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Windham Vacation Rentals & Homes - 40 Rentals Available

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40 Vacation rentals near Windham

Your search has been expanded 31.2 miles to include more rentals

(5)

1 / 23

Gorham Log cabin - 4.7 miles away

  • 2
  • 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly

$100

Very Good (5 reviews)

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from $100 / night

(2)

1 / 54

Sebago Cottage - 12.9 miles away

  • 2
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

$139

Excellent (2 reviews)

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from $139 / night

1 / 13

Standish House - 15 miles away

  • 3
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children

from $357 / night

(4)

1 / 13

Raymond Cottage - 15.3 miles away

  • 2
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

$121

Very Good (4 reviews)

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from $121 / night

(4)

1 / 23

Gray House - 15.9 miles away

  • 3
  • 7
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children

$164

Excellent (4 reviews)

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from $164 / night

1 / 11

Yarmouth House - 18.3 miles away

  • -1
  • 4
  • 3 nights min
  • Child friendly

from $67 / night

1 / 16

Casco Villa - 19.1 miles away

  • 2
  • 6
  • 3 nights min
  • Ask about children
  • Air conditioning

from $139 / night

(5)

1 / 13

Portland Condo - 19.2 miles away

  • 2
  • 4
  • 7 nights min
  • Ask about children
  • Air conditioning

$242

Very Good (5 reviews)

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from $242 / night

(6)

1 / 29

South Portland House - 22.3 miles away

  • 3
  • 10
  • 3 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

$230

Very Good (6 reviews)

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from $230 / night

1 / 10

Scarborough House - 23.2 miles away

  • 2
  • 6
  • 7 nights min
  • Ask about children

from $200 / night

(2)

1 / 24

Scarborough House - 23.2 miles away

  • 5
  • 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning

$286

Excellent (2 reviews)

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from $286 / night

(5)

1 / 16

Peaks Island House - 23.8 miles away

  • 3
  • 8
  • 6 nights min
  • Ask about children
  • Pet friendly

$514

Excellent (5 reviews)

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from $514 / night

1 / 29

Naples Cottage - 24.2 miles away

  • 4
  • 11
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

from $300 / night

(5)

1 / 8

Freeport Cottage - 24.7 miles away

  • 3
  • 10
  • 2 nights min
  • Beach/lakeside relaxation
  • Ask about children

$300

Very Good (5 reviews)

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from $300 / night

(4)

1 / 13

Scarborough House - 25 miles away

  • 4
  • 6
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Pet friendly

$250

Excellent (4 reviews)

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from $250 / night

(1)

1 / 12

Freeport House - 25.3 miles away

  • 5
  • 15
  • 3 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Pet friendly

$750

Very Good (1 reviews)

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from $750 / night

(6)

1 / 15

Cape Elizabeth House - 25.9 miles away

  • 3
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Pet friendly

$400

Very Good (6 reviews)

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from $400 / night

(2)

1 / 12

Cape Elizabeth Cottage - 25.9 miles away

  • 1
  • 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Pet friendly

$143

Very Good (2 reviews)

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from $143 / night

(4)

1 / 55

Sebago Chalet - 26.1 miles away

  • 4
  • 8
  • Min stay varies
  • Ask about children

$115

Excellent (4 reviews)

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from $115 / night

1 / 12

Scarborough House - 27.8 miles away

  • 4
  • 8
  • 7 nights min
  • Ask about children

from $250 / night

(1)

1 / 30

Scarborough House - 28.2 miles away

  • 6
  • 16
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

$429

Excellent (1 reviews)

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from $429 / night

1 / 19

Scarborough House - 28.3 miles away

  • 6
  • 14
  • 7 nights min
  • Ask about children
  • Air conditioning

from $636 / night

(5)

1 / 20

Scarborough Villa - 28.4 miles away

  • 10
  • 24
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$514

Very Good (5 reviews)

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from $514 / night

(7)

1 / 25

Scarborough House - 28.6 miles away

  • 5
  • 14
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children

$375

Very Good (7 reviews)

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from $375 / night

1 / 15

Saco Cottage - 28.6 miles away

  • 2
  • 6
  • Min stay varies
  • Ask about children
  • Air conditioning

from $145 / night

(1)

1 / 8

Old Orchard Beach Villa - 29 miles away

  • 7
  • 18
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Pet friendly

$443

Very Good (1 reviews)

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from $443 / night

(2)

1 / 22

Poland Cottage - 29.1 miles away

  • 3
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly

$141

Excellent (2 reviews)

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from $141 / night

1 / 15

Old Orchard Beach Condo - 29.4 miles away

  • 2
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children

from $214 / night

(21)

1 / 11

Old Orchard Beach Apartment - 29.5 miles away

  • 2
  • 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

$150

Very Good (21 reviews)

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from $150 / night

1 / 13

Waterboro House - 29.7 miles away

  • 5
  • 12
  • 3 nights min
  • Beach/lakeside relaxation
  • Ask about children

from $275 / night

1 / 17

Old Orchard Beach Condo - 29.7 miles away

  • 2
  • 6
  • Min stay varies
  • Ask about children
  • Air conditioning

from $100 / night

(2)

1 / 6

Old Orchard Beach House - 29.7 miles away

  • 6
  • 23
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

$500

Average (2 reviews)

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from $500 / night

(10)

1 / 3

Old Orchard Beach House - 29.8 miles away

  • 3
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Pet friendly

$300

Very Good (10 reviews)

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from $300 / night

1 / 20

Old Orchard Beach House - 29.8 miles away

  • 3
  • 6
  • 7 nights min
  • Ask about children
  • Air conditioning

from $240 / night

(10)

1 / 24

Waterboro House - 29.9 miles away

  • 3
  • 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly

$357

Very Good (10 reviews)

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from $357 / night

(10)

1 / 12

Old Orchard Beach Cottage - 30.3 miles away

  • 3
  • 10
  • 7 nights min
  • Ask about children

$350

Excellent (10 reviews)

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from $350 / night

(5)

1 / 11

Old Orchard Beach Cottage - 30.3 miles away

  • 4
  • 9
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children

$300

Very Good (5 reviews)

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from $300 / night

(7)

1 / 14

Old Orchard Beach Apartment - 30.4 miles away

  • 2
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

$204

Very Good (7 reviews)

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from $204 / night

1 / 19

Old Orchard Beach House - 30.5 miles away

  • 2
  • 8
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

from $186 / night

(5)

1 / 19

Old Orchard Beach Cottage - 31.2 miles away

  • 2
  • 6
  • Min stay varies
  • Ask about children
  • Air conditioning

$132

Very Good (5 reviews)

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from $132 / night