
Holiday houses in Windsor
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Top-rated holiday rentals in Windsor
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 Windsor holiday rentals
Other great holiday rentals in Windsor

Home in Gardiner
5 out of 5 average rating, 5 reviewsThe Little Castle

Apartment in Augusta
4.76 out of 5 average rating, 25 reviewsModern Loft Apartment
Top Guest favourite

Home in Jefferson
5 out of 5 average rating, 7 reviewsDamariscotta Lakefront 3BR+

Cottage in Augusta
5 out of 5 average rating, 4 reviewsPrivate Dock & Deck: Tranquil Dam Pond Cottage!
Top Guest favourite

Guesthouse in Belgrade
5 out of 5 average rating, 9 reviewsThe Belgrade Bungalows
Guest favourite

Home in China
5 out of 5 average rating, 8 reviewsCharming Antique Cape

Apartment in Augusta
4.59 out of 5 average rating, 17 reviewsGorgeous Studio Lakefront | Balcony | NoKitchen
Top Guest favourite

Private room in Appleton
4.94 out of 5 average rating, 170 reviewsGuest room in a private home
Destinations to explore
- Montreal Holiday rentals
- Boston Holiday rentals
- Hudson Valley Holiday rentals
- The Hamptons Holiday rentals
- Quebec City Holiday rentals
- Capital District, New York Holiday rentals
- Island of Montreal Holiday rentals
- Halifax Holiday rentals
- Quebec City Area Holiday rentals
- Portland Holiday rentals
- Laval Holiday rentals
- Mont-Tremblant Holiday rentals
- Popham Beach State Park
- Pemaquid Beach
- Popham Beach, Phippsburg
- Pemaquid Point Lighthouse
- Belgrade Lakes Golf Club
- Samoset Resort
- Wolfe's Neck Woods State Park
- Coastal Maine Botanical Gardens
- Fox Ridge Golf Club
- Hermon Mountain Ski Area
- Dragonfly Farm & Winery
- Hunnewell Beach
- Pebbly Beach
- Bear Island Beach
- Brunswick Golf Club
- Bradbury Mountain State Park
- Maine Maritime Museum
- Farnsworth Art Museum
- Eaton Mountain Ski Resort
- Three Island Beach
- Spragues Beach
- Sandy Point Beach
- Narrow Place Beach
- Driftwood Beach