Southport Vacation Rentals, Houses & More


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Areas near Southport

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1 / 35

Oceanfront contemporary home with stunning island and lighthouse views

  • 3
  • 6
  • Min stay varies

$80

Details

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1 / 26

LEDGEMERE | SOUTHPORT ISLAND | BOLD OCEANFRONT | ISLANDS | LIGHTHOUSE

  • 3
  • 6
  • Min stay varies

$318

Details

1 / 24

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

  • 5
  • 10
  • Min stay varies

$411

Details

1 / 15

Great rentals within 30 miles that match your search

1 / 9

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

  • 2
  • 4
  • Min stay varies

Inquire for Rates

Details

1 / 17

SOUTHPORT Waterfront Tidewater Farm with dock

  • 4
  • 6
  • 7 nights min

$358

Details

1 / 31

SOUTHPORT waterfront historic farmhouse w dock

  • 4
  • 6
  • 7 nights min

$400

Details

1 / 25

MERWICK COTTAGE | FIVE ISLANDS | GEORGETOWN, MAINE | WATER-FRONT| OCEAN VIEWS

  • 3
  • 6
  • Min stay varies

$269

Details

1 / 23

Waterfront House with Views of Working Harbor and Open Ocean from Every Room

  • 4
  • 7
  • 7 nights min

$250

Details

1 / 16

JOHNS COTTAGE | MCKOWN POINT | JUNIPER POINT ASSOCIATION | OCEAN FRONT | OCEAN

  • 5
  • 10
  • Min stay varies

$287

Details

1 / 41

Elegant and inviting plantation-style home with two levels of wrap-around decks

  • 4
  • 7
  • 2 nights min

$136

Details

1
1 / 27

Charming, dog-friendly cottage near aquarium - minutes from Boothbay Harbor!

  • 3
  • 6
  • Min stay varies

$99

Details

1 / 20

Lakefront home w/ a private dock, canoe, kayak, fishing equipment & two decks!

  • 4
  • 8
  • Min stay varies

$350

Details

1 / 24

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

  • 3
  • 6
  • 2 nights min

$248

Details

1 / 19

THE LEDGE | SOUTHPORT ISLAND MAINE | OCEAN FRONT | TIDAL COAST LINE| ROMANTIC

  • 3
  • 4
  • Min stay varies

$464

Details

1 / 18

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

  • 2
  • 4
  • Min stay varies

$254

Details

1 / 25

Enchanting bayview home close to the beach scene and local attractions

  • 3
  • 4
  • Min stay varies

$99

Details

1 / 24

SPRUCEROCK COTTAGE | SOUTHPORT ISLAND MAINE | OCEANFRONT | FAMILY VACATION

  • 3
  • 6
  • Min stay varies

$315

Details

1
1 / 26

LAZY DAYS | SPRUCE POINT | BOOTHBAY HARBOR, MAINE | WATER-FRONT| VIEWS INTO

  • 4
  • 7
  • Min stay varies

$358

Details

1 / 26

ATLANTIC SUNSET | SPRUCE POINT | OCEAN FRONT | KAYAKING | PET-FRIENDLY

  • 7
  • 12
  • Min stay varies

$748

Details

1 / 18

SPRUCE POINT ESTATE | KAYAKING, BOATING, BIKING AND MORE! | PET-FRIENDLY

  • 5
  • 10
  • Min stay varies

$909

Details

41
1 / 27

Boothbay Harbor Pet-Friendly High-Tech House Lake Access Near Ocean

  • 3
  • 8
  • Min stay varies

$160

Details

1 / 9

LA CABINITA | BOOTHBAY HARBOR | SPRUCEWOLD COMMUNITY | SECLUDED SETTING | GREAT

  • 3
  • 6
  • Min stay varies

$183

Details

1 / 24

Classic and dog-friendly house w/grassy yard, near area shopping!

  • 4
  • 8
  • Min stay varies

$176

Details

1 / 12

Beautiful waterfront home

  • 2
  • 4
  • 7 nights min

$208

Details

1 / 24

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

  • 3
  • 6
  • Min stay varies

$205

Details

1 / 24

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

  • 2
  • Min stay varies

$139

Details

1 / 24

Buddy’s Barrel House: Pet-Friendly 3BR Apartment in Downtown Boothbay

  • 3
  • 8
  • Min stay varies

$425

Details

1 / 23

Historic Cape Cod with Harbor View, Featured in Coastal Living Magazine!

  • 3
  • 6
  • Min stay varies

$204

Details

2
1 / 15

New England 1890 House with part water view

  • 1
  • 2
  • 7 nights min

$100

Details

1
1 / 14

EDGE OF THE SEA | OCEANFRONT | OCEAN POINT | EAST BOOTHBAY MAINE | LIGHTHOUSES

  • 3
  • 6
  • Min stay varies

$423

Details

1 / 26

Charming waterfront cottage on Mill Cove w/ a large deck & gas grill - near town

  • 2
  • 4
  • Min stay varies

$99

Details

1 / 24

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

  • 1
  • 2
  • Min stay varies

$109

Details

1 / 9

Mackerel Sky Suite

  • 1
  • 2
  • Min stay varies

$110

Details

1 / 31

Vintage, log cabin w/ beach club access, very close to harbor

  • 2
  • 4
  • Min stay varies

$99

Details

1 / 24

Boothbay Harbor Penthouse- In Heart of Downtown with Harbor Views

  • 2
  • 6
  • Min stay varies

$240

Details

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