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

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.

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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

TOM G.

$886 nightly

Aug 27 - Aug 28

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

$286 nightly

Aug 24 - Aug 25

Total with taxes and fees

A modern living room with a sectional sofa, a flat-screen TV, a fireplace, and a wooden ceiling.

3. Hinckleys Dreamwood Cottages

Bar Harbor

James

$244 nightly

Aug 23 - Aug 24

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.

4. Downtown Apartments in Bar Harbor

Downtown Bar Harbor

Thuynga

$378 nightly

Aug 23 - Aug 24

Total with taxes and fees

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

5. Hanscom's Motel and Cottages

Bar Harbor

Sarmila

$209 nightly

Aug 31 - Sep 1

Total with taxes and fees

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

$545 nightly

Aug 27 - Aug 28

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.

7. Bar Harbor Condos

Bar Harbor

Joy

$338 nightly

Aug 24 - Aug 25

Total with taxes and fees

A restaurant with outdoor seating, surrounded by a garden with various flowers.

8. Historic 2 Cats Inn

Bar Harbor

Kristie

$377 nightly

Sep 1 - Sep 2

Total with taxes and fees

A bedroom with a sloped ceiling, a bed with floral bedding, a window, and a view of trees.

9. Sun Shed Farm Stay

Milbridge

Matthew

$101 nightly

Aug 27 - Aug 28

Total with taxes and fees

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

10. Cozy Milbridge Country Home

Milbridge

Gene B.

$257 nightly

Aug 22 - Aug 23

Total with taxes and fees

A forested campsite with picnic tables and a fire pit.

11. Chickadee Hollow: Rustic Eco Camping near Acadia National Park!

Surry

eric j.

$66 nightly

Aug 23 - Aug 24

Total with taxes and fees

A rustic cabin with a sloped roof, wooden walls, and a small porch.

12. Stagecoach Stop

Milbridge

"We had a great stay at the Stagecoach. The cabin is fun to stay at. It is not far from Acadia National Park. There were a few restaurants nearby including Scovils Millside Dining which had good food at great prices. The cabin was very, very clean. The outside shower was very cool. There was a picnic table and fire pit. The host met us there and went over all of the amenities and how everything works. We loved it."

Brian

$143 nightly

Aug 23 - Aug 24

Total with taxes and fees

A wooden cabin with a sloped roof and a porch.

13. Miners Den Balsam Hill Cabins Milbridge

Milbridge

Samantha D.

$134 nightly

Aug 24 - Aug 25

Total with taxes and fees

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

14. 2 Bedroom Apt B_Free Breakfast_Main Street

Downtown Bar Harbor

Becky R.

$550 nightly

Aug 23 - Aug 24

Total with taxes and fees

15. Acadia Suites

Trenton

Geoffrey Newhall

$306 nightly

Aug 23 - Aug 24

Total with taxes and fees

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

16. Isleview Gallery Rm 11 - Walk to lobster shacks!

Trenton

Nathan

$197 nightly

Aug 27 - Aug 28

Total with taxes and fees

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

$461 nightly

Aug 30 - Aug 31

Total with taxes and fees

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

18. Saddleback Summerhouse-Serenity! Close to Acadia!

Mount Desert

Laura S.

$402 nightly

Aug 23 - Aug 24

Total with taxes and fees

19. Enchanted Escape - Woodland gem. Close to Acadia!

Bar Harbor

Jeremy M.

$427 nightly

Sep 2 - Sep 3

Total with taxes and fees

A cozy living room with a beige sofa, patterned cushions, a red throw, and a blue pendant light.

20. Sea Glass Cottage- New, Peaceful, Path to Beach

Bar Harbor

Margaret m.

$361 nightly

Sep 17 - Sep 18

Total with taxes and fees

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Top Winter Harbor Hotel Reviews

Acadia Ocean View Hotel

8/10 Good

"Makes a nice base for exploring Bar Harbor and Acadia National Park. Room was recently refreshed with a coat of paint and nautical decals and new curtains. New floor treatment is nice with a rug in the center of the room. Bathroom got a refresh as well new fixtures and flooring. The continental breakfast was just adequate. Kind of a strange set up just off the lobby. 10 am checkout should be bumped to 11am. We did not utilize the pool but it seemed ok."

Wonder View Inn - Bar Harbor Collection

10/10 Excellent

"Clean room spacious had all we needed for family of 4 adults, we chose room w/2 king beds with a view of water from up top. Very pretty. Quiet and peaceful. Altho decor is outdated it is very quaint and has a lot to offer guests. Breakfast at the restaurant was excellent offering a beautiful view. The piano player offered in the lounge of hotel nightly was amazing. Would highly recommend!"

Hinckleys Dreamwood Cottages

8/10 Good

"I rented a one bedroom place. It had a very homey feel to it. If you wanted to, you could close the bedroom off with the French doors. The nightstand came equipped with a lamp you could use for charging you phone. If someone was using the bathroom, you can use the sink, countertop and mirror right outside the bathroom, you just have to be careful with the tv right outside the bathroom. It has a full kitchen and small porch. There’s a gas fire pit not too far from the office. It’s about 10 minutes from Acadia National Park’s Hulls Cove entrance and also near the main part of town. Unfortunately I have some complaints. The ceiling fan light didn’t work and we were told they couldn’t fix it right away. The edges of the carpet under the coffee table was folded up a little and could be a tripping hazard. The light switches should be labeled, there were a couple that we couldn’t make sense of. We were told someone would come to straighten up the place everyday and no one came. The garbage pail was overflowing. I tried for a few weeks to get in touch with the manager. I left a message a few times with the office, nobody got back to me. I then was told to email them and they still didn’t get back to me, so I called again, and still no one got back to me. It’s very unprofessional. Hopefully after they see my review, they’ll get back to me."

Main Street Motel

10/10 Excellent

"The room was ready when we arrived. The main office was very clean and welcoming. The desk agent was efficient and friendly and offered knowledge about the area and any assistance if needed. The room was clean and comfortable and despite being on Main Street the room was quiet. The bed was comfortable and air conditioning worked very well. The shower water pressure was GREAT!!! All in all a great, clean and quiet room despite being in the middle of everything. The hotel staff was also great. Will definitely stay again!!!"

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?

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 19 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.

Winter Harbor Vacation Rentals

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

3. Hinckleys Dreamwood Cottages

4. Downtown Apartments in Bar Harbor

5. Hanscom's Motel and Cottages

6. Water access house Acadia National Park Schoodic Point

7. Bar Harbor Condos

8. Historic 2 Cats Inn

9. Sun Shed Farm Stay

10. Cozy Milbridge Country Home

11. Chickadee Hollow: Rustic Eco Camping near Acadia National Park!

12. Stagecoach Stop

13. Miners Den Balsam Hill Cabins Milbridge

14. 2 Bedroom Apt B_Free Breakfast_Main Street

15. Acadia Suites

16. Isleview Gallery Rm 11 - Walk to lobster shacks!

17. Glen Mary Apartments

18. Saddleback Summerhouse-Serenity! Close to Acadia!

19. Enchanted Escape - Woodland gem. Close to Acadia!

20. Sea Glass Cottage- New, Peaceful, Path to Beach

Find vacation rentals that suit your style

Top Winter Harbor Hotel Reviews

Acadia Ocean View Hotel

Find out more about Winter Harbor

Explore a world of travel with Expedia

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