
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
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Popular amenities for Winthrop holiday rentals
Other great holiday rentals in Winthrop
Guest favourite

Home in Winthrop
5 out of 5 average rating, 11 reviewsWaterfront Lakehouse in Maine
Top guest favourite

Home in Gardiner
5 out of 5 average rating, 12 reviewsThe Little Castle
Top guest favourite

Cabin in Rome
5 out of 5 average rating, 8 reviewsModern Tiny Cabin Near Belgrade Lakes

Home in Winthrop
5 out of 5 average rating, 4 reviewsJourney's End on Maranacook
Guest favourite

Guest suite in Hallowell
4.98 out of 5 average rating, 57 reviewsPrivate, Hallowell In-Law Apartment
Top guest favourite

Tiny home in Winthrop
5 out of 5 average rating, 34 reviewsLakefront guest cottage,
Guest favourite

Campervan/Motorhome in Livermore Falls
4.88 out of 5 average rating, 8 reviewsThe Golden Hour - KuT Away
Guest favourite

Cabin in Winthrop
5 out of 5 average rating, 5 reviewsCozy cabin in a very fun and convenient location.
Quick stats about holiday rentals in Winthrop
Total rentals
60 properties
Nightly prices starting at
₹5,286 before taxes and fees
Total number of reviews
1.8K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Destinations to explore
- Long Island Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- Hudson Valley Holiday rentals
- Quebec City Holiday rentals
- The Hamptons Holiday rentals
- Capital District, New York Holiday rentals
- Island of Montreal Holiday rentals
- Laurentides Holiday rentals
- Portland Holiday rentals
- Quebec City Area Holiday rentals
- Mont-Tremblant Holiday rentals
- Rentals with a kayak Winthrop
- Rentals with a firepit Winthrop
- House rentals Winthrop
- Rentals with lake access Winthrop
- Pet-friendly rentals Winthrop
- Rentals with a patio Winthrop
- Waterfront rentals Winthrop
- Rentals with outdoor seating Winthrop
- Rentals with a washing machine and dryer Winthrop
- Family-friendly rentals Winthrop
- Sebago Lake
- Sunday River Resort
- Popham Beach State Park
- Popham Beach, Phippsburg
- Pemaquid Beach
- Pemaquid Point Lighthouse
- East End Beach
- Belgrade Lakes Golf Club
- Samoset Resort
- Cliff House Beach
- Wolfe's Neck Woods State Park
- Willard Beach
- Coastal Maine Botanical Gardens
- Fox Ridge Golf Club
- Hunnewell Beach
- Sunday River Golf Club
- Black Mountain of Maine
- Brunswick Golf Club
- Maine Maritime Museum
- Bradbury Mountain State Park
- Farnsworth Art Museum
- Portland Museum of Art
- Eaton Mountain Ski Resort
- Lost Valley Ski Area