Rupert Vacation Rentals

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

Check dates for Rupert hotels

Vacation Rentals in Rupert

Beautifully Remodeled VT Mountain Oasis with Stratton Views and private Hot Tub

Peru VT

With a stay at this vacation home in Peru (Bromley Mountain), you'll be within a 15-minute walk of Bromley Mountain Ski Resort and Green Mountain National Forest.

Pool

Hot Tub

Historic Home w/glass house, mtn views, swim pond, near skiing, weekly discounts

west rutland VT

Located in West Rutland, this vacation home is on the waterfront, within a 15-minute drive of Clarendon Town Hall and Airport Driving Range.

Kitchen

Washer

Ski in Ski out Condo! Pool access

Stratton VT

$484 nightly

$547 total

Dec 10 - Dec 11

Total with taxes and fees

When you stay at this vacation home in Stratton, you'll be in the mountains, within a 10-minute walk of Stratton Mountain Resort and Green Mountain National Forest.

Hot Tub

Kitchen

Your Vermont Mountain Haven Pet Friendly home with Hot tub!

Winhall VT

$585 nightly

$656 total

Dec 9 - Dec 10

Total with taxes and fees

With a stay at this vacation home in Winhall, you'll be in the mountains, within a 10-minute drive of Bromley Mountain Ski Resort and Green Mountain National Forest.

Hot Tub

Kitchen

Historic Renovated Barn at Boorn Brook Farm - Manchester Vermont

Manchester Center VT

With a stay at this vacation home in Manchester Center, you'll be on a river, within a 15-minute drive of Bromley Mountain Ski Resort and Green Mountain National Forest.

Hot Tub

Kitchen

Spacious Riverfront Home 7 Minutes to Stratton!

Jamaica VT

Located in Jamaica, this vacation home is a 1-minute drive from Green Mountain National Forest and 6 minutes from Margie's Muse Handweaving & Gallery.

Hot Tub

Kitchen

UNBELIEVABLE MOUNTAIN VIEWS! Convenient to Manchester,skiing,outlets

Sunderland VT

With a stay at this vacation home in Arlington, you'll be steps from Green Mountain National Forest and a 4-minute drive from Mount Equinox.

Hot Tub

Kitchen

Miner Cottage-Historic Antique Home just steps from the Equinox Resort

Manchester VT

Located in Manchester, this vacation home is next to a golf course, within a 5-minute walk of Green Mountain National Forest and Golf Club at Equinox.

Kitchen

Washer

Stratton; 4 min! Shuttle, King Beds, Hot Tub, 2 FP

Jamaica VT

With a stay at this vacation home in Winhall, you'll be within a 10-minute drive of Stratton Mountain Resort and Green Mountain National Forest.

Hot Tub

Kitchen

Sleep 34 in huge VT Mansion! 15 bedrms/12 bath: Xmas, Ski, weddings, family reunions, Yoga, corporate, Dogs loved

Manchester VT

With a stay at this vacation home in Manchester Center, you'll be in the mountains, just a 1-minute walk from Green Mountain National Forest and 14 minutes by foot from Museum of Creative Process.

Pool

Kitchen

Stratton Mountain Home - Hot Tub, Fire Pit & Game Loft

Jamaica VT

$696 nightly

$786 total

Dec 9 - Dec 10

Total with taxes and fees

With a stay at this vacation home, you'll be centrally located in Winhall, within a 10-minute drive of Stratton Mountain Resort and Green Mountain National Forest.

Pool

Hot Tub

Manchester, Mt Equinox Views, Hot Tub, Horse-show,golf,skiing,hiking,fishing

Sunderland VT

With a stay at this vacation home in Arlington, you'll be in the mountains, just steps from Green Mountain National Forest and a 4-minute drive from Mount Equinox.

Hot Tub

Kitchen

Don't see what you're looking for?

See all available properties in Rupert

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.