Isle of Portland Vacation Rentals & Homes - 381 Rentals Available
381 Vacation rentals
OLD HIGHER LIGHTHOUSE BRANSCOMBE LODGE, family friendly, character holiday
Isle of Portland House
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Swimming pool
- Child friendly
$180.00
from $180.00 / night
Old Higher Lighthouse Stopes Cottage, Portland bill
Isle of Portland House
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Swimming pool
- Child friendly
$180.00
from $180.00 / night
Quarr Cottage, Wakeham, Portland
Weston Cottage
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Private garden
$174.00
from $174.00 / night
ALPEN ROSE COTTAGE, private parking, two dogs, three bedrooms on Isle of
Weston Cottage
- 3 bedrooms 3
- 1 bathroom
- sleeps 5 5
- 3 nights min
- Child friendly
- Pet friendly
$208.00
from $208.00 / night
The Old Council Chamber, Fortuneswell
Castletown Apartment
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
- Child friendly
- Pet friendly
$149.00
from $149.00 / night
AMMONITE COTTAGE, WiFi, two bedrooms, courtyard on Isle of Portland.
Castletown Cottage
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
$183.00
from $183.00 / night
CHARLTON HOUSE, beautiful portland cottage, sleeps 6, slipper bath, close to
Weston Cottage
- 3 bedrooms 3
- 1 bathroom
- sleeps 6 6
- 3 nights min
- Child friendly
- Pet friendly
$189.00
from $189.00 / 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
$219.00
from $219.00 / 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
$335.00
from $335.00 / night
Little Lodge, Wakeham, Portland
Weston Bungalow
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
- Child friendly
- Private garden
$204.00
from $204.00 / 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
$417.00
from $417.00 / 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
$192.00
from $192.00 / 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
$254.00
from $254.00 / night
Panoramic View, Castletown, Portland
Castletown Apartment
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 3 nights min
$191.00
from $191.00 / 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
$183.00
from $183.00 / night
Cove Cottage Hideaway, Chiswell On Portland
Castletown Cottage
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
- Private garden
$159.00
from $159.00 / night
For your view only, Portland Bill
Weston Apartment
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 3 nights min
- Child friendly
- Pet friendly
$215.00
from $215.00 / 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
$191.00
from $191.00 / night
White Sails, Wyke Regis
Castletown Cottage
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
- Private garden
$194.00
from $194.00 / 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
$178.00
from $178.00 / night
Cove Lodge, Wakeham
Weston Chalet
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 3 nights min
- Child friendly
- Pet friendly
$316.00
from $316.00 / 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
$183.00
from $183.00 / night
Pitt Hayes Cottage, Fotrtuneswell
Castletown Cottage
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- 3 nights min
- Child friendly
- Pet friendly
$278.00
from $278.00 / 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
$198.00
from $198.00 / 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
$219.00
from $219.00 / 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
$269.00
from $269.00 / night
Pennsylvania Castle, Wakeham, Portland
Weston Cottage
- 9 bedrooms 9
- 11 bathrooms
- sleeps 20 20
- 3 nights min
- Swimming pool
- Child friendly
$2,597.00
from $2,597.00 / 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
$208.00
from $208.00 / night
Cove Chalet, Wakeham, Portland
Weston Bungalow
- 2 bedrooms 2
- 1 bathroom
- sleeps 3 3
- 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
$185.00
from $185.00 / night
Your search has been expanded 18.8 miles to include more rentals
BLUEBERRY COTTAGE, sleeps 6, village location, close to pub, Weymouth
Osmington Cottage - 8 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 7 nights min
- Pet friendly
- Private garden
$169.00
from $169.00 / night
ARTIST'S HARBOUR VIEW, sleeps 2, harbour views, central harbour location, close
Weymouth Cottage - 4.6 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 7 nights min
$146.00
from $146.00 / night
South Harbour Cottage, Weymouth
Weymouth House - 4.6 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$198.00
from $198.00 / night
Mint Cottage, Weymouth
Weymouth House - 4.7 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
- Private garden
$169.00
from $169.00 / night
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
- 3 nights min
- Child friendly
- Private garden
$169.00
from $169.00 / 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
$169.00
from $169.00 / night
THE MALTHOUSE, sleeps 6, close to harbour, WiFi, gated developement Weymouth
Weymouth Cottage - 4.6 miles away
- 4 bedrooms 4
- 2 bathrooms
- sleeps 6 6
- 3 nights min
- Child friendly
- Private garden
$263.00
from $263.00 / night
High Tide, Weymouth
Weymouth Cottage - 4.9 miles away
- 5 bedrooms 5
- 6 bathrooms
- sleeps 10 10
- 3 nights min
- Child friendly
$525.00
from $525.00 / night
SUNNY GARDENS, pet friendly, with a garden in Weymouth, Ref 7688
Weymouth House - 5.4 miles away
- 3 bedrooms 3
- 1 bathroom
- sleeps 6 6
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$145.00
from $145.00 / night
MUTINY HOUSE, harbourside, harbour views, sleeps 7, WiFI, Weymouth
Weymouth Cottage - 4.6 miles away
- 4 bedrooms 4
- 2 bathrooms
- sleeps 7 7
- 3 nights min
- Child friendly
$254.00
from $254.00 / night
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