Holiday rentals in Winthrop
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Top-rated holiday rentals in Winthrop
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Winthrop holiday rentals
Other great holiday rentals in Winthrop
Guest favourite
Cabin in Litchfield
4.87 out of 5 average rating, 139 reviewsBlue Loon Camp on Pleasant Pond
3–10 May
$143 SGD per night
Guest favourite
Cottage in Litchfield
4.97 out of 5 average rating, 30 reviewsCozy Cottage on Woodbury Pond with beach & dock
16–23 Dec
$200 SGD per night
Guest favourite
Flat in Fayette
5.0 out of 5 average rating, 12 reviewsLimberlost East
3–10 Mar
$134 SGD per night
Guest favourite
Guest suite in Oakland
5.0 out of 5 average rating, 34 reviewsCozy Studio Flat, Belgrade Lakes Region
28 Jan – 4 Feb
$147 SGD per night
Guest favourite
Home in Augusta
5.0 out of 5 average rating, 11 reviewsSuper cute waterfront cottage
22–29 Oct
$198 SGD per night
Guest favourite
Flat in Hallowell
4.96 out of 5 average rating, 25 reviewsThe Gallery
26 Jun – 3 Jul
$192 SGD per night
Guest favourite
Home in Greene
4.84 out of 5 average rating, 31 reviewsBeautiful Maine Lakeside Cottage
10–17 Sep
$166 SGD per night
Guest favourite
Home in Leeds
4.84 out of 5 average rating, 43 reviewsWillowsAwake Winery Stay
12–19 Jan
$198 SGD per night
Quick stats about holiday rentals in Winthrop
Total rentals
50 properties
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
1.4K reviews
Nightly prices starting at
$68 SGD before taxes and fees
Destinations to explore
- Portland Holiday rentals
- Bar Harbor Holiday rentals
- Old Orchard Beach Holiday rentals
- Lake Winnipesaukee Holiday rentals
- Ogunquit Holiday rentals
- Bangor Holiday rentals
- The Hamptons Holiday rentals
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- Québec City Holiday rentals
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- Moncton Holiday rentals
- Monthly Rentals Winthrop
- Rentals with a kayak Winthrop
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- Waterfront rentals Winthrop
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- Rentals with a patio Winthrop
- House rentals Winthrop
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