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Search results; Over 1,000 homes in Chesterville

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Top guest favourite
Cabin in Chesterville
Off-Grid Cabin with Wood Fired Hot Tub. 4 Kayaks
3 bedrooms, 9 beds, 1 private bathroom
21–26 Nov
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5.0 out of 5 average rating, 213 reviews
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Cabin in Chesterville
Modern Cabin on 90 Acres of Maine Woods
4 bedrooms, 6 beds, 2 bathrooms
11–16 Oct
5.0 out of 5 average rating, 3 reviews
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Cabin in Chesterville
Horseshoe Pond Cabin
1 bedroom, 1 queen bed, 1 bathroom
1–6 May
5.0 out of 5 average rating, 4 reviews
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Guest favourite
Cabin in Chesterville
Lakefront Log Cabin privacy-hot tub-dog friendly
3 bedrooms, 6 beds, 2 bathrooms
12–17 Oct
4.84 out of 5 average rating, 63 reviews
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Top guest favourite
Home in Chesterville
Crowell Pond Retreat
3 bedrooms, 5 beds, 2 bathrooms
1–6 Oct
4.97 out of 5 average rating, 30 reviews
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Superhost
Cabin in Chesterville
Quiet Cabin Retreat • Hot Tub • Trails
3 bedrooms, 5 beds, 1.5 bathrooms
12–17 Oct
4.9 out of 5 average rating, 20 reviews
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Superhost
Tiny home in Jay
Forest Bathing Lake Tiny Home: Kayak Fish Fire Pit
1 bedroom, 1 queen bed, 1 bathroom
4–9 Oct
4.77 out of 5 average rating, 129 reviews
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Guest favourite
Room in Chesterville
Quiet and secluded in wooded setting.
1 double bed, 1 bathroom
1–6 Oct
4.93 out of 5 average rating, 148 reviews
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Cabin in Chesterville
The Locke-ness Pond Cabin in Chesterville!
3 bedrooms, 5 beds, 2 bathrooms
4–9 Oct
4.8 out of 5 average rating, 10 reviews
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Superhost
Home in Jay
Simpson Station: Historic Train Depot
1 bedroom, 2 queen beds, 1.5 bathrooms
18–23 Oct
4.67 out of 5 average rating, 3 reviews
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Guest favourite
Cabin in Mount Vernon
Blueberry cabin
3 bedrooms, 4 beds, 2 bathrooms
1–6 Oct
4.86 out of 5 average rating, 7 reviews
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Guest favourite
Home in Mount Vernon
Lakefront Retreat, Boat Rental & Dogs Welcome!
5 bedrooms, 15 beds, 3 bathrooms
12–17 Oct
4.84 out of 5 average rating, 89 reviews
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Top guest favourite
Cabin in Oakland
Cozy Lakeside Cottage in Oakland, ME
2 bedrooms, 4 beds, 1 bathroom
1–6 Oct
5.0 out of 5 average rating, 12 reviews
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Top guest favourite
Home in Vienna
Relaxing Maine Woods Cabin on a Pond-Dog Friendly!
4 bedrooms, 4 beds, 2 bathrooms
1–6 Oct
5.0 out of 5 average rating, 38 reviews
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Home in Mount Vernon
Echo Lake Retreat: Dock, Kayaks & Sunset Views
4 bedrooms, 7 beds, 1.5 bathrooms
1–6 Oct
New place to stay
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Top guest favourite
Home in Oakland
Lakefront 3 bedroom pet friendly on Messalonski
3 bedrooms, 4 beds, 1 bathroom
25–30 Oct
4.99 out of 5 average rating, 100 reviews
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Guest favourite
Home in Monmouth
Spacious Lakeside Comfort - Fall/Winter Wonderland
3 bedrooms, 4 beds, 2 bathrooms
1–6 Oct
4.92 out of 5 average rating, 84 reviews
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Superhost
Cottage in Belgrade
Classic Long Pond Cottage
3 bedrooms, 4 beds, 1 bathroom
23–28 Oct
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Top guest favourite
Home in Farmington
Carriage House
1 bedroom, 3 beds, 1 bathroom
18–23 Oct
4.97 out of 5 average rating, 334 reviews