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Guest favourite
Island in Cumberland
Island Cottage Getaway in Casco Bay!!
2 bedrooms, 6 beds, 1 private bathroom
13–18 Oct
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4.9 out of 5 average rating, 89 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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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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Top guest favourite
Home in Portland
"Good Vibes" 4 Wonderful Seasons @ Portland Home!
3 bedrooms, 5 beds, 1.5 bathrooms
2–7 Oct
4.96 out of 5 average rating, 179 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 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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Top guest favourite
Home in Yarmouth
Luxe 5 Bed/ 3 Bath with Game Room, AC
5 bedrooms, 5 beds, 3 bathrooms
11–16 Oct
5.0 out of 5 average rating, 21 reviews
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Top guest favourite
Home in Windham
Waterfront Gem walkable to Restaurants!
2 bedrooms, 2 queen beds, 1 bathroom
27 Oct – 1 Nov
4.95 out of 5 average rating, 204 reviews
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Guest favourite
Home in Windham
Private Pool and Hot Tub! Mins to Sebago Lake.
4 bedrooms, 5 beds, 2 bathrooms
18–23 Oct
4.97 out of 5 average rating, 34 reviews
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Top guest favourite
Home in Old Orchard Beach
Unique and Stunning Beachfront property Greygoose
4 bedrooms, 9 beds, 3 bathrooms
8–13 Nov
4.92 out of 5 average rating, 189 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
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Top guest favourite
Home in Windham
The Quiet Perch - Modern Getaway with Water Views
2 bedrooms, 2 beds, 1.5 bathrooms
14–19 Oct
5.0 out of 5 average rating, 17 reviews
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Top guest favourite
Home in Gray
La Casita: Little Sebago Lake with hot tub!
3 bedrooms, 4 beds, 1 bathroom
11–16 Oct
5.0 out of 5 average rating, 34 reviews
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Top guest favourite
Cottage in Raymond
Lovely Lakefront Cottage - Book Your Fall GetAway!
3 bedrooms, 4 beds, 2 bathrooms
4–9 Oct
5.0 out of 5 average rating, 98 reviews
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Top guest favourite
Guest house in Freeport
Cozy Maine Barn Hideaway- 2nd Floor Guesthouse
2 bedrooms, 2 beds, 1 bathroom
9–14 Nov
5.0 out of 5 average rating, 251 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
Holiday home in Raymond
Cedar Lane Lodge - Luxury Lake House
4 bedrooms, 11 beds, 3.5 bathrooms
18–23 Oct
5.0 out of 5 average rating, 73 reviews
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Superhost
Home in Scarborough
Luxury 5BR • Oceanfront retreat
5 bedrooms, 8 beds, 5.5 bathrooms
8–13 Nov
4.88 out of 5 average rating, 8 reviews
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Guest favourite
Home in Windham
Windham Lake Retreat | Knotty Pine Cabin Fire pit
3 bedrooms, 3 beds, 2 bathrooms
19–24 Oct
4.94 out of 5 average rating, 69 reviews