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Search results; Over 1,000 homes in Winthrop

Guest favourite
Room in Winthrop
Private Room ,Hyde Away-upstairs
1 bedroom, 2 beds, 1 bathroom
13–18 Aug
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4.87 out of 5 average rating, 39 reviews
Top guest favourite
Home in Winthrop
Lake house on Annabessacook
3 bedrooms, 5 beds, 2 bathrooms
22–27 Aug
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
13–18 Aug
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Home in Winthrop
Quiet Lakefront Home, Private Dock!
3 bedrooms, 5 beds, 1 bathroom
8–13 Sept
5.0 out of 5 average rating, 29 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, 12 reviews
Top guest favourite
Home in Monmouth
The Cottage at Red Top - Cozy Lakeside Year-Round
2 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
5.0 out of 5 average rating, 58 reviews
Guest favourite
Home in Monmouth
Spacious Lakeside Comfort - Fall/Winter Wonderland
3 bedrooms, 4 beds, 2 bathrooms
25–30 Aug
4.91 out of 5 average rating, 80 reviews
Guest favourite
Flat in Winthrop
Jill's Place!
2 bedrooms, 3 beds, 1 bathroom
29 Aug – 3 Sept
4.96 out of 5 average rating, 89 reviews
Guest favourite
Cabin in Winthrop
Quaint & cozy cabin in beautiful wooded setting
1 bedroom, 2 beds, 1 bathroom
30 Aug – 4 Sept
4.97 out of 5 average rating, 92 reviews
Superhost
Home in Winthrop
Luxury Timber Frame Home | On the Water
4 bedrooms, 7 beds, 3.5 bathrooms
2–7 Sept
4.9 out of 5 average rating, 62 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
Top guest favourite
Home in Winthrop
Sandy Beach on Cobbosseecontee Lake!
3 bedrooms, 4 beds, 1 bathroom
28 Sept – 3 Oct
4.93 out of 5 average rating, 15 reviews
Guest favourite
Cabin in Winthrop
Cottage on Cobbosseecontee!
3 bedrooms, 5 beds, 1 bathroom
9–14 Sept
4.8 out of 5 average rating, 10 reviews
Guest favourite
Cottage in Winthrop
Cozy Keyes Cottage | Lakefront • Dock • Kayaks
2 bedrooms, 3 beds, 1 bathroom
19–24 Aug
4.98 out of 5 average rating, 46 reviews
Guest favourite
Guest suite in Winthrop
Private Suite in Central Maine
1 bedroom, 1 sofa bed, 1 bathroom
15–20 Aug
5.0 out of 5 average rating, 5 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
13–18 Aug
4.96 out of 5 average rating, 57 reviews
Guest favourite
Home in Winthrop
July 7-14 Available: Large Porches & Living Space!
5 bedrooms, 7 beds, 2.5 bathrooms
28 Sept – 4 Oct
4.95 out of 5 average rating, 21 reviews
Top guest favourite
Cottage in Winthrop
Cobbossee Lake cottage with dock
2 bedrooms, 3 beds, 1.5 bathrooms
14–19 Aug
5.0 out of 5 average rating, 15 reviews