Winter Harbor Vacation Rentals from $72: Search Short-Term Rentals

Q: What's the top vacation rental that Winter Harbor has to offer?

Bar Harbor Home Near Everything : This vacation home rental outside of Winter Harbor is located in the mountains and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

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Our top choices for Winter Harbor vacation rentals

A beach with a row of Adirondack chairs, a rocky shoreline, and a forested area.

1. Quaint and rustic cottage nestled on the shores of a small Maine village.

Winter Harbor

Umesh K.

$831 nightly

Sep 29 - Sep 30

Total with taxes and fees

A loft-style bedroom with a bed, wooden floor, and a TV mounted on the wall.

2. Moonshine a cozy studio apartment with views of Bunker's Harbor

Gouldsboro

Lori

$270 nightly

Sep 29 - Sep 30

Total with taxes and fees

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

3. Hanscom's Motel and Cottages

Bar Harbor

Eugene

$157 nightly

Oct 26 - Oct 27

Total with taxes and fees

A small cabin with a wooden deck, surrounded by trees.

4. Hinckleys Dreamwood Cottages

Bar Harbor

Kristin

$260 nightly

Oct 21 - Oct 22

Total with taxes and fees

A circular gravel area with a fire pit and two wooden chairs, surrounded by a wooden deck.

5. Cozy lodge minutes from Acadia National Park's Schoodic Loop!

Gouldsboro

"Maine has countless picture perfect harbors, but none surpass the natural beauty of Bunkers Harbor, located a few steps from the cabins screened porch. Bunkers Seafood Restaurant located next door, same proprietor, was great. The waitress even taught us how to eat whole boiled lobster. If you want the city excitement of Bar Harbor, you won't find it here, but if you are looking for REAL Maine, this is the spot. Schoodic Point offers better rocky coast access with very few people. We loved this...

John

$295 nightly

Sep 30 - Oct 1

Total with taxes and fees

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

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

Gouldsboro

Margaret G.

$374 nightly

Sep 30 - Oct 1

Total with taxes and fees

A wooden deck with outdoor furniture, overlooking a body of water and a distant island.

7. Take in the breathtaking views at our popular oceanside cottage with large deck.

Gouldsboro

Corey B.

$567 nightly

Oct 18 - Oct 19

Total with taxes and fees

A cozy living room with a wooden rocking chair, a beige sofa with blue pillows, a wooden coffee table, and a large window with blue curtains.

8. Downtown Apartments in Bar Harbor

Downtown Bar Harbor

Rebecca

$410 nightly

Oct 25 - Oct 26

Total with taxes and fees

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

9. Water access house Acadia National Park Schoodic Point

Gouldsboro

Linette

$513 nightly

Oct 1 - Oct 2

Total with taxes and fees

A rustic wooden house with a steep roof, a wooden porch, and a small garden with pink flowers.

10. Bike, hike, kayak Acadia cottage

Gouldsboro

"We had a great time staying at Rich and Julie’s place. The design and layout is so thoughtful and in a perfect spot to enjoy the harbor. There is an entrance to Acadia about 5 min away and it leads you to the more quite side of the park which was wonderful. Rich and Julie provide a full list of things to do, places to eat, and everything you could possibly need to know to plan your trip. We would stay at their place again."

Jessica H.

$534 nightly

Oct 23 - Oct 24

Total with taxes and fees

A small, single-story house with a front porch, a covered outdoor grill, and a well-maintained lawn.

11. Gallagher`s Travels Cabin 6 (King Bed)

Bar Harbor

Cheryl

$194 nightly

Sep 28 - Sep 29

Total with taxes and fees

A covered deck with wooden flooring, ceiling fans, and large windows offering a view of the forest.

12. Private 14 acre waterfront 3-bedroom cabin in the peaceful forests of Maine

Gouldsboro

$401 nightly

Sep 29 - Sep 30

Total with taxes and fees

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

13. Bar Harbor Condos

Bar Harbor

Joy

$380 nightly

Oct 22 - Oct 23

Total with taxes and fees

A swimming pool with a building in the background.

14. Stone Park

Ellsworth

Ravichandran

$199 nightly

Oct 20 - Oct 21

Total with taxes and fees

A residential area with a well-maintained lawn, a gravel driveway, and houses with front yards.

15. Isleview Gallery Rm 12 - 10 min to Acadia!

Trenton

Luann W.

$157 nightly

Oct 26 - Oct 27

Total with taxes and fees

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

16. House Acadia at Gallagher`s Travels

Bar Harbor

Hunter H.

$307 nightly

Sep 29 - Sep 30

Total with taxes and fees

A cozy cabin interior with a sofa, a flat-screen TV, a bookshelf, and a door with a starfish decoration.

17. Frenchman Bay Cottage #2 at Explore Acadia Cottages

Bar Harbor

Laura M.

$340 nightly

Sep 29 - Sep 30

Total with taxes and fees

A wooden deck with a picnic table and chairs, surrounded by a white fence and greenery.

18. 18 Acadia Lodge King Bed AC Open Hearth Inn

Trenton

Abraham L.

$195 nightly

Oct 26 - Oct 27

Total with taxes and fees

A lakeside setting with a fire pit and wooden chairs arranged around it.

19. Have an unforgettable getaway at a family sized beach house with private beach!

Steuben

Anonymous traveler

$1,014 nightly

Oct 4 - Oct 5

Total with taxes and fees

A wooden cabin with a metal roof, surrounded by trees and a gravel path.

20. Cranberry Cottage-Gateway to Acadia National Park!

Bar Harbor

Whitney B.

$640 nightly

Oct 7 - Oct 8

Total with taxes and fees

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Top Winter Harbor Hotel Reviews

Bluenose Inn - Bar Harbor Collection

10/10 Excellent

"One of our favorite stays. Would definitely stay here again."

Holiday Inn Resort Bar Harbor - Acadia Natl Park by IHG

10/10 Excellent

"We stayed here on a family trip. The location was superb. After enjoying Arcadia national Park during the day, we enjoyed lounging at the pool and sitting in the hot tub in the evening The view from the hotel of the bay was spectacular. We felt cozy safe this hotel provided all the amenities will definitely stay here again if we come back to Bay Harbor."

Stone Park

10/10 Excellent

"Was not expecting the luxury that we walked into, especially given the cost. Truly amazing. Beyond comfortable suite with a full kitchenette. Immaculate room and facility. There was a full coffee bar with a variety of coffee cake out each morning. That was not included in the hotel description and I was a huge fan of the blueberry coffee. Highly recommend!"

Find out more about Winter Harbor

Everything you need to know about Winter Harbor vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Winter Harbor vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Winter Harbor vacation 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 low season months. For more hustle and bustle, you may prefer to visit Winter Harbor in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $72 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Winter Harbor rentals

At Expedia, we put the best Winter Harbor vacation 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 vacation.

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.

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Frequently asked questions

Are there vacation rentals in Winter Harbor?

Yes, we have vacation rentals close to well known attractions in Winter Harbor, or you can go with a more remote option if you're looking for a relaxing stay. Winter Harbor is known for its waterfront and musical theater. Make sure you have time to check out the seafood restaurants and golf courses during your trip.

What's the top vacation rental that Winter Harbor has to offer?

Bar Harbor Home Near Everything: This vacation home rental outside of Winter Harbor is located in the mountains and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Winter Harbor?

Expedia has 17 vacation 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 vacation rental in Winter Harbor like?

Vacation rentals are private properties where you can stay for short or long periods in Winter Harbor. Vacation rentals offer amenities like kitchens and laundry facilities so you'll feel right at home. If you're concerned about cleanliness, a vacation rental can provide a sense of security away from shared hotel elevators and busy front desks while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great choice for a family trip.

Room 1

Check prices for these dates

Our top choices for Winter Harbor vacation rentals

1. Quaint and rustic cottage nestled on the shores of a small Maine village.

2. Moonshine a cozy studio apartment with views of Bunker's Harbor

3. Hanscom's Motel and Cottages

4. Hinckleys Dreamwood Cottages

5. Cozy lodge minutes from Acadia National Park's Schoodic Loop!

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

7. Take in the breathtaking views at our popular oceanside cottage with large deck.

8. Downtown Apartments in Bar Harbor

9. Water access house Acadia National Park Schoodic Point

10. Bike, hike, kayak Acadia cottage

11. Gallagher`s Travels Cabin 6 (King Bed)

12. Private 14 acre waterfront 3-bedroom cabin in the peaceful forests of Maine

13. Bar Harbor Condos

14. Stone Park

15. Isleview Gallery Rm 12 - 10 min to Acadia!

16. House Acadia at Gallagher`s Travels

17. Frenchman Bay Cottage #2 at Explore Acadia Cottages

18. 18 Acadia Lodge King Bed AC Open Hearth Inn

19. Have an unforgettable getaway at a family sized beach house with private beach!

20. Cranberry Cottage-Gateway to Acadia National Park!

Find vacation rentals that suit your style

Top Winter Harbor Hotel Reviews

Bluenose Inn - Bar Harbor Collection

Kimball Terrace Inn Northeast Harbor

Atlantic Coast Inn

Acadia Gateway Motel

Holiday Inn Resort Bar Harbor - Acadia Natl Park by IHG

Island View Hotel Bar Harbor

Wonder View Inn - Bar Harbor Collection

Stone Park

Anchorage Motel

Find out more about Winter Harbor

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