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
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Winter Harbor holiday rentals

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

1. Hanscom's Motel and Cottages

Hanscom's Motel and Cottages
3.0 star property
Bar Harbor
9.4 out of 10, Exceptional, (417 reviews)
"The place was immaculate and had everything you could need for a short stay."
United States
Raymond
The price is AU$190
includes taxes & fees
7 Nov - 8 Nov
Hanscom's Motel and Cottages
A two-story house with a red door and a small attached structure with windows.

2. Water access house Acadia National Park Schoodic Point

Water access house Acadia National Park Schoodic Point
Gouldsboro
9.2 out of 10, Wonderful, (57 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 AU$575
includes taxes & fees
20 Nov - 21 Nov
Water access house Acadia National Park Schoodic Point
A hotel room with a large bed, a ceiling fan, a window with curtains, a decorative mirror, and bedside lamps.

3. Bar Harbor Condos

Bar Harbor Condos
2.5 star property
Bar Harbor
10.0 out of 10, Exceptional, (21 reviews)
"It was centrally located and very easy in and out. Would highly suggest this place to anyone."
United States
Don
The price is AU$250
includes taxes & fees
19 Nov - 20 Nov
Bar Harbor Condos
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, (146 reviews)
"Great location and updated cottage made for a perfect stay."
United States
Kristin
The price is AU$370
includes taxes & fees
25 Oct - 26 Oct
Hinckleys Dreamwood Cottages
A circular seating area with four Adirondack chairs around a fire pit, set on a gravel surface in a grassy outdoor space.

5. 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, (4 reviews)
"Adorable little get away. Very quiet and peaceful! We will be back"
United States
Margaret G.
The price is AU$785
includes taxes & fees
20 Nov - 21 Nov
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.

6. 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, (63 reviews)
"fabulous property. It is the perfect calm getaway. Dancing tides is just that dancing tides. Beautiful property."
United States
Katherine R.
The price is AU$873
includes taxes & fees
20 Nov - 21 Nov
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.

7. Downtown Apartments in Bar Harbor

Downtown Apartments in Bar Harbor
3.0 star property
Downtown Bar Harbor
9.4 out of 10, Exceptional, (18 reviews)
"The room was clean and decorated nicely. The complementary breakfast was delicious. The apartment was walking distance to downtown. Parking was good. It is located over a laundromat. We had no problems with that, but it is worth noting."
United States
Kim
The price is AU$602
includes taxes & fees
29 Oct - 30 Oct
Downtown Apartments in Bar Harbor
A rustic wooden house with a steep roof, a wooden porch, and a small garden with pink flowers.

8. 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 AU$756
includes taxes & fees
23 Oct - 24 Oct
Bike, hike, kayak Acadia cottage
A window seat with a blue cushion and two patterned pillows.

9. Captain`s Quarters in the Heart of Bar Harbor

Captain`s Quarters in the Heart of Bar Harbor
Bar Harbor
9.6 out of 10, Exceptional, (5 reviews)
"A great location in walking distance to many dining options and all the shops as well as the waterfront. Parking situation was great and the set up inside was perfect. Very clean and well maintained. Highly recommend! "
United States
Sarah G.
The price is AU$428
includes taxes & fees
8 Nov - 9 Nov
Captain`s Quarters in the Heart of Bar Harbor
Inside the Pine Breeze Room. Open the screened windows to let in fresh island air. Features seating for two, easy deck access, and a pet-friendly layout. It’s the perfect bug-free sanctuary for morning coffee or relaxing after a hike.

10. Davis Outpost: Pet-Friendly Quiet Cabin w/ AC. Screened Sunroom. Walk to Trails

Davis Outpost: Pet-Friendly Quiet Cabin w/ AC. Screened Sunroom. Walk to Trails
Otter Creek
10.0 out of 10, Exceptional, (3 reviews)
"Nice quiet location close to everything Acadia National Park had to offer!! Very thoughtful snacks and toiletries as well. Great communication with host if anything was needed. Will be back!!"
United States
Lynette S.
The price is AU$528
includes taxes & fees
27 Oct - 28 Oct
Davis Outpost: Pet-Friendly Quiet Cabin w/ AC. Screened Sunroom. Walk to Trails
A cozy living room with a grey sofa, two matching armchairs, a patterned ottoman, and a wall-mounted sailboat decoration.

11. 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 AU$800
includes taxes & fees
25 Oct - 26 Oct
2 Bedroom Apt B_Free Breakfast_Main Street
A row of mobile homes with a grassy yard and a barbecue setup.

12. Gallagher`s Travels Cabin 2 Two Bedroom King/Queen

Gallagher`s Travels Cabin 2 Two Bedroom King/Queen
Bar Harbor
8.8 out of 10, Excellent, (5 reviews)
The price is AU$395
includes taxes & fees
26 Oct - 27 Oct
Gallagher`s Travels Cabin 2 Two Bedroom King/Queen
A restaurant with outdoor seating, surrounded by a variety of colorful flowers and plants.

13. Historic 2 Cats Inn-Free Breakfast-Samson Room

Historic 2 Cats Inn-Free Breakfast-Samson Room
Bar Harbor
9.8 out of 10, Exceptional, (13 reviews)
"Excellent location in Bar Harbor for folks wanting to explore downtown and Acadia. The included breakfast at 2 Cats was outstanding."
United States
Anne Marie L.
The price is AU$606
includes taxes & fees
21 Oct - 22 Oct
Historic 2 Cats Inn-Free Breakfast-Samson Room
A restaurant with outdoor seating, surrounded by a garden with various flowers.

14. 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
Historic 2 Cats Inn
A cozy seating area with a built-in bench and a sofa, featuring a view through large windows with blinds.

15. 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 AU$633
includes taxes & fees
21 Oct - 22 Oct
Glen Mary Apartments
A house with a red facade, a front porch, and a garden with various plants and flowers.

16. Immaculate Hummingbird Suite - One Mile from Acadia National Park

Immaculate Hummingbird Suite - One Mile from Acadia National Park
Bar Harbor
10.0 out of 10, Exceptional, (126 reviews)
"Lovely place to stay! Very easy drive to Acadia."
United States
Peg H.
The price is AU$462
includes taxes & fees
6 Nov - 7 Nov
Immaculate Hummingbird Suite - One Mile from Acadia National Park
A rocky shoreline with boats in the water and a forested island in the distance.

17. Junior Cabin 5A_Acadia National Park_Pet Free

Junior Cabin 5A_Acadia National Park_Pet Free
Bar Harbor
9.6 out of 10, Exceptional, (4 reviews)
"Great stay. Very clean and a great location!"
United States
Wade A.
The price is AU$395
includes taxes & fees
25 Oct - 26 Oct
Junior Cabin 5A_Acadia National Park_Pet Free
A spacious living room with a fireplace, white furniture, and a television mounted above it.

18. 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 AU$504
includes taxes & fees
25 Oct - 26 Oct
House Acadia at Gallagher`s Travels
A spacious living area with a sofa, a kitchen island, and pendant lights.

19. Elegant Apt_Close to Downtown_Best Modern Features

Elegant Apt_Close to Downtown_Best Modern Features
Bar Harbor
9.2 out of 10, Wonderful, (22 reviews)
"Great location, walkable to Main St. Peaceful."
United States
Teri A.
The price is AU$726
includes taxes & fees
21 Oct - 22 Oct
Elegant Apt_Close to Downtown_Best Modern Features
A white house with a white bridge over a pond surrounded by autumn foliage and flowers.

20. NEW!! Charming STUDIO with AC, WiFi & Fire Pit less than 3 MINUTES to Acadia.

NEW!! Charming STUDIO with AC, WiFi & Fire Pit less than 3 MINUTES to Acadia.
Bar Harbor
9.8 out of 10, Exceptional, (36 reviews)
"The property was exactly what we had hoped for; close to the park entrances and bar harbor town, and quiet and clean. Would definitely stay again!"
United States
Rishi G.
The price is AU$647
includes taxes & fees
31 Oct - 1 Nov
NEW!! Charming STUDIO with AC, WiFi & Fire Pit less than 3 MINUTES to Acadia.
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

Atlantic Oceanside Hotel & Conference Center

Atlantic Oceanside Hotel & Conference Center

10/10 Excellent
"."
Keith 1-night trip
Posted less than an hour ago
Atlantic Oceanside Hotel & Conference Center

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$111 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 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.