Cottages in Pickering and Log cabins - Holiday Lettings - Holiday Rentals Pickering

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1,216 Holiday homes

(3) Excellent 

16

Holiday barn in Allerston

Pickering / Allerston

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Child friendly
  • Private garden

from £150 / night

£735 - £1,344 / week

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from £150 / night

(21) Very Good 

14

Holiday cottage in Hartoft

Pickering / Hartoft

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £70 / night

£340 - £515 / week

Book View

from £70 / night

(1) Excellent 

10

Holiday cottage in Pickering

North Yorkshire / Pickering

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Child friendly
  • Car not necessary
  • Ask about pets

from £58 / night

£405 - £695 / week

Enquire View

from £58 / night

10

Pickering holiday home rental

North Yorkshire / Pickering

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Child friendly
  • Car not necessary
  • Private garden

from £58 / night

£405 - £695 / week

Enquire View

from £58 / night

(1) Excellent 

12

Holiday cottage in Pickering

Pickering / Cropton

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Nearest beach 36 km
  • Child friendly

from £50 / night

£348 - £495 / week

Book View

Responds fast!
avg. 1 hour 30 minutes

from £50 / night

(63) Excellent 

21

Holiday home in Pickering

North Yorkshire / Pickering

5 11 2 nights min

  • 5 bedrooms
  • sleeps 11
  • 2 nights min
  • Child friendly
  • Ask about pets
  • Private garden
“Great house in the perfect location” As a stag weekend location it was perfect. Literally 30 seconds walk to around 10 different pubs, take aways and restaurants. House itself is immaculate and very homely and easily slept 12. Owners couldn't have been more helpful in organising our stay so this place is highly recommended.

from £275 / night

£1,200 / week

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from £275 / night

12

Holiday cottage in Pickering

North Yorkshire / Pickering

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Child friendly
  • Car not necessary

from £58 / night

£400 - £655 / week

Enquire View

from £58 / night

(13) Excellent 

14

Holiday cottage in Pickering

North Yorkshire / Pickering

2 3 min stay varies

  • 2 bedrooms
  • sleeps 3
  • min stay varies
  • Nearest beach 35 km
  • Pet friendly
  • Private garden

from £65 / night

£550 - £690 / week

Book View

Responds fast!
avg. 3 hours 9 minutes

from £65 / night

(3) Excellent 

12

Cottage rental in Pickering

North Yorkshire / Pickering

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Child friendly
  • Car not necessary

from £58 / night

£400 - £640 / week

Enquire View

from £58 / night

(9) Excellent 

19

Rosedale Abbey holiday home rental

Pickering / Rosedale Abbey

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Child friendly
  • Ask about pets
  • Private garden

from £116 / night

£425 - £999 / week

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from £116 / night

12

Holiday cottage letting

North Yorkshire / Pickering

1 4 7 nights min

  • 1 bedroom
  • sleeps 4
  • 7 nights min
  • Child friendly
  • Car not necessary
  • Ask about pets

from £53 / night

£370 - £495 / week

Enquire View

from £53 / night

(3) Excellent 

16

Cropton holiday cottage rental

Pickering / Cropton

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Nearest beach 36 km
  • Child friendly

from £55 / night

£381 - £543 / week

Book View

Responds fast!
avg. 1 hour 30 minutes

from £55 / night

(56) Excellent 

20

Holiday cottage rental

North Yorkshire / Pickering

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Nearest beach 25 km
  • Child friendly
  • Pet friendly

from £85 / night

£300 - £535 / week

Book View

Responds fast!
avg. 8 minutes

from £85 / night

(28) Excellent 

16

Holiday cottage rental

Pickering / Stape

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
“A Home from Home Excellent” We stayed here in Meadow Edge Cottage with two friends. The accommodation was top class and one of the cleanest and well decorated places we have ever stayed. The owners Ben and Sue were just so helpful and nothing was too much trouble. Would definitely stay there again.

from £125 / night

£875 / week

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Responds fast!
avg. 3 hours 37 minutes

from £125 / night

(2) Excellent 

10

Holiday cottage in Pickering

North Yorkshire / Pickering

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Child friendly
  • Car not necessary
  • Ask about pets

from £64 / night

£445 - £710 / week

Enquire View

from £64 / night

(16) Excellent 

19

Holiday cottage in Pickering

North Yorkshire / Pickering

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Suitable for children age 5+
  • Private garden

from £49 / night

£285 - £510 / week

Book View

Responds fast!
avg. 3 hours 56 minutes

from £49 / night

(2) Excellent 

14

Pickering holiday farmhouse rental

North Yorkshire / Pickering

3 7 7 nights min

  • 3 bedrooms
  • sleeps 7
  • 7 nights min
  • Child friendly
  • Car not necessary
  • Pet friendly

from £85 / night

£595 - £965 / week

Enquire View

from £85 / night

(17) Very Good 

15

Pickering holiday farmhouse rental

Pickering / Hartoft

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Nearest beach 43 km
  • Child friendly
  • Pet friendly

from £70 / night

£340 - £515 / week

Book View

from £70 / night

(3) Excellent 

10

Cropton holiday cottage rental

Pickering / Cropton

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Nearest beach 35 km
  • Child friendly
  • Private garden

from £53 / night

£366 - £520 / week

Book View

Responds fast!
avg. 1 hour 30 minutes

from £53 / night

(11) Excellent 

15

Holiday cottage in Pickering

North Yorkshire / Pickering

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £65 / night

£278 - £458 / week

Book View

Responds fast!
avg. 2 hours 16 minutes

from £65 / night

(6) Excellent 

17

Pickering holiday barn rental

Pickering / Rosedale Abbey

1 2 7 nights min

  • 1 bedroom
  • sleeps 2
  • 7 nights min
  • Nearest beach 30 km
  • Private garden

from £78 / night

£545 / week

Book View

from £78 / night

(3) Excellent 

12

Pickering holiday cottage rental

North Yorkshire / Pickering

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Child friendly
  • Car not necessary
  • Ask about pets

from £53 / night

£370 - £495 / week

Enquire View

from £53 / night

(1) Excellent 

11

Cottage rental in Pickering

North Yorkshire / Pickering

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Child friendly
  • Car not necessary
  • Air conditioning

from £100 / night

£395 - £600 / week

Enquire View

from £100 / night

(7) Excellent 

18

Holiday cottage in Stape

Pickering / Stape

3 5 2 nights min

  • 3 bedrooms
  • sleeps 5
  • 2 nights min
  • Child friendly
  • Pet friendly

from £125 / night

£875 / week

Book View

Responds fast!
avg. 3 hours 34 minutes

from £125 / night

9

Holiday cottage in Pickering

North Yorkshire / Pickering

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Car not necessary
  • Pet friendly

from £90 / night

£350 - £465 / week

Enquire View

from £90 / night

(3) Very Good 

19

Holiday cottage rental

Pickering / Stape

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Child friendly
  • Pet friendly

from £125 / night

£875 / week

Book View

Responds fast!
avg. 3 hours 34 minutes

from £125 / night

(4) Excellent 

11

Holiday cottage in Pickering

North Yorkshire / Pickering

1 2 7 nights min

  • 1 bedroom
  • sleeps 2
  • 7 nights min
  • Child friendly
  • Car not necessary
  • Ask about pets

from £57 / night

£395 - £600 / week

Enquire View

from £57 / night

(1) Excellent 

9

Pickering holiday home rental

Pickering / Wrelton

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Child friendly
  • Pet friendly

from £52 / night

£361 - £606 / week

Enquire View

from £52 / night

(10) Excellent 

12

Home rental in Pickering

North Yorkshire / Pickering

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Child friendly
  • Car not necessary
  • Pet friendly

from £60 / night

£350 - £570 / week

Book View

Responds fast!
avg. 27 minutes

from £60 / night

(3) Excellent 

13

Pickering holiday home rental

North Yorkshire / Pickering

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Child friendly
  • Pet friendly
  • Private garden

from £80 / night

£325 - £550 / week

Book View

Responds fast!
avg. 43 minutes

from £80 / night

(54) Excellent 

35

Holiday home in Pickering

North Yorkshire / Pickering

3 7 min stay varies

  • 3 bedrooms
  • sleeps 7
  • min stay varies
  • Nearest beach 28 km
  • Child friendly
  • Pet friendly
“Great spot” We stayed here for an extended Easter with family (7) congregating from around the country. The large kitchen and main lounge were very welcome as we were able to eat and relax all together. Each of the 3 bedrooms has an en suite bathroom which was useful and the 7 beds meant all in our party could be accommodated. Despite it being rather cold outside the bedrooms & bathrooms were warm enough from the central heating and once we got the woodburner going and purchased some extra wood the large lounge warmed up too. Gill was on hand next door if we had any questions and left some lovely welcome goodies. Pickering was a great place from which to explore the area, with a trip on the steam railway to Whitby (you have to eat the world class fish & chips once there) being a particular highlight. The only things which stopped me giving The Longhouse 5 stars was the lack of WiFi and the fact that, as we had 2 cars in our party, one had to be parked on the road.

from £105 / night

£470 - £960 / week

Book View

Responds fast!
avg. 2 hours 53 minutes

from £105 / night

(25) Very Good 

Certificate of Excellence

14

Pickering holiday home rental

North Yorkshire / Pickering

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Child friendly
  • Pet friendly

Certificate of Excellence

from £62 / night

£375 / week

Book View

Responds fast!
avg. 7 minutes

from £62 / night

(13) Excellent 

24

Farmhouse rental in Pickering with golf nearby

Pickering / Rosedale Abbey

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Nearest beach 30 km
  • Child friendly
  • Pet friendly

from £170 / night

£800 - £1,500 / week

Book View

Responds fast!
avg. 3 hours 10 minutes

from £170 / night

(4) Excellent 

10

Cottage rental in Pickering

North Yorkshire / Pickering

1 2 7 nights min

  • 1 bedroom
  • sleeps 2
  • 7 nights min
  • Child friendly
  • Car not necessary
  • Ask about pets

from £50 / night

£350 - £465 / week

Enquire View

from £50 / night

(6) Excellent 

16

Pickering holiday cottage rental

North Yorkshire / Pickering

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Child friendly
  • Car not necessary
  • Ask about pets

from £67 / night

£465 - £795 / week

Enquire View

from £67 / night

(15) Excellent 

Certificate of Excellence

15

Home rental in Pickering

North Yorkshire / Pickering

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Child friendly
  • Pet friendly

Certificate of Excellence

from £60 / night

£500 - £650 / week

Book View

Responds fast!
avg. 1 hour 46 minutes

from £60 / night

(2) Excellent 

38

Holiday cottage in Pickering

North Yorkshire / Pickering

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Nearest beach 30 km
  • Child friendly
  • Private garden

from £95 / night

£437 - £952 / week

Book View

Responds fast!
avg. 3 hours 27 minutes

from £95 / night

(1) Excellent 

26

Holiday home in Pickering

North Yorkshire / Pickering

1 2 7 nights min

  • 1 bedroom
  • sleeps 2
  • 7 nights min

from £70 / night

£490 / week

Book View

from £70 / night

(3) Excellent 

37

Cottage rental in Pickering

North Yorkshire / Pickering

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Nearest beach 30 km
  • Child friendly
  • Private garden

from £141 / night

£650 - £1,461 / week

Book View

Responds fast!
avg. 3 hours 27 minutes

from £141 / night

(5) Excellent 

25

Cottage accommodation in Pickering

North Yorkshire / Pickering

3 7 min stay varies

  • 3 bedrooms
  • sleeps 7
  • min stay varies
  • Nearest beach 30 km
  • Child friendly

from £128 / night

£593 - £1,154 / week

Book View

Responds fast!
avg. 3 hours 27 minutes

from £128 / night

Top Destination reviews

No 2 The Ropery
Excellent!

11 of us spent a week here, 6 adults & 5 children (3 families). The cottage was lovely and clean, The lounge was a fantastic size, bigger than it looked in the pic, the house was big enough so you didn't feel on top of each other. Perfect base to go exploring North Yorkshire, especially with the North York Moors Steam railway next door. Pickering has all the amenities you need. The only reason I didn't give 5 stars was because, we went to use the BBQ and it was mouldy and the property could do with some drawer storage in the bedrooms as one of the rooms just had a large wardrobe which didn't even have any shelves in it,not ideal for kids clothes. Other than that I would definitely recommend.see more
The Cottage, Pickering, North Yorkshire,England
Absolutely delightful.

A wonderful week spent in this delightful fully equipped, spotlessly clean cottage within easy walking reach of shops, restaurants and "steam train". Perfect location for scenic drives to moors, coast and other attractions. My husband has to use an motor scooter and it was so convenient for us in every way, especially the shed!!see more
Juliann's Holiday Cottage
Perfect cottage

Very tastefully decorated cottage, such a comfy bed. Kitchen is well equipped with everything you need great to have a dishwasher. In central Pickering with easy parking outside the property. … see more
Meadows Edge Cottage
Beautiful cottage. Idyllic location.

We enjoyed the feeling of remoteness but also the convenience of getting to all the places we wanted to visit during our trip. i.e Pickering, Whitby, Staithes, Saltburn-by-the-sea, Helmsley, Thornton le dale. The hot tub was an added bonus after a day walking. The drive over the moors was stunning too. Will definitely look to return to this lovely place with a friendly welcome.see more
Willows End
Excellent

Myself, two sons and two grandchildren stayed for three nights in the most beautiful cottage which is situated in a beautiful setting. Thoroughly enjoyed our stay and would definitely recommend Willows End. Thank you Tom for your hospitality. … see more
19 Burgate
Brill weekend

What a great weekend we had the cottage was both comfy and immaculate. Will deffinetly be booking again....loved it … see more