Check-in

Add dates

Check-out

Add dates

Now driving your route . . .

Holiday Cottages in Pickering

Holiday Cottages in Pickering

Home to the biggest range at the lowest price

Check-in

Add dates

Check-out

Add dates

Live availability

Live prices

Book instantly

Did you know? We have a dedicated site just for pet friendly holidays, take me to Dog Friendly Cottages >

Pickering Cottages

  • 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 - 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
    View

  • Last Minute Cottages - Oak Tree Barn
  • 1

    North Yorkshire

    Oak Tree Barn

    Ref: S777125

    Reviews 25

    3
    6
    The beautiful village of Thornton-le-Dale lies just two miles to the east of Pickering within The North York Moors National Park and the Dalby Forest. This is an idyllic location at the head of a beautiful valley and is a walkers, bikers and...

    From

    £140

    per night
    View

  • 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
    View

  • 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 - The Woodpecker View - Pickering
  • 2

    North Yorkshire

    The Woodpecker View - Pickering

    Ref: S1057269

    Reviews 1

    2
    4
    Tucked away in the heart of the countryside, this beautifully refurbished two-bedroom cottage offers the perfect escape for couples, families or friends looking for peace, comfort and a touch of rural charm. Whether you’re seeking countryside...

    From

    £118

    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 - 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

    £109

    per night
    View

  • Last Minute Cottages - Beckdale
  • North Yorkshire

    Beckdale

    Ref: S476672

    Reviews 48

    2
    4
    Thornton-le-Dale, a picturesque village nestled between the North York Moors National Park and the Dalby Forest, is only two miles east of Pickering. This is a hikers', bikers', and nature lovers' dream come true at the apex of a stunning valley....

    From

    £102

    per night
    View

  • Last Minute Cottages - The Old Coach House
  • North Yorkshire

    The Old Coach House

    Ref: S677730

    Reviews 4

    2
    4
    Just two miles east of Pickering, in the Dalby Forest and North York Moors National Park, is the picturesque village of Thornton-le-Dale. This exquisite spot at the top of a lovely valley is a haven for walkers, bikers, and nature enthusiasts....

    From

    £107

    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 - Willowfield Cottage
  • North Yorkshire

    Willowfield Cottage

    Ref: S1239338

    1
    2

    From

    £118

    per night
    View
    Partner deal

  • Last Minute Cottages - Grove House Levisham
  • 3

    North Yorkshire

    Grove House Levisham

    Ref: S947956

    1
    2

    From

    £130

    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 - Walcott Studio Room - Rawcliffe Farm Cottages
  • North Yorkshire

    Walcott Studio Room - Rawcliffe Farm Cottages

    Ref: S1061369

    1
    2

    From

    £117

    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 - Beck House Cottages
  • 3

    North Yorkshire

    Beck House Cottages

    Ref: S519999

    1
    2

    From

    £121

    per night
    View
    Partner deal

  • Last Minute Cottages - Hindburn Cottage
  • North Yorkshire

    Hindburn Cottage

    Ref: S1059635

    1
    2

    From

    £153

    per night
    View
    Partner deal

  • Last Minute Cottages - Bramwood Cottages
  • North Yorkshire

    Bramwood Cottages

    Ref: S500707

    1
    2

    From

    £160

    per night
    View
    Partner deal

  • Last Minute Cottages - Low Costa Mill
  • North Yorkshire

    Low Costa Mill

    Ref: S501117

    2
    4

    From

    £165

    per night
    View
    Partner deal

  • Last Minute Cottages - Climbers Cottage
  • North Yorkshire

    Climbers Cottage

    Ref: S911750

    2
    4

    From

    £128

    per night
    View
    Partner deal

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

    North Yorkshire

    High Oaks Grange - Cottages

    Ref: S911705

    2
    4

    From

    £214

    per night
    View
    Showing 1 - 24 of 170 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

    • 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 >

    • Carol - Verified booking

      Fabulous stay at Oak Tree Barn for myself, my partner, sister-in-law and sprocker spaniel.

      The Barn was immaculately clean, well equipped and very welcoming and we were very thankful for the ceiling fans in the bedrooms on the unexpected hottest week of the year. The garden was perfectly secure without us having to worry about our dog escaping although we did have to watch him with the hedgehogs he found. We had 2 cars in our party and both were easily accommodated off road in front of the garages to the property as described. The owners were wonderful in communicating and ensuring we had all we needed and going above and beyond with the extra welcoming touches which were very much appreciated. The property is perfectly located a short walk from the centre of the village where there are some good pubs and other eateries (we enjoyed The Buck Inn dog friendly and the fish and chip shop twice as we hadn’t realised that food serving stopped so early in the evenings so did get caught out a bit). The village itself is a good base for those who want to head out to visit the towns/city, experience the outdoors/ beach/sea or not do much at all and just stay local and enjoy some peace and quiet and the scenery so a good mix for all. Nothing I would change about the Barn or the holiday. Hope to come back soon. Thank you for our well needed stay.

      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 >

    • James - Verified booking

      We had a lovely stay at the cottage for our holiday.

      It’s a high-Standard refurbished property with modern appliances. It’s clean, beautiful and cozy. The location is excellent. We used it as a base to visit Whitby, Scarborough, Castle Howard and York. The owner of the property owns shops, like a bakery, cafe and gift shop which are just next door to it. It’s also very close the the local restaurants. I would say it is located in the centre of the village. We have nearly found everything we need, even a hair dryer for each bedroom. But I’d like to remind you to bring kitchen paper, watching up gloves, hand wash and bin bags if you plan to use the kitchen for your own cooking. There’re lots of decorations inside, which bring nice and romantic atmosphere to the cottage. Couples and any adult guests would like them. However, our 4 year old son was so curious to the Christmas tree on a side table in the living room that he touched it and tree fell down and damaged a glass pot under it. This made us feel sorry for that. Fortunately the owners are very friendly and kind. We sort it out eventually. Overall, we enjoyed our stay there and may pay a visit again in the future.

      Read more less >

    Best price guarantee

    No one can beat our prices

    Best price guarantee

    Our cottages are professionally managed by our partners and payments are taken by them, but rest assured, by booking via Snaptrip you'll pay the lowest possible price for your trip.

    We never charge you more than you would pay booking directly on the partner's site and if you become a member you can save even more. If you find a property priced lower anywhere else on the internet (we’d be amazed if you do), simply email us at marketing@snaptrip.com and we'll refund you the difference.

    We bring it all together

    Biggest range of self-catering holiday properties

    We connect you to a range of great suppliers with a huge selection of properties. We've done the research, so that you don't have to.

    View properties >

    We get you
    the lowest price

    We help you to complete your booking whilst giving you discounts, member only prices and our best price guarantee.

    A marketplace
    you can trust

    We connect you with the best professionally managed properties and our marketing leading customer services can help you every step of the way.

    Start your journey >

    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.

    Join for free to get access to exclusive prices on thousands of properties.

    Login to see

    • Discounts exclusive to members
    • Save & share your favourite properties
    • See your previously viewed properties

    Sign up to see

    Login to see

    • Discounts exclusive to members
    • Save & share your favourite properties
    • See your previously viewed properties

    or

    Already a member login here

    Not a member?

    By entering my email address, I agree to Snaptrip's Terms of service, Privacy policy and to receive email updates, news, & offers from Snaptrip.

    Welcome, member discounts are now available.