Holiday rentals 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
Cabin in Hancock
4.95 out of 5 average rating, 220 reviewsHancock hideaway
3–10 May
€ 165 per night
Guest favourite
Cabin in Royalton
4.99 out of 5 average rating, 174 reviewsGenuine Vermont Sugar House on 70 peaceful acres.
13–20 Jan
€ 165 per night
Guest favourite
Home in Bethel
4.84 out of 5 average rating, 129 reviewsHike, run, swim or cycle in beautiful Central VT
20–27 Oct
€ 138 per night
Guest favourite
Cabin in Randolph
4.95 out of 5 average rating, 192 reviewsSecluded Log Home on 109 Acre Natural Wonderland!
27 Jun – 4 Jul
€ 154 per night
Guest favourite
Guest suite in Bethel
4.97 out of 5 average rating, 137 reviewsTwo bedroom. Separate enterence.
25 Aug – 1 Sep
€ 146 per night
Guest favourite
Cabin in Hancock
4.97 out of 5 average rating, 343 reviewsFunky, family-friendly cabin
14–21 Apr
€ 179 per night
Guest favourite
Guest suite in Castleton
4.98 out of 5 average rating, 119 reviewsMi Casa es su Casa!
4–11 Apr
€ 119 per night
Guest favourite
Guest suite in Royalton
4.96 out of 5 average rating, 165 reviewsBluestone Farm
11–18 Jun
€ 121 per night
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
€ 112 before taxes and fees
Destinations to explore
- Burlington Holiday rentals
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- Québec Holiday rentals
- Rentals with outdoor seating Pittsfield
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