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Compare 80 Chalets in Weston with updated reviews, rates, and availability.

Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!

10.0 out of 10, Exceptional, (6)
"Cabin was well thought out, super clean and a functional space. Close to Mt snow and Stratton. The only negatives was it is close to the road and driveway was muddy. We would definitely stay there again."
The price is AED 459
AED 1,336 total
includes taxes & fees
20 May - 21 May
Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!

Classic Alpine Vermont Chalet

10.0 out of 10, Exceptional, (10)
"The house was just what we needed for a family wedding in Manchester. Quite literally right off the highway but the house itself is nestled back and quiet so you don’t even hear the road. "
Classic Alpine Vermont Chalet

Sunny Stratton Mountain Retreat: 5BD Modern Oasis w/Hot Tub, Pond, & BBQ Deck

9.4 out of 10, Exceptional, (6)
"Nice hill for sledding. Missed having electric mixer for potatoes. Nice community area of kitchen, dining room and living room. Good setup of rooms. "
The price is AED 1,219
AED 3,150 total
includes taxes & fees
11 May - 12 May
Sunny Stratton Mountain Retreat: 5BD Modern Oasis w/Hot Tub, Pond, & BBQ Deck

Beautiful Manchester VT Mountain Retreat w/Hot Tub

10.0 out of 10, Exceptional, (32)
"Stayed 3 nights everything was spotless & so very comfortable. This was our 2nd stay here. The host is always reachable & prompt to respond. Can’t wait to hopefully stay here again. "
Beautiful Manchester VT Mountain Retreat w/Hot Tub

Log Home# w/ Incomparable Peace, Serenity, Privacy And The First Class Amenities

10.0 out of 10, Exceptional, (107)
"Fun family get away!"
Log Home# w/ Incomparable Peace, Serenity, Privacy And The First Class Amenities

Mid-Century Arty Chalet - 2 Min to Stratton Slopes

8.8 out of 10, Excellent, (3)
"The house is in a great location for skiing at Stratton! 5 mins drive to the base or shuttle service running every 30 mins. Perfect for a cozy ski weekend with the fireplace. We enjoyed it very much! "
Mid-Century Arty Chalet - 2 Min to Stratton Slopes

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

10.0 out of 10, Exceptional, (24)
"We had 4 families with a range of kids from 16-5. The house was the perfect space to spread out to give everyone space and things to do! The house was clean and stocked with whatever you needed during the stay. We’ve done a lot of VRBO rentals and this was one of our best experiences! Plus, the trail was amazing to have in the backyard! "
Luxury 8BR Ski In/Out Okemo Chalet on Sachem Trail Sleeps 22 Adults

Summer Adventures Await -- Book now for the Horse Show & Explore Manchester

10.0 out of 10, Exceptional, (50)
"We had a great trip even though the weather did not cooperate. The home was just right for a group our size with plenty of extra room to spread out and relax. We loved the charm and feel of an old inn and close proximity to the mountain, town and shopping. Owners were very responsive and receptive to feedback. Would love to stay again. "
Summer Adventures Await -- Book now for the Horse Show & Explore Manchester

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,

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

9.8 out of 10, Exceptional, (34)
"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

Stylish Mountain Getaway close to Stratton w/ Spa

9.8 out of 10, Exceptional, (7)
"Amazing! Host was readily available to handle any questions and the house was very comfortable and relaxing. "
Stylish Mountain Getaway close to Stratton w/ Spa

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

9.6 out of 10, Exceptional, (5)
"Clean, spacious house with modern finishes that was absolutely perfect for our trip with two families (four adults and five kids under 10). Extremely convenient to Okemo. Basement area was great for kids to hang out. Owner was highly responsive for random questions. We would definitely plan on staying here again. "
Modern 4-Bedroom Mountain Retreat Minutes to Lake Rescue & Echo and Hiking

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

2.0 star property
The price is AED 1,725
AED 4,293 total
includes taxes & fees
4 May - 5 May
West Park Chalet at Killington: Great for Groups! Hot tub, games, discounted ski rentals.

Cozy Creekside Chalet centrally located near 4 ski resorts

10.0 out of 10, Exceptional, (9)
"We had the best time at this cozy spot with some friends for a weekend - highly recommend!"
The price is AED 841
AED 2,045 total
includes taxes & fees
5 May - 6 May
Cozy Creekside Chalet centrally located near 4 ski resorts

Calling all hikers, bikers, golfers, kayakers, swimmers for summer fun

2.0 star property
10.0 out of 10, Exceptional, (11)
"The place was nice, the hosts were really excellent and responsive- and the location is very nice. It’s not too far to go hiking, swimming or kayaking!!!"
The price is AED 753
AED 1,773 total
includes taxes & fees
22 May - 23 May
Calling all hikers, bikers, golfers, kayakers, swimmers for summer fun

Green Mountain Manor - Ski and Summer Chalet

9.8 out of 10, Exceptional, (7)
"Beautiful property less than 5 minutes from Stratton!! Very private and secluded"
Green Mountain Manor - Ski and Summer Chalet

Cozy Springtime Retreat on Magic Mountain

10.0 out of 10, Exceptional, (11)
"From the excellent communication and problem solving of our hosts to the fabulous location and completely comfortable accommodations, our stay was perfect. Would absolutely stay here again. "
Cozy Springtime Retreat on Magic Mountain

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

9.8 out of 10, Exceptional, (125)
"Had a great time here this week, quick access to Okemo, hope to stay again next season."
Gorgeous Ski Chalet with Game Room & Hot Tub on Okemo Mt. under 1 mile to base!

Two Bedroom Chalet, Charming, Quiet, River Front

9.4 out of 10, Exceptional, (74)
"Everything was so beautiful! The location is AMAZING!! Highly recommend!"
Two Bedroom Chalet, Charming, Quiet, River Front

Spaceship Chalet Killington: Your Groovy Ski Home, Close to the slopes, bars and restaurants

10.0 out of 10, Exceptional, (1)
The price is AED 827
AED 2,737 total
includes taxes & fees
4 May - 5 May
Spaceship Chalet Killington: Your Groovy Ski Home, Close to the slopes, bars and restaurants
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 Weston

NEW Charming ski retreat w/heated plunge pool & endless views in peaceful Weston

10.0 out of 10, Exceptional, (1)
"Our family's stay at this stunning Vermont retreat was nothing short of exceptional! From the moment we arrived, we were blown away by the beauty comfort and cleanliness of this farmhouse-style home. The location is truly ideal, nestled in the Green Mountain National forest. The house itself is a dream. The kitchen was a joy to cook in, and the spacious dining room with its breathtaking views made every meal special. With multiple living spaces, we had plenty of space to relax and unwind after a...
NEW Charming ski retreat w/heated plunge pool & endless views in peaceful Weston

Cozy Creekside Chalet centrally located near 4 ski resorts

10.0 out of 10, Exceptional, (9)
"We had the best time at this cozy spot with some friends for a weekend - highly recommend!"
The price is AED 841
AED 2,045 total
includes taxes & fees
5 May - 6 May
Cozy Creekside Chalet centrally located near 4 ski resorts

Historic Rideout 16m to Okemo Walk to Town

10.0 out of 10, Exceptional, (22)
"Great for families."
Historic Rideout 16m to Okemo Walk to Town
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.