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Vacation Rentals & Cottages in Pickering

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1,958 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

$162

SPIRE VIEW, off road parking, village amenities, WiFi, Pickering, Ref 943752

Pickering house

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$92

The Flour Pot, Rosedale Abbey

Rosedale Abbey house

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$150

12 CASTLEGATE, terraced, open fire, private enclosed garden, pet-friendly, in

Pickering house

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$102

COBBLER'S COTTAGE, pet-friendly, character holiday cottage in Pickering, Ref

Pickering house

3 bedrooms / 1 bathroom / sleeps 5

Price per night from

$150

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

Pickering cottage

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$129

THE SIDINGS, Grade II listed, off road parking, patio garden, Pickering, Ref

Pickering house

3 bedrooms / 1 bathroom / sleeps 6

Price per night from

$165

31 OUTGANG ROAD, wood burner, ceiling beams, pet friendly, in Pickering, Ref

Pickering house

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$138

PLATFORM 2 & 3/4, railway views, Wi-Fi, woodburner, pet-friendly with a garden

Pickering house

3 bedrooms / 1 bathroom / sleeps 6

Price per night from

$118

COOPER'S COTTAGE, pet friendly, character holiday cottage, with a garden in

Pickering house

2 bedrooms / 1 bathroom / sleeps 4

“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

$101

WESTGATE COTTAGE, WiFi, garden with furniture, great base for walking, Ref

Pickering house

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$102

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

$159

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

Pickering house

4 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$144

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

Pickering house

3 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$132

“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

$101

COSY COTTAGE, original features, summerhouse, centre of Pickering, Ref 963828

Pickering house

2 bedrooms / 1 bathroom / sleeps 3

Price per night from

$113

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

Pickering house

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$111

BRAMBLE COTTAGE, WiFi, woodburner, in Pickering

Pickering cottage

3 bedrooms / 1 bathroom / sleeps 5

Price per night from

$139

22 Hallgarth, Pickering

Pickering cottage

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$254

Dove Cottage, Pickering

Pickering cottage

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$162

58 WESTGATE, parking, WiFi, in Pickering

Pickering cottage

2 bedrooms / 1 bathroom / sleeps 3

Price per night from

$154

Dovecote, Pickering

Pickering cottage

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$128

STATION VIEW, views of North York Moors Railway, centre of Pickering, near

Pickering house

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$93

PLATFORM 5 & 3/4, family bedroom, summer house, in Pickering

Pickering cottage

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$124

Stable Cottage

Pickering cottage

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 36 minutes

Price per night from

$64

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

Pickering cottage

3 bedrooms / 1 bathroom / sleeps 5

Responds fast! avg. 1 hour 46 minutes

Price per night from

$211

Gillamoor Cottage

Pickering cottage

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 2 hours 3 minutes

Price per night from

$109

No 2 The Ropery

Pickering house

5 bedrooms / 2 bathrooms / sleeps 11

Price per night from

$352

Rosedale Cottage

Pickering house

3 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 2 hours 3 minutes

Price per night from

$136

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 46 minutes

Price per night from

$192

Two bedroom Cottage (the Cottage), Low Farm, Hartoft

Pickering cottage

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$192

Bay Cottage

Pickering cottage

1 bedroom / 1 bathroom / sleeps 2

“Comfy Cottage in Wrelton” Enjoyed our stay in this well equipped comfy cottage. Great postion for exploring N York Moors and N Yorks coast and coastal paths. Well equipped with Freeview and wifi. Nice upstairs ensuite bedroom. Pub just round corners serves great meals with substantial servings!

Responds fast! avg. 3 hours 56 minutes

Price per night from

$103

Pasture View Cottage - Pickering

Pickering cottage

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 2 hours 35 minutes

Price per night from

$216

Mill Cottage - Pickering - Gateway to York Moors

Pickering cottage

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 35 minutes

Price per night from

$128

Wheelhouse Cottage - Pickering

Pickering cottage

2 bedrooms / 1 bathroom / sleeps 5

Responds fast! avg. 2 hours 35 minutes

Price per night from

$151

Rue Crofts View

Pickering cottage

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 36 minutes

Price per night from

$67

Welburn Cottage

Pickering cottage

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 2 hours 3 minutes

Price per night from

$160

Readman Cottage

Pickering cottage

2 bedrooms / 2 bathrooms / sleeps 3

Responds fast! avg. 2 hours 3 minutes

Price per night from

$107

Viewing 38 of 1,958
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
Bay Cottage
Comfy Cottage in Wrelton

Enjoyed our stay in this well equipped comfy cottage. Great postion for exploring N York Moors and N Yorks coast and coastal paths. Well equipped with Freeview and wifi. Nice upstairs ensuite bedroom. Pub just round corners serves great meals with substantial servings! … 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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