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Isle of Portland Vacation Rentals & Homes - 381 Rentals Available

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381 Vacation rentals

(3)

1 / 26

Isle of Portland House

  • 2
  • 4
  • 3 nights min
  • Swimming pool
  • Child friendly

$180.00

Very Good (3 reviews)

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from $180.00 / night

(9)

1 / 17

Isle of Portland House

  • 2
  • 4
  • 3 nights min
  • Swimming pool
  • Child friendly

$180.00

Very Good (9 reviews)

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from $180.00 / night

1 / 22

Weston Cottage

  • 2
  • 4
  • 3 nights min
  • Private garden

$174.00

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from $174.00 / night

1 / 14

Weston Cottage

  • 3
  • 5
  • 3 nights min
  • Child friendly
  • Pet friendly

$208.00

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from $208.00 / night

1 / 12

Castletown Apartment

  • 1
  • 2
  • 3 nights min
  • Child friendly
  • Pet friendly

$149.00

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from $149.00 / night

1 / 32

Castletown Cottage

  • 2
  • 4
  • 3 nights min

$183.00

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from $183.00 / night

1 / 25

Weston Cottage

  • 3
  • 6
  • 3 nights min
  • Child friendly
  • Pet friendly

$189.00

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from $189.00 / night

1 / 27

Castletown Cottage

  • 3
  • 6
  • 3 nights min
  • Child friendly

$219.00

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from $219.00 / night

1 / 29

Castletown Cottage

  • 4
  • 8
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

$335.00

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from $335.00 / night

1 / 20

Weston Bungalow

  • 1
  • 2
  • 3 nights min
  • Child friendly
  • Private garden

$204.00

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from $204.00 / night

1 / 33

Castletown Cottage

  • 4
  • 8
  • 3 nights min
  • Private garden

$417.00

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from $417.00 / night

1 / 30

Castletown Cottage

  • 2
  • 4
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

$192.00

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from $192.00 / night

1 / 33

Castletown Cottage

  • 4
  • 8
  • 3 nights min
  • Child friendly

$254.00

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from $254.00 / night

1 / 22

Castletown Apartment

  • 2
  • 4
  • 3 nights min

$191.00

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from $191.00 / night

(1)

1 / 27

Castletown Cottage

  • 2
  • 4
  • 3 nights min
  • Pet friendly
  • Private garden

$183.00

Excellent (1 reviews)

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from $183.00 / night

1 / 30

Castletown Cottage

  • 1
  • 2
  • 3 nights min
  • Private garden

$159.00

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from $159.00 / night

(1)

1 / 29

Weston Apartment

  • 3
  • 6
  • 3 nights min
  • Child friendly
  • Pet friendly

$215.00

Excellent (1 reviews)

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from $215.00 / night

1 / 19

Castletown Cottage

  • 2
  • 4
  • 3 nights min
  • Child friendly
  • Private garden

$191.00

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from $191.00 / night

1 / 23

Castletown Cottage

  • 2
  • 4
  • 3 nights min
  • Child friendly
  • Private garden

$194.00

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from $194.00 / night

1 / 19

Castletown Cottage

  • 2
  • 4
  • 3 nights min
  • Private garden

$178.00

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from $178.00 / night

1 / 36

Weston Chalet

  • 3
  • 6
  • 3 nights min
  • Child friendly
  • Pet friendly

$316.00

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from $316.00 / night

1 / 36

Castletown Cottage

  • 2
  • 4
  • 3 nights min
  • Child friendly
  • Pet friendly

$183.00

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from $183.00 / night

(1)

1 / 23

Castletown Cottage

  • 4
  • 8
  • 3 nights min
  • Child friendly
  • Pet friendly

$278.00

Excellent (1 reviews)

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from $278.00 / night

1 / 20

Castletown Cottage

  • 3
  • 5
  • 3 nights min
  • Child friendly
  • Pet friendly

$198.00

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from $198.00 / night

1 / 28

Castletown Cottage

  • 3
  • 5
  • 3 nights min
  • Child friendly
  • Private garden

$219.00

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from $219.00 / night

(1)

1 / 23

Castletown Cottage

  • 3
  • 6
  • 3 nights min

$269.00

Very Good (1 reviews)

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from $269.00 / night

1 / 70

Weston Cottage

  • 9
  • 20
  • 3 nights min
  • Swimming pool
  • Child friendly

$2,597.00

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from $2,597.00 / night

1 / 21

Castletown Cottage

  • 2
  • 4
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

$208.00

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from $208.00 / night

1 / 16

Weston Bungalow

  • 2
  • 3
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

$165.00

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from $165.00 / night

1 / 24

Castletown Cottage

  • 3
  • 8
  • 3 nights min
  • Child friendly
  • Pet friendly

$185.00

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from $185.00 / night

Your search has been expanded 18.8 miles to include more rentals

(1)

1 / 28

Osmington Cottage - 8 miles away

  • 2
  • 4
  • 7 nights min
  • Pet friendly
  • Private garden

$169.00

Very Good (1 reviews)

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from $169.00 / night

1 / 11

Weymouth Cottage - 4.6 miles away

  • 1
  • 2
  • 7 nights min

$146.00

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from $146.00 / night

1 / 23

Weymouth House - 4.6 miles away

  • 2
  • 4
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

$198.00

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from $198.00 / night

1 / 16

Weymouth House - 4.7 miles away

  • 2
  • 4
  • 3 nights min
  • Child friendly
  • Private garden

$169.00

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from $169.00 / night

(13)

1 / 18

Cerne Abbas House - 18.6 miles away

  • 2
  • 3
  • 3 nights min
  • Child friendly
  • Private garden

$169.00

Excellent (13 reviews)

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from $169.00 / night

1 / 41

Bridport Cottage - 18.8 miles away

  • 1
  • 2
  • 3 nights min

$169.00

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from $169.00 / night

1 / 19

Weymouth Cottage - 4.6 miles away

  • 4
  • 6
  • 3 nights min
  • Child friendly
  • Private garden

$263.00

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from $263.00 / night

(1)

1 / 30

Weymouth Cottage - 4.9 miles away

  • 5
  • 10
  • 3 nights min
  • Child friendly

$525.00

Excellent (1 reviews)

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from $525.00 / night

(6)

1 / 21

Weymouth House - 5.4 miles away

  • 3
  • 6
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

$145.00

Very Good (6 reviews)

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from $145.00 / night

1 / 24

Weymouth Cottage - 4.6 miles away

  • 4
  • 7
  • 3 nights min
  • Child friendly

$254.00

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from $254.00 / night