Walking holidays with Where2Walk

You're never far from a breathtaking walk in Yorkshire and so we've partnered with Where2Walk to bring you over 400 cottages in Yorkshire's most stunning locations so you can enjoy the best of what Yorkshire has to offer on foot. We've joined up with Jonathon Smith of Where2Walk, a local expert who has been walking the footpaths of Yorkshire all his life (you can usually cath him somewhere with his faithful companion Mist the Border Collie!). Here he shares his top tips to making the most of your stay in Yorkshire. 

The benefits of walking in Yorkshire:

  • Variety of landscape that is within an easy drive from any of the Yorkshire cottages: rolling hills, high moors, interesting valleys, riverside walking, pretty villages, market towns
  • Empty: there are few people out on the footpaths compared to somewhere like the Lake District so a real sense of space, exploration and emptiness (in a positive way)
  • Paths are excellent and in good condition, not over eroded
  • History: Abbey walks, stone age settlements, lead/iron mining from the 19th century, smugglers/coastal, geological differences including limestone country.
  • Some excellent mountains in the Dales including the ‘Dales 30 ‘
  • In addition it is of course healthy and good fun!

How to make the most of your walking holiday:

  • Take a navigation course, learn to read a map and use a compass and therefore enjoy walking further afield (special rates available for Ingrid Flute customers)
  • Hire an expert guide for a day to show you the best places to walk or take you safely but further than you would normally go
  • Challenge yourself and climb the mountains of the Dales 30. 

The cottages below are our favourites for walking, with many close to famous walking routes or with beautiul trails right from the doorstep. Our team would be happy to offer any recommendations for places to stay, routes to meet your abilities or suggest great pubs along the routes! Call us on 01947 600700.



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203 Properties found
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Special Offer

Leyburn, Yorkshire Dales

DS300

(No dates selected)

£1061 - £2265
per week
From £796 for a 3-night stay
  • 5 Star Gold
  • Special offerEnjoy a FREE cream tea at KTea's Tearoom in Leyburn on us when you use the promo code CREAMTEA at checkout.
  • 6 Guests
  • 3 Bedrooms
  • 3 Bathrooms
  • No Pets
  • WiFi
  • Garden/Courtyard
  • Hot tub
  • Beach 40 miles
  • Pub 0.25 miles
  • Open fire or woodburner

Helmsley, North York Moors

Y055

(No dates selected)

£661 - £1505
per week
From £496 for a 3-night stay
  • 5 Star
  • An elegant and luxurious 3 bedroomed holiday cottage, ideally located in the charming North York Moors market town of Helmsley.
  • 6 Guests
  • 3 Bedrooms
  • 3 Bathrooms
  • 1 Pet
  • WiFi
  • Garden/Courtyard
  • Beach 30 miles
  • Pub 0.1 miles
  • Open fire or woodburner

Nunnington, York & Vale of York

VY008

(No dates selected)

£461 - £701
per week
From £346 for a 3-night stay
  • 5 Star
  • A luxurious, beamed one bedroomed converted barn sleeping 2 set within the unspoilt village of Nunnington close to Helmsley in an area of outstanding natural beauty and close to the North York Moors and Howardian Hills.
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 1 Pet
  • WiFi
  • Garden/Courtyard
  • Beach 30 miles
  • Pub 3 miles
  • Open fire or woodburner
10% Off!

Aysgarth, Yorkshire Dales

DS936

(No dates selected)

£1425 - £2490
per week
From £1,069 for a 3-night stay
  • 5 Star
  • Special offerLast minute discount! 10% off bookings starting within 14 days (may not apply in conjunction with other offers)
  • 8 Guests
  • 5 Bedrooms
  • 3 Bathrooms
  • 2 Pets
  • WiFi
  • Garden/Courtyard
  • Hot tub
  • Beach 51 miles
  • Pub 0.3 miles
  • Open fire or woodburner
10% Off!

Barnard Castle, Yorkshire Dales

DS952

(No dates selected)

£2500 - £5500
per week
From £1,875 for a 3-night stay
  • 5 Star
  • Special offerLast minute discount! 10% off bookings starting within 14 days (may not apply in conjunction with other offers)
  • 14 Guests
  • 7 Bedrooms
  • 5 Bathrooms
  • No Pets
  • WiFi
  • Garden/Courtyard
  • Beach 33 miles
  • Pub 0.5 miles
  • Open fire or woodburner

Gunnerside, Yorkshire Dales

DS097

(No dates selected)

£769 - £1751
per week
From £577 for a 3-night stay
  • 5 Star
  • This spacious converted stone barn sleeping up to eight has been furnished and equipped to a very high standard. Stunning panoramic views over the valley.
  • 8 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 2 Pets
  • WiFi
  • Garden/Courtyard
  • Games room
  • Beach 57 miles
  • Pub 0.8 miles
  • Open fire or woodburner
Special Offer

Helmsley, North York Moors

Y014

(No dates selected)

£551 - £885
per week
From £413 for a 3-night stay
  • 4 Star Gold
  • Special offerBook and take the 5th to the 12th of July and pay only £675 which is over £100 saving call us or book online to get this deal !
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 1 Pet
  • WiFi
  • Garden/Courtyard
  • Pub 0.3 miles
  • Open fire or woodburner

Hawes, Yorkshire Dales

DS052

(No dates selected)

£347 - £601
per week
From £260 for a 3-night stay
  • 4 Star Gold
  • This beautiful stone built cottage is furnished and presented to a very high standard. It is well equipped and has stunning views over the Wensleydale countryside.
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • No Pets
  • WiFi
  • No Garden/Courtyard
  • Pub 0.5 miles
  • Open fire or woodburner
10% Off!

Richmond, Yorkshire Dales

DS899

(No dates selected)

£350 - £523
per week
From £263 for a 3-night stay
  • 4 Star Gold
  • Special offerLast minute discount! 10% off bookings starting within 14 days (may not apply in conjunction with other offers)
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 1 Pet
  • WiFi
  • Garden/Courtyard
  • Beach 35 miles
  • Pub 0.1 miles
  • Open fire or woodburner
5% Off!

Thornton Le Dale, North York Moors

Y057

(No dates selected)

£407 - £722
per week
From £305 for a 3-night stay
  • 4 Star Gold
  • Special offerBook and take a break in this charming property in June and July and receive a 5% discount
  • 5 Guests
  • 3 Bedrooms
  • 1 Bathroom
  • 1 Pet
  • WiFi
  • Garden/Courtyard
  • Beach 18 miles
  • Pub 0.2 miles

Hawes, Yorkshire Dales

DS367

(No dates selected)

£489 - £737
per week
From £367 for a 3-night stay
  • 4 Star Gold
  • This lovely stone-built cottage is ideally located in the popular market town of Hawes, in Wensleydale and within the Yorkshire Dales National Park.
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • No Pets
  • WiFi
  • Garden/Courtyard
  • Beach 45 miles
  • Pub 0.1 miles
10% Off!

Kirkby Stephen, Cumbria & the Lake District

CM059

(No dates selected)

£630 - £1351
per week
From £473 for a 3-night stay
  • 4 Star Gold
  • Special offerLast minute discount! 10% off bookings starting within 14 days (may not apply in conjunction with other offers)
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 1 Pet
  • WiFi
  • Garden/Courtyard
  • Beach 45 miles
  • Pub 4 miles
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