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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Masham, Yorkshire Dales

DS450

(No dates selected)

£383 - £584
per week
From £287 for a 3-night stay
  • 4 Star Gold
  • Situated on the edge of an 'Area of Outstanding Natural Beauty' in the Lower Wensleydale, this charming cottage is a walker's paradise with pretty riverside walks nearby, and excellent opportunities for bird-watching.
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • No Pets
  • WiFi
  • Garden/Courtyard
  • Beach 69 miles
  • Pub 1.5 miles
  • Open fire or woodburner
10% Off!

Ebberston, North York Moors

Y054

(No dates selected)

£406 - £828
per week
From £305 for a 3-night stay
  • 4 Star Gold
  • Special offerBook and take a break in May or June and receive a 10% discount at this stunning property!
  • 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
  • 2 Pets
  • WiFi
  • Garden/Courtyard
  • Pub 0.1 miles
  • Open fire or woodburner
15% Off!

Middleham, Yorkshire Dales

DS181

(No dates selected)

£584 - £1279
per week
From £438 for a 3-night stay
  • 4 Star Gold
  • Special offerBook and take a break and June and receive a 15% discount at this fantastic property!
  • 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
  • 3 Pets
  • WiFi
  • Garden/Courtyard
  • Beach 50 miles
  • Pub 0.1 miles
  • Open fire or woodburner

Ripon, Yorkshire Dales

DS312

(No dates selected)

£640 - £1091
per week
From £480 for a 3-night stay
  • 4 Star Gold
  • This welcoming, light and airy detached barn 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
  • WiFi
  • Garden/Courtyard
  • Beach 60 miles
  • Pub 0.5 miles
10% Off!

Cowling, Yorkshire Dales

DS239

(No dates selected)

£287 - £555
per week
From £215 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
  • 3 Pets
  • WiFi
  • Garden/Courtyard
  • Pub 1.75 miles

Askrigg, Yorkshire Dales

DS275

(No dates selected)

£391 - £753
per week
From £293 for a 3-night stay
  • 4 Star
  • This high-quality stone built cottage sleeping five is ideally located for those looking to explore the Yorkshire Dales. Set in a beautiful location and within walking distance of the local pubs and tea rooms in Askrigg.
  • 5 Guests
  • 3 Bedrooms
  • 1 Bathroom
  • No Pets
  • WiFi
  • Garden/Courtyard
  • Beach 42 miles
  • Pub 0.1 miles
  • Open fire or woodburner
Special Offer

Leyburn, Yorkshire Dales

DS036

(No dates selected)

£460 - £706
per week
From £345 for a 3-night stay
  • 4 Star
  • Special offerBook and take a break at Knights Rest and take your pet for free. Call us on 01947 600700
  • 4 Guests
  • 3 Bedrooms
  • 1 Bathroom
  • 1 Pet
  • WiFi
  • Garden/Courtyard
  • Beach 55 miles
  • Pub 1 mile
  • Open fire or woodburner
10% Off!

Gilling East, North York Moors

Y007

(No dates selected)

£230 - £439
per week
From £173 for a 3-night stay
  • 4 Star
  • 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
  • Tennis court
  • Pub 0.2 miles

Ingleby Greenhow, North York Moors

Y001

(No dates selected)

£561 - £916
per week
From £421 for a 3-night stay
  • 4 Star
  • This beautiful high quality cottage is set in its own private garden within the grounds of Ingleby Manor. Traditional character has been retained with oak beams, antique furniture and a large open fireplace.
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • No Pets
  • WiFi
  • Garden/Courtyard
  • Pub 0.5 miles
  • Open fire or woodburner

Lealholm, North York Moors

Y003

(No dates selected)

£316 - £615
per week
From £237 for a 3-night stay
  • 4 Star
  • Situated on the North York Moors at the edge of Great Fryupdale, with fabulous countryside all around, this beautiful cottage is all on ground level, pet friendly and furnished to a high standard.
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets
  • WiFi
  • Garden/Courtyard
  • Pub 2 miles
10% Off!

Gunnerside, Yorkshire Dales

DS230

(No dates selected)

£287 - £555
per week
From £215 for a 3-night stay
  • 4 Star
  • 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
  • WiFi
  • Garden/Courtyard
  • Beach 41 miles
  • Pub 1.5 miles

Haworth, Yorkshire Dales

DS943

(No dates selected)

£527 - £706
per week
From £395 for a 3-night stay
  • 4 Star
  • A beautiful quirky rustic cottage, close to Howarth, home of the Bronte Sisters and a few steps away from the Wuthering Heights pub.
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet
  • WiFi
  • Garden/Courtyard
  • Beach 58 miles
  • Pub 0.1 miles
  • Open fire or woodburner
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