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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199 Properties found
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Danby, North York Moors

WA033

(No dates selected)

£391 - £552
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

Leyburn, Yorkshire Dales

DS104

(No dates selected)

£442 - £677
per week
From £332 for a 3-night stay
  • 4 Star
  • This superb cottage in Leyburn in the heart of Wensleydale, provides very comfortable accommodation with a lovely cosy feel, original features. Within walking distance of this popular market town.
  • 3 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets
  • WiFi
  • Garden/Courtyard
  • Beach 48 miles
  • Pub 0.1 miles
  • Open fire or woodburner

Skipton, Yorkshire Dales

DS453

(No dates selected)

£301 - £584
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

Gilling East, North York Moors

Y007

(No dates selected)

£230 - £439
per week
From £173 for a 3-night stay
  • 4 Star
  • Clematis Cottage is a stunning, high quality one bedroom property, situated in the Howardian Hills, one of the most picturesque areas of North Yorkshire. It has been decorated to a high standard.
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 2 Pets
  • WiFi
  • Garden/Courtyard
  • Tennis court
  • Pub 0.2 miles

Skipton, Yorkshire Dales

DS221

(No dates selected)

£287 - £647
per week
From £215 for a 3-night stay
  • 3 Star Gold
  • Centrally located close to the shops, restaurants and tea rooms in the popular market town of Skipton. Craven Cottage is an ideal base for visiting The Yorkshire Dales.
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • No Pets
  • WiFi
  • Garden/Courtyard
  • Games room
  • Beach 48 miles
  • Pub 0.1 miles

Leyburn, Yorkshire Dales

DS046

(No dates selected)

£301 - £584
per week
From £226 for a 3-night stay
  • 3 Star Gold
  • In the heart of Leyburn in Wensleydale and within walking distance of the local pubs, tea rooms and shops, this modern home from home is ideal for a break in the Yorkshire Dales.
  • 4 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • No Pets
  • WiFi
  • Garden/Courtyard
  • Beach 67 miles
  • Pub 0.9 miles

Grosmont, North York Moors

WA048

(No dates selected)

£328 - £598
per week
From £246 for a 3-night stay
  • 3 Star Gold
  • Special offerBook and take a break in July or August and pay no pet fee! Call us on 01947 600700 to redeem this offer
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet
  • WiFi
  • Garden/Courtyard
  • Beach 7 miles
  • Pub 0.4 miles
  • Open fire or woodburner

Thwaite, Yorkshire Dales

DS322

(No dates selected)

£459 - £615
per week
From £344 for a 3-night stay
  • 3 Star Gold
  • A spacious, stone-built cottage with three bedrooms, sleeping up to five people. With a brook at the end of the garden, located in the sleepy village of Thwaite in Swaledale and close to the local hotel with bar and tea room.
  • 5 Guests
  • 3 Bedrooms
  • 1 Bathroom
  • 2 Pets
  • WiFi
  • Garden/Courtyard
  • Beach 55 miles
  • Pub 0.1 miles
  • Open fire or woodburner

Askrigg, Yorkshire Dales

DS926

(No dates selected)

£391 - £825
per week
From £293 for a 3-night stay
  • 3 Star Gold
  • A traditional stone-built cottage sleeping 6 in 3 bedrooms, close to the popular village of Askrigg with its tea rooms, Dales pubs and local shop.
  • 6 Guests
  • 3 Bedrooms
  • 1 Bathroom
  • 2 Pets
  • Garden/Courtyard
  • Beach 44 miles
  • Pub 2 miles
  • Open fire or woodburner
Save £50

Sleights, Yorkshire Coast

WA228A

(No dates selected)

£301 - £584
per week
From £226 for a 3-night stay
  • 3 Star Gold
  • Special offer£50.00 discount of any booking in June at this Beautiful Cottage in Sleights near Whitby
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet
  • No WiFi
  • Garden/Courtyard
  • Beach 4 miles
  • Pub 0.3 miles
  • Open fire or woodburner

Skipton, Yorkshire Dales

DS905

(No dates selected)

£332 - £647
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
Save 10%

Kettlewell, Yorkshire Dales

DS935

(No dates selected)

£991 - £1657
per week
From £743 for a 3-night stay
  • 3 Star Gold
  • Special offerBook and take a mid-week break between 15th April - 19th July and receive a 10% discount at this beautiful cottage!
  • 8 Guests
  • 4 Bedrooms
  • 2 Bathrooms
  • No Pets
  • WiFi
  • Garden/Courtyard
  • Beach 46 miles
  • Pub 0.1 miles
  • Open fire or woodburner
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