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Holiday Rentals in Pickering, England

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    Travellers to Pickering are booking August dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 12
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    5 of 5 stars (8) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    5 of 5 stars (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    1 / 16
    5 of 5 stars (1) Excellent
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    This studio is ideal for 2 people Tv in Lounge and bedroom. there is a step down into the shower/toilet . Located on a working farm, surrounded by 130-acres of farmland with trout fishing and rough shooting by arrangement, this single-storey barn conversion is ideal for exploring the North... View all property information
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    Pickering, North Yorkshire YO18 8RH
    1 / 16
    5 of 5 stars (1) Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    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. <BR>Our unique position on the edge of the quiet, unspoilt village of Cropton, overlooking the North... View all property information
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    Pickering, North Yorkshire YO18 8HL
    1 / 10
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    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. It has the added benefit of a large extended kitchen dining area, together with two king size and a twin bedroom. Outside is a small lawned... View all property information
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    Pickering, North Yorkshire YO18 7HR
    1 / 12
    5 of 5 stars (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    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.<BR>High Farm is idealy situated on the edge of the quiet, unspoilt village of Cropton with stunning views... View all property information
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    Pickering, North Yorkshire YO18 8HL
    1 / 10
    5 of 5 stars (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    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 many original period features... View all property information
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    Pickering, North Yorkshire YO18 7DW
    1 / 16
    5 of 5 stars (5) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    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 contemporary decor. This... View all property information
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    Pickering, North Yorkshire YO18 7DW
    1 / 9
    5 of 5 stars (4) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    This stone built cottage is located in the village of Cropton in the North Yorks Moors and can sleep two people. The Old Watchmaker's Shop is a semi-detached cottage in the village of Cropton in the North Yorks Moors National Park. The cottage sleeps two people and has one double bedroom, a... View all property information
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    Pickering, North Yorkshire
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    1 / 14
    5 of 5 stars (4) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Downstairs<BR>The 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.<BR><BR>Upstairs<BR>There is a twin bedroom... View all property information
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    Pickering, North Yorkshire YO18 8RP
    1 / 6
    4 of 5 stars (5) Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    This charming property has one double bedroom with en suite and is an ideal romantic retreat at any time of the year. Situated just outside the pretty village of Nawton and a mere four miles from Kirkbymoorside and Helmsley is this delightful cottage - a cosy stone-built detached property. This... View all property information
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    Pickering, North Yorkshire
    1 / 28
    5 of 5 stars (17) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 3 | Quick View
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    • Patio
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    About this property
    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 open fire and has been very... View all property information
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    Pickering, North Yorkshire YO18 8AD
    1 / 12
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    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. In recent years the cottage has been tastefully refurbished retaining the beams and the pair of crucks. The... View all property information
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    Pickering, North Yorkshire YO18 7BE
    1 / 9
    5 of 5 stars (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    This detached cottage is on the owner's working farm near to Pickering and can sleep four people in two bedrooms. Bellafax Cottage is a detached cottage on the owner's working arable farm just three miles south of Pickering in North Yorkshire. the cottage sleeps four people and has one double... View all property information
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    Pickering, North Yorkshire
    1 / 20
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    This end terrace, Grade II listed cottage is in the market town of Pickering and sleeps six people in three bedrooms. The Sidings is an end terrace, Grade II listed cottage in the market town of Pickering. The cottage is set over three floors and sleeps six people in three bedrooms which are a... View all property information
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    Pickering, North Yorkshire
    1 / 8
    3 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    About this property
    This semi detached cottage is located in Pickering in North Yorkshire and can sleep five people in three bedrooms. Cobbler's Cottage is a semi-detached cottage in the bustling market town of Pickering on the edge of the North York Moors National Park. The cottage sleeps five people and has two... View all property information
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    Pickering, North Yorkshire
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    BARN COTTAGE Sleeps 2/4 + cot<BR>2 BEDROOM two storey upside down cottage to take advantage of the open countryside views : Ground floor - One double bedroom; one twin bedroom; bathroom with bath shower, w.c. and hand-basin. First floor - Spacious sitting/ dining room with open... View all property information
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    Pickering, North Yorkshire YO18 8LL
    1 / 10
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    This delightful, semi-detached, stone-built cottage in Pickering can sleep up to four people in two bedrooms. Amenities: Electric central heating with electric fire. Electric oven and hob, microwave, fridge, washing machine, shared use of tumble dryer in external utility, dishwasher, TV with... View all property information
    Location Information
    Pickering, North Yorkshire
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    The last addition to our family of cottages is Hindburn Cottage, a ground floor one bedroom cottage situated around our lovely courtyard, featuring French doors leading to a private west facing patio overlooking the fields and hills; the perfect place to enjoy a glass of wine whilst watching the... View all property information
    Location Information
    Pickering, North Yorkshire YO18 8JA
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    1 / 8
    5 of 5 stars (7) Excellent
    2 Bedrooms, 4 Bathrooms, Sleeps 13 | Quick View
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    About this property
    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 friends. Off road parking... View all property information
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    Pickering, North Yorkshire YO187DG
    1 / 23
    5 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    About this property
    This terraced property is located in the North Yorkshire village of Rosedale Abbey and can sleep nine people in five bedrooms. The Old Post Office is a terraced cottage in the delightful North Yorkshire village of Rosedale Abbey. The cottage sleeps nine people and has two double bedrooms each... View all property information
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    Pickering, North Yorkshire
    1 / 21
    5 of 5 stars (47) Excellent
    5 Bedrooms, 2 Bathrooms, Sleeps 11 | Quick View
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    About this property
    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 main market place, opposite the... View all property information
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    Pickering, North Yorkshire YO18 8BB
    1 / 13
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    1 OF 2 CONVERTED PROPERTIES AT THE FOOT OF THE NORTH YORKSHIRE MOORS<br><br>ENJOY A FAMILY HOLIDAY BY BOOKING BOTH PROPERTIES TO ACCOMMODATE UP TO 8 PEOPLE<br><br>Set on a small working farm, these beautifully restored barns offer delightfully appointed accommodation in an area known for its... View all property information
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    Pickering, North Yorkshire YO18 7PL
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Open all year round and catering for adults only High Dalby House Cottages are spectacularly located in Dalby Forest in the North Yorkshire Moors National Park. Whether you are seeking a place for a romantic break, a base for mountain biking, walking, touring the area or simply looking for the... View all property information
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    Pickering, North Yorkshire YO18 7LP
    1 / 13
    4.5 of 5 stars (10) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Downstairs<BR>There 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 board games... View all property information
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    Pickering, North Yorkshire YO18 8RP
    1 / 12
    5 of 5 stars (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    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. We do offer short breaks... View all property information
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    Pickering, North Yorkshire YO18 7AW
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    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 Cottage is set in the center of... View all property information
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    Pickering, North Yorkshire YO18 7DG
    1 / 17
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    This superb, mid-terrace cottage is in the village of Pickering in the North York Moors and can sleep six people in three bedrooms. Keep Cottage is a modern, mid-terrace cottage situated down a quiet street in the corner of Pickering. The cottage can sleep six people in three bedrooms, including... View all property information
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    Pickering, North Yorkshire
    1 / 12
    5 of 5 stars (14) Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    This lovely house in Pickering sleeps six people in three bedrooms. Platform 2 & 3/4 is a lovely terraced house opposite the steam railway line in Pickering. With three bedrooms, two doubles and a zip/link twin, it sleeps six people comfortably. The house also has a bathroom, kitchen and a... View all property information
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    Pickering, North Yorkshire
    1 / 12
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    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. Kirkdale is a very spacious cottage for two with... View all property information
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    Pickering, North Yorkshire YO18 7DW
    1 / 11
    5 of 5 stars (3) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    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 extra special and add to the... View all property information
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    Pickering, North Yorkshire YO18 7DW
    1 / 8
    5 of 5 stars (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Pet-friendly
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    • x
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    About this property
    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 accessible equipment available... View all property information
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    Pickering, North Yorkshire YO18 7DW
    1 / 10
    5 of 5 stars (2) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Sleeping four people in two bedrooms, this semi-detached barn conversion is set on a hill farm half a mile from Rosedale Abbey, with wonderful views. Moors Edge Cottage is a very cosy single storey property on a working hill farm half a mile from the village of Rosedale Abbey. There are two... View all property information
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    Pickering, North Yorkshire
    1 / 12
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    This stone built cottage is located in the village of Cropton in the North Yorks Moors and can sleep four people in two bedrooms. Corner Cottage is a semi detached cottage in the village of Cropton in the North Yorks Moors National Park. The cottage sleeps four people and has one double bedroom... View all property information
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    Pickering, North Yorkshire
    1 / 13
    4.5 of 5 stars (3) Very good
    3 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    About this property
    This converted stone threshing barn is in the village of Newton-upon-Rawcliffe near to Pickering and can sleep five people in three bedrooms. Gateside is a former threshing barn which has been sympathetically converted to a high standard and is located in the Yorkshire village of... View all property information
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    Pickering, North Yorkshire
    1 / 10
    5 of 5 stars (3) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Shared Garden
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    About this property
    Completely refurbished to an extremely high standard. This is a very popular one bedroom "just for couples" cottage and is well laid out with feature beams and a gas coal effect fire. It benefits from a large luxury bathroom with a large double ended bath and separate walk-in shower and his and... View all property information
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    Pickering, North Yorkshire YO18 7DW
    1 / 9
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    This charming terraced property in the town of Pickering sleeps four people in two bedrooms. Alfie's Place is a delightful stone-built, mid-terrace cottage in the pretty market town of Pickering. Set on the edge of the North York Moors, this cottage has been lovingly furnished and tastefully... View all property information
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    Pickering, North Yorkshire
    1 / 18
    4.5 of 5 stars (2) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    This stone built, end terrace cottage is in the village or Wrelton near to Pickering and can sleep four people in two bedrooms. Wayside Cottage is a lovely stone built cottage at the end of a terrace on the edge of the north Yorks Moors National Park in the village of Wrelton near to Pickering.... View all property information
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    Pickering, North Yorkshire
    1 / 17
    5 of 5 stars (5) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Satellite TV
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    • Terrace
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    • x
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    About this property
    Step out of your car in the old farm yard and be stunned by the tranquillity and stunning views of Rosedale.<BR><BR>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, the barn offers... View all property information
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    Pickering, North Yorkshire YO18 8SE
    1 / 9
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    This traditional, mid-terrace cottage in the heart of Pickering can sleep five people in three bedrooms. Bar Rosa is a delightful, mid-terrace cottage close to the heart of Pickering, a lively market town on the border of the North York Moors National Park. The cottage offers a king-size double... View all property information
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    Pickering, North Yorkshire
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Wi-Fi
    • Satellite TV
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    • Pet-friendly
    • Child-friendly
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    • x
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    • x
    About this property
    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 three village pubs offering... View all property information
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    Pickering, North Yorkshire YO18 8SE
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    5 of 5 stars (2) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Shared Garden
    • Grill
    • Central Heating
    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    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 with bath/shower, en-suite... View all property information
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    Pickering, North Yorkshire YO18 7DW
    1 / 10
    5 of 5 stars (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • DVD Player
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    • Private Garden
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    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 patio and has double glazed... View all property information
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    Pickering, North Yorkshire YO18 7HR
    1 / 7
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    COSY COTTAGE CENTRALLY LOCATED IN A DELIGHTFUL ENGLISH TOWN<br><br>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.<br><br>Located on the edge of the North... View all property information
    Location Information
    Pickering, North Yorkshire YO62 5BU
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Private Garden
    • Outdoor Dining Area
    • Parking
    • Patio
    • Grill
    • Central Heating
    • Wi-Fi
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Enjoy sitting out on your own private patio, light the BBQ/Firepit, Look out over the fields and enjoy the piece and quite of rural North York Moors. The last addition to our family of cottages is Hindburn Cottage, a ground floor one bedroom cottage situated around our lovely courtyard, featuring... View all property information
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    Pickering, North Yorkshire YO18 8JA
    1 / 12
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    1 OF 2 CONVERTED PROPERTIES AT THE FOOT OF THE NORTH YORKSHIRE MOORS<br><br>ENJOY A FAMILY HOLIDAY BY BOOKING BOTH PROPERTIES TO ACCOMMODATE UP TO 8 PEOPLE<br><br>Set on a small working farm, these beautifully restored barns offer delightfully appointed accommodation in an area known for its... View all property information
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    Pickering, North Yorkshire YO18 7PL
    1 / 24
    5 of 5 stars (15) Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • Wi-Fi
    • Washer
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    • Private Garden
    • Grill
    • DVD Player
    • Central Heating
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    High Mill House (sleeps up to 12). <BR>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’s rest.<BR><BR>For the more... View all property information
    Location Information
    Pickering, North Yorkshire YO18 7BB