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South Gouldsboro Holiday Rentals

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50 rentals in South Gouldsboro.
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Rustic Waterfront Cabin w/ Beach in Winter Harbor!, holiday rental in South Gouldsboro

Rustic Waterfront Cabin w/ Beach in Winter Harbor!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Charming Waterfront Winter Harbor Cottage w/Views!, holiday rental in South Gouldsboro

Charming Waterfront Winter Harbor Cottage w/Views!

4 bedrooms
5 bathrooms
Sleeps 8
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Rocko's Cottage Nestled in the Heart of Downtown Bar Harbor, holiday rental in South Gouldsboro

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

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Beautiful, Comfortable Home with Exceptional In-Town Location, holiday rental in South Gouldsboro

Beautiful, Comfortable Home with Exceptional In-Town Location

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Oceanside cottage with Spectacular views! Ledgeview Cottage., holiday rental in South Gouldsboro

Oceanside cottage with Spectacular views! Ledgeview Cottage.

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Stunning Views from Tree Tops Cottage, near  Acadia Ntl.Park/Schoodic Section, holiday rental in South Gouldsboro

Stunning Views from Tree Tops Cottage, near Acadia Ntl.Park/Schoodic Section

1 bedroom
2 bathrooms
Sleeps 3
Match: Sleeps
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Peaceful Cottage in the woods on Grand Marsh Bay, holiday rental in South Gouldsboro

Peaceful Cottage in the woods on Grand Marsh Bay

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Summer Harbor waterfront home with 580 feet of shoreline, holiday rental in South Gouldsboro

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 South Gouldsboro

Grand Marsh Bays most private home.

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

Schoodic Peninsula, Acadia National Park, Winter Harbor Maine

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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ACADIA National Park. Walk to Ocean, Restaurants! Private Deck Mountain VIEW, holiday rental in South Gouldsboro

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

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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40 Acre Rocky Woods Cabin w/ Private Trails, Fireplace & Firepit, holiday rental in South Gouldsboro

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

3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Spacious, waterfront, open ocean views, near Schoodic Point Acadia National Park, holiday rental in South Gouldsboro

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

4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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'Tugwassa' On Down East Jones Pond- poet's cottage, holiday rental in South Gouldsboro

'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 South Gouldsboro

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

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Fully Restored Blue Rose Cottage in the Heart of Bar Harbor Village!, holiday rental in South Gouldsboro

Fully Restored Blue Rose Cottage in the Heart of Bar Harbor Village!

4 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Oceanfront Cottage W/Views of Acadia Natl. Park/Walk to Town, holiday rental in South Gouldsboro

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

2 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Schoodic Pen., Acadia Nat. Pk, Bar Harbor; Water - 2 Min. Walk, holiday rental in South Gouldsboro

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

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Bar Harbor. 75' From the Ocean! Work from Home Beside the Ocean!, holiday rental in South Gouldsboro

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

3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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2 bedroom apartment in the Village of Winter Harbor, holiday rental in South Gouldsboro

2 bedroom apartment in the Village of Winter Harbor

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Bar Harbor Panoramic Ocean Front! Kids & Dogs Love It! Wildlife, Fishing, Fun!, holiday rental in South Gouldsboro

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

6 bedrooms
7 bathrooms
Sleeps 12
Match: Sleeps
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Hurley Cottage - large & modern, in the heart of Bar Harbor, walk to the harbor, holiday rental in South Gouldsboro

Hurley Cottage - large & modern, in the heart of Bar Harbor, walk to the harbor

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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1 bedroom apartment in the Village of Winter Harbor, holiday rental in South Gouldsboro

1 bedroom apartment in the Village of Winter Harbor

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Oceanfront Schoodic Peninsula Log Home - 3 Bedrooms, 2.5 Baths Air-Conditioned, holiday rental in South Gouldsboro

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

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Cottage Street Townhouse - in the heart of Bar Harbor, holiday rental in South Gouldsboro

Cottage Street Townhouse - in the heart of Bar Harbor

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Oceanfront Home w/crashing surf in Schoodic/Acadia, holiday rental in South Gouldsboro

Oceanfront Home w/crashing surf in Schoodic/Acadia

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Hathaway Cottage - modern, beautiful home in the heart of Bar Harbor near the wa, holiday rental in South Gouldsboro

Hathaway Cottage - modern, beautiful home in the heart of Bar Harbor near the wa

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful West Bay Gouldsboro ME, holiday rental in South Gouldsboro

Beautiful West Bay Gouldsboro ME

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Captain Guptill House steps from the waters edge in Winter Harbor, holiday rental in South Gouldsboro

Captain Guptill House steps from the waters edge in Winter Harbor

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Brookhouse: A Cottage by the Sea, holiday rental in South Gouldsboro

Brookhouse: A Cottage by the Sea

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Guptill Cottage on Schoodic Point, Winter Harbor, holiday rental in South Gouldsboro

Guptill Cottage on Schoodic Point, Winter Harbor

3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Beautiful waterfront home with spectacular ocean views – the perfect getaway!, holiday rental in South Gouldsboro

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

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Schoodic Point Cottage, holiday rental in South Gouldsboro

Schoodic Point Cottage

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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The Pondhouse At The Farm, holiday rental in South Gouldsboro

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 South Gouldsboro

'Dragonwood Castle' on Waterfront w/ Stunning View

3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Shore front home in a charming summer community, holiday rental in South Gouldsboro

Shore front home in a charming summer community

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Living the Lake Dream, holiday rental in South Gouldsboro

Living the Lake Dream

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Oceanfront Sullivan Cottage on 6 Acres w/Kayak!, holiday rental in South Gouldsboro

Oceanfront Sullivan Cottage on 6 Acres w/Kayak!

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Luxurious Oceanfront Flanders Bay Home w/ Kayaks!, holiday rental in South Gouldsboro

Luxurious Oceanfront Flanders Bay Home w/ Kayaks!

4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Waterfront Prospect Harbor Cottage w/Yard&Fire Pit, holiday rental in South Gouldsboro

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 South Gouldsboro

Settlers House - Lodging on the park loop

3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Winter Harbor Apartment  (aka: Fred's Place), holiday rental in South Gouldsboro

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 South Gouldsboro

The Schoodic Apartment

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Acadia Sands - 1820's Historic Oceanside Home, holiday rental in South Gouldsboro

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 South Gouldsboro

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

9 bedrooms
10 bathrooms
Sleeps 24
Match: Sleeps
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Enchanting Sorrento Home w/ 200 Feet of Waterfront, holiday rental in South Gouldsboro

Enchanting Sorrento Home w/ 200 Feet of Waterfront

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Cozy log cabin overlooking Acadia National Park, holiday rental in South Gouldsboro

Cozy log cabin overlooking Acadia National Park

4 bedrooms
2 bathrooms
Sleeps 14
Match: Sleeps
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Oceanfront Prospect Harbor House w/ Deck+View, holiday rental in South Gouldsboro

Oceanfront Prospect Harbor House w/ Deck+View

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Shorefront House w/Views, 14 Mi to Acadia NP!, holiday rental in South Gouldsboro

Shorefront House w/Views, 14 Mi to Acadia NP!

4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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The Boat House on Guptill Point, holiday rental in South Gouldsboro

The Boat House on Guptill Point

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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