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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209 Properties found
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New Property

Barnard Castle, Yorkshire Dales

DS952

(No dates selected)

£2500 - £5500
per week
From £1,875 for a 3-night stay
  • 5 Star Gold
  • This spacious stylishly furnished detached stone farmhouse surrounded by rolling countryside with 2 reception rooms and a playroom for the children.
  • 14 Guests
  • 7 Bedrooms
  • No Pets
  • 5 Bathrooms
  • WiFi
  • Garden
  • Private parking
  • Open fire or woodburner
  • Beach 33 miles
  • Pub 0.5 miles
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
  • No Pets
  • 3 Bathrooms
  • WiFi
  • Garden
  • Private parking
  • Hot tub
  • Open fire or woodburner
  • Beach 40 miles
  • Pub 0.25 miles
15% Off!

Helmsley, North York Moors

Y055

(No dates selected)

£661 - £1505
per week
From £496 for a 3-night stay
  • 5 Star
  • Special offerBook and take a break between the 23rd August- 6th September and receive a 15% discount at this beautiful property!
  • 6 Guests
  • 3 Bedrooms
  • 1 Pet
  • 3 Bathrooms
  • WiFi
  • Garden
  • Enclosed garden
  • Private parking
  • Open fire or woodburner
  • Beach 30 miles
  • Pub 0.1 miles

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 Pet
  • 1 Bathroom
  • WiFi
  • Garden
  • Enclosed garden
  • Private parking
  • Open fire or woodburner
  • Beach 30 miles
  • Pub 3 miles
New Property

Aysgarth, Yorkshire Dales

DS936

(No dates selected)

£1425 - £2490
per week
From £1,069 for a 3-night stay
  • 5 Star
  • This luxurious, newly renovated cottage, set in the charming Wensleydale village of Aysgarth in the Yorkshire Dales is full of charm and features state of the art technology, along with a wood burner and hot tub.
  • 8 Guests
  • 5 Bedrooms
  • 2 Pets
  • 3 Bathrooms
  • WiFi
  • Garden
  • Enclosed garden
  • Hot tub
  • Open fire or woodburner
  • Beach 51 miles
  • Pub 0.3 miles

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 Pets
  • 2 Bathrooms
  • WiFi
  • Garden
  • Enclosed garden
  • Private parking
  • Open fire or woodburner
  • Games room
  • Beach 57 miles
  • Pub 0.8 miles

Helmsley, North York Moors

Y014

(No dates selected)

£551 - £1011
per week
From £413 for a 3-night stay
  • 4 Star Gold
  • Forge Cottage is a charming stone-built detached property providing quality holiday accommodation and situated in the beautiful market town of Helmsley on the edge of the North York Moors National Park.
  • 6 Guests
  • 3 Bedrooms
  • 1 Pet
  • 2 Bathrooms
  • WiFi
  • Garden
  • Enclosed garden
  • Private parking
  • Open fire or woodburner
  • Pub 0.3 miles

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
  • No Pets
  • 1 Bathroom
  • WiFi
  • Private parking
  • Open fire or woodburner
  • Pub 0.5 miles
10% Off!

Harrogate, Yorkshire Dales

DS956

(No dates selected)

£1100 - £3595
per week
From £825 for a 3-night stay
  • 4 Star Gold
  • Special offerBook and take a full weeks break at this beautiful barn conversion and receive a 10% discount
  • 4 Guests
  • 2 Bedrooms
  • 2 Pets
  • 2 Bathrooms
  • WiFi
  • Garden
  • Private parking
  • Games room
  • Pub 1 mile

Thornton Le Dale, North York Moors

Y057

(No dates selected)

£407 - £805
per week
From £305 for a 3-night stay
  • 4 Star Gold
  • A beautiful three bed cottage located in the North York Moors, ideal for a romantic break or holiday with family or friends. Close to the shops, pubs, and tearooms of this quaint village, with lots of walks and cycle routes close by.
  • 5 Guests
  • 3 Bedrooms
  • 1 Pet
  • 1 Bathroom
  • WiFi
  • Garden
  • Enclosed garden
  • Private parking
  • 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
  • No Pets
  • 1 Bathroom
  • WiFi
  • Garden
  • Enclosed garden
  • On-street parking
  • Beach 45 miles
  • Pub 0.1 miles

Kirkby Stephen, Cumbria & the Lake District

CM059

(No dates selected)

£630 - £1378
per week
From £473 for a 3-night stay
  • 4 Star Gold
  • This spacious converted barn sleeping six has been furnished to a very high standard, ideal for a relaxing or touring holiday. The Scottish Borders are also easily accessible
  • 6 Guests
  • 3 Bedrooms
  • 1 Pet
  • 2 Bathrooms
  • WiFi
  • Garden
  • Enclosed garden
  • Private parking
  • Beach 45 miles
  • Pub 4 miles
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