Rutland Chalets

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Chalets in Rutland

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

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

Killington VT
$399 nightly
The price is $450 total per night
$450 total
Aug 26 - Aug 27
Total with taxes and fees
With a stay at this chalet in Killington (North Sherburne), you'll be within a 15-minute drive of Green Mountain National Forest and Killington Resort.
Ski On, Ski off Okemo Trailside Appartment, Sleeps 6/ $550per night,

Ski On, Ski off Okemo Trailside Appartment, Sleeps 6/ $550per night,

Ludlow VT
When you stay at this chalet in Ludlow, you'll be in the mountains, just steps from Okemo Mountain Resort and 13 minutes by foot from Sunshine Ski Lift.
Kitchen
Washer
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 VT
Located in Wells, this chalet is on a lake, within a 10-minute drive of Lake Saint Catherine and Wells Lakeside Park.
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 VT
With a stay at this chalet in Fair Haven, you'll be on a lake, just a 1-minute walk from Lake Bomoseen and 11 minutes by foot from Bomoseen State Park.
Gorgeous Ski Chalet with Game Room & Hot Tub on Okemo Mt. under 1 mile to base!

Gorgeous Ski Chalet with Game Room & Hot Tub on Okemo Mt. under 1 mile to base!

Ludlow VT
With a stay at this chalet in Ludlow, you'll be in the mountains, within a 5-minute drive of Okemo Mountain Resort and Sunshine Ski Lift.
Ski In/Out Luxury 8BR Okemo Chalet on Sachem Trail Sleeps 22 Adults

Ski In/Out Luxury 8BR Okemo Chalet on Sachem Trail Sleeps 22 Adults

ludlow VT
When you stay at this chalet in Ludlow, you'll be in the mountains, just steps from Okemo Mountain Resort and a 3-minute drive from Glades Peak Ski Lift.
"The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo

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

Plymouth VT
With a stay at this chalet, you'll be centrally located in Plymouth, within a 10-minute drive of Calvin Coolidge Homestead and Coolidge State Park.
Falcon House: VT Modern Chalet w/Sauna on 25 Acres - Hike - Bike to Village

Falcon House: VT Modern Chalet w/Sauna on 25 Acres - Hike - Bike to Village

Woodstock VT
With a stay at this chalet in Woodstock, you'll be on the waterfront, within a 15-minute drive of Green Mountain National Forest and Union Arena Community Center.
Woodbridge Inn · 6BR Historic Charm✦Riverfront✦Hot Tub✦Close to Ski

Woodbridge Inn · 6BR Historic Charm✦Riverfront✦Hot Tub✦Close to Ski

Woodstock VT
With a stay at this chalet in Woodstock, you'll be on the waterfront, within a 15-minute drive of Killington Resort and Long Trail Brewing Company.
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 VT
When you stay at this chalet in Killington, you'll be in the mountains, a 1-minute drive from Killington Resort and 6 minutes from Green Mountain National Forest.
Delightful Vacation Home - Minutes to Okemo, Direct Access to VAST trails

Delightful Vacation Home - Minutes to Okemo, Direct Access to VAST trails

Ludlow VT
With a stay at this chalet in Ludlow, you'll be within a 10-minute drive of Okemo Mountain Resort and Fletcher Farm School for the Arts and Crafts.
Cozy, Charming Vermont Chalet close to 5 major ski areas sleeps 4

Cozy, Charming Vermont Chalet close to 5 major ski areas sleeps 4

Stockbridge VT
Located in Stockbridge, this chalet is in a rural location, within a 5-minute drive of Belcher Library and Les Newell Wildlife Management Area.
Don't see what you're looking for?
See all available properties in Rutland
View all properties
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.

Rutland Chalets essential information

Accommodation
49 Chalets
Lowest Price
$450
Highest Price
$450
Popular accommodation
Fabulous 4-bedroom chalet in tranquil Killington getaway with gorgeous Hot tub, Ski On, Ski off Okemo Trailside Appartment, Sleeps 6/ $550per night,, Views! Large 3600 sqft 3-floor Custom Chalet w/HVAC, fast WiFi, 18 private acres, Charming 3-bedroom + loft log cabin at Lake Bomoseen in Castleton, VT. Sleeps 12, Gorgeous Ski Chalet with Game Room & Hot Tub on Okemo Mt. under 1 mile to base!, Ski In/Out Luxury 8BR Okemo Chalet on Sachem Trail Sleeps 22 Adults, "The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo, Falcon House: VT Modern Chalet w/Sauna on 25 Acres - Hike - Bike to Village, Woodbridge Inn · 6BR Historic Charm✦Riverfront✦Hot Tub✦Close to Ski, West Park Chalet at Killington: Great for Groups! Hot tub, games, discounted ski rentals., Delightful Vacation Home - Minutes to Okemo, Direct Access to VAST trails, Cozy, Charming Vermont Chalet close to 5 major ski areas sleeps 4

Top Picks