Cottages in Pickering and log cabins – Holiday Lettings - Holiday Rentals Pickering

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  • United Kingdom
  • England
  • Yorkshire
  • North Yorkshire
  • Pickering
  • All locations
  • Allerston (6)
  • Cropton (6)
  • Great Edstone (1)
  • Hartoft (4)
  • Rosedale Abbey (8)
  • Stape (6)
  • Wrelton (6)

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95 Holiday homes

(5) Excellent 

14

The Croft, Low Farm, Hartoft - Hartoft barn sleeps 4

Pickering / Hartoft

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
DownstairsThe layout is open plan with a modern kitchen equipped with gas cooker, microwave, fridge, dishwasher and radio with CD player. A Dining and Lounge area with electric stove, digital TV and DVD player provides a wonderful area for relaxation.UpstairsThere is a  …see more

from £75 / night

£345 - £445 / week

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from £75 / night

(51) Excellent 

16

Drapers Cottage, Park Street - Pickering cottage sleeps 4

North Yorkshire / Pickering

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Suitable for children age 5+
  • Pet friendly
  • Private garden
This charming grade two listed cottage, which sleeps four, is ideally placed for exploring the beautiful North York Moors and the market town of Pickering. The famous steam railway and the historic castle are immediately adjacent. The cosy kitchen diner with beamed ceil  …see more

from £65 / night

£265 - £550 / week

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from £65 / night

(18) Excellent 

24

High Mill Pickering - Pickering house sleeps 12

North Yorkshire / Pickering

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 27 km
  • Child friendly
  • Private garden
High Mill House (sleeps up to 12). Retaining many original Victorian features, but now with high levels of insulation, thermostatically controlled radiators and en-suite facilities, allowing for 21st century comfort. High quality mattresses should ensure a good night’  …see more

from £234 / night

£1050 - £2010 / week

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from £234 / night

(9) Excellent 

15

Farmhouse, Low Farm, Hartoft - Hartoft farmhouse sleeps 4

Pickering / Hartoft

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Nearest beach 43 km
  • Child friendly
  • Ask about pets
Downstairs is a large farmhouse kitchen/dining room which is well equipped with an electric cooker, microwave, dishwasher, fridge, radio with CD player and wood burning stove. There is a separate lounge with log burner digital TV and DVD player.There is WIFI available.U  …see more

from £75 / night

£350 - £450 / week

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from £75 / night

(11) Very Good 

13

The Cottage, Low Farm, Hartoft - Hartoft cottage sleeps 4

Pickering / Hartoft

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Ask about pets
DownstairsThere is a modern Kitchen/Diner, which is equipped with a gas cooker, microwave, fridge, dishwasher and radio with CD player. The Lounge, with its cosy log burning stove, digital TV and DVD player, provides an ideal space for relaxation or playing some of the  …see more

from £75 / night

£350 - £450 / week

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from £75 / night

(3) Very Good 

9

Sawmill Cottage - Allerston cottage sleeps 5

Pickering / Allerston

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 20 km
  • Child friendly
  • Pet friendly
Situated just a few yards from a country pub serving meals, set back from the A170 Scarborough road, this superb, detached, character holiday cottage has lots of charm and character, with beams and splendid restored fireplaces. 2 Bedroomed one with en-suite beautifully  …see more

from £85 / night

£320 - £600 / week

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from £85 / night

(5) Excellent 

16

Bransdale Cottage - Pickering cottage sleeps 4

North Yorkshire / Pickering

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Car not necessary
  • Ask about pets
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. Traditional cottage charm is combined with a luxurious and con  …see more

from £63 / night

£440 - £780 / week

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from £63 / night

(47) Excellent 

21

No 2 The Ropery - Pickering house sleeps 11

North Yorkshire / Pickering

5 11 2 nights min

  • 5 bedrooms
  • Sleeps 11
  • 2 nights min
  • Child friendly
  • Ask about pets
  • Private garden
This luxurious 5 bedroomed holiday home is perfect for large groups/families wanting a centrally located property. In Pickering there are many bars, cafes, shops and restaurants within seconds of leaving the house. No 2 The Ropery is positioned at the bottom of the mai  …see more

from £275 / night

£1200 / week

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from £275 / night

(9) Excellent 

19

The Cottage, Pickering, North Yorkshire,England - Pickering cottage sleeps 4

North Yorkshire / Pickering

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Suitable for children age 5+
  • Private garden
This for star graded property, which is well equipped for a relaxing holiday is within walking distance of Pickering town centre and the famous North Yorkshire Moors Railway Station. An enclosed south facing garden, complete with furniture is the ideal venue to sit and  …see more

from £48 / night

£275 - £500 / week

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from £48 / night

13

Low Farm, Hartoft - Hartoft house sleeps 12

Pickering / Hartoft

6 12 3 nights min

  • 6 bedrooms
  • Sleeps 12
  • 3 nights min
  • Child friendly
  • Ask about pets
With 35 acres of coppiced woodland and grazing, Low Farm provides an idyllic habitat, along with its permanent residents of deer rabbits and hares, for visitors to explore.The property is bounded by a river at the bottom of the valley with constructed pond areas in the  …see more

from £300 / night

£1400 / week

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from £300 / night

(37) Excellent 

12

Castlegate Coach House Holiday Cottage, Pickering - Pickering cottage sleeps 4

North Yorkshire / Pickering

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 25 km
  • Child friendly
  • Pet friendly
Beautiful grade 2 listed coach house in an excellent central location offering luxury self-catering accommodation for up to 4 people. It has an open-plan layout on the ground floor, comprising of a large kitchen/diner, and living room with French windows leading out on  …see more

from £80 / night

£290 - £515 / week

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from £80 / night

(25) Excellent 

16

Cropton Forest Lodge Cottages - Stape cottage sleeps 4

Pickering / Stape

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Suitable for children age 5+
CROPTON FOREST LODGE COTTAGES - One of a row of three 5 star gold award cottages accessed through a cloistered passageway, a truly wonderful holiday experience awaits in Meadow's Edge, with its stunning open plan kitchen, dining area and sitting room, the large feature  …see more

from £77 / night

£476 - £870 / week

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from £77 / night

(7) Excellent 

8

Ivy House - Pickering condo sleeps 13

North Yorkshire / Pickering

2 13 7 nights min

  • 2 bedrooms
  • Sleeps 13
  • 7 nights min
  • Child friendly
  • Private garden
Ivy House is a lovely Georgian property in the centre of Pickering. Completely re-furbished to an extremely high standard. This spacious property is full of original features, together with up to date luxuries. Ideal for family holidays or a get together with family and  …see more

from £121 / night

£845 - £1775 / week

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from £121 / night

(1) Excellent 

12

17 Hallgarth. Grade II listed cottage with garden - Pickering house sleeps 4

North Yorkshire / Pickering

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Car not necessary
  • Pet friendly
A comfortable and well equipped cottage in the pleasent market town of Pickering situated at the foot of the North York Moors. 17 Hallgarth is a family run business which aims to provide a home from home. Please note that for 7 night stays our changeover day is Friday  …see more

from £52 / night

£305 - £515 / week

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from £52 / night

(2) Very Good 

14

Lark Cottage sleeps 4, Charming Character Cottage - Pickering house sleeps 4

North Yorkshire / Pickering

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
Beautiful 18 Century cottage fully renovated with vintage vibe and antique furniture low beams with an open gas fire for that cosy romantic get away. Steps from Pickering Castle, shops, cafes, Restaurants and bars a new holiday Cottage all dates available.” Lark Cotta  …see more

from £50 / night

£300 - £600 / week

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from £50 / night

(4) Excellent 

18

Cropton Forest Lodge Cottages - Stape cottage sleeps 5

Pickering / Stape

3 5 3 nights min

  • 3 bedrooms
  • Sleeps 5
  • 3 nights min
  • Suitable for children age 5+
CROPTON FOREST LODGE COTTAGES - One of a row of three luxury cottages linked by a cloistered passage, Willows' End is a spacious cottage with solid oak floors and feature beams throughout the ground floor. It has beautiful furnishings including comfortable sofas, a larg  …see more

from £85 / night

£520 - £1060 / week

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from £85 / night

(3) Excellent 

8

19 Burgate - Pickering cottage sleeps 3

North Yorkshire / Pickering

2 3 Min stay varies

  • 2 bedrooms
  • Sleeps 3
  • Min stay varies
  • Nearest beach 35 km
  • Ask owner if suitable for children
  • Ask about pets
The market town of Pickering is perfectly placed to explore the North York Moors National Park, the seaside towns of Whitby, Scarborough, Filey and beyond or to the south - York. All not much more than a 30 minute drive 19 has been carefully modernised to offer all tha  …see more

from £60 / night

£400 - £660 / week

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from £60 / night

(5) Excellent 

17

Sloeberry Barn - Rosedale Abbey barn sleeps 2

Pickering / Rosedale Abbey

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Nearest beach 30 km
  • Private garden
Step out of your car in the old farm yard and be stunned by the tranquillity and stunning views of Rosedale.Situated in an elevated position with full glass patio doors from both the bedroom and the lounge allowing you to wake up to the breath taking views up to Blakey,  …see more

from £78 / night

£545 / week

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from £78 / night

(2) Excellent 

19

Cropton Forest Lodge Cottages - Stape cottage sleeps 4

Pickering / Stape

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Suitable for children age 5+
CROPTON FOREST LODGE COTTAGES - One of a row of three luxury cottages linked by a cloistered passage, Brock Cottage has a fully fitted and fully equipped cream painted country kitchen diner with an oak table and chairs comfortably seating four, and solid oak floors and  …see more

from £90 / night

£550 - £945 / week

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from £90 / night

(2) Very Good 

11

Stable Cottage, Pet Friendly, Character Cottage - Pickering cottage sleeps 4

North Yorkshire / Pickering

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Pet friendly
Whether you are seeking a place for a peaceful break, a base for mountain biking, walking, touring the area or simply looking for the perfect place to unwind then Stable Cottage is the perfect choice for you. Choose from our one bedroom stone cottage with additional sof  …see more

from £80 / night

£480 / week

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from £80 / night

(32) Excellent 

35

The Longhouse - Pickering house sleeps 7

North Yorkshire / Pickering

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 28 km
  • Child friendly
  • Ask about pets
Dating back to 17th Century, our Grade II listed Yorkshire longhouse is located in the picturesque market town of Pickering, at the edge of the beautiful North York Moors National Park. The cottage is a fine example of a cruck-framed Yorkshire longhouse which was tradi  …see more

from £90 / night

£495 - £740 / week

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from £90 / night

(12) Excellent 

17

Medds Farm House, Rosedale - Rosedale Abbey farmhouse sleeps 8

Pickering / Rosedale Abbey

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 30 km
  • Child friendly
  • Pet friendly
Perched on the side of picturesque Rosedale in the heart of the North York Moors National Park, Medds Farm House is an ideal holiday cottage for walkers and cyclists as well as families looking for peace and quiet. This stylish 3 storey property provides ample holiday a  …see more

from £200 / night

£750 - £1500 / week

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from £200 / night

(1) Excellent 

16

Hobbits Hideaway - Cropton cottage sleeps 6

Pickering / Cropton

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 36 km
  • Child friendly
Hobbits Hideaway is a single storey stone cottage situated in the grounds of this no longer working farm. Relax & enjoy the beautiful 2 acre garden full of many varieties of trees, shrubs & roses. Our unique position on the edge of the quiet, unspoilt village of  …see more

from £55 / night

£381 - £601 / week

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from £55 / night

(2) Excellent 

12

Littlebeck Cottage - Pickering cottage sleeps 4

North Yorkshire / Pickering

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Car not necessary
This cottage was completely refurbished 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 with original beams and other featu  …see more

from £56 / night

£390 - £655 / week

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from £56 / night

(2) Excellent 

14

The Old Farmhouse - Pickering farmhouse sleeps 7

North Yorkshire / Pickering

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Child friendly
  • Car not necessary
  • Pet friendly
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. It also boasts real 21st century luxury with house bathroom w  …see more

from £83 / night

£575 - £940 / week

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from £83 / night

(3) Excellent 

11

Hartoft Cottage - Pickering cottage sleeps 2

North Yorkshire / Pickering

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Child friendly
  • Car not necessary
  • Ask about pets
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. In order to make your stay  …see more

from £55 / night

£385 - £615 / week

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from £55 / night

(1) Excellent 

13

The Barn at Rigg End Pickering - Allerston barn sleeps 6

Pickering / Allerston

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Private garden
The Barn at Rigg End Farm offers a newly renovated holiday retreat, in the middle of the Yorkshire Moors, with tumbling views over the Yorkshire landscape. Built with Yorkshire Stone, the accommodation is second to none.This self catering holiday cottage has spacious l  …see more

from £140 / night

£665 - £1155 / week

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from £140 / night

(17) Excellent 

28

Primrose Cottage - Pickering cottage sleeps 3

North Yorkshire / Pickering

2 3 Min stay varies

  • 2 bedrooms
  • Sleeps 3
  • Min stay varies
  • Child friendly
Primrose Cottage is a stunning Grade Two Listed stone cottage situated a few minutes walk away from the town centre. The cottage has been sympathetically restored to a very high standard . The cottage has retained its charm with original beams, wooden floors and an o  …see more

from £45 / night

£225 - £525 / week

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from £45 / night

10

SQUIRREL COTTAGE - Pickering house sleeps 4

North Yorkshire / Pickering

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
Dating back to 1890, this semi-detached holiday cottage is situated down a quiet lane in one of the prettiest villages in North Yorkshire. A short stroll from the centre, it is ideal for exploring the Moors and the Heritage coastline, as well as the city of York. Nearby  …see more

from £44 / night

£306 - £760 / week

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from £44 / night

5

Lilac Cottage - Pickering cottage sleeps 4

North Yorkshire / Pickering

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 0 km
  • Swimming pool
  • Child friendly
Lilac Cottage, situated in the lovely village of Ebberston, is one of five cottage on site set around a gravelled courtyard. Lilac Cottage has been decorated and renovated to a very high standard. The cottage has sleeps four and has two bedrooms - one double and one twi  …see more

from £55 / night

£382 - £768 / week

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from £55 / night

(4) Excellent 

11

Cropton Forest Lodge Cottages - Stape cottage sleeps 5

Pickering / Stape

3 5 3 nights min

  • 3 bedrooms
  • Sleeps 5
  • 3 nights min
  • Suitable for children age 5+
  • Ask about pets
  • Private garden
CROPTON FOREST LODGE COTTAGES - Middlehead Cottage is a traditional stone farmhouse built in 1860. Fully refurbished, the fitted cream country style kitchen with oak dresser style shelving (beautifully crafted by Ben), and the calm dining room with painted dresser and o  …see more

from £77 / night

£476 - £1010 / week

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from £77 / night

8

BREWERS COTTAGE - Pickering house sleeps 4

North Yorkshire / Pickering

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
Brewers Cottage nestles in the grounds of Cropton Brewery in the sleepy hamlet of Cropton within the North Yorkshire Moors National Park. Dating back almost 200 years this terraced holiday cottage offers modern, contemporary accommodation, yet retains many of the origin  …see more

from £49 / night

£340 - £971 / week

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from £49 / night

(2) Excellent 

38

Wheelhouse Cottage - Pickering - Pickering cottage sleeps 5

North Yorkshire / Pickering

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 30 km
  • Child friendly
  • Private garden
WHEELHOUSE Sleeps 2/5 + cot Easy walking access2 BEDROOM single storey cottage with private garden, garden furniture & BBQ: Ground floor - Spacious sitting room with open beamed ceiling, stone fireplace with living flame gas fire; Dining kitche  …see more

from £86 / night

£399 - £820 / week

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from £86 / night

(1) Excellent 

8

Farndale Cottage - Pickering cottage sleeps 2

North Yorkshire / Pickering

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Child friendly
  • Car not necessary
  • 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. We have a range of a  …see more

from £49 / night

£340 - £515 / week

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from £49 / night

(1) Excellent 

10

Cinnamere Cottage - Pickering cottage sleeps 4

North Yorkshire / Pickering

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Car not necessary
  • Ask about pets
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. It has its own garage parking and a large private lawned garden with  …see more

from £57 / night

£395 - £735 / week

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from £57 / night

10

40512 Cottage in Helmsley - Great Edstone house sleeps 4

Pickering / Great Edstone

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Suitable for children age 5+
  • Pet friendly
COSY COTTAGE CENTRALLY LOCATED IN A DELIGHTFUL ENGLISH TOWN Nestling close to the 12th century market place square, the property is the perfect hideaway for your stay in Helmsley, offering superb accommodation just moments away from local facilities. Located on th  …see more

from £46 / night

£320 - £695 / week

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from £46 / night

(2) Excellent 

10

Welburn Cottage - Pickering cottage sleeps 4

North Yorkshire / Pickering

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Car not necessary
  • Ask about pets
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, making this cottage ideal for two couples traveling together. The cottage is on 3 levels and retains ma  …see more

from £61 / night

£425 - £735 / week

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from £61 / night

25

Low Farm Cottage - Pickering house sleeps 2

North Yorkshire / Pickering

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
Situated equal distance from Helmsley and Pickering in the heart of the North York Moors National Park, the cottage offers peace and tranquility with beautiful views. Ideal for cosying up or walking the moors, relaxing and chilling out. Within easy walking distance of t  …see more

from £78 / night

£545 / week

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from £78 / night

(1) Excellent 

15

Mill Cottage - Pickering - Gateway to York Moors - Pickering cottage sleeps 4

North Yorkshire / Pickering

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
Mill Cottage (Sleeps 2/4 + cot). TWO BEDROOM two storey cottage : Ground floor - Spacious sitting room with open beamed ceiling, picture window and stone fireplace with living flame gas fire; kitchen/ dining room. First floor - One double bedroom; one twin bedroom  …see more

from £74 / night

£358 - £617 / week

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from £74 / night

12

27112 Barn in Thornton le Dale - Allerston barn sleeps 4

Pickering / Allerston

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Suitable for children age 5+
  • Pet friendly
  • Private garden
1 OF 2 CONVERTED PROPERTIES AT THE FOOT OF THE NORTH YORKSHIRE MOORS ENJOY A FAMILY HOLIDAY BY BOOKING BOTH PROPERTIES TO ACCOMMODATE UP TO 8 PEOPLE Set on a small working farm, these beautifully restored barns offer delightfully appointed accommodation in an area  …see more

from £48 / night

£330 - £720 / week

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from £48 / night

Top Destination reviews

Drapers Cottage, Park Street
lovely cottage in great location

lovely cottage, ideally located for the town. Got the train from just across the road to Whitby, very handy. Only 40 minutes to Scarborough too. Great base to explore the area and coast. The cottage itself was very clean and nicely decorated. The … see more
The Cottage, Low Farm, Hartoft
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
Cropton Forest Lodge Cottages
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 son enjoyed playing wi … see more

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