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
Home in Pittsfield
4.98 out of 5 average rating, 102 reviewsHidden Oasis in the Mountains by Evergreen Home
28 Dec – 4 Jan
£606 per night
Guest favourite
Cabin in Savoy
4.98 out of 5 average rating, 187 reviewsThe Camp - 20 Minutes to Berkshire East!
14–21 Oct
£104 per night
Superhost
Flat in Lee
4.79 out of 5 average rating, 107 reviewsCozy Berkshire Cottage Style Apartment
18–25 Apr
£111 per night
Guest favourite
Flat in Petersburg
4.85 out of 5 average rating, 149 reviewsThe Beer Diviner Brewery Apartment
18–25 Mar
£60 per night
Guest favourite
Home in Lee
4.89 out of 5 average rating, 236 reviewsCozy Berkshires Cottage
8–15 May
£125 per night
Guest favourite
Flat in Pittsfield
4.92 out of 5 average rating, 26 reviewsComfortable Pittsfield Loft
15–22 Jan
£74 per night
Superhost
Flat in Pittsfield
4.86 out of 5 average rating, 42 reviewsThe Sunset Sanctuary - King Bed with Kitchen
22–29 Mar
£64 per night
Guest favourite
Guest house in Pittsfield
4.98 out of 5 average rating, 47 reviewsThe Nest at Birdland
21–28 Dec
£154 per night
Quick stats about holiday rentals in Pittsfield
Total rentals
210 properties
Rentals with a pool
20 properties have a pool
Pet-friendly rentals
70 properties allow pets
Family-friendly rentals
120 properties are a good fit for families
Total number of reviews
7.1K reviews
Nightly prices starting at
£8 before taxes and fees
Destinations to explore
- New City Holiday rentals
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- Rentals with pools Pittsfield
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