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Compare 29 Chalets in Castleton 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)
"The house was equipped with everything we needed! Cant wait to come back! "
Log Home# w/ Incomparable Peace, Serenity, Privacy And The First Class Amenities

Charming 2-bedroom + loft log cabin at Lake Bomoseen in Castleton, Vermont

10.0 out of 10, Exceptional, (5)
"We had to find a place to stay for our daughters basketball tournament, and this had enough space for us and her friends family. It was spacious, clean, gorgeous and it surpassed my expectations which were already high. We would definitely stay here again! Especially if it’s warm outside."
Charming 2-bedroom + loft log cabin at Lake Bomoseen in Castleton, Vermont

BearHaus- HUGE Hot Tub, FirePit

9.6 out of 10, Exceptional, (5)
"Great property - excellent hosts. Close to mountain and restaurants"
The price is AED 992
AED 3,096 total
includes taxes & fees
20 Apr - 21 Apr
BearHaus- HUGE Hot Tub, FirePit

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

9.8 out of 10, Exceptional, (34)
"Had a lovely weekend with "
"The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo

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 4,463 total
includes taxes & fees
14 Apr - 15 Apr
West Park Chalet at Killington: Great for Groups! Hot tub, games, discounted ski rentals.

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!

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

The price is AED 827
AED 2,899 total
includes taxes & fees
14 Apr - 15 Apr
Spaceship Chalet Killington: Your Groovy Ski Home, Close to the slopes, bars and restaurants

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

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 AED 2,505
AED 5,699 total
includes taxes & fees
14 Apr - 15 Apr
Bigelow Chalet at Killington: 8BR/4.5 BA Pet Friendly Home w/ Hot Tub, Fireplace.

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)
"Not as described "
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)
"My husband and young adult children and young adult cousins had a wonderful experience. Beautiful property secluded in the mountains but close enough to Okemo ( about 15-20 minutes away ) . Comfortable beds , fire in the wood stove kept us warm at night , easy to find with directions provided by host and great communications . "
Newly Renovated Rustic style home w/luxury bathrooms & mountain views, Sereni

Killington Chalet - Great Space and Location!

9.6 out of 10, Exceptional, (15)
"Perfect for 5 guys who want to skiing. Close to 3 ski slopes. We cooked breakfast and dinner. Owner was super responsive."
Killington Chalet - Great Space and Location!

Mountain Brook Lodge a spectacular house with amazing stone work and A/C 6 miles from Killington Resort

10.0 out of 10, Exceptional, (5)
"Great house, convenient and close to mountain, family.had a great time!!"
Mountain Brook Lodge a spectacular house with amazing stone work and A/C 6 miles from Killington Resort

Black Dog Lodge - Ski Chalet centered between Okemo and Killington Mt.

9.8 out of 10, Exceptional, (22)
"Victoria and Erica were wonderful hosts, everything was as expected and they were very responsive. Graciously arranged for extra snow plowing due to some pretty significant snowfall. Had room for three couples and kids, 10 in all, very comfortably. Would stay again!"
Black Dog Lodge - Ski Chalet centered between Okemo and Killington Mt.

BearVaria! Hot Tub, 2 miles to mountain

10.0 out of 10, Exceptional, (9)
"We really enjoyed the amenities at this property in a very nice secluded part of Killington! Fire pit, hot tub, grill, some disc golf baskets, it really was what we needed for a weekend away mtn biking with the guys. The property is a little older, but well furnished and comfortable beds and towels. Definitely recommend staying here! Also, the hosts were super responsive texting back, usually within 15 minutes for any questions. They were extremely accommodating with an early check in and a...
BearVaria! Hot Tub, 2 miles to mountain

Waterfront Chalet with expansive views of lake & mountains.

10.0 out of 10, Exceptional, (1)
"The house was very nice. Warmly furnished. Very comfortable. We felt at home. Much time spent absorbing the lake view from the deck. We took full advantage of the lake for swimming and kayaking. Overall a great trip. One suggestion: The listing should mention linens not provided."
Waterfront Chalet with expansive views of lake & mountains.

The Overlook - Hot Tub, Game Room, 5min to MTN

10.0 out of 10, Exceptional, (2)
"We stayed at the overlook for a family ski trip. It was the perfect place for our family of 4 with 2 young kids. The house was well appointed and what we expected, our hosts communicated well and it was an easy drive to killington mountain every day to ski."
The Overlook - Hot Tub, Game Room, 5min to MTN

Kilbourne Lodge︙Mid-Century Chalet @ Killington Rd - Pet & Family Friendly

9.4 out of 10, Exceptional, (8)
"Great stay, thanks!"
Kilbourne Lodge︙Mid-Century Chalet @ Killington Rd - Pet & Family Friendly

4BR/3BA ★ hot tub, sauna, billiards, A/C, & grill!

9.8 out of 10, Exceptional, (16)
"Nice amenities and plenty of room. We were very close to the Killington Ski Resort and many restaurants. "
4BR/3BA ★ hot tub, sauna, billiards, A/C, & grill!

Cozy 3 Bedroom home near Killington

10.0 out of 10, Exceptional, (1)
"We booked this house as it was close to a friend’s 50th birthday party. The house was really great. Super clean, new fresh linens and great amenities. Steph, the owner was extremely communicative and I would absolutely recommend a stay here. Thanks so much, we will return."
Cozy 3 Bedroom home near Killington
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 Castleton

Water front home with large two tiered deck! 2 bathrooms 😂

9.4 out of 10, Exceptional, (100)
"Perfect place to just get away for a few days and relax/unwind. Absolutely beautiful views and friendly neighborhood. Downtown was a convenient drive and Rutland is a short drive away for more choices to eat out. Truly enjoyed our stay!"
Water front home with large two tiered deck! 2 bathrooms 😂

Ultimate relaxing vacation

9.8 out of 10, Exceptional, (187)
"perfect clear night for stars "
The price is AED 514
AED 658 total
includes taxes & fees
17 Apr - 18 Apr
Ultimate relaxing vacation

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.