Woodstock Vacation Rentals

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Vacation Rentals in Woodstock

4 Season Secluded Lakefront Home near Ski Mountains

Mt Holly VT

Located in Mount Holly, this vacation home is on the waterfront, within a 15-minute drive of Lake Ninevah and Buttermilk Falls.

Kitchen

Washer

Cozy 3br cabin 5 minutes (1.5 miles) from Okemo Mountain Base

Ludlow VT

With a stay at this vacation home in Ludlow, you'll be in the mountains, within a 10-minute drive of Okemo Mountain Resort and Dorsey Park.

Kitchen

Washer

Classic ski home with hot tub, washer/dryer, mountain views, fireplace, & cable

Ludlow VT

With a stay at this vacation home, you'll be centrally located in Ludlow, within a 5-minute drive of Okemo Mountain Resort and Red Lot.

Hot Tub

Kitchen

Killington Mountain Home! HotTub & 5 min to Skiing! by RedAwning

Killington VT

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

Hot Tub

Washer

Rustic home with a private hot tub, fireplace, cable, & washer/dryer

Plymouth VT

Located in Plymouth, this vacation home is in the mountains, within a 10-minute drive of Amherst Lake and Echo Lake.

Hot Tub

Kitchen

Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo

Ludlow VT

With a stay at this vacation home, you'll be centrally located in Ludlow, within a 10-minute drive of Okemo Mountain Resort and Fletcher Farm School for the Arts and Crafts.

Kitchen

Washer

Renovated Retreat • Fireplace • Coffee Bar • Minutes to Skiing & Woodstock

Hartford VT

Located in White River Junction, this vacation home is on a river, within a 15-minute walk of The Strong House Spa and Route 4 Glassblowing Studio.

Pool

Kitchen

Newly Renovated Cottage, Hot Tub, Fire place, 5min to Killington Ski Gondola

Bridgewater Corners VT

$524 nightly

$587 total

Jan 7 - Jan 8, 2026

Total with taxes and fees

With a stay at this vacation home in Bridgewater Corners, you'll be on a lake, within a 5-minute drive of Killington Resort and Skyeship Express Gondola Stage I.

Hot Tub

Kitchen

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

Mountain View Manor - Expansive Views, Hot Tub, Hiking & Nearby Lakes!

Ludlow VT

With a stay at this vacation home in Ludlow, you'll be on a lake, within a 10-minute drive of Okemo Mountain Resort and Green Mountain Sugar House.

Hot Tub

Kitchen

PRIVATE & AFFORDABLE charming custom ranch in S. Woodstock. WIFI and AC.

Woodstock VT

Located in Woodstock, this vacation home is in a rural location, within a 10-minute drive of Union Arena Community Center and Five Elm Arches.

Kitchen

Washer

Lakefront house with skiing nearby, dock, and amazing views - dog-friendly

Ludlow VT

With a stay at this vacation home in Ludlow, you'll be on the waterfront, within a 10-minute drive of Okemo Mountain Resort and Lake Rescue.

Kitchen

Washer

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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.