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Our top choices for Pittsfield vacation homes

NEW! Smart 3BR Basecamp w/ Hot Tub, AC, EV Charger & Flat Parking
NEW! Smart 3BR Basecamp w/ Hot Tub, AC, EV Charger & Flat ParkingNorth Sherburne
The price is ¥39,940
¥110,623 total
includes taxes & fees
Jan 19 - Jan 20

Experience the charm of Peak Hill Home, Entire home in Killington/Pittsfield, Vermont
Experience the charm of Peak Hill Home, Entire home in Killington/Pittsfield, VermontNorth Sherburne
10.0 out of 10, Exceptional, (1 review)
The price is ¥52,884
¥130,338 total
includes taxes & fees
Jan 19 - Jan 20

10.0 out of 10, Exceptional, (1 review)
The price is ¥9,269
¥14,820 total
includes taxes & fees
Jan 22 - Jan 23

new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
new 2 bedroom close to killington and bike trails this is pet ok downstairs unitMendon
9.8 out of 10, Exceptional, (6 reviews)
The price is ¥20,537
¥44,755 total
includes taxes & fees
Jan 19 - Jan 20

Beautiful home located in the Mad River Valley
Beautiful home located in the Mad River ValleyWarren
9.6 out of 10, Exceptional, (40 reviews)

Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit
Blueberry Hill Escape | Pet Friendly | HotTub | Fire pitBridgewater
9.6 out of 10, Exceptional, (17 reviews)
The price is ¥40,596
¥102,525 total
includes taxes & fees
Jan 21 - Jan 22

The Bomoseen Bungalow: Vermont Lake House with Private Dock
The Bomoseen Bungalow: Vermont Lake House with Private DockBomoseen
9.6 out of 10, Exceptional, (4 reviews)
The price is ¥26,442
¥86,287 total
includes taxes & fees
Jan 19 - Jan 20

CozyDen-Location, Fireplace, Ski Off/Shuttle On!
CozyDen-Location, Fireplace, Ski Off/Shuttle On!Killington
10.0 out of 10, Exceptional, (1 review)
The price is ¥24,759
¥58,740 total
includes taxes & fees
Jan 20 - Jan 21
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.
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Top Pittsfield Hotel Reviews

The Mountain Inn at Killington
10/10 Excellent
Find out more about Pittsfield
Pittsfield Vacation Homes information
Number of reviews | 180 |
|---|---|
Accommodation | 559 Vacation Homes |
Lowest Price | ¥14,820 |
Highest Price | ¥230,453 |















































































