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Search results; Over 1,000 homes in Winthrop

Top guest favourite
Room in Winthrop
Private Room ,Piano Room
1 bedroom, 1 bed, 1 private bathroom
13–18 Sept
,
4.97 out of 5 average rating, 59 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
4.96 out of 5 average rating, 23 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, 66 reviews
Guest favourite
Home in Winthrop
Large Private Waterfront Lakehouse in Maine
4 bedrooms, 6 beds, 3 bathrooms
9–14 Sept
5.0 out of 5 average rating, 20 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
Home in Winthrop
Quiet Lakefront Home, Fall dates open!
3 bedrooms, 5 beds, 1 bathroom
9–14 Sept
5.0 out of 5 average rating, 30 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
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, 10 reviews
Top guest favourite
Cabin in Winthrop
Quaint & cozy cabin in beautiful wooded setting
1 bedroom, 2 beds, 1 bathroom
1–6 Nov
4.97 out of 5 average rating, 97 reviews
Guest favourite
Cabin in Winthrop
Cottage on Cobbosseecontee!
3 bedrooms, 5 beds, 1 bathroom
11–16 Sept
4.83 out of 5 average rating, 12 reviews
Top guest favourite
Cottage in Winthrop
Cobbossee Lake cottage with dock
2 bedrooms, 3 beds, 1.5 bathrooms
10–15 Sept
5.0 out of 5 average rating, 15 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
Flat in Winthrop
Jill's Place!
2 bedrooms, 3 beds, 1 bathroom
10–15 Oct
4.96 out of 5 average rating, 96 reviews
Top guest favourite
Cabin in Winthrop
Cozy Keyes Cottage | Lakefront • Dock • Kayaks
2 bedrooms, 3 beds, 1 bathroom
9–14 Sept
4.98 out of 5 average rating, 51 reviews
Home in Winthrop
Peaceful Fisherman's Paradise w/ Deck + Fire Pit!
2 bedrooms, 3 beds, 1 bathroom
25 Sept – 1 Oct
4.68 out of 5 average rating, 19 reviews
Guest favourite
Home in Winthrop
Dock + Kayaks: Annabessacook Lake Retreat!
3 bedrooms, 6 beds, 3 bathrooms
5–10 Oct
4.82 out of 5 average rating, 28 reviews
Top guest favourite
Home in Manchester
The Lake House
7 bedrooms, 15 beds, 5 bathrooms
16–21 Sept
4.94 out of 5 average rating, 16 reviews
Home in Winthrop
Lake Front Cozy/Quiet 2 BR Home
2 bedrooms, 2 bathrooms
1–8 Jan
4.6 out of 5 average rating, 10 reviews