Search 105,200+ Vacation Rentals

Castletown Vacation Rentals & Homes - 380 Rentals Available

Payment Protection
To book this vacation rental you need to pay through the Vacation Home Rentals website. We can’t protect your payment if you don’t pay through us. Learn more

380 Vacation rentals

1 / 19

Castletown Cottage

  • 2
  • 4
  • 3 nights min
  • Private garden

$183.00

Inquire

from $183.00 / night

(1)

1 / 27

Castletown Cottage

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

$190.00

Excellent (1 reviews)

Inquire

from $190.00 / night

1 / 29

Castletown Cottage

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

$346.00

Inquire

from $346.00 / night

1 / 14

Castletown Apartment

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

$141.00

Inquire

from $141.00 / night

1 / 33

Castletown Cottage

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

$431.00

Inquire

from $431.00 / night

1 / 32

Castletown Cottage

  • 2
  • 4
  • 3 nights min
  • Child friendly

$190.00

Inquire

from $190.00 / night

1 / 20

Castletown Cottage

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

$204.00

Inquire

from $204.00 / night

1 / 30

Castletown Cottage

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

$198.00

Inquire

from $198.00 / night

1 / 19

Castletown Cottage

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

$198.00

Inquire

from $198.00 / night

1 / 27

Castletown Cottage

  • 3
  • 6
  • 3 nights min
  • Child friendly

$225.00

Inquire

from $225.00 / night

1 / 33

Castletown Cottage

  • 4
  • 8
  • 3 nights min
  • Child friendly

$263.00

Inquire

from $263.00 / night

(1)

1 / 23

Castletown Cottage

  • 3
  • 6
  • 3 nights min

$279.00

Very Good (1 reviews)

Inquire

from $279.00 / night

(1)

1 / 23

Castletown Cottage

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

$288.00

Excellent (1 reviews)

Inquire

from $288.00 / night

1 / 36

Castletown Cottage

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

$190.00

Inquire

from $190.00 / night

1 / 21

Castletown Cottage

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

$215.00

Inquire

from $215.00 / night

1 / 23

Castletown Cottage

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

$204.00

Inquire

from $204.00 / night

1 / 28

Castletown Cottage

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

$226.00

Inquire

from $226.00 / night

Your search has been expanded 18.6 miles to include more rentals

(5)

1 / 21

Weymouth House - 3.6 miles away

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

$148.00

Very Good (5 reviews)

Inquire

from $148.00 / night

1 / 41

Bridport Cottage - 17.3 miles away

  • 1
  • 2
  • 3 nights min

$177.00

Inquire

from $177.00 / night

1 / 26

Osmington Cottage - 6.2 miles away

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

$181.00

Inquire

from $181.00 / night

(4)

1 / 12

Milborne Saint Andrew House - 16.4 miles away

  • 2
  • 4
  • 3 nights min
  • Private garden

$195.00

Excellent (4 reviews)

Inquire

from $195.00 / night

(12)

1 / 18

Cerne Abbas House - 16.8 miles away

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

$148.00

Excellent (12 reviews)

Inquire

from $148.00 / night

1 / 18

Bridport Cottage - 17.7 miles away

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

$144.00

Inquire

from $144.00 / night

(1)

1 / 17

Upwey House - 6.2 miles away

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

$164.00

Excellent (1 reviews)

Inquire

from $164.00 / night

(1)

1 / 28

Osmington Cottage - 6.2 miles away

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

$83.00

Very Good (1 reviews)

Inquire

from $83.00 / night

(2)

1 / 18

West Bexington Cottage - 12.3 miles away

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

$183.00

Excellent (2 reviews)

Inquire

from $183.00 / night

1 / 18

Weymouth Cottage - 2.6 miles away

  • 2
  • 4
  • 3 nights min
  • Child friendly

$215.00

Inquire

from $215.00 / night

1 / 40

Portesham Cottage - 6.6 miles away

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

$263.00

Inquire

from $263.00 / night

(1)

1 / 25

West Bexington Cottage - 12.1 miles away

  • 3
  • 5
  • 3 nights min
  • Child friendly

$249.00

Excellent (1 reviews)

Inquire

from $249.00 / night

1 / 19

Bridport Cottage - 18.1 miles away

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

$226.00

Inquire

from $226.00 / night

1 / 24

Osmington Mills Cottage - 6.2 miles away

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

$431.00

Inquire

from $431.00 / night

(1)

1 / 7

Winterborne Whitechurch Cottage - 18.6 miles away

  • 1
  • 2
  • 3 nights min
  • Pet friendly

$111.00

Excellent (1 reviews)

Inquire

from $111.00 / night

(2)

1 / 25

West Bay Cottage - 17 miles away

  • 2
  • 4
  • 3 nights min
  • Child friendly

$237.00

Average (2 reviews)

Inquire

from $237.00 / night

1 / 28

West Bay Cottage - 17 miles away

  • 2
  • 4
  • 3 nights min
  • Child friendly

$232.00

Inquire

from $232.00 / night

1 / 27

Shipton Gorge Cottage - 15.8 miles away

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

$204.00

Inquire

from $204.00 / night

1 / 15

Osmington Mills Cottage - 6.2 miles away

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

$190.00

Inquire

from $190.00 / night

1 / 23

Weymouth Cottage - 2.8 miles away

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

$263.00

Inquire

from $263.00 / night

1 / 25

Burton Bradstock Cottage - 15.7 miles away

  • 1
  • 2
  • 3 nights min
  • Pet friendly

$204.00

Inquire

from $204.00 / night

1 / 19

Osmington Cottage - 5.8 miles away

  • 4
  • 7
  • 3 nights min
  • Child friendly

$288.00

Inquire

from $288.00 / night

1 / 24

Weymouth Cottage - 2.6 miles away

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

$215.00

Inquire

from $215.00 / night