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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
9–14 Jul
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4.87 out of 5 average rating, 39 reviews
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, 16 reviews
Top guest favourite
Room in Winthrop
Private Room ,Piano Room
1 queen bed, 1 bathroom
9–14 Jul
4.96 out of 5 average rating, 54 reviews
Guest favourite
Flat in Winthrop
Jill's Place!
2 bedrooms, 3 beds, 1 bathroom
12–17 Jul
4.95 out of 5 average rating, 83 reviews
Guest favourite
Cabin in Winthrop
Cozy cabin in a very fun and convenient location.
1 bedroom, 1 bed, 1 bathroom
11–18 Jul
5.0 out of 5 average rating, 6 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
Guest favourite
Cabin in Winthrop
Quaint & cozy cabin in beautiful wooded setting
1 bedroom, 2 beds, 1 bathroom
16–21 Aug
4.97 out of 5 average rating, 92 reviews
Guest favourite
Cottage in Winthrop
Cozy Keyes Cottage | Lakefront • Dock • Kayaks
2 bedrooms, 3 beds, 1 bathroom
10–15 Aug
4.98 out of 5 average rating, 45 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, 55 reviews
Top guest favourite
Cottage in Winthrop
Little Landing Cottage | Lakefront · Dock · Kayaks
1 bedroom, 2 queen beds, 1 bathroom
7–12 Aug
5.0 out of 5 average rating, 19 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
Superhost
Home in Winthrop
Serene Lakeside Retreat
2 bedrooms, 3 beds, 2 bathrooms
14–19 Sept
5.0 out of 5 average rating, 10 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, 20 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
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
Top guest favourite
Rooms in Winthrop
Winthrop House Circa 1843
2 bedrooms, 4 beds, 1 bathroom
12–17 Jul
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 Manchester
Rustic Lakeside Log Cabin on Cobbosseecontee Lake
2 bedrooms, 3 beds, 1 bathroom
19–24 Jul
New place to stay
Home in Winthrop
Peaceful Fisherman's Paradise w/ Deck + Fire Pit!
2 bedrooms, 3 beds, 1 bathroom
25 Sept – 1 Oct
4.65 out of 5 average rating, 17 reviews