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Winter Harbor Holiday Rentals

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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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22 other travellers have booked this property
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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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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Schoodic Point Cottage, holiday rental in Winter Harbor

Schoodic Point Cottage

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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2 other travellers have booked this property
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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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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The Schoodic Apartment, holiday rental in Winter Harbor

The Schoodic Apartment

1 bedroom
1 bathroom
Sleeps 2
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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Bold Open Ocean Frontage, holiday rental in Winter Harbor

Bold Open Ocean Frontage

4 bedrooms
4 bathrooms
Sleeps 12
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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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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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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'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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4 other travellers have booked this property
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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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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17 other travellers have booked this property
40 Acre Cabin w/ Private Trails, Firepit & Fireplace on Rocky Coast, holiday rental in Winter Harbor

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

3 bedrooms
1 bathroom
Sleeps 5
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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7 other travellers have booked this property
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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Vanderbilt Lodge - 4 BR, 2.5 BA, elegant, restored classic, water access & walk, holiday rental in Winter Harbor

Vanderbilt Lodge - 4 BR, 2.5 BA, elegant, restored classic, water access & walk

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Ogden Point Guest House - amazing waterfront property in Bar Harbor, holiday rental in Winter Harbor

Ogden Point Guest House - amazing waterfront property in Bar Harbor

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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7 other travellers have booked this property
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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Briar Lodge - Elegant History on the Bay, holiday rental in Winter Harbor

Briar Lodge - Elegant History on the Bay

3 bedrooms
2 bathrooms
Sleeps 5
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’ 3BR Maine Home on Waterfront!, holiday rental in Winter Harbor

‘Dragonwood Castle’ 3BR Maine Home on Waterfront!

3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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1 other traveller has booked this property
Stewart Cottage - Historic duplex in Bar Harbor, holiday rental in Winter Harbor

Stewart Cottage - Historic duplex in Bar Harbor

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Megerry Place - historic duplex in the heart of Bar Harbor, walk or bike the vil, holiday rental in Winter Harbor

Megerry Place - historic duplex in the heart of Bar Harbor, walk or bike the vil

2 bedrooms
1 bathroom
Sleeps 4
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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Little Acorn - rustic and quaint in the woods in Bar Harbor, holiday rental in Winter Harbor

Little Acorn - rustic and quaint in the woods in Bar Harbor

3 bedrooms
2 bathrooms
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
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2 other travellers have booked this property
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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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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1 other traveller has booked this property
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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New Listing! Waterfront Retreat w/ Sweeping Ocean Views - Near Acadia Park, holiday rental in Winter Harbor

New Listing! Waterfront Retreat w/ Sweeping Ocean Views - Near Acadia Park

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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