekside Chalet centrally located near 4 ski resorts

10.0 out of 10, Exceptional, (11)
"We spent a great week in Weston. Great location to ski Stratton. Hosts were very responsive. Would def go back."
The price is AU$794
includes taxes & fees
16 Aug - 17 Aug
Cozy Creekside Chalet centrally located near 4 ski resorts
Off-grid, pet-friendly home base with fire pit for fall foliage adventure
Two-story cabin with a balcony and porch, featuring a red door and Adirondack chairs.

Off-grid, pet-friendly home base with fire pit for fall foliage adventure

2.0 star property
10.0 out of 10, Exceptional, (13)
"Excellent week at a cozy property, convenient to Killington and Okemo. Easy check in and check out; highly responsive and helpful host. Would recommend to those looking for a great VT escape."
The price is AU$1,217
includes taxes & fees
20 Aug - 21 Aug
Off-grid, pet-friendly home base with fire pit for fall foliage adventure
West Park Chalet at Killington: Great for Groups! Hot tub, games, discounted ski rentals.
Relax in the hot tub surrounded by a wooden deck and lush trees.

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...
The price is AU$1,860
includes taxes & fees
3 Aug - 4 Aug
West Park Chalet at Killington: Great for Groups! Hot tub, games, discounted ski rentals.
Modern 4-Bedroom Mountain Retreat Minutes to Lake Rescue & Echo and Hiking
Surrounded by a serene winter landscape, this lodge features a spacious deck and balcony.

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

9.6 out of 10, Exceptional, (5)
"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 Arched Chalet" Stunning Green Mountain views close to Killington and Okemo
Relax in a hot tub on a deck surrounded by serene winter scenery.

"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
Gorgeous Ski Chalet with Game Room & Hot Tub on Okemo Mt. under 1 mile to base!
Enjoy the scenic views from the upper balcony of this cozy cabin, featuring a brick chimney and windows on both levels.

Gorgeous Ski Chalet with Game Room & Hot Tub on Okemo Mt. under 1 mile to base!

9.8 out of 10, Exceptional, (125)
"We found the hosts to be super helpful and friendly. Location was fantastic. We loved the hot tub and wood burning stove. It was a perfect stay for my extended family and I. The beds were also super comfortable-we slept great! We would definitely recommend this spot!"
Gorgeous Ski Chalet with Game Room & Hot Tub on Okemo Mt. under 1 mile to base!
Falcon House: VT Modern Chalet w/Sauna on 25 Acres - Hike - Bike to Village
Escape to a secluded cabin nestled in a lush forest, offering a tranquil retreat with easy access.

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

10.0 out of 10, Exceptional, (69)
"We had a wonderful relaxing time at Falcon house. The house was clean, just as listed, and had everything we needed to make for an enjoyable relaxing time. Really enjoyed the scenery and walking around Woodstock."
Falcon House: VT Modern Chalet w/Sauna on 25 Acres - Hike - Bike to Village
BearHaus Central AC, HUGE Hot Tub, Awesome FirePit
Chalet-style building with a spacious balcony and lush surroundings, offering a serene escape.

BearHaus Central AC, HUGE Hot Tub, Awesome FirePit

9.6 out of 10, Exceptional, (5)
"Great property - excellent hosts. Close to mountain and restaurants"
The price is AU$1,621
includes taxes & fees
13 Aug - 14 Aug
BearHaus Central AC, HUGE Hot Tub, Awesome FirePit
South View Chalet!
Situated beside a serene pond, this charming house offers a tranquil atmosphere with a symmetrical facade and lush surroundings.

South View Chalet!

9.2 out of 10, Wonderful, (26)
"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!
Okemo 6 Bedroom Chalet.
Guests can enjoy a covered porch with large windows and a beautiful winter view.

Okemo 6 Bedroom Chalet.

9.4 out of 10, Exceptional, (23)
"We were up for a weekend in February. Perfect place. Plenty of beds. The hot tub was a bonus. Excellent communication by the hosts. "
Okemo 6 Bedroom Chalet.
Bigelow Chalet at Killington: 8BR/4.5 BA Pet Friendly Home w/ Hot Tub, Fireplace.
Guests can unwind in this serene outdoor space featuring a hot tub and wooden deck with a pergola.

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

10.0 out of 10, Exceptional, (1)
"Awesome property and very responsive staff! Highly recommended. "
The price is AU$2,426
includes taxes & fees
3 Aug - 4 Aug
Bigelow Chalet at Killington: 8BR/4.5 BA Pet Friendly Home w/ Hot Tub, Fireplace.
Ski On, Ski off Okemo Trailside Appartment, Sleeps 6/ $550per night,
Situated in a winter wonderland, this charming two-story house boasts a steeply pitched roof and a prominent brick chimney.

Ski On, Ski off Okemo Trailside Appartment, Sleeps 6/ $550per night,

9.6 out of 10, Exceptional, (33)
"We had a fabulous stay here. Owner was v communicative and accommodating."
Ski On, Ski off Okemo Trailside Appartment, Sleeps 6/ $550per night,
Delightful Vacation Home - Minutes to Okemo, Direct Access to VAST trails
Enjoy the view from the upper-level balcony with a large arched window and a railing.

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

10.0 out of 10, Exceptional, (39)
"This is our second year staying at this beautiful home. We love the space and amenities, not to mention the location to the mountain. The owners have been very accommodating and communicative. Overall, a wonderful stay for our group of families and hope to return again when we come back to Ludlow."
Delightful Vacation Home - Minutes to Okemo, Direct Access to VAST trails
Okemo Mountain Chalet W/ Hot Tub and Game Room
Escape to a cozy cabin surrounded by a forest, with a balcony offering a peaceful retreat.

Okemo Mountain Chalet W/ Hot Tub and Game Room

9.8 out of 10, Exceptional, (160)
"This was our second time staying at the Bear Chalet and we absolutely loved it. So much space for multiple families and very kid friendly!"
Okemo Mountain Chalet W/ Hot Tub and Game Room
Killington Chalet - Great Space and Location!
Stunning two-story home surrounded by mature trees in a peaceful wooded area.

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. "
The price is AU$1,300
includes taxes & fees
13 Aug - 14 Aug
Killington Chalet - Great Space and Location!
Modern 7Bd/3Ba Mountain Chalet w/ Hot tub, 3 minutes from Okemo
Stunning two-story home with a charming front porch and balcony, set amidst a serene winter landscape.

Modern 7Bd/3Ba Mountain Chalet w/ Hot tub, 3 minutes from Okemo

10.0 out of 10, Exceptional, (10)
"Great house, made our ski weekend easy and fun. House is better than the pictures."
Modern 7Bd/3Ba Mountain Chalet w/ Hot tub, 3 minutes from Okemo
Mountain View Chalet Fabulous views large entertaining area just off Killington Road
Step up to the charming entrance of this cozy home, featuring a covered porch with a wooden staircase and a small window above the door.

Mountain View Chalet Fabulous views large entertaining area just off Killington Road

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