Find Vacation Rentals in Winter Harbor

Winter Harbor
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Popular Winter Harbor Vacation Rentals

Find the perfect Winter Harbor vacation rental

House Winter Harbor
e.g. 2/8 - 2/15 (Tue - Tue)
-62%
$603
$228 per night
House ∙ 3 guests ∙ 1 bedroom
5.0
"Excellent" (4 ratings)
Winter Harbor, Hancock County, Maine, United States
Details
Vacasa
Details
Apartment Winter Harbor
e.g. 2/5 - 2/12 (Sat - Sat)
-56%
$649
$285 per night
Apartment ∙ 6 guests ∙ 3 bedrooms
Winter Harbor, Hancock County, Maine, United States
Details
Vacasa
Details
House Winter Harbor
e.g. 7/23 - 7/30 (Sat - Sat)
$495 per night
House ∙ 4 guests ∙ 2 bedrooms
4.4
"Very good" (5 ratings)
Winter Harbor, Hancock County, Maine, United States
Details
Vacasa
Details
House Winter Harbor
e.g. 4/16 - 4/23 (Sat - Sat)
$158 per night
House ∙ 4 guests ∙ 3 bedrooms
Winter Harbor, Hancock County, Maine, United States
Details
FlipKey
Details
House Winter Harbor
e.g. 7/20 - 7/27 (Wed - Wed)
$401 per night
House ∙ 4 guests ∙ 2 bedrooms
4.7
"Outstanding" (12 ratings)
Winter Harbor, Hancock County, Maine, United States
Details
Vacasa
Details
House Winter Harbor
e.g. 7/16 - 7/23 (Sat - Sat)
$451 per night
House ∙ 4 guests ∙ 2 bedrooms
4.8
"Excellent" (11 ratings)
Winter Harbor, Hancock County, Maine, United States
Details
Vacasa
Details
House Winter Harbor
e.g. 3/5 - 3/12 (Sat - Sat)
$620 per night
House ∙ 7 guests ∙ 3 bedrooms
5.0
"Excellent" (1 rating)
Winter Harbor, Hancock County, Maine, United States
Details
FlipKey
Details
Apartment Winter Harbor
e.g. 3/19 - 3/26 (Sat - Sat)
-69%
$1,972
$614 per night
Apartment ∙ 10 guests ∙ 3 bedrooms
5.0
"Excellent" (3 ratings)
Winter Harbor, Hancock County, Maine, United States
Details
Vacasa
Details
Accommodation Winter Harbor
e.g. 6/1 - 6/8 (Wed - Wed)
$175 per night
Accommodation ∙ 2 guests ∙ 1 bedroom
Winter Harbor, Hancock County, Maine, United States
Details
HomeToGo
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Recommended Rentals With Pools

Motel Pool Winter Harbor
e.g. 6/1 - 6/8 (Wed - Wed)
$157 per night
Motel ∙ 2 guests ∙ 1 bedroom
Winter Harbor, Hancock County, Maine, United States
Pool
Details
HomeToGo
Details
Motel Pool Winter Harbor
e.g. 6/1 - 6/8 (Wed - Wed)
$157 per night
Motel ∙ 2 guests ∙ 1 bedroom
Winter Harbor, Hancock County, Maine, United States
Pool
Details
HomeToGo
Details
Accommodation Pool Winter Harbor
e.g. 5/28 - 6/4 (Sat - Sat)
$275 per night
Accommodation ∙ 2 guests ∙ 1 bedroom
Winter Harbor, Hancock County, Maine, United States
Pool
Details
HomeToGo
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Pet-Friendly Homes and Apartments

House Pet-friendly Winter Harbor
e.g. 4/23 - 4/30 (Sat - Sat)
-17%
$321
$268 per night
House ∙ 5 guests ∙ 3 bedrooms
5.0
"Excellent" (4 ratings)
Winter Harbor, Hancock County, Maine, United States
Pet-friendly
Details
FlipKey
Details
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Best vacation rentals with a balcony

House Balcony Winter Harbor
e.g. 6/15 - 6/22 (Wed - Wed)
-40%
$477
$287 per night
House ∙ 4 guests ∙ 2 bedrooms
Winter Harbor, Hancock County, Maine, United States
Balcony
Details
Vacasa
Details
House Balcony Winter Harbor
e.g. 6/17 - 6/24 (Fri - Fri)
-38%
$477
$294 per night
House ∙ 4 guests ∙ 2 bedrooms
Winter Harbor, Hancock County, Maine, United States
Balcony
Details
Vacasa
Details
Motel Balcony Winter Harbor
e.g. 5/7 - 5/14 (Sat - Sat)
$130 per night
Motel ∙ 2 guests ∙ 1 bedroom
Winter Harbor, Hancock County, Maine, United States
Balcony
Details
HomeToGo
Details
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Frequently Asked Questions

Can I find cheap vacation rentals in Winter Harbor?

In Winter Harbor, vacation rentals start at $99 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 15 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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