filters

Search results; Over 1,000 homes in Winthrop

Guest favourite
Cottage in Winthrop
Cozy Keyes Cottage | Lakefront • Dock • Kayaks
2 bedrooms, 3 beds, 1 private bathroom
10–15 Aug
,
4.98 out of 5 average rating, 45 reviews
Top guest favourite
Home in Winthrop
Lake house on Annabessacook
3 bedrooms, 5 beds, 2 bathrooms
6–11 Sept
4.94 out of 5 average rating, 18 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
Home in Winthrop
Historic Lake Cobbossee Cottage
4 bedrooms, 5 double beds, 2 bathrooms
9–14 Aug
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, 20 reviews
Guest favourite
Flat in Winthrop
Jill's Place!
2 bedrooms, 3 beds, 1 bathroom
23–28 Aug
4.95 out of 5 average rating, 84 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, 76 reviews
Superhost
Home in Winthrop
Serene Lakeside Retreat
2 bedrooms, 3 beds, 2 bathrooms
14–19 Sept
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Home in Winthrop
Quiet Lakefront Home, Private Dock!
3 bedrooms, 5 beds, 1 bathroom
26–31 Aug
5.0 out of 5 average rating, 27 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
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, 121 reviews
Top guest favourite
Home in Manchester
The Lake House
7 bedrooms, 15 beds, 5 bathrooms
4–9 Nov
4.93 out of 5 average rating, 15 reviews
Home in Winthrop
Cobbossee Cottage Lakefront•Private Dock•Fire Pit
3 bedrooms, 5 beds, 1.5 bathrooms
31 Aug – 5 Sept
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, 55 reviews
Guest favourite
Cottage in Winthrop
Cobbossee Lake cottage with dock
2 bedrooms, 3 beds, 1.5 bathrooms
26–31 Jul
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Rooms in Winthrop
Winthrop House Circa 1843
2 bedrooms, 4 beds, 1 bathroom
27 Jul – 1 Aug
5.0 out of 5 average rating, 66 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
Cabin in Winthrop
Waterfront Family, pet friendly with firepit/place
5 bedrooms, 5 beds, 2 bathrooms
3–8 Aug
Guest favourite
Home in Winthrop
Central downtown & beach area, fish from backyard
3 bedrooms, 6 beds, 1 bathroom
19–24 Jul
4.77 out of 5 average rating, 47 reviews