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

Vacation Rentals in Rupert

Riverfront 2-bedroom house with tons of light, AC, deck & patio. Pet Friendly

Fort Edward NY

Located in Fort Edward, this vacation home is on the waterfront, a 1-minute drive from Hudson River and 6 minutes from Oliva Vineyards.

Kitchen

Washer

Starry Skies: 7min to SkiStratton+PikesFalls+DogOK

Jamaica VT

With a stay at this vacation home in Jamaica (Pikes Falls), you'll be within a 15-minute drive of Stratton Mountain Resort and Solstice Ski Lift.

Kitchen

Washer

8-bedroom vacation home just 16 minutes from Golf Club at Equinox

Dorset VT

When you stay at this vacation home in Dorset, you'll be on a river, just steps from Green Mountain National Forest and Emerald Lake State Park.

Kitchen

Washer

LUXURY - 2 Sauna - Hot Tub - Gym - Fireplace - Roman Bath Private Lake Views

Peru VT

Located in Peru, this vacation home is on the waterfront, within a 10-minute drive of Wild Wings Ski Touring Center and Taylor Farm.

Hot Tub

Kitchen

Sauna - Gym - Hot Tub - Fire Place - Amazing View

Peru VT

Located in Peru, this vacation home is on the waterfront, within a 10-minute drive of Wild Wings Ski Touring Center and Taylor Farm.

Hot Tub

Kitchen

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

Sunderland VT

When you 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

By Manchester, VT-Circa 1840 Hand Hewn Barn on private pond close to skiing.

Winhall VT

When you stay at this vacation home in Bondville, you'll be on the waterfront, just steps from Green Mountain National Forest and a 4-minute drive from Bromley Mountain Ski Resort.

Kitchen

Washer

Enjoy Every Season at this Serene Estate with Incredible Mountain Views !

Peru VT

With a stay at this vacation home in Peru, you'll be a 1-minute drive from Green Mountain National Forest and 8 minutes from Bromley Mountain Ski Resort.

Hot Tub

Kitchen

Bright and Cheery 3 Bedroom Home w/Wifi and Laundry

Poultney VT

When you stay at this vacation home in Poultney, you'll be next to a golf course, within a 15-minute walk of Slate Quarry Park and Poultney Public Library.

Kitchen

Washer

Charming 4-bedroom house with big yard in Poultney

Poultney VT

Located in Poultney, this vacation home is within a 5-minute drive of Slate Quarry Park and Poultney Public Library.

Hot Tub

Kitchen

Breaktime - Quiet and Private on dead end street

Manchester VT

With a stay at this vacation home in Manchester (Manchester Village Historic District), you'll be steps from Green Mountain National Forest and 8 minutes by foot from Golf Club at Equinox.

Kitchen

Washer

Heated Pool, Hot Tub, Sauna, EV Charging & more!

Winhall VT

When you stay at this vacation home in Bondville, you'll be in the mountains, just steps from Green Mountain National Forest and a 3-minute drive from Stratton Mountain Golf Course.

Pool

Hot Tub

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.