Vacation Rentals & Cottages in Castletown

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817 Houses

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

Castletown cottage

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$302

Home Waters, Wyke regis

Castletown cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

Price per night from

$236

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

Castletown cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$251

Panoramic View, Castletown, Portland

Castletown apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$219

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

Castletown cottage

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Price per night from

$496

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

Castletown cottage

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$407

65 Atlantic House, Castletown, Portland

Castletown apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$195

Pebbles View, Wyke Regis

Castletown cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$491

Host & Stay | Jurassica

Castletown house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$246

Sea Gem, Castletown, Portland

Castletown house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 7

Price per night from

$389

Jurassica House, Fortuneswell

Castletown house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$445

79 Atlantic House, Castletown, Portland

Castletown apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$227

Jay Cottage, Weymouth

Castletown cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$175

Sunset View, is in Castletown.

Castletown apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$206

Chesil Retreat, Weymouth

Castletown house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$240

Tidal Drift, Wyke Regis

Castletown cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

Price per night from

$229

Seafarer

Castletown house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$233

Pebbles Reach, 55 Offices Field, Fortuneswell

Castletown house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Price per night from

$221

2 Kingfisher Close, Weymouth

Castletown cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$172

10 Sandpiper Way, Weymouth

Castletown cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$203

Great rentals within 20 miles that match your search

Caravan ~ with decking • Weymouth. No kids or Pets.

Weymouth caravan/mobile home

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$446

Dorset Cottage near coast (Puncknowle, Dorchester)

Puncknowle house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

Price per night from

$187

Sky Cabin, Rustic forest getaway.

Wareham barn

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$209

Apartment with stunning Sea View

West Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 19 minutes

Price per night from

$120

Price per night from

$111

Top Parts Bed and Breakfast.

Abbotsbury b&b

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$335

Cogden Cottages - Brigantine

Burton Bradstock cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 3 hours 16 minutes

Price per night from

$120

Sika lodge

Wareham log cabin

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$298

Welcome back on the July 4th 2020

East Burton house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 24

Responds fast! avg. 4 minutes

Price per night from

$745

Welcome back on the July 4th 2020

East Burton cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 4 minutes

Price per night from

$373

Welcome back on the July 4th 2020

Wareham house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Responds fast! avg. 4 minutes

Price per night from

$373

Welcome back on the July 4th 2020

Wareham house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Responds fast! avg. 4 minutes

Price per night from

$373

Duckling Cottage A Lovely Character 18th Century Holiday cottage

Weymouth cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 1 hour 54 minutes

Price per night from

$105

Welcome back on the July 4th 2020

Wool house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 4 minutes

Price per night from

$224

Ocean House 80 yds from beach 4 Bed, 4 Bath, 4star

Weymouth house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

Price per night from

$447

Seaview Self Catering- Fossils Reach

Chickerell studio

  • Studio
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 37 minutes

Price per night from

$127

Two bedroom holiday bungalow

Isle of Portland bungalow

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$142

Family Cottage Close to Beach Town Transport Links

Weymouth cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 2 hours 51 minutes

Price per night from

$149

Viewing 38 of 817
rentals in Castletown

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