Vacation Rentals & Cottages in Portland

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520 Houses

Casterbridge, Upwey

Upwey house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$225

Price per night from

$207

Old Higher Lighthouse Stopes Cottage, Portland bill

Weston house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$207

Price per night from

$200

Bramshurst, Upwey

Upwey house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$200

Price per night from

$200

Price per night from

$215

SEA PEBBLES, Sleep 6, Close to Harbour, parking, Weymouth

Weymouth cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$292

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

Fortuneswell cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$257

Price per night from

$259

GUINEA COTTAGE, Pet friendly, close to harbour and town, sleeps 4, WiFi

Weymouth cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$194

Tarps Apartment, Weymouth

Weymouth cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

Price per night from

$211

GONE SAILING, FIshermens Cottage, Close to harbour, WiFi, Parking Permit

Weymouth cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$219

MARKHAM COTTAGE, Rural and sea views, WiFi, Weymouth

Weymouth cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$228

GONE FISHING, 4 bedrooms, Edwardian House, Close to Harbour, WiFi, Weymouth

Weymouth cottage

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$385

FORGE COTTAGE, sleeps 5, village location, parking, garden, close to beach

West Lulworth cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

Price per night from

$233

OAST HOUSE, Sleeps 10, harbour location, WiFI, Parking, Weymouth

Weymouth cottage

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Price per night from

$543

JURASSIC HIDEAWAY, sleep 4, victorian apartment, close to harbour, WiFi

Weymouth cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$228

HARBOURSIDE COTTAGE, sleeps 5, harbour views, close to beach, WiFi, Weymouth

Weymouth cottage

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$553

ADMIRAL’s RETREAT, Gated parking, WiFi, one bedroom, patio in Weymouth.

Weymouth cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$204

LYCHGATE COTTAGE, sleeps 4, dog friendly, thatched cottage, Osmington

Osmington cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$282

LOOKOUT, Sleeps 4, Sea views, WiFi, parking, WEymouth

Weymouth cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$263

BRIDGE VIEW, sleeps 8, harbourside location, bridge views, Weymouth

Weymouth cottage

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$481

Price per night from

$172

Price per night from

$402

Casa Carmen, Weymouth

Weymouth house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

Price per night from

$263

The Old Reading Room, Langton Herring

Portesham cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

Price per night from

$292

MARINER'S REST, sleeps 4, Modern house, WiFi , parking, Weymouth

Weymouth cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$228

Low Tide, Weymouth

Weymouth cottage

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 10

Price per night from

$605

OLD COASTGUARD APT 3, spacious harbourside apartment, 3 en-suite bedrooms

Weymouth cottage

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$322

COCKLESHELL LODGE, Sleeps 4, short walk to the beach, parking, Weymouth.

Weymouth cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$194

Neptune Cottage, Fortuneswell

Fortuneswell cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

Price per night from

$228

BARLEY MEWS, games room, four bedrooms, parking for two cars in Weymouth.

Weymouth cottage

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

Price per night from

$481

Nuke, Weymouth

Weymouth cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$260

Old Harbour View, Brewers quay harbour

Weymouth cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$263

BEACH VIEW APARTMENT 4, two bedrooms, sea views, parking in Weymouth.

Weymouth cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$257

Harbour Watch Apartment 1, Brewers quay harbour

Weymouth cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$243

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

Fortuneswell cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$211

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