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 Goshen
Nature Lover's Paradise
Guest favourite
Guest suite in Bethel
Two bedroom. Separate enterence.
Guest favourite
Home in Bethel
Hike, run, swim or cycle in beautiful Central VT
Guest favourite
Home in Pittsfield
Hideaway Mountain at Killington
Superhost
Home in Pittsfield
Romantic cozy retreat near Killington Mtn
Guest favourite
Tiny home in Pittsfield
Tiny Home: VT Mountain Cabin
Guest favourite
Condo in Killington
Dogs Welcome! - Outdoor Pool/Hot Tub/Hiking
Guest favourite
Guest suite in Stockbridge
Studio Suite with Vermont Style & Amazing Views
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
$181 AUD before taxes and fees
Destinations to explore
- Burlington Holiday rentals
- Lake George Accommodation & holiday rentals
- Lake Placid Holiday rentals
- Stowe Holiday rentals
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- Québec Accommodation & holiday rentals
- Rentals with a fire pit Pittsfield
- Pet-friendly rentals Pittsfield
- Rentals with outdoor seating Pittsfield
- Family-friendly rentals Pittsfield
- House rentals Pittsfield
- Rentals with a patio Pittsfield
- Rentals with a washing machine and dryer Pittsfield
- Rentals with a fireplace Pittsfield
- Monthly Rentals Pittsfield
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