Winter Harbor Holiday Rentals, Maine: Private House Rentals

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

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Go beyond your typical stay in Winter Harbor

Pet friendly

Apartment

Pool

Cottage

Condo

Family friendly

Waterpark

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Winter Harbor hotels

A light blue house with a porch, two windows, and a front door.

A rocky coastal landscape with a view of the sea and distant mountains.

A bedroom with floral wallpaper, a white bed, a checkered armchair, a nightstand with a lamp, and a ceiling fan.

A cozy living room with a large bay window overlooking a body of water, a fireplace, and a collection of decorative plates on the wall.

1. Elsa's Inn on the Harbor

Prospect Harbor

David

฿6,472

฿7,055 total

includes taxes & fees

24 Sept - 25 Sept

A waterfront property with a dock, a large house, and a well-maintained lawn.

An indoor dining area with tables and chairs, large windows offering a view of the sea and mountains.

An indoor swimming pool with clear water, surrounded by lounge chairs and a tiled floor.

A view from a balcony with wicker chairs and a table, overlooking a body of water, a pier, and a distant shoreline.

2. Atlantic Oceanside Hotel & Conference Center

Bar Harbor

Michael

฿13,086

฿14,264 total

includes taxes & fees

30 Aug - 31 Aug

A porch with wicker furniture and a brick floor.

A row of white birch trees lining a paved path with a house in the background.

A swimming pool with lounge chairs and a covered seating area.

A hotel room with two beds, a desk, and a chair.

3. Bar Harbor Motel

Bar Harbor

Marek

฿9,298

฿10,135 total

includes taxes & fees

30 Aug - 31 Aug

A wooden outdoor seating area with chairs and a table, a flower vase, and a sign for Bar Harbor Grand.

A hotel with a swimming pool, outdoor seating, and a covered walkway.

A hotel room with a bed, two floral armchairs, a small table with a bottle, glasses, and a fruit bowl.

A sign for the Grand Hotel Bar Harbor, surrounded by lush greenery and pink bougainvillea flowers.

4. Bar Harbor Grand Hotel

Downtown Bar Harbor

Harold

฿12,958

฿14,125 total

includes taxes & fees

30 Aug - 31 Aug

A large, multi-story house with a front porch, a covered entryway, and a driveway leading to the entrance.

A large red house with a stone staircase leading to a porch.

A covered porch with red chairs and potted plants, a wooden deck, and a grassy area.

A rocky beach with a calm lake and hills in the background.

5. The Inn on Mount Desert

Bar Harbor

Linda

฿9,709

฿10,582 total

includes taxes & fees

30 Aug - 31 Aug

A restaurant with a Christmas tree, wooden floors, and modern lighting fixtures.

A hotel entrance with glass doors, Christmas wreaths, and a Christmas tree.

A cozy room with a wooden floor, a sofa, a bookshelf, and a Christmas tree.

A hallway with two leather sofas, a small round table with a vase of flowers, and framed landscape paintings on the walls.

6. The Pathmaker Hotel

Bar Harbor

David

฿12,368

฿13,481 total

includes taxes & fees

31 Aug - 1 Sept

A balcony with a view of the sea, a parking lot, and a small table and chair.

A spacious hotel lobby with a long reception desk, a dining area with multiple tables and chairs, and large windows providing natural light and views of the outdoors.

A modern hotel corridor with a wooden floor, glass doors, and a reception desk.

A multi-story hotel with a stone facade, a covered entrance, and a landscaped driveway.

7. Hampton by Hilton Bar Harbor

Bar Harbor

Meredith

฿14,070

฿15,337 total

includes taxes & fees

30 Aug - 31 Aug

A motel with a sign reading "MAN STREET MOTEL" and a garden with various plants and flowers in front.

A hotel room with a bed, a chair, a desk with a lamp, and two framed pictures on the wall.

A hotel reception area with a coffee station, a refrigerator, a lamp, a plant, and a magazine rack.

A motel with a two-story structure, a front porch, and a staircase leading to the upper level.

8. Main Street Motel

Downtown Bar Harbor

Stephen

฿10,302

฿11,229 total

includes taxes & fees

30 Aug - 31 Aug

A yellow building with green shutters, a signboard, and an American flag.

A dining area with a fireplace, wooden flooring, and patterned chairs.

A porch decorated with autumnal plants, pumpkins, and statues.

A spacious living room with a fireplace, comfortable seating, and a view into the dining area.

9. Sand Bar Cottage Inn

Bar Harbor

Jennifer

฿12,663

฿13,803 total

includes taxes & fees

1 Sept - 2 Sept

An outdoor patio with tables and chairs, surrounded by plants and a wooden deck.

A bay window with multiple panes, a white radiator below, and a cushioned bench with pillows.

A living room with a white sofa, coffee table, and fireplace. There are bookshelves and a TV mounted on the wall.

A building with a sign reading "HEARTHSIDE BED & BREAKFAST" and "WELCOME" on the side.

10. Hearthside Inn

Bar Harbor

Tiffany

฿11,738

฿12,795 total

includes taxes & fees

31 Aug - 1 Sept

A wooden cabin with large windows overlooking a lake, furnished with a sofa, dining table, and chairs.

A wooden cabin with large windows, a dining area, and a cozy seating area with a sofa and a table.

A rocky shoreline with a calm lake, surrounded by dense forest and a clear sky.

A wooden cabin with large windows overlooking a lake, furnished with a couch, dining table, and chairs.

11. Bluff House Inn

Gouldsboro

Georgios

฿4,962

฿7,683 total

includes taxes & fees

1 Sept - 2 Sept

A swimming pool with lounge chairs, surrounded by a fence, overlooking a body of water and distant mountains.

A deck with a fire pit table and wicker chairs, overlooking a scenic view of a lake and mountains.

A clear glass pitcher with orange slices, a vase with tulips, and a plate of cookies on a table.

A window with a view of a garden and a pathway leading to a body of water.

12. Atlantic Eyrie Lodge

Bar Harbor

Chelsea

฿7,723

฿8,418 total

includes taxes & fees

1 Sept - 2 Sept

A multi-story hotel with a covered outdoor seating area, a parking lot, and a landscaped garden.

A two-story house with a porch, multiple windows, and a well-maintained garden with large rocks and flowering plants.

A hotel room with two beds, a desk, and a window with curtains.

A room with a fireplace, a metal bucket with champagne glasses, and a rose in a vase.

13. Bar Harbor Manor

Bar Harbor

Randall

฿10,007

฿10,907 total

includes taxes & fees

31 Aug - 1 Sept

A coastal property with a swimming pool, a gazebo, and a view of the sea.

A hotel room with two beds, a desk, a television, and a window with a view of trees.

14. Holiday Inn Resort Bar Harbor - Acadia Natl Park by IHG

Bar Harbor

xena

฿8,232

฿9,867 total

includes taxes & fees

2 Sept - 3 Sept

A breakfast bar with various food items, a coffee machine, and a refrigerator.

An aerial view of a large building complex surrounded by dense forest, featuring multiple parking areas and a swimming pool.

A Best Western sign with a flag and an AAA Approved Lodging sign.

An aerial view of a swimming pool with lounge chairs and umbrellas, surrounded by a brick patio and a metal fence.

15. Best Western Acadia Park Inn

Bar Harbor

Jayant

฿8,265

฿9,009 total

includes taxes & fees

30 Aug - 31 Aug

A row of blue houses with white window frames and a tree with purple flowers in the foreground.

A spacious living room with a large sofa, a patterned rug, and a wooden floor. There is a staircase leading to another level, and a vase with flowers on a side table.

A bedroom with a large bed, two armchairs, a small table, a TV, and large windows with curtains.

A bright living room with a white sofa, two white armchairs, a wooden coffee table, and a white cabinet with drawers.

16. Cleftstone Inn

Bar Harbor

Lyndsey

฿11,774

฿12,834 total

includes taxes & fees

30 Aug - 31 Aug

A historic building with a sign reading "Primrose Inn 1878" surrounded by lush gardens and purple flowers.

A wooden porch with a green chair and a red Adirondack chair.

A room with a large window, a chair, a round table, and a patterned ottoman.

A house with a porch, a garden with various flowers, and a red gate.

17. The Primrose

Bar Harbor

Lokesh

฿10,338

฿11,269 total

includes taxes & fees

7 Sept - 8 Sept

A well-maintained lawn with red Adirondack chairs, a stone wall with an American flag, and a sign for the Anchorage Motel.

A motel with a parking lot, several cars, and red Adirondack chairs in the grassy area.

A hotel room with a bed, two armchairs, a nightstand, a lamp, and a framed picture on the wall.

A chair with a woven seat and wooden armrests, positioned next to a small table with a lamp and a clock.

18. Anchorage Motel

Bar Harbor

Terri

฿7,350

฿8,012 total

includes taxes & fees

30 Aug - 31 Aug

A cozy restaurant interior with green upholstered chairs, a wooden bar counter, and string lights.

A hotel room with a living area, a dining table, a sofa, a chair, a TV, a lamp, and a bathroom visible through an open door.

A hotel room with a bed, two armchairs, a nightstand, a bedside table, a lamp, a window with blinds, a door with a view, and a mirror.

A multi-story building with a ground-floor commercial space, a balcony, and a visible entrance.

19. Acadia Hotel - Downtown

Downtown Bar Harbor

Lainey

฿11,187

฿12,560 total

includes taxes & fees

31 Aug - 1 Sept

A well-maintained garden with various flowering plants and neatly trimmed trees.

A reception area with a wooden counter, a potted plant, and a wall displaying a variety of travel brochures.

A building with a green facade, a covered porch, and a landscaped front yard with red flowers and trimmed bushes.

A pool area with lounge chairs and an umbrella, a white building with a balcony, and a parked car in the background.

20. Cromwell Harbor Motel

Bar Harbor

Li Yun

฿6,494

฿7,078 total

includes taxes & fees

2 Sept - 3 Sept

View all properties

Save an average of 15% on thousands of hotels when you're signed in

Stay near popular Winter Harbor attractions

Schoodic Peninsula

9.6/10 (96 reviews)

The rugged granite shores of Schoodic Peninsula offer a quieter Acadia National Park experience. Drive the scenic loop road, stopping at Schoodic Point to witness the Atlantic's dramatic waves against pink granite.

See properties

Schoodic Point

9.6/10 (15 reviews)

Waves crash dramatically against the rugged granite coastline of this secluded section of Acadia National Park. Experience the mesmerising Atlantic panorama while listening to nature's powerful symphony.

See properties

Grindstone Neck Golf Course

Dating from 1891, this historic nine-hole course offers ocean views from every fairway along Maine's rugged coastline. Enjoy bluegrass fairways and fast greens while spotting eagles above Frenchman Bay.

See properties

Learn more about Winter Harbor

Take a boat tour to see puffins and seals from Winter Harbor's scenic waterfront, where local fishermen bring in fresh Maine lobster daily. Nearby Schoodic Peninsula in Acadia National Park offers spectacular coastal hiking trails and tide pools teeming with marine life.

See all hotels in Winter Harbor

A rocky canyon with a river flowing through it, surrounded by dense forest.

Top Winter Harbor Hotel Reviews

Days Inn Bar Harbor

8/10 Good

"We liked the fact that the inn was relatively close to downtown Bar Harbor. We could hop on the free shuttle that picks up guests from a series of hotels and inns. It runs every 20 to 25 minutes and ends up by the Bar Harbor Green. Trying to park in Bar Harbor is way too challenging and expensive. The inn is close to a very busy street, which can be noisy. Breakfast is OK. A wider variety of fruit would be appreciated. Not sure why kiwis were offered. You can’t peel them or cut them with a plastic knife. The big new shower was a plus. The door to the room needs work. It can only be closed by slamming it, which is way too noisy."

Seasider Motel

10/10 Excellent

"Wonderful location ..clean ..great grab and go breakfast !"

Terramor Outdoor Resort

8/10 Good

"This was a great experience for the kids and we loved staying in the camp-like atmosphere. A few things on the maintenance side: the open air shower did not work well with the wooden floors and it was obvious that ours had a leak problem around the seams they had tried to fix repeatedly. There were ants on all of the chairs around the campfire. And their was dust attaching to the canvas ceiling from the ceiling fan. That said our kids loved the place and being young they were more excided about terramor than actual acadia. They loved the heated pool, the breakfast, and the free smores. It was a great family atmosphere."

Bluenose Inn - Bar Harbor Collection

8/10 Good

"The hotel is wonderfully located and the view is incredible Although dated, the rooms are spacious and clean Good coffee and other amenities The WiFi was not good and no solution was offered Other than that, I recommend the hotel as an authentic op bar harbor experience"

Holiday Inn Resort Bar Harbor - Acadia Natl Park by IHG

8/10 Good

"Clean rooms, ocean view and hot tub. Check your room location away from lobby, hear more sounds when sleeping in the night."

Main Street Motel

8/10 Good

"Clean room in a great location! Would definitely recommend."

Island View Hotel Bar Harbor

10/10 Excellent

"clean and beds were comfortable, it was very close to boothbay Harbor which was great... no elevator which was hard, but we managed.... one of the girls on her early morning walk got flowers from a worker...sweet"

Kimball Terrace Inn Northeast Harbor

8/10 Good

"No breakfast and the neighboring restaurant did not open until 8 which is not helpful to early hikers. Beautiful area, a bit noisy being on the bottom floor with movement above us. May just be an older building but the walls were thin in my opinion."

Atlantic Coast Inn

8/10 Good

"It was a nice room, about 35 minutes from Cadillac mountain and Bar harbor."

More cheap stays in Winter Harbor