We found 580 vacation rentals — enter your dates for availability
Discover a selection of 500 vacation rentals in Winter Harbor, ME 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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Find the best place to stay — Winter Harbor
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How many vacation rentals are available around Winter Harbor, ME?
Our 2021 property listings offer a large selection of 580 vacation rentals around Winter Harbor. From 508 house rentals to 152 cottage rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.
Can I rent Houses in Winter Harbor?
Yes, of course. Vrbo has 508 Houses in Winter Harbor. Our other popular types of vacation rentals in Winter Harbor include:
- Cottages: 152 rentals available
- Cabins: 152 rentals available
- Bungalows: 152 rentals available
But you can also enjoy a great stay in one of our other vacation rentals including Condos/Apartments and more.
Can I find a vacation rental with pool in Winter Harbor?
Yes, you can select your preferred vacation rental with pool among our 19 vacation rentals with pool available in Winter Harbor. Please use our search bar to access the selection of vacation rentals available.