South Portland Vacation Rentals, Houses & More


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Great rentals within 20 miles that match your search

1 / 19

Panoramic Ocean Views!

  • 2
  • 6
  • 7 nights min

$397

Details

1 / 21

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

  • 1
  • 4
  • Min stay varies

$183

Details

1 / 14

Private cottage 3 blocks to beach

  • 3
  • 8
  • 7 nights min

$199

Details

1 / 17

Oceanview Condo, 1 mile from the pier, new in 2015

  • 2
  • 6
  • Min stay varies

$100

Details

1 / 36

Sunset Cove

  • 2
  • 4
  • 7 nights min

$284

Details

1 / 23

$200 OFF! Sea Escape: Beachside Family Getaway! Returning Guests of 6 Years...

  • 3
  • 8
  • Min stay varies

$348

Details

1 / 156

Camp Card Cove

  • 4
  • 10
  • 7 nights min

$461

Details

1 / 11

Classic Maine Beach Cottage, private beach access

  • 3
  • 5
  • 4 nights min

$298

Details

1 / 14

Beach Breeze Apartments

  • 2
  • 6
  • Min stay varies

$125

Details

1 / 15

2 Bedroom Cottage in SACO/ Old Orchard Beach KOA

  • 2
  • 6
  • Min stay varies

$151

Details

1 / 28

Oceanfront Condo on a 7 Mile Long Sandy Beach

  • 1
  • 7
  • 1 night min

$198

Details

1 / 17

6 Quartermasters Court

  • 3
  • 6
  • Min stay varies

Inquire for Rates

Details

1 / 17

2 Bdrm Bungalow (#8) close to beaches in Beautiful Saco, ME

  • 2
  • 6
  • 1 night min

$149

Details

1 / 23

Oceanfront Cottage in Freeport

  • 4
  • 8
  • 7 nights min

$284

Details

1 / 16

PARADIS- Pets Okay - Kinney Shores, Saco

  • 2
  • 6
  • Min stay varies

$213

Details

1 / 8

2 Bedroom Apartment at Moody Beach

  • 2
  • 5
  • 7 nights min

$170

Details

1 / 28

Sunrise Cottage

  • 4
  • 8
  • Min stay varies

$515

Details

1 / 12

Relaxing private beach house... Steps to beach

  • 3
  • 6
  • Min stay varies

$149

Details

1 / 28

East End, Portland, - top neighborhood, near ocean and town

  • 3
  • 8
  • 3 nights min

$268

Details

1 / 15

Quiet Lake Serenity Just 10 Miles from Portland

  • 3
  • 8
  • 7 nights min

$269

Details

1 / 23

220 Ft of Waterfront

  • 3
  • 10
  • Min stay varies

$228

Details

1 / 8

Modern 3 bedroom, 2 bath house, 1/4 mile to beach

  • 3
  • 6
  • 7 nights min

$141

Details

1 / 27

RICKY & LUCY - Sleep 8+, WIFI, A/C. Beach nearby

  • 3
  • 8
  • 7 nights min

$10

Details

1 / 33

Historic Captain York House: 7 Bed, 6.5 Bath

  • 7
  • 14
  • Min stay varies

$397

Details

1 / 22

Great Location - Waterview Apartment

  • 3
  • 8
  • 7 nights min

$129

Details

1 / 24

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

  • 1
  • 2
  • Min stay varies

$213

Details

1 / 13

Willard Beach Get Away - Dog Friendly

  • Studio
  • 3
  • 3 nights min

$194

Details

1 / 24

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

  • 1
  • 2
  • Min stay varies

$162

Details

1 / 14

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

  • 3
  • 6
  • 4 nights min

$298

Details

1 / 27

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

  • 2
  • 4
  • 3 nights min

$149

Details

1 / 22

Willard Beach - Simone By The Sea - New Home

  • 3
  • 4
  • 3 nights min

$397

Details

1 / 67

WILLARD BEACH with OCEAN VIEWS ~ 100 yds to beach!

  • 3
  • 9
  • Min stay varies

$293

Details

1 / 13

The Willard Beach House (Dog friendly!)

  • 1
  • 5
  • Min stay varies

$189

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

$889

Details

1 / 26

Large Home Walk to Beach! Close to all amenities!

  • 4
  • 11
  • Min stay varies

$174

Details

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