Woodstock Cottages

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Cottages in Woodstock

Addie's Place: A Quiet and Quirky Guesthouse

Hartford VT

$206 nightly

$233 total

Oct 27 - Oct 28

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.

Pet friendly

Free WiFi

Norwich Village cottage built 2026 2 miles to Dartmouth+King Arthur Baking Co.

Norwich VT

With a stay at this cottage in Norwich, you'll be within a 10-minute drive of Green Mountain National Forest and Dartmouth College.

Kitchen

Free WiFi

Woodstock Village Carriage House

Woodstock VT

When you stay at this cottage in Woodstock, you'll be on the waterfront, within a 15-minute drive of Green Mountain National Forest and Quechee Gorge Bridge.

Kitchen

Washer

Cozy Historic Hilltop Cottage with Mount Ascutney View

West Windsor VT

Located in Windsor, this cottage is in the mountains, a 5-minute drive from Mt Ascutney State Park and 6 minutes from Broadway.

Kitchen

Free WiFi

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

Mendon VT

When you 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

Ski-in 4 bedroom, 3.5 baths, pool, hot tub, and mountain views.

Killington VT

When you stay at this cottage in Killington, you'll be in the mountains, a 1-minute drive from Killington Resort and 10 minutes from Green Mountain National Forest.

Pool

Hot Tub

Terrific 3-bedroom cottage with AC in charming Cavendish

Cavendish VT

$464 nightly

$520 total

Nov 2 - Nov 3

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

Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit

Ludlow VT

$308 nightly

$339 total

Oct 21 - Oct 22

Total with taxes and fees

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

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

Idyllic Wallingford Retreat - Near Skiing & Hiking

Wallingford VT

With a stay at this cottage in Wallingford, you'll be within a 10-minute drive of Green Mountain National Forest and Wallingford Town Hall.

Kitchen

Parking included

Gorgeous Fall Foliage, Adjacent to Woodstock

Strafford VT

With a stay at this cottage in Strafford, you'll be within a 5-minute drive of Morrill Homestead and Morrill Memorial & Harris Library.

Kitchen

Washer

Family-friendly Ludlow Cabin on Lake Pauline!

Ludlow VT

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

Kitchen

Dryer

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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.