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Chalets in Rutland County

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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sep - 20 Sep
In four months
16 Oct - 18 Oct

Top Cities in Rutland County

A forest with autumn foliage and a distant view of a town.
ChaletsChalets

Rutland

Rutland

Our top choices for Rutland County chalets

Outdoor dining

Views! Large 3600 sqft 3-floor Custom Chalet w/HVAC, fast WiFi, 18 private acres

Views! Large 3600 sqft 3-floor Custom Chalet w/HVAC, fast WiFi, 18 private acres
WELLS
9.8 out of 10, Exceptional, (111 reviews)
"Great place! Beautiful property and close to mtn biking trails. "
United States
Gary G.
Views! Large 3600 sqft 3-floor Custom Chalet w/HVAC, fast WiFi, 18 private acres
Outdoor spa tub

BearVaria AC, Hot Tub, Fire Pit Grill, FrisbeeGolf

BearVaria AC, Hot Tub, Fire Pit Grill, FrisbeeGolf
Killington
10.0 out of 10, Exceptional, (9 reviews)
"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 Furniture was a little outdated but met our needs for a fun family vacation"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.
The price is AED 850
AED 2,010 total
includes taxes & fees
29 Jun - 30 Jun
BearVaria AC, Hot Tub, Fire Pit Grill, FrisbeeGolf
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, (24 reviews)
"Great place!"
United States
Russell A.
Charming 3-bedroom + loft log cabin at Lake Bomoseen in Castleton, VT. Sleeps 12
Outdoor dining

Fabulous 4-bedroom chalet in tranquil Killington getaway with gorgeous Hot tub

Fabulous 4-bedroom chalet in tranquil Killington getaway with gorgeous Hot tub
North Sherburne
8.2 out of 10, Very Good, (13 reviews)
"We had a great time!"
United States
Matthew R.
The price is AED 502
AED 1,597 total
includes taxes & fees
19 Jul - 20 Jul
Fabulous 4-bedroom chalet in tranquil Killington getaway with gorgeous Hot tub
Exterior

South View Chalet!

South View Chalet!
Killington
9.4 out of 10, Exceptional, (28 reviews)
"Wonderful, roomy house. Perfect Killington location. Very responsive host."
United States
Jean S.
South View Chalet!
Outdoor dining

West Park Chalet at Killington: Great for Groups! Hot tub, games, discounted ski rentals.

West Park Chalet at Killington: Great for Groups! Hot tub, games, discounted ski rentals.
Killington
8.8 out of 10, Excellent, (3 reviews)
"Great location and ski house layout. Pool Table Rec Room, TV Rec Room and Hot Tub."
United States
Rob S.
West Park Chalet at Killington: Great for Groups! Hot tub, games, discounted ski rentals.
Terrace/patio

Waterfront Chalet with expansive views of lake & mountains.

Waterfront Chalet with expansive views of lake & mountains.
Castleton
10.0 out of 10, Exceptional, (1 review)
"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.
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, (62 reviews)
"Very happy with our stay. Great location for an Okemo ski weekend gettaway! Would 100% rebook in the future."
United States
Anonymous traveler
Newly Renovated Rustic style home w/luxury bathrooms & mountain views, Sereni
Property grounds

BearHaus Central AC, HUGE Hot Tub, Awesome FirePit

BearHaus Central AC, HUGE Hot Tub, Awesome FirePit
Killington
9.6 out of 10, Exceptional, (5 reviews)
"Great property - excellent hosts. Close to mountain and restaurants"
United States
Eric D.
The price is AED 1,491
AED 3,408 total
includes taxes & fees
29 Jun - 30 Jun
BearHaus Central AC, HUGE Hot Tub, Awesome FirePit
Terrace/patio

Cozy chalet minutes from Okemo Mtn & VAST

Cozy chalet minutes from Okemo Mtn & VAST
Mount Holly
10.0 out of 10, Exceptional, (4 reviews)
"Great vacation house in "
United States
Chuleeporn K.
Cozy chalet minutes from Okemo Mtn & VAST
Exterior

First Chair Chalet, pet friendly beautiful 4 bedroom with hot tub, minutes from slopes and access for Pico Fitness Center and Pool The Killington golf course and Green Mountain National Golf Course are just a few minutes from this location.

First Chair Chalet, pet friendly beautiful 4 bedroom with hot tub, minutes from slopes and access for Pico Fitness Center and Pool The Killington golf course and Green Mountain National Golf Course are just a few minutes from this location.
Killington
10.0 out of 10, Exceptional, (2 reviews)
"Stayed for 2 nights with my family. Great house with plenty of room and nearby to mountain. Would rent again. "
United States
Maureen M.
First Chair Chalet, pet friendly beautiful 4 bedroom with hot tub, minutes from slopes and access for Pico Fitness Center and Pool The Killington golf course and Green Mountain National Golf Course are just a few minutes from this location.
Exterior detail

Mountain View Chalet Fabulous views from the hot tub with large entertaining area just off Killington Road. The Killington golf course and Green Mountain National Golf Course are just a few minutes from this location.

Mountain View Chalet Fabulous views from the hot tub with large entertaining area just off Killington Road. The Killington golf course and Green Mountain National Golf Course are just a few minutes from this location.
Killington
10.0 out of 10, Exceptional, (1 review)
Mountain View Chalet Fabulous views from the hot tub with large entertaining area just off Killington Road. The Killington golf course and Green Mountain National Golf Course are just a few minutes from this location.
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
8.6 out of 10, Excellent, (4 reviews)
"The host was pleasant, communicative and reliable."
United States
Rhys D.
Bigelow Chalet at Killington: 8BR/4.5 BA Pet Friendly Home w/ Hot Tub, Fireplace.
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, (108 reviews)
"Great house for family ski trip to Okemo"
United States
John P.
Log Home# w/ Incomparable Peace, Serenity, Privacy And The First Class Amenities
Exterior

Mountain Brook Lodge a spectacular house, A/C 6 miles from Killington Resort access to Pico Fitness Center and Pool The Killington golf course and Green Mountain National Golf Course are just a few minutes from this location.

Mountain Brook Lodge a spectacular house, A/C 6 miles from Killington Resort access to Pico Fitness Center and Pool The Killington golf course and Green Mountain National Golf Course are just a few minutes from this location.
Killington
10.0 out of 10, Exceptional, (5 reviews)
"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 The Killington golf course and Green Mountain National Golf Course are just a few minutes from this location.
Exterior

Killington Chalet - Great Space and Location!

Killington Chalet - Great Space and Location!
Killington
9.6 out of 10, Exceptional, (20 reviews)
"Great place. Very spacious with enough bedrooms for a large group. Short drive to the mountain and the hot tub was an added bonus."
United States
Tom M.
Killington Chalet - Great Space and Location!
Property grounds

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

Kilbourne Lodge ︙ Cozy Mid-Mod ︙ Fireplace ︙ Ski Shuttle
Killington
9.4 out of 10, Exceptional, (8 reviews)
"Great stay, thanks!"
United States
Bret R.
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. The Killington golf course and Green Mountain National Golf Course are just a few minutes from this location.

Northeast Passage Chalet is a cozy and warm. Wonderful hot tub on the deck and a great big stone fireplace. The Killington golf course and Green Mountain National Golf Course are just a few minutes from this location.
Killington
9.0 out of 10, Wonderful, (6 reviews)
"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. The Killington golf course and Green Mountain National Golf Course are just a few minutes from this location.
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, (20 reviews)
"Wonderful hosts with spacious home that’s well-stocked and clean. Great location to the mountain for skiing, restaurants, market. Highly recommend."
United States
Kathy W.
4BR/3BA ★ hot tub, sauna, billiards, A/C, & grill!
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, (3 reviews)
"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
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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Top Rutland County Hotel Reviews

The Mountain Inn at Killington

The Mountain Inn at Killington

10/10 Excellent
"Beautiful "on-mountain" property. Rooms were clean. Plenty of food at breakfast with tons of complimentary water bottles to stay hydrated. JP made our group's stay memorable with his warm hospitality."
Kevin 2-night trip
Posted 1 hour ago
The Mountain Inn at Killington