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Castletown Vacation Rentals & Homes - 181 Rentals Available

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181 Vacation rentals

Filters applied: 3+ Bedrooms

1 / 33

Castletown Cottage

  • 4
  • 8
  • 3 nights min
  • Child friendly

$259.00

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from $259.00 / night

1 / 20

Castletown Cottage

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

$201.00

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from $201.00 / night

(1)

1 / 23

Castletown Cottage

  • 3
  • 6
  • 3 nights min

$274.00

Very Good (1 reviews)

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from $274.00 / night

1 / 29

Castletown Cottage

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

$340.00

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from $340.00 / night

1 / 23

Castletown Cottage

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

$283.00

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from $283.00 / night

1 / 33

Castletown Cottage

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

$424.00

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from $424.00 / night

1 / 27

Castletown Cottage

  • 3
  • 6
  • 3 nights min
  • Child friendly

$222.00

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from $222.00 / night

1 / 28

Castletown Cottage

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

$222.00

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from $222.00 / night

Your search has been expanded 19.5 miles to include more rentals

1 / 19

Weymouth Cottage - 2.7 miles away

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

$271.00

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from $271.00 / night

1 / 30

Weymouth Cottage - 3.1 miles away

  • 5
  • 10
  • 3 nights min
  • Child friendly

$501.00

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from $501.00 / night

1 / 70

Weston Cottage - 2.1 miles away

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

$2,685.00

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from $2,685.00 / night

1 / 23

Warmwell House - 9.9 miles away

  • 3
  • 6
  • 3 nights min
  • Child friendly

$359.00

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from $359.00 / night

(1)

1 / 17

Upwey House - 6.2 miles away

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

$162.00

Excellent (1 reviews)

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from $162.00 / night

1 / 59

Bridport House - 17.7 miles away

  • 5
  • 14
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

$425.00

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from $425.00 / night

1 / 19

Osmington Cottage - 5.8 miles away

  • 4
  • 7
  • 3 nights min
  • Child friendly

$283.00

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from $283.00 / night

1 / 43

West Lulworth Cottage - 9.8 miles away

  • 4
  • 6
  • 3 nights min
  • Pet friendly

$286.00

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from $286.00 / night

1 / 28

Weymouth Cottage - 1.8 miles away

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

$228.00

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from $228.00 / night

1 / 38

Plush Cottage - 17.2 miles away

  • 6
  • 10
  • 3 nights min
  • Child friendly

$439.00

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from $439.00 / night

1 / 22

Osmington Mills Cottage - 6.1 miles away

  • 3
  • 6
  • 3 nights min

$513.00

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from $513.00 / night

1 / 36

Weston Chalet - 2.1 miles away

  • 3
  • 6
  • 3 nights min
  • Child friendly

$327.00

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from $327.00 / night

1 / 15

Dewlish Cottage - 16.1 miles away

  • 4
  • 8
  • 3 nights min
  • Swimming pool
  • Pet friendly

$281.00

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from $281.00 / night

1 / 27

West Lulworth Cottage - 9.9 miles away

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

$228.00

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from $228.00 / night

1 / 26

Weymouth Cottage - 3.6 miles away

  • 6
  • 11
  • 3 nights min
  • Child friendly
  • Private garden

$424.00

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from $424.00 / night

(1)

1 / 29

West Lulworth Cottage - 9.7 miles away

  • 5
  • 10
  • 3 nights min
  • Child friendly
  • Pet friendly

$375.00

Very Good (1 reviews)

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from $375.00 / night

(1)

1 / 19

Weymouth Cottage - 4 miles away

  • 3
  • 7
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

$211.00

Excellent (1 reviews)

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from $211.00 / night

(1)

1 / 25

West Bexington Cottage - 12.1 miles away

  • 3
  • 5
  • 3 nights min
  • Child friendly

$244.00

Excellent (1 reviews)

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from $244.00 / night

(5)

1 / 21

Weymouth House - 3.6 miles away

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

$146.00

Very Good (5 reviews)

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from $146.00 / night

1 / 29

Ringstead Cottage - 6.5 miles away

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

$340.00

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from $340.00 / night

1 / 28

Weymouth Cottage - 2.3 miles away

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

$228.00

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from $228.00 / night

1 / 25

Osmington Cottage - 5.7 miles away

  • 3
  • 4
  • 3 nights min
  • Private garden

$182.00

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from $182.00 / night

1 / 23

Yellowham Wood House - 11.8 miles away

  • 3
  • 6
  • 3 nights min

$359.00

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from $359.00 / night

1 / 24

Weymouth Cottage - 2.8 miles away

  • 4
  • 7
  • 3 nights min
  • Child friendly

$304.00

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from $304.00 / night

1 / 21

Weymouth Cottage - 1.6 miles away

  • 4
  • 7
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

$228.00

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from $228.00 / night

(3)

1 / 44

Weymouth House - 2.1 miles away

  • 5
  • 8
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

$161.00

Very Good (3 reviews)

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from $161.00 / night

1 / 27

Piddletrenthide Cottage - 15.8 miles away

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

$259.00

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from $259.00 / night

(2)

1 / 34

Bradpole House - 19.5 miles away

  • 6
  • 12
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

$537.00

Excellent (2 reviews)

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from $537.00 / night

(1)

1 / 29

Bere Regis Cottage - 16.3 miles away

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

$198.00

Excellent (1 reviews)

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from $198.00 / night

1 / 14

Weston Cottage - 1.6 miles away

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

$211.00

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from $211.00 / night

1 / 26

Weymouth Cottage - 3.3 miles away

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

$228.00

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from $228.00 / night

1 / 33

Bradpole Cottage - 16.8 miles away

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

$259.00

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from $259.00 / night