South Freeport Vacation Rentals, Houses & More


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Great rentals within 20 miles that match your search

1 / 33

Historic Captain York House: 7 Bed, 6.5 Bath

  • 7
  • 14
  • Min stay varies

$401

Details

1 / 5

3 bedroom home near beaches

  • 3
  • 8
  • 4 nights min

$275

Details

1 / 13

Higgins Beach, Baer's Cottage 1 block to beach

  • 3
  • 6
  • 7 nights min

$243

Details

1 / 17

6 Quartermasters Court

  • 3
  • 6
  • Min stay varies

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Details

1 / 25

Classic Harbor Cottages, LLC #68

  • 3
  • 8
  • 3 nights min

Inquire for Rates

Details

1 / 23

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

  • 4
  • 7
  • 7 nights min

$250

Details

1 / 62

Cozy Cottage

  • 1
  • 2
  • 7 nights min

$108

Details

1 / 22

Maine Cottage on Beach, Indian Point,Georgetown ME

  • 3
  • 6
  • Min stay varies

$270

Details

1 / 5

Sunny Home with Ocean Views

  • 3
  • 6
  • 3 nights min

$351

Details

1 / 8

Waterfront Cottage, Stroll Away from Historic Bath

  • 2
  • 4
  • 3 nights min

$193

Details

1 / 20

Camp Forever

  • Studio
  • 3
  • 2 nights min

$166

Details

1 / 19

Panoramic Ocean Views!

  • 2
  • 6
  • 7 nights min

$401

Details

1 / 32

Life is a Beach at Kettle Cove

  • 3
  • 8
  • 2 nights min

$296

Details

1 / 22

Willard Beach - Simone By The Sea - New Home

  • 3
  • 4
  • 3 nights min

$401

Details

1 / 55

BOOKING 2017 & 2018 SEBAGO LAKE 5 STAR COTTAGE

  • 2
  • 6
  • 7 nights min

$140

Details

1 / 161

Schooner Landing

  • 4
  • 10
  • 7 nights min

$357

Details

1 / 6

Portland, ME - East End Garden Suite

  • 1
  • 4
  • 3 nights min

$231

Details

1 / 8

9B – Officer’s Quarters

  • 6
  • 12
  • Min stay varies

$526

Details

1 / 16

Sebago Lake - 3 Bedroom / 1 Bath Shore/Dock

  • 3
  • 8
  • 7 nights min

$472

Details

1 / 24

NEW! ‘Heron Cottage’ 1BR South Freeport Cottage

  • 1
  • 4
  • Min stay varies

$231

Details

1 / 21

Enjoy a Secluded Location on Mount Desert

  • 3
  • 8
  • 7 nights min

$286

Details

1 / 14

Antique Cottage in Serene Setting

  • 2
  • 4
  • 7 nights min

$186

Details

1 / 20

Waterfront Cottage

  • 1
  • 2
  • 3 nights min

$174

Details

1 / 8

Classic Harbor Cottage

  • 4
  • 5
  • Min stay varies

Inquire for Rates

Details

1 / 12

Classic Maine Cottage with beautiful water views

  • 3
  • 8
  • Min stay varies

$145

Details

1 / 16

Beachfront Cottage on Indian Point

  • 2
  • 6
  • Min stay varies

$279

Details

1 / 21

Majestic Garden Condo Featuring Private Outdoor Space Downtown/West-End Portland

  • 1
  • 4
  • Min stay varies

$185

Details

1 / 6

Secluded, waterfront deckhouse with panoramic view

  • 3
  • 6
  • 7 nights min

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Details

1 / 13

Waterfront luxury home in Georgetown Maine

  • 4
  • 9
  • 7 nights min

$857

Details

1 / 23

Oceanfront Cottage with private beach-Pet friendly

  • 3
  • 8
  • 7 nights min

$129

Details

1 / 22

Townhouse in the Heart of Portland's West End

  • 3
  • 6
  • 3 nights min

$361

Details

1 / 40

Scenic White Rocks Cottage on the Maine Coast

  • 2
  • 6
  • Min stay varies

$114

Details

1 / 13

Willard Beach Get Away - Dog Friendly

  • Studio
  • 3
  • 3 nights min

$196

Details

1 / 10

Executive furnished Penthouse in Brunswick, Maine.

  • 1
  • 2
  • 7 nights min

$72

Details

1 / 14

3 bed House, Great energy, 4 miles to the Beach!

  • 3
  • 6
  • 4 nights min

$300

Details

1 / 25

Spectacular views of the open ocean and harbor.

  • 3
  • 10
  • Min stay varies

$196

Details

1 / 14

True St Freeport

  • 2
  • 5
  • 2 nights min

$125

Details

1 / 14

NEW! ‘Osprey Cottage’ 2BR South Freeport Cottage

  • 2
  • 6
  • Min stay varies

$250

Details

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