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
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Popular amenities for Pittsfield holiday rentals
Other great holiday rentals in Pittsfield
Guest favourite
Chalet in Stockbridge
4.94 out of 5 average rating, 33 reviews360 View Mountaintop Sanctuary
Guest favourite
Holiday home in Pittsfield
4.87 out of 5 average rating, 46 reviewsThe Barn Door Lodge
Guest favourite
Rental unit in Goshen
4.93 out of 5 average rating, 41 reviewsRocky Meadow Farm
Guest favourite
Home in Pittsfield
5 out of 5 average rating, 13 reviewsSkyeburst | Modern Mtn Home
Superhost
Home in Pittsfield
4.85 out of 5 average rating, 95 reviewsA million-dollar view near Killington on 60 acres.
Guest favourite
Loft in Rochester
4.96 out of 5 average rating, 53 reviewsQuiet loft apt in MTB country
Superhost
Cabin in Rochester
4.93 out of 5 average rating, 30 reviewsThe Langhorne
Guest favourite
Rental unit in Rochester
4.94 out of 5 average rating, 36 reviewsCool One Bedroom Village Apt
Quick stats about holiday rentals in Pittsfield
Total rentals
70 properties
Nightly prices starting at
€ 111 before taxes and fees
Total number of reviews
2.7K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Destinations to explore
- Burlington Holiday rentals
- Lake George Holiday rentals
- Lake Placid Holiday rentals
- Philadelphia Holiday rentals
- New York Holiday rentals
- Jersey City Holiday rentals
- Montreal Holiday rentals
- The Hamptons Holiday rentals
- Boston Holiday rentals
- Cape Cod Holiday rentals
- Québec City Holiday rentals
- Québec Holiday rentals
- Rentals with a washing machine and dryer Pittsfield
- House rentals Pittsfield
- Rentals with a patio Pittsfield
- Rentals with a firepit Pittsfield
- Pet-friendly rentals Pittsfield
- Rentals with a fireplace Pittsfield
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- Family-friendly rentals Pittsfield
- Monthly Rentals Pittsfield
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