Pittsfield Cottages

Name: Lakefront Paradise Near Okemo & Killington
Address: Mount Holly

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Cottages in Pittsfield

Cozy 1850s home on the riverfront with mountain & river views - dog-friendly

When you stay at this cottage in Woodstock, you'll be on the waterfront, within a 5-minute drive of Taftsville Covered Bridge and Green Mountain Rock Climbing Center.

Pet friendly

Fireplace

Luxurious Secluded Cottage Massage Studio on Site November & December Discounts

$165

per night

May 2 - May 3

With a stay at this cottage, you'll be centrally located in Brandon, within a 10-minute drive of Lake Dunmore and Brandon Museum.

Breakfast included

Free WiFi

Cozy Cabin Retreat

When you stay at this cottage in Randolph, you'll be in the mountains and 9 minutes by car from Allis State Park.

Free WiFi

Outdoor Space

Ski-Hike-Relax! Remodeled cottage with White River access in the Green Mountains

With a stay at this cottage in Stockbridge, you'll be 19.6 mi (31.6 km) from Killington Resort and 11.1 mi (17.9 km) from Gifford Medical Center.

Pet friendly

Hot Tub

Lovely Brookfield Home W/private Deck & Views

With a stay at this cottage in Brookfield, you'll be 26.9 mi (43.3 km) from Sugarbush Ski Resort and 9 mi (14.5 km) from Knight's Spider Web Farm.

Fireplace

Parking included

Idyllic Wallingford Retreat - Near Skiing & Hiking

With a stay at this cottage in Wallingford, you'll be within a 15-minute drive of Diamond Run Mall and Rutland Regional Medical Center.

Historic Vermont Ski House w/ Mountain Views!

With a stay at this cottage in Roxbury, you'll be 16.8 mi (27 km) from Sugarbush Ski Resort and 8.3 mi (13.4 km) from Cushman State Forest.

Pet friendly

Parking included

Rustic Roxbury Ski Farmhouse With Trails!

With a stay at this cottage in Roxbury, you'll be 16.8 mi (27.1 km) from Sugarbush Ski Resort and 8.2 mi (13.2 km) from Cushman State Forest.

Pet friendly

Parking included

Picture-perfect Vermont Mtn Cabin w/ Hot Tub!

When you stay at this cottage in Bridgewater Corners, you'll be 11 minutes by car from Long Trail Brewing Company.

Pet-friendly Roxbury Farmhouse on 350 Acres!

With a stay at this cottage in Roxbury, you'll be 16.8 mi (27.1 km) from Sugarbush Ski Resort and 8.2 mi (13.3 km) from Cushman State Forest.

Pet friendly

Parking included

Home w/ Sauna - Close to Pico & Killington Mtns!

With a stay at this cottage in Killington, you'll be within a 15-minute drive of Killington Resort and Gifford Woods State Park.

Lakefront Paradise Near Okemo & Killington

With a stay at this cottage in Mount Holly, you'll be within a 15-minute drive of Lake Ninevah and Lake Rescue.

Fireplace

Parking included

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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.