Discover a selection of 500 vacation rentals in Winter Harbor that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including WiFi and air conditioning. Prices start at $112 per night, and houses and cottages are popular options for a stay in Winter Harbor. Either way, you'll find a rental for everyone's needs.
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Top rated rentals — Winter Harbor
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How many vacation rentals are available around Winter Harbor?

Our 2021 property listings offer a large selection of 621 vacation rentals around Winter Harbor. From 543 house rentals to 158 cottage rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.