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Holiday Cottages in Pickering

Holiday Cottages in Pickering

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    Pickering Cottages

  • Last Minute Cottages - Corner Cottage
    • 1

    North Yorkshire

    Corner Cottage

    Ref: S1263012

    1
    2
    Thornton Dale is a picture-perfect village nestled in the Ryedale district of North Yorkshire. The charming village rests east of the vibrant town of Pickering and is situated at the edge of the North York Moors National Park. Dining options...

    From

    £50

    per night
    View

  • Last Minute Cottages - 2 Bed Cottage in Newton-on-Rawcliffe
    • 1

    North Yorkshire

    2 Bed Cottage in Newton-on-Rawcliffe

    Ref: S527235

    2
    4
    Additional information and rules - 2 bedrooms - 1 double, 1 twin - 1 bathroom - bath with overhead shower and WC - Electric oven and hob, fridge, dishwasher and microwave - Two shared washing machines and a tumble dryer (operated by coin...

    From

    £98

    per night
    View

  • Last Minute Cottages - Brewers Cottage
    • 2

    North Yorkshire

    Brewers Cottage

    Ref: S1035516

    2
    4
    Middleton is a small, rural village settled between the market towns of Kirkbymoorside and Pickering in Ryedale. The village rests just south of the North York Moors National Park, meaning a wealth of walks and cycling routes are just a stone's...

    From

    £58

    per night
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  • Last Minute Cottages - Gateside

    • North Yorkshire

    Gateside

    Ref: S594502

    Reviews 14

    3
    5
    This old market town serves as the official entrance to the stunning North York Moors National Park, the location of the Heartbeat countryside, with its full complement of facilities and traditional shops, cafes, pubs, and restaurants. Take a...

    From

    £55

    per night
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  • Last Minute Cottages - Appleleaf Cottage

    • North Yorkshire

    Appleleaf Cottage

    Ref: S90643

    Reviews 31

    2
    4
    The historic market town of Pickering has many amenities including shops, tea rooms, pubs and restaurants. The town is often referred to as the gateway to the breathtaking North York Moors National Park. Attractions that are well worth visiting...

    From

    £70

    per night
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  • Last Minute Cottages - Rorty Crankle
    • 1

    North Yorkshire

    Rorty Crankle

    Ref: S1029523

    4
    8
    Thornton Dale is a picture-perfect village nestled in the Ryedale district of North Yorkshire. The charming village rests east of the vibrant town of Pickering and is situated at the edge of the North York Moors National Park. Dining options...

    From

    £110

    per night
    View

  • Last Minute Cottages - 3 Bed Cottage in Newton-on-Rawcliffe
    • 2

    North Yorkshire

    3 Bed Cottage in Newton-on-Rawcliffe

    Ref: S527234

    3
    7
    Additional information and rules - 3 bedrooms - 1 double, 1 twin and a double bunk bed (double on the bottom and a single on top) - 2 bathrooms - 1 with shower and WC, 1 with shower, bath and WC - Electric oven and hob, fridge, dishwasher and...

    From

    £151

    per night
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  • Last Minute Cottages - Thixendale Cottage
    • 3

    North Yorkshire

    Thixendale Cottage

    Ref: S1274863

    2
    4

    From

    £203

    per night
    View

  • Last Minute Cottages - Horcum Cottage
    • 3

    North Yorkshire

    Horcum Cottage

    Ref: S1266549

    2
    4

    From

    £203

    per night
    View

  • Last Minute Cottages - 12 Castlegate
    • 1

    North Yorkshire

    12 Castlegate

    Ref: S603957

    Reviews 34

    2
    4
    This historic market town, with its full range of amenities and traditional shops, cafes, pubs and restaurants, serves as the official gateway to the beautiful North York Moors National Park, home of the Heartbeat countryside. Enjoy a ride on the...

    From

    £54

    per night
    View

  • Last Minute Cottages - Whistle Stop Cottage
    • 2

    North Yorkshire

    Whistle Stop Cottage

    Ref: S81864

    Reviews 37

    3
    5
    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...

    From

    £68

    per night
    View

  • Last Minute Cottages - 2 Bed Cottage in Newton-on-Rawcliffe
    • 1

    North Yorkshire

    2 Bed Cottage in Newton-on-Rawcliffe

    Ref: S527233

    2
    5
    Additional information and rules - 2 bedrooms - 1 double, 1 triple bunk bed - 1 bathroom - bath with shower over the bath and WC - Electric oven and hob, fridge, slim dishwasher and microwave - Two shared washing machines and a tumble dryer...

    From

    £99

    per night
    View

  • Last Minute Cottages - Beckside

    • North Yorkshire

    Beckside

    Ref: S1256625

    Reviews 33

    3
    6

    From

    £165

    per night
    View

  • Last Minute Cottages - 5 Bed Cottage in Pickering

    • North Yorkshire

    5 Bed Cottage in Pickering

    Ref: S233020

    5
    11
    Additional information and rules No dogs allowed - 5 bedrooms - Super king, 2 x King (one with additional single bed), 2 x Doubles (one with additional single bed) - 1 bathroom and 1 shower room with separate WC - Electric oven and hob,...

    From

    £180

    per night
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    Partner deal

  • Last Minute Cottages - Grove House Levisham
    • 3

    North Yorkshire

    Grove House Levisham

    Ref: S947956

    1
    2

    From

    £124

    per night
    View
    Partner deal

  • Last Minute Cottages - Low Costa Mill

    • North Yorkshire

    Low Costa Mill

    Ref: S501120

    1
    2

    From

    £134

    per night
    View
    Partner deal

  • Last Minute Cottages - Hootsman
    • 3

    North Yorkshire

    Hootsman

    Ref: S954836

    1
    2

    From

    £167

    per night
    View
    Partner deal

  • Last Minute Cottages - Cloth Fair Cottage

    • North Yorkshire

    Cloth Fair Cottage

    Ref: S1059629

    1
    2

    From

    £158

    per night
    View
    Partner deal

  • Last Minute Cottages - Gowland Studio Room

    • North Yorkshire

    Gowland Studio Room

    Ref: S1059641

    1
    2

    From

    £120

    per night
    View
    Partner deal

  • Last Minute Cottages - High Oaks Grange - Cottages
    • 3

    North Yorkshire

    High Oaks Grange - Cottages

    Ref: S911705

    2
    4

    From

    £172

    per night
    View
    Partner deal

  • Last Minute Cottages - 4 Smiddy Hill

    • North Yorkshire

    4 Smiddy Hill

    Ref: S1013958

    2
    4

    From

    £77

    per night
    View
    Partner deal

  • Last Minute Cottages - Low Costa Mill

    • North Yorkshire

    Low Costa Mill

    Ref: S501117

    2
    4

    From

    £182

    per night
    View
    Partner deal

  • Last Minute Cottages - Bank Top Barn Cosy Self Catering 4 Guests
    • 3

    North Yorkshire

    Bank Top Barn Cosy Self Catering 4 Guests

    Ref: S979612

    2
    4

    From

    £280

    per night
    View
    Partner deal

  • Last Minute Cottages - Beck House Cottages
    • 3

    North Yorkshire

    Beck House Cottages

    Ref: S518499

    2
    4

    From

    £150

    per night
    View
    Showing 1 - 24 of 153 properties

    Pickering Holiday Cottages

    Craving a countryside escape? Discover the charming market town of Pickering in the heart of North Yorkshire. As the gateway to the North York Moors National Park, it's a great choice for hikers, cyclists and outdoor enthusiasts alike. Stay in one of our pretty Pickering holiday cottages and be within easy reach of numerous awesome attractions, from enchanting Dalby Forest to the spectacular beaches of the Yorkshire coast.

    Pickering is a brilliant destination for family getaways thanks to its numerous nearby hiking trails and dining options. Booking a trip for two? Enjoy lazy lie-ins in a cosy stone cottage and afternoons browsing Pickering's charming independent shops. Kids will love taking trips along the vintage North Yorkshire Moors Railway to Whitby or exploring the ruins of medieval Pickering Castle. There's also the fascinating Beck Isle Museum in the heart of the town, plus nearby Thornton-le-Dale with its traditional tea rooms and antique shops.

    From spacious properties with lots of bedrooms for larger groups to intimate cabins that are ideal for romantic escapes, we've got so many wonderful options! Taking your pooch along for the ride couldn't be easier either thanks to our pet-friendly cottages in Pickering with enclosed gardens. Need a hand choosing? Chat to our customer advisor team today for tailored tips and recommendations.

    More locations in Yorkshire

    As well as browsing holiday cottages on the edge of the North York Moors, why not search a little further afield? Uncover our top picks for a seaside break or take your pick of charming countryside cottages in other parts of beautiful Yorkshire.

    Read more > less >

    Reviews

    What our customers say about their holidays

    • Nicola - Verified booking

      Arrived at a dirty house.

      Informed Sykes straight away and took photos, as per Sykes' complaints policy. Sykes arranged a cleaner for day 6 of our stay and said I could be out as long as I left a key. I checked this twice to be sure! So I did give permission for the cleaner to enter and left out the spare key as Sykes requested. We arrived back to no clean having been done, and a message from the owner that the cleaner went but needed us to let them in. Amazing customer service right there! Spent over £700 of hard earned money to stay in a dirty house, didn't get it resolved due to Sykes being beyond useless and a month on they haven't refunded me the agreed % either. This is what Sykes say on their leave feedback page: We pass on all our guests feedback to our owners and work closely with them in order to resolve any problems. In our experience this is not the case and I wouldn't recommend booking using them. Have made over 20 calls to Sykes to try to sort this out. They just don't care - I would much have preferred to have been in direct contact with the owners to discuss but they state in the welcome folder no contact details and to liaise with Sykes. A really poor choice I believe. Just as a point to note - we actually had to clean the house ourselves when we arrived as it was so dirty, we could not stay in it in the condition of our arrival. There were thick, established cobwebs in the bedrooms and bathroom, spiders in every room, gross toothbrush holders in the bathroom and the lounge floor had a layer of hair covering it all over. Sykes stated to me in a message online: 'The cleaner has been in touch with regard to the pictures you sent and is sorry that more cobwebs seem to have appeared as she did not notice any when she left the prop before your stay. Apologies the bottom of the toothbrush holder had also been missed.' Absolutely stay clear if you want a stress free week away in a clean house.

      Read more less >

    • Africa - Verified booking

      We had a lovely short holiday in the cottage.

      It is within walking distance (10 min walk) from two large supermarkets and the town centre and the town is very well placed to explore the North York Moors. The cottage is clean, well furnished, with all kitchen utensils you may want to use, including a cafetiere and two fans. It is a small cottage and I understand why the owners won't put 4 chairs in the kitchen as they would get in the way. With the lovely hot weather, we had breakfast and dinner 'al fresco' in the back garden. It is a patio with a rockery, but is surrounded with an ivy hedge and there is a feeling of peace. I really enjoyed sitting there and watching the swifts go past and the sparrows chirp. The kids really loved the cottage. We had a circular walk from Goathland to Beck Hole and a detour to Thomason Foss. We didn't get the steam train, but waited at the station to see it arrive and depart from Goathland. We visited the lovely Beck Isle museum, full of interesting things. Pickering town is well worth a visit, with the beck and shops. We also spent a day at Thornton-le-Dale. The last day we relocated to Filey as it was too hot!

      Read more less >

    • John - Verified booking

      We had a lovely stay at Castle Cottage in early May 2023.

      It is ideally located being walking distance from the shops, heritage train station (not main line) and right by the castle. We stayed with our three-year-old who loved the garden and the gentle sounds of the steam trains during the day. There are some nice walks you can take from the front door across the fields or beside the river and the train track. A short drive away are other beauty spots and market towns. Tracey and Ashley gave us some great recommendations beforehand for trips, walks and food. The cottage is compact but very comfortable and the kitchen is well-equipped. Space-wise it was perfect for two adults and one child and could easily fit another child. I think it would be workable, but a bit cosy, with more than two adults in the dining/living space. We had a brief problem with the hot water, which Ashley and Tracey had fixed within just a few hours, despite being out of the country on a holiday of their own (and in a different time zone). All in all we had a great time and would definitely recommend Castle Cottage.

      Read more less >

    • Kerrie - Verified booking

      Clean and tidy.

      Great wi-fi for the kids, which isn't usually very good generally in holiday cottages, in our experience. Well placed for days out in York, Whitby, Scarborough etc. Eden Camp was particularly good to visit. Plenty of towels and lovely bedding, very comfortable beds and pillows. Good local pub very close by and just beyond that, after the houses, a good walk. Only slight criticism, if any, would be that a small welcome tray would be beneficial with some tea/coffee, small pint of milk. A loo roll would also have be good just while people get settled before going for a shop. We've had a tray in every other place we have stayed and for a small outlay it makes a huge difference after a long drive. However, I would highly recommend Gateside, and would definitely stay again.

      Read more less >

    • Chantelle - Verified booking

      We’ve just returned from a weeks stay at Castle Cottage and could not have been happier with our choice to book!

      This is a gorgeous, extremely well looked after little cottage with everything we needed to be comfortable as a family of 4 staying with our dog. There is a lovely little sun trap of a garden where we enjoyed a few al fresco meals, and is only a two minute walk (if that) from Pickering town centre where there are lots of dog friendly pubs and eateries for when we didn’t fancy cooking. This was the perfect base from which to explore North Yorkshire, would recommend Falling Foss, Dalby Forest and a day trip to Whitby on NYMR from Pickering station. Communication from our hosts, Tracey and Ashley, was also top notch and we would not hesitate to book again. A proper little gem of a holiday let, you will not be disappointed!

      Read more less >

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    Things to do near Pickering

    • Activity Activity

    North Yorkshire Waterpark

    North Yorkshire Water Park, at Wykeham Lakes near Scarborough, is a 250 hectares natural water sport lake. A range of fun-filled activities are available seven days a week, such as Stand Up Paddle Boarding, Kayaking and Open Water Swimming. The Aqua Park has a range of inflatable floating obstacle courses - from climbing walls, huge slides, trampolines, balance bars, rockers, rollers and blast bags. The Water Park also has a 13-metre-high tower with two climbing walls and two 250m long zip-lines, and 3 well stocked fishing lakes. Cafe, toilets and free parking.

    Mathewsons Classic Cars

    Mathewsons is a family run classic car, motorbike and memorabilia auction house based at Roxby Garage, Thornton Le Dale. It was brought to light by the TV series Bangers & Cash which follows the Mathewsons family Derek, Paul and Dave, plus their team running the auction business. . Gift Shop and ability to view auction lots.

    Rievaulx Abbey

    Iconic English abbey ruins in the North York Moors - explore the history of the mediaeval monks at Rievaulx Abbey with onsite cafe, exhibition and tours.

    Flamingo Land

    Flamingo Land in North Yorkshire is a thrilling theme park and zoo, offering an action-packed day out for all ages. With over 100 rides and attractions, including roller coasters, water rides and a zoo with over 140 species, it’s a must-visit destination. The park also offers accommodation, making it perfect for a weekend getaway. Address: Kirby Misperton, Malton, North Yorkshire YO17 6UX

    Nunnington Hall

    Elegant 17th century manor house from the stylish oak-panelled hall to the haunted room and attics. Free parking, pet friendly, groups welcome, National Trust.

    Eden Camp Modern History Theme Museum

    A true WW2 experience for those who want to immerse themselves in the sights and sounds of the war in a former World War 2 Prisoner of War Camp. Dog friendly - well behaved dogs on a lead are allowed. Family friendly.

    Ryedale Folk Museum

    A great North Yorkshire family day out where you can explore the history and the traditions of the area from an Iron Age hut to a 1950s village shop.
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