filters

Search results; Over 1,000 homes in Winthrop

Photo 1 of 29
Top guest favourite
Cabin in Winthrop
Lake Cabin in the Trees
3 bedrooms, 3 beds, 2.5 private bathrooms
18–23 Oct
,
4.97 out of 5 average rating, 67 reviews
Photo 1 of 29
Guest favourite
Home in Winthrop
Lake house on Annabessacook
3 bedrooms, 5 beds, 2 bathrooms
11–16 Oct
4.96 out of 5 average rating, 24 reviews
Photo 1 of 17
Guest favourite
Home in Monmouth
Spacious Lakeside Comfort - Fall/Winter Wonderland
3 bedrooms, 4 beds, 2 bathrooms
1–6 Oct
4.92 out of 5 average rating, 84 reviews
Photo 1 of 29
Dome in Winthrop
Toad Hollow
2 bedrooms, 2 queen beds, 1 bathroom
12–17 Oct
5.0 out of 5 average rating, 3 reviews
Photo 1 of 29
Guest favourite
Home in Winthrop
July 7-14 Available: Large Porches & Living Space!
5 bedrooms, 7 beds, 2.5 bathrooms
1–6 Oct
4.95 out of 5 average rating, 21 reviews
Photo 1 of 29
Guest favourite
Home in Winthrop
Serene Lakeside Retreat
2 bedrooms, 3 beds, 2 bathrooms
13–18 Oct
5.0 out of 5 average rating, 19 reviews
Photo 1 of 21
Top guest favourite
Flat in Winthrop
A little piece of heaven
1 bedroom, 1 king bed, 1 bathroom
5–10 Oct
4.98 out of 5 average rating, 123 reviews
Photo 1 of 15
Top guest favourite
Home in Monmouth
The Cottage at Red Top - Cozy Lakeside Year-Round
2 bedrooms, 3 beds, 1 bathroom
17–22 Oct
5.0 out of 5 average rating, 61 reviews
Photo 1 of 29
Guest favourite
Home in Winthrop
Dock + Kayaks: Annabessacook Lake Retreat!
3 bedrooms, 6 beds, 3 bathrooms
5–10 Oct
4.83 out of 5 average rating, 29 reviews
Photo 1 of 29
Guest favourite
Home in Winthrop
Large Private Waterfront Lakehouse in Maine
4 bedrooms, 6 beds, 3 bathrooms
5–10 Oct
5.0 out of 5 average rating, 20 reviews
Photo 1 of 22
Guest favourite
Home in Winthrop
Lakeside Retreat
2 bedrooms, 2 beds, 1 bathroom
18–23 Oct
4.95 out of 5 average rating, 19 reviews
Photo 1 of 29
Top guest favourite
Home in Winthrop
Quiet Lakefront Home, Fall dates open!
3 bedrooms, 5 beds, 1 bathroom
18–23 Oct
5.0 out of 5 average rating, 30 reviews
Photo 1 of 6
Top guest favourite
Rooms in Winthrop
Winthrop House Circa 1843
2 bedrooms, 4 beds, 1 bathroom
3–8 Oct
5.0 out of 5 average rating, 69 reviews
Photo 1 of 24
Top guest favourite
Home in Winthrop
Sandy Beach on Cobbosseecontee Lake!
3 bedrooms, 4 beds, 1 bathroom
1–6 Oct
4.94 out of 5 average rating, 17 reviews
Photo 1 of 29
Top guest favourite
Flat in Winthrop
Jill's Place!
2 bedrooms, 3 beds, 1 bathroom
10–15 Oct
4.96 out of 5 average rating, 97 reviews
Photo 1 of 16
Top guest favourite
Cabin in Winthrop
Quaint & cozy cabin in beautiful wooded setting
1 bedroom, 2 beds, 1 bathroom
1–6 Nov
4.96 out of 5 average rating, 100 reviews
Photo 1 of 29
Guest favourite
Home in Winthrop
Journey's End on Maranacook
5 bedrooms, 6 beds, 2.5 bathrooms
13–20 Jun
5.0 out of 5 average rating, 5 reviews
Photo 1 of 16
Flat in Winthrop
2 Bedroom apartment in duplex farmhouse
2 bedrooms, 2 beds, 1 bathroom
1–6 Oct
4.67 out of 5 average rating, 58 reviews
Photo 1 of 20
Guest favourite
Cabin in Winthrop
Cottage on Cobbosseecontee!
3 bedrooms, 5 beds, 1 bathroom
1–6 Oct
4.85 out of 5 average rating, 13 reviews