Pittsfield 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 Pittsfield
Pristine Custom Cottage, Grand Piano, Massage Studio on Site
The price is $196 per night
$196
includes taxes & fees
$175 per night
Dec 1 - Dec 2
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
Kitchen
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.
Kitchen
Washer
Cozy Cabin Retreat
The price is $235 per night
$235
includes taxes & fees
$210 per night
Dec 1 - Dec 2
When you stay at this cottage in Randolph, you'll be in the mountains and 9 minutes by car from Allis State Park.
Kitchen
Free WiFi
Ski-Hike-Relax! Remodeled cottage with White River access in the Green Mountains
Located in Stockbridge, this cottage is within a 15-minute drive of Green Mountain National Forest and Silver Lake State Park.
Hot Tub
Kitchen
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 11.1 mi (17.8 km) from Gifford Medical Center.
Kitchen
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 Green Mountain National Forest and Rutland Regional Medical Center.
Kitchen
Parking included
Inviting A-frame Cabin w/ Saltwater Hot Tub!
With a stay at this cottage in Warren (East Warren), you'll be steps from Blueberry Lake and 15 minutes by foot from Green Mountain National Forest.
Kitchen
Parking included
Historic Vermont Ski House w/ Mountain Views!
When you stay at this cottage in Roxbury, you'll be 15 minutes by car from Chandler Music Hall.
Kitchen
Pet friendly
Rustic Roxbury Ski Farmhouse With Trails!
Located in Roxbury, this cottage is within a 15-minute drive of Chandler Music Hall and Playhouse Movie Theatre.
Kitchen
Pet friendly
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.
Kitchen
Pet friendly
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.
Pittsfield Cottages essential information
Accommodation | 34 Cottages |
|---|---|
Lowest Price | $196 |
Highest Price | $235 |
Popular accommodation | Pristine Custom Cottage, Grand Piano, Massage Studio on Site, Cozy 1850s home on the riverfront with mountain & river views - dog-friendly, Cozy Cabin Retreat, Ski-Hike-Relax! Remodeled cottage with White River access in the Green Mountains, Lovely Brookfield Home w/ Private Deck & Views, Idyllic Wallingford Retreat - Near Skiing & Hiking, Inviting A-frame Cabin w/ Saltwater Hot Tub!, Historic Vermont Ski House w/ Mountain Views!, Rustic Roxbury Ski Farmhouse With Trails!, Picture-perfect Vermont Mtn Cabin w/ Hot Tub!, Pet-friendly Roxbury Farmhouse on 350 Acres!, Home w/ Sauna - Close to Pico & Killington Mtns! |