Castletown Vacation Rentals & Homes - 380 Rentals Available
380 Vacation rentals
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
$183.00
from $183.00 / night
THE PALMS, sleep 4 bungalow, pet friendly, close to amenities, 2 miles to
Castletown Cottage
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Pet friendly
- Private garden
$190.00
from $190.00 / 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
$346.00
from $346.00 / night
OFFICERS RETREAT, Two private terraces, WiFi, Close to the Jurassic Coast
Castletown Apartment
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
- Child friendly
- Pet friendly
$141.00
from $141.00 / 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
- Child friendly
- Private garden
$431.00
from $431.00 / night
AMMONITE COTTAGE, WiFi, two bedrooms, courtyard on Isle of Portland.
Castletown Cottage
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
$190.00
from $190.00 / night
NEPTUNE COTTAGE, Sleeps 5, tradtional Portland Cottage, Pet friendly, WiFi
Castletown Cottage
- 3 bedrooms 3
- 2 bathrooms
- sleeps 5 5
- 3 nights min
- Child friendly
- Pet friendly
$204.00
from $204.00 / 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
$198.00
from $198.00 / 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
$198.00
from $198.00 / 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
$225.00
from $225.00 / 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
$263.00
from $263.00 / 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
$279.00
from $279.00 / night
Pitt Hayes Cottage, Fotrtuneswell
Castletown Cottage
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- 3 nights min
- Child friendly
- Pet friendly
$288.00
from $288.00 / 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
$190.00
from $190.00 / 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
$215.00
from $215.00 / night
White Sails, Wyke Regis
Castletown Cottage
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
- Private garden
$204.00
from $204.00 / 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
$226.00
from $226.00 / night
Your search has been expanded 18.6 miles to include more rentals
SUNNY GARDENS, pet friendly, with a garden in Weymouth, Ref 7688
Weymouth House - 3.6 miles away
- 3 bedrooms 3
- 1 bathroom
- sleeps 6 6
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$148.00
from $148.00 / night
HILLSIDE COTTAGE, sleeps 2, bungalow, off road parking, close to town, Bridport
Bridport Cottage - 17.3 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
$177.00
from $177.00 / night
Happy Endings, Sutton Poyntz
Osmington Cottage - 6.2 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
- Pet friendly
- Private garden
$181.00
from $181.00 / night
THE CHAPEL, exceptionally stylish converted chapel in quiet Dorset village.
Milborne Saint Andrew House - 16.4 miles away
- 2 bedrooms 2
- 3 bathrooms
- sleeps 4 4
- 3 nights min
- Private garden
$195.00
from $195.00 / night
LITTLE THATCH, Grade II listed, charming, character thatched cottage, in Cerne
Cerne Abbas House - 16.8 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 3 3
- 3 nights min
- Child friendly
- Private garden
$148.00
from $148.00 / night
Cuckoo Cottage, Bridport
Bridport Cottage - 17.7 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
- Child friendly
- Private garden
$144.00
from $144.00 / night
EVERDENE, superb semi-detached cottage, en-suite, off road parking, in Upwey
Upwey House - 6.2 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 3 nights min
- Child friendly
- Private garden
$164.00
from $164.00 / night
BLUEBERRY COTTAGE, sleeps 6, village location, close to pub, Weymouth
Osmington Cottage - 6.2 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 7 nights min
- Pet friendly
- Private garden
$83.00
from $83.00 / night
FOSSIL AND THE CROSS COTTAGE, Stone Cottage, sleeps 4, Close to Chesil beach
West Bexington Cottage - 12.3 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
- Pet friendly
$183.00
from $183.00 / night
HATHERLEY COTTAGE, sleeps 4, sunny conservatory, close to harbour, WiFI
Weymouth Cottage - 2.6 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
$215.00
from $215.00 / night
The Old Reading Room, Langton Herring
Portesham Cottage - 6.6 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 5 5
- 3 nights min
- Pet friendly
- Private garden
$263.00
from $263.00 / night
CRANFORD, Sleeps 5, Sea views, Short walk to beach, parking, West Bexington
West Bexington Cottage - 12.1 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 5 5
- 3 nights min
- Child friendly
$249.00
from $249.00 / night
FIELD VIEW COTTAGE, Sleeps 6, pet friendly, 10 minute walk to the beach, WiFI
Bridport Cottage - 18.1 miles away
- 3 bedrooms 3
- 1 bathroom
- sleeps 6 6
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$226.00
from $226.00 / night
JASMINE COTTAGE OSMINGTON, thatched cottage, sleeps 4, off road parking
Osmington Mills Cottage - 6.2 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- 3 nights min
- Pet friendly
- Private garden
$431.00
from $431.00 / night
THE MOUSE HOUSE, studio accommodation with views, near Milborne St Andrew
Winterborne Whitechurch Cottage - 18.6 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
- Pet friendly
$111.00
from $111.00 / night
Horizon View, West Bay
West Bay Cottage - 17 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 3 nights min
- Child friendly
$237.00
from $237.00 / night
Fishermen's Steps , West Bay
West Bay Cottage - 17 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 3 nights min
- Child friendly
$232.00
from $232.00 / night
SHIPTON HILL VIEW, Rural village bungalow, Beautiful Views, Off road parking
Shipton Gorge Cottage - 15.8 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
- Pet friendly
$204.00
from $204.00 / night
WHITEGATES LODGE, sleeps 4, village location, off road parking, Osmington
Osmington Mills Cottage - 6.2 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
- Private garden
$190.00
from $190.00 / night
BUCCANEER COTTAGE, Sleeps 6, harbourside location, harbour views, pet friendly
Weymouth Cottage - 2.8 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- 3 nights min
- Child friendly
- Pet friendly
$263.00
from $263.00 / night
BURTON BAY, Sleeps 2, luxury couples retreat, WiFI, Sea Views, Burton Bay.
Burton Bradstock Cottage - 15.7 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
- Pet friendly
$204.00
from $204.00 / night
ROLLING HILLS, Detached house, sleeps 7, short drive to beach, WiFi, Sutton
Osmington Cottage - 5.8 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 7 7
- 3 nights min
- Child friendly
$288.00
from $288.00 / night
THE PINES, modern house, close to harbour, sleeps 4, pet friendly, Weymouth
Weymouth Cottage - 2.6 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
- Pet friendly
$215.00
from $215.00 / night
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