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Search results; Over 1,000 homes

Top guest favourite
Guest house in Cumberland
Cottage Under a Crabapple Tree
Studio, 1 bed, 1 private bathroom
14–19 Oct
,
4.95 out of 5 average rating, 310 reviews
Top guest favourite
Tiny home in Windham
The Chickadee House on Pettingill Pond
1 bedroom, 2 beds, 1 bathroom
20–25 Sept
4.96 out of 5 average rating, 240 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, 32 reviews
Top guest favourite
Guest suite in Windham
Millers Private Studio on Highland Lake
2 beds, 1 bathroom
28 Sept – 3 Oct
4.93 out of 5 average rating, 222 reviews
Top guest favourite
Cottage in Standish
Sebago Lake Cottage | Rare Private Beach & Views
3 bedrooms, 4 beds, 1.5 bathrooms
9–14 Sept
4.98 out of 5 average rating, 88 reviews
Top guest favourite
Guest suite in Yarmouth
Ash + Timber | Forest Sauna Suite Near Portland
1 bedroom, 2 beds, 1 bathroom
12–17 Oct
5.0 out of 5 average rating, 12 reviews
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, 19 reviews
Top guest favourite
Flat in Windham
1 Bedroom with Beach Access
1 bedroom, 2 beds, 1 bathroom
18–23 Oct
4.97 out of 5 average rating, 68 reviews
Top 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, 8 reviews
Top guest favourite
Home in Raymond
Renovated New Waterfront Cottage on Crescent Lake!
2 bedrooms, 3 beds, 1 bathroom
10–15 Sept
4.89 out of 5 average rating, 9 reviews
Top guest favourite
Home in Gray
The Lazy Hummingbird - Little Sebago Home w/ Sauna
3 bedrooms, 4 beds, 1.5 bathrooms
22–27 Oct
5.0 out of 5 average rating, 46 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, 479 reviews
Top guest favourite
Cottage in Raymond
Lakefront Log Home
3 bedrooms, 6 beds, 2 bathrooms
18–23 Sept
4.94 out of 5 average rating, 53 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, 104 reviews
Top guest favourite
Cottage in Raymond
Relax by a Quiet Lake
2 bedrooms, 4 beds, 1 bathroom
13–18 Oct
4.93 out of 5 average rating, 136 reviews
Guest favourite
Home in Raymond
Easy Living on Little Sebago
4 bedrooms, 8 beds, 2 bathrooms
12–17 Sept
5.0 out of 5 average rating, 24 reviews
Top guest favourite
Home in Gray
Beautiful lakefront home on Little Sebago Lake
4 bedrooms, 8 beds, 2 bathrooms
21–26 Sept
4.97 out of 5 average rating, 64 reviews
Top guest favourite
Home in Naples
Tri-Lake Escape: Brandy Pond
3 bedrooms, 3 beds, 2.5 bathrooms
24–29 Sept
5.0 out of 5 average rating, 27 reviews
Superhost
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, 5 reviews