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
Guest suite in Bethel
4.97 out of 5 average rating, 137 reviewsTwo bedroom. Separate enterence.
14–21 Sep
₹11,299 per night
Guest favourite
Cabin in Royalton
4.99 out of 5 average rating, 174 reviewsGenuine Vermont Sugar House on 70 peaceful acres.
4–11 Feb
₹12,910 per night
Guest favourite
Home in Bethel
4.85 out of 5 average rating, 130 reviewsHike, run, swim or cycle in beautiful Central VT
9–16 Dec
₹10,378 per night
Guest favourite
Tiny home in Warren
4.99 out of 5 average rating, 154 reviewsLuxury Glass Tiny House - Mountain View + Hot Tub
13–20 Aug
₹46,648 per night
Guest favourite
Flat in Randolph
4.98 out of 5 average rating, 128 reviewsSam'sPlace: Neat apartment close to downtown
5–12 May
₹13,853 per night
Guest favourite
Cabin in Hancock
4.95 out of 5 average rating, 221 reviewsHancock hideaway
8–15 May
₹12,193 per night
Guest favourite
Home in Middlebury
4.99 out of 5 average rating, 354 reviewsNice one bedroom cottage
1–8 Sep
₹11,375 per night
Guest favourite
Cottage in Brandon
4.91 out of 5 average rating, 266 reviewsHenrietta’s Hideaway-Walk Downtown!
28 Jun – 5 Jul
₹7,491 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
2.8T reviews
Nightly prices starting at
₹10,004 before taxes and fees
Destinations to explore
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- Rentals with a washing machine and dryer Pittsfield
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