28 Winter Harbor Vacation Rentals & Short Term Rentals

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Compare Winter Harbor vacation rentals from 6 rental sites including HomeAway, Booking.com, TripAdvisor and more, ranging from $90 to $1800 a night.
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Information about Winter Harbor

Vacation Rentals in Winter Harbor

Find the best Winter Harbor vacation rentals with Tripping.com. Choose from 493 rentals, from studio apartments to luxurious condos to entire cabin homes. Book in advance or book instantly with properties marked as “Instabook,” with prices ranging from $90 a night to $1800 a night.

Our Tripping.com vacation rentals will save you hundreds, offering more amenities than the average hotel room. Going on a business trip? 287 of homes in Winter Harbor offer high-speed wifi internet so you won’t miss a beat. Travelling with kids? Have them splash around in any of the 18 rentals with pool or jacuzzi, or relax with the family in one of the 277 homes with cable TV.

For all those dog lovers and cat lovers, Winter Harbor offers 105 pet-friendly vacation rentals at an affordable price. Book the perfect vacation home that best matches your budget and accommodation style. For the ultimate stay, check out our listings now to grab the latest deals.

Search properties from 6 rental sites in Winter Harbor where the top providers in that area are HomeAway, Booking.com, and TripAdvisor. There are 219 HomeAway rentals, 145 Booking.com short term rentals and 109 TripAdvisor vacation rentals.