Find Vacation Rentals in Winter Harbor

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Winter Harbor
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Popular Winter Harbor Vacation Rentals

Find the perfect Winter Harbor vacation rental

House Winter Harbor
$228 per night
House ∙ 5 guests ∙ 2 bedrooms
4.8
"Excellent" (110 ratings)
Winter Harbor, Hancock County, Maine, United States
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Vrbo
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House Winter Harbor
$398 per night
House ∙ 8 guests ∙ 3 bedrooms
5.0
"Excellent" (102 ratings)
Winter Harbor, Hancock County, Maine, United States
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Vrbo
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House Winter Harbor
$237 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
"Excellent" (76 ratings)
Winter Harbor, Hancock County, Maine, United States
Details
Vrbo
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House Winter Harbor
$177 per night
House ∙ 7 guests ∙ 3 bedrooms
4.6
"Outstanding" (138 ratings)
Winter Harbor, Hancock County, Maine, United States
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Vrbo
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House Winter Harbor
$212 per night
House ∙ 6 guests ∙ 2 bedrooms
5.0
"Excellent" (14 ratings)
Winter Harbor, Hancock County, Maine, United States
Details
Vrbo
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Cabin Winter Harbor
$318 per night
Cabin ∙ 4 guests ∙ 2 bedrooms
4.8
"Excellent" (10 ratings)
Winter Harbor, Hancock County, Maine, United States
Details
Vrbo
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House Winter Harbor
$348 per night
House ∙ 6 guests ∙ 3 bedrooms
Winter Harbor, Hancock County, Maine, United States
Details
Vrbo
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Resort Winter Harbor
$153 per night
Resort ∙ 3 guests ∙ 1 bedroom
4.9
"Excellent" (26 ratings)
Winter Harbor, Hancock County, Maine, United States
Details
Vrbo
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Cottage Winter Harbor
$280 per night
Cottage ∙ 2 guests ∙ 2 bedrooms
Winter Harbor, Hancock County, Maine, United States
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Vrbo
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Vacation rentals and apartments with air conditioning

Apartment Air conditioning Winter Harbor
$181 per night
Apartment ∙ 4 guests ∙ 1 bedroom
5.0
"Excellent" (2 ratings)
Winter Harbor, Hancock County, Maine, United States
Air conditioning
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Vrbo
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House Air conditioning Winter Harbor
$368 per night
House ∙ 6 guests ∙ 3 bedrooms
Winter Harbor, Hancock County, Maine, United States
Air conditioning
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Vrbo
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Apartment Air conditioning Winter Harbor
$230 per night
Apartment ∙ 5 guests ∙ 2 bedrooms
5.0
"Excellent" (2 ratings)
Winter Harbor, Hancock County, Maine, United States
Air conditioning
Details
Vrbo
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Best vacation rentals with a balcony

Apartment Balcony Winter Harbor
$161 per night
Apartment ∙ 6 guests ∙ 2 bedrooms
4.9
"Excellent" (145 ratings)
Winter Harbor, Hancock County, Maine, United States
Balcony
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Vrbo
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House Balcony Winter Harbor
$390 per night
House ∙ 8 guests ∙ 3 bedrooms
5.0
"Excellent" (91 ratings)
Winter Harbor, Hancock County, Maine, United States
Balcony
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Vrbo
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House Balcony Winter Harbor
$356 per night
House ∙ 5 guests ∙ 3 bedrooms
4.8
"Excellent" (53 ratings)
Winter Harbor, Hancock County, Maine, United States
Balcony
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Vrbo
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Cabins and Homes With Fireplaces

Condo Fireplace Winter Harbor
$277 per night
Condo ∙ 2 guests ∙ 1 bedroom
5.0
"Excellent" (86 ratings)
Winter Harbor, Hancock County, Maine, United States
Fireplace
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Vrbo
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House Fireplace Winter Harbor
$239 per night
House ∙ 3 guests ∙ 1 bedroom
4.9
"Excellent" (89 ratings)
Winter Harbor, Hancock County, Maine, United States
Fireplace
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Vrbo
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House Fireplace Winter Harbor
$367 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
"Excellent" (167 ratings)
Winter Harbor, Hancock County, Maine, United States
Fireplace
Details
Vrbo
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Frequently Asked Questions

Can I find cheap vacation rentals in Winter Harbor?

In Winter Harbor, vacation rentals start at $118 per night.

Are there any vacation rentals available to book in Winter Harbor?

Our large collection of vacation homes makes it easy to filter and compare 26 offers in Winter Harbor.

Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Vacation Rentals in Winter Harbor

Save hundreds with a vacation home rental from Tripping.com and forget the hotel room. For the ultimate getaway, Winter Harbor offers 86 affordable vacation rentals with a price to match your budget and accommodation needs. Prices in Winter Harbor start at an average price of $207 a night with long-term rentals averaging $25 a month. These vacation rentals offer a range of amenities, so you’ll feel right at home. For those looking to stay in a corporate rental, 82 of Winter Harbor’s rentals offer high speed WiFi Internet so you can easily keep in touch with your company or team. Go for a swim at one of the 2 properties complete with pool or jacuzzi, or relax with a night of cable TV in any of our 71 vacation home rentals. Traveling with your dog or cat? Choose from 29 pet-friendly rentals in Winter Harbor that allow you to bring your extended family along.Tripping.com’s home rentals offer far more room and comfort than a hotel, providing a safe and spacious place for you and your pets. Many properties allow you to book directly online, so once you find that perfect vacation rental, you’ll be all set to go! Search properties from 3 vacation rental sites in Winter Harbor where the top providers in that area are HomeAway, TripAdvisor, and Expedia. There are 61 HomeAway rentals, 19 TripAdvisor short term rentals and 6 Expedia vacation rentals.

Popular Day Trips Near Winter Harbor

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