Winter Harbor Vacation Rentals from CA $103: Short-Term Rentals for 2026

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

House near Acadia National Park : This vacation 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 you can cook with friends or family.

Check prices for these dates

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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.

CA $1,376 total

includes taxes & fees

Oct 9 - Oct 10

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

2. 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

CA $485 total

includes taxes & fees

Oct 14 - Oct 15

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

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

Gouldsboro

Lori

CA $441 total

includes taxes & fees

Oct 12 - Oct 13

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

4. Hanscom's Motel and Cottages

Bar Harbor

Eugene

CA $189 total

includes taxes & fees

Nov 1 - Nov 2

A coastal forest area with a beach and a road leading through it.

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

Gouldsboro

Corey B.

CA $932 total

includes taxes & fees

Oct 18 - Oct 19

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

6. Water access house Acadia National Park Schoodic Point

Gouldsboro

Linette

CA $586 total

includes taxes & fees

Oct 25 - Oct 26

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

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

Gouldsboro

Margaret G.

CA $621 total

includes taxes & fees

Oct 11 - Oct 12

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

8. 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.

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.

9. Downtown Apartments in Bar Harbor

Downtown Bar Harbor

Kim

CA $599 total

includes taxes & fees

Oct 25 - Oct 26

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

10. Hinckleys Dreamwood Cottages

Bar Harbor

Kristin

CA $399 total

includes taxes & fees

Oct 25 - Oct 26

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

11. Bar Harbor Condos

Bar Harbor

Joy

CA $249 total

includes taxes & fees

Nov 1 - Nov 2

A cozy living room with a grey sofa, two matching armchairs, a patterned ottoman, and a wall-mounted sailboat decoration.

12. 2 Bedroom Apt B_Free Breakfast_Main Street

Downtown Bar Harbor

Becky R.

CA $914 total

includes taxes & fees

Oct 19 - Oct 20

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

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

Gouldsboro

CA $671 total

includes taxes & fees

Oct 7 - Oct 8

A modern kitchen with white tiles, dark cabinets, a stainless steel refrigerator, and a white island with two stools.

14. Best Location & Best Free Breakfast! Newly Renovated 2bed/1bath, Heart of Downtown Bar Harbor

Downtown Bar Harbor

Patti Ann H.

CA $1,076 total

includes taxes & fees

Oct 25 - Oct 26

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

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

Bar Harbor

Dona R.

CA $1,241 total

includes taxes & fees

Oct 19 - Oct 20

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

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

Steuben

Anonymous traveller

CA $1,685 total

includes taxes & fees

Oct 4 - Oct 5

A cozy seating area with a built-in bench and a sofa, featuring a view through large windows with blinds.

17. Glen Mary Apartments

Bar Harbor

Amber

CA $775 total

includes taxes & fees

Oct 19 - Oct 20

A restaurant with outdoor seating, surrounded by a variety of colorful flowers and plants.

18. Historic 2 Cats Inn-Free Breakfast-Georgia Room

Bar Harbor

Joe J.

CA $740 total

includes taxes & fees

Oct 4 - Oct 5

Inside the Pine Breeze Room. Open the screened windows to let in fresh island air. Features seating for two, easy deck access, and a pet-friendly layout. It’s the perfect bug-free sanctuary for morning coffee or relaxing after a hike.

19. Davis Outpost: Pet-Friendly Quiet Cabin w/ AC. Screened Sunroom. Walk to Trails

Otter Creek

Lynette S.

CA $525 total

includes taxes & fees

Oct 27 - Oct 28

A swimming pool with a building in the background.

20. Stone Park

Ellsworth

Ravichandran

CA $243 total

includes taxes & fees

Nov 2 - Nov 3

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Top Winter Harbor Hotel Reviews

Main Street Motel

10/10 Excellent

"Do yourself a favor and stay here! The rooms were clean and bright. The location at the end of Main Street is perfect. Easy walk to eat dinner, get ice cream, or shop at the many cute shops! Very close to Acadia National Park. The lobby has free coffee, hot cocoa, hot cider, water, and lots of snacks! Friendly and reasonable. We would most definitely stay here again."

Seasider Motel

10/10 Excellent

"This is the basic motel that is the perfect base for exploring Bar Harbor and Acadia National Park. Why? - free parking - excellent location that is only an eight minutes stroll from the center of Bar Harbor. - you were located nearly at the entrance of Acadia National Park. - there is free bottled water and coffee served all day and night - the rooms are basic, but have hard surface flooring that is very clean (no dirty carpeting)… A comfortable bed… and a very clean bathroom with great shower pressure. While the other hotels are fancier in the area… This was perfect for the price In the evening, I recommend taking the four- minute drive over to the Blue Nose Inn for an old-school opulent bar that has piano music nearly every evening"

Bluenose Inn - Bar Harbor Collection

8/10 Good

"We are a family of four with two teenagers and stayed here two nights. The Inn seems to be geared towards an older crowd, based on the other guests there and the decor of the rooms. Nevertheless, the suite and bathroom area are very large, which was appreciated. The room seemed to be very clean also. The reception attitude at check-in was a bit cold but we quickly settled in afterwards. We did appreciate the live pianist in the lounge each evening—he is talented and the drinks are affordable. We did not take advantage of the breakfast there but did appreciate the hotel staff recommendation of Choco-latte."

Find out more about Winter Harbor

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Winter Harbor. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

House near Acadia National Park: This vacation 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 you can cook with friends or family.

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.

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

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

4. Hanscom's Motel and Cottages

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

6. Water access house Acadia National Park Schoodic Point

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

8. Bike, hike, kayak Acadia cottage

9. Downtown Apartments in Bar Harbor

10. Hinckleys Dreamwood Cottages

11. Bar Harbor Condos

12. 2 Bedroom Apt B_Free Breakfast_Main Street

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

14. Best Location & Best Free Breakfast! Newly Renovated 2bed/1bath, Heart of Downtown Bar Harbor

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

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

17. Glen Mary Apartments

18. Historic 2 Cats Inn-Free Breakfast-Georgia Room

19. Davis Outpost: Pet-Friendly Quiet Cabin w/ AC. Screened Sunroom. Walk to Trails

20. Stone Park

Find vacation rentals that suit your style

Top Winter Harbor Hotel Reviews

Main Street Motel

Stone Park

Acadia Gateway Motel

Island View Hotel Bar Harbor

Atlantic Coast Inn

Acadia Ocean View Hotel

Seasider Motel

Bluenose Inn - Bar Harbor Collection

Bar Harbor Manor

Find out more about Winter Harbor

Frequently asked questions

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