Castletown Vacation Rentals & Homes - 389 Rentals Available
389 Vacation rentals
The Old Council Chamber, Fortuneswell
Castletown Apartment
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
- Child friendly
- Pet friendly
$147.00
from $147.00 / night
AMMONITE COTTAGE, WiFi, two bedrooms, courtyard on Isle of Portland.
Castletown Cottage
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
$180.00
from $180.00 / 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
$216.00
from $216.00 / 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
$331.00
from $331.00 / 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
$412.00
from $412.00 / 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
$187.00
from $187.00 / 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
$251.00
from $251.00 / night
Panoramic View, Castletown, Portland
Castletown Apartment
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 3 nights min
$189.00
from $189.00 / 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
$180.00
from $180.00 / night
Cove Cottage Hideaway, Chiswell On Portland
Castletown Cottage
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
- Private garden
$157.00
from $157.00 / 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
$189.00
from $189.00 / night
White Sails, Wyke Regis
Castletown Cottage
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
- Private garden
$192.00
from $192.00 / 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
$176.00
from $176.00 / 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
$178.00
from $178.00 / night
Pitt Hayes Cottage, Fotrtuneswell
Castletown Cottage
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- 3 nights min
- Child friendly
- Pet friendly
$275.00
from $275.00 / 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
$195.00
from $195.00 / 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
$216.00
from $216.00 / 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
$266.00
from $266.00 / 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
$205.00
from $205.00 / night
Your search has been expanded 16.8 miles to include more rentals
Myrtle Cottage, Wyke Regis
Weymouth Cottage - 2.5 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 5 5
- 3 nights min
- Child friendly
- Pet friendly
$185.00
from $185.00 / night
NEWLANDS, sleep 4, short walk to town and beach, Weymouth
Weymouth Cottage - 3.7 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
$147.00
from $147.00 / night
WATERSON, sleeps 7, village location, 2 dogs welcome, Weymouth
Osmington Mills Cottage - 5.8 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 7 7
- 3 nights min
- Child friendly
- Pet friendly
$289.00
from $289.00 / night
SEAVIEW, seafront chalet, sleeps 4, close to cafe and pub, WiFi, Weymouth
Weymouth Cottage - 4.8 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 3 nights min
- Child friendly
- Pet friendly
$203.00
from $203.00 / night
Harbourside House, Brewers Quay Harbour
Weymouth Cottage - 2.8 miles away
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- 3 nights min
- Child friendly
$460.00
from $460.00 / night
SUNNY DAYS, sleeps 4, close to beach, off road parking, WiFi, Weymouth
Weymouth Cottage - 3.5 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
- Pet friendly
$174.00
from $174.00 / night
Old Higher Lighthouse Stopes Cottage, Portland bill
Isle of Portland House - 3.4 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Swimming pool
- Child friendly
$176.00
from $176.00 / night
WEYMOUTH BAY APARTMENT C, Second floor, Sea views, parking, close to town
Weymouth Cottage - 4 miles away
- 3 bedrooms 3
- 1 bathroom
- sleeps 7 7
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$202.00
from $202.00 / night
BEACHSIDE COTTAGE sea view balcony, two bedrooms, parking permit in Weymouth.
Weymouth Cottage - 4.8 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
$213.00
from $213.00 / night
MIDDLE FARM ANNEX, woodburning fire, modern interiors near Litton Cheney
Littlebredy Cottage - 12.1 miles away
- 2 bedrooms 2
- 4 bathrooms
- sleeps 4 4
- 3 nights min
- Child friendly
- Private garden
$157.00
from $157.00 / night
LINDEN LEA detached, ground floor, sea views, close to beach and walks, hot tub
West Bexington House - 12.1 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
$188.00
from $188.00 / night
Loscombe Retreat, Buckland Ripers
Chickerell House - 6.2 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 3 nights min
- Child friendly
$215.00
from $215.00 / night
Blue Horizons, Wyke Regis
Weymouth Cottage - 1.7 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 3 nights min
- Child friendly
- Private garden
$272.00
from $272.00 / night
POINTERS 2, bedroom apartment, luxury furnishings, close to harbour, WiFi
Weymouth Cottage - 2.7 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
- Private garden
$219.00
from $219.00 / 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
$165.00
from $165.00 / night
COASTGUARD LOOKOUT, sleeps 4, modern upside down house, sea views, Weyymouth
Weymouth Cottage - 2.4 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
$215.00
from $215.00 / 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
$187.00
from $187.00 / night
Cobweb Cottage, Sutton Poyntz
Osmington Cottage - 6.3 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 3 nights min
- Child friendly
- Private garden
$193.00
from $193.00 / night
Beaumont Village 5, Warmwell
Warmwell House - 9.9 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 3 nights min
- Child friendly
$339.00
from $339.00 / night
Mill House, Maiden Newton
Maiden Newton Cottage - 15.5 miles away
- 6 bedrooms 6
- 3 bathrooms
- sleeps 12 12
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$376.00
from $376.00 / night
MARKET HOUSE, Abbotsbury
Abbotsbury Cottage - 9.5 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 3 nights min
$190.00
from $190.00 / night
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