Castletown Vacation Rentals & Homes - 452 Rentals Available
452 Vacation rentals
The Old Council Chamber, Fortuneswell
Castletown Apartment
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
- Child friendly
- Pet friendly
$167.00
from $167.00 / night
AMMONITE COTTAGE, WiFi, two bedrooms, courtyard on Isle of Portland.
Castletown Cottage
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
$205.00
from $205.00 / night
SUNSET LODGE, modern apartment, sleeps 6, sea views, WiFi, Portland
Castletown Cottage
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 3 nights min
- Child friendly
$252.00
from $252.00 / night
JURASSIC COAST HOUSE, Sleep 8, modern olympic athletes house, Close to Chesil
Castletown Cottage
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$376.00
from $376.00 / night
THE OLD PORTLAND COURTHOUSE, sleeps 8, historic building, four poster bed
Castletown Cottage
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- 3 nights min
- Private garden
$470.00
from $470.00 / night
UNICORN, cute cottage, sleeps 4, sea glimpses, cottage garden, Portland
Castletown Cottage
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$215.00
from $215.00 / night
OSPREY HOUSE, contemporary house, sleeps 7, Rooftop balcony with views, WiFi
Castletown Cottage
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- 3 nights min
- Child friendly
$286.00
from $286.00 / night
Panoramic View, Castletown, Portland
Castletown Apartment
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 3 nights min
$215.00
from $215.00 / night
Cove Cottage Hideaway, Chiswell On Portland
Castletown Cottage
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
- Private garden
$174.00
from $174.00 / night
ST JOHNS VIEW, contemporary house, sleeps 4, off road parking, Wifi, Portland
Castletown Cottage
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 3 nights min
- Child friendly
- Private garden
$215.00
from $215.00 / night
BOWMAN'S COTTAGE, Traditional stone cottage, sleeps 4, close to walks, Portland
Castletown Cottage
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Private garden
$200.00
from $200.00 / night
LANGHAM COTTAGE, Terraced cottage with sea views, Sleeps 4, Log Burner, WiFi
Castletown Cottage
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
- Pet friendly
$205.00
from $205.00 / night
Pitt Hayes Cottage, Fotrtuneswell
Castletown Cottage
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- 3 nights min
- Child friendly
- Pet friendly
$395.00
from $395.00 / night
Neptune Cottage, Fortuneswell
Castletown Cottage
- 3 bedrooms 3
- 2 bathrooms
- sleeps 5 5
- 3 nights min
- Child friendly
- Pet friendly
$222.00
from $222.00 / night
QUARRY TRAILS, Sleeps 5, Close to coast walks, WiFi, Parking, Portland
Castletown Cottage
- 3 bedrooms 3
- 2 bathrooms
- sleeps 5 5
- 3 nights min
- Child friendly
- Private garden
$252.00
from $252.00 / night
THE VIEW, beautiful sea views, sleeps 6, Walk to chesil beach, Portland.
Castletown Cottage
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 3 nights min
$302.00
from $302.00 / night
OLYMPIC COTTAGE, Sleep 4, Original olympic althlete house, WiFi, Contemporary
Castletown Cottage
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$232.00
from $232.00 / night
Spring Rose Cottage, Fortuneswell
Castletown Cottage
- 3 bedrooms 3
- 1 bathroom
- sleeps 8 8
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$203.00
from $203.00 / night
Telltales, Fortuneswell
Castletown Cottage
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$227.00
from $227.00 / night
Pebbles View, Wyke Regis
Castletown Cottage
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$263.00
from $263.00 / night
Jurassica House, Fortuneswell
Castletown House
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- 3 nights min
- Child friendly
- Private garden
$390.00
from $390.00 / night
Smallmouth Cottage, Wyke Regis
Castletown Cottage
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Private garden
$219.00
from $219.00 / night
Jay Cottage, Weymouth
Castletown Cottage
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$166.00
from $166.00 / night
Sunrise Hill, Castletown, Portland
Castletown Apartment
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
$169.00
from $169.00 / night
Tidal Drift, Wyke Regis
Castletown Cottage
- 3 bedrooms 3
- 1 bathroom
- sleeps 5 5
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$223.00
from $223.00 / night
Fleet Breeze, Wyke Regis
Castletown Cottage
- 3 bedrooms 3
- 1 bathroom
- sleeps 6 6
- 3 nights min
- Child friendly
$247.00
from $247.00 / night
Your search has been expanded 17.2 miles to include more rentals
HARBOURSIDE COTTAGE, sleeps 5, harbour views, close to beach, WiFi, Weymouth
Weymouth Cottage - 2.8 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- 3 nights min
- Child friendly
$335.00
from $335.00 / night
21 Court Barton, Weston, Portland
Weston Cottage - 1.6 miles away
- 3 bedrooms 3
- 1 bathroom
- sleeps 5 5
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$186.00
from $186.00 / night
Puddle Mill Cottage, Corfe Castle
Church Knowle Cottage - 16.3 miles away
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- 3 nights min
- Child friendly
- Private garden
$323.00
from $323.00 / night
Sailors Watch, Weymouth
Weymouth Cottage - 2.8 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 3 nights min
- Pet friendly
- Private garden
$281.00
from $281.00 / night
Blueberry Cottage, Cerne Abbas
Cerne Abbas Cottage - 16.9 miles away
- 3 bedrooms 3
- 1 bathroom
- sleeps 5 5
- 3 nights min
- Child friendly
- Private garden
$231.00
from $231.00 / night
Westbay Penthouse, West Bay
West Bay Apartment - 17 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 3 nights min
- Child friendly
- Private garden
$516.00
from $516.00 / night
Gabrianne, Burton Bradstock
Burton Bradstock Cottage - 15.5 miles away
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- 3 nights min
- Child friendly
- Pet friendly
$370.00
from $370.00 / night
Riverhouse Lodge, Upwey
Upwey Log cabin - 6.5 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 3 nights min
- Child friendly
$159.00
from $159.00 / night
Thorncroft, West Bay
West Bay Apartment - 17.2 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$275.00
from $275.00 / night
Lavender Cottage, Bridport
Askerswell Cottage - 15.4 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
- Pet friendly
$136.00
from $136.00 / night
Willow Cottage, Bridport
Askerswell Cottage - 15.4 miles away
- 3 bedrooms 3
- 1 bathroom
- sleeps 6 6
- 3 nights min
- Pet friendly
$143.00
from $143.00 / night
Beaumont Village 31, Warmwell
West Knighton Cottage - 8.8 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 3 nights min
- Child friendly
$370.00
from $370.00 / night
Boatswain's Watch, Fortuneswell
Fortuneswell Cottage - 0.1 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
- Pet friendly
$215.00
from $215.00 / night
Stepping Stones, Chickerell
Portesham Cottage - 6.7 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$159.00
from $159.00 / night
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