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 Winthrop
5.0 out of 5 average rating, 16 reviewsLake Cabin in the Trees
10–17 Jan
₹28,028 per night
Guest favourite
Flat in Hallowell
4.96 out of 5 average rating, 25 reviewsThe Gallery
13–20 Feb
₹11,808 per night
Guest favourite
Guest suite in Chesterville
4.93 out of 5 average rating, 97 reviewsRustic Ridge
1–8 Dec
₹6,913 per night
Guest favourite
Cottage in Litchfield
4.97 out of 5 average rating, 31 reviewsCozy Cottage on Woodbury Pond with beach & dock
5–12 Dec
₹12,294 per night
Guest favourite
Guest suite in Hallowell
4.98 out of 5 average rating, 50 reviewsPrivate, Hallowell In-Law Apartment
25 May – 1 Jun
₹10,288 per night
Guest favourite
Home in Leeds
4.84 out of 5 average rating, 43 reviewsWillowsAwake Winery Stay
28 Jun – 5 Jul
₹12,143 per night
Guest favourite
Cabin in Mount Vernon
5.0 out of 5 average rating, 80 reviewsLakeside Cottage in the Heart of Maine
21–28 Feb
₹13,767 per night
Guest favourite
Cottage in West Gardiner
4.97 out of 5 average rating, 33 reviewsWaterfront cottage with spectacular sunset views!
4–11 Oct
₹30,063 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
1.4T reviews
Nightly prices starting at
₹4,174 before taxes and fees
Destinations to explore
- Portland Holiday rentals
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- Old Orchard Beach Holiday rentals
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- Rentals with outdoor seating Winthrop
- Rentals with a firepit Winthrop
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- Pet-friendly rentals Winthrop
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- Rentals with lake access Winthrop
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- House rentals Winthrop
- Monthly Rentals Winthrop
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