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Winter Harbor Holiday Apartments

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50 rentals in Winter Harbor.
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ACADIA National Park. Walk to Ocean, Restaurants! Private Deck Mountain VIEW, holiday rental in Winter Harbor

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

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Schoodic Peninsula, Acadia National Park, Winter Harbor Maine, holiday rental in Winter Harbor

Schoodic Peninsula, Acadia National Park, Winter Harbor Maine

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Schoodic Pen., Acadia Nat. Pk, Bar Harbor; Water - 2 Min. Walk, holiday rental in Winter Harbor

Schoodic Pen., Acadia Nat. Pk, Bar Harbor; Water - 2 Min. Walk

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Oceanfront Cottage W/Views of Acadia Natl. Park/Walk to Town, holiday rental in Winter Harbor

Oceanfront Cottage W/Views of Acadia Natl. Park/Walk to Town

2 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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2 bedroom apartment in the Village of Winter Harbor, holiday rental in Winter Harbor

2 bedroom apartment in the Village of Winter Harbor

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Captain Guptill House steps from the waters edge in Winter Harbor, holiday rental in Winter Harbor

Captain Guptill House steps from the waters edge in Winter Harbor

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Guptill Cottage on Schoodic Point, Winter Harbor, holiday rental in Winter Harbor

Guptill Cottage on Schoodic Point, Winter Harbor

3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Schoodic Point Cottage, holiday rental in Winter Harbor

Schoodic Point Cottage

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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1 bedroom apartment in the Village of Winter Harbor, holiday rental in Winter Harbor

1 bedroom apartment in the Village of Winter Harbor

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Rustic Waterfront Cabin w/ Beach in Winter Harbor!, holiday rental in Winter Harbor

Rustic Waterfront Cabin w/ Beach in Winter Harbor!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Down East Maine Modern, Well Equipped Cottage in Heart of Coastal Winter Harbor, holiday rental in Winter Harbor

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

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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The Schoodic Apartment, holiday rental in Winter Harbor

The Schoodic Apartment

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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The Boat House on Guptill Point, holiday rental in Winter Harbor

The Boat House on Guptill Point

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Winter Harbor Apartment  (aka: Fred's Place), holiday rental in Winter Harbor

Winter Harbor Apartment (aka: Fred's Place)

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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New Waterfront Home for your Relaxing Enjoyment, holiday rental in Winter Harbor

New Waterfront Home for your Relaxing Enjoyment

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Rocko's Cottage Nestled in the Heart of Downtown Bar Harbor, holiday rental in Winter Harbor

Rocko's Cottage Nestled in the Heart of Downtown Bar Harbor

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Oceanside cottage with Spectacular views! Ledgeview Cottage., holiday rental in Winter Harbor

Oceanside cottage with Spectacular views! Ledgeview Cottage.

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Perfect seaside cottage in Corea, Maine, on premier  rocky shore location, holiday rental in Winter Harbor

Perfect seaside cottage in Corea, Maine, on premier rocky shore location

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Be the first to rent this all newly renovated 1930s Log Cabin in Corea., holiday rental in Winter Harbor

Be the first to rent this all newly renovated 1930s Log Cabin in Corea.

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Summer Harbor waterfront home with 580 feet of shoreline, holiday rental in Winter Harbor

Summer Harbor waterfront home with 580 feet of shoreline

3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Grand Marsh Bays most private home., holiday rental in Winter Harbor

Grand Marsh Bays most private home.

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Charming Village Farmhouse With Views of Beautiful Corea Harbor, holiday rental in Winter Harbor

Charming Village Farmhouse With Views of Beautiful Corea Harbor

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Peaceful Cottage in the woods on Grand Marsh Bay, holiday rental in Winter Harbor

Peaceful Cottage in the woods on Grand Marsh Bay

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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'Tugwassa' On Down East Jones Pond- poet's cottage, holiday rental in Winter Harbor

'Tugwassa' On Down East Jones Pond- poet's cottage

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Walk to Town, Shore Path, Acadia from Our Bar Harbor Cottage, holiday rental in Winter Harbor

Walk to Town, Shore Path, Acadia from Our Bar Harbor Cottage

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Spacious, waterfront, open ocean views, near Schoodic Point Acadia National Park, holiday rental in Winter Harbor

Spacious, waterfront, open ocean views, near Schoodic Point Acadia National Park

4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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40 Acre Rocky Woods Cabin w/ Private Trails, Fireplace & Firepit, holiday rental in Winter Harbor

40 Acre Rocky Woods Cabin w/ Private Trails, Fireplace & Firepit

3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Bar Harbor. 75' From the Ocean! Work from Home Beside the Ocean!, holiday rental in Winter Harbor

Bar Harbor. 75' From the Ocean! Work from Home Beside the Ocean!

3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Oceanfront Schoodic Peninsula Log Home - 3 Bedrooms, 2.5 Baths Air-Conditioned, holiday rental in Winter Harbor

Oceanfront Schoodic Peninsula Log Home - 3 Bedrooms, 2.5 Baths Air-Conditioned

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Bar Harbor Panoramic Ocean Front! Kids & Dogs Love It! Wildlife, Fishing, Fun!, holiday rental in Winter Harbor

Bar Harbor Panoramic Ocean Front! Kids & Dogs Love It! Wildlife, Fishing, Fun!

6 bedrooms
7 bathrooms
Sleeps 12
Match: Sleeps
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Oceanfront Home w/crashing surf in Schoodic/Acadia, holiday rental in Winter Harbor

Oceanfront Home w/crashing surf in Schoodic/Acadia

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Strawberry Villa - extra-large, elegant and private in Bar Harbor, holiday rental in Winter Harbor

Strawberry Villa - extra-large, elegant and private in Bar Harbor

6 bedrooms
5 bathrooms
Sleeps 15
Match: Sleeps
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Beautiful West Bay Gouldsboro ME, holiday rental in Winter Harbor

Beautiful West Bay Gouldsboro ME

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Brookhouse: A Cottage by the Sea, holiday rental in Winter Harbor

Brookhouse: A Cottage by the Sea

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Beautiful waterfront home with spectacular ocean views – the perfect getaway!, holiday rental in Winter Harbor

Beautiful waterfront home with spectacular ocean views – the perfect getaway!

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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The Pondhouse At The Farm, holiday rental in Winter Harbor

The Pondhouse At The Farm

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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'Dragonwood Castle' on Waterfront w/ Stunning View, holiday rental in Winter Harbor

'Dragonwood Castle' on Waterfront w/ Stunning View

3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Living the Lake Dream, holiday rental in Winter Harbor

Living the Lake Dream

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Charming Waterfront Winter Harbor Cottage w/Views!, holiday rental in Winter Harbor

Charming Waterfront Winter Harbor Cottage w/Views!

4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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Waterfront Prospect Harbor Cottage w/Yard&Fire Pit, holiday rental in Winter Harbor

Waterfront Prospect Harbor Cottage w/Yard&Fire Pit

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Settlers House - Lodging on the park loop, holiday rental in Winter Harbor

Settlers House - Lodging on the park loop

3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Quintessential Waterfront Cottage on Schoodic Peninsula - Near Acadia, holiday rental in Winter Harbor

Quintessential Waterfront Cottage on Schoodic Peninsula - Near Acadia

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Acadia Sands - 1820's Historic Oceanside Home, holiday rental in Winter Harbor

Acadia Sands - 1820's Historic Oceanside Home

7 bedrooms
8 bathrooms
Sleeps 15
Match: Sleeps
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Historic 'Sea Captain's Home' on 200 Acre Preserve, holiday rental in Winter Harbor

Historic 'Sea Captain's Home' on 200 Acre Preserve

9 bedrooms
10 bathrooms
Sleeps 24
Match: Sleeps
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Cozy log cabin overlooking Acadia National Park, holiday rental in Winter Harbor

Cozy log cabin overlooking Acadia National Park

4 bedrooms
2 bathrooms
Sleeps 14
Match: Sleeps
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Corea by the sea, holiday rental in Winter Harbor

Corea by the sea

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Oceanfront Prospect Harbor House w/ Deck+View, holiday rental in Winter Harbor

Oceanfront Prospect Harbor House w/ Deck+View

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Sparkling Waterfront Home w/ Dreamy Harbor Views - Walk to Dining & Trails, holiday rental in Winter Harbor

Sparkling Waterfront Home w/ Dreamy Harbor Views - Walk to Dining & Trails

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Charming Waterfront Retreat | Sweeping Ocean Views | Near Acadia Park & Ferry, holiday rental in Winter Harbor

Charming Waterfront Retreat | Sweeping Ocean Views | Near Acadia Park & Ferry

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Harbor-View Hideaway w/ Lovely Alfresco Lounges - Walk to Historic Lighthouse, holiday rental in Winter Harbor

Harbor-View Hideaway w/ Lovely Alfresco Lounges - Walk to Historic Lighthouse

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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