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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Ingleby Greenhow, North York Moors

Y021

(No dates selected)

£561 - £898
per week
From £421 for a 3-night stay
  • 4 Star Gold
  • Manor Cottage is a beautiful stone built two bedroom converted cottage set in its own private garden within the grounds of Ingleby Manor. The property offers an amazing modern interior with high quality furnishing and fabrics.
  • 4 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • No Pets
  • WiFi
  • Garden/Courtyard
  • Games room
  • Pub 0.5 miles
  • Open fire or woodburner

Helmsley, North York Moors

Y039

(No dates selected)

£769 - £1666
per week
From £577 for a 3-night stay
  • 4 Star Gold
  • Beautiful four bedroomed property, recently refurbished to a high standard, retaining many period features. Located in the town of Helmsley on the edge of the North York Moors.
  • 8 Guests
  • 4 Bedrooms
  • 3 Bathrooms
  • 1 Pet
  • WiFi
  • Garden/Courtyard
  • Beach 19 miles
  • Pub 1 mile
  • Open fire or woodburner

Masham, Yorkshire Dales

DS450

(No dates selected)

£301 - £573
per week
From £226 for a 3-night stay
  • 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

Ingleton, Yorkshire Dales

DS334

(No dates selected)

£460 - £560
per week
From £345 for a 3-night stay
  • 4 Star Gold
  • This detached one bedroomed bungalow is all on one level. There is a garden with patio and outside seating. The property is situated in eight acres of its own land and has stunning views over surrounding countryside.
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • No Pets
  • WiFi
  • Garden/Courtyard
  • Beach 20 miles
  • Pub 2 miles

Leyburn, Yorkshire Dales

DS043

(No dates selected)

£347 - £664
per week
From £260 for a 3-night stay
  • 4 Star Gold
  • This stone cottage sleeping four has been furnished to a very high standard, ideal for a relaxing or touring holiday. Located within walking distance of the local pub and close to the popular market town of Leyburn in the Yorkshire Dales.
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet
  • WiFi
  • Garden/Courtyard
  • Beach 58 miles
  • Pub 0.2 miles

Hackness, North York Moors

SA889

(No dates selected)

£361 - £692
per week
From £271 for a 3-night stay
  • 4 Star
  • This beautiful, well-equipped cottage is perfect for those who wish to explore the countryside, the property is pet friendly with a garden and outdoor seating.
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet
  • WiFi
  • Garden/Courtyard
  • Beach 6.5 miles
  • Pub 4 miles
  • Open fire or woodburner

Cropton, North York Moors

Y004

(No dates selected)

£391 - £728
per week
From £293 for a 3-night stay
  • 4 Star
  • Hobbits Hideaway is a beautiful cottage offering high quality accommodation and situated in the charming village of Cropton near Pickering, on the border of the North York Moors National Park.
  • 6 Guests
  • 3 Bedrooms
  • 1 Bathroom
  • No Pets
  • WiFi
  • Garden/Courtyard
  • Pub 0.5 miles

Lealholm, North York Moors

WA965

(No dates selected)

£467 - £991
per week
From £350 for a 3-night stay
  • 4 Star
  • Hole In The Ellers is a traditional detached stone-built cottage situated in the most beautiful rolling countryside on North Yorkshire Moors near the village of Lealholm.
  • 8 Guests
  • 4 Bedrooms
  • 3 Bathrooms
  • No Pets
  • No WiFi
  • Garden/Courtyard
  • Pub 4 miles
  • Open fire or woodburner

Caldbergh in Coverdale, Yorkshire Dales

DS911

(No dates selected)

£578 - £873
per week
From £434 for a 3-night stay
  • 4 Star
  • Rose Cottage is a traditional stone cottage located in the tranquil hamlet of Caldbergh in the Yorkshire Dales National Park, three miles from the horse racing town of Middleham and Leyburn a little over five miles.
  • 5 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • No Pets
  • WiFi
  • Garden/Courtyard
  • Beach 60 miles
  • Pub 1.5 miles
  • Open fire or woodburner
Save 15%

Crayke, North York Moors

Y056

(No dates selected)

£452 - £873
per week
From £339 for a 3-night stay
  • 4 Star
  • 15% off this lovely property in Crayke until end of March 2019
  • 5 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • No Pets
  • WiFi
  • Garden/Courtyard
  • Beach 42 miles
  • Pub 0.01 miles
  • Open fire or woodburner

Skipton, Yorkshire Dales

DS114

(No dates selected)

£316 - £603
per week
From £237 for a 3-night stay
  • 4 Star
  • This cosy cottage is Ideal for a relaxing holiday, with plenty of attractions within the town, including the historic castle and the Leeds to Liverpool canal which has regular cruises.
  • 3 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet
  • WiFi
  • Garden/Courtyard
  • Pub 0.1 miles

Hackness, North York Moors

SA888

(No dates selected)

£361 - £692
per week
From £271 for a 3-night stay
  • 4 Star
  • This beautiful cottage is unique and full of character with an enclosed garden with outside seating and off-street parking. The main part is on one level and suitable for people with mobility problems.
  • 4 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • No Pets
  • WiFi
  • Garden/Courtyard
  • Beach 6 miles
  • Pub 3 miles
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