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Our top choices for Pittsfield holiday 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 HK$1,486
HK$4,918 total
includes taxes & fees
4 Jun - 5 Jun

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 HK$1,672
HK$5,167 total
includes taxes & fees
4 Jun - 5 Jun

Unique Vacation Rental in an Old Farmhouse in Windsor County, Vermont
Unique Vacation Rental in an Old Farmhouse in Windsor County, VermontSouth Royalton
The price is HK$1,016
HK$1,191 total
includes taxes & fees
8 Jun - 9 Jun

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 HK$1,011
HK$2,203 total
includes taxes & fees
17 Jun - 18 Jun

Beautiful home located in the Mad River Valley
Beautiful home located in the Mad River ValleyWarren
9.2 out of 10, Wonderful, (11 reviews)

Spacious Central 4BR, Ski, Bike,Hike, Explore Downtown
Spacious Central 4BR, Ski, Bike,Hike, Explore DowntownRutland
10.0 out of 10, Exceptional, (5 reviews)
The price is HK$1,495
HK$3,421 total
includes taxes & fees
7 Jun - 8 Jun

Beautiful home located in the Mad River Valley
Beautiful home located in the Mad River ValleyWarren
10.0 out of 10, Exceptional, (24 reviews)

Large Killington Area Home | Sleeps 7 | Game Room
Large Killington Area Home | Sleeps 7 | Game RoomBridgewater
9.6 out of 10, Exceptional, (7 reviews)
The price is HK$1,489
HK$4,336 total
includes taxes & fees
8 Jun - 9 Jun
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 Jackson
10/10 Excellent
Find out more about Pittsfield
Pittsfield Vacation Homes information
Number of reviews | 181 |
|---|---|
Accommodation | 610 Vacation Homes |
Lowest Price | HK$2,134 |
Highest Price | HK$8,305 |















































































