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Search results; Over 1,000 homes in Winthrop

Guest favourite
Cottage in Winthrop
Little Landing Cottage | Lakefront · Dock · Kayaks
1 bedroom, 2 beds, 1 private bathroom
30 Jun – 5 Jul
,
5.0 out of 5 average rating, 21 reviews
Guest favourite
Guest suite in Winthrop
Private Suite in Central Maine
1 bedroom, 1 sofa bed
27 Sept – 2 Oct
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Flat in Winthrop
A little piece of heaven
1 bedroom, 1 king bed
18–23 Sept
4.98 out of 5 average rating, 122 reviews
Top guest favourite
Home in Winthrop
Lake house on Annabessacook
3 bedrooms, 5 beds
27 Sept – 2 Oct
4.95 out of 5 average rating, 22 reviews
Top guest favourite
Room in Winthrop
Private Room ,Piano Room
1 queen bed
1–6 Sept
4.97 out of 5 average rating, 58 reviews
Top guest favourite
Home in Winthrop
Quiet Lakefront Home, Fall dates open!
3 bedrooms, 5 beds
8–13 Sept
5.0 out of 5 average rating, 30 reviews
Top guest favourite
Cabin in Winthrop
Lake Cabin in the Trees
3 bedrooms, 3 beds
17–22 Sept
4.98 out of 5 average rating, 65 reviews
Guest favourite
Flat in Winthrop
Jill's Place!
2 bedrooms, 3 beds
5–10 Oct
4.96 out of 5 average rating, 91 reviews
Guest favourite
Cabin in Winthrop
Quaint & cozy cabin in beautiful wooded setting
1 bedroom, 2 beds
27 Sept – 2 Oct
4.97 out of 5 average rating, 93 reviews
Top guest favourite
Home in Winthrop
Sandy Beach on Cobbosseecontee Lake!
3 bedrooms, 4 beds
28 Sept – 3 Oct
4.94 out of 5 average rating, 16 reviews
Guest favourite
Home in Winthrop
July 7-14 Available: Large Porches & Living Space!
5 bedrooms, 7 beds
28 Sept – 4 Oct
4.95 out of 5 average rating, 21 reviews
Guest favourite
Cabin in Winthrop
Cottage on Cobbosseecontee!
3 bedrooms, 5 beds
9–14 Sept
4.82 out of 5 average rating, 11 reviews
Top guest favourite
Rooms in Winthrop
Winthrop House Circa 1843
2 bedrooms, 4 beds
1–6 Sept
5.0 out of 5 average rating, 68 reviews
Home in Winthrop
Loon's Nest on Wilson Pond
3 bedrooms, 9 beds
9–14 Sept
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Winthrop
Large Private Waterfront Lakehouse in Maine
4 bedrooms, 6 beds
1–6 Sept
5.0 out of 5 average rating, 18 reviews
Guest favourite
Home in Winthrop
Dock + Kayaks: Annabessacook Lake Retreat!
3 bedrooms, 6 beds
5–10 Oct
4.81 out of 5 average rating, 27 reviews
Home in Winthrop
Lake Front Cozy/Quiet 2 BR Home
2 bedrooms
1–8 Jan
4.6 out of 5 average rating, 10 reviews
Guest favourite
Home in Winthrop
Downtown & walk to beach, at our quiet getaway
3 bedrooms, 6 beds
13–18 Sept
4.77 out of 5 average rating, 52 reviews
Top guest favourite
Home in Winthrop
Cobbossee Cottage Lakefront•Private Dock•Fire Pit
3 bedrooms, 5 beds
23–28 Sept
5.0 out of 5 average rating, 6 reviews