Castletown Vacation Rentals & Homes - 408 Rentals Available
408 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
$251.00
from $251.00 / 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
$375.00
from $375.00 / 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
$469.00
from $469.00 / 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
$214.00
from $214.00 / 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
$285.00
from $285.00 / night
Panoramic View, Castletown, Portland
Castletown Apartment
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 3 nights min
$214.00
from $214.00 / 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
$214.00
from $214.00 / night
White Sails, Wyke Regis
Castletown Cottage
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
- Private garden
$217.00
from $217.00 / 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
$199.00
from $199.00 / 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
$368.00
from $368.00 / night
Neptune Cottage, Fortuneswell
Castletown Cottage
- 3 bedrooms 3
- 2 bathrooms
- sleeps 5 5
- 3 nights min
- Child friendly
- Pet friendly
$221.00
from $221.00 / 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
$251.00
from $251.00 / 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
$301.00
from $301.00 / 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
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
Jurassica House, Fortuneswell
Castletown House
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- 3 nights min
- Child friendly
- Private garden
$387.00
from $387.00 / night
Jay Cottage, Weymouth
Castletown Cottage
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$165.00
from $165.00 / night
Spring Rose Cottage, Fortuneswell
Castletown Cottage
- 3 bedrooms 3
- 1 bathroom
- sleeps 8 8
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$202.00
from $202.00 / night
Your search has been expanded 18.6 miles to include more rentals
EMMIES COTTAGE, sleeps 6, peaceful village location, close to walks, tradtional
Osmington Mills Cottage - 6.1 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 3 nights min
$534.00
from $534.00 / night
Horizon View, West Bay
West Bay Cottage - 17 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 3 nights min
- Child friendly
$245.00
from $245.00 / night
Harbour Reach, Brewers Quay Harbour
Weymouth Cottage - 2.8 miles away
- 3 bedrooms 3
- 1 bathroom
- sleeps 5 5
- 3 nights min
- Child friendly
- Pet friendly
$222.00
from $222.00 / 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
$424.00
from $424.00 / night
THE OLD SCHOOL HOUSE, pet-friendly, WiFi, in Piddletrenthide
Piddletrenthide Cottage - 15.8 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 5 5
- 3 nights min
- Pet friendly
- Private garden
$280.00
from $280.00 / 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
$130.00
from $130.00 / night
Footprint, Brewers Quay Harbour
Weymouth Cottage - 2.6 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 5 5
- 3 nights min
- Child friendly
- Pet friendly
$232.00
from $232.00 / night
Badbury Lodge, Brewers Quay Harbour
Weymouth Cottage - 2.7 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 3 nights min
- Child friendly
- Private garden
$205.00
from $205.00 / night
THE COURTHOUSE, sleeps 6, Renovated barn, Village location,
Osmington Cottage - 6.2 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$301.00
from $301.00 / night
THE GABLES, Sleeps 6, Close to harbour, WiFi, Weymouth
Weymouth Cottage - 2.7 miles away
- 4 bedrooms 4
- 2 bathrooms
- sleeps 6 6
- 3 nights min
- Pet friendly
- Private garden
$312.00
from $312.00 / night
BRIDGE VIEW, sleeps 8, harbourside location, bridge views, Weymouth
Weymouth Cottage - 2.8 miles away
- 5 bedrooms 5
- 2 bathrooms
- sleeps 8 8
- 3 nights min
- Child friendly
- Private garden
$469.00
from $469.00 / night
ADMIRAL’s RETREAT, Gated parking, WiFi, one bedroom, patio in Weymouth.
Weymouth Cottage - 2.7 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
$199.00
from $199.00 / 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
$285.00
from $285.00 / night
Lilac Cottage, Burton Bradstock
Burton Bradstock Cottage - 15.4 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$285.00
from $285.00 / night
LITTLE IVY, Thatched cottage, Sleeps 3, parking, West Lulworth
West Lulworth Cottage - 9.9 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 3 3
- 3 nights min
- Child friendly
- Pet friendly
$177.00
from $177.00 / night
Harbour View Apartment, West bay
West Bay Cottage - 17 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 3 nights min
$301.00
from $301.00 / night
THE CREAMERY, sleeps 5, dog welcome, WiFi, Dorchester
Dorchester Cottage - 10 miles away
- 3 bedrooms 3
- 1 bathroom
- sleeps 5 5
- 3 nights min
- Pet friendly
- Private garden
$232.00
from $232.00 / night
LITTLE BRITAIN, sleeps 4, WiFi, close to town centre, Dorchester
Dorchester Cottage - 10.2 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 5 5
- 3 nights min
- Child friendly
- Private garden
$221.00
from $221.00 / night
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