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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10% Off!

Cowling, Yorkshire Dales

DS238

(No dates selected)

£316 - £615
per week
From £237 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)
  • 5 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • 3 Pets
  • WiFi
  • Garden/Courtyard
  • Beach 53 miles
  • Pub 1.75 miles
10% Off!

Cropton, North York Moors

Y045

(No dates selected)

£332 - £647
per week
From £249 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
  • No Pets
  • WiFi
  • Garden/Courtyard
  • Beach 24 miles
  • Pub 0.3 miles
New Property

Harrogate, Yorkshire Dales

DS956

(No dates selected)

£1100 - £3595
per week
From £825 for a 3-night stay
  • 4 Star Gold
  • The Yorkshire Barn is located within 10 acres of private grounds and has been converted to the highest standard with two bedrooms one of which is en-suite and a separate bathroom. Harrogate is only four miles away with lots of events throughout the year. This is excellent cycling and for those looking for a challenge is on the Tour de Yorkshire Route. There is a huge lounge just waiting for you to relax in after a fulfilling days exploring the area. Your four legged friend will also enjoy a welcome hamper.
  • 4 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • 2 Pets
  • WiFi
  • Garden/Courtyard
  • Games room
  • Pub 1 mile
10% Off!

Leyburn, Yorkshire Dales

DS311

(No dates selected)

£539 - £910
per week
From £404 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
  • 1 Bathroom
  • 1 Pet
  • WiFi
  • Garden/Courtyard
  • Beach 50 miles
  • Pub 0.1 miles
10% Off!

Gunnerside, Yorkshire Dales

DS067

(No dates selected)

£436 - £941
per week
From £327 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
  • No Pets
  • WiFi
  • Garden/Courtyard
  • Beach 41 miles
  • Pub 2.5 miles
  • Open fire or woodburner
10% Off!

Askrigg, Yorkshire Dales

DS240

(No dates selected)

£460 - £706
per week
From £345 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)
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet
  • WiFi
  • Garden/Courtyard
  • Beach 44 miles
  • Pub 2.6 miles
  • Open fire or woodburner
10% Off!

Skipton, Yorkshire Dales

DS337

(No dates selected)

£316 - £647
per week
From £237 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)
  • 4 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • 1 Pet
  • WiFi
  • Garden/Courtyard
  • Beach 48 miles
  • Pub 1 mile

Glaisdale, North York Moors

WA061

(No dates selected)

£339 - £664
per week
From £254 for a 3-night stay
  • 4 Star Gold
  • Perfect for a romantic break, this luxury one bedroom cottage is based on a farm in the beautiful village of Glaisdale in the North York Moors National Park.
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • No Pets
  • WiFi
  • Garden/Courtyard
  • Beach 12 miles
  • Pub 1 mile
  • Open fire or woodburner
10% Off!

Cowling, Yorkshire Dales

DS237

(No dates selected)

£230 - £439
per week
From £173 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
  • 2 Pets
  • WiFi
  • Garden/Courtyard
  • Pub 1.7 miles
10% Off!

Glaisdale, North York Moors

WA046

(No dates selected)

£600 - £958
per week
From £450 for a 3-night stay
  • 4 Star Gold
  • Special offerBook and take a break in April, May or June and receive a 10% discount at this beautiful cottage!
  • Special offerLast minute discount! 10% off bookings starting within 14 days (may not apply in conjunction with other offers)
  • 7 Guests
  • 4 Bedrooms
  • 2 Bathrooms
  • 1 Pet
  • WiFi
  • Garden/Courtyard
  • Beach 10 miles
  • Pub 0.3 miles
  • Open fire or woodburner
10% Off!

Leyburn, Yorkshire Dales

DS351

(No dates selected)

£402 - £615
per week
From £302 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 48 miles
  • Pub 0.2 miles
  • Open fire or woodburner

Richmond, Yorkshire Dales

DS903

(No dates selected)

£436 - £941
per week
From £327 for a 3-night stay
  • 4 Star Gold
  • Spacious three bedroom apartment close to the town centre of Richmond. Offering stunning views of the castle, river and surrounding countryside, this is the perfect setting for a family break.
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • No Pets
  • WiFi
  • Beach 35 miles
  • Pub 0.1 miles
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