Vacation Rentals & Cottages in Pickering

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43 Houses

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Match: Housekeeping Included

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Price per night from

$172

The Old Farmhouse Hot Tub (dog/cat Friendly up to 3)

Pickering cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 1 hour 20 minutes

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Price per night from

$251

Mill Cottage - Pickering - Gateway to York Moors

Pickering cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 10 minutes

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Price per night from

$151

Byre Cottage - Pickering - Gateway to the York Moors

Pickering cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 3 hours 10 minutes

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Price per night from

$178

Eden House Holiday Cottage, Pickering, North York Moors

Pickering cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$151

4* GOLD Rated Exquisite Stone Cottage Renovated To Very High Standard

Pickering house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$165

300 Year Old Cottage, Full of Charm and Character

Pickering cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

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Price per night from

$237

Great rentals within 20 miles that match your search

Moles House (for up to 9 guests)

Egton Bridge house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

Responds fast! avg. 1 hour 30 minutes

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Price per night from

$273

Brook Farm Cottage

Malton house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$158

Whitby Delight

Whitby apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$177

Cairns Vista

Central Whitby apartment

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

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Price per night from

$208

Whitby Apartment.c

Central Whitby apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 2 hours 29 minutes

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Price per night from

$108

Newly refurbished to a high standard, 2-storey apartment in Scarborough Centre

Scarborough apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$237

Deerness in Whitby Victorian terrace house 4 star Gold 2024

Whitby house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$297

Responds fast! avg. 6 minutes

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Price per night from

$194

Caravan break - Cayton Bay Holiday Park - Park Dean Resorts

Cayton caravan/mobile home

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

Responds fast! avg. 35 minutes

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Price per night from

$115

Littlebeck Cottage

Sandsend house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$431

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Price per night from

$216

The Spa Chalet. Sea Views, Pool Spa Gym

Scarborough chalet

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$1,291

Beautiful Beachside Apartment

Sandsend apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$251

Scholes Park Drive, by the Seaside

Newby and Scalby house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

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Price per night from

$198

Pirates berth with Parking and dog friendly bottom of fowergate

Whitby house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$201

Luxury Lodge with Hot tub

Malton lodge

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$187

Snainton Holiday Cottage Hideaway

Snainton house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$160

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Price per night from

$208

The Shelldrake: Stunning sea views set in the Old Town of Scarborough

Scarborough house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$183

Griffin Cottage (Pet Friendly)

Whitby house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$204

Swales cottage

Whitby house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$141

Misty Cottage,. A luxury 5 bedroom cottage with sea views

Whitby cottage

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

Responds fast! avg. 2 hours 49 minutes

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Price per night from

$402

The Old Granary - Holiday Cottage near York

Claxton cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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Price per night from

$259

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Price per night from

$216

psalm cottage a 4 bedroom house within a converted church close to south beach

Scarborough converted chapel

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$323

The Station Lodge, Filey. Sleeps 12.

Filey house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

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Price per night from

$603

Swordfish Cottage **Next to the Harbour**

Whitby apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$158

Ford End Annexe

Ampleforth b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$108

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Price per night from

$137

Pear Tree House Holiday Cottage

York house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$216

Manor House Farm - North York Moors National Park - sleeps 6, dog friendly

Scarborough cottage

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$208

Viewing 38 of 43
rentals in Pickering

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