Photo by Ricky Batista

Winter Harbor vacation rentals

We found 995 vacation rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
April 2024
Discover a selection of 14 homes and other vacation rentals in Winter Harbor that are perfect for your trip. Whether you're going on vacation with family or friends, vacation homes have the amenities you expect for your stay, which might include air conditioning and a pool. No matter what you're looking for, you'll find a rental that has what everyone needs, including a place that's non-smoking or offers accessibility.

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Delight in the waterfront landscape of Winter Harbor

Enjoy the musicals and other features of Winter Harbor. This city's seafood restaurants, golfing and boating draw many visitors. Many of our vacation rentals offer full kitchens, spacious living quarters, and sometimes even a hot tub for a relaxing getaway.

Activities and attractions in Winter Harbor

Are you looking for things to do while you're in the area? Venture out of your cozy vacation rental and experience everything that makes Winter Harbor a one-of-a-kind vacation spot. These are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Bar Harbor Whale Watching (6 mi / 9.7 km)
  • Heart of Acadia Loop (8.4 mi / 13.5 km)
  • Wild Acadia Fun Park (16.2 mi / 26.1 km)
  • Grindstone Neck Golf Course (0.7 mi / 1.2 km)
  • Bartlett Maine Estate Winery (6.1 mi / 9.8 km)
  • Kebo Valley Golf Club (7 mi / 11.2 km)

Exploring the natural landscape of Winter Harbor

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, Winter Harbor is a great spot to appreciate mother nature. Here are a few of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city center:

  • Acadia National Park (10.2 mi / 16.4 km)
  • Schoodic Peninsula (2.3 mi / 3.7 km)
  • Schoodic Point (4 mi / 6.4 km)
  • Shore Path (6 mi / 9.6 km)
  • Agamont Park (6 mi / 9.7 km)
  • Village Green (6 mi / 9.7 km)

Transportation options to and around Winter Harbor

The nearest airport is in Bar Harbor, ME (BHB-Hancock County - Bar Harbor), located 14.2 mi (22.8 km) from the city center.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Winter Harbor?

Houses are the most popular type of vacation rental in Winter Harbor, according to our data. Even if you have a different idea about what you want, Vrbo has properties in a variety of shapes and sizes. Look through our options to find your ideal fit.

How much does it cost to rent a vacation rental in Winter Harbor?

Property type, length of stay and time of year are some of the things that can influence the price of a vacation home. Simply add your dates of travel to find your ideal fit. From homey country cottages to plush villas, all Vrbo vacation rentals offer amazing value.

How much does it cost to rent a beach house in Winter Harbor?

When you travel and the size and style of the property will influence the cost of your beachside escape. Type in your Winter Harbor travel dates to see your options on Vrbo. Can't live without a hot tub? Use the filters to select the amenities and features you need.

Are there pet-friendly vacation rentals in Winter Harbor?

You're in luck. There are. Choose from 18 stays that roll out the welcome mat in Winter Harbor on Vrbo. Our furry best friends need a getaway too, so simply use our search function for pet-friendly vacation rentals to find a perfect pad where your puppy dog can lap up the good times.

What are popular rental amenities in Winter Harbor?

An ocean view, a barbecue grill and a beach view top the list of most popular rental amenities in Winter Harbor. Whether you're planning to travel by yourself, with a partner or as a family group, Vrbo can help you find a vacation rental that suits your tastes with all the features you're looking for.

Are there large group vacation rentals in Winter Harbor?

Take your pick of 12 Vrbo vacation homes in Winter Harbor that can host five or more people. You'll get all the room and privacy you need to relax with your favorite people — and no one else.

Are there vacation rentals in Winter Harbor that welcome kids?

Winter Harbor has 18 family-friendly vacation rentals to pick from. And tracking down a stay that welcomes little ones is simple with our "Properties good for families" filter. As well as having the whole place to yourselves, you'll also enjoy access to perks and conveniences such as dining rooms, private pools and yards.

What are the top attractions for families in Winter Harbor?

Keep the kids entertained at these top family-friendly attractions in Winter Harbor:

  • Bar Harbor Whale Watching
  • Bar Harbor Historical Society
  • College of the Atlantic Natural History Museum

Are there one-bedroom vacation rentals in Winter Harbor?

Yes, Winter Harbor has two one-bedroom rentals available. Often located in popular spots due to their smaller size, a one-bedroom vacation rental is perfect if you're getting away with a pal or your partner. And with plenty of home comforts like wireless internet and more privacy than a standard hotel, you'll be able to kick back and relax while discovering this exciting destination.

Can I find two-bedroom vacation rentals in Winter Harbor?

Gather your besties and enjoy peace, privacy and comfort in one of the five two-bedroom vacation properties Winter Harbor has to offer.

Are there vacation rentals with WiFi in Winter Harbor?

Whether you want to stay in touch with world events, send some emails or surf social media, there are 10 vacation homes with WiFi in Winter Harbor. Check the "WiFi" box when searching on Vrbo and stay connected on your getaway.

How can I find vacation rentals with air conditioning in Winter Harbor?

There are six vacation rentals with air conditioning in Winter Harbor providing that gentle, cool breeze and extra bit of comfort. Just enter your preferred dates of travel and then take advantage of our filter tool to help you book properties with air conditioning.

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