Wifi
Car parking on site
Garden / Patio
- 2 Guests
- 1 Bedroom
- 1 Bathroom
- 2 Pets
4.9
out of 5
7 nights
From
£427
Pickering Cottages
This charming town, known as the 'Gateway to the Moors' is nestled in between four major Yorkshire towns of Scarborough, Whitby, Helmsley and Malton. Ideally placed for a short break or a longer stay exploring this picturesque area, either by foot or bike. Packed with farm shops to help you pick up some locally sourced produce and head back to your home away from home to enjoy some quality time with your loved ones. If you fancy someone else doing the cooking, there are plenty of cosy tearooms and pubs where you can sit back and relax. On the edge of the North York Moors, this enchanting region comprises 1400 miles of heather moorland, pine forests, rolling hills and a stunning coastline. Along the trails and routes, look out for historic abbeys, castles and priories, traditional villages and hamlets. Breathe out, kick back and enjoy creating memories in one of our Pickering cottages.
Popular Cottages in Pickering
Wifi
Car parking on site
Pub within 1 mile
- 2 Guests
- 1 Bedroom
- 1 Bathroom
- 2 Pets
4.8
out of 5
7 nights
From
£293
Wifi
Car parking on site
Pub within 1 mile
- 12 Guests
- 5 Bedrooms
- 3 Bathrooms
- 1 Pet
5
out of 5
7 nights
From
£1,282
Wifi
Car parking on site
Enclosed Garden / Patio
- 6 Guests
- 3 Bedrooms
- 1 Bathroom
- 2 Pets
4.5
out of 5
7 nights
From
£373
Reserve today for only £25
Wifi
Car parking on site
Pub within 1 mile
- 4 Guests
- 2 Bedrooms
- 1 Bathroom
- 0 Pets
4.8
out of 5
7 nights
From
£795
Wifi
Car parking on site
Enclosed Garden / Patio
- 4 Guests
- 2 Bedrooms
- 1 Bathroom
- 1 Pet
4.8
out of 5
7 nights
From
£493
Wifi
Car parking on site
Pub within 1 mile
- 4 Guests
- 2 Bedrooms
- 1 Bathroom
- 1 Pet
5
out of 5
7 nights
From
£427
Wifi
Car parking on site
Pub within 1 mile
- 4 Guests
- 2 Bedrooms
- 2 Bathrooms
- 0 Pets
5
out of 5
7 nights
From
£615
Luxury
Wifi
Pub within 1 mile
- 5 Guests
- 3 Bedrooms
- 2 Bathrooms
- 2 Pets
5
out of 5
7 nights
From
£559
Reserve today for only £25
Dog Friendly Cottages in Pickering
Wifi
Car parking on site
Garden / Patio
- 2 Guests
- 1 Bedroom
- 1 Bathroom
- 2 Pets
4.9
out of 5
7 nights
From
£427
Wifi
Car parking on site
Pub within 1 mile
- 2 Guests
- 1 Bedroom
- 1 Bathroom
- 2 Pets
4.8
out of 5
7 nights
From
£293
Wifi
Car parking on site
Pub within 1 mile
- 12 Guests
- 5 Bedrooms
- 3 Bathrooms
- 1 Pet
5
out of 5
7 nights
From
£1,282
Wifi
Car parking on site
Enclosed Garden / Patio
- 6 Guests
- 3 Bedrooms
- 1 Bathroom
- 2 Pets
4.5
out of 5
7 nights
From
£373
Reserve today for only £25
Wifi
Car parking on site
Enclosed Garden / Patio
- 4 Guests
- 2 Bedrooms
- 1 Bathroom
- 1 Pet
4.8
out of 5
7 nights
From
£493
Wifi
Car parking on site
Pub within 1 mile
- 4 Guests
- 2 Bedrooms
- 1 Bathroom
- 1 Pet
5
out of 5
7 nights
From
£427
Car parking on site
Pub within 1 mile
Garden / Patio
- 2 Guests
- 1 Bedroom
- 1 Bathroom
- 1 Pet
3.3
out of 5
7 nights
From
£287
Luxury
Wifi
Pub within 1 mile
- 5 Guests
- 3 Bedrooms
- 2 Bathrooms
- 2 Pets
5
out of 5
7 nights
From
£559
Reserve today for only £25
Wifi
Swimming pool
Car parking on site
- 2 Guests
- 1 Bedroom
- 1 Bathroom
- 1 Pet
4.8
out of 5
7 nights
From
£283
Reserve today for only £25
Luxury Cottages in Pickering
Luxury
Wifi
Pub within 1 mile
- 5 Guests
- 3 Bedrooms
- 2 Bathrooms
- 2 Pets
5
out of 5
7 nights
From
£559
Reserve today for only £25
Luxury
Wifi
Car parking on site
- 2 Guests
- 1 Bedroom
- 1 Bathroom
- 0 Pets
4.9
out of 5
7 nights
From
£327
Reserve today for only £25
Luxury
Wifi
Enclosed Garden / Patio
- 9 Guests
- 4 Bedrooms
- 4 Bathrooms
- 1 Pet
4.9
out of 5
7 nights
From
£795
Luxury
Wifi
Enclosed Garden / Patio
- 5 Guests
- 3 Bedrooms
- 2 Bathrooms
- 0 Pets
5
out of 5
7 nights
From
£872
Inspiration of things to see and do in Pickering
This charming market town in North Yorkshire offers a mix of historical sites, natural beauty, and cultural attractions. Explore the nearby village of Thornton-le-Dale with its charming thatched cottages, visit the Ryedale Folk Museum, or take a short drive to the historic city of York. With the largest collection of Yorkshire cottages, we have the perfect home away from home for you.
Here are the top five things to see and do in Pickering:
North York Moors Railway
Experience a journey on the North York Moors Railway, a heritage steam railway that runs through stunning countryside, including a stop at Pickering Station.
Pickering Castle
Explore Pickering Castle, a well-preserved Norman castle with panoramic views of the town and surrounding landscapes. Learn about its history and architecture.
Beck Isle Museum
Visit the Beck Isle Museum, a fascinating local history museum showcasing Pickering's past through exhibits on rural life, industry, and everyday objects.
Pickering Parish Church
Admire the architecture of Pickering Parish Church, dedicated to St. Peter and St. Paul. Explore the church's interior, stained glass windows, and historical features.
Dalby Forest
Enjoy outdoor activities in Dalby Forest, located near Pickering. Hike, bike, or take a leisurely walk through the woodland trails and enjoy the natural beauty.
More Popular Holiday Destinations
Explore
Inspiration
Collections
2026 Holiday CottagesAccessible Holiday CottagesChristmas Holiday BreaksCity BreaksCoastal HolidaysCottages with PoolCycling BreaksDog friendlyEaster HolidaysEV Charging Holiday CottagesFamily HolidaysFebruary Half Term BreaksFishing HolidaysGlamping in the UKGolf BreaksHoliday Cottages with Games RoomHot tub breaksLarge Holiday Cottages & Group AccommodationLast Minute DealsLuxury Holiday CottagesMay Half Term HolidayMother's DayNew Years Eve BreaksOctober Half Term BreaksQuality CottagesRomantic GetawaysShort Breaks & Weekends AwaySpring Breaks in the UKSummer Holidays in the UKSustaibable & Eco Friendly CottagesUnique CottagesValentines BreaksWaterside BreaksWinter Breaks in the UK
Destinations
Countries
Regions
All West MidlandsBedfordshireBerkshireBlackdown HillsBuckinghamshireCambridgeshireCheshireConstable CountryCornwallCotswoldsCounty DurhamCranborne Chase and West Wiltshire DownsCumbriaDartmoorDerbyshireDevonDorsetEssexExmoorForest of BowlandForest of DeanGloucestershireGreater LondonHampshireHerefordshireHertfordshireHigh WealdHowardian HillsIsle of WightKentKent DownsLake DistrictLancashireLeicestershireLincolnshireLincolnshire WoldsMalvern HillsMendip HillsNew ForestNidderdaleNorfolkNorfolk BroadsNorfolk CoastNorth Devon CoastNorth PenninesNorth Wessex DownsNorthamptonshireNorthumberlandNorthumberland CoastNottinghamshireOxfordshirePeak DistrictRutlandShakespeare CountryShropshireShropshire HillsSomersetSouth DownsStaffordshireSuffolkSuffolk Coast and HeathsSurreySussexWarwickshireWiltshireWorcestershireWye ValleyYorkshireYorkshire DalesYorkshire Moors
Areas
BedaleBeverleyBridlingtonBromptonCaytonClaxtonDanbyDriffieldFileyFlamboroughGlaisdaleGoathlandGrassingtonHarrogateHarwood DaleHawesHaworthHelmsleyHolmfirthIngletonKettlewellKirkbymoorsideLeyburnMalhamMaltonMukerNorthallertonPateley BridgePickeringReethRichmondRiponRobin Hoods BayRosedale AbbeySaltburn-by-the-SeaScarboroughSelbySettleSkiptonStaithesThirskWhitbyYork
Sign up for a chance to win £500!
Stay updated on the latest deals, exclusive offers and new holiday destinations by joining the cottages.com newsletter! Register today and automatically be entered into our prize draw to win a £500 voucher.
Click here for terms and conditions. You can opt out anytime by using the unsubscribe link in our emails. We will use your information as per our Privacy Notice.