Vacation Rentals & Cottages in Upwey

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111 Houses

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The Swallows

Upwey cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: High chair

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Price per night from

$174

The Brambles

Upwey cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$154

Weymouth hideaway

Upwey apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$170

Great rentals within 20 miles that match your search

Three Little Pigs Luxury Cottage

Milton Abbas cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$546

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

Weymouth caravan/mobile home

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$430

Russet Yurt at Walnut Farm Glamping

Bridport yurt

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$237

Tanglewood Cottage, Lancombes House

West Milton house

  • 7 bedrooms
  • 3 bathrooms
  • sleeps 12

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Price per night from

$431

The Farmhouse, Lancombes House

West Milton farmhouse

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 12

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Price per night from

$453

Top Parts Bed and Breakfast.

Abbotsbury b&b

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$324

Cogden Cottages - Brigantine

Burton Bradstock cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 2 hours 54 minutes

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Price per night from

$115

Netherway Farmhouse Thatched Cottage (also Farmhouse+Barn sleeps 12)

Okeford Fitzpaine cottage

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$246

Sycamores Cottage

Langton Herring cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Match: High chair

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Price per night from

$174

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

Weymouth house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$431

The Chancel

Wareham converted chapel

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$144

Tincleton Lodge

Tincleton cottage

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

Responds fast! avg. 1 hour 51 minutes

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Price per night from

$476

Number Six

Greenhill house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

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Price per night from

$575

Fishermans Cottage, Hot Tub and sea views

Isle of Portland cottage

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 16 minutes

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Price per night from

$154

Rose Cottage

Tincleton cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 51 minutes

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Price per night from

$286

Duck Street Cottage

Symondsbury cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$285

Seaspray

Eype chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$371

Kingfisher Retreat

Warmwell lodge

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 54 minutes

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Price per night from

$173

Lynchett Chase Barn - A unique stone barn in beautiful West Dorset

Maiden Newton barn

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 15 minutes

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Price per night from

$452

Jasmine Cottage

Osmington Mills cottage

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$230

Bilshay Farmhouse

Dottery farmhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$525

Northend Farmhouse

Bridport farmhouse

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

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Price per night from

$683

Lulworth Cove, Rose Cottage

Lulworth Cove cottage

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$338

Cedar Cottage

Chideock cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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Price per night from

$151

The Old Post Office

Symondsbury cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

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Price per night from

$381

Eagles Nest

Symondsbury cottage

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$515

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

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Price per night from

$138

The Victorian Barn Countryside Estate Dorset

Woolland barn

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 34 minutes

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Price per night from

$1,436

Crepe Farm Cottage

Symondsbury cottage

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 7

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Price per night from

$621

Crepe Farmhouse

Symondsbury farmhouse

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 17

Match: High chair

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Price per night from

$2,249

Ishara Apartment

Weymouth apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

Responds fast! avg. 3 hours 48 minutes

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Price per night from

$144

Responds fast! avg. 1 hour 33 minutes

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Price per night from

$216

The Victorian Barn Countryside Estate Dorset

Blandford Forum barn

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 16

Responds fast! avg. 1 hour 34 minutes

Match: High chair

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Price per night from

$2,010

The Victorian Barn Countryside Estate Dorset

Woolland house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

Responds fast! avg. 1 hour 34 minutes

Match: High chair

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Price per night from

$618

The Victorian Barn Countryside Estate Dorset

Woolland barn

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

Responds fast! avg. 1 hour 34 minutes

Match: High chair

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Price per night from

$1,724

Viewing 38 of 111
rentals in Upwey

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