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Search results; Over 1,000 homes in Winthrop

Top guest favourite
Home in Winthrop
Quiet Lakefront Home, Fall dates open!
3 bedrooms, 5 beds, 1 private bathroom
8–13 Sept
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5.0 out of 5 average rating, 30 reviews
Top guest favourite
Flat in Winthrop
A little piece of heaven
1 bedroom, 1 king bed, 1 bathroom
18–23 Sept
4.98 out of 5 average rating, 122 reviews
Guest favourite
Home in Winthrop
Lake house on Annabessacook
3 bedrooms, 5 beds, 2 bathrooms
27 Sept – 2 Oct
4.95 out of 5 average rating, 22 reviews
Guest favourite
Home in Winthrop
Large Private Waterfront Lakehouse in Maine
4 bedrooms, 6 beds, 3 bathrooms
8–13 Sept
5.0 out of 5 average rating, 18 reviews
Guest favourite
Guest suite in Winthrop
Private Suite in Central Maine
1 bedroom, 1 sofa bed, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 9 reviews
Guest favourite
Home in Winthrop
July 7-14 Available: Large Porches & Living Space!
5 bedrooms, 7 beds, 2.5 bathrooms
9–14 Sept
4.95 out of 5 average rating, 21 reviews
Top guest favourite
Cabin in Winthrop
Lake Cabin in the Trees
3 bedrooms, 3 beds, 2.5 bathrooms
17–22 Sept
4.98 out of 5 average rating, 65 reviews
Top guest favourite
Room in Winthrop
Private Room ,Piano Room
1 queen bed, 1 bathroom
6–11 Sept
4.97 out of 5 average rating, 58 reviews
Top guest favourite
Home in Manchester
The Lake House
7 bedrooms, 15 beds, 5 bathrooms
8–13 Sept
4.94 out of 5 average rating, 16 reviews
Top guest favourite
Cabin in Winthrop
Quaint & cozy cabin in beautiful wooded setting
1 bedroom, 2 beds, 1 bathroom
11–16 Oct
4.97 out of 5 average rating, 96 reviews
Top guest favourite
Home in Winthrop
Sandy Beach on Cobbosseecontee Lake!
3 bedrooms, 4 beds, 1 bathroom
28 Sept – 3 Oct
4.94 out of 5 average rating, 16 reviews
Guest favourite
Flat in Winthrop
Jill's Place!
2 bedrooms, 3 beds, 1 bathroom
10–15 Oct
4.96 out of 5 average rating, 94 reviews
Guest favourite
Home in Winthrop
Serene Lakeside Retreat
2 bedrooms, 3 beds, 2 bathrooms
14–19 Sept
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Tiny home in Winthrop
Lakefront guest cottage,
1 bedroom, 2 beds, 1 bathroom
28 Sept – 3 Oct
5.0 out of 5 average rating, 46 reviews
Guest favourite
Cabin in Winthrop
Cottage on Cobbosseecontee!
3 bedrooms, 5 beds, 1 bathroom
9–14 Sept
4.83 out of 5 average rating, 12 reviews
Top guest favourite
Home in West Gardiner
Lakefront 4BR Home on Peninsula | Private Dock!
4 bedrooms, 7 beds, 3 bathrooms
9–14 Sept
4.93 out of 5 average rating, 15 reviews
Guest favourite
Cabin in Winthrop
Cozy Keyes Cottage | Lakefront • Dock • Kayaks
2 bedrooms, 3 beds, 1 bathroom
7–12 Sept
4.98 out of 5 average rating, 49 reviews
Top guest favourite
Cottage in Winthrop
Cobbossee Lake cottage with dock
2 bedrooms, 3 beds, 1.5 bathrooms
2–7 Sept
5.0 out of 5 average rating, 15 reviews
Cabin in Winthrop
Completely Remodeled Waterfront Cabin
3 bedrooms, 4 beds, 1 bathroom
8–15 Sept