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

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Pickering

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99 Holiday homes

(63) Excellent 

Certificate of Excellence

16

Cottage rental in Pickering

North Yorkshire / Pickering

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Suitable for children age 5+
  • Pet friendly
  • Private garden
“Drapers delight” We stayed 3 nights in this simple yet well appointed and dog-friendly cottage ideally located near the town centre, railway, and the moors beyond. The coal fire and log burner add to the authentic feel (with plenty of coal supplied).
…see more

Certificate of Excellence

from £65 / night

£310 - £550 / week

Book View

from £65 / night

(11) Very Good 

13

Holiday cottage in Hartoft

Pickering / Hartoft

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Ask about pets
“Delightful getaway” Have stayed before, once again not disappointed. Accommodation was what we wanted. Good quality bedding. Fire for the evenings. A most enjoyable stay.
…see more

from £70 / night

£320 - £450 / week

Book View

from £70 / night

(20) Excellent 

44

Pickering holiday home rental

North Yorkshire / Pickering

4 12 3 nights min

  • 4 bedrooms
  • Sleeps 12
  • 3 nights min
  • Nearest beach 27 km
  • Child friendly
  • Private garden
“A great find, we will be back.” High Mill is a great place to stay with friends or other families. Cheryl (the owner) was there to meet us and show us round the property. She also shared her knowledge of Pickering and surrounding areas. When the fi
…see more

from £254 / night

£1142 - £2010 / week

Book View

from £254 / night

(2) 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
“Another excellent stay!” Fabulous location and simply perfect accommodation. A real home from home. Greated with homemade cakes and biscuits on arrival, we quickly unpacked and were settled within minutes. Close to York, Whitby, Staithes, Robin
…see more

from £136 / night

£628 - £1376 / week

Book View

from £136 / night

(7) 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 £60 / night

£425 / week

Book View

from £60 / night

(43) Excellent 

Certificate of Excellence

16

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
“Cottage with character” My second stay in this lovely characterful cottage. Located 2 minutes walk from the town centre but set back from the road, so very quiet. A lovely place to come back to each day with a big & well-equipped kitchen and a sitting
…see more

Certificate of Excellence

from £43 / night

£300 - £525 / week

Book View

from £43 / night

(1) Excellent 

13

Holiday barn in Allerston

Pickering / Allerston

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Private garden

from £140 / night

£665 - £1274 / week

Book View

from £140 / night

(5) Excellent 

14

Holiday barn in Pickering

Pickering / Hartoft

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly

from £80 / night

£360 - £435 / week

Book View

from £80 / night

(9) Excellent 

12

Home rental in Pickering

North Yorkshire / Pickering

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Car not necessary
  • Pet friendly
“Beautiful cottage, town and people.” Visited this delightful cottage mid January, everything ran so smoothly from the first contact with the owner, she could not have done more to make our stay welcome. Great convenient location, very quiet road but s
…see more

from £60 / night

£350 - £550 / week

Book View

from £60 / night

(37) 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
  • Ask about pets
“Fabulous cottage” Lovely place to stay, very spacious but also extremely homely- owners make you feel very welcome- highly recommend a stay there
…see more

from £90 / night

£540 - £855 / week

Book View

from £90 / night

(1) Excellent 

12

Holiday cottage in Pickering

Pickering / Cropton

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 36 km
  • Child friendly

from £90 / night

£381 - £549 / week

Book View

from £90 / night

(10) 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 £57 / night

£285 - £520 / week

Book View

from £57 / night

(5) Excellent 

18

Holiday cottage in Stape

Pickering / Stape

3 5 3 nights min

  • 3 bedrooms
  • Sleeps 5
  • 3 nights min
  • Suitable for children age 5+

from £96 / night

£590 - £1060 / week

Book View

from £96 / night

(2) Excellent 

15

Pickering holiday cottage rental

North Yorkshire / Pickering

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
“Fantaastic place” The location and cottage are both fantastic. We had a loveky welcime from Penny and there were some nice touches too like home made biscuits and fresh milk in the fridge.
…see more

from £74 / night

£377 - £759 / week

Book View

from £74 / 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 £92 / night

£420 - £895 / week

Book View

from £92 / night

(2) Excellent 

19

Holiday cottage rental

Pickering / Stape

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Suitable for children age 5+

from £90 / night

£550 - £900 / week

Book View

from £90 / 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
“Excellent cottage” Great place to stay in Pickering - close to North York Moors, Steam Railway and Flamingo Land. Lovely welcome from Penny, dad in particular enjoyed the cake. Accommodation was very clean with everything we needed included. Kids e
…see more

from £128 / night

£590 - £1087 / week

Book View

from £128 / night

(9) Excellent 

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
  • Ask about pets

from £70 / night

£320 - £450 / week

Book View

from £70 / night

(4) Excellent 

11

Holiday cottage in Pickering

Pickering / Stape

3 5 3 nights min

  • 3 bedrooms
  • Sleeps 5
  • 3 nights min
  • Suitable for children age 5+
  • Ask about pets
  • Private garden
“the perfect setting” On arrival a very warm welcome and we were personally shown around our lettings.cottage was absolutely lovely,clean and tidy and everything you could want.hosts could not do enough for us to make our holiday truly memorable.our so
…see more

from £90 / night

£550 - £1010 / week

Book View

from £90 / night

(6) Excellent 

10

Holiday cottage in Cropton

Pickering / Cropton

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £74 / night

£518 - £908 / week

Book View

from £74 / night

(3) Very Good 

10

Holiday cottage in Pickering

Pickering / Allerston

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 20 km
  • Child friendly
  • Pet friendly

from £100 / night

£420 - £650 / week

Book View

from £100 / night

(5) 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

(8) 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
“Lovely home from home property” Ideal location - perfect for trips to the seaside and walks in the North Yorkshire Moors. Very friendly owners who were very helpful and approachable. Would love to visit again!
…see more

from £63 / night

£270 - £450 / week

Book View

from £63 / night

(5) 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
“home from home” 8 of us (all adults) stayed the week over new year and had very relaxing time. The place felt like a home not a holiday cottage and has all the right comforts and equipment necessary, easily comes in our top 5 places - and we've stayed
…see more

from £79 / night

£399 - £999 / week

Book View

from £79 / night

23

Holiday barn rental

Pickering / Allerston

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Suitable for children age 5+
  • Private garden

from £48 / night

£333 - £688 / week

Enquire View

from £48 / night

(1) 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 - £601 / week

Book View

from £55 / night

(5) 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 £66 / night

£460 - £780 / week

Enquire View

from £66 / night

(13) Excellent 

17

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
“Spacious accommodation with breathtaking views” The spacious accommodation easily absorbed 8 of us and 2 dogs. The kitchen is very well equipped and we enjoyed our meals sat around the dining table. A couple of days we walked from the farmhouse, enjoy
…see more

from £135 / night

£750 - £1300 / week

Book View

from £135 / night

(50) 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
“What a find” There should have been 9 adults staying but ended up with only 7 - a shame but it meant 4 of us could have the most comfortable, large, luxurious beds to ourselves to spread out in. The welcoming bottles of wine waiting for us were the i
…see more

from £275 / night

£1200 / week

Book View

from £275 / night

(26) Excellent 

16

Holiday cottage rental

Pickering / Stape

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Suitable for children age 5+
“solitude” This was our fourth stay at Cropton Forest Lodge. As usual it was all we expected. Met by Ben who helped take our luggage in and greeted us like old friends. Everything just as we remembered from the year before. Living in a large town it is
…see more

from £96 / night

£550 - £870 / week

Book View

from £96 / night

(1) Excellent 

10

Cropton holiday cottage rental

Pickering / Cropton

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 35 km
  • Child friendly
  • Private garden

from £93 / night

£366 - £576 / week

Book View

from £93 / night

21

Pickering holiday barn rental

Pickering / Allerston

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Suitable for children age 5+
  • Pet friendly
  • Private garden

from £48 / night

£333 - £688 / week

Enquire View

from £48 / night

(5) Excellent 

10

Holiday cottage in Pickering

North Yorkshire / Pickering

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Nearest beach 35 km
  • Ask owner if suitable for children
  • Ask about pets

from £80 / night

£520 / week

Book View

from £80 / night

(7) Excellent 

8

Holiday condo in Pickering

North Yorkshire / Pickering

2 13 7 nights min

  • 2 bedrooms
  • Sleeps 13
  • 7 nights min
  • Child friendly
  • Private garden

from £122 / night

£850 - £1815 / week

Enquire View

from £122 / night

(22) Excellent 

28

Holiday cottage in Pickering

North Yorkshire / Pickering

2 3 Min stay varies

  • 2 bedrooms
  • Sleeps 3
  • Min stay varies
  • Child friendly
“Cosy and comfortable cottage in great location” The cottage has a cosy and welcoming feel to it and has all that you would need. The rooms are all attractive and nicely furnished which adds to the general experience. We were always able to park pretty
…see more

from £45 / night

£225 - £525 / week

Enquire View

from £45 / night

5

Holiday cottage rental

North Yorkshire / Pickering

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation

from £72 / night

£500 / week

Book View

from £72 / night

(1) Excellent 

16

Pickering holiday studio rental

Pickering / Rosedale Abbey

Studio 2 1 night min

  • Studio
  • Sleeps 2
  • 1 night min
  • Ask about pets

from £125 / night

£700 / week

Book View

from £125 / 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 £57 / night

£395 - £735 / week

Enquire View

from £57 / night

(2) 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 £56 / night

£390 - £655 / week

Enquire View

from £56 / night

13

Allerston holiday home rental

Pickering / Allerston

2 4 7 nights min

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

from £51 / night

£353 - £784 / week

Enquire View

from £51 / night

Top Destination reviews

Drapers Cottage, Park Street
Drapers delight

We stayed 3 nights in this simple yet well appointed and dog-friendly cottage ideally located near the town centre, railway, and the moors beyond. The coal fire and log burner add to the authentic feel (with plenty of coal supplied). The owner Helen … see more
Bay Cottage
Lovely home from home property

Ideal location - perfect for trips to the seaside and walks in the North Yorkshire Moors. Very friendly owners who were very helpful and approachable. Would love to visit again! … see more
Mill Cottage - Pickering - Gateway to York Moors
Fantaastic place

The location and cottage are both fantastic. We had a loveky welcime from Penny and there were some nice touches too like home made biscuits and fresh milk in the fridge. … see more
The huntsman static caravan
A lovely stay!

Many years ago, we stayed in Yorkshire and we wanted to relive the experience. As this was a short holiday, we didn't want it to be too expensive. We found exactly what we were looking for. A nice, not brand new, caravan for a good price so we could … see more
Pasture View Cottage - Pickering
Another excellent stay!

Fabulous location and simply perfect accommodation. A real home from home. Greated with homemade cakes and biscuits on arrival, we quickly unpacked and were settled within minutes. Close to York, Whitby, Staithes, Robin Hoods Bay, Filey and ma … see more
The Longhouse
Fabulous cottage

Lovely place to stay, very spacious but also extremely homely- owners make you feel very welcome- highly recommend a stay there … see more
1