Holiday Rentals Winter Harbor from £52: Find Short-Term Rentals & Holiday Accommodations

Q: What are some of the best holiday rentals that Winter Harbor has to offer?

House near Acadia National Park : This holiday home rental outside Winter Harbor is located in a national park, and offers a fireplace, air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a full-sized fridge, a dishwasher and an oven, so that you can cook with friends or family.

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Our top choices for Winter Harbor holiday rentals

A circular seating area with four Adirondack chairs around a fire pit, set on a gravel surface in a grassy outdoor space.

1. Brand New House!! Charming tiny home close to Schoodic Peninsula.

Gouldsboro

patricia

includes taxes & fees

23 Nov - 24 Nov

An outdoor patio with stone flooring, a fire pit, wooden furniture, and a pergola.

2. Hanscom's Motel and Cottages

Bar Harbor

Linda

includes taxes & fees

11 Dec - 12 Dec

A two-story house with a red door and a small attached structure with windows.

3. Water access house Acadia National Park Schoodic Point

Gouldsboro

Linette

includes taxes & fees

30 Nov - 1 Dec

A hotel room with a large bed, a ceiling fan, a window with curtains, a decorative mirror, and bedside lamps.

4. Bar Harbor Condos

Bar Harbor

Don

includes taxes & fees

11 Dec - 12 Dec

A spacious living room with a large bookshelf, a comfortable armchair, a desk with a computer, and a window providing natural light.

5. Two bedroom on first floor at end of a quiet cul-de-sac in downtown Bar Harbor

Bar Harbor

John W.

includes taxes & fees

14 Nov - 15 Nov

A single-story building with a covered porch, large windows, and a small outdoor seating area.

6. Tranquility by the Bay!

Steuben

Amy K.

includes taxes & fees

15 Nov - 16 Nov

A spacious living room with a fireplace, white furniture, and a television mounted above it.

7. House Acadia at Gallagher`s Travels

Bar Harbor

Hunter H.

includes taxes & fees

16 Nov - 17 Nov

A hotel entrance with striped walls, a potted plant, a do not enter sign, a yellow door, and a black and white railing.

8. The Cottage Room at Lafayette Inn

Bar Harbor

Carlee M.

includes taxes & fees

23 Nov - 24 Nov

A bedroom with a bed, a recliner, a TV, and a window with blinds.

9. Captain`s Quarters in the Heart of Bar Harbor

Bar Harbor

Sarah G.

includes taxes & fees

22 Nov - 23 Nov

An outdoor patio with Adirondack chairs, a fire pit, and a stone wall.

10. Carriage House - Crocker House Country Inn

Hancock Point

THERESA

includes taxes & fees

14 Nov - 15 Nov

A swimming pool with a building in the background.

11. Stone Park

Ellsworth

Joshua

includes taxes & fees

14 Dec - 15 Dec

A house with a red facade, a front porch, and a garden with various plants and flowers.

12. Immaculate Hummingbird Suite - One Mile from Acadia National Park

Bar Harbor

Peg H.

includes taxes & fees

17 Nov - 18 Nov

A two-story house with a solar panel roof, a yellow front door, and a small porch.

13. Suite A 1BR/ 1 BA 1st Floor

Bar Harbor

tricia b.

includes taxes & fees

1 Dec - 2 Dec

A glass-enclosed deck with a wooden floor, a metal railing, and a view of trees and a building in the background.

Somesville

includes taxes & fees

2 Dec - 3 Dec

A covered outdoor area with a wooden bench, a chair, and a wicker chair.

20. Cozy Milbridge Country Home

Milbridge

Gail C.

includes taxes & fees

14 Nov - 15 Nov

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Top Winter Harbor Hotel Reviews

Seasider Motel

8/10 Good

"Booked for a quick overnight in Bar Harbor and the rate was so low. (It was the last night open for the season.) Very pleased with the room cleanliness, comfortable bedding, LVP flooring (no carpet thank goodness!). The bathroom could use a little touch up with paint and grout cleaning, hence the 'good' rating. The grab-n-go items were perfect in the morning to throw in backpack for hiking. Lots of coffee options. Would stay again!"

The Pathmaker Hotel

10/10 Excellent

"we had a wonderful, 2-night stay in Bar Harbor at the Pathmaker Hotel. The room and amenities were very nice and clean, and the bed was very comfy! The highlight was the breakfast that was included with the room... Absolutely delicious! plus the parking was free. Would definitely stay there again!"

Find out more about Winter Harbor

Everything you need to know about Winter Harbor holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Winter Harbor holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winter Harbor holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Winter Harbor holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winter Harbor. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winter Harbor holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winter Harbor holiday rentals we have selected for you start as low as £52 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Winter Harbor rentals

At Expedia, we put the best Winter Harbor holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Winter Harbor rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winter Harbor holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winter Harbor. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Are there holiday rentals in Winter Harbor?

Yes, there are holiday rentals close to the most popular sights in Winter Harbor, or you can select a more secluded option if you're looking for a relaxing stay. Winter Harbor is known for its waterfront and musical theatre. Make sure you have time to check out the seafood restaurants and golf courses during your trip.

What are some of the best holiday rentals that Winter Harbor has to offer?

House near Acadia National Park: This holiday home rental outside Winter Harbor is located in a national park, and offers a fireplace, air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a full-sized fridge, a dishwasher and an oven, so that you can cook with friends or family.

How many holiday rentals are there in Winter Harbor?

Expedia has 17 holiday rentals for your stay in Winter Harbor.

What’s there to see and do in Winter Harbor?

Acadia National Park and Schoodic Peninsula are a couple of lovely local spots to get outside and enjoy nature. Schoodic Point and Grindstone Neck Golf Course are other places to visit while you're in town.

What’s a holiday rental in Winter Harbor like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Winter Harbor. Holiday rentals offer extras such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a clean environment, a holiday rental can provide a sense of security away from shared hotel lifts and bustling concierge desks while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a popular choice for family trips or small group gatherings.

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Our top choices for Winter Harbor holiday rentals