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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Leyburn, Yorkshire Dales

DS300

(No dates selected)

£1361 - £2301
per week
From £1,030 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
  • No Pets
  • 3 Bathrooms
  • WiFi
  • Garden
  • Private parking
  • Hot tub
  • Open fire or woodburner
  • Beach 40 miles
  • Pub 0.25 miles

Barnard Castle, Yorkshire Dales

DS952

(No dates selected)

£2536 - £5536
per week
From £1,911 for a 3-night stay
  • 5 Star Gold
  • This spacious stylishly furnished detached stone farmhouse surrounded by rolling countryside with 2 reception rooms and a playroom for the children.
  • 14 Guests
  • 7 Bedrooms
  • No Pets
  • 5 Bathrooms
  • WiFi
  • Garden
  • Private parking
  • Open fire or woodburner
  • Beach 33 miles
  • Pub 0.5 miles

Gunnerside, Yorkshire Dales

DS097

(No dates selected)

£805 - £1787
per week
From £613 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. Stunning panoramic views over the valley.
  • 8 Guests
  • 3 Bedrooms
  • 2 Pets
  • 2 Bathrooms
  • WiFi
  • Garden
  • Enclosed garden
  • Private parking
  • Open fire or woodburner
  • Games room
  • Beach 57 miles
  • Pub 0.8 miles

Helmsley, North York Moors

Y055

(No dates selected)

£697 - £1541
per week
From £532 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
  • 1 Pet
  • 3 Bathrooms
  • WiFi
  • Garden
  • Enclosed garden
  • Private parking
  • Open fire or woodburner
  • Beach 30 miles
  • Pub 0.1 miles

Whitby, Yorkshire Coast

W461

(No dates selected)

£1027 - £1725
per week
From £779 for a 3-night stay
  • 5 Star
  • Endeavour House is a beautifully presented town maintaining original features with luxury throughout. This property is centrally located within Whitby and would be an ideal location for a family holiday.
  • 8 Guests
  • 4 Bedrooms
  • 2 Pets
  • 3 Bathrooms
  • WiFi
  • Private parking
  • Parking permit provided
  • Pub 0.25 miles

Nunnington, York & Vale of York

VY008

(No dates selected)

£497 - £737
per week
From £382 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 Pet
  • 1 Bathroom
  • WiFi
  • Garden
  • Enclosed garden
  • Private parking
  • Open fire or woodburner
  • Beach 30 miles
  • Pub 3 miles
New Property

Aysgarth, Yorkshire Dales

DS936

(No dates selected)

£1461 - £2526
per week
From £1,105 for a 3-night stay
  • 5 Star
  • Special offerBook any midweek break for 2019 at this 5* property complete with hot tub and receive £100 of vouchers to spend at The Falls Cafe Aysgarth
  • 8 Guests
  • 5 Bedrooms
  • 2 Pets
  • 3 Bathrooms
  • WiFi
  • Garden
  • Enclosed garden
  • Hot tub
  • Open fire or woodburner
  • Beach 51 miles
  • Pub 0.3 miles
10% Off!

Whitby, Yorkshire Coast

W452

(No dates selected)

£587 - £1213
per week
From £422 for a 3-night stay
  • 5 Star
  • Special offerTake a break at this stunning 5 star luxury property the Gatehouse for 2019 and receive a 10% discount
  • 4 Guests
  • 2 Bedrooms
  • No Pets
  • 1 Bathroom
  • WiFi
  • Private parking
  • Beach 0.9 miles
  • Pub 0.3 miles

Scarborough, Yorkshire Coast

SA015

(No dates selected)

£398 - £795
per week
From £308 for a 3-night stay
  • 5 Star
  • A luxury 5 star cottage set just outside Scarborough centre; this is the perfect retreat for a romantic break by the seaside and for exploring the North York Moors National Park.
  • 2 Guests
  • 1 Bedroom
  • No Pets
  • 1 Bathroom
  • WiFi
  • Garden
  • Enclosed garden
  • Private parking
  • Open fire or woodburner
  • Beach 2 miles
  • Pub 0.3 miles

Whitby, Yorkshire Coast

W445

(No dates selected)

£536 - £1051
per week
From £411 for a 3-night stay
  • 5 Star
  • A modern and luxurious 5 star apartment located close to the shops, bars and restaurants of Whitby's town centre and just a short walk to the beach. Sleeping up to 4 people this is the ideal retreat for couples or a small family.
  • 4 Guests
  • 2 Bedrooms
  • No Pets
  • 1 Bathroom
  • WiFi
  • Private parking
  • Beach 0.5 miles
  • Pub 0.4 miles

Masham, Yorkshire Dales

DS336

(No dates selected)

£730 - £1005
per week
From £557 for a 3-night stay
  • 4 Star Gold
  • A luxury property boasting a sunken hot tub in the enchanted garden. Located close to the pubs, shops and tea rooms in Kirkby Malzeard close to Masham in the Yorkshrie Dales.
  • 4 Guests
  • 2 Bedrooms
  • No Pets
  • 1 Bathroom
  • WiFi
  • Garden
  • Enclosed garden
  • Private parking
  • On-street parking
  • Hot tub
  • Pub 1 mile

Staithes, Yorkshire Coast

WA021

(No dates selected)

£614 - £926
per week
From £470 for a 3-night stay
  • 4 Star Gold
  • Tawny Owl is a beautiful luxury cottage with a hot tub and private parking, on the ouskirts of the pretty seaside village of Staithes.
  • 4 Guests
  • 2 Bedrooms
  • No Pets
  • 2 Bathrooms
  • WiFi
  • Garden
  • Private parking
  • Hot tub
  • Pub 2 miles
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