Windham Vacation Rentals, Houses & More


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Great rentals within 20 miles that match your search

1 / 15

The Gatehouse – A

  • 1
  • 2
  • Min stay varies

$161

Details

1 / 5

Large 5 Bedroom Beach House Sleeps 12

  • 5
  • 12
  • 7 nights min

$414

Details

1 / 21

LARGE 3 BEDROOM W/AIR COND. & FREE BEACH PARKING

  • 3
  • 10
  • 7 nights min

$272

Details

1 / 7

Oceanfront condo,spectacular views

  • 1
  • 4
  • 3 nights min

$245

Details

1 / 5

Golden Shores Condominium

  • 2
  • 4
  • 7 nights min

$357

Details

1 / 8

FOGARTY Pets Okay, WIFI, A/C & Walk to Beach

  • 3
  • 9
  • 7 nights min

$229

Details

1 / 6

Awesome Ocean Views

  • 6
  • 23
  • 7 nights min

Inquire for Rates

Details

1 / 19

Charming 2 Bedroom Cottage in Wild Acres RV Resort

  • 2
  • 6
  • Min stay varies

$133

Details

1 / 24

Coastal Cottage w/ Enclosed Front Porch, Pond View – By Beach & Bike Path

  • 1
  • 4
  • 2 nights min

$140

Details

1 / 21

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

  • 1
  • 4
  • Min stay varies

$185

Details

1 / 21

Enjoy a Secluded Location on Mount Desert

  • 3
  • 8
  • 7 nights min

$286

Details

1 / 20

Ocean Front Cottage, Harpswell, ME

  • 3
  • 6
  • 7 nights min

$140

Details

1 / 22

Townhouse in the Heart of Portland's West End

  • 3
  • 6
  • 3 nights min

$361

Details

1 / 15

2 Bedroom Cottage in SACO/ Old Orchard Beach KOA

  • 2
  • 6
  • Min stay varies

$152

Details

1 / 13

Willard Beach Get Away - Dog Friendly

  • Studio
  • 3
  • 3 nights min

$196

Details

1 / 11

Sandy private cove beach deep water dock/slide

  • 3
  • 8
  • 3 nights min

$201

Details

1 / 61

Gorgeous Farmhouse Reunions/weddings/Retreats

  • 6
  • 24
  • 2 nights min

$450

Details

1 / 20

Norton Carriage House

  • 5
  • 12
  • Min stay varies

$501

Details

1 / 23

Beautiful Cottage on Crystal Lake

  • 3
  • 7
  • 7 nights min

$171

Details

1 / 16

Sebago Lake - 3 Bedroom / 1 Bath Shore/Dock

  • 3
  • 8
  • 7 nights min

$472

Details

1 / 21

Beachfront Condo with Great Views

  • 1
  • 4
  • Min stay varies

$171

Details

1 / 24

3BR, 1BA Secluded & Beautifully Furnished Maine Mile to Beach

  • 3
  • 6
  • Min stay varies

$239

Details

1 / 11

Beach Bungalow

  • 2
  • 4
  • Min stay varies

$150

Details

1 / 14

Private cottage 3 blocks to beach

  • 3
  • 8
  • 7 nights min

$201

Details

1 / 8

2 Bedroom Apartment at Moody Beach

  • 2
  • 5
  • 7 nights min

$171

Details

1 / 24

WINTER RENTAL - Waterfront

  • 3
  • 10
  • Min stay varies

$43

Details

1 / 14

Two Bedroom Cottage in Wagon Wheel RV Resort

  • 2
  • 6
  • Min stay varies

$234

Details

1 / 4

Red Roof Cottage

  • 4
  • 7
  • 3 nights min

$125

Details

1 / 67

WILLARD BEACH with OCEAN VIEWS ~ 100 yds to beach!

  • 3
  • 9
  • Min stay varies

$295

Details

1 / 6

Great Family Beach House OOB

  • 3
  • 8
  • 7 nights min

$238

Details

1 / 26

Large Home Walk to Beach! Close to all amenities!

  • 4
  • 11
  • Min stay varies

$176

Details

1 / 37
1 / 8

Delightful 2 Bed Little Sebago Waterside Cottage

  • 2
  • 4
  • 7 nights min

$165

Details

1 / 24
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1 / 22

Sebago Lake Basin - Great Family Retreat, 3 Cabins

  • 5
  • 17
  • 7 nights min

$166

Details

1 / 28
1 / 15

Quiet Lake Serenity Just 10 Miles from Portland

  • 3
  • 8
  • 7 nights min

$272

Details

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