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Search results; Over 1,000 homes in Winthrop

Guest favourite
Flat in Winthrop
Jill's Place!
2 bedrooms, 3 beds, 1 private bathroom
23–28 Aug
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4.95 out of 5 average rating, 84 reviews
Top guest favourite
Home in Winthrop
Lake house on Annabessacook
3 bedrooms, 5 beds
6–11 Sept
4.94 out of 5 average rating, 18 reviews
Top guest favourite
Room in Winthrop
Private Room ,Piano Room
1 queen bed
16–21 Jul
4.96 out of 5 average rating, 54 reviews
Guest suite in Winthrop
Private Suite in Central Maine
1 bedroom, 1 sofa bed
26–31 Jul
5.0 out of 5 average rating, 3 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
Guest favourite
Cabin in Winthrop
Cozy cabin in a very fun and convenient location.
1 bedroom, 1 bed
1–8 Aug
5.0 out of 5 average rating, 6 reviews
Guest favourite
Home in Monmouth
Spacious Lakeside Comfort - Fall/Winter Wonderland
3 bedrooms, 4 beds
25–30 Aug
4.91 out of 5 average rating, 78 reviews
Guest favourite
Cabin in Winthrop
Quaint & cozy cabin in beautiful wooded setting
1 bedroom, 2 beds
16–21 Aug
4.97 out of 5 average rating, 92 reviews
Top guest favourite
Cottage in Winthrop
Little Landing Cottage | Lakefront · Dock · Kayaks
1 bedroom, 2 queen beds
7–12 Aug
5.0 out of 5 average rating, 19 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, 20 reviews
Top guest favourite
Home in Monmouth
The Cottage at Red Top - Cozy Lakeside Year-Round
2 bedrooms, 3 beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 56 reviews
Top guest favourite
Rooms in Winthrop
Winthrop House Circa 1843
2 bedrooms, 4 beds
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
17–22 Sept
4.98 out of 5 average rating, 65 reviews
Home in Winthrop
Peaceful Fisherman's Paradise w/ Deck + Fire Pit!
2 bedrooms, 3 beds
25 Sept – 1 Oct
4.67 out of 5 average rating, 18 reviews
Top guest favourite
Home in Winthrop
Sandy Beach on Cobbosseecontee Lake!
3 bedrooms, 4 beds
28 Sept – 3 Oct
4.93 out of 5 average rating, 15 reviews
Guest favourite
Cottage in Winthrop
Cobbossee Lake cottage with dock
2 bedrooms, 3 beds
26–31 Jul
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Cottage in Readfield
Call of the Loon
4 bedrooms, 8 beds
14–19 Aug
4.98 out of 5 average rating, 51 reviews
Home in Winthrop
Historic Lake Cobbossee Cottage
4 bedrooms, 5 double beds
9–14 Aug
Home in Winthrop
Lake Front Cozy/Quiet 2 BR Home
2 bedrooms
1–8 Jan
4.6 out of 5 average rating, 10 reviews