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Search results; Over 1,000 homes in Highland

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Top guest favourite
Chalet in Highland
Beaver Pond - Secluded Retreat
4 bedrooms, 6 beds, 2 private bathrooms
19–24 Oct
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4.96 out of 5 average rating, 102 reviews
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Cabin in Moscow
Driftwood Lodge
4 bedrooms, 4 beds, 1.5 bathrooms
1–6 Nov
New place to stay
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Home in Carrabassett Valley
Sugarloaf Dreaming - 10 Minutes from the Mountain
3 bedrooms, 5 beds, 1 bathroom
1–6 Oct
New place to stay
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Top guest favourite
Home in Kingfield
Spacious in town location
4 bedrooms, 5 beds, 2.5 bathrooms
5–10 Oct
5.0 out of 5 average rating, 32 reviews
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Guest favourite
Home in Kingfield
Carrabassett River Retreat
5 bedrooms, 6 beds, 2 bathrooms
1–6 Oct
4.92 out of 5 average rating, 12 reviews
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Home in Kingfield
3 acre Farmhouse; Sugarloaf, Wifi and game room
4 bedrooms, 7 beds, 1 bathroom
1–6 Oct
4.78 out of 5 average rating, 45 reviews
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Guest favourite
Cabin in Moscow
Mountain side cabin
4 bedrooms, 6 beds, WC
1–6 Oct
4.89 out of 5 average rating, 45 reviews
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Home in Bingham
Bingham Me vacation get away!
2 bedrooms, 3 beds, 1 bathroom
1–6 Oct
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Guest favourite
Cabin in Carrabassett Valley
Kingslanding Cabin: On shuttle Route w/Hot Tub!
4 bedrooms, 9 beds, 2 bathrooms
1–6 Oct
4.97 out of 5 average rating, 67 reviews
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Guest favourite
Home in Kingfield
Cozy Cabin
3 bedrooms, 4 beds, 1 bathroom
4–9 Oct
5.0 out of 5 average rating, 17 reviews
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Top guest favourite
Home in Embden
Serene Lakeside Camp - Embden, ME
6 bedrooms, 10 beds, 4.5 bathrooms
13–18 Oct
5.0 out of 5 average rating, 20 reviews
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Top guest favourite
Home in Carrabassett Valley
Redington Red House
4 bedrooms, 4 beds, 2.5 bathrooms
3–8 Oct
5.0 out of 5 average rating, 27 reviews
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Home in Highland
Graces Retreat
2 bedrooms, 2 beds, 2 bathrooms
1–6 Oct
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Guest favourite
Cabin in Kingfield
Green cabin at Carrabassett town line
2 bedrooms, 2 beds, 1 bathroom
3–8 Oct
4.91 out of 5 average rating, 22 reviews
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Top guest favourite
Cottage in Caratunk
SKIDDER #2 - 1 bedroom cottage Cozy and quiet.
1 bedroom, 2 beds, 1 bathroom
1–6 Oct
5.0 out of 5 average rating, 44 reviews
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Guest favourite
Guest house in Bingham
Rustic "Deer" cabin near waterfall trail and lake
1 bedroom, 3 beds, 1 bathroom
5–10 Oct
4.87 out of 5 average rating, 55 reviews
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Top guest favourite
Home in Kingfield
Modern private home near mountains
3 bedrooms, 4 beds, 2.5 bathrooms
1–6 Oct
4.87 out of 5 average rating, 15 reviews
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Cabin in Embden
Maine Cottage | Fall Colors, Hiking & Pond Access
2 bedrooms, 4 beds, 1 bathroom
1–6 Oct
5.0 out of 5 average rating, 4 reviews
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Top guest favourite
Home in Kingfield
The Cozy Cottage
2 bedrooms, 2 queen beds, 1 bathroom
1–6 Oct
5.0 out of 5 average rating, 41 reviews