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141 Holiday homes in Pickering

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141 Results  |  
12 Photos

Cottage | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £57 /night

£394 - £867 / week

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Key info:

  • Nearest beach 30 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
WHEELHOUSE is one of a picturesque courtyard of cottages in open countryside on the edge of the market town of Pickering. They have many original features and are furnished with the emphasis on comfort and relaxation. Large Gardens with a garden house, BBQ & play area. VisitEngland "Four Star" and“Gold Award” for exceptional quality of accommodation & customer service  …see more

12 Photos

Cottage | 2 Bedrooms | sleeps 4

Excellent 5/5 

2 Nights min stay

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from £43 /night

£297 - £536 / week

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Key info:

  • Nearest beach 25 km
  • Suitable for children of all ages
  • Pets welcome
  • Private garden
Located on the picturesque street of Castlegate, the cottage is a short stroll from Pickering town centre, which offers a variety of excellent shops, cafes, pubs and restaurants. As the name of street infers, Pickering Castle is also very close-by, as is the NYMR. Free, unlimited wifi. Free calls to UK landline numbers. Dog friendly. Free, off street parking.  …see more

16 Photos

Cottage | 2 Bedrooms | sleeps 4

Excellent 5/5 

2 Nights min stay

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from £41 /night

£281 - £557 / week

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Key info:

  • Suitable for over 5s only
  • Car advised
  • Pets welcome
  • Private garden
Grade two listed cottage, full of rustic charm, on the edge of the beautiful North York Moors. Centrally located in the market town of Pickering within walking distance of shops, pubs, restaurants and historic castle, ideal for travel on the famous steam railway.  …see more

Featured properties

5 Photos

Cottage | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £37 /night

£255 - £578 / week

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Key info:

  • Nearest beach 36 km
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
Stable Cottage is a single storey cottage with a large combined kitchen/dining room/lounge which opens into the beautiful High Farm gardens filled with many varieties of trees, shrubs & roses. Easy access to the moors, coast & York. To give us time to prepare the cottage between lettings please arrive any time after 3 pm & depart by 10am.  …see more

5 Photos

Cottage | 1 Bedroom | sleeps 2

Very Good 4/5 

2 Nights min stay

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from £38 /night

£260 / week

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Key info:

  • Not suitable for children
  • Car advised
  • No pets allowed
An ideal location for the Yorkshire coast-only a short drive takes you to seaside locations such as Scarborough, Whitby & Filey. The medieval city of York with its historic beauty is also an excellent day out. Same nightly price all year round.  …see more

9 Photos

Cottage | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £38 /night

£265 - £589 / week

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Key info:

  • Nearest beach 35 km
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Ideally situated on the edge of the quiet unspoilt village of Cropton with easy access to the Moors, Coast & York. The valleys of Rosedale & Farndale provide stunning walks for the more energetic.  …see more

16 Photos

Cottage | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £41 /night

£287 - £626 / week

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Key info:

  • Nearest beach 36 km
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
A peaceful rural base to explore the North Yorkshire Moors, Coast & York or relax & enjoy High Farm's beautiful 2 acre garden full of many varieties of trees, shrubs & roses. Our area provides many gorgeous walks for the more energetic. To give us time to prepare the cottage between lettings please arrive any time after 3pm & depart by 10am.  …see more

10 Photos

Cottage | 2 Bedrooms | sleeps 4

2 Nights min stay

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from £91 /night

£636 / week

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Key info:

  • Nearest beach 26 km
  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
Corby Wood Holiday Cottage is a 2 bedroomed cottage which sleeps 4 people with a double bedroom en-suite on the first floor and a twin bedroom with a shower room on the ground floor.A cosy cottage perfect for a family or as a romantic getaway. Our Holiday Cottages are the perfect place to unwind and put your feet up .  …see more

7 Photos

Barn | 1 Bedroom | sleeps 2

Excellent 5/5 

7 Nights min stay

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from £57 /night

£398 - £557 / week

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Key info:

  • Nearest beach 30 km
  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
Stunning views, luxury accommodation, tranquillity, easy reach of many attractions, good food nearby, glorious moorland to explore, loads of interesting history with the seaside only half an hour away.  …see more

18 Photos

Cottage | 3 Bedrooms | sleeps 5

Excellent 5/5 

3 Nights min stay

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from £67 /night

£467 - £843 / week

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Key info:

  • Suitable for over 5s only
  • Car advised
  • No pets allowed
Cropton Forest Lodge Cottages -Willows' End is 5 star gold award with ensuite bedrooms in an idyllic rural setting in the NYMNP nine miles from Pickering. AVAILABLE from19th September  …see more

11 Photos

Cottage | 3 Bedrooms | sleeps 5

Excellent 5/5 

3 Nights min stay

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from £60 /night

£420 - £795 / week

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Key info:

  • Suitable for over 5s only
  • Car essential
  • May take pets – please enquire
  • Private garden
Cropton Forest Lodge Cottages - 5 star dog friendly cottage with 2 double bedrooms and a single in a wonderful, rural setting in the National Park. Log stove and private terrace. Easy access to Whitby, Pickering and York. Lots of great walks straight from the door! AVAILABLE FROM 19TH SEPTEMBER  …see more

10 Photos

Cottage | 3 Bedrooms | sleeps 6

Excellent 5/5 

7 Nights min stay

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from £72 /night

£499 - £874 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Rosecroft Cottage, Cropton is a luxury holiday cottage in the sleepy little moors village of Cropton, North Yorkshire. This delightful 18th century cottage boasts large enclosed cottage garden summerhouse .pooltable sleeps 6, is toddler friendly 2 dogs max Wi Fi  …see more

21 Photos

House | 3 Bedrooms | sleeps 7

Excellent 5/5 

1 night min stay

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from £75 /night

£525 - £896 / week

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Key info:

  • Nearest beach 30 km
  • Suitable for over 5s only
  • Car advised
  • May take pets – please enquire
An historic holiday home, brimming with character, providing a comfortable, relaxing base in which to explore the many and varied attractions of Pickering and the beautiful surrounding area. Suitable for children over 5. Dogs accepted by prior arrangement. LE GRAND DEPART OF THE TOUR DE FRANCE IN JULY 2014 – why not stay in Pickering only 25 miles from York?  …see more

20 Photos

Cottage | 2 Bedrooms | sleeps 4

Excellent 5/5 

2 Nights min stay

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from £43 /night

£297 - £530 / week

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Key info:

  • Nearest beach 30 km
  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Well equpped and decorated for 2014. Located in a quiet rural location yet within walking distance of Pickering. Wood burning stove. Private parking for one car. Pets welcome. (additional charge of £10.) Downstairs toilet. South facing patio One double bedroom and two single beds. There is also a bed settee or zbed for an additional 2 guests.  …see more

20 Photos

Cottage | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

1 night min stay

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from £91 /night

£636 / week

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Key info:

  • Nearest beach 26 km
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
In the heart of North Yorkshire Moors National Park you will find Craven Garth holiday cottages , nestling in the beautiful Valley of Rosedale ,Pickering, North Yorkshire surrounded by stunning scenery. Relax, walk, shop, sightseeing and eating .  …see more

24 Photos

Barn | 3 Bedrooms | sleeps 6

Excellent 5/5 

2 Nights min stay

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from £65 /night

£451 - £769 / week

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Key info:

  • Nearest beach 24 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Much admired and highly recommended barn conversion with lots of character and charm, ideal for families and close to award winning coast and country. Leave the hustle and bustle and unwind in style. Free wi-fi and UK landline phone calls. Award winning village, 5* guest rated, log fires, beams galore, super kitchen, Jacuzzi bath,free wi-fi  …see more

14 Photos

Cottage | 3 Bedrooms | sleeps 7

Excellent 5/5 

1 night min stay

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from £54 /night

£375 - £500 / week

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Key info:

  • Nearest beach 30 km
  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
A beautiful well presented period 17th century Cottage, ideally located in the heart of historic Pickering. Affectionately refurbished with Conservatory, garden and patio area. Castle, market town and Steam Railway just yards away.  …see more

15 Photos

Cottage | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £50 /night

£348 - £739 / week

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Key info:

  • Suitable for children of all ages
  • No pets allowed
Barn Cottag is one of a picturesque courtyard of cottages in open countryside on the edge of the market town of Pickering. They have many original features and are furnished with the emphasis on comfort and relaxation. Large Gardens with a garden house, BBQ & play area. VisitEngland "Four Star" and“Gold Award” for exceptional quality of accommodation & customer service  …see more

9 Photos

Cottage | 2 Bedrooms | sleeps 5

Very Good 4/5 

3 Nights min stay

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from £46 /night

£320 - £650 / week

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Key info:

  • Nearest beach 20 km
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Dogs are welcome at Sawmill with great walking from the door into Dalby forest. New for 2013 WIFI has been installed and a docking station for Ipods. A Z Bed available for an extra guest.  …see more

13 Photos

Cottage | 3 Bedrooms | sleeps 7

3 Nights min stay

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from £82 /night

£571 - £1058 / week

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Key info:

  • Nearest beach 30 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
STABLES COTTAGE is one of a picturesque group of cottages in open countryside on the edge of the market town of Pickering. They have many original features and are furnished with the emphasis on comfort and relaxation. Large gardens with a garden house, BBQ & play area. VisitEngland "Four Star" and“Gold Award” for exceptional quality of accommodation & customer service  …see more

7 Photos

Cottage | 1 Bedroom | sleeps 2

Short stays welcome

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from £43 /night

£297 / week

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Key info:

  • Not suitable for children
  • May take pets – please enquire
  • Private garden
This peaceful self catering cottage includes a Double Bedroom, Shower Room, Kitchen/Diner including Washing Machine, Microwave and Electric Cooker. The Living Room has satellite TV, and the whole house is warmed by central heating. In the tranquillity of Dalby Forest.  …see more

15 Photos

Farmhouse | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £114 /night

£795 - £1590 / week

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Key info:

  • Nearest beach 30 km
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
A former farm house, surrounded by a 50 acre organic farm, this exceptional holiday home has been renovated to provide contemporary facilities whilst retaining character features. Stunning views from every room, flower-filled garden with BBQ & terrace. Flexible bed space-2 zip & link beds. Shallow pond and 10 steps to entrance. Request cot/high chair  …see more

15 Photos

Cottage | 3 Bedrooms | sleeps 4

Excellent 5/5 

2 Nights min stay

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from £91 /night

£636 / week

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Key info:

  • Nearest beach 26 km
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
In the heart of NYMNP you will find Craven Garth , nestling in the beautiful Valley of Rosedale ,Pickering North Yorkshire surrounded by stunning scenery.I  …see more

20 Photos

Cottage | 2 Bedrooms | sleeps 4

1 night min stay

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from £122 /night

£848 / week

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Key info:

  • Nearest beach 26 km
  • Suitable for over 5s only
  • Car essential
  • May take pets – please enquire
Trevena Star cottage sleeps 4, One twin room with shower and toilet and One Double bedroom with an amazing view over the valley. You walk into the Kitchen /Diner and up one step into the Lounge which has a Log burner. Bathroom / toilet are on the ground floor.  …see more

16 Photos

Studio | sleeps 2

Excellent 5/5 

2 Nights min stay

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from £69 /night

£477 / week

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Key info:

  • Not suitable for children
  • May take pets – please enquire
In the heart of NYMNP you will find Craven Garth , nestling in the beautiful Valley of Rosedale ,Pickering North Yorkshire surrounded by stunning scenery.I  …see more

19 Photos

Cottage | 2 Bedrooms | sleeps 3

2 Nights min stay

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from £84 /night

£583 / week

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Key info:

  • Nearest beach 26 km
  • Suitable for over 5s only
  • Car essential
  • No pets allowed
In the heart of NYMNP you will find Craven Garth , nestling in the beautiful Valley of Rosedale ,Pickering North Yorkshire surrounded by stunning scenery.Make your visit to North Yorkshire extra special by staying at Craven Garth North Yorkshire Holiday Cottages.  …see more

19 Photos

Cottage | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £60 /night

£420 - £795 / week

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Key info:

  • Suitable for over 5s only
  • Car advised
  • No pets allowed
Brock Cottage is 5 star gold award with ensuite bedrooms in an idyllic rural setting in the North York Moors National Park in Cropton Forest nine miles from Pickering. Children over 5 yrs are welcome, a dog is welcome in Middlehead. 20% discount on 1 bedroom occupancy. Availability: 22-29 Aug  …see more

22 Photos

Cottage | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £46 /night

£318 - £605 / week

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Key info:

  • Nearest beach 51 km
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Bar Rosa cottage makes a really good base, with excellent pubs, tea rooms, shops and a weekly market. Visit Pickering Castle, enjoy a spot of trout fishing or take a trip back in time on the famous North Yorkshire Moors steam railway. Visit Flamingo Land Amusement Park Visit Dalby Forest for mountain bike trails - routes available for the novice to the professional rider  …see more

10 Photos

Cottage | 1 Bedroom | sleeps 2

Short stays welcome

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from £48 /night

£330 - £470 / week

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Key info:

  • Not suitable for children
  • Car advised
  • Pets welcome
Rowntree cottage is a lovely cosy one bedroom cottage (sleeps 2), converted from old stone outbuildings. The cottage is situated in a tranquil location on the North Yorkshire Moors and two minutes walk from the North Yorkshire Moors Steam Railway.  …see more

10 Photos

Cottage | 1 Bedroom | sleeps 2

Short stays welcome

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from £48 /night

£330 - £470 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
Completely refurbished to an extremely high standard. This very popular one bedroom "just for couples" cottage is well laid out with lots of beams and a gas real fire effect log burning stove.  …see more

10 Photos

House | 3 Bedrooms | sleeps 6

Short stays welcome

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from £53 /night

£370 - £695 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
This three storey family town house is located on Eastgate, a lovely tree lined road and is within easy walking distance of the town centre of Pickering.  …see more

12 Photos

Cottage | 1 Bedroom | sleeps 4

Short stays welcome

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from £50 /night

£350 - £500 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
  • Private garden
Kirkdale cottage is named after a lovely area close to Kirkbymoorside famous for its Minster. This very popular cottage is all on ground level, it has loads of character with beams, wood burning stove and a lovely big bay window in the lounge area.  …see more

14 Photos

Farmhouse | 3 Bedrooms | sleeps 7

Excellent 5/5 

Short stays welcome

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from £80 /night

£560 - £900 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
The Old Farmhouse dates back over 300 years and retains its original charm and character with huge beams, open fires and original window seats. This property accommodates a maximum of seven in three bedrooms.  …see more

12 Photos

Cottage | 2 Bedrooms | sleeps 5

Short stays welcome

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from £60 /night

£415 - £695 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • May take pets – please enquire
Ellerburn Cottage is named after the pretty hamlet of Ellerburn just outside Thornton-le-Dale. The cottage was converted from the original stone stables. This very popular cottage sleeps maximum of five in two bedrooms, it has two bathrooms and is all on one level. The  …see more

16 Photos

Cottage | 2 Bedrooms | sleeps 4

Excellent 5/5 

Short stays welcome

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from £62 /night

£430 - £730 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
  • Private garden
This fabulous, 200 year old, grade 2 listed period cottage has been fitted to an exceptionally high specification retaining and restoring the many period features including beams and an original window seat  …see more

10 Photos

Cottage | 2 Bedrooms | sleeps 4

Excellent 5/5 

Short stays welcome

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from £60 /night

£415 - £695 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
This really lovely 300 year old character stone cottage is Grade 2 listed. It benefits from the best in modern standards with both bedrooms having their own bathroom.  …see more

10 Photos

Cottage | 1 Bedroom | sleeps 2

Excellent 5/5 

Short stays welcome

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from £50 /night

£350 - £500 / week

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Key info:

  • Not suitable for children
  • Car advised
  • Pets welcome
A spacious one bedroom old stone cottage converted from the original stables (sleeps 2). Skelton Cottage is named after Reverend Skelton the clergyman who originally built Grove House in the 19th Century. The cottage has great views over the North Yorkshire Moors Railwa  …see more

8 Photos

Cottage | 1 Bedroom | sleeps 2

Short stays welcome

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from £48 /night

£330 - £470 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
This ground level cottage has no steps, it is designed with wide doors, walk-in shower and other features which gives this cottage a level 2 mobility rating. This cottage has real character with beams, a wood burning stove and lovely big bay window.  …see more

12 Photos

Cottage | 2 Bedrooms | sleeps 4

Short stays welcome

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from £53 /night

£370 - £610 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
A 17th Century, Grade II listed cottage, which together with the Old Kings Head Cottage next door was originally a cruck-built longhouse. Two pairs of the crucks still survive in the cottage.  …see more

8 Photos

House | 5 Bedrooms | sleeps 13

Very Good 4.5/5 

Short stays welcome

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from £114 /night

£795 - £1695 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Ivy House is a lovely Georgian property in the centre of Pickering with own parking. Completely re-furbished to an extremely high standard. This spacious property is full of original features, together with up to date luxuries.  …see more

10 Photos

Cottage | 2 Bedrooms | sleeps 4

Short stays welcome

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from £53 /night

£370 - £695 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
  • Private garden
This lovely period cottage has been completely renovated to a very high standard. It is located on Eastgate a lovely tree lined road and is within easy walking distance of the town centre of Pickering.  …see more

11 Photos

Cottage | 1 Bedroom | sleeps 2

Excellent 5/5 

Short stays welcome

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from £53 /night

£370 - £580 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
  • Private garden
This fabulous, 200 year old, grade 2 listed period cottage has been fitted to an exceptionally high specification retaining and restoring the many period features.. Traditional cottage charm is combined with a luxurious and contemporary decor.  …see more

12 Photos

Cottage | 2 Bedrooms | sleeps 4

Short stays welcome

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from £50 /night

£350 - £500 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
This two bedroom character red brick cottage has been refurbished to a high standard. With two bathrooms, this cottage is ideal for a couple, two singles travelling together or a small family  …see more

12 Photos

Cottage | 2 Bedrooms | sleeps 4

Short stays welcome

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from £53 /night

£370 - £610 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
This cottage was completely refurbished in 2007 to an extremely high standard. A traditional cottage with a real contemporary look. It has a contemporary kitchen and bathroom, bringing it bang up to date but retaining all its period character.  …see more

13 Photos

Barn | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £100 /night

£698 - £1357 / week

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Key info:

  • Not suitable for children
  • No pets allowed
  • Private garden
Barn sleeping up to 6 in North Yorkshire near Pickering The barn is in a rather isolated area so a car is necessary.  …see more

17 Photos

Cottage | 2 Bedrooms | sleeps 3

Excellent 5/5 

2 Nights min stay

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from £43 /night

£300 - £450 / week

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Key info:

  • Suitable for children of all ages
  • No pets allowed
Primrose Cottage is a stunning Grade Two Listed stone cottage situated a few minutes walk away from the town centre. Sympathetically restored to a very high standard . The cottage has retained its charm with original beams, wooden floors and an open fire. Pickering is set in the North Yorkshire Moors.It is a bustling market town with a working steam railway line  …see more

13 Photos

Cottage | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £50 /night

£350 - £760 / week

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Key info:

  • Nearest beach 20 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Generous accommodation: Large sitting/dining room; open fire; fully fitted kitchen; beamed Master bedroom; 2nd double bedroom, twin bedroom, family bathroom; cloakroom; courtyard garden; BBQ; Parking. Small courtyard garden, gas central heating. Central village location Linen, towels, 1st basket of logs, cot/highchair are included, unfortunately smoking or pets not allowed.  …see more

14 Photos

Barn | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £44 /night

£306 - £370 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
The Croft is a recent barn conversion and sleeps up to four guests.  …see more

15 Photos

Farmhouse | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £51 /night

£355 - £395 / week

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Key info:

  • Nearest beach 43 km
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
A two bedroomed house recently renovated to provide upmarket accommodation Horse Stables available on request  …see more

24 Photos

House | 4 Bedrooms | sleeps 12

Excellent 5/5 

3 Nights min stay

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from £130 /night

£909 - £1920 / week

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Key info:

  • Nearest beach 27 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
High Mill has unique and unrivalled views of the scenic North Yorkshire Moors Railway and is situated below Pickering Castle.  …see more