Woodstock Cottages

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

Cottages in Woodstock

Addie's Place: A Quiet and Quirky Guesthouse

Hartford VT

$182 nightly

$205 total

Apr 23 - Apr 24

Total with taxes and fees

With a stay at this cottage in Wilder, you'll be within a 15-minute drive of Dartmouth College and Quechee Gorge Bridge.

Kitchen

Pet friendly

Woodstock Village Carriage House

Woodstock VT

With a stay at this cottage in Woodstock, you'll be on the waterfront, within a 15-minute drive of Quechee Gorge Bridge and Marsh-Billings-Rockefeller National Historical Park.

Kitchen

Washer

The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.

Mendon VT

With a stay at this cottage in Rutland, you'll be in the mountains, just steps from Green Mountain National Forest and a 3-minute drive from Pico Mountain at Killington Ski Resort.

Kitchen

Washer

The Paw House Inn & Country Cottages

West Rutland VT

Located in West Rutland, this cottage is on a river, within a 10-minute drive of Ira Town Hall and Wilson Castle.

Hot Tub

Kitchen

Renovated lakefront cottage w/ hot tub, dock, kayaks, swim platform, & firepit

Ludlow VT

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

Hot Tub

Kitchen

Cozy cottage on the river, minutes from skiing, horse events, and so much more!

Reading VT

When you stay at this cottage in Reading, you'll be on a river and 11 minutes by car from Mt Ascutney State Park.

Kitchen

Washer

Cozy Historic Hilltop Cottage with Mount Ascutney View

West Windsor VT

Located in Windsor, this cottage is in the mountains, within a 15-minute drive of Mt Ascutney State Park and Brownsville Trail.

Pool

Kitchen

Terrific 3-bedroom cottage with AC in charming Cavendish

Cavendish VT

$536 nightly

$600 total

Apr 23 - Apr 24

Total with taxes and fees

Located in Cavendish, this cottage is in the mountains, within a 15-minute drive of Phineas Gage Memorial and Stoughton Pond Recreation Area.

Kitchen

Washer

Beautiful Timberframe Cottage Nestled in Kumari of the Woods

Strafford VT

Located in Strafford, this cottage is a 3-minute drive from Clover Hill Wildlife Management Area and 8 minutes from Ashley Community Forest.

Kitchen

Pet friendly

Peaceful Brookside Getaway ~10 Mi to Okemo Slopes!

Chester VT

With a stay at this cottage in Chester, you'll be within a 15-minute drive of Springfield Art and Historical Society Museum and Springfield Nature Area.

Kitchen

Washer

Ludlow Ski Cabin 2 Mi to Ski Parking

Ludlow VT

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

Kitchen

Washer

Lovely Ludlow Farmhouse ~ 1 Mi to Town & Slopes!

Ludlow VT

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

Kitchen

Washer

Don't see what you're looking for?

See all available properties in Woodstock

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.