Photo by Ana Lei

Find Chalets in Rutland County, VT from $924

Compare and save

Start date: Check-in selected.
To Date
End date: Check-out

Check prices for these dates

In two weeks
Dec 26 - Dec 28
In two months
Feb 6 - Feb 8
In three months
Mar 6 - Mar 8
In four months
Apr 3 - Apr 5

Top Cities in Rutland County

Killington Ski Resort featuring snow and snow skiing as well as an individual male
ChaletsChalets

Killington

Killington

Chalets in Rutland County

Exterior
Killington Chalet - Great Space and Location!

Killington Chalet - Great Space and Location!

The Woods
9.6 out of 10, Exceptional, (15)
"Our group of 10 friends had a wonderful stay at the Chalet. Great location to the mountain and local restaurants and entertainment. Plenty of room to spread out and great communal area as well. "
United States
Dan K.
Killington Chalet - Great Space and Location!
Exterior
South View Chalet!

South View Chalet!

Killington
9.2 out of 10, Wonderful, (27)
"We enjoyed our stay. especially with such a wonderful host and looking to be always a help. I am looking forward to stay there again. "
United States
david f.
South View Chalet!
Outdoor spa tub
Mountain View Chalet Fabulous views from the hot tub with large entertaining area just off Killington Road

Mountain View Chalet Fabulous views from the hot tub with large entertaining area just off Killington Road

Killington
10.0 out of 10, Exceptional, (1)
Mountain View Chalet Fabulous views from the hot tub with large entertaining area just off Killington Road
Outdoor dining
Newly Renovated Rustic style home w/luxury bathrooms & mountain views, Sereni

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

Mount Holly
9.8 out of 10, Exceptional, (59)
"The house was beautiful and had great group spaces, we definitely recommend the property!"
United States
James C.
Newly Renovated Rustic style home w/luxury bathrooms & mountain views, Sereni
Terrace/patio
Charming 3-bedroom + loft log cabin at Lake Bomoseen in Castleton, VT. Sleeps 12

Charming 3-bedroom + loft log cabin at Lake Bomoseen in Castleton, VT. Sleeps 12

Fair Haven
10.0 out of 10, Exceptional, (21)
"Lovely well kept home . Would recommend for anyone looking to spend some quality time on the lake . "
United States
Charles B.
Charming 3-bedroom + loft log cabin at Lake Bomoseen in Castleton, VT. Sleeps 12
Exterior
BearHaus-Fireplace, HUGE indoor Hot Tub, Sleeps 14

BearHaus-Fireplace, HUGE indoor Hot Tub, Sleeps 14

Killington
9.6 out of 10, Exceptional, (5)
"Great property - excellent hosts. Close to mountain and restaurants"
United States
Eric D.
$818 nightly
The price is $924
Dec 9 - Dec 10
Total with taxes and fees
BearHaus-Fireplace, HUGE indoor Hot Tub, Sleeps 14
Outdoor spa tub
Bigelow Chalet at Killington: 8BR/4.5 BA Pet Friendly Home w/ Hot Tub, Fireplace.

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

Killington
8.0 out of 10, Very Good, (2)
"Awesome property and very responsive staff! Highly recommended. "
United States
Anthony P.
Bigelow Chalet at Killington: 8BR/4.5 BA Pet Friendly Home w/ Hot Tub, Fireplace.
Exterior
Views!-Spacious 3-floor Custom Chalet. 18 acres. Ski most resorts within an hour

Views!-Spacious 3-floor Custom Chalet. 18 acres. Ski most resorts within an hour

WELLS
9.8 out of 10, Exceptional, (109)
"This was our second stay at the chalet and it will not be our last. Accommodations were super. Chalet is spotless and roomy. Owners are responsive ti all inquiries. A perfect spot for much needed family time. "
United States
Susan D.
Views!-Spacious 3-floor Custom Chalet. 18 acres. Ski most resorts within an hour
Exterior
Log Home# w/ Incomparable Peace, Serenity, Privacy And The First Class Amenities

Log Home# w/ Incomparable Peace, Serenity, Privacy And The First Class Amenities

Mt Holly
10.0 out of 10, Exceptional, (107)
"Fun family get away!"
United States
Anonymous traveler
Log Home# w/ Incomparable Peace, Serenity, Privacy And The First Class Amenities
Exterior
First Chair Chalet, pet friendly beautiful 4 bedroom with hot tub, minutes from slopes and access for Pico Fitness Center and Pool

First Chair Chalet, pet friendly beautiful 4 bedroom with hot tub, minutes from slopes and access for Pico Fitness Center and Pool

2.0 star property
Killington
First Chair Chalet, pet friendly beautiful 4 bedroom with hot tub, minutes from slopes and access for Pico Fitness Center and Pool
Exterior
4BR/3BA ★ hot tub, sauna, billiards, A/C, & grill!

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

Killington
9.8 out of 10, Exceptional, (18)
"My bride and I had a wonderful time enjoying this beautiful home. The setting is close to everything, but remarkably peaceful. The sauna and hot tub are a dream and the home is well-supplied with everything we needed for the week. Stacey and Jeff were incredibly responsive to questions we asked ahead of our stay - and were incredibly kind. We look forward to returning soon! "
United States
Michael E.
4BR/3BA ★ hot tub, sauna, billiards, A/C, & grill!
Exterior
The Whimsical Chalet is a lovely cape on acres. Private setting less than 10 minutes to skiing.

The Whimsical Chalet is a lovely cape on acres. Private setting less than 10 minutes to skiing.

Mount Holly
9.0 out of 10, Wonderful, (2)
"Stayed for a ski weekend and it was a nice quiet house on a quiet street but still situated close to the resorts."
United States
Austin A.
The Whimsical Chalet is a lovely cape on acres. Private setting less than 10 minutes to skiing.
Property grounds
Kilbourne Lodge ︙ Cozy Mid-Mod ︙ Fireplace ︙ Ski Shuttle

Kilbourne Lodge ︙ Cozy Mid-Mod ︙ Fireplace ︙ Ski Shuttle

The Woods
9.4 out of 10, Exceptional, (8)
"Great stay, thanks!"
United States
Bret R.
$1,154 nightly
The price is $1,304
Dec 25 - Dec 26
Total with taxes and fees
Kilbourne Lodge ︙ Cozy Mid-Mod ︙ Fireplace ︙ Ski Shuttle
Property grounds
Northeast Passage Chalet is a cozy and warm. Wonderful hot tub on the deck and a great big stone fireplace.

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

Killington
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."
United States
Brigid P.
Northeast Passage Chalet is a cozy and warm. Wonderful hot tub on the deck and a great big stone fireplace.
Outdoor spa tub
The Overlook - Hot Tub, Game Room, 5min to MTN

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

Killington
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."
United States
Matt F.
The Overlook - Hot Tub, Game Room, 5min to MTN
Exterior
Mountain Brook Lodge a spectacular house, A/C 6 miles from Killington Resort access to Pico Fitness Center and Pool

Mountain Brook Lodge a spectacular house, A/C 6 miles from Killington Resort access to Pico Fitness Center and Pool

Killington
10.0 out of 10, Exceptional, (5)
"Great house, convenient and close to mountain, family.had a great time!!"
United States
Michael R.
Mountain Brook Lodge a spectacular house, A/C 6 miles from Killington Resort access to Pico Fitness Center and Pool
Terrace/patio
Cozy chalet minutes from Okemo Mtn & VAST

Cozy chalet minutes from Okemo Mtn & VAST

2.0 star property
Mount Holly
Cozy chalet minutes from Okemo Mtn & VAST
Terrace/patio
BearVaria- Hot Tub, Fireplace, Close to Trails!

BearVaria- Hot Tub, Fireplace, Close to Trails!

Killington
10.0 out of 10, Exceptional, (9)
"Great quite location near restaurants and 5 mins from the slopes. The kids loved the little arcade area and the hot tub was great for after skiing. Furniture was a little outdated but met our needs for a fun family vacation"
United States
Uyen B.
BearVaria- Hot Tub, Fireplace, Close to Trails!
Outdoor dining
Waterfront Chalet with expansive views of lake & mountains.

Waterfront Chalet with expansive views of lake & mountains.

Castleton
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."
United States
Larry N.
Waterfront Chalet with expansive views of lake & mountains.
Chalet, Multiple Beds (The Whimsical Chalet) | Exterior
The Whimsical Chalet

The Whimsical Chalet

2.5 star property
Mount Holly
The Whimsical 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Rutland County Hotel Reviews

North Star Lodge and Resort

North Star Lodge and Resort

10/10 Excellent
"Location is very convenient. Service as described online."
Yilun 2-night trip
Posted 2 days ago
North Star Lodge and Resort

Find out more about Rutland County

Rutland County Chalets information

Number of reviews
327
Accommodation
26 Chalets
Lowest Price
$924
Highest Price
$1,304

Explore a world of travel with Expedia