
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
Top guest favourite

Cabin in Bingham
4.97 out of 5 average rating, 74 reviewsEcoCabin, for 2-4, 90 mi view
Guest favourite

Cabin in Newport
4.89 out of 5 average rating, 87 reviewsQuaint cabin in the woods on Sebasticook Lake
Top guest favourite

Flat in Dixmont
4.98 out of 5 average rating, 60 reviewsThe Little House
Guest favourite

Cabin in Brooks
5 out of 5 average rating, 16 reviewsCozy Lakefront Cabin * CampChamp
Guest favourite

Home in Canaan
4.8 out of 5 average rating, 35 reviewsPond House
Guest favourite

Cabin in Canaan
4.92 out of 5 average rating, 12 reviewsMaine Lakefront Retreat
Top guest favourite

Home in Canaan
5 out of 5 average rating, 15 reviewsZeus's Landing| Lakefront | Close to Colby
Guest favourite

Cottage in Hartland
4.93 out of 5 average rating, 43 reviewsBlake's Cabin
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- Belgrade Lakes Golf Club
- Samoset Resort
- Lighthouse Beach
- Hermon Mountain Ski Area
- Dragonfly Farm & Winery
- Eaton Mountain Ski Resort
- Sandy Point Beach
- The Camden Snow Bowl
- Bear Island Beach
- Spragues Beach
- Three Island Beach
- Rockland Breakwater Light
- Pinnacle Park
- Wadsworth Cove Beach
- Titcomb Mountain
- Farnsworth Art Museum
- North Point Beach
- Orchard Beach
- Driftwood Beach
- Pebble Beach
- Billys Shore
- Islesboro Town Beach