Isle of Portland Vacation Rentals & Homes - 306 Rentals Available
306 Vacation rentals
OLD HIGHER LIGHTHOUSE BRANSCOMBE LODGE, family friendly, character holiday cotta
Isle of Portland House
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Swimming pool
- Child friendly
$107.00
from $107.00 / night
OLD HIGHER LIGHTHOUSE STOPES COTTAGE, family friendly, character holiday cottage
Isle of Portland House
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Swimming pool
- Child friendly
$105.00
from $105.00 / night
SUNSET LODGE, modern apartment, sleeps 6, sea views, WiFi, Portland
Castletown Cottage
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 1 night min
- Child friendly
$89.00
from $89.00 / 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
- Private garden
$83.00
from $83.00 / night
PITT HAYES COTTAGE, Breath taking views, sleeps 8, open plan living, Portland
Castletown Cottage
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- 3 nights min
- Child friendly
- Pet friendly
$120.00
from $120.00 / night
LANGHAM COTTAGE, Terraced cottage with sea views, Sleeps 4, Log Burner, WiFi
Castletown Cottage
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 1 night min
- Child friendly
- Pet friendly
$73.00
from $73.00 / 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
$76.00
from $76.00 / 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
$83.00
from $83.00 / night
OLYMPIC COTTAGE, Sleep 4, Original olympic althlete house, WiFi, Contemporary
Castletown Cottage
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 1 night min
- Child friendly
- Pet friendly
- Private garden
$84.00
from $84.00 / night
THE PALMS, sleep 4 bungalow, pet friendly, close to amenities, 2 miles to
Castletown Cottage
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 1 night min
- Pet friendly
- Private garden
$73.00
from $73.00 / 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
$94.00
from $94.00 / night
NEPTUNE COTTAGE, Sleeps 5, tradtional Portland Cottage, Pet friendly, WiFi
Castletown Cottage
- 3 bedrooms 3
- 1 bathroom
- sleeps 5 5
- 1 night min
- Child friendly
- Pet friendly
$79.00
from $79.00 / night
ALPEN ROSE COTTAGE, private parking, two dogs, three bedrooms on Isle of
Weston Cottage
- 3 bedrooms 3
- 1 bathroom
- sleeps 5 5
- 1 night min
- Child friendly
- Pet friendly
$84.00
from $84.00 / 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
$116.00
from $116.00 / 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
$79.00
from $79.00 / night
OSPREY HOUSE, contemporary house, sleeps 7, Rooftop balcony with views, WiFi
Castletown Cottage
- 4 bedrooms 4
- 1 bathroom
- sleeps 7 7
- 1 night min
- Child friendly
$102.00
from $102.00 / night
THE OLD PORTLAND COURTHOUSE, sleeps 8, historic building, four poster bed
Castletown Cottage
- 4 bedrooms 4
- sleeps 8 8
- 1 night min
- Private garden
$172.00
from $172.00 / night
JURASSIC COAST HOUSE, Sleep 8, modern olympic athletes house, Close to Chesil
Castletown Cottage
- 4 bedrooms 4
- 1 bathroom
- sleeps 8 8
- 1 night min
- Child friendly
- Pet friendly
- Private garden
$136.00
from $136.00 / night
Your search has been expanded 19.3 miles to include more rentals
LITTLE THATCH, Grade II listed, charming, character thatched cottage, in Cerne
Cerne Abbas House - 18.6 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 3 3
- 1 night min
- Child friendly
- Private garden
$65.00
from $65.00 / night
RAINBOW'S END, sleeps 5, Garden with sea views, 200yds to beach, WiFi, Weymouth
Weymouth Cottage - 4 miles away
- 3 bedrooms 3
- 1 bathroom
- sleeps 5 5
- 3 nights min
- Child friendly
$105.00
from $105.00 / night
OCEAN SWELL, Sleeps 6, Close to Harbour, WiFi, Weymouth
Weymouth Cottage - 4.6 miles away
- 3 bedrooms 3
- 1 bathroom
- sleeps 6 6
- 1 night min
- Child friendly
- Private garden
$89.00
from $89.00 / night
CHERRY BLOSSOM HOUSE, sleeps 4, short walk to harbour, parking, Weymouth
Weymouth Cottage - 4.5 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 3 nights min
- Child friendly
- Private garden
$85.00
from $85.00 / night
MARINA VISTA, Sleeps 4, spacious apartment, marina views, WiFi, Weymouth
Weymouth Cottage - 5 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 1 night min
- Child friendly
$90.00
from $90.00 / night
THE COURTHOUSE, sleeps 6, Renovated barn, Village location,
Osmington Cottage - 8 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$116.00
from $116.00 / night
FISHERMEN'S STEPS, Harbourside, ground floor apartment, parking, close to beach
West Bay Cottage - 18.3 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 1 night min
- Child friendly
$90.00
from $90.00 / night
SIESTA CHALET, sea views, 2 mins to beach, parking for 1 car, Eype
Bridport Cottage - 19.3 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 1 night min
- Child friendly
$76.00
from $76.00 / night
COASTGUARD LOOKOUT, sleeps 4, modern upside down house, sea views, Weyymouth
Weymouth Cottage - 4.2 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 1 night min
- Child friendly
$89.00
from $89.00 / night
BARLEY MEWS, games room, four bedrooms, parking for two cars in Weymouth.
Weymouth Cottage - 4.5 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 9 9
- 1 night min
- Child friendly
- Private garden
$171.00
from $171.00 / night
HARBOUR WATCH APARTMENT 1, sleep 4, with harbour views, close to beach, Weymouth
Weymouth Cottage - 4.7 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
$89.00
from $89.00 / night
REAVER, close to harbour, sleeps 4, WiFi, Parking, Weymouth
Weymouth Cottage - 4.5 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 3 nights min
- Child friendly
- Pet friendly
$85.00
from $85.00 / night
HARBOURSIDE COTTAGE, sleeps 5, harbour views, close to beach, WiFi, Weymouth
Weymouth Cottage - 4.6 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 5 5
- 3 nights min
- Child friendly
$128.00
from $128.00 / night
LOUISA COTTAGE, Harbour location, Sleeps 5, WiFi, Weymouth
Weymouth Cottage - 4.6 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 5 5
- 3 nights min
- Child friendly
- Private garden
$94.00
from $94.00 / night
MIDSHIPS, sleeps 4, central location, parking, Weymouth
Weymouth Cottage - 4.7 miles away
- 3 bedrooms 3
- 1 bathroom
- sleeps 4 4
- 1 night min
- Pet friendly
$79.00
from $79.00 / night
ADMIRAL’S COTTAGE, Gated parking, WiFi, two bedrooms, patio garden in Weymouth.
Weymouth Cottage - 4.6 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 1 night min
- Child friendly
- Private garden
$79.00
from $79.00 / night
BRICKYARD COTTAGE, sleeps 4, cosy cottage, village location, DOrchester
Moreton Cottage - 12.6 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
- Pet friendly
$69.00
from $69.00 / night
SEASIDE HOUSE, Sleeps 11, close to beach, close to town, parking, WiFi, Weymouth
Weymouth Cottage - 5.4 miles away
- 6 bedrooms 6
- 7 bathrooms
- sleeps 11 11
- 3 nights min
- Child friendly
- Private garden
$180.00
from $180.00 / night
BURTON BAY, Sleeps 2, luxury couples retreat, WiFI, Sea Views, Burton Bay.
Burton Bradstock Cottage - 17.1 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
- Pet friendly
$85.00
from $85.00 / night
HILLSIDE COTTAGE, sleeps 2, bungalow, off road parking, close to town, Bridport
Bridport Cottage - 18.8 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
$72.00
from $72.00 / night
OYSTER COTTAGE, hop and a skip to Harbourside, WiFi, Parking permit, central loc
Weymouth Cottage - 4.6 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 3 nights min
- Child friendly
- Private garden
$97.00
from $97.00 / night
BEACH VIEW APARTMENT 4, two bedrooms, sea views, parking in Weymouth.
Weymouth Cottage - 5.8 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 1 night min
- Child friendly
$89.00
from $89.00 / night
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