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 Hallowell
4.97 out of 5 average rating, 96 reviewsHallowell Hilltop Home & Hot Tub
Guest favourite
Home in Waldoboro
4.99 out of 5 average rating, 85 reviews1830s Cape hosted by George & Paul
Guest favourite
Home in Oakland
5 out of 5 average rating, 74 reviewsCute 2-bedroom home in convenient central location
Guest favourite
Cabin in Searsmont
4.98 out of 5 average rating, 66 reviewsBirch Hill Cabin w/Hot Tub
Superhost
Home in China
4.86 out of 5 average rating, 76 reviewsLakefront Home, Hot Tub, near Augusta / Portland
Guest favourite
Home in Somerville
4.92 out of 5 average rating, 12 reviewsLakefront home with hot tub.
Guest favourite
Cabin in Vassalboro
5 out of 5 average rating, 75 reviewsWebber Pond Cabin LLC
Guest favourite
Rental unit in Hallowell
4.96 out of 5 average rating, 49 reviewsThe Gallery
Destinations to explore
- Portland Holiday rentals
- Bar Harbor Holiday rentals
- Old Orchard Beach Holiday rentals
- Lake Winnipesaukee Holiday rentals
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