Isle of Portland Vacation Rentals & Homes - 346 Rentals Available
346 Vacation rentals
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
$104.00
from $104.00 / night
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
$106.00
from $106.00 / 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
$220.00
from $220.00 / 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
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
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
$280.00
from $280.00 / 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
$336.00
from $336.00 / 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
$190.00
from $190.00 / 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
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
$184.00
from $184.00 / 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
$192.00
from $192.00 / 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
THE OLD PORTLAND COURTHOUSE, sleeps 8, historic building, four poster bed
Castletown Cottage
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- 3 nights min
- Child friendly
- Private garden
$419.00
from $419.00 / night
OSPREY HOUSE, contemporary house, sleeps 7, Rooftop balcony with views, WiFi
Castletown Cottage
- 4 bedrooms 4
- 2 bathrooms
- sleeps 7 7
- 3 nights min
- Child friendly
$255.00
from $255.00 / 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
$184.00
from $184.00 / 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
$220.00
from $220.00 / night
OFFICERS RETREAT, Two private terraces, WiFi, Close to the Jurassic Coast
Castletown Apartment
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
- Child friendly
- Pet friendly
$137.00
from $137.00 / 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
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
$271.00
from $271.00 / 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
$184.00
from $184.00 / night
Your search has been expanded 19.3 miles to include more rentals
OYSTER COTTAGE, hop and a skip to Harbourside, WiFi, Parking permit, central
Weymouth Cottage - 4.6 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 3 nights min
- Child friendly
- Private garden
$225.00
from $225.00 / night
OLD HARBOUR VIEW, Harbour views, close to town and beach, Weymouth
Weymouth Cottage - 4.7 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 3 nights min
- Child friendly
$225.00
from $225.00 / night
BROCK COTTAGE, pet-friendly, WiFi, in West Bay
West Bay Cottage - 18.2 miles away
- 3 bedrooms 3
- 1 bathroom
- sleeps 6 6
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$297.00
from $297.00 / night
SEA SPRAY, Sleeps 4, Sea views, close to beach, Weymouth
Weymouth Cottage - 6.6 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 3 nights min
- Child friendly
$208.00
from $208.00 / night
Westbay Penthouse, West Bay
West Bay Apartment - 18.3 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 3 nights min
- Child friendly
- Private garden
$297.00
from $297.00 / night
COVE HOUSE, Sleeps 6, Harbourisde location, Close to town, Weymouth
Weymouth Cottage - 4.6 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- 3 nights min
$297.00
from $297.00 / night
STANLEY HOUSE, harbour views, WiFi, Weymouth
Weymouth Cottage - 4.7 miles away
- 5 bedrooms 5
- 2 bathrooms
- sleeps 8 8
- 3 nights min
- Child friendly
- Private garden
$408.00
from $408.00 / night
FARTHINGS, Sleep 6, Short walk to beach and town, Modern house, parking
Weymouth Cottage - 5.1 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 3 nights min
- Child friendly
- Private garden
$225.00
from $225.00 / night
SUNNY DAYS, sleeps 4, close to beach, off road parking, WiFi, Weymouth
Weymouth Cottage - 5.4 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
- Pet friendly
$178.00
from $178.00 / night
THE WAVE, unique Chalet, Sea views, sleeps 6, Bifold doors, Eype
Bridport Cottage - 19.3 miles away
- 3 bedrooms 3
- 1 bathroom
- sleeps 6 6
- 3 nights min
- Child friendly
$336.00
from $336.00 / night
SOUTH HARBOUR COTTAGE, Renovated cottage, Sleeps 4, Close to Harbour and shops
Weymouth Cottage - 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
TIDES REACH, Sleeps 5, Close to Coast path, WiFi, 2 dogs welcome, Wyke Regis
Weymouth Cottage - 3.4 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 5 5
- 3 nights min
- Child friendly
- Pet friendly
$225.00
from $225.00 / night
MAYCROFT, Sleeps 3, 1 dog, stylish house, Weymouth
Weymouth Cottage - 4.5 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 3 3
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$178.00
from $178.00 / night
TOWNBRIDGE RETREAT, Harbour views, off road parking, sleeps 4, Central
Weymouth Cottage - 4.7 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 3 nights min
- Child friendly
$220.00
from $220.00 / night
WASHINGPOOLS, sleeps 2, stone barn, close to the beach, West Bexington
West Bexington Cottage - 13.6 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
- Pet friendly
$147.00
from $147.00 / night
BEAUMONT VILLAGE 19, sleeps 6, on site spa, swimming pool, Wifi, Warmwell
Warmwell Cottage - 11.5 miles away
- 3 bedrooms 3
- 1 bathroom
- sleeps 6 6
- 7 nights min
- Child friendly
$142.00
from $142.00 / night
BAYTREE LODGE, wood-burning stove, five bedrooms, games room, swimming pool in
Osmington Mills Cottage - 7.6 miles away
- 5 bedrooms 5
- 6 bathrooms
- sleeps 10 10
- 3 nights min
- Swimming pool
- Child friendly
- Private garden
$740.00
from $740.00 / night
PIPPIN'S LODERS Rural Cottage, sleeps 3, Cottage Garden, off Road parking
Bradpole Cottage - 18.3 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 3 nights min
- Child friendly
- Pet friendly
$255.00
from $255.00 / night
OLD COASTGUARD APT 3, spacious harbourside apartment, 3 en-suite bedrooms
Weymouth Cottage - 4.7 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- 3 nights min
- Child friendly
$271.00
from $271.00 / night
SEAHORSE COTTAGE, WiFi, dog-friendly, Weymouth
Weymouth House - 4.6 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$208.00
from $208.00 / night
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