Southport Vacation Rentals, Houses & More


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Areas near Southport

1 / 35

Oceanfront contemporary home with stunning island and lighthouse views

  • 3
  • 6
  • Min stay varies

$109

Details

1 / 26

LEDGEMERE | SOUTHPORT ISLAND | BOLD OCEANFRONT | ISLANDS | LIGHTHOUSE

  • 3
  • 6
  • Min stay varies

$318

Details

1 / 17
1 / 24

PIFFI BIFF| SOUTHPORT ISLAND | NEAR CAPE NEWAGEN | BOOTHBAY PENINSULA| GREAT

  • 5
  • 10
  • Min stay varies

$412

Details

1 / 15

Great rentals within 20 miles that match your search

1 / 24

Charming Log Cabin w/ Deeded Beach Access

  • 3
  • 5
  • Min stay varies

Inquire for Rates

Details

1 / 10

Furnished Upscale 4 Bedroom Brunswick Maine

  • 4
  • 7
  • 7 nights min

$127

Details

1 / 6

Secluded, waterfront deckhouse with panoramic view

  • 3
  • 6
  • 7 nights min

Inquire for Rates

Details

1 / 24

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

  • 3
  • 10
  • Min stay varies

$195

Details

1 / 8

Waterfront Cottage, Stroll Away from Historic Bath

  • 2
  • 4
  • 3 nights min

$194

Details

1 / 24

3BR in Downtown Boothbay Harbor, On the Shore of Mill Cove

  • 3
  • 6
  • Min stay varies

$205

Details

1 / 14

Oceanfront home with dock and sunrise views

  • 4
  • 10
  • Min stay varies

$226

Details

1 / 8

Classic Harbor Cottage

  • 4
  • 5
  • Min stay varies

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Details

1 / 24

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

  • 1
  • 4
  • Min stay varies

$118

Details

1 / 16

Cozy 2-bdrm w/ lg deck overlooking Round Pond cove

  • 2
  • 4
  • 7 nights min

$69

Details

1 / 20

Waterfront Cottage

  • 1
  • 2
  • 3 nights min

$175

Details

1 / 26

Ocean Waterfront - Walk to Pemaquid Light

  • 2
  • 4
  • 7 nights min

$321

Details

1 / 22

Casco Bay Atlantic Cape...POOL!

  • 4
  • 8
  • 1 night min

$175

Details

1 / 24

Mavooshen Retreat at Sprucewold, Private Beach Access, Minutes to Downtown

  • 2
  • 4
  • Min stay varies

$171

Details

1 / 16

Beachfront Cottage on Indian Point

  • 2
  • 6
  • Min stay varies

$279

Details

1 / 27

Maine Cottage

  • 2
  • 4
  • Min stay varies

$118

Details

1 / 8

2 Bedroom Apartment at Moody Beach

  • 2
  • 5
  • 7 nights min

$171

Details

1 / 9

Wonderful 1855 farmhouse on John's Bay

  • 4
  • 8
  • 5 nights min

$214

Details

1 / 24

Boothbay Harbor Penthouse- In Heart of Downtown with Harbor Views

  • 2
  • 6
  • Min stay varies

$240

Details

1 / 25

Oceanfront Seanook: 3BR, 2BA East Boothbay Artist Cottage

  • 3
  • 6
  • Min stay varies

$342

Details

1 / 105

Spectacular Views! Vintage waterfront Cottage!!

  • 5
  • 12
  • 3 nights min

$996

Details

1 / 24

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

  • 1
  • 4
  • Min stay varies

$99

Details

1 / 18

Beautiful views of the Open Ocean and Harbor

  • 4
  • 10
  • Min stay varies

$216

Details

1 / 16

Tiny House Cottage

  • 1
  • 2
  • 3 nights min

$126

Details

1 / 24

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

  • 1
  • 2
  • Min stay varies

$118

Details

1 / 21

Victorian Cottage on Westport Island

  • 4
  • 8
  • 3 nights min

$161

Details

1 / 24

5BR, 2.5BA Introducing Sage Cottage- Classic New England Ocean Point House

  • 5
  • 10
  • Min stay varies

$398

Details

1 / 18

GULLS` NEST | GEORGETOWN MAINE | WATERFRONT | DOCK and FLOAT | BOATING

  • 2
  • 4
  • Min stay varies

$255

Details

1 / 29

DUCK HOUSE | BOOTHBAY, MAINE | PET FRIENDLY | AFFORDABLE LUXURY HOME | GOLFING

  • 3
  • 8
  • Min stay varies

$556

Details

1 / 24

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

  • 2
  • Min stay varies

$139

Details

1 / 24

Chic Studio Cabin in Boothbay Harbor: Ocean Views, Sprucewold Beach Access

  • 2
  • Min stay varies

$130

Details

1 / 24

3BR Waterfront Home w/ Backyard Kayak Launch – 5 Mins to Botanical Gardens

  • 3
  • 6
  • 2 nights min

$247

Details

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