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Search results; Over 1,000 homes in Pittsfield

Guest favourite
Flat in Pittsfield
Artist’s Loft
2 bedrooms, 3 beds, 1.5 private bathrooms
2–7 Oct
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4.88 out of 5 average rating, 136 reviews
Top guest favourite
Flat in Pittsfield
The Retro 2 bedroom
2 bedrooms, 2 queen beds
4–9 Sept
4.96 out of 5 average rating, 122 reviews
Top guest favourite
Flat in Pittsfield
Spacious 2-Bedroom Downtown Apartment
2 bedrooms, 2 beds
3–8 Sept
5.0 out of 5 average rating, 19 reviews
Guest favourite
Home in Pittsfield
Cozy Waterfront Home With Breathtaking Views!!!
2 bedrooms, 6 beds
7–12 Sept
4.82 out of 5 average rating, 152 reviews
Top guest favourite
Flat in Pittsfield
Nice, Quiet & Comfortable Apartment.
3 bedrooms, 2 queen beds
5–10 Sept
5.0 out of 5 average rating, 31 reviews
Top guest favourite
Home in Pittsfield
Central Maine’s Premier Residence!
5 bedrooms, 6 beds
6–11 Sept
4.96 out of 5 average rating, 48 reviews
Top guest favourite
Guest suite in Pittsfield
Angel Mist Retreat Garage Apartment
2 bedrooms, 2 beds
13–18 Sept
4.98 out of 5 average rating, 49 reviews
Flat in Pittsfield
Cozy 1-Bedroom suite
1 bedroom, 1 bed
23–28 Nov
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Pittsfield
Peaceful Escape for Work, Travel & Long stays
1 bedroom, 1 queen bed
4–9 Oct
5.0 out of 5 average rating, 8 reviews
Superhost
Flat in Pittsfield
Downtown Loft Pittsfield | Furnished 1BR + Wi-Fi
1 bedroom, 1 queen bed
31 Dec – 5 Jan
Guest favourite
Farm stay in Palmyra
Family friendly cabin
1 bedroom, 5 beds
10–15 Sept
4.9 out of 5 average rating, 21 reviews
Guest favourite
Cottage in Palmyra
Quiet Getaway on small pond on Private road
2 bedrooms, 3 queen beds
24–29 Oct
4.84 out of 5 average rating, 68 reviews
Cabin in Canaan
Cliff's Cabin on Sibley Pond
2 bedrooms, 2 beds
12–17 Oct
4.67 out of 5 average rating, 21 reviews
Top guest favourite
Home in Newport
“Feels like Home” Beautiful Farmhouse Availability
6 bedrooms, 12 beds
4–9 Sept
5.0 out of 5 average rating, 12 reviews
Superhost
Flat in Pittsfield
Trailside Loft–Furnished 2BR Near Trails w/ Wi-Fi
2 bedrooms, 2 queen beds
3–8 Sept
4.33 out of 5 average rating, 3 reviews
Top guest favourite
Home in Hartland
Waterside Getaway
1 bedroom, 3 beds
2–7 Nov
4.94 out of 5 average rating, 51 reviews
Top guest favourite
Cabin in Canaan
Tranquil Maine Lakefront Retreat
3 bedrooms, 5 beds
12–17 Sept
4.97 out of 5 average rating, 30 reviews
Top guest favourite
Guest house in Corinna
Cottage That Overlooks The Field
1 bedroom, 3 beds
8–13 Sept
4.97 out of 5 average rating, 31 reviews
Home in Canaan
Fall Foliage Retreat w/ Private Lake Front Access
4 bedrooms, 5 beds
15–20 Sept
4.74 out of 5 average rating, 39 reviews