Southport Vacation Rentals, Houses & More


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1 / 24

Great rentals within 20 miles that match your search

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Victorian Cottage on Westport Island

  • 4
  • 8
  • 3 nights min

$160

Details

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Oceanfront 2BR Cottage on Wooded Half Acre w/ Ocean View

  • 2
  • 4
  • Min stay varies

$130

Details

1 / 8

Vintage Cottage with Spectacular Water Views!

  • 5
  • 12
  • 3 nights min

$996

Details

1 / 24

Sunny Brae, Modern Sprucewold Log Cabin With Beach Access

  • 2
  • 4
  • Min stay varies

$150

Details

1 / 7

Finch Cottage

  • 2
  • 4
  • 7 nights min

$125

Details

1 / 34

Seanook; Ocean on 3 Sides, on its own Rocky Point, 4 decks, 3 bdrm, 2 ba, Wi-Fi

  • 3
  • 6
  • Min stay varies

$216

Details

1 / 10

Green Gables, magical home & garden near the sound

  • 1
  • 4
  • 1 night min

$150

Details

1 / 23

220 Ft of Waterfront

  • 3
  • 10
  • Min stay varies

$229

Details

1 / 8

2 Bedroom Apartment at Moody Beach

  • 2
  • 5
  • 7 nights min

$171

Details

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SOUTHPORT Waterfront Tidewater Farm with dock

  • 4
  • 6
  • 7 nights min

$357

Details

1 / 24

The Coal Shack: Pet-Friendly Harborfront Studio in Downtown Boothbay

  • 2
  • Min stay varies

$140

Details

1 / 24

Historic 4BR, 2BA S Bristol Anodyne House – Harbor Views, Sprawling

  • 4
  • 9
  • Min stay varies

$195

Details

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Ocean Waterfront - Walk to Pemaquid Light

  • 2
  • 4
  • 7 nights min

$321

Details

1 / 28

Open Ocean Estate

  • 3
  • 10
  • 7 nights min

$526

Details

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Wonderful 1855 farmhouse on John's Bay

  • 4
  • 8
  • 5 nights min

$214

Details

1 / 5

Colorful Sunny Second Floor

  • 1
  • 2
  • 4 nights min

$76

Details

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Georgetown (Back River) Vacation Home

  • 5
  • 10
  • Min stay varies

$214

Details

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Back Bay Cottage - Portside: Luxury Condo on Water

  • 3
  • 6
  • Min stay varies

$257

Details

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Secluded Year-Around Waterfront Cottage

  • 3
  • 6
  • 7 nights min

$171

Details

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Oceanfront Cottage on Middle Bay

  • 3
  • 5
  • 7 nights min

$286

Details

1 / 27

Private waterfront home and cabins with trails, dock, kayaks

  • 4
  • 8
  • Min stay varies

$249

Details

1 / 16

Charming 1920's cottage in Ocean Point, Maine

  • 2
  • 6
  • 7 nights min

$142

Details

1 / 14

Antique Cottage in Serene Setting

  • 2
  • 4
  • 7 nights min

$186

Details

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Waterfront Cottage

  • 1
  • 2
  • 3 nights min

$174

Details

1 / 24

Romantic Crow’s Nest Hideaway with Deck and Treetop Vistas – Walk

  • 1
  • 2
  • Min stay varies

$103

Details

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Waterfront Condo in Boothbay Harbor

  • 2
  • 6
  • 7 nights min

$229

Details

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Midcoast Waterfront Cottage on Unspoiled Westport Island-3BR/3BA

  • 3
  • 6
  • Min stay varies

$229

Details

1 / 22

Casco Bay Atlantic Cape...POOL!

  • 4
  • 8
  • 1 night min

$176

Details

1 / 7

Laughton House & Cottages - Cabin - Ebb Tide

  • 1
  • 4
  • 3 nights min

$105

Details

1 / 24

Charming Log Cabin w/ Deeded Beach Access

  • 3
  • 5
  • Min stay varies

$191

Details

1 / 24

1BR+Loft Maine Cottage, South Bristol- Walk to the Harbor & Fisherman's Co-op

  • 1
  • 4
  • Min stay varies

$99

Details

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3BR, 2BA Boothbay Harbor Home w/Water Views—Near Dining & Whale Watching

  • 3
  • 10
  • Min stay varies

$196

Details

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Classic Harbor Cottage

  • 4
  • 5
  • Min stay varies

Inquire for Rates

Details

1 / 24

Stylish 2BR Condo at Sheepscot Harbor Resort - Balcony w/ River Views

  • 2
  • 6
  • Min stay varies

$171

Details

1 / 7

Laughton House & Cottages - Cabin - Low Tide

  • 1
  • 4
  • 3 nights min

$105

Details

1 / 9

OCEAN WAY | SOUTHPORT ISLAND | QUIET WOODLAND RETREAT | LOCAL BEACHES | BICYCLE

  • 2
  • 4
  • Min stay varies

Inquire for Rates

Details

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