Winter Harbor Holiday Rentals from AU$103: Search Short-Term Rentals

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 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.

includes taxes & fees

7 Sept - 8 Sept

A swimming pool with a building in the background.

2. Stone Park

Ellsworth

Jennifer

includes taxes & fees

7 Sept - 8 Sept

A rocky beach with trees and a view of the water.

3. Driftwood Cottage: Bass Harbor, ME

Tremont

Brandon

includes taxes & fees

23 Sept - 24 Sept

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

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

Gouldsboro

Lori

includes taxes & fees

7 Sept - 8 Sept

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

includes taxes & fees

12 Sept - 13 Sept

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

includes taxes & fees

13 Sept - 14 Sept

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

7. Hinckleys Dreamwood Cottages

Bar Harbor

James

includes taxes & fees

7 Sept - 8 Sept

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

8. Hanscom's Motel and Cottages

Bar Harbor

Sarmila

includes taxes & fees

7 Sept - 8 Sept

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

Thuynga

includes taxes & fees

7 Sept - 8 Sept

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

10. Water access house Acadia National Park Schoodic Point

Gouldsboro

Linette

includes taxes & fees

7 Sept - 8 Sept

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

11. Bike, hike, kayak Acadia cottage

Gouldsboro

Natalie V.

includes taxes & fees

2 Oct - 3 Oct

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

12. Bar Harbor Condos

Bar Harbor

Joy

includes taxes & fees

7 Sept - 8 Sept

A spacious log cabin interior with a high ceiling, a stone fireplace, a cozy seating area with a sofa and chairs, a dining table, and a kitchen area.

13. Downeast Maine Cottage with Water View

Steuben

Amanda R.

includes taxes & fees

8 Sept - 9 Sept

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

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

Gouldsboro

includes taxes & fees

30 Sept - 1 Oct

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

Thomas Ethan G.

includes taxes & fees

12 Sept - 13 Sept

A two-story building with a wooden front porch and large windows.

16. The Colonels Suites

Northeast Harbor

includes taxes & fees

18 Sept - 19 Sept

A wooden cabin with a porch, a bench, and a green trash bin.

17. Bar Harbor Cabin Minutes to Downtown and Acadia National Park

Bar Harbor

Melissa C.

includes taxes & fees

9 Sept - 10 Sept

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

18. Cozy Milbridge Country Home

Milbridge

Gene B.

includes taxes & fees

5 Sept - 6 Sept

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

19. Sun Shed Farm Stay

Milbridge

Matthew

includes taxes & fees

6 Sept - 7 Sept

A lakeside view with two Adirondack chairs and a small table, surrounded by grassy areas and trees.

20. Oceanfront Cottage • Firepit + Beach • Near Acadia & Bar Harbor

Milbridge

Paul

includes taxes & fees

6 Sept - 7 Sept

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Top Winter Harbor Hotel Reviews

Atlantic Coast Inn

10/10 Excellent

"Room very clean, check in and check out a breeze, excellent parking, great place to stay"

Anchorage Motel

8/10 Good

"Convenient Location and Comfortable Beds, But Still Has a Motel Feel We arrived late in the evening and found that parking was limited. The front desk was very accommodating and helped us figure out parking in the check-in area, which we appreciated. The motel has been renovated, and the rooms are clean and updated, but it still has a definite “motel” feel. The beds were comfortable, which was a big plus after a long day. The bathroom was quite small and could use a little more space. I also would have appreciated a grab handle getting in and out of the shower, as well as more than two towels. The staff was accommodating when we requested an extra blanket, which was appreciated. Our room was not cleaned after the first night, although this seems to be pretty common at hotels these days unless you specifically request housekeeping. There aren't really any extra amenities, so don't expect a lot beyond the basics. That said, the location is excellent — it's within walking distance of downtown Bar Harbor, with restaurants and shops nearby, and only a few minutes from Acadia National Park. Overall, it's a good option if you're looking for a convenient, reasonably comfortable place to stay while exploring Bar Harbor and Acadia. Just keep your expectations in line with a renovated motel rather than a full-service hotel."

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, 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 favourite 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 depend 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 AU$103 per night. Entering your travel dates in the search wizard might find you 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 19 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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Check prices for these dates

Our top choices for Winter Harbor holiday rentals

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

2. Stone Park

3. Driftwood Cottage: Bass Harbor, ME

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

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

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

7. Hinckleys Dreamwood Cottages

8. Hanscom's Motel and Cottages

9. Downtown Apartments in Bar Harbor

10. Water access house Acadia National Park Schoodic Point

11. Bike, hike, kayak Acadia cottage

12. Bar Harbor Condos

13. Downeast Maine Cottage with Water View

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

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

16. The Colonels Suites

17. Bar Harbor Cabin Minutes to Downtown and Acadia National Park

18. Cozy Milbridge Country Home

19. Sun Shed Farm Stay

20. Oceanfront Cottage • Firepit + Beach • Near Acadia & Bar Harbor

Find holiday rentals that suit your style

Top Winter Harbor Hotel Reviews

Atlantic Coast Inn

The Pathmaker Hotel

Bluenose Inn - Bar Harbor Collection

Anchorage Motel

Colonial Inn Ellsworth

Belle Isle Motel

Wonder View Inn - Bar Harbor Collection

Hinckleys Dreamwood Cottages

Acadia Gateway Motel

Find out more about Winter Harbor

Frequently asked questions

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