
Vacation rentals in Pittsfield
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Top-rated vacation rentals in Pittsfield
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
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Popular amenities for Pittsfield vacation rentals
Other great vacation rentals in Pittsfield
Guest favourite

Cabin in Newport
4.88 out of 5 average rating, 24 reviewsLake View Hide Away
Top guest favourite

Guesthouse in Cornville
4.99 out of 5 average rating, 73 reviewsQuiet Retreat; Barker Pond Farm Cabin, LLC: Spruce
Guest favourite

Home in Unity
4.91 out of 5 average rating, 11 reviewsWinnecook Lake House
Guest favourite

Home in Skowhegan
4.94 out of 5 average rating, 16 reviewsCute house in town Skowhegan.
Superhost

Cabin in Brooks
5 out of 5 average rating, 10 reviewsCozy Lakefront Cabin * CampChamp
Top guest favourite

Apartment in Dixmont
4.98 out of 5 average rating, 53 reviewsThe Little House
Guest favourite

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

Cabin in Madison
5 out of 5 average rating, 12 reviewsGrace Landing
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- Samoset Resort
- Belgrade Lakes Golf Club
- Hermon Mountain Ski Area
- Dragonfly Farm & Winery
- Rockland Breakwater Light
- The Camden Snow Bowl
- Spragues Beach
- Eaton Mountain Ski Resort
- Pinnacle Park
- Three Island Beach
- Lighthouse Beach
- Orchard Beach
- Sandy Point Beach
- Wadsworth Cove Beach
- Driftwood Beach
- Redman Beach
- Titcomb Mountain
- Islesboro Town Beach
- Farnsworth Art Museum
- Billys Shore
- North Point Beach