Isle of Portland Vacation Rentals & Homes - 378 Rentals Available
378 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
$187.00
from $187.00 / 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
$187.00
from $187.00 / night
Quarr Cottage, Wakeham, Portland
Weston Cottage
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Private garden
$180.00
from $180.00 / 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
$216.00
from $216.00 / night
The Old Council Chamber, Fortuneswell
Castletown Apartment
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
- Child friendly
- Pet friendly
$155.00
from $155.00 / night
AMMONITE COTTAGE, WiFi, two bedrooms, courtyard on Isle of Portland.
Castletown Cottage
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
$190.00
from $190.00 / 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
$196.00
from $196.00 / 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
$227.00
from $227.00 / 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
$348.00
from $348.00 / night
Little Lodge, Wakeham, Portland
Weston Bungalow
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
- Child friendly
- Private garden
$212.00
from $212.00 / 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
$433.00
from $433.00 / 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
$199.00
from $199.00 / 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
Panoramic View, Castletown, Portland
Castletown Apartment
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 3 nights min
$199.00
from $199.00 / night
Cove Cottage Hideaway, Chiswell On Portland
Castletown Cottage
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
- Private garden
$165.00
from $165.00 / night
For your view only, Portland Bill
Weston Apartment
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 3 nights min
- Child friendly
- Pet friendly
$223.00
from $223.00 / 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
$181.00
from $181.00 / night
White Sails, Wyke Regis
Castletown Cottage
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
- Private garden
$201.00
from $201.00 / 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
$184.00
from $184.00 / night
Cove Lodge, Wakeham
Weston Chalet
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 3 nights min
- Child friendly
- Pet friendly
$327.00
from $327.00 / 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
Pitt Hayes Cottage, Fotrtuneswell
Castletown Cottage
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- 3 nights min
- Child friendly
- Pet friendly
$350.00
from $350.00 / 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
$205.00
from $205.00 / 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
$227.00
from $227.00 / 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
Pennsylvania Castle, Wakeham, Portland
Weston Cottage
- 9 bedrooms 9
- 11 bathrooms
- sleeps 20 20
- 3 nights min
- Swimming pool
- Child friendly
$2,695.00
from $2,695.00 / 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
$216.00
from $216.00 / night
Cove Chalet, Wakeham, Portland
Weston Bungalow
- 2 bedrooms 2
- 1 bathroom
- sleeps 3 3
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$171.00
from $171.00 / night
Spring Rose Cottage, Fortuneswell
Castletown Cottage
- 3 bedrooms 3
- 1 bathroom
- sleeps 8 8
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$192.00
from $192.00 / night
Jurassica House, Fortuneswell
Castletown House
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$367.00
from $367.00 / night
Your search has been expanded 11.5 miles to include more rentals
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
- 3 nights min
$213.00
from $213.00 / night
WEYMOUTH BAY APARTMENT B, First floor, sleeps 7, Sea views, close to town
Weymouth Cottage - 5.8 miles away
- 3 bedrooms 3
- 1 bathroom
- sleeps 7 7
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$216.00
from $216.00 / 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
- 3 nights min
- Child friendly
$228.00
from $228.00 / night
BEAUMONT VILLAGE 4, On site Spa, Swimming pool, WiFi, Sleeps 8, Warmwell.
Warmwell Cottage - 11.5 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 9 9
- 3 nights min
- Child friendly
$415.00
from $415.00 / night
LULWORTH COVE COTTAGE, Sleeps 6, , close to beach, WiFi, West Lulworth
West Lulworth Cottage - 10.5 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- 3 nights min
- Pet friendly
- Private garden
$263.00
from $263.00 / night
WEYMOUTH BAY APARTMENT C, Second floor, Sea views, parking, close to town
Weymouth Cottage - 5.8 miles away
- 3 bedrooms 3
- 1 bathroom
- sleeps 7 7
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$219.00
from $219.00 / night
POINTERS 2, bedroom apartment, luxury furnishings, close to harbour, WiFi
Weymouth Cottage - 4.6 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
- Private garden
$234.00
from $234.00 / night
Azure Apartment, Greenhill
Weymouth Cottage - 5.6 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 3 nights min
- Child friendly
$234.00
from $234.00 / night
Castle View, Fortuneswell
Weymouth Cottage - 5.1 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Pet friendly
- Private garden
$200.00
from $200.00 / night
Casa Carmen, Weymouth
Weymouth House - 4.5 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 5 5
- 3 nights min
- Private garden
$243.00
from $243.00 / night
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