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.



194 Properties found
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Leyburn, Yorkshire Dales

DS370

(No dates selected)

£460 - £758
per week
From £345 for a 3-night stay
  • 4 Star
  • A spacious stone-built four-bedroom property close to pubs and shops in the popular market town of Leyburn.
  • 6 Guests
  • 4 Bedrooms
  • 2 Bathrooms
  • WiFi
  • Garden/Courtyard
  • Beach 67 miles
  • Pub 0.2 miles

Hutton le Hole, North York Moors

Y052A

(No dates selected)

£257 - £483
per week
From £193 for a 3-night stay
  • 4 Star
  • This cosy cottage, oozing character and charm, is located on the edge of the popular moorland village of Hutton-le-Hole, a great location for walking, cycling, exploring or simply relaxing.
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • No Pets
  • No WiFi
  • Garden/Courtyard
  • Pub 1.5 miles

Skipton, Yorkshire Dales

DS453

(No dates selected)

£301 - £573
per week
From £226 for a 3-night stay
  • This welcoming, light and airy stone built lodge provides spacious, modern accommodation and has a large garden. A perfect 'get away from it all' holiday property in a very peaceful setting.
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • No Pets
  • No WiFi
  • Garden/Courtyard
  • Pub 2.5 miles

Skipton, Yorkshire Dales

DS905

(No dates selected)

£332 - £634
per week
From £249 for a 3-night stay
  • 3 Star Gold
  • Set in the market town of Skipton this three bedroomed house is the ideal base for exploring the Yorkshire Dales on a family break away.
  • 5 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • No Pets
  • WiFi
  • Garden/Courtyard
  • Beach 50 miles
  • Pub 0.3 miles

Kettlewell, Yorkshire Dales

DS935

(No dates selected)

£991 - £1657
per week
From £743 for a 3-night stay
  • 3 Star Gold
  • A stone double fronted property located close to the pubs and shop in the picturesque village in Kettlewell, with stunning views over the Dale. This well-equipped property sleeps 8 in 4 bedrooms and is ideal for family or groups of friends looking to holiday together.
  • 8 Guests
  • 4 Bedrooms
  • 2 Bathrooms
  • WiFi
  • Garden/Courtyard
  • Beach 46 miles
  • Pub 0.1 miles
  • Open fire or woodburner

Tosside, Yorkshire Dales

DS907

(No dates selected)

£287 - £544
per week
From £215 for a 3-night stay
  • 3 Star Gold
  • A semi-detached cottage set in peaceful countryside. With an abundance of wildlife.
  • 3 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • 2 Pets
  • WiFi
  • Garden/Courtyard
  • Beach 26 miles
  • Pub 2 miles

Silpho, North York Moors

SA491

(No dates selected)

£316 - £603
per week
From £237 for a 3-night stay
  • 3 Star Gold
  • Binkley's Cottage is a charming traditional stone-built cottage located in the small North York Moors National Park village of Silpho. Spacious conservatory with views into the large garden and the open countryside beyond.
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 4 Pets
  • WiFi
  • Garden/Courtyard
  • Beach 4 miles
  • Pub 3.5 miles
  • Open fire or woodburner

Hawes, Yorkshire Dales

DS014

(No dates selected)

£714 - £1535
per week
From £536 for a 3-night stay
  • 3 Star Gold
  • A four bedroomed detached property with countryside views in Gayle with views of the surrounding countryside and within walking distance of the market town of Hawes.
  • 8 Guests
  • 4 Bedrooms
  • 3 Bathrooms
  • 4 Pets
  • WiFi
  • Garden/Courtyard
  • Beach 38 miles
  • Pub 0.5 miles

Grosmont, North York Moors

WA048

(No dates selected)

£328 - £598
per week
From £246 for a 3-night stay
  • 3 Star Gold
  • This pretty cottage has been lovingly restored. It has a good sized open lawn area with outside seating shaded by woodland and stunning views down towards the beautiful Esk Valley.
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet
  • WiFi
  • Garden/Courtyard
  • Beach 7 miles
  • Pub 0.4 miles
  • Open fire or woodburner

Leyburn, Yorkshire Dales

DS055

(No dates selected)

£422 - £813
per week
From £317 for a 3-night stay
  • 3 Star Gold
  • A unique, quirky Folly sleeping two in the Yorkshire Dales national park.
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • No Pets
  • Garden/Courtyard
  • Beach 40 miles
  • Pub 2.8 miles
  • Open fire or woodburner

Castleton, North York Moors

Y040

(No dates selected)

£376 - £723
per week
From £282 for a 3-night stay
  • 3 Star Gold
  • Situated in the charming village of Castleton on the North York Moors, this delightful cottage has an enclosed garden with patio and outside seating and fantastic views over the moors.
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet
  • WiFi
  • Garden/Courtyard
  • Beach 18 miles
  • Pub 0.2 miles
  • Open fire or woodburner

Ingleton, Yorkshire Dales

DS901

(No dates selected)

£301 - £573
per week
From £226 for a 3-night stay
  • 3 Star Gold
  • A stone built Grade II cottage near Ingleton, close to all the amenities and the Three Peaks walk from the doorstep. With a large garden and stunning views over open countryside.
  • 3 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • WiFi
  • Garden/Courtyard
  • Beach 20 miles
  • Pub 1.5 miles
  • Open fire or woodburner
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