Isle of Portland Rentals

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780 Houses

Price per night from

$205

Old Higher Lighthouse Stopes Cottage, Portland bill

Weston house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$205

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

Fortuneswell cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$254

Neptune Cottage, Fortuneswell

Fortuneswell cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

Price per night from

$225

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

Fortuneswell cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$209

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

Castletown cottage

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$289

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

Easton cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

Price per night from

$240

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

Fortuneswell cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$307

Home Waters, Wyke regis

Castletown cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

Price per night from

$225

Pennsylvania Castle, Wakeham, Portland

Weston cottage

  • 9 bedrooms
  • 11 bathrooms
  • sleeps 20

Price per night from

$6,815

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

Fortuneswell cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$160

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

Castletown cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$240

Little Lodge, Wakeham, Portland

Weston bungalow

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$411

Panoramic View, Castletown, Portland

Castletown apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$204

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

Fortuneswell cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$255

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

Weston cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

Price per night from

$255

Bowman's Cottage, Wakeham, Portland

Easton cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$202

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

Castletown cottage

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Price per night from

$476

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

Castletown cottage

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$381

Cliff House

Isle of Portland house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

Price per night from

$272

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

$138

Two bedroom holiday bungalow

Isle of Portland bungalow

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$136

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

$153

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

$129

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

$158

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

$115

Responds fast! avg. 3 hours 52 minutes

Price per night from

$165

65 Atlantic House, Castletown, Portland

Castletown apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$187

Host & Stay | Jurassica

Castletown house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 18 minutes

Price per night from

$236

Sea Gem, Castletown, Portland

Castletown house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 7

Price per night from

$374

Channel Escape 3

Isle of Portland apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$201

The Old Council Chambers, Fortuneswell

Fortuneswell apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$165

79 Atlantic House, Castletown, Portland

Castletown apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$217

Channel Escape 2

Isle of Portland apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$201

Seafarer

Castletown house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$224

The Old Rope House

Fortuneswell house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Responds fast! avg. 1 hour 1 minutes

Price per night from

$228

Pebbles Reach, 55 Offices Field, Fortuneswell

Castletown house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Price per night from

$213

Kimberlin, Chiswell On Portland

Fortuneswell cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$217

Viewing 38 of 780
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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