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Compare 22 Chalets in Castleton with updated reviews, rates, and availability.

Killington Chalet - Great Space and Location!
Exterior

Killington Chalet - Great Space and Location!

9.4 out of 10, Exceptional, (12)
"Large house and plenty of beds. Great Value. Nothing special about it, but it accommodated our needs!"
Killington Chalet - Great Space and Location!
Mountain Brook Lodge a spectacular house with amazing stone work and A/C 6 miles from Killington Resort
Living area

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

10.0 out of 10, Exceptional, (3)
"This home was perfect in every way! We enjoyed staying here and there was easy communication with property management that was promptly handled. We will try to book when we decide to return to Killington."
Mountain Brook Lodge a spectacular house with amazing stone work and A/C 6 miles from Killington Resort
West Park Chalet at Killington: Great for Groups! Hot tub, games, discounted lift tix!
West Park Chalet is a spacious six-bedroom house just off the access road, a mile from the base lodges and surrounded by restaurants, shops, and nightlife options.

West Park Chalet at Killington: Great for Groups! Hot tub, games, discounted lift tix!

2.0 star property
West Park Chalet at Killington: Great for Groups! Hot tub, games, discounted lift tix!
"The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo
Exterior

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

9.8 out of 10, Exceptional, (30)
"We had a lovely time at the Arched Chalet for my family's annual vacation in Vermont. It was very comfortable, well-appointed, and in a great location. Even in the summer heat we did not need the AC - it was so comfortable with the fans and the lower level is naturally cool. Great location near Camp Plymouth (we went to the lake twice), and restaurants/shops in Ludlow and Woodstock."
"The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo
South View Chalet!
Exterior

South View Chalet!

9.2 out of 10, Wonderful, (25)
"This house is great for large groups and a perfect location. But the cleaning fee is clearly just being pocketed as the house was dirty and messy when we arrived. It was clear the bedsheets had not been changed from the prior guests which was upsetting and a big turn off. Other areas of the house were also very messy. For the price thst is charged, I would expect this house to be immaculate. The movie theater was a huge hit, but has a very foul smell to it. The heat had not been turned on before...
South View Chalet!
Kilbourne Lodge︙Mid-Century Chalet @ Killington Rd - Pet & Family Friendly
Interior

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

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

9.8 out of 10, Exceptional, (20)
"Our stay at Black Dog Lodge was truly great! It’s a beautiful lodge that had everything we needed. The layout was perfect and allowed everyone a space to hang and gather. It was a treat!"
Black Dog Lodge - Ski Chalet centered between Okemo and Killington Mt.
BearHaus- HUGE Hot Tub, FirePit
Step inside and discover the largest hot tub in the area, a luxurious oasis designed to provide unparalleled comfort and relaxation. It's the perfect retreat after a day of adventure.

BearHaus- HUGE Hot Tub, FirePit

10.0 out of 10, Exceptional, (2)
"This beautiful, spacious home was perfect for our family reunion. We were 10 people: 4 couples, 2 singles, and 2 dogs. The bedrooms were very comfortable. The well-appointed kitchen, dining area and family room easily accommodated all of us. The location was lovely and quiet, yet only a few minutes drive from restaurants, shops and hiking trails. We had a wonderful weekend and would be happy to book again. Highly recommend. "
The price is SAR 1,881
SAR 4,315 total
includes taxes & fees
13 Jan - 14 Jan
BearHaus- HUGE Hot Tub, FirePit
Northeast Passage Chalet is a cozy and warm. Wonderful hot tub on the deck and a great big stone fireplace.
Living area

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, (3)
"Not as described "
Northeast Passage Chalet is a cozy and warm. Wonderful hot tub on the deck and a great big stone fireplace.
5-bedroom chalet walking distance to bars and restaurants - on the access road
Classic Vermont A-frame

5-bedroom chalet walking distance to bars and restaurants - on the access road

9.8 out of 10, Exceptional, (46)
"Communication was incredible"
5-bedroom chalet walking distance to bars and restaurants - on the access road
BearVaria! Hot Tub, 2 miles to mountain

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
4BR/3BA ★ hot tub, sauna, billiards, A/C, & grill!
Our signature fieldstone fireplace in our huge great room.

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

9.8 out of 10, Exceptional, (15)
"À l'occasion de mes 50 ans, je souhaitais découvrir les merveilleuses couleurs des feuilles d'automne dans le Vermont. Un rêve d'enfant ! Une partie de ma famille nous a accompagné mon épouse et moi. Ce chalet nous a offert tout le confort attendu. Calme, entouré d'arbres ce logis était "the best place to live" De plus, le billard, le sauna et le jacuzzi extérieur ont permis de nous détendre après nos nombreuses visites et lors des journées "off". Située non loin de l'autoroute 89 et de la...
4BR/3BA ★ hot tub, sauna, billiards, A/C, & grill!
Gnome Home Mountain Ski Chalet w/Sauna Killington
IMG 8280

Gnome Home Mountain Ski Chalet w/Sauna Killington

10.0 out of 10, Exceptional, (3)
"This was a wonderful property with every single we needed. It was probably the most well-stocked place I've ever rented!"
The price is SAR 1,150
SAR 2,274 total
includes taxes & fees
15 Jan - 16 Jan
Gnome Home Mountain Ski Chalet w/Sauna Killington
Romantic Cozy Mountain Retreat near Killington
Bathroom

Romantic Cozy Mountain Retreat near Killington

10.0 out of 10, Exceptional, (6)
"Our stay in this house was amazing, everything was perfect as described and like pictures. 20 mins from Killington Mountain and Pico Mountain."
Romantic Cozy Mountain Retreat near Killington
The Overlook - Hot Tub, Game Room, 5min to MTN
Outdoor spa tub

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

10.0 out of 10, Exceptional, (1)
"The property was so amazing. The description is accurate. We were comfortable, cozy, with privacy yet close to skiing. Melissa is a wonderful and attentive host!! I highly recommend staying here. We hope to be back in the winter!"
The Overlook - Hot Tub, Game Room, 5min to MTN
Country house minutes from Killington and Okemo
Exterior

Country house minutes from Killington and Okemo

10.0 out of 10, Exceptional, (5)
"Our family loved this wonderful home. Even more perfect than the pictures! The house is so cozy and the expansive layout enabled the grownups to enjoy the game room, fireplace, and hot tub while the kiddos napped. Marielba and her family are the best hosts we have ever stayed with - so thoughtful and communicative. We felt not simply welcomed, but cared for. We stayed for 10 days to ski at Killington/Pico and Okemo, each just minutes away. And we loved exploring picturesque Woodstock. We...
Country house minutes from Killington and Okemo
Bigelow Chalet at Killington: 8BR/4.5 BA Pet Friendly Home w/ Hot Tub, Fireplace. Lift Tix!
Bigelow Chalet, a spacious vacation home in a beautiful central location of Killington, Vermont.

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

Bigelow Chalet at Killington: 8BR/4.5 BA Pet Friendly Home w/ Hot Tub, Fireplace. Lift Tix!
Charming 2-bedroom + loft log cabin at Lake Bomoseen in Castleton, Vermont
Front of the chalet that overlooks the lake

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

10.0 out of 10, Exceptional, (2)
"Relaxing stay in a great area."
Charming 2-bedroom + loft log cabin at Lake Bomoseen in Castleton, Vermont
Cozy 3 Bedroom home near Killington
Living area

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
The Chalet On West Park: Ski Chalet For Families, Close To Resort 5 Bedroom Chalet
Bathroom

The Chalet On West Park: Ski Chalet For Families, Close To Resort 5 Bedroom Chalet

3.0 star property
The Chalet On West Park: Ski Chalet For Families, Close To Resort 5 Bedroom Chalet
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

Private lake-front cabin with walk-in access to water, next to state park.
Property grounds

Private lake-front cabin with walk-in access to water, next to state park.

9.8 out of 10, Exceptional, (56)
"This place is spectacular! The views of the lake are better than the photos and change throughout the day with changing conditions. We saw a bald eagle fly by twice!! The house is small but very cozy with a comfy living room and lovely gas fireplace. It has a great sunroom overlooking the lake, nice little yard with picnic table and a dock. The kitchen was well equipped. We would definitely like to come back. Just a note.. bring drinking water as the tap water is not okay to drink but was...
Private lake-front cabin with walk-in access to water, next to state park.
Relaxing, cozy, lakefront home with secluded deck, dock & direct lake access

Relaxing, cozy, lakefront home with secluded deck, dock & direct lake access

10.0 out of 10, Exceptional, (11)
"Our family loved our stay at this gem. The lake is stunning and refreshing and the house met our needs well. The beds were super comfy! "
Relaxing, cozy, lakefront home with secluded deck, dock & direct lake access
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Front of property

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3.0 star property
9.0 out of 10, Wonderful, (41)
"very clean and easy to access close to mountain"
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.