Wiscasset Vacation Home Rentals, Treehouses & More


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Areas near Wiscasset

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1 / 35

25 Middle-New Loft Apartment w.Water Views

  • 2
  • 5
  • 3 nights min

$169

Details

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Green Gables, magical home & garden near the sound

  • 1
  • 4
  • 1 night min

$150

Details

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BELLA VISTA | WESTPORT ISLAND | SALT WATER RIVER | PRIVATE DOCK & FLOAT

  • 2
  • 6
  • Min stay varies

$342

Details

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1 / 24

Wiscasset Lavender Farm Cottage + Airstream Trailer on Sheepscot River

  • 2
  • 6
  • Min stay varies

$183

Details

1 / 8

Vintage Cottage with Spectacular Water Views!

  • 5
  • 12
  • 3 nights min

$995

Details

1 / 69

Spectacular Views! 800 deep water feet, 3.5 acres!

  • 5
  • 12
  • 3 nights min

$995

Details

1 / 105

Spectacular Views! Vintage waterfront Cottage!!

  • 5
  • 12
  • 3 nights min

$995

Details

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Cliffside Cottage on Westport Island, Maine

  • 3
  • 6
  • 3 nights min

$475

Details

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1 / 23

Smith House on Westport Island

  • 5
  • 16
  • 5 nights min

$600

Details

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Waterfront on Westport Island

  • 3
  • 6
  • Min stay varies

$125

Details

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1 / 21

Newly renovated quiet, cozy cottage

  • 3
  • 6
  • 4 nights min

$200

Details

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Victorian Cottage on Westport Island

  • 4
  • 8
  • 3 nights min

$160

Details

Great rentals within 30 miles that match your search

1 / 24

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

  • 2
  • 6
  • Min stay varies

$168

Details

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1 / 24

Dog-friendly waterfront studio with amazing views - great for relaxing!

  • 1
  • 4
  • Min stay varies

$99

Details

1
1 / 47

Quaint new cottage w/ porch, deck & river views - close to Wiscasset & Boothbay!

  • 3
  • 6
  • Min stay varies

$99

Details

1 / 24

New 1BR Riverfront Condo in Sheepscot Harbour - Walk to Famed Seafood Eatery

  • 1
  • 4
  • Min stay varies

$116

Details

1 / 24

Beautiful New 1BR Condo w/ River Views at Sheepscot Harbor Resort

  • 1
  • 2
  • Min stay varies

$118

Details

1 / 41

Waterfront townhome w/ cozy fireplace, river views, & shared pool/ hot tub!

  • 3
  • 6
  • Min stay varies

$250

Details

1 / 33

Riverfront condo w/ deck & shared pool/hot tub - minutes to shops & restaurants!

  • 3
  • 6
  • Min stay varies

$99

Details

1 / 16

Romantic Harbour-side Studio 52w

  • 1
  • 4
  • 2 nights min

$150

Details

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1 / 24

Dog-friendly, waterfront suite w/ river access near Wiscasset

  • 1
  • 4
  • Min stay varies

$60

Details

1 / 22

1BR, 1BA Edgecomb Condo in Sheepscot Harbour Resort - Steps from the Water

  • 1
  • 5
  • Min stay varies

$150

Details

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

  • 3
  • 6
  • Min stay varies

$350

Details

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‘Top of The World Vista’ Edgecomb Cottage!

  • 4
  • Min stay varies

$200

Details

1 / 24

Waterfront Storybook Maine Farmhouse – Wildflower Fields & Rolling Hills

  • 3
  • 6
  • Min stay varies

$194

Details

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PROVENCE | TWO-BEDROOM COTTAGE | WOODED SETTING | PET FRIENDLY| ASSOCIATION

  • 2
  • 4
  • Min stay varies

$198

Details

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Immaculate Boothbay Region Waterfront Home

  • 4
  • 8
  • Min stay varies

$250

Details

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1 / 33

Secluded Year-Around Waterfront Cottage

  • 3
  • 6
  • 7 nights min

$172

Details

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SUNRISE | BOOTHBAY | WATER VIEWS | DOCK & FLOAT | VIEWS OF OVENS MOUTH

  • 1
  • 2
  • Min stay varies

$185

Details

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SUNSET | BOOTHBAY | WATER VIEWS | PRIVATE DOCK & FLOAT| RIVER VIEWS OF BACK

  • 2
  • 4
  • Min stay varies

$208

Details

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The Barn

  • 3
  • 12
  • 7 nights min

$300

Details

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Mazu, the Bed & Boat got a sister! NEBI is here

  • 2
  • 4
  • 2 nights min

$245

Details

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Mazu, the Bed&Boat, the most waterfront cottage

  • 2
  • 6
  • 2 nights min

$225

Details

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