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Compare 51 Chalets in Woodstock with updated reviews, rates, and availability.

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

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

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,

BearHaus- Central AC, HUGE Hot Tub, FirePit

9.6 out of 10, Exceptional, (5)
"Beautiful kitchen, great amenities, awesome location!"
The price is SAR 1,013
SAR 3,213 total
includes taxes & fees
27 Apr - 28 Apr
BearHaus- Central AC, HUGE Hot Tub, FirePit

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

9.8 out of 10, Exceptional, (34)
"We had a great stay here! Looked just like the pictures. We especially loved the hot tub. Would love to come back."
"The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo

Cozy, Charming Vermont Chalet close to 5 major ski areas sleeps 4

9.8 out of 10, Exceptional, (44)
"Great little cottage, highly recommend"
Cozy, Charming Vermont Chalet close to 5 major ski areas sleeps 4

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 SAR 1,762
SAR 4,218 total
includes taxes & fees
26 Apr - 27 Apr
West Park Chalet at Killington: Great for Groups! Hot tub, games, discounted ski rentals.

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 SAR 746
SAR 1,786 total
includes taxes & fees
30 Apr - 1 May
Calling all hikers, bikers, golfers, kayakers, swimmers for summer fun

South View Chalet!

9.2 out of 10, Wonderful, (26)
"The house was perfect for our group. The outdoor space was great and the view is beautiful. Would certainly stay here again!"
South View Chalet!

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!

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

10.0 out of 10, Exceptional, (1)
The price is SAR 845
SAR 2,795 total
includes taxes & fees
26 Apr - 27 Apr
Spaceship Chalet Killington: Your Groovy Ski Home, Close to the slopes, bars and restaurants

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

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

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 SAR 2,558
SAR 5,574 total
includes taxes & fees
26 Apr - 27 Apr
Bigelow Chalet at Killington: 8BR/4.5 BA Pet Friendly Home w/ Hot Tub, Fireplace.

Falcon House: VT Modern Chalet w/Sauna on 60 Acres | Hiking | Bike to Village

10.0 out of 10, Exceptional, (68)
"House is beautiful, well stocked. Kat was exceptional as host; all my questions were promptly answered. Location is ideal"
Falcon House: VT Modern Chalet w/Sauna on 60 Acres | Hiking | Bike to Village

Okemo 6 Bedroom Chalet.

9.4 out of 10, Exceptional, (23)
"We enjoyed our stay at this cozy chalet! The 5 bedrooms and 2 living spaces allow for plenty of room for everyone. The location is convenient for skiing at okemo and close to everything in town. Communication with the owner was very good, especially when we had an issue with the hot tub. I highly recommend this home and am already looking forward to coming back! For large groups I might recommend bringing extra towels and for some reason the kitchen was short on bowls."
Okemo 6 Bedroom Chalet.

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

10.0 out of 10, Exceptional, (39)
"This was the second time we have stayed at this property and it did not disappoint. Plenty of room for everyone. Clean and well furnished. Highly recommend it."
Delightful Vacation Home - Minutes to Okemo, Direct Access to VAST trails

Northeast Passage Chalet is a cozy and warm. Wonderful hot tub on the deck and a great big stone fireplace.

8.8 out of 10, Excellent, (5)
"Took a week long vacation with friends and this was the perfect place for us. A lot bigger than we had anticipated, equipped with every we needed and only a short 10 minute drive to Killington. The only issue we had was the wifi. We didn’t have any reception but luckily none of us needed to check in with work."
Northeast Passage Chalet is a cozy and warm. Wonderful hot tub on the deck and a great big stone fireplace.

Newly Renovated Rustic style home w/luxury bathrooms & mountain views, Sereni

9.8 out of 10, Exceptional, (59)
"The house was beautiful and had great group spaces, we definitely recommend the property!"
Newly Renovated Rustic style home w/luxury bathrooms & mountain views, Sereni
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 Woodstock

Woodstock Carriage House-280 acres-Views-Gardens-Skiing-Farm-2.5 miles from town

10.0 out of 10, Exceptional, (52)
"Pristinely cared for guest cottage in a beautiful setting. Host was detailed oriented and thorough during booking process. Woodstock is a lovely Vermont town with great shops. Highly recommend."
Woodstock Carriage House-280 acres-Views-Gardens-Skiing-Farm-2.5 miles from town

Sleep Woodstock - 2 Double Beds - Dog Friendly

The price is SAR 512
SAR 718 total
includes taxes & fees
26 May - 27 May
Sleep Woodstock - 2 Double Beds - Dog Friendly

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3.0 star property
9.0 out of 10, Wonderful, (42)
"This property was perfectly situated for ski on ski off accessibility. It had plenty of room for four adults. We also enjoyed the Sauna after skiing. The host Ryan was very easy to deal with and the check in/out process was simple and efficient. "
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
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.