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.



View more and filter search
203 Properties found
Back to list view
15% Off!

Masham, Yorkshire Dales

DS336

(No dates selected)

£694 - £969
per week
From £521 for a 3-night stay
  • 4 Star Gold
  • Special offerBook and take at this beautiful cottage with hot tub in June, July or August and receive a 15% discount
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • No Pets
  • WiFi
  • Garden/Courtyard
  • Hot tub
  • Pub 1 mile
10% Off!

Reeth, Yorkshire Dales

DS375

(No dates selected)

£442 - £677
per week
From £332 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
  • 2 Pets
  • WiFi
  • Garden/Courtyard
  • Beach 60 miles
  • Pub 0.5 miles
  • Open fire or woodburner

Middleton, North York Moors

Y291

(No dates selected)

£272 - £523
per week
From £204 for a 3-night stay
  • 4 Star Gold
  • Close to the market town of Pickering and the North York Moors, this is a high quality and well equipped eco-friendly Finnish log cabin, located in a quiet position.
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • No Pets
  • WiFi
  • Garden/Courtyard
  • Pub 2 miles
  • Open fire or woodburner
20% Off!

Hawes, Yorkshire Dales

DS939

(No dates selected)

£797 - £1751
per week
From £598 for a 3-night stay
  • 4 Star Gold
  • Special offerBook and take a booking at this characterful, quirky Hawes cottage in 2019 and receive a 20% discount.
  • 7 Guests
  • 4 Bedrooms
  • 4 Bathrooms
  • 2 Pets
  • WiFi
  • Garden/Courtyard
  • Beach 38 miles
  • Pub 0.1 miles
  • Open fire or woodburner
20% Off!

Kettlewell, Yorkshire Dales

DS257

(No dates selected)

£1026 - £2574
per week
From £770 for a 3-night stay
  • 4 Star Gold
  • Special offerSave 20% on any short break until 27th July 2019 and your pets go free!
  • Special offerMid-week breaks just £750! 3 or 4 nights, mid-week from 4th Nov 2019 to 3rd Apr 2020. Plus pets go free and no booking fee. (save up to £282) Call to book (excludes festive season and school holidays)
  • 12 Guests
  • 5 Bedrooms
  • 4 Bathrooms
  • 4 Pets
  • WiFi
  • Garden/Courtyard
  • Beach 46 miles
  • Pub 0.1 miles
  • Open fire or woodburner
10% Off!

Helmsley, North York Moors

Y039

(No dates selected)

£769 - £1699
per week
From £577 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)
  • 8 Guests
  • 4 Bedrooms
  • 3 Bathrooms
  • 2 Pets
  • WiFi
  • Garden/Courtyard
  • Beach 19 miles
  • Pub 1 mile
  • Open fire or woodburner

Middleton, North York Moors

Y290

(No dates selected)

£272 - £523
per week
From £204 for a 3-night stay
  • 4 Star Gold
  • Built to an extremely high standard and situated in a secluded position, this luxurious eco-friendly Finnish log cabin stands in a large paddock on the owners' small farm and bed and breakfast.
  • 2 Guests
  • 1 Bedroom
  • 1 Pet
  • WiFi
  • Garden/Courtyard
  • Pub 2 miles
  • Open fire or woodburner
10% Off!

Carperby, Yorkshire Dales

DS179

(No dates selected)

£511 - £1110
per week
From £383 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 42 miles
  • Pub 0.2 miles
  • Open fire or woodburner

Pickering, North York Moors

Y012

(No dates selected)

£361 - £706
per week
From £271 for a 3-night stay
  • 4 Star Gold
  • This delightful cottage is a great choice for a relaxing break in lovely countryside and yet within walking distance of the popular market town of Pickering.
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • No Pets
  • No WiFi
  • Garden/Courtyard
  • Pub 1 mile
  • Open fire or woodburner
10% Off!

Crosby Ravensworth, Cumbria & the Lake District

CM058

(No dates selected)

£514 - £859
per week
From £386 for a 3-night stay
  • 4 Star Gold
  • Special offerTake a break in the month of July in this stunning property and receive a 10% discount
  • 5 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • No Pets
  • WiFi
  • Garden/Courtyard
  • Beach 36 miles
  • Pub 0.2 miles
  • Open fire or woodburner
10% Off!

Hawes, Yorkshire Dales

DS226

(No dates selected)

£413 - £640
per week
From £310 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)
  • 3 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • No Pets
  • No WiFi
  • Garden/Courtyard
  • Beach 37 miles
  • Pub 0.6 miles
  • Open fire or woodburner

Leyburn, Yorkshire Dales

DS244

(No dates selected)

£395 - £599
per week
From £296 for a 3-night stay
  • 4 Star Gold
  • Vine Barn has been converted into a beautiful cottage complete with a conservatory and walled garden and oozing character with beamed ceilings and woodburning stove.
  • 2 Guests
  • 1 Bedroom
  • 2 Bathrooms
  • No Pets
  • WiFi
  • Garden/Courtyard
  • Beach 62 miles
  • Pub 0.2 miles
  • Open fire or woodburner
View more and filter search