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Compare 24 Chalets in Castleton with updated reviews, rates, and availability.

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.
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
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!
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
9.2 out of 10, Wonderful, (7)
"Had a great time!! Thank you so much for everything!!"
Kilbourne Lodge︙Mid-Century Chalet @ Killington Rd - Pet & Family Friendly
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 1,075
SAR 3,289 total
includes taxes & fees
6 Nov - 7 Nov
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.
10.0 out of 10, Exceptional, (2)
"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.
BearVaria! Hot Tub, Deck, FirePit
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, Deck, FirePit
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
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 939
SAR 2,008 total
includes taxes & fees
12 Nov - 13 Nov
Gnome Home Mountain Ski Chalet w/Sauna Killington
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
New Construction Timber Frame / Mins to mountain and restaurants / Amazing views
10.0 out of 10, Exceptional, (2)
"We couldn't have been more delighted with our choice of this property for our recent getaway. Our group, comprised of two families totaling eight people—four adults and four kids—found the accommodations to be precisely as described. The home is simply stunning, boasting an ideal location and breathtaking views that exceeded our expectations. Every detail of our stay was attended to, ensuring our comfort and convenience. Matt, our gracious host, was exceptionally responsive and went above and...
New Construction Timber Frame / Mins to mountain and restaurants / Amazing views
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
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
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
Waterfront Chalet with views of lake & mountains. Stay Christmas & New Years
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 views of lake & mountains. Stay Christmas & New Years
The Birch Ridge: Takeover an entire inn for your group! Great common areas, 11 rooms, hot tubs!
The Birch Ridge: Takeover an entire inn for your group! Great common areas, 11 rooms, hot tubs!
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!
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
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.
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
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
Private Adirondack Getaway. Stunning Fall Foliage. Close to Lake George and VT.
10.0 out of 10, Exceptional, (69)
"We were looking for something for our “baby moon” before I go back to work. We had a dream checklist and this home checked off everything on our list. We brought our 3mo old and our dog and had a peaceful weekend enjoying the hot tub, the Blackstone, and the cozy fireplace. We had some questions that were answered immediately. Can’t wait to go back with friends when it’s warmer not enjoy the pool and yard more! Love love lovd"
Private Adirondack Getaway. Stunning Fall Foliage. Close to Lake George and VT.
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.