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

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 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)
The price is £731
includes taxes & fees
30 Sept - 1 Oct
Quaint and rustic cottage nestled on the shores of a small Maine village.
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

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 £240
includes taxes & fees
30 Sept - 1 Oct
Moonshine a cozy studio apartment with views of Bunker's Harbor
An outdoor patio with stone flooring, a fire pit, wooden furniture, and a pergola.

3. Hanscom's Motel and Cottages

Hanscom's Motel and Cottages
3.0 star property
Bar Harbor
9.4 out of 10, Exceptional, (406 reviews)
"Great value for the location in peak summer tourist season"
United States
Eugene
The price is £116
includes taxes & fees
28 Oct - 29 Oct
Hanscom's Motel and Cottages
A small cabin with a wooden deck, surrounded by trees.

4. Hinckleys Dreamwood Cottages

Hinckleys Dreamwood Cottages
3.0 star property
Bar Harbor
8.0 out of 10, Very good, (134 reviews)
"Great location and updated cottage made for a perfect stay."
United States
Kristin
The price is £219
includes taxes & fees
25 Oct - 26 Oct
Hinckleys Dreamwood Cottages
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!

Cozy lodge minutes from Acadia National Park's Schoodic Loop!
Gouldsboro
10.0 out of 10, Exceptional, (8 reviews)
"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...
United States
John
The price is £262
includes taxes & fees
30 Sept - 1 Oct
Cozy lodge minutes from Acadia National Park's Schoodic Loop!
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, (2 reviews)
"Adorable little get away. Very quiet and peaceful! We will be back"
United States
Margaret G.
The price is £335
includes taxes & fees
30 Sept - 1 Oct
Brand New House!! Charming tiny home close to Schoodic Peninsula.
A wooden deck with outdoor furniture, overlooking a body of water and a distant island.

7. 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, (60 reviews)
"This is one of our favorite vacation spots. Great location on the water; you can sit on the deck on nice days and watch the lobster boats go by. Quiet, wooded neighborhood on a dirt road. The house is within easy driving distance of Winter Harbor and Schoodic."
United States
Corey B.
The price is £497
includes taxes & fees
30 Oct - 31 Oct
Take in the breathtaking views at our popular oceanside cottage with large deck.
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.

8. 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 £326
includes taxes & fees
25 Oct - 26 Oct
Downtown Apartments in Bar Harbor
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, (55 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 £450
includes taxes & fees
1 Oct - 2 Oct
Water access house Acadia National Park Schoodic Point
A rustic wooden house with a steep roof, a wooden porch, and a small garden with pink flowers.

10. Bike, hike, kayak Acadia cottage

Bike, hike, kayak Acadia cottage
Gouldsboro
10.0 out of 10, Exceptional, (8 reviews)
"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."
United States
Jessica H.
The price is £471
includes taxes & fees
23 Oct - 24 Oct
Bike, hike, kayak Acadia cottage
A small, single-story house with a front porch, a covered outdoor grill, and a well-maintained lawn.

11. Gallagher`s Travels Cabin 6 (King Bed)

Gallagher`s Travels Cabin 6 (King Bed)
Bar Harbor
10.0 out of 10, Exceptional, (1 review)
"Loved the room everything was perfect. Thankyou so much!!!"
United States
Cheryl
The price is £260
includes taxes & fees
25 Oct - 26 Oct
Gallagher`s Travels Cabin 6 (King Bed)
A covered deck with wooden flooring, ceiling fans, and large windows offering a view of the forest.

12. 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, (8 reviews)
Private 14 acre waterfront 3-bedroom cabin in the peaceful forests of Maine
A hotel room with a large bed, a ceiling fan, a window with curtains, a decorative mirror, and bedside lamps.

13. 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 £265
includes taxes & fees
30 Oct - 31 Oct
Bar Harbor Condos
A swimming pool with a building in the background.

14. Stone Park

Stone Park
4.0 star property
Ellsworth
9.4 out of 10, Exceptional, (375 reviews)
"Great vacation experience."
United States
Ravichandran
The price is £144
includes taxes & fees
24 Oct - 25 Oct
Stone Park
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!

Isleview Gallery Rm 12 - 10 min to Acadia!
Trenton
9.4 out of 10, Exceptional, (15 reviews)
"This property is close to Acadia it was a very easy drive. The hosts were very helpful and kept a free stocked kitchen in the office area, this touch made it feel like you were staying with family or friends. I stayed in room 12 it is very small. Perfect for solo travelers."
United States
Luann W.
The price is £138
includes taxes & fees
25 Oct - 26 Oct
Isleview Gallery Rm 12 - 10 min to Acadia!
A spacious living room with a fireplace, white furniture, and a television mounted above it.

16. House Acadia at Gallagher`s Travels

House Acadia at Gallagher`s Travels
Bar Harbor
9.8 out of 10, Exceptional, (8 reviews)
"Great communication with host. The location was perfect for our needs. Overall great place"
United States
Hunter H.
The price is £516
includes taxes & fees
19 Oct - 20 Oct
House Acadia at Gallagher`s Travels
A cozy cabin interior with a sofa, a flat-screen TV, a bookshelf, and a door with a starfish decoration.

17. Frenchman Bay Cottage #2 at Explore Acadia Cottages

Frenchman Bay Cottage #2 at Explore Acadia Cottages
Bar Harbor
10.0 out of 10, Exceptional, (12 reviews)
"Very comfortable stay. Super quiet, comfortable beds, and worked well for my family of 3."
United States
Laura M.
Frenchman Bay Cottage #2 at Explore Acadia Cottages
A wooden deck with a picnic table and chairs, surrounded by a white fence and greenery.

18. 18 Acadia Lodge King Bed AC Open Hearth Inn

18 Acadia Lodge King Bed AC Open Hearth Inn
Trenton
9.4 out of 10, Exceptional, (19 reviews)
"Clean and cozy accommodations."
United States
Abraham L.
The price is £169
includes taxes & fees
26 Oct - 27 Oct
18 Acadia Lodge King Bed AC Open Hearth Inn
A lakeside setting with a fire pit and wooden chairs arranged around it.

19. 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 £882
includes taxes & fees
4 Oct - 5 Oct
Have an unforgettable getaway at a family sized beach house with private beach!
A wooden cabin with a metal roof, surrounded by trees and a gravel path.

20. Cranberry Cottage-Gateway to Acadia National Park!

Cranberry Cottage-Gateway to Acadia National Park!
Bar Harbor
9.8 out of 10, Exceptional, (20 reviews)
"LOVED this cottage! Very clean, cute little town, and perfect for visiting the park."
United States
Whitney B.
The price is £549
includes taxes & fees
7 Oct - 8 Oct
Cranberry Cottage-Gateway to Acadia National Park!
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

Main Street Motel

Main Street Motel

10/10 Excellent
"Very nice staff, clean property, within walking distance of everything down town. Loved it."
Stephen 3-night trip
Posted 1 hour ago
Main Street Motel

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, apart-hotels, 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 £58 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. 

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 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.