Isle of Portland Rentals

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765 Houses

Price per night from

$216

Old Higher Lighthouse Stopes Cottage, Portland bill

Weston house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$216

SUNSET LODGE, modern apartment, sleeps 6, sea views, WiFi, Portland

Fortuneswell cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$260

Neptune Cottage, Fortuneswell

Fortuneswell cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

Price per night from

$230

AMMONITE COTTAGE, WiFi, two bedrooms, courtyard on Isle of Portland.

Fortuneswell cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$214

OSPREY HOUSE, contemporary house, sleeps 7, Rooftop balcony with views, WiFi

Castletown cottage

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$296

ALPEN ROSE COTTAGE, private parking, two dogs, three bedrooms on Isle of

Easton cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

Price per night from

$271

THE VIEW, beautiful sea views, sleeps 6, Walk to chesil beach, Portland.

Fortuneswell cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$315

Home Waters, Wyke regis

Castletown cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

Price per night from

$230

Pennsylvania Castle, Wakeham, Portland

Weston cottage

  • 9 bedrooms
  • 11 bathrooms
  • sleeps 20

Price per night from

$6,972

LANGHAM COTTAGE, Terraced cottage with sea views, Sleeps 4, Log Burner, WiFi

Fortuneswell cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$165

OLYMPIC COTTAGE, Sleep 4, Original olympic althlete house, WiFi, Contemporary

Castletown cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$247

Little Lodge, Wakeham, Portland

Weston bungalow

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$421

Panoramic View, Castletown, Portland

Castletown apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$210

ST JOHNS VIEW, contemporary house, sleeps 4, off road parking, Wifi, Portland

Fortuneswell cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$261

QUARRY TRAILS, Sleeps 5, Close to coast walks, WiFi, Parking, Portland

Weston cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

Price per night from

$261

Bowman's Cottage, Wakeham, Portland

Easton cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$206

THE OLD PORTLAND COURTHOUSE, sleeps 8, historic building, four poster bed

Castletown cottage

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Price per night from

$487

JURASSIC COAST HOUSE, Sleep 8, modern olympic athletes house, Close to Chesil

Castletown cottage

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$390

Pebble Reef

Isle of Portland cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Lovely house in great location.” A traditional cottage style house but equipped in a modern way. There is on street parking that is easily available. Lots of space and nice small garden area. In a wonderful location if you like walking and bird watching etc. To be highly recommended but don't tell everyone!

Responds fast! avg. 2 hours 16 minutes

Price per night from

$141

Two bedroom holiday bungalow

Isle of Portland bungalow

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$139

Fishermans Cottage, Hot Tub and sea views

Isle of Portland cottage

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 16 minutes

Price per night from

$157

The Old Boathouse with views over English Channel and Hot Tub. Book early.

Isle of Portland house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 16 minutes

Price per night from

$167

Lloyds Cottage, stunning views over English Channel and lighthouse

Isle of Portland bungalow

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 16 minutes

Price per night from

$199

Cliff Walk Cottage with hot tub

Isle of Portland house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 2 hours 16 minutes

Price per night from

$120

Price per night from

$169

65 Atlantic House, Castletown, Portland

Castletown apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$191

Host & Stay | Jurassica

Castletown house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 44 minutes

Price per night from

$242

Sea Gem, Castletown, Portland

Castletown house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 7

Price per night from

$383

Channel Escape 3

Isle of Portland apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$205

The Old Council Chambers, Fortuneswell

Fortuneswell apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$169

79 Atlantic House, Castletown, Portland

Castletown apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$223

Channel Escape 2

Isle of Portland apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$205

Seafarer

Castletown house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$229

Pebbles Reach, 55 Offices Field, Fortuneswell

Castletown house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Price per night from

$218

Kimberlin, Chiswell On Portland

Fortuneswell cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$228

4 Bedroom Victorian Townhouse with Sea Views

Fortuneswell house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Price per night from

$319

Cove Cottage Hideaway Portland

Fortuneswell cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$192

Viewing 38 of 765
rentals in Isle of Portland

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Top Destination reviews

OLD HIGHER LIGHTHOUSE BRANSCOMBE LODGE, family friendly, character holiday
A haven tucked away from the world!

Wonderful situation for we 'townies' who live far from the sea. Very good cottage although second bedroom a little limited in size if four big people are staying. Lovely, helpful hosts. Very well equipped house and the upside-down aspect very attractive. Watching the sun go down was magical. It was very windy when we were there in June, so we didn't use the swimming pool but it must have been great in the lovely sunny weather. We enjoyed walks along the cliff path and looking over Weymouth Bay and Chesil Beach. We visited Poole, Weymouth, Abbotsbury Gardens and Swannery (masses of babies at that time). Excellent cafe close by - the crab sandwiches are to die for but it closes in the evening. We found one hotel with a good restaurant but generally eating facilities were not good, which is a pity. The local pub should look to its laurels as I am sure it could be a great asset so close to the sea and the lighthouse. we would certainly have used it had it been better. There is a Tesco supermarket on the island, which was very good. We loved going up into the lighthouse - take a glass of wine up there in the evening and just enjoy the lovely view - bliss! Go for a long weekend, take your own food and enjoy that wonderful sea! Sadly no pets allowed and we have just got another dog so will not return. We have already recommended it to friends and family.see more
Pebble Reef
Lovely house in great location.

A traditional cottage style house but equipped in a modern way. There is on street parking that is easily available. Lots of space and nice small garden area. In a wonderful location if you like walking and bird watching etc. To be highly recommended but don't tell everyone! … see more

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