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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Gunnerside, Yorkshire Dales

DS230

(No dates selected)

£287 - £544
per week
From £215 for a 3-night stay
  • 4 Star
  • This charming cottage is set on a working sheep farm in the Yorkshire Dales National Park, with stunning views over the open countryside, 1.5 miles from Gunnerside and Muker.
  • 3 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • No Pets
  • WiFi
  • Garden/Courtyard
  • Beach 41 miles
  • Pub 1.5 miles

Bedale, Yorkshire Dales

DS276

(No dates selected)

£436 - £650
per week
From £327 for a 3-night stay
  • 4 Star
  • An upside-down cottage sleeping four people, located just outside the popular market town of Bedale. The cottage has stunning views over the open countryside and is ideal for exploring the Yorkshire Dales and beyond.
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet
  • WiFi
  • Garden/Courtyard
  • Beach 55 miles
  • Pub 0.5 miles

Middleham, Yorkshire Dales

DS049A

(No dates selected)

£332 - £634
per week
From £249 for a 3-night stay
  • 4 Star
  • Just off the Market Square in historical Middleham, this characterful cosy cottage features period oak furnishings and concealed lighting, views of Middleham Castle and is central for the Yorkshire Dales
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet
  • WiFi
  • Garden/Courtyard
  • Pub 0.1 miles
  • Open fire or woodburner

Lealholm, North York Moors

Y003

(No dates selected)

£316 - £603
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

Gunnerside, Yorkshire Dales

DS068

(No dates selected)

£422 - £892
per week
From £317 for a 3-night stay
  • 4 Star
  • This charming and spacious farmhouse is set on a working sheep farm in the Yorkshire Dales National Park, with stunning views over the open countryside, 1.5 miles from Gunnerside and Muker.
  • 7 Guests
  • 4 Bedrooms
  • 2 Bathrooms
  • No Pets
  • WiFi
  • Garden/Courtyard
  • Pub 1.5 miles
  • Open fire or woodburner

Danby, North York Moors

WA033

(No dates selected)

£391 - £541
per week
From £293 for a 3-night stay
  • 4 Star
  • Bluebell Cottage is a charming stone-built barn conversion situated in Danby Head near the villages of Danby and Castleton on the North York Moors.
  • 4 Guests
  • 3 Bedrooms
  • 1 Bathroom
  • 1 Pet
  • WiFi
  • Garden/Courtyard
  • Beach 12 miles
  • Pub 1.5 miles

Grosmont, North York Moors

WA806

(No dates selected)

£316 - £603
per week
From £237 for a 3-night stay
  • 4 Star
  • This terraced former miner's cottage was built around the 1850's and has been lovingly restored, retaining many original features. It is situated along the main street leading down to the railway station.
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • No Pets
  • WiFi
  • No Garden/Courtyard
  • Beach 8 miles
  • Pub 0.1 miles
  • Open fire or woodburner

Thornton Le Dale, North York Moors

Y301

(No dates selected)

£332 - £634
per week
From £249 for a 3-night stay
  • 4 Star
  • This charming character cottage with its cosy furnishings is situated beside a babbling stream in one of Yorkshire's prettiest villages with easy access to Dalby Forest and the North York Moors.
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • No Pets
  • No WiFi
  • Garden/Courtyard
  • Pub 0.3 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
  • 2 Bathrooms
  • No Pets
  • WiFi
  • Garden/Courtyard
  • Beach 42 miles
  • Pub 0.1 miles
  • Open fire or woodburner

Leyburn, Yorkshire Dales

DS009

(No dates selected)

£332 - £634
per week
From £249 for a 3-night stay
  • 4 Star
  • This superb cottage in Bellerby, close to Leyburn in the Yorkshire Dales, provides very comfortable accommodation with a lovely cosy feel, original features, and a pretty garden to relax in.
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet
  • WiFi
  • Garden/Courtyard
  • Beach 58 miles
  • Pub 0.2 miles
  • Open fire or woodburner

Hutton le Hole, North York Moors

Y053A

(No dates selected)

£316 - £603
per week
From £237 for a 3-night stay
  • 4 Star
  • A lovely 3 bedroom barn conversion in the North York Moors National Park, this is a great location for exploring North Yorkshire, walking, cycling, wildlife spotting, or just relaxing in stunning countryside.
  • 4 Guests
  • 3 Bedrooms
  • 1 Bathroom
  • No Pets
  • No WiFi
  • Garden/Courtyard
  • Pub 1.5 miles
  • Open fire or woodburner

Hawes, Yorkshire Dales

DS258

(No dates selected)

£332 - £634
per week
From £249 for a 3-night stay
  • 4 Star
  • A unique, eclectic, quirky converted stables in the bustling market town of Hawes, with its shops, tea rooms and traditional Dales pubs, located in the Yorkshire Dales national park.
  • 3 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet
  • WiFi
  • Garden/Courtyard
  • Beach 36 miles
  • Pub 0.1 miles
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