Winter Harbor Vacation Rentals from CA $100: 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 of 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

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

Winter Harbor

TOM G.

CA $1,340 total

includes taxes & fees

Sep 7 - Sep 8

1 bedroom, travel crib, WiFi (free), bed sheets

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

Gouldsboro

Lori

CA $432 total

includes taxes & fees

Aug 20 - Aug 21

1 Bedroom Cabin with Living Room, Kitchen, and Private Patio (Pets Allowed) | Living area

3. Hinckleys Dreamwood Cottages

Bar Harbor

James

CA $357 total

includes taxes & fees

Aug 23 - Aug 24

4. Hanscom's Motel and Cottages

Bar Harbor

Sarmila

CA $317 total

includes taxes & fees

Aug 31 - Sep 1

City Apartment, 1 King Bed with Sofa bed, Kitchen | Living area

5. Downtown Apartments in Bar Harbor

Downtown Bar Harbor

Thuynga

CA $589 total

includes taxes & fees

Aug 23 - Aug 24

6. Water access house Acadia National Park Schoodic Point

Gouldsboro

Linette

CA $824 total

includes taxes & fees

Sep 7 - Sep 8

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

Surry

eric j.

CA $100 total

includes taxes & fees

Aug 30 - Aug 31

8. Historic 2 Cats Inn

Bar Harbor

Kristie

CA $575 total

includes taxes & fees

Aug 20 - Aug 21

9. Miners Den Balsam Hill Cabins Milbridge

Milbridge

Samantha D.

CA $202 total

includes taxes & fees

Aug 30 - Aug 31

10. Little Brook Cottage Mount Desert Island “Pet Friendly”

Tremont

Amir Ali P.

CA $511 total

includes taxes & fees

Sep 17 - Sep 18

11. Sun Shed Farm Stay

Milbridge

Matthew

CA $153 total

includes taxes & fees

Aug 27 - Aug 28

12. Cozy Milbridge Country Home

Milbridge

Gene B.

CA $387 total

includes taxes & fees

Sep 7 - Sep 8

13. Acadia Suites

Trenton

Geoffrey Newhall

CA $463 total

includes taxes & fees

Aug 20 - Aug 21

14. Oceanfront Sunset View Cabin

Milbridge

Art L.

15. Isleview Gallery Rm 15 - 10 min drive to Acadia

Trenton

Deborah r.

CA $293 total

includes taxes & fees

Aug 26 - Aug 27

16. Cozy Coastal Cabin #1

Steuben

AMANDA

CA $645 total

includes taxes & fees

Aug 20 - Aug 21

17. 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

CA $216 total

includes taxes & fees

Aug 20 - Aug 21

18. Glen Mary Apartments

Bar Harbor

Amber

CA $731 total

includes taxes & fees

Aug 30 - Aug 31

19. 20 Stunning Acadia Lodge w/AC Open Hearth Inn

Trenton

Bernice G.

CA $328 total

includes taxes & fees

Aug 31 - Sep 1

20. 19 Acadia Lodge Sleeps 4 Open Hearth Inn

Trenton

Cherie

CA $310 total

includes taxes & fees

Sep 13 - Sep 14

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Top Winter Harbor Hotel Reviews

Comfort Inn Ellsworth - Bar Harbor

10/10 Excellent

"The hotel was great. The staff were friendly. There was iced coffee in the lobby. It was obvious from the little touches that the manager really cared about the guest experience at their hotel. This was one of the best hotel experiences I've had."

Seasider Motel

10/10 Excellent

"We booked this on a whim because options were limited and I didn't plan well. We were pleasantly surprised! This is not a fancy resort and you won't get a nice lounge, Continental breakfast, outside hang out space, etc. but the staff are friendly and helpful. They printed the Park Pass for us at the desk, free of charge. They constantly keep snacks out - crackers, kind bars, Cliff bars, juices, and bottled water. Any other hotel charges for those items. These are free and available 24/7. The room was clean, but basic. No frills or anything fancy. Everything we needed to be out all day enjoying Acadia and Bar Harbor and sleeping at night. Definitely would stay again!"

Island View Hotel Bar Harbor

10/10 Excellent

"This mid-century gem was very welcome after the dirty hotel we stayed in before it. The staff works very hard to keep it clean. Not ultra-modern, but the room itself is pretty updated, with very comfy beds and bedding. The bathroom is small, but met our needs. Staff is very friendly. It overlooks a beautiful inlet. Convenient to the attractions we were interested in. No breakfast included, but they do provide coffee. That’s all I needed. There is a small fridge for goodies. We enjoyed our stay. Hope you do, too."

Wonder View Inn - Bar Harbor Collection

8/10 Good

"The property was very clean and well maintained. The shuttle bus service that runs all day into Bar Harbor is so convenient. No worries about parking. No long wait for shuttles. Bathroom had no exhaust fan and it did get quite hot after showering. I couldn’t even blow dry my hair in the bathroom it was so warm."

Bar Harbor Manor

8/10 Good

"Our suite was clean. It was somewhat dated. Staff were extremely helpful and nice. Bed was comfy. We did have a flight of steps to get to our suite. No elevator. I did notice staff helping with bags up stairs. Parking was limited one evening when we arrived back late. We were there Saturday night and Sunday night. Location is very good for downtown area."

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, cottages, 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 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 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winter Harbor vacation rentals we have selected for you start as low as CA $100 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 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.

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 of 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.

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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. Hanscom's Motel and Cottages

5. Downtown Apartments in Bar Harbor

6. Water access house Acadia National Park Schoodic Point

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

8. Historic 2 Cats Inn

9. Miners Den Balsam Hill Cabins Milbridge

10. Little Brook Cottage Mount Desert Island “Pet Friendly”

11. Sun Shed Farm Stay

12. Cozy Milbridge Country Home

13. Acadia Suites

14. Oceanfront Sunset View Cabin

15. Isleview Gallery Rm 15 - 10 min drive to Acadia

16. Cozy Coastal Cabin #1

17. Stagecoach Stop

18. Glen Mary Apartments

19. 20 Stunning Acadia Lodge w/AC Open Hearth Inn

20. 19 Acadia Lodge Sleeps 4 Open Hearth Inn

Find vacation rentals that suit your style

Top Winter Harbor Hotel Reviews

Comfort Inn Ellsworth - Bar Harbor

Seasider Motel

Main Street Motel

Kimball Terrace Inn Northeast Harbor

Holiday Inn Resort Bar Harbor - Acadia Natl Park by IHG

Atlantic Coast Inn

Island View Hotel Bar Harbor

Wonder View Inn - Bar Harbor Collection

Bar Harbor Manor

Find out more about Winter Harbor

Frequently asked questions

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