A coastal town with a lighthouse, rocky shoreline, dense forest, and a clear blue sky.

Winter Harbor Holiday Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

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.

Quaint and rustic cottage nestled on the shores of a small Maine village.
Winter Harbor
10.0 out of 10, Exceptional, (67 reviews)
"Exceptional property, great views and quiet. Just perfect for us."
United States
Umesh K.
The price is NZ$1,630
includes taxes & fees
9 Oct - 10 Oct
Quaint and rustic cottage nestled on the shores of a small Maine village.
An outdoor patio with stone flooring, a fire pit, wooden furniture, and a pergola.

2. Hanscom's Motel and Cottages

Hanscom's Motel and Cottages
3.0 star property
Bar Harbor
9.4 out of 10, Exceptional, (395 reviews)
"Great value for the location in peak summer tourist season"
United States
Eugene
The price is NZ$350
includes taxes & fees
19 Oct - 20 Oct
Hanscom's Motel and Cottages
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

Moonshine a cozy studio apartment with views of Bunker's Harbor
Gouldsboro
10.0 out of 10, Exceptional, (13 reviews)
"We loved the view of the harbor, the quietness of the area, and the adjacent restaurant (great coffee). The owner was very kind and our stay was lovely. "
United States
Lori
The price is NZ$528
includes taxes & fees
23 Sept - 24 Sept
Moonshine a cozy studio apartment with views of Bunker's Harbor
A circular gravel area with a fire pit and two wooden chairs, surrounded by a wooden deck.

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

Cozy lodge minutes from Acadia National Park's Schoodic Loop!
Gouldsboro
10.0 out of 10, Exceptional, (6 reviews)
"We were happy with the property, which was very clean and located on a quiet bay. There was a screened in porch overlooking the water that would have been great in better weather. The location was perfect for our needs (we explored the Schodic Peninsula in the morning and did a lobster boat tour in the afternoon in Corea before we checked in). Having the ability to do a load of laundry was great, as we were wet from rain and halfway through our vacation. Alicia was friendly and helpful. Email...
United States
Takiko
The price is NZ$581
includes taxes & fees
25 Sept - 26 Sept
Cozy lodge minutes from Acadia National Park's Schoodic Loop!
A wooden deck with outdoor furniture, overlooking a body of water and a distant island.

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

Take in the breathtaking views at our popular oceanside cottage with large deck.
Gouldsboro
9.8 out of 10, Exceptional, (59 reviews)
"Great place in a beautiful location!"
United States
Laura B.
The price is NZ$1,116
includes taxes & fees
19 Oct - 20 Oct
Take in the breathtaking views at our popular oceanside cottage with large deck.
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.

Brand New House!! Charming tiny home close to Schoodic Peninsula.
Gouldsboro
10.0 out of 10, Exceptional, (1 review)
"Adorable little get away. Very quiet and peaceful! We will be back"
United States
Margaret G.
The price is NZ$754
includes taxes & fees
25 Sept - 26 Sept
Brand New House!! Charming tiny home close to Schoodic Peninsula.
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.

7. Downtown Apartments in Bar Harbor

Downtown Apartments in Bar Harbor
3.0 star property
Downtown Bar Harbor
9.2 out of 10, Wonderful, (15 reviews)
"Cute and tidy apartment, close to downtown but not too close and we were very happy with our stay. "
United States
Rebecca
The price is NZ$851
includes taxes & fees
24 Sept - 25 Sept
Downtown Apartments in Bar Harbor
A hotel room with a large bed, a ceiling fan, a window with curtains, a decorative mirror, and bedside lamps.

8. Bar Harbor Condos

Bar Harbor Condos
2.5 star property
Bar Harbor
10.0 out of 10, Exceptional, (20 reviews)
"Clean, new and quiet. Excellent location. Absolutely perfect."
United States
Joy
The price is NZ$652
includes taxes & fees
22 Oct - 23 Oct
Bar Harbor Condos
A two-story house with a red door and a small attached structure with windows.

9. Water access house Acadia National Park Schoodic Point

Water access house Acadia National Park Schoodic Point
Gouldsboro
9.2 out of 10, Wonderful, (53 reviews)
"The house was comfortable and clean. We enjoyed the fire pit and charcoal grill. Jeff was very friendly and helpful. The location was wonderful for exploring Acadia and especially the Schoodic Peninsula."
United States
Linette
The price is NZ$1,006
includes taxes & fees
1 Oct - 2 Oct
Water access house Acadia National Park Schoodic Point
A cozy living room with a grey sofa, two matching armchairs, a patterned ottoman, and a wall-mounted sailboat decoration.

10. 2 Bedroom Apt B_Free Breakfast_Main Street

2 Bedroom Apt B_Free Breakfast_Main Street
Downtown Bar Harbor
9.2 out of 10, Wonderful, (9 reviews)
"Great location, within walking distance to all the restaurants in the downtown waterfront area. Fantastic breakfast included from the restaurant below which was a really nice perk. Enjoyed exploring Bar Harbor and Acadia National Park. Perfect place for a family of 4."
United States
Becky R.
The price is NZ$1,098
includes taxes & fees
23 Sept - 24 Sept
2 Bedroom Apt B_Free Breakfast_Main Street
A modern kitchen with white tiles, dark cabinets, a stainless steel refrigerator, and a white island with two stools.

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

Best Location & Best Free Breakfast! Newly Renovated 2bed/1bath, Heart of Downtown Bar Harbor
Downtown Bar Harbor
9.8 out of 10, Exceptional, (60 reviews)
"Perfect location, beautiful place! So special!!"
United States
Patti Ann H.
The price is NZ$2,605
includes taxes & fees
6 Oct - 7 Oct
Best Location & Best Free Breakfast! Newly Renovated 2bed/1bath, Heart of Downtown Bar Harbor
A lakeside setting with a fire pit and wooden chairs arranged around it.

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

Have an unforgettable getaway at a family sized beach house with private beach!
Steuben
10.0 out of 10, Exceptional, (47 reviews)
"We had a lovely time and the host was great!"
United States
Anonymous traveller
The price is NZ$2,078
includes taxes & fees
25 Sept - 26 Sept
Have an unforgettable getaway at a family sized beach house with private beach!
A restaurant with outdoor seating, surrounded by a garden with various flowers.

13. Historic 2 Cats Inn

Historic 2 Cats Inn
3.0 star property
Bar Harbor
8.8 out of 10, Excellent, (6 reviews)
"Very easy check in and clear communication prior to arriving, and the breakfast place downstairs is AMAZING"
United States
Kristie
The price is NZ$1,003
includes taxes & fees
18 Oct - 19 Oct
Historic 2 Cats Inn
A spacious living room with a large bookshelf, a comfortable armchair, a desk with a computer, and a window providing natural light.

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

Two bedroom on first floor at end of a quiet cul-de-sac in downtown Bar Harbor
Bar Harbor
9.6 out of 10, Exceptional, (188 reviews)
"Great location! Close to everything!"
United States
Dona R.
The price is NZ$1,476
includes taxes & fees
23 Sept - 24 Sept
Two bedroom on first floor at end of a quiet cul-de-sac in downtown Bar Harbor
A small cabin with a wooden deck, surrounded by trees.

15. Hinckleys Dreamwood Cottages

Hinckleys Dreamwood Cottages
3.0 star property
Bar Harbor
8.0 out of 10, Very good, (132 reviews)
"Location"
United States
David
The price is NZ$508
includes taxes & fees
20 Oct - 21 Oct
Hinckleys Dreamwood Cottages
A covered deck with wooden flooring, ceiling fans, and large windows offering a view of the forest.

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

Private 14 acre waterfront 3-bedroom cabin in the peaceful forests of Maine
Gouldsboro
10.0 out of 10, Exceptional, (7 reviews)
The price is NZ$707
includes taxes & fees
30 Sept - 1 Oct
Private 14 acre waterfront 3-bedroom cabin in the peaceful forests of Maine
A small wooden cabin with a green roof and a sign reading "WONDERLAND". There are two blue Adirondack chairs outside.

17. Lighthouse Cabins Maine

Lighthouse Cabins Maine
3.0 star property
Bass Harbor
10.0 out of 10, Exceptional, (149 reviews)
"Great place, nice hosts, good location away from the crazy of Bar Harbor."
United States
Michael
The price is NZ$420
includes taxes & fees
20 Oct - 21 Oct
Lighthouse Cabins Maine
A swimming pool with a building in the background.

18. Stone Park

Stone Park
4.0 star property
Ellsworth
9.4 out of 10, Exceptional, (361 reviews)
"Excellent place to stay in Maine and lovely!"
United States
Jennifer
The price is NZ$335
includes taxes & fees
22 Oct - 23 Oct
Stone Park
A restaurant with outdoor seating, surrounded by a variety of colorful flowers and plants.

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

Historic 2 Cats Inn-Free Breakfast-Georgia Room
Bar Harbor
9.4 out of 10, Exceptional, (15 reviews)
"Enjoyed our stay especially the breakfast!"
United States
Mark M.
Historic 2 Cats Inn-Free Breakfast-Georgia Room
A cozy seating area with a built-in bench and a sofa, featuring a view through large windows with blinds.

20. Glen Mary Apartments

Glen Mary Apartments
3.5 star property
Bar Harbor
9.0 out of 10, Wonderful, (2 reviews)
"Fantastic "
United States
Amber
The price is NZ$1,046
includes taxes & fees
19 Oct - 20 Oct
Glen Mary Apartments
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Winter Harbor Hotel Reviews

Comfort Inn Ellsworth - Bar Harbor

Comfort Inn Ellsworth - Bar Harbor

8/10 Good
"Pictures hanging on walls in hallway 2nd floor were crooked and looked old, cheap. Don't need to have lots of decor setting out. Less is better. Carpet on stairs dirty. Need healthier options for breakfast. Offer hot oatmeal already on crockpot. Milk should not be in container. Needs to be in refrigerator. Greek yogurt would be better."
Raquel 3-night trip
Posted 8 hours ago
Comfort Inn Ellsworth - Bar Harbor

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 favorite 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 depends 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 NZ$127 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 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. 

Explore a world of travel with Expedia

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?

Bar Harbor Home Near Everything: This holiday home rental outside of Winter Harbor is located in the mountains, and has a fireplace, a balcony and a BBQ 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 that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals are there in Winter Harbor?

Expedia has 17 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.