South Portland Vacation Rentals, Houses & More


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Areas near South Portland

Great rentals within 20 miles that match your search

1 / 13

LANGLOIS "family oriented"

  • 2
  • 6
  • Min stay varies

$186

Details

1 / 16

Beach House for Rent

  • 3
  • 7
  • 7 nights min

$307

Details

1 / 12

Oceanfront Shingle Style

  • 6
  • 14
  • 7 nights min

$1001

Details

1 / 5

Golden Shores Condominium

  • 2
  • 4
  • 7 nights min

$357

Details

1 / 25

NEW PHOTOS - Old Orchard Beach Summer Home

  • 3
  • 12
  • 5 nights min

$357

Details

1 / 5

Large 5 Bedroom Beach House Sleeps 12

  • 5
  • 12
  • 7 nights min

$414

Details

1 / 29

Falmouth Foreside Maine Contemporary Cottage Home - indoor lap pool, roof deck

  • 4
  • 8
  • 3 nights min

$551

Details

1 / 22

Casco Bay Atlantic Cape...POOL!

  • 4
  • 8
  • 1 night min

$176

Details

1 / 19

Cheery 2BR Goose Rocks Beach Condo with 450ft deck

  • 1
  • 4
  • 7 nights min

$144

Details

1 / 12

Summer Vacation Rental Old Orchard Beach

  • 3
  • 6
  • 7 nights min

$258

Details

1 / 27

SEASCAPE-Views 5 bedrooms-Close walk to the Beach

  • 5
  • 14
  • Min stay varies

$515

Details

1 / 14

Surfview

  • 2
  • 6
  • 7 nights min

$286

Details

1 / 28

Three cabins w/ lake views, firepit - walk to Sebago Lake Basin beach & moorings

  • 5
  • 12
  • Min stay varies

$115

Details

1 / 24

Classic home w/ screened porch & ocean views - walk to the beach & pier!

  • 4
  • 10
  • Min stay varies

$185

Details

1 / 16

PARADIS- Pets Okay - Kinney Shores, Saco

  • 2
  • 6
  • Min stay varies

$214

Details

1 / 18

13H – Townhome

  • 3
  • 8
  • Min stay varies

$241

Details

1 / 14

Spectular home with private deeded beach rights

  • 5
  • 12
  • 7 nights min

$572

Details

1 / 161

Schooner Landing

  • 4
  • 10
  • 7 nights min

$357

Details

1 / 17

6 Quartermasters Court

  • 3
  • 6
  • Min stay varies

Inquire for Rates

Details

1 / 24

NEW! ‘Heron Cottage’ 1BR South Freeport Cottage

  • 1
  • 4
  • Min stay varies

$231

Details

1 / 12

Relaxing private beach house... Steps to beach

  • 3
  • 6
  • Min stay varies

$150

Details

1 / 4

Ocean Park Cottage

  • 2
  • 5
  • Min stay varies

$130

Details

1 / 20

Ocean Front Cottage, Harpswell, ME

  • 3
  • 6
  • 7 nights min

$140

Details

1 / 30

The Tranquil Beauty

  • 3
  • 7
  • 7 nights min

$501

Details

1 / 14

Two Bedroom Cottage in Wagon Wheel RV Resort

  • 2
  • 6
  • Min stay varies

$234

Details

1 / 24

New and gorgeous home with private beach access nearby and a shared pool!

  • 1
  • 2
  • Min stay varies

$162

Details

1 / 13

Willard Beach Get Away - Dog Friendly

  • Studio
  • 3
  • 3 nights min

$196

Details

1 / 27

2BR / 1B - Willard Beach -- South Portland

  • 2
  • 4
  • 3 nights min

$150

Details

1 / 67

WILLARD BEACH with OCEAN VIEWS ~ 100 yds to beach!

  • 3
  • 9
  • Min stay varies

$295

Details

1 / 22

Willard Beach - Simone By The Sea - New Home

  • 3
  • 4
  • 3 nights min

$401

Details

1 / 24

New South Portland Cottage, 10 Minutes to Downtown, Great for Entertaining

  • 1
  • 2
  • Min stay varies

$213

Details

1 / 13

The Willard Beach House (Dog friendly!)

  • 1
  • 5
  • Min stay varies

$191

Details

1 / 14

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

  • 3
  • 6
  • 4 nights min

$300

Details

1 / 21

Cozy, dog-friendly condo w/ deck - on Willard Square, one block to the beach!

  • 2
  • 4
  • Min stay varies

$85

Details

1 / 20

Inviting dog-friendly condo in Willard Square w/ a deck & grill!

  • 2
  • 6
  • Min stay varies

$88

Details

1 / 6

Bright & inviting dog-friendly condo w/ deck, gas grill, & wood stove!

  • 2
  • 4
  • Min stay varies

$81

Details

1 / 4

NEW LISTING: Stunningly Renovated Beach House with OCEAN VIEWS-150 yes to beach

  • 4
  • 13
  • 3 nights min

$895

Details

1 / 26

Large Home Walk to Beach! Close to all amenities!

  • 4
  • 11
  • Min stay varies

$176

Details

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