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Winter Harbor Rentals

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272 Results

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272 Houses

ACADIA National Park. Walk to Ocean, Restaurants. Private Deck Mountain VIEW

Winter Harbor house

3 bedrooms / 2 bathrooms / sleeps 6

“Comfy and Clean” Our family of five just returned from staying five nights in Winter Harbor. The stay was wonderful and the house was really great. We all felt so at home. The house was spotlessly clean. The neighborhood was very friendly. The owner provided so much helpful information on area sights and restaurants. There was everything we could possible need in the house for cooking. Three bedrooms upstairs provided nice privacy for early risers to start their day without bothering the others. Nice little deck for quiet reading in the sun. Short bike ride to Grindstone Neck. Could have easily biked to Schoodic Point but ended up driving. Just loved it. Hope we can go back again!!!

Responds fast! avg. 14 minutes

Price per night from

$201

Schoodic Point Cottage

Winter Harbor cottage

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 1 hour 17 minutes

Price per night from

$130

The Schoodic Apartment

Winter Harbor apartment

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 1 hour 17 minutes

Price per night from

$109

Gerrish Vacation Rentals

Winter Harbor apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$171

Gerrish Vacation Rentals

Winter Harbor apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$171

Down East Maine Modern, Well Equipped Cottage in Heart of Coastal Winter Harbor

Winter Harbor cottage

2 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$181

Winter Harbor Apartment (aka: Fred's Place)

Winter Harbor apartment

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 1 hour 17 minutes

Price per night from

$109

Anchor Down At Schoodic Point

Winter Harbor house

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$236

Rustic Waterfront Cabin w/ Beach in Winter Harbor!

Winter Harbor log cabin

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 5 minutes

Price per night from

$184

Captain Guptill House steps from the waters edge in Winter Harbor

Winter Harbor house

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 19 minutes

Price per night from

$222

Guptill Cottage on Schoodic Point, Winter Harbor

Winter Harbor house

3 bedrooms / 1 bathroom / sleeps 5

Responds fast! avg. 19 minutes

Price per night from

$206

The Boat House on Guptill Point

Winter Harbor cottage

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 19 minutes

Price per night from

$222

Great rentals within 20 miles that match your search

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Birch Harbor boathouse

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$1,054

Sounds of the Sea

Bar Harbor house

3 bedrooms / 4 bathrooms / sleeps 7

Price per night from

$1,174

Beautiful new house + classic cottage Seal Harbor

Seal Harbor house

6 bedrooms / 4 bathrooms / sleeps 12

Price per night from

$939

Birch Bark Cabin near Hodgdon Pond

Seal Cove cottage

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 46 minutes

Price per night from

$152

Deer Track, Cabin Overlooking Somes Sound

Mount Desert house

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$152

Seal Cove Cottage

Seal Cove cottage

4 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$419

SUMMERTIME COTTAGES BAR HARBOR

Hulls Cove house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$394

Great location walk downtown around corner 3 park entrances/Cadillac/Eagle lake

Bar Harbor house

4 bedrooms / 2 bathrooms / sleeps 10

“Regular Visitors Sharing Positive Experience” This is our 8th year at Highbrook House and every year gets better. We have witnessed many upgrades to the home over the years. When we walk into the home for our vacation, we are always excited to see the new changes.. We really enjoyed the new kitchen. This is the heart of the home and is "top of the line" with new appliances, pots/pans. What a difference from last year. We really enjoy the Master Suite, large with a sitting area just like the bedroom upstairs where my son and his family stay... Every year we notice new towels and bathroom furnishings so I don't have to bring anything with me. The owner is always on top of anything we need and returns calls promptly. We will be there again this year and look forward to the home, it's surroundings and the peace and quiet of the area... But... we are around the corner from the park and downtown...

Price per night from

$352

Corea by the sea

Corea house

2 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$142

Quiet Oceanfront Home On Quiet Bay Near Acadia (Lamoine)

Lamoine house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$412

Virginia's Sunset at Sunset Cottages

Bernard cottage

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 3 hours 3 minutes

Price per night from

$157

Intimate sunny apartment with an ocean view

Southwest Harbor apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$194

Pine Cone Cabin near Hodgdon Pond

Seal Cove cottage

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 46 minutes

Price per night from

$152

Acadiacamper rentals delivered to campground

Southwest Harbor caravan/mobile home

1 bedroom / 1 bathroom / sleeps 5

Price per night from

$118

EDEN COVE: STUNNING, PRIVATE LUXURY OCEANFRONT HOME, EXPANSIVE OCEAN VIEWS/BEACH

Bar Harbor house

3 bedrooms / 4 bathrooms / sleeps 6

Price per night from

$941

Bar Harbor Region Oceanfront Cabin on 20 Private Acres w/ 1 mile of Shoreline

Sullivan house

3 bedrooms / 1 bathroom / sleeps 8

Price per night from

$706

Price per night from

$294

Summertime Cottages Bar Harbor: Your Home in Bar Harbor

Bar Harbor house

4 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$403

Family Home Away From Home. Nestled in the Woods Yet Close to Everything Acadia

Mount Desert house

5 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$324

Idyllic Suite, Ocean and Island Views near Acadia

Southwest Harbor apartment

1 bedroom / 1 bathroom / sleeps 3

Price per night from

$166

Bar Harbor Getaway

Bar Harbor house

3 bedrooms / 1 bathroom / sleeps 5

Price per night from

$236

Annie's Outlook at Sunset Cottages

Acadia National Park cottage

1 bedroom / 1 bathroom / sleeps 2

“Great location, beautiful view, cosy place” We visited for a week with our kids (9, 12 years) in July, I can only support my Co-reviewers: a most beautiful location, the sea at your feet, a spectacular sight with sunsets and rocks for kids to climb, with love, taste and insight prepared surroundings (find a bench/picknic table at the places you like to sit), a cosy, clean place, with all you need to feel comfortable, kind people meeting your needs/wishes whereever possible, lots of interesting things to do (hikes, biking, whale watching) in close distance.

Price per night from

$191

charming 1790's farmhouse retreat

Sullivan farmhouse

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$206

Shorefront Home on 20 Secluded Acres, Spectacular

Gouldsboro house

5 bedrooms / 5 bathrooms / sleeps 10

Price per night from

$925

Quiet coastal retreat

Steuben house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$211

Return to Beauty

Bar Harbor house

5 bedrooms / 5 bathrooms / sleeps 12

Price per night from

$941

Viewing 38 of 272
rentals in Winter Harbor

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Top Destination reviews

ACADIA National Park. Walk to Ocean, Restaurants. Private Deck Mountain VIEW
Great family stay

We have 4 generations staying here for several nights. First of all the owners were wonderful to work with and the home had everything we needed to have a wonderful time. There was plenty of space for everyone and we enjoyed walking into Winter Harbor to explore, get groceries and to eat. It was a great place to relax after taking the ferry across to Bar Harbor and we could get away from all the hustle and bustle. We would definitely stay here again.see more
Captain Guptill House steps from the waters edge in Winter Harbor
Girls trip

To start off the house was just as beautiful, if not more so, than the pictures. If you are looking for a nice place to relax, take some time off from your crazy lives, this is definitely the place to do it. The town is small and quaint and the people were friendly and so helpful with directions and suggestions.We were fortunate enough to meet the owners of the home and they were just wonderful people, so welcoming and you could tell they loved being part of the community in Winter Harbor. There is part of the Acadia Forest a mile or two from the main part of town where you can hike and bike and see beautiful things. There is a convenient island ferry that can take you back and forth to Bar Harbor for some additional shopping, tours, and restaurants. I will be back again someday to this beautful home and area.see more

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