Pittsfield Vacation Rentals
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Vacation Rentals in Pittsfield
☆ SKI ON/OFF! ☆ 2BR+ Trailside! Hot tub, pool, gym +more
Killington VT
When you stay at this vacation home in Killington, you'll be in the mountains, just steps from Killington Resort and 15 minutes by foot from Sunrise Village Triple Ski Lift.
Pool
Hot Tub
Killington, Vermont Ski House w/ Hot Tub and Sauna
Killington VT
When you stay at this vacation home in Killington, you'll be in the mountains, a 3-minute drive from Green Mountain National Forest and 7 minutes from Killington Resort.
Pool
Hot Tub
Snowberry Hill, 5 bedroom, Private Luxury Ski Home on Killington Mtn, sleeps 12
Killington VT
When you stay at this vacation home in Killington, you'll be next to a golf course, within a 5-minute drive of Green Mountain National Forest and Killington Resort.
Hot Tub
Kitchen
Historic Farmhouse on Working VT Farm & Hot Tub
Woodstock VT
Located in Barnard, this vacation home is in a rural location, within a 10-minute drive of Marsh-Billings-Rockefeller National Historical Park and Dorothy Thompson Memorial Common.
Hot Tub
Kitchen
Ultimate On-Mountain Ski House! Private 3 Bedroom + Loft, 200' from Trail, Sauna
Killington VT
When you stay at this vacation home in Killington, you'll be in the mountains, just steps from Killington Resort and 15 minutes by foot from Skyeship Express Gondola Stage II.
Kitchen
Washer
☆ SKI ON & OFF! ☆ Spruce Glen D on Great Eastern Trail w/AC, Fireplace, Sauna
Killington VT
When you stay at this vacation home in Killington, you'll be in the mountains, just steps from Killington Resort and a 4-minute drive from Skye Peak Express Quad Ski Lift.
Pool
Hot Tub
Centrally located 3-bedroom Basecamp in Proctor VT.
Proctor VT
Located in Proctor, this vacation home is a 2-minute drive from Dorset Quarry and 8 minutes from Proctor-Pittsford Country Club.
Kitchen
Washer
Classic Vermont Farmhouse near Sugarbush Resort
Warren VT
$438 nightly
The price is $490 total per night
$490 total
Nov 22 - Nov 23
Total with taxes and fees
When you stay at this vacation home in Warren, you'll be in the mountains, a 1-minute drive from Green Mountain National Forest and 10 minutes from Sugarbush Ski Resort.
Kitchen
Washer
Beautiful home located in the Mad River Valley
Warren VT
$221 nightly
The price is $247 total per night
$247 total
Nov 9 - Nov 10
Total with taxes and fees
When you stay at this vacation home in Warren, you'll be in the mountains, within a 15-minute drive of Green Mountain National Forest and Sugarbush Ski Resort.
Kitchen
Washer
Updated Middlebury Home! Walk to Town, Sleeps Groups Comfortably
Middlebury VT
With a stay at this vacation home, you'll be centrally located in Middlebury, within a 5-minute drive of Green Mountain National Forest and Vermont Folklife Center.
Kitchen
Washer
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 Vacation Rentals essential information
Accommodation | 579 Vacation Rentals |
|---|---|
Lowest Price | $247 |
Highest Price | $490 |
Popular accommodation | ☆ SKI ON/OFF! ☆ 2BR+ Trailside! Hot tub, pool, gym +more, Killington, Vermont Ski House w/ Hot Tub and Sauna, Snowberry Hill, 5 bedroom, Private Luxury Ski Home on Killington Mtn, sleeps 12, Historic Farmhouse on Working VT Farm & Hot Tub, Ultimate On-Mountain Ski House! Private 3 Bedroom + Loft, 200' from Trail, Sauna, ☆ SKI ON & OFF! ☆ Spruce Glen D on Great Eastern Trail w/AC, Fireplace, Sauna, Centrally located 3-bedroom Basecamp in Proctor VT., Classic Vermont Farmhouse near Sugarbush Resort, Beautiful home located in the Mad River Valley, Updated Middlebury Home! Walk to Town, Sleeps Groups Comfortably, Ski-on Ski-off w Incredible View!, Water front home with large two tiered deck! 2 bathrooms 😂 |