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Top guest favourite
Yurt in Cumberland
Tree Yurt
1 bedroom, 3 beds, 0.5 private bathroom
4–9 Oct
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4.93 out of 5 average rating, 211 reviews
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Guest favourite
Flat in Cumberland
Brand new 1 Bedroom. Close to Portland
1 bedroom, 1 queen bed, 1 bathroom
4–9 Oct
5.0 out of 5 average rating, 6 reviews
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Top guest favourite
Home in Windham
Stunning, pets ok, private lake-house with dock.
3 bedrooms, 5 beds, 1 bathroom
24–31 Oct
5.0 out of 5 average rating, 27 reviews
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Top guest favourite
Treehouse in Sanford
Luxury Year-round Treehouse with private hot tub
2 bedrooms, 2 queen beds, 1 bathroom
25–30 Oct
4.96 out of 5 average rating, 273 reviews
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Top guest favourite
Home in Windham
Maine Vacation Home on the Water
4 bedrooms, 9 beds, 3 bathrooms
18–23 Oct
5.0 out of 5 average rating, 67 reviews
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Guest favourite
Cabin in Raymond
Luxurious Sebago Lake Cabin
3 bedrooms, 4 beds, 2 bathrooms
11–16 Oct
4.92 out of 5 average rating, 38 reviews
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Guest favourite
Home in Windham
Highland Lake Cottage/Waterfront/Dock/Kayaks
3 bedrooms, 6 beds, 1.5 bathrooms
11–16 Oct
5.0 out of 5 average rating, 7 reviews
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Superhost
Home in Raymond
Cozy Modern Lakefront — Foliage, Skiing, Skating
2 bedrooms, 2 beds, 1.5 bathrooms
21–28 Jun
New place to stay
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Top guest favourite
Cabin in Freeport
Chickadee A-Frame
3 bedrooms, 3 beds, 2 bathrooms
18–23 Dec
4.98 out of 5 average rating, 90 reviews
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Top guest favourite
Home in Gray
cozy 3 bedroom ranch with deck and screen porch
3 bedrooms, 4 beds, 2 bathrooms
5–10 Oct
4.98 out of 5 average rating, 90 reviews
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Guest favourite
Cottage in Standish
A Sweet Cottage on the shores of Sebago Lake…
2 bedrooms, 3 beds, 1 bathroom
10–17 Jul
5.0 out of 5 average rating, 30 reviews
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Top guest favourite
Guest suite in Windham
Millers Private Studio on Highland Lake
2 beds, 1 bathroom
13–18 Oct
4.93 out of 5 average rating, 224 reviews
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Top guest favourite
Home in Bridgton
Lake Front Cabin on Desirable Highland Lake
3 bedrooms, 8 beds, 1 bathroom
23–28 Oct
4.98 out of 5 average rating, 64 reviews
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Top guest favourite
Cottage in Raymond
Lovely Lakefront Cottage - Book Your Fall GetAway!
3 bedrooms, 4 beds, 2 bathrooms
16–21 Oct
5.0 out of 5 average rating, 98 reviews
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Top guest favourite
Home in Limerick
Cozy and Rustic Camp
1 bedroom, 1 king bed, 1 bathroom
1–6 Dec
5.0 out of 5 average rating, 11 reviews
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Home in Windham
Beautiful Sebago Lake Getaway!
2 bedrooms, 5 beds, 1.5 bathrooms
3–8 Oct
5.0 out of 5 average rating, 3 reviews
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Top guest favourite
Home in Raymond
37(A) Shore Rd, Raymond ME
4 bedrooms, 7 beds, 3 bathrooms
4–9 Oct
4.97 out of 5 average rating, 30 reviews
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Top guest favourite
Home in Naples
Long Lake Cottage with Boathouse
3 bedrooms, 4 beds, 1.5 bathrooms
3–8 Oct
5.0 out of 5 average rating, 9 reviews
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Guest favourite
Cottage in Windham
*NEW* Peaceful Waterfront Retreat
2 bedrooms, 4 beds, 1 bathroom
13–18 Oct
5.0 out of 5 average rating, 6 reviews