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    Travellers to Pickering are booking March dates now. Secure your holiday rental today, and have the perfect trip.
    35 Matching Rentals in PickeringView all 140 rentals
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    Stable Cottage1 / 12
    (2)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Rue Crofts View1 / 10
    (5)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    4 Bedrooms, 4 Bathrooms, Sleeps 7 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Enjoy moorland views from the south facing terrace of this holiday home, in the centre of Rosedale Abbey. Set in the centre of Rosedale Abbey (with village restaurant and inn nearby!), this comfortable detached holiday home commands beautiful moorland views from its private, south-facing rear...
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    Rosedale Abbey, Pickering YO18 8RA
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 7
    Hobbits Hideaway1 / 16
    (4)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • DVD Player
    • Grill
    • Shared Garden
    • Washer
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    • Central Heating
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 July 2018
    We so enjoyed our trip to hobbits hideaway. Steven and Ruth are just so lovely and nothing is tooMuch trouble. Amazingly well equipped cottage and full access to truly amazing...
    Reviewed 17 April 2018
    Family of 4 (two girls aged 5 and 8) stayed for a week in April. Very warm welcome with tea tray and yummy cakes. Cold and drizzly but didn’t spoil our enjoyment of the cottage...
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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. Our unique position on the edge of the quiet, unspoilt village of Cropton, overlooking the North York...
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    Pickering, North Yorkshire YO18 8HL
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
    Lark Cottage sleeps 4, Charming Character Cottage1 / 13
    (38)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Reviewed 4 November 2019
    A wonderful little cottage. The bits that need to be modern (kitchen and bathroom) are of a very high standard and the rest of the cottage is beautifully in keeping with the...
    Reviewed 18 October 2019
    We enjoyed our visit to Pickering, a small picturesque town with a great market (Monday). Lark Cottage was very central and convenient for all amenities. It was very clean, well...
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    About this property
    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...
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    Pickering, North Yorkshire YO18 7DG
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    In a peaceful setting, yet only a short stroll from Pickering’s inns, 12th-century castle and the North Yorkshire Moors Railway. For over 30 years, English Country Cottages has featured Hungate Cottages in its brochure. 'Two time winners of prestigious Pickering in Bloom 2013 and 2016 - relax...
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    Pickering, North Yorkshire YO18 7EZ
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Relax in the property’s south-facing garden after a day spent exploring the area’s many attractions. For over 30 years, English Country Cottages has featured Hungate Cottages in its brochure. 'Two time winners of prestigious Pickering in Bloom 2013 and 2016 - relax in the beauty and...
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    Pickering, North Yorkshire YO18 7EZ
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Kings Haven Cottage Pickering North Yorkshire YO18 8AU1 / 19
    (43)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Private Garden
    • Parking
    • DVD Player
    • Washer
    • Central Heating
    • Outdoor Dining Area
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 July 2019
    Very enjoyable comfortable stay. Well equipped cottage with plenty of power points. Loved the arrival hamper too. Clean and modern interior. Beautiful area too with good places...
    Reviewed 21 May 2019
    This is a beautiful retreat in a brilliant location. A lovely warm cosy cottage even with the appalling weather we encountered. The welcome pack was excellent with home made...
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    About this property
    Kings Haven is a sympathetically renovated cottage with private parking and 5 star trip advisor rating. It also has a 4 star VisitEngland quality standard. The cottage is situated within easy walking distance of the town centre and the nearest Public House is around 300m away. The renovation has...
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    Pickering, North Yorkshire YO188AU
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Perfect for fishing enthusiasts, this complex has its own private stretch of nearby Pickering Beck. For over 30 years, English Country Cottages has featured Hungate Cottages in its brochure. 'Two time winners of prestigious Pickering in Bloom 2013 and 2016 - relax in the beauty and tranquillity...
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    Pickering, North Yorkshire YO18 7EZ
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    Eden House Holiday Cottage1 / 17
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Washer
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    Pet friendly
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    Smoking allowed
    Reviewed 7 November 2019
    This was our first stay in this cottage. It certainly won't be our last! We arrived to find excellent off road parking. You walk through the cottage garden to get to the...
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    About this property
    Couples will be well catered for in this quaint holiday cottage, an ideal base for exploring all that North Yorkshire has to offer.. <strong>Ground Floor: </strong> <strong>Living room</strong>: With wood burner, 40’’ Freeview TV, DVD player and beams. <strong>Kitchen:</strong> With electric oven,...
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    Pickering, North Yorkshire YO18
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
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    Pet friendly
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    Smoking allowed
    About this property
    A pretty, traditional stone cottage with roses around the door, set in lovely countryside and yet within walking distance of the popular market town of Pickering. This well-equipped cottage is next to the owner's organic farm, and is within easy reach of the coast and the historic City...
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    Pickering, North Yorkshire YO18 8LX
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    About this property
    In the heart of Rosedale Abbey a tiny village in the North York Moors National Park is the cottage of Rosedale Abbey that has been renovated to retain its charming original features. With its lovely garden, conservatory and excellent views of the surrounding fells, this is an ideal...
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    Rosedale Abbey, Pickering YO18 8RA
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Completely refurbished and situated in a picturesque location on the outskirts of the popular market town of Pickering, Whistle Stop Cottage offers pleasant and comfortable three-bedroom accommodation with garden and private parking, ideal for families and train enthusiasts. * Size:...
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    Pickering, North Yorkshire YO18 8JL
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Family and pet friendly, Birdie Cottage is set within ten acres of grounds accessible for walking, with part of it set up as a golf course and a football golf. All the rooms are spacious and situated on the ground floor with wheelchair access to the property. Situated on the outskirts...
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    Pickering, North Yorkshire YO18 8EA
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    Clock Tower Cottage is one of two converted stables in Rosedale Abbey, a quiet village in the centre of the beautiful North Yorkshire National Park. The village is famous for its annual show in August and has the amenities of a shop, tearoom, bar/restaurant, pubs and bakery as well as...
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    Rosedale Abbey, Pickering YO18 8SA
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Stable Cottage is a lovely two bedroom cottage situated in the village of Cropton near Pickering, just on the borders of North Yokshire Moors. It offers high quality accommodation in beautiful surroundings. It has a beautiful large shared garden and private parking for three cars. It is...
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    Pickering, North Yorkshire YO18 8HL
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Bay Cottage1 / 15
    (11)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Patio
    • Cable/satellite TV
    • Grill
    • Wi-Fi
    • Central Heating
    • DVD Player
    • Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 August 2018
    Nice and clean. Comfy (although the sofa was a little bit low for my old knees). Well equipped kitchen, except the cafetiere which could have done with being bigger. Lovely...
    Reviewed 3 September 2017
    Our stay in Bay Cottage was warm and cosy, everything you need to make a stay comfortable! Tracy and Andy were exceptional hosts! Easy access to the coast and moors recommend a...
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    About this property
    Bay Cottage is located in Wrelton in the heart of North Yorkshire. The cottage boasts light and airy, open plan living accommodation complete with 28' TV, freeview, DVD player and a fully equipped kitchen diner. WI-FI available. Upstairs is a double bed with LCD tv and en-suite bathroom. Well...
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    Pickering, North Yorkshire YO18 8PG
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    19 Burgate1 / 14
    (20)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    • Washer
    • Outdoor Dining Area
    • DVD Player
    • Patio
    • Private Garden
    • Central Heating
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 September 2019
    Great location close to town centre & public transport. An easy drive to the coast. Plenty eating out options if required.
    Reviewed 27 May 2019
    Pickering is a lovely town to stay for a long weekend and we could not have been happier with No 19. So close to the town centre yet so tranquil and quiet, this lovely cottage...
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    About this property
    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 that you require and more. It...
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    Pickering, North Yorkshire YO18 7AU
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 3
    17 Hallgarth. Grade II listed cottage with garden1 / 12
    (11)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Private Garden
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    Pet friendly
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    Smoking allowed
    Reviewed 18 July 2019
    Everything about Heather's lovely house was fantastic. Our first sight of the house was from the country cottage garden that was filled with colourful wild flowers. It was a...
    Reviewed 28 August 2017
    We loved staying in this traditional 2 bed cottage. It was spotless and had a lovey long back garden which is a sun trap. We were lucky with the weather. There are many books...
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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...
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    Location Information
    Pickering, North Yorkshire YO18 7AW
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Central Heating
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    Pet friendly
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    Smoking allowed
    About this property
    This all first floor apartment is in Pickering and sleeps two people in one bedroom.Spire View is a first floor apartment above a gift shop in Pickering, overlooking the main cobbled street. The apartment sleeps two people and you will find internal stairs leading up to the accommodation which...
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    Pickering, North Yorkshire YO18 8DT
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    CROFT HEAD COTTAGE, romantic, character holiday cottage, with open fire in1 / 8
    (10)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
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    Pet friendly
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    Smoking allowed
    Reviewed 16 June 2018
    We arrived late after car trouble and were pleased to find that Wrelton is a beautiful little village with lots of character .The owner of the cottage was friendly...
    Reviewed 3 June 2015
    Owner had vouchers ready for us when we arrived for local attractions we could snip from the local newspaper. Property is well located for trips to Flamingoland, Scarborough...
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    About this property
    Able to sleep four people in one double and one twin room, the property is mainly composed of an open-plan living area with cosy wood-burning stove.This former coaching inn is now a quaint, compact Grade II listed building close to the centre of the pretty village of Wrelton. With flagged floors,...
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    Pickering, North Yorkshire YO18 8PF
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    COW BYRE COTTAGE, character holiday cottage, with a garden in Wrelton, Ref 15771 / 10
    (11)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
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    Smoking allowed
    Reviewed 13 July 2015
    Perfect base for exploring the area, with a number of interesting walks and sites very nearby. The cottage itself was perfect for a couple or someone holidaying alone, was very...
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    About this property
    Converted from an old cow byre, this property is situated in a small, but historically fascinating village, which has easy access to most of the attractions that the region has to offer.This property is a Grade II listed building, brimming with character. Much of its original charm has been...
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    Pickering, North Yorkshire YO18 8PF
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    The Cottage, Pickering, North Yorkshire,England1 / 19
    (19)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Central Heating
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    • Outdoor Dining Area
    • Porch
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 August 2019
    We were late arriving and, in the end, a relative had to collect the key. But Steve, the owner, was very patient and understanding of our situation and was most kind and helpful...
    Reviewed 16 August 2019
    Comfortable little cottage with everything we needed and a great base to explore attractions around North Yorkshire. Owner Steven really helpful communicated well from the outset.
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    About this property
    This four 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 relax with a glass of wine....
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    Pickering, North Yorkshire YO18 8BA
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Cinnamere Cottage1 / 9
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 September 2014
    This is definitely the best cottage we have stayed in. It was clean, comfortable and everything worked. We had a warm welcome from the people at Eastgate cottages and there was...
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    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...
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    Pickering, North Yorkshire YO18 7HR
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Pickering, North Yorkshire YO18 7HR
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
    Horseshoe Cottage1 / 21
    (8)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
    • Patio
    • Grill
    • Central Heating
    • Wi-Fi
    • Balcony
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 March 2015
    very nice cottage warm and welcoming, the owners were friendly and helpful, nice quite location pub a few minutes walk away serving very good food and drinks! good for dog...
    Reviewed 8 April 2014
    My wife, dog & I had a wonderful few days staying in Horseshoe Cottage. The owners were very welcoming and the cottage and all it’s features and equipment were...
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    About this property
    Horshore Cottage is a wonderfully relaxing holiday home suitable for wheelchair users. Located in Wrelton, just 2 miles from Pickering the property is ideally placed for guests to explore all that North Yorkshire has to offer. Consisting of open plan living area, large bedroom, super walk in...
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    Pickering, North Yorkshire YO18 8PG
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Internet Access
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    Pet friendly
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    Smoking allowed
    About this property
    This stunning detached barn with original beams and picture windows,stylishly refurbished in 2016,offers spacious accommodation in an idyllic setting of 2 acres with a pretty garden by the stream. Located in Allerston near the village of Thornton Dale in an Area of Outstanding Natural Beauty....
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    Pickering, North Yorkshire YO18 7PL
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
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    Smoking allowed
    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...
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    Pickering, North Yorkshire YO18 8BB
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Primrose Cottage1 / 30
    (27)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    • Private Garden
    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 June 2019
    Just returned from a lovely holiday at this brilliant cottage. Loads todoin the surrounding area. Could have done with another week.pickering itself is great as, a base...
    Reviewed 30 January 2019
    We stayed at Primrose Cottage over New Year 2018/9. Stayed for 4 nights. Parking at the cottage when we arrived wasn't a problem, we parked opposite to unload and then we parked...
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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...
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    Pickering, North Yorkshire YO18 8AD
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 3
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Smoking allowed
    About this property
    Situated in a beautiful part of the North York Moors,the pretty village of Rosedale Abbey has a choice of charming pubs and cafes and lies at the centre of five converging lanes,each taking you across the moor. From here you can reach Blakey Ridge (6 miles),Danby Dale (10 miles),the Vale of...
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    Location Information
    Rosedale Abbey, Pickering YO18 8RA
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Smoking allowed
    About this property
    Located on the outskirts of the charming town of Pickering,you'll find yourself within walking distance of charming eateries,welcoming pubs and a number of shops. The Grand Georgian architecture throughout the area makes for a picture-perfect setting. Just a few hundred yards from the cottage is...
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    Location Information
    Pickering, North Yorkshire YO18 7DG
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    The huntsman static caravan1 / 11
    (4)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Grill
    • Parking
    • DVD Player
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 September 2019
    Have been holidaying in the caravan at The Huntsman for the last 5 years. Cannot fault this, is always clean and comfortable and nothing is too much trouble for Tracy and Andy...
    Reviewed 20 May 2017
    Great welcome and location to tour this area. The caravan is cosy and well equipped. Everything is exactly what you would expect. Dogs loved the freedom (at little too much at...
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    About this property
    The Huntsman static caravan sleeps five people, it consists of a double bedroom, a twin room with bunk over (sleeping 3 if all small children), bathroom with shower, kitchen area with oven / hob, microwave & fridge and a living area with Gas fire & sky free-view. We also have a highchair available...
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    Location Information
    Pickering, North Yorkshire YO18 8PG
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • Wi-Fi
    • Washer
    • Parking
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This mid-terrace cottage rests within the market town of Pickering and houses two bedrooms, sleeping up to three people. 58 Westgate is a mid-terrace cottage resting within the market town of Pickering. It houses two bedrooms, comprising of a double bedroom and a single bedroom. There is also a...
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    Location Information
    Pickering, North Yorkshire YO18 8AZ
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 3
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Washer
    • Parking
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A first floor apartment located in the North Yorkshire town of Pickering that can sleep two people in one bedroom.Station View is a first floor apartment situated in the centre of Pickering in North Yorkshire. It has a twin bedroom and a shower room, the property can sleep two people. Also inside...
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    Location Information
    Pickering, North Yorkshire YO18 8DT
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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