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Compare 27 Chalets in Charlestown with updated reviews, rates, and availability.

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 738
AED 1,757 total
includes taxes & fees
12 Jun - 13 Jun
Calling all hikers, bikers, golfers, kayakers, swimmers for summer fun

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

10.0 out of 10, Exceptional, (2)
"We all had a great time while at the house! It was beautiful and true to the pictures posted. The hosts were great to work with. We were in town for a family funeral and ended up having other family back to the house & they all loved it as well. Hope to stay there again! "
Spacious 5-bedroom chalet with AC and WiFi in charming Chester

Okemo Mountain Chalet W/ Hot Tub and Game Room

9.8 out of 10, Exceptional, (159)
"Great house, great host"
Okemo Mountain Chalet W/ Hot Tub and Game Room

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 559
AED 1,642 total
includes taxes & fees
14 Jun - 15 Jun
Cozy Creekside Chalet centrally located near 4 ski resorts

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

10.0 out of 10, Exceptional, (39)
"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

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

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

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!

Amazing 3-Level Chalet; 2 Kitchens, 2 Decks, HOT TUB, 5 Ski Mountains, Pets OK

10.0 out of 10, Exceptional, (9)
"A wonderful and spacious house that is perfect for large groups. The house was well stocked, host was responsive and helpful, and the hot tub was great! Would definitely stay here again. "
Amazing 3-Level Chalet; 2 Kitchens, 2 Decks, HOT TUB, 5 Ski Mountains, Pets OK

Okemo 6 Bedroom Chalet.

9.4 out of 10, Exceptional, (23)
"Hosts were great. Perfect location for skiing. However some messages from the host were not immediately received during the stay since they were sent through the app rather than direct to phone/text. Once we were checked in, didn’t frequently open the app during the weekend. To check messages. "
Okemo 6 Bedroom Chalet.

3-bedroom chalet next to skiing, hiking, boating and breweries

10.0 out of 10, Exceptional, (4)
"We had a great time staying here and skiing at Mt. Sunapee. Highly recommend."
3-bedroom chalet next to skiing, hiking, boating and breweries

Two Bedroom Chalet, Charming, Quiet, River Front

9.4 out of 10, Exceptional, (74)
"Loved the location and the house was great. All amenities were as described. Great host. Highly recommend. "
Two Bedroom Chalet, Charming, Quiet, River Front

Mountain chalet

10.0 out of 10, Exceptional, (40)
"Owner is very nice, easy communications. "
Mountain chalet

Stylish Farmhouse - Close to Ski, Golf + Hot Tub

10.0 out of 10, Exceptional, (6)
"We really loved this house! thank you so much for sharing it with us!"
The price is AED 767
AED 2,296 total
includes taxes & fees
8 Jun - 9 Jun
Stylish Farmhouse - Close to Ski, Golf + Hot Tub

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

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,

Stratton Mountain Escape w Hot Tub|Deck|Projector

10.0 out of 10, Exceptional, (1)
"My family loved our stay. Would strongly recommend!"
Stratton Mountain Escape w Hot Tub|Deck|Projector

Cozy Chalet in Vermont's Golden Triangle

9.2 out of 10, Wonderful, (7)
"The property was great, extremely close to Magic Mountain where we were skiing, quiet area and lovely home. Nikita was extremely understanding throughout the entire process. Definitely recommend :)"
Cozy Chalet in Vermont's Golden Triangle

Green Mt Getaway: Close to Magic, Stratton, Bromley, Okemo Parks

9.6 out of 10, Exceptional, (5)
"We had a great stay here! The host was very informative and pleasant to work with and the house offered a lot of amenities. Lots of beds which is perfect for a big group. Thank you for hosting us!"
Green Mt Getaway: Close to Magic, Stratton, Bromley, Okemo Parks

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
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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