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Dog Friendly Holiday Cottages in Pickering

Dog Friendly Holiday Cottages in Pickering

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Pickering Dog Friendly Cottages

  • 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

    £90

    per night
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  • Last Minute Cottages - 2 Primrose Villas
  • 2

    North Yorkshire

    2 Primrose Villas

    Ref: S238655

    Reviews 29

    2
    4
    Kirkbymoorside is a small market town and civil parish resting in the Ryedale district of North Yorkshire. Hosting a selection of pubs, restaurants, shops and supermarkets for all of your amenities. Discover plenty of walking, hiking, cycling and...

    From

    £66

    per night
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  • Last Minute Cottages - Woodpecker Cottage
  • 1

    North Yorkshire

    Woodpecker Cottage

    Ref: S882453

    Reviews 2

    1
    2
    Nestled amidst the unspoilt setting of the Dalby Forest, surrounded by wildlife and 6 acres of grounds to explore, this romantic bolthole offers a true escape from reality for those seeking peace and tranquillity. At the heart of this...

    From

    £116

    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

    £143

    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

    £171

    per night
    View

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

    North Yorkshire

    3 Bed Cottage in Newton-on-Rawcliffe

    Ref: S527236

    3
    6
    Additional information and rules - 3 bedrooms - 1 double, 2 twins - 2 bathrooms - 1 with shower, bath and WC, 1 with bath/hand-held shower and WC - Electric oven and hob, fridge, slim dishwasher and microwave - Two shared automatic washing...

    From

    £155

    per night
    View

  • Last Minute Cottages - 3 Bed Cottage in Thornton-Le-Dale
  • 2

    North Yorkshire

    3 Bed Cottage in Thornton-Le-Dale

    Ref: S364160

    3
    5
    Additional information and rules - 3 bedrooms - 1 single, 1 king-size and 1 super-king-size zip-and-link (which can be made into a twin on request) - 2 bathrooms - 1 bathroom with bath and separate shower and WC and 1 shower room with shower...

    From

    £140

    per night
    View

  • Last Minute Cottages - Hemdin Cottage
  • 2

    North Yorkshire

    Hemdin Cottage

    Ref: S1242433

    3
    5
    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

    £102

    per night
    View

  • Last Minute Cottages - Boundcliffe Farm
  • 2

    North Yorkshire

    Boundcliffe Farm

    Ref: S3348

    Reviews 109

    4
    10
    Set on the edge of the Forge Valley, the village of Allerston is within easy distance of Pickering, a bustling market town with a castle. Allerston is a picturesque village, with a stream running through on its way to the River Derwent. Allerston...

    From

    £124

    per night
    View
    Partner deal

  • Last Minute Cottages - Beck House Cottages
  • 3

    North Yorkshire

    Beck House Cottages

    Ref: S519999

    1
    2

    From

    £121

    per night
    View
    Partner deal

  • Last Minute Cottages - Prospect Farm Cottages
  • 3

    North Yorkshire

    Prospect Farm Cottages

    Ref: S907970

    1
    2

    From

    £102

    per night
    View
    Partner deal

  • Last Minute Cottages - Beck House Cottages
  • 3

    North Yorkshire

    Beck House Cottages

    Ref: S518499

    2
    4

    From

    £138

    per night
    View
    Partner deal

  • Last Minute Cottages - Finlays Cottage
  • 3

    North Yorkshire

    Finlays Cottage

    Ref: S606478

    3
    6

    From

    £71

    per night
    View
    Partner deal

  • Last Minute Cottages - Starling cottage
  • 3

    North Yorkshire

    Starling cottage

    Ref: S947690

    3
    7

    From

    £264

    per night
    View
    Partner deal

  • Last Minute Cottages - Magpie cottage
  • 3

    North Yorkshire

    Magpie cottage

    Ref: S947688

    3
    6

    From

    £234

    per night
    View
    Partner deal

  • Last Minute Cottages - Featherstone Cottage
  • 3

    North Yorkshire

    Featherstone Cottage

    Ref: S374429

    5
    10

    From

    £291

    per night
    View
    Partner deal

  • Last Minute Cottages - Blakey Lodge at Galtres Retreat
  • 3

    North Yorkshire

    Blakey Lodge at Galtres Retreat

    Ref: S1068001

    1
    4

    From

    £120

    per night
    View
    Partner deal

  • Last Minute Cottages - Goathland Lodge at Galtres
  • 3

    North Yorkshire

    Goathland Lodge at Galtres

    Ref: S1068002

    1
    4

    From

    £134

    per night
    View
    Partner deal

  • Last Minute Cottages - Church Farm
  • 3

    North Yorkshire

    Church Farm

    Ref: S952028

    3
    6

    From

    £130

    per night
    View

  • Last Minute Cottages - Wayside Cottage
  • 2

    North Yorkshire

    Wayside Cottage

    Ref: S376802

    Reviews 65

    1
    2
    Pickering is a market town resting on the edge of the North York Moors National Park and a popular holiday destination for historical fans and outdoors lovers alike. The town is steeped in history and is home to a renowned medieval castle and the...

    From

    £87

    per night
    View

  • Last Minute Cottages - Farm Yard Cottage
  • 2

    North Yorkshire

    Farm Yard Cottage

    Ref: S366575

    Reviews 34

    2
    4
    Set on the edge of the Forge Valley, the village of Allerston is within easy distance of Pickering, a bustling market town with a castle. Allerston is a picturesque village, with a stream running through on its way to the River Derwent. Allerston...

    From

    £64

    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

    £108

    per night
    View

  • Last Minute Cottages - Pantile Cottage
  • 2

    North Yorkshire

    Pantile Cottage

    Ref: S425612

    Reviews 36

    2
    4
    Situated up a quiet lane in the centre of ancient Pickering, Pantile Cottage could not be more inviting…. This deceptively-spacious, two bedroom cottage sleeps up to four guests and benefits from a multi fuel stove, private parking and games...

    From

    £146

    per night
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  • Last Minute Cottages - 2 Bed Cottage in Allerston
  • 2

    North Yorkshire

    2 Bed Cottage in Allerston

    Ref: S231639

    2
    4
    Additional information and rules - 2 bedrooms- kingsize, 1 twin - Shower room with WC - Kitchen- electric oven and hob, fridge with ice compartment, dishwasher, microwave, washing machine - Electric underfloor heating included - Ample...

    From

    £88

    per night
    View
    Showing 1 - 24 of 82 properties

    Pickering, Yorkshire is a quaint and beautiful village situated in the North York Moors. With its 16th century cobbled streets and a castle dating back to the 11th century, Pickering is bursting with historical attractions and postcard-perfect views. Everyone is sure to have a wonderful holiday in Pickering, Yorkshire. During the summer months, visitors can explore Ryedale Folk Museum and Pickering Castle, as well as the stunning North York Moors Railway.

    Dog-friendly holiday cottages in Pickering are a great way to take a break and take your furry friend along with you. There are a wide range of cottages to choose from, with many featuring secure gardens and grounds, so your pooch can get out and play. Inside, you'll find cosy living areas and special touches like welcome treats and bedding. With such an array of dog-friendly properties available all over the country, it's easy to find one to suit the whole family.

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    Reviews

    What our customers say about their holidays

    • Catherine - Verified booking

      We alerted the property owner and booking.

      Com of the time of arrival . Received an email suggesting they would be there to hand over the key.I had no other information given to me at this time. When we arrived at the property there was no one there. We hung about for an hour then went to the local pub to try and phone for help as we had no signal on our phones. We waited on the phone to Booking.com on the pubs land line for nearly an hour with no answer. At this point we were very hungry and tired (also aware of using the pubs phone)and went to another local pub to get some food. I did go on chat at booking .com for advise and also emailed sykes holidays , booking.com several times. I could not get a signal. On chat they said they would get back to me within half and hour. I had told them that I had no signal. At 9pm we went back to the property hoping someone would have come or left a note etc. On looking around outside we realised there was a key in the key lock but at no point have I been given a code. My son tried for nearly an hour to get into the code and eventually cracked the code and got the key. I am unsure what we would have done as I expect everywhere was booked. We would probably have had to drive all the way home. You can check the emails and chat and at no point did anyone give us the code. When I eventually got in we had access to wifi and noticed that Booking .com had tried to phone us at 8:30pm. This was useless as we had no signal and I had clearly told them that on the chat . Very stressful and annoying start to the holiday. We were not expecting to go out for a meal due to covid and had brought all our meals to cook. I would like some compensation for this awful start to our holiday!

      Read more less >

    • Pam - Verified booking

      The cottage is in a lovely position with wonderful views across Rosedale and a very pleasant garden.

      There was, however, an issue around space. The ground floor open-plan living/dining/kitchen area was tiny and smaller than it appeared in the photographs. Even with only two guests and a dog, we were cramped for space and we certainly wouldn't have wanted to be in a party of four. We felt that we would have had more room to move on a narrowboat. There are some small inaccuracies in the cottage description. The first floor bedroom does not contain a standard sized double bed and fuel for the wood-burning stove is not included as implied. There was enough for the first night but the expectation was that guests would provide the rest. Most cottages state this explicitly but this cottage did not. It is also not made clear that neighbours have access through the garden. The cottage was clean and well presented but evidence of a previous canine visitor was clearly evident on the lawn when we arrived and had not been cleaned up. We do not have satnav and were concerned that directions to the cottage were very poor, being both confusing and contradictory and bearing no relation to either a standard road atlas or an OS map. Sadly, the two requests made for further clarification from the owners went unanswered. We were greatly helped by the Phillips Street Guide to North Yorkshire which enabled us to make some sense of otherwise incoherent instructions.

      Read more less >

    • Adam - Verified booking

      Never left a review before but this cottage really exceeded our expectations.

      Firstly, really grateful for having a decent king sized mattress so we could get comfortable night's rest. A basic requirement that for the sake of an extra couple of £100, baffles me as to why owners in other properties don't get right (I would never return to a holiday cottage with a rubbish mattress no matter how nice everything else was). If I was really picky, twin beds rather than a double in the second room would have suited us better though my teenaged son enjoyed hogging the double and our youngest was happy to sleep into the very comfy guest bed in the master bedroom with us. My wife was very taken by how tastefully decorated it was, l loved the woodburner and the owner has obviously put a lot of thought into the practicalities of the stay. Kids were happy with the WiFi and smart TV plus other little extras. It was in a fantastic location with easy access to lovely walks, Dalby Forest and the coast. The local pub was lovely and had really nice pub grub. You could buy all you needed from either the local shop or the camp/ caravan site. We got a last minute deal to make the stay even sweeter. It really was the best holiday we've had in a while! Couldn't fault this cottage and would happily recommend to anyone.

      Read more less >

    • Karen - Verified booking

      The property was clean and comfortable and full of extras in the kitchen which was a great help.

      The outside garden and seating area gives a place for relaxing, eating or just a few minutes solitude. Having travelled with 4 children of differing ages this cottage was spot on. The play area and cattle for the little ones and the football pitch and games room kept our tonnage grandson amused as did the trampolines. The layout of the bedrooms meant that we, the grandparents, could keep separate to the two families at night time and the large dining room meant we could come together at mealtimes. The surrounding area has lots for families to do and for us one delight was the pass to Dalby forest. We used this and discovered great value days out. Everyone asked to return again. We encountered one problem but do not believe the owner can rectify it but did not ask. One morning due to lack of water pressure we had no flushing toilets. From that morning the shower in the en-suite bathroom only ran at a tap speed, lovely and hot but only just enough pressure to make the shower work. We hope to return again. First class accommodation. Thank you

      Read more less >

    • Patricia - Verified booking

      Had a lovely holiday at Boundcliffe Farm.

      We were a family group of 7 with ages from 21 to 88. My parents struggled with the stairs, one staircase had no handrail, but we managed with this. My only negative is that the property is listed as having 3 bathrooms but there are only 2 bathrooms and a separate toilet. The hosts are lovely, they live next door and are there for anything you might need but are not at all intrusive. Before I arrived I contacted Mr Watson to ask if he knew where I could hire a wheelchair for my mother and he borrowed one from a friend for us. This was a great help, thank you. The cottage is very warm and cosy with everything you could need on holiday. The kitchen is very well stocked and there were lots of cleaning products left, plus washing up liquid, dishwasher tablets and washing powder. There were lots of towels and also spare towels in a cupboard which is handy for a large family. The games room was great and there were numerous board games. We found the cottage very clean and welcoming. Thank you for a lovely holiday.

      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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