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

Winter Harbor Vacation Rentals

Check prices for these dates

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

Our top choices for Winter Harbor vacation 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
$124 nightly
The price is $135
Nov 3 - Nov 4
Total with taxes and fees
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
$377 nightly
The price is $411
Oct 25 - Oct 26
Total with taxes and fees
Water access house Acadia National Park Schoodic Point
A small cabin with a wooden deck, surrounded by trees.

3. 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
$231 nightly
The price is $243
Oct 25 - Oct 26
Total with taxes and fees
Hinckleys Dreamwood Cottages
A hotel room with a large bed, a ceiling fan, a window with curtains, a decorative mirror, and bedside lamps.

4. 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
$178 nightly
The price is $194
Nov 1 - Nov 2
Total with taxes and fees
Bar Harbor Condos
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.
$511 nightly
The price is $557
Oct 22 - Oct 23
Total with taxes and fees
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.
$567 nightly
The price is $618
Oct 21 - Oct 22
Total with taxes and fees
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
$400 nightly
The price is $421
Oct 25 - Oct 26
Total with taxes and fees
Downtown Apartments in 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.

8. 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.
$340 nightly
The price is $371
Oct 27 - Oct 28
Total with taxes and fees
Davis Outpost: Pet-Friendly Quiet Cabin w/ AC. Screened Sunroom. Walk to Trails
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.
$278 nightly
The price is $294
Nov 8 - Nov 9
Total with taxes and fees
Captain`s Quarters in the Heart of Bar Harbor
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.
$494 nightly
The price is $538
Oct 23 - Oct 24
Total with taxes and fees
Bike, hike, kayak Acadia cottage
A room with a bed, two black chairs, a framed picture on the wall, and a window with a view of houses.

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
$223 nightly
The price is $239
Nov 1 - Nov 2
Total with taxes and fees
Gallagher`s Travels Cabin 6 (King Bed)
A white house with a white bridge over a pond surrounded by autumn foliage and flowers.

12. 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.
$421 nightly
The price is $459
Oct 31 - Nov 1
Total with taxes and fees
NEW!! Charming STUDIO with AC, WiFi & Fire Pit less than 3 MINUTES to Acadia.
A spacious living room with a fireplace, white furniture, and a television mounted above it.

13. 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.
$344 nightly
The price is $362
Oct 25 - Oct 26
Total with taxes and fees
House Acadia at Gallagher`s Travels
A rocky shoreline with boats in the water and a forested island in the distance.

14. 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.
$262 nightly
The price is $281
Oct 24 - Oct 25
Total with taxes and fees
Junior Cabin 5A_Acadia National Park_Pet Free
A restaurant with outdoor seating, surrounded by a garden with various flowers.

15. 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
$429 nightly
The price is $456
Oct 21 - Oct 22
Total with taxes and fees
Historic 2 Cats Inn
A cozy living room with a grey sofa, two matching armchairs, a patterned ottoman, and a wall-mounted sailboat decoration.

16. 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.
$543 nightly
The price is $574
Oct 25 - Oct 26
Total with taxes and fees
2 Bedroom Apt B_Free Breakfast_Main Street
A cozy seating area with a built-in bench and a sofa, featuring a view through large windows with blinds.

17. Glen Mary Apartments

Glen Mary Apartments
3.5 star property
Bar Harbor
9.0 out of 10, Wonderful, (2 reviews)
"Fantastic "
United States
Amber
$424 nightly
The price is $446
Oct 25 - Oct 26
Total with taxes and fees
Glen Mary Apartments
A restaurant with outdoor seating, surrounded by a variety of colorful flowers and plants.

18. 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.
$424 nightly
The price is $450
Oct 21 - Oct 22
Total with taxes and fees
Historic 2 Cats Inn-Free Breakfast-Samson Room
A house with a red facade, a front porch, and a garden with various plants and flowers.

19. 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.
$300 nightly
The price is $327
Nov 6 - Nov 7
Total with taxes and fees
Immaculate Hummingbird Suite - One Mile from Acadia National Park
A spacious living area with a sofa, a kitchen island, and pendant lights.

20. 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.
$458 nightly
The price is $483
Oct 25 - Oct 26
Total with taxes and fees
Elegant Apt_Close to Downtown_Best Modern Features
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

The Pathmaker Hotel

The Pathmaker Hotel

8/10 Good
"The location is excellent. Walking distance to everything. The complementary coffee and the cookies were really good after a day of site seeing"
Hooshang 3-night trip
Posted 9 hours ago
The Pathmaker Hotel

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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Winter Harbor in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $75 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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.

Explore a world of travel with Expedia

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 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 17 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.