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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 Highland
Graces Retreat
2 bedrooms, 2 beds, 2 bathrooms
21–26 Sept
New place to stay
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Guest favourite
Cabin in Moscow
Mountain side cabin
4 bedrooms, 6 beds, WC
20–25 Sept
4.89 out of 5 average rating, 45 reviews
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Guest favourite
Home in Bingham
Comfy Pet-Friendly Home Near Outdoor Adventure!
4 bedrooms, 4 queen beds, 1 bathroom
20–25 Sept
4.92 out of 5 average rating, 88 reviews
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Top guest favourite
Home in New Portland
Riverway Cottage
2 bedrooms, 3 beds, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 25 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
20–25 Sept
4.87 out of 5 average rating, 55 reviews
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Home in Athens
Wilderness Paradise ATV/ Hunting camp or get away
2 bedrooms, 4 beds, 1 bathroom
5–10 Oct
New place to stay
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Superhost
Cabin in Kingfield
Red cabin at Carrabassett town line
2 bedrooms, 1 bed, 1 bathroom
20–25 Sept
4.71 out of 5 average rating, 17 reviews
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Top guest favourite
Home in Carrabassett Valley
Sugarloaf Home with amazing views
4 bedrooms, 6 beds, 2 bathrooms
19–24 Sept
4.96 out of 5 average rating, 108 reviews
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Cabin in Coplin
Lazy Pine Lodge - just 10 minutes from Sugarloaf!
2 bedrooms, 2 queen beds, 1 bathroom
28 Sept – 3 Oct
New place to stay
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Cabin in Embden
Maine Cottage | Fall Colors, Hiking & Pond Access
2 bedrooms, 4 beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 4 reviews
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Guest favourite
Guest house in Bingham
Private cabin amid mtns, waterfall, and Wyman Lake
2 bedrooms, 3 beds, 1 bathroom
26 Sept – 1 Oct
4.88 out of 5 average rating, 68 reviews
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Guest favourite
Home in Kingfield
Sea Wolf Chalet
3 bedrooms, 4 beds, 2 bathrooms
13–18 Nov
5.0 out of 5 average rating, 7 reviews
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Top guest favourite
Cabin in Freeman Township
Trailside Cabin
1 bedroom, 1 queen bed, 1 bathroom
30 Oct – 4 Nov
4.97 out of 5 average rating, 209 reviews
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Superhost
Home in Kingfield
The Blue House Hideaway | 20 Minutes to Sugarloaf
3 bedrooms, 3 beds, 1 bathroom
21–26 Sept
New place to stay
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Guest favourite
Cabin in Athens
New Cabin on ATV Trail w/pond & Kayaks & Wi-Fi
1 double bed, 1 bathroom
19–24 Sept
5.0 out of 5 average rating, 9 reviews
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Top guest favourite
Home in Kingfield
Mahoney Manor
2 bedrooms, 7 beds, 1 bathroom
5–10 Oct
4.98 out of 5 average rating, 161 reviews
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Top guest favourite
Home in Embden
Serene Lakeside Camp - Embden, ME
6 bedrooms, 10 beds, 4.5 bathrooms
21–26 Sept
5.0 out of 5 average rating, 19 reviews