Holiday houses in Pittsfield
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Top-rated holiday rentals in Pittsfield
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Pittsfield holiday rentals
Other great holiday rentals in Pittsfield
Guest favourite
Home in Rochester
4.98 out of 5 average rating, 124 reviewsModern Farmhouse on 25 Acres - Superb Views
Guest favourite
Cabin in Royalton
4.99 out of 5 average rating, 174 reviewsGenuine Vermont Sugar House on 70 peaceful acres.
Guest favourite
Guest suite in Bethel
4.97 out of 5 average rating, 140 reviewsTwo bedroom. Separate enterence.
Guest favourite
Home in Bethel
4.85 out of 5 average rating, 131 reviewsHike, run, swim or cycle in beautiful Central VT
Guest favourite
Cabin in Hancock
4.97 out of 5 average rating, 343 reviewsFunky, family-friendly cabin
Guest favourite
Guest suite in Royalton
4.96 out of 5 average rating, 182 reviewsPrivate Guest Suite on 155 Acre Royalton Town Farm
Guest favourite
Condo in Killington
4.92 out of 5 average rating, 392 reviewsBike Golf Hike Pico 1 bedroom 1 night Ok shuttle
Guest favourite
Tiny home in Pittsfield
5.0 out of 5 average rating, 19 reviewsTiny Home: VT Mountain Cabin
Quick stats about holiday rentals in Pittsfield
Total rentals
70 properties
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Pet-friendly rentals
30 properties allow pets
Family-friendly rentals
60 properties are a good fit for families
Total number of reviews
2.8K reviews
Nightly prices starting at
$197 NZD before taxes and fees
Destinations to explore
- Burlington Holiday rentals
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- Rentals with a patio Pittsfield
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- Rentals with a washing machine and dryer Pittsfield
- House rentals Pittsfield
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