Vacation Rentals & Cottages in Pickering

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1,985 Houses

1 THE OLD METHODIST CHAPEL, family friendly, luxury holiday cottage, with a

Rosedale Abbey house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

“Very satisfactory.” Service excellent.very comfortable very clean.everything you could want in the Chapel.location quite excellent centre for walking and sightseeing. Enjoyed our stay .only things to say had real problems with cooker even though there was instructions I found the stairs steep.i would visit again.

Price per night from

$195

Price per night from

$102

Price per night from

$199

LOCKTON COTTAGE, stone cottage with open fire, in Pickering, Ref 983666

Pickering cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$143

Price per night from

$181

Price per night from

$144

Price per night from

$166

“Lovely cosy hideaway” What a lovely, cosy cottage. From the minute we arrived to the minute we left we had the most relaxing time. The cottage is beautifully furnished, comfortable and cosy. The kitchen is really well appointed and the log burning stove adds a lovely, country feel. For us the best thing was that our puppy Bailey loved it! The courtyard is totally secure so he was able to have a run around without us worrying. On our arrival we were greeted by a lovely box of cakes, jar of coffee, fresh milk and a local paper which, after a long drive, were very very welcome. We enjoyed our stay so much that we are hoping to return later this year!

Price per night from

$145

Price per night from

$134

BOUNDCLIFFE FARM, pet friendly, character holiday cottage, with a garden in

Allerston house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

“A brilliant place to stay” Everything was just right for an excellent family holiday. Clean, the beds were comfortable, there was plenty to entertain the kids and it was in a good position for getting to a range of venues. Just don't eat at the village pub-had to be the worst food and least friendly waitress-although the beer and landlord werte good.

Price per night from

$241

THE OLD CARTWAY, WiFi, two sitting rooms, charming and cosy, in Pickering

Pickering house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$276

KEEP COTTAGE, enclosed garden, pet friendly, woodburning stove, Ref 904784

Pickering house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

Price per night from

$158

“excellent, great place, well positioned everything it says in br” We were met by the proprietor who had just finished cleaning. He showed us where the key was an how everything worked. The cottage was clean, tidy, plenty of wood for woodburner and full of character. We loved the mezzanine bedroom and the shower room. Kitchen was very good with plenty of cutlery and crockery. Lots of info on area and a special offer for a meal at the Indian restaurant nearby. Nothing we disliked about it as it was all as described.

Price per night from

$121

HOGWARTS COTTAGE, pet-friendly, cottage with WiFi, near amenities, in

Pickering house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$125

BRAMBLE COTTAGE, WiFi, woodburner, in Pickering

Pickering cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

Price per night from

$183

Price per night from

$175

22 Hallgarth, Pickering

Pickering cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$297

Dove Cottage, Pickering

Pickering cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$178

2 Primrose Villas, Rosedale Abbey

Rosedale Abbey cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$157

58 WESTGATE, parking, WiFi, in Pickering

Pickering cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

Price per night from

$185

Dovecote, Pickering

Pickering cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$150

Price per night from

$110

Stable Cottage

Pickering cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 8 minutes

Price per night from

$114

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

Price per night from

$255

Gillamoor Cottage

Pickering cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 28 minutes

Price per night from

$114

No 2 The Ropery

Pickering house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 11

Price per night from

$401

Rosedale Cottage

Pickering house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 28 minutes

Price per night from

$150

Meadow's Edge Private Hot Tub (DOG/CAT FRIENDLY*) now with on site fishing

Pickering cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Brillant, Tranquil place, absolutely Fab.” Everything was absolutely brillant and would advise any person to go and enjoy this rural part of Yorkshire and the beautiful Lodge we stayed in. On arrival until departure you couldnt fault the premises, Sue & Ben have got everything covered to the best possible angle. It was a delight, didnt want to head home at all. Woke up in the monring to see the Deer in the forest side, pheasants galore and just so much wildlife wondering about. Bliss..... Sue and Ben have a beautiful dog to called Finlay who is an absolute star. All I can say is - if you dont go you will be missing out on an one hell of a spot.

Responds fast! avg. 1 hour 20 minutes

Price per night from

$262

Pasture View Cottage - Pickering

Pickering cottage

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 33 minutes

Price per night from

$270

Mill Cottage - Pickering - Gateway to York Moors

Pickering cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 33 minutes

Price per night from

$153

Wheelhouse Cottage - Pickering

Pickering cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 3 hours 33 minutes

Price per night from

$181

Rue Crofts View

Pickering cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 8 minutes

Price per night from

$120

Welburn Cottage

Pickering cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 28 minutes

Price per night from

$130

Bransdale Cottage

Pickering cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 28 minutes

Price per night from

$142

Hobbits Hideaway

Pickering cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 1 hour 8 minutes

Price per night from

$126

Willows' End Cottage Private Hot Tub (DOG/CAT FRIENDLY*) with on site fishing

Pickering cottage

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 5

Responds fast! avg. 1 hour 20 minutes

Price per night from

$284

The Old Farmhouse

Pickering farmhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Responds fast! avg. 28 minutes

Price per night from

$175

Stables Cottage - Pickering- Gateway to York Moors

Pickering cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Responds fast! avg. 3 hours 33 minutes

Price per night from

$238

Viewing 38 of 1,985
rentals in Pickering

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Top Destination reviews

BOUNDCLIFFE FARM, pet friendly, character holiday cottage, with a garden in
Brilliant holiday

cottage well presented and very comfortable. 9 in our party plenty of room for all games room a big hit with the younger ones in our party. … see more
1 THE OLD METHODIST CHAPEL, family friendly, luxury holiday cottage, with a
Very satisfactory.

Service excellent.very comfortable very clean.everything you could want in the Chapel.location quite excellent centre for walking and sightseeing. Enjoyed our stay .only things to say had real problems with cooker even though there was instructions I found the stairs steep.i would visit again. … see more
COOPER'S COTTAGE, pet friendly, character holiday cottage, with a garden in
A lovely cottage

A lovely cottage but found the stairs very dangerous to both adults and kids due to being very steep with no banister! my husband and I decided to let the kids have the double room as the other room had no door and opened onto steep stairs maybe an idea to change beds round and put singles in the main room? The kitchen could do with more equiptment as 4 of us struggled and were always washing up as needed plates etc for next meal location was fab couldn't be faulted parking good as managed to park at front of property as space provided was taken by next doorsee more
CHERRY TREE COTTAGE, pet friendly, character holiday cottage, with open fire in
A lovely little retreat

Cherry tree cottage was a great little find and we will most definately be visiting again. There's everything you need within walking distance and the log burner turns the cottage into a cosy Warm retreat after a day visiting Whitby, Scarborough or the North York moors! Free Wifi was fantastic too, will take the laptop with me next time! :-)see more
The Gelding
Fab location

Had a wonderful stay here. The owners were great and the house was superb. Everything we needed. The local pub was fantastic. Food delicious and atmosphere exceptional. Would definitely go back. … see more
Horseshoe Cottage
So welcoming

We arrived a little early Tracy was still cleaning the cottage just putting the finishing touch to it-she made us so welcome within the hour she brought still hot flap jacks & milk.We loved our stay at Horseshoe cottage the bed was superb lovely & comfy ?Tracy very kindly brought a seat for me to use in the shower because I struggle to stand for long enough to shower .the cottage was fitted out with everything you need even washing machine so Jean was able to do the wash before coming home always a plus.Our dog Jack was made a great fuss of & the dog belonging to Tracy & Andy became friendly to him both the dogs were of a timid nature.The whole area has much to offer tourists lots to see & do we have been to the region many times & we love itsee more

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