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Top guest favourite
Home in Windham
Waterfront Gem walkable to Restaurants!
2 bedrooms, 2 queen beds, 1 bathroom
17–22 Oct
4.96 out of 5 average rating, 202 reviews
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Cottage in Windham
*NEW* Peaceful Waterfront Retreat
2 bedrooms, 4 beds, 1 bathroom
3–8 Sept
5.0 out of 5 average rating, 4 reviews
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Top guest favourite
Guest house in Yarmouth
Charming Guest House: Accessible
2 bedrooms, 4 beds, 2 bathrooms
28 Oct – 2 Nov
5.0 out of 5 average rating, 18 reviews
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Top guest favourite
Tiny home in Scarborough
Cozy Tiny Cottage • 9mi Portland • 6mi Beach
1 bedroom, 2 beds, 1 bathroom
7–12 Nov
4.98 out of 5 average rating, 130 reviews
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Room in Frye Island
Island Waterfront Yoga ~ Volunteer Room
1 double bed, 1 bathroom
16–21 Sept
4.81 out of 5 average rating, 16 reviews
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Top guest favourite
Home in Raymond
Spacious Lakehouse +Private Dock+Firepit+Kayaks
2 bedrooms, 2 king beds, 2 bathrooms
24–29 Oct
4.97 out of 5 average rating, 32 reviews
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Guest favourite
Home in Raymond
Renovated New Waterfront Cottage on Crescent Lake!
2 bedrooms, 3 beds, 1 bathroom
1–6 Sept
4.88 out of 5 average rating, 8 reviews
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Guest favourite
Home in Raymond
Beautiful Lakefront View, on Sebago Lake
3 bedrooms, 5 beds, 1 bathroom
15–20 Sept
5.0 out of 5 average rating, 14 reviews
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Superhost
Guest suite in Windham
Millers Private Studio on Highland Lake
2 beds, 1 bathroom
3–8 Nov
4.93 out of 5 average rating, 219 reviews
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Top guest favourite
Home in Cumberland
Forest Lake Cottage
2 bedrooms, 2 beds, 2 bathrooms
25–30 Oct
4.96 out of 5 average rating, 73 reviews
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Guest favourite
Camper van/Motorhome in Windham
Tiny House Camper - Trail Access!
1 bedroom, 2 beds, 1 bathroom
22–27 Sept
4.97 out of 5 average rating, 63 reviews
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Guest favourite
Home in Windham
Enjoy Sunsets at Welcoming Lake Front Property
2 bedrooms, 5 beds, 2.5 bathrooms
26 Sept – 1 Oct
4.93 out of 5 average rating, 54 reviews
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Top guest favourite
Cottage in Pownal
Dreamy Post&Beam Hideaway Near Portland & Freeport
1 bedroom, 2 beds, 1 bathroom
25–30 Oct
4.99 out of 5 average rating, 475 reviews
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Superhost
Home in Windham
Highland Lake Cottage/Waterfront/Dock/Kayaks
3 bedrooms, 6 beds, 1.5 bathrooms
8–13 Sept
5.0 out of 5 average rating, 4 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, 89 reviews
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Top guest favourite
Home in Standish
Dockside Dreams
3 bedrooms, 4 beds, 1 bathroom
11–16 Sept
5.0 out of 5 average rating, 38 reviews
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Top guest favourite
Flat in Yarmouth
Sweet 1-Bedroom Apartment in Vintage Village Cape
1 bedroom, 1 queen bed, 1 bathroom
18–23 Oct
4.97 out of 5 average rating, 191 reviews
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Top guest favourite
Home in Windham
Serene Modern Lakefront Escape l 20 min Portland
4 bedrooms, 5 beds, 2.5 bathrooms
11–16 Sept
5.0 out of 5 average rating, 20 reviews