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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201 Properties found
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Leyburn, Yorkshire Dales

DS300

(No dates selected)

£1061 - £2221
per week
From £796 for a 3-night stay
  • 5 Star Gold
  • This spacious detached luxury property sleeping six has been furnished and equipped to the highest specification. With a hot tub in it's stunning designer garden it is the perfect escape in the Yorkshire Dales.
  • 6 Guests
  • 3 Bedrooms
  • 3 Bathrooms
  • WiFi
  • Garden/Courtyard
  • Hot tub
  • Beach 40 miles
  • Pub 0.25 miles
  • Open fire or woodburner

Gunnerside, Yorkshire Dales

DS097

(No dates selected)

£769 - £1657
per week
From £577 for a 3-night stay
  • 5 Star
  • This spacious converted stone barn sleeping up to eight has been furnished and equipped to a very high standard, ideal for a relaxing or touring holiday. Stunning panoramic views over the valley.
  • 8 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 2 Pets
  • WiFi
  • Garden/Courtyard
  • Games room
  • Beach 57 miles
  • Pub 0.8 miles
  • Open fire or woodburner
New Property

Aysgarth, Yorkshire Dales

DS936

(No dates selected)

£1425 - £2441
per week
From £1,069 for a 3-night stay
  • 5 Star
  • This luxurious, newly renovated cottage, set in the charming Wensleydale village of Aysgarth in the Yorkshire Dales is full of charm and features state of the art technology in every room, along with a wood burner and hot tub.
  • 9 Guests
  • 5 Bedrooms
  • 3 Bathrooms
  • 2 Pets
  • WiFi
  • Garden/Courtyard
  • Hot tub
  • Beach 51 miles
  • Pub 0.3 miles
  • Open fire or woodburner

Helmsley, North York Moors

Y055

(No dates selected)

£661 - £1475
per week
From £496 for a 3-night stay
  • 5 Star
  • An elegant and luxurious 3 bedroomed holiday cottage, ideally located in the charming North York Moors market town of Helmsley.
  • 6 Guests
  • 3 Bedrooms
  • 3 Bathrooms
  • 1 Pet
  • WiFi
  • Garden/Courtyard
  • Beach 30 miles
  • Pub 0.1 miles
  • Open fire or woodburner

Nunnington, York & Vale of York

VY008

(No dates selected)

£461 - £701
per week
From £346 for a 3-night stay
  • 5 Star
  • A luxurious, beamed one bedroomed converted barn sleeping 2 set within the unspoilt village of Nunnington close to Helmsley in an area of outstanding natural beauty and close to the North York Moors and Howardian Hills.
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 1 Pet
  • WiFi
  • Garden/Courtyard
  • Beach 30 miles
  • Pub 3 miles
  • Open fire or woodburner

Helmsley, North York Moors

Y014

(No dates selected)

£551 - £885
per week
From £413 for a 3-night stay
  • 4 Star Gold
  • Forge Cottage is a charming stone-built detached property providing quality holiday accommodation and situated in the beautiful market town of Helmsley on the edge of the North York Moors National Park.
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 1 Pet
  • WiFi
  • Garden/Courtyard
  • Pub 0.3 miles
  • Open fire or woodburner

Leyburn, Yorkshire Dales

DS244

(No dates selected)

£395 - £587
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. Tastefully furnished by the owners 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

Pickering, North York Moors

Y012

(No dates selected)

£361 - £692
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

Leyburn, Yorkshire Dales

DS351

(No dates selected)

£402 - £603
per week
From £302 for a 3-night stay
  • 4 Star Gold
  • This detached stone-built barn conversion in Constable Burton is located close to the local pub and 3.5 miles away from the popular market town of Leyburn in Wensleydale.
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 1 Pet
  • WiFi
  • Garden/Courtyard
  • Beach 48 miles
  • Pub 0.2 miles
  • Open fire or woodburner

Shepherds Cottage

DS253

Theaked Stones Cottage

DS311

Swallowdale

DS329

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