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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, 212 reviews
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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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Home in Raymond
Lake front home on Little Sebago
4 bedrooms, 5 beds, 1.5 bathrooms
3–8 Oct
5.0 out of 5 average rating, 16 reviews
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Top guest favourite
Chalet in Standish
Blueberry Hill
5 bedrooms, 10 beds, 2.5 bathrooms
15–20 Oct
4.96 out of 5 average rating, 263 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 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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Top guest favourite
Cottage in Harpswell
Updated Historic Cottage, Private Waterfront, 5BR
5 bedrooms, 7 beds, 2 bathrooms
16–21 Oct
5.0 out of 5 average rating, 19 reviews
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Home in Windham
Serene Modern Lakefront Escape l 20 min Portland
4 bedrooms, 5 beds, 2.5 bathrooms
1–6 Nov
5.0 out of 5 average rating, 25 reviews
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Guest favourite
Home in Portland
Top Deck - Portland Property with Views!
3 bedrooms, 10 beds, 2.5 bathrooms
25–30 Oct
4.92 out of 5 average rating, 305 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, 76 reviews
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Top guest favourite
Home in Old Orchard Beach
Luxury Home w/HOT TUB & Fire Pit
3 bedrooms, 3 beds, 2.5 bathrooms
25–30 Oct
4.96 out of 5 average rating, 237 reviews
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Guest favourite
Room in Falmouth
Cozy bedroom and bath in a Falmouth house
1 queen bed, 1 bathroom
18–23 Oct
4.95 out of 5 average rating, 113 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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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, 33 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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Guest favourite
Apartment in Portland
First Floor Portland Condo 3 Bed 2 Bath + Parking
3 bedrooms, 3 beds, 2 bathrooms
20–25 Oct
4.96 out of 5 average rating, 380 reviews
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Top guest favourite
Home in Raymond
Lakeside Cabin
2 bedrooms, 3 beds, 1 bathroom
1–6 May
5.0 out of 5 average rating, 6 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