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Search results; Over 1,000 homes

Top guest favourite
Home in Cumberland
Rustic charm close to Portland
2 bedrooms, 3 beds, 2 shared bathrooms
2–7 Oct
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4.96 out of 5 average rating, 337 reviews
Cottage in Windham
*NEW* Peaceful Waterfront Retreat
2 bedrooms, 4 beds, 1 bathroom
1–6 Sept
5.0 out of 5 average rating, 3 reviews
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, 31 reviews
Top guest favourite
Home in Windham
The Quiet Perch - Modern Getaway with Water Views
2 bedrooms, 2 beds, 1.5 bathrooms
12–17 Sept
5.0 out of 5 average rating, 13 reviews
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
Guest favourite
Cabin in Raymond
Lakefront Family-friendly cabin in Raymond, ME
2 bedrooms, 4 beds, 1 bathroom
18–23 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Cottage in Raymond
Relax by a Quiet Lake
2 bedrooms, 4 beds, 1 bathroom
14–19 Sept
4.93 out of 5 average rating, 134 reviews
Top guest favourite
Tiny home in Scarborough
Cozy Tiny Cottage • 9mi Portland • 6mi Beach
1 bedroom, 2 beds, 1 bathroom
3–8 Nov
4.98 out of 5 average rating, 130 reviews
Top guest favourite
Cottage in Windham
Covered Bridge Cottage - Maine woods and river
2 bedrooms, 3 beds, 1 bathroom
1–6 Nov
4.91 out of 5 average rating, 88 reviews
Guest favourite
Home in Raymond
Easy Living on Little Sebago
4 bedrooms, 8 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 24 reviews
Top guest favourite
Guest suite in Raymond
Sebago Lake Waterfront Studio
2 beds, 1 bathroom
1–6 Oct
4.96 out of 5 average rating, 102 reviews
Top guest favourite
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
Top guest favourite
Cottage in Standish
Sebago Lake Cottage | Rare Private Beach & Views
3 bedrooms, 4 beds, 1.5 bathrooms
8–13 Sept
4.98 out of 5 average rating, 88 reviews
Top guest favourite
Home in Gray
La Casita: Little Sebago Lake with hot tub!
3 bedrooms, 4 beds, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 31 reviews
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
Guest favourite
Home in Naples
LUX Designer Private Waterfront Hot Tub - Secluded
1 king bed, 1 bathroom
21–26 Sept
4.97 out of 5 average rating, 196 reviews
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
Top guest favourite
Guest suite in Yarmouth
Ash + Timber | Forest Sauna Suite Near Portland
1 bedroom, 2 beds, 1 bathroom
21–26 Sept
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Flat in Windham
The Nest
1 bedroom, 2 beds, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 22 reviews