
Holiday rentals 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
Guest favourite

Home in China
4.94 out of 5 average rating, 17 reviewsHillside Cabin
Top guest favourite

Home in Gardiner
5 out of 5 average rating, 13 reviewsThe Little Castle
Guest favourite

Cottage in Whitefield
4.97 out of 5 average rating, 86 reviewsOllie's Cottage on the Sheepscot River
Guest favourite

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

Home in Manchester
5 out of 5 average rating, 8 reviewsPerfect Maine retreat!

Cabin in China
4.59 out of 5 average rating, 163 reviewsGrammys Camp

Flat in Augusta
4.79 out of 5 average rating, 34 reviewsTwo Bedroom modern apartment
Guest favourite

Home in China
4.9 out of 5 average rating, 10 reviewsLakefront Cottage on China Lake
Destinations to explore
- 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
- Portland Holiday rentals
- Salem Holiday rentals
- Mont-Tremblant Holiday rentals
- Halifax Holiday rentals
- Quebec City Area Holiday rentals
- Popham Beach State Park
- Popham Beach, Phippsburg
- Pemaquid Beach
- Pemaquid Point Lighthouse
- Belgrade Lakes Golf Club
- Samoset Resort
- Wolfe's Neck Woods State Park
- Coastal Maine Botanical Gardens
- Hermon Mountain Ski Area
- Fox Ridge Golf Club
- Dragonfly Farm & Winery
- Hunnewell Beach
- Sandy Point Beach
- Bear Island Beach
- Brunswick Golf Club
- Bradbury Mountain State Park
- Maine Maritime Museum
- Farnsworth Art Museum
- Spragues Beach
- Eaton Mountain Ski Resort
- Wadsworth Cove Beach
- Narrow Place Beach
- Three Island Beach
- Driftwood Beach