Isle of Portland Vacation Rentals & Homes - 499 Rentals Available
499 Vacation rentals
DELIMARA, WiFi, close to the coast, off road parking, detached cottage in
Easton House
- 3 bedrooms 3
- 1 bathroom
- sleeps 5 5
- 3 nights min
- Child friendly
- Private garden
$136.00
from $136.00 / night
OLD HIGHER LIGHTHOUSE BRANSCOMBE LODGE, family friendly, character holiday
Weston House
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Swimming pool
- Child friendly
$191.00
from $191.00 / night
Old Higher Lighthouse Stopes Cottage, Portland bill
Weston House
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Swimming pool
- Child friendly
$191.00
from $191.00 / night
ALPEN ROSE COTTAGE, private parking, two dogs, three bedrooms on Isle of
Easton Cottage
- 3 bedrooms 3
- 1 bathroom
- sleeps 5 5
- 3 nights min
- Child friendly
- Pet friendly
$222.00
from $222.00 / night
The Old Council Chamber, Fortuneswell
Fortuneswell Apartment
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
- Child friendly
- Pet friendly
$158.00
from $158.00 / night
AMMONITE COTTAGE, WiFi, two bedrooms, courtyard on Isle of Portland.
Fortuneswell Cottage
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
$195.00
from $195.00 / night
CHARLTON HOUSE, beautiful portland cottage, sleeps 6, slipper bath, close to
Easton Cottage
- 3 bedrooms 3
- 1 bathroom
- sleeps 6 6
- 3 nights min
- Child friendly
- Pet friendly
$201.00
from $201.00 / night
SUNSET LODGE, modern apartment, sleeps 6, sea views, WiFi, Portland
Fortuneswell Cottage
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 3 nights min
- Child friendly
$237.00
from $237.00 / 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
$355.00
from $355.00 / night
Little Lodge, Wakeham, Portland
Weston Bungalow
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
- Child friendly
- Private garden
$216.00
from $216.00 / 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
$443.00
from $443.00 / night
UNICORN, cute cottage, sleeps 4, sea glimpses, cottage garden, Portland
Fortuneswell Cottage
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$202.00
from $202.00 / 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
$270.00
from $270.00 / night
Panoramic View, Castletown, Portland
Castletown Apartment
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 3 nights min
$202.00
from $202.00 / night
Home Waters, Wyke regis
Castletown Cottage
- 3 bedrooms 3
- 1 bathroom
- sleeps 5 5
- 3 nights min
- Pet friendly
- Private garden
$210.00
from $210.00 / night
ST JOHNS VIEW, contemporary house, sleeps 4, off road parking, Wifi, Portland
Fortuneswell Cottage
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 3 nights min
- Child friendly
- Private garden
$202.00
from $202.00 / night
BOWMAN'S COTTAGE, Traditional stone cottage, sleeps 4, close to walks, Portland
Easton Cottage
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Private garden
$189.00
from $189.00 / night
LANGHAM COTTAGE, Terraced cottage with sea views, Sleeps 4, Log Burner, WiFi
Fortuneswell Cottage
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
- Pet friendly
$195.00
from $195.00 / night
Neptune Cottage, Fortuneswell
Fortuneswell Cottage
- 3 bedrooms 3
- 2 bathrooms
- sleeps 5 5
- 3 nights min
- Child friendly
- Pet friendly
$210.00
from $210.00 / night
QUARRY TRAILS, Sleeps 5, Close to coast walks, WiFi, Parking, Portland
Weston Cottage
- 3 bedrooms 3
- 2 bathrooms
- sleeps 5 5
- 3 nights min
- Child friendly
- Private garden
$237.00
from $237.00 / night
THE VIEW, beautiful sea views, sleeps 6, Walk to chesil beach, Portland.
Fortuneswell Cottage
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 3 nights min
$286.00
from $286.00 / night
Pennsylvania Castle, Wakeham, Portland
Weston Cottage
- 9 bedrooms 9
- 11 bathrooms
- sleeps 20 20
- 3 nights min
- Swimming pool
- Child friendly
$2,686.00
from $2,686.00 / 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
$220.00
from $220.00 / night
TIDES REACH, Sleeps 5, Close to Coast path, WiFi, 2 dogs welcome, Wyke Regis
Castletown Cottage
- 3 bedrooms 3
- 2 bathrooms
- sleeps 5 5
- 3 nights min
- Child friendly
- Pet friendly
$242.00
from $242.00 / night
Coastal House, Easton, Portland
Easton House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 3 nights min
- Private garden
$286.00
from $286.00 / night
Sea Gem, Castletown, Portland
Castletown House
- 4 bedrooms 4
- 4 bathrooms
- sleeps 7 7
- 3 nights min
- Child friendly
- Private garden
$355.00
from $355.00 / night
39 Officers Field, Fortuneswell
Castletown House
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 3 nights min
- Private garden
$220.00
from $220.00 / night
12 Officers Field, Fortuneswell
Castletown House
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 3 nights min
- Private garden
$220.00
from $220.00 / night
Pebbles Reach, 55 Offices Field, Fortuneswell
Castletown House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 7 7
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$207.00
from $207.00 / night
Kimberlin, Chiswell On Portland
Fortuneswell Cottage
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 3 nights min
- Child friendly
- Private garden
$245.00
from $245.00 / night
Boatswain's Watch, Fortuneswell
Fortuneswell Cottage
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
- Pet friendly
$217.00
from $217.00 / night
21 Court Barton, Weston, Portland
Weston Cottage
- 3 bedrooms 3
- 1 bathroom
- sleeps 5 5
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$174.00
from $174.00 / night
The Old Police Station, Fortuneswell
Fortuneswell House
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- 3 nights min
- Child friendly
- Private garden
$432.00
from $432.00 / night
Sunrise Hill, Castletown, Portland
Castletown Apartment
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
$155.00
from $155.00 / night
Portland View, Portland Bill
Weston Apartment
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 3 nights min
- Child friendly
$222.00
from $222.00 / night
Tidal Drift, Wyke Regis
Castletown Cottage
- 3 bedrooms 3
- 1 bathroom
- sleeps 5 5
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$205.00
from $205.00 / night
5 Coastguard Cottage, Fortuneswell
Fortuneswell Cottage
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
$205.00
from $205.00 / night
Schooner Cottage, Fortuneswell
Fortuneswell House
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- 3 nights min
- Child friendly
- Pet friendly
$225.00
from $225.00 / night
Spring Rose Cottage, Fortuneswell
Fortuneswell Cottage
- 3 bedrooms 3
- 1 bathroom
- sleeps 8 8
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$215.00
from $215.00 / night
Chesil Lookout, Fortuneswell
Fortuneswell House
- 6 bedrooms 6
- 2 bathrooms
- sleeps 12 12
- 3 nights min
- Pet friendly
$568.00
from $568.00 / night
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