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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209 Properties found
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Cowling, Yorkshire Dales

DS238

(No dates selected)

£316 - £615
per week
From £237 for a 3-night stay
  • 4 Star Gold
  • Comfortably and tastefully furnished to a high standard, this cottage has been designed for guests with limited mobility with a ground floor bedroom and wet room equipped for disabled visitors.
  • 5 Guests
  • 2 Bedrooms
  • 3 Pets
  • 2 Bathrooms
  • WiFi
  • Garden
  • Private parking
  • Beach 53 miles
  • Pub 1.75 miles

Cropton, North York Moors

Y045

(No dates selected)

£332 - £647
per week
From £249 for a 3-night stay
  • 4 Star Gold
  • Beautiful, spacious one bedroom converted barn. This luxury property is full of character and charm with a wood burning stove and underfloor heating. Ideal for a romantic break.
  • 2 Guests
  • 1 Bedroom
  • No Pets
  • 1 Bathroom
  • WiFi
  • Garden
  • Private parking
  • Beach 24 miles
  • Pub 0.3 miles

Leyburn, Yorkshire Dales

DS311

(No dates selected)

£539 - £910
per week
From £404 for a 3-night stay
  • 4 Star Gold
  • This idyllic 3-bedroom country cottage is the perfect base for those looking to explore the Yorkshire Dales, located in Harmby close to the popular market town of Leyburn.
  • 6 Guests
  • 3 Bedrooms
  • 1 Pet
  • 1 Bathroom
  • WiFi
  • Garden
  • Private parking
  • Beach 50 miles
  • Pub 0.1 miles

Gunnerside, Yorkshire Dales

DS067

(No dates selected)

£436 - £941
per week
From £327 for a 3-night stay
  • 4 Star Gold
  • Converted from an old barn, this delightful high quality detached cottage is set in a quiet and peaceful location in the hills above the magnificent Swaledale, with some picturesque walks onto open fells.
  • 6 Guests
  • 3 Bedrooms
  • No Pets
  • 2 Bathrooms
  • WiFi
  • Garden
  • Private parking
  • Open fire or woodburner
  • Beach 41 miles
  • Pub 2.5 miles

Askrigg, Yorkshire Dales

DS240

(No dates selected)

£460 - £706
per week
From £345 for a 3-night stay
  • 4 Star Gold
  • West Shaw Cote Cottage is an exceptionally well-equipped stone barn conversion, surrounded by lovely gardens and with views over the dale from every window.
  • 4 Guests
  • 2 Bedrooms
  • 1 Pet
  • 1 Bathroom
  • WiFi
  • Garden
  • Enclosed garden
  • Private parking
  • Open fire or woodburner
  • Beach 44 miles
  • Pub 2.6 miles

Skipton, Yorkshire Dales

DS337

(No dates selected)

£316 - £647
per week
From £237 for a 3-night stay
  • 4 Star Gold
  • This high-quality stone-built cottage, part of the ancient Grange Hall sleeps four and is ideally located for those looking to explore Skipton and the Yorkshire Dales.
  • 4 Guests
  • 2 Bedrooms
  • 1 Pet
  • 2 Bathrooms
  • WiFi
  • Garden
  • Enclosed garden
  • Private parking
  • Beach 48 miles
  • Pub 1.9 miles

Glaisdale, North York Moors

WA061

(No dates selected)

£339 - £664
per week
From £254 for a 3-night stay
  • 4 Star Gold
  • Perfect for a romantic break, this luxury one bedroom cottage is based on a farm in the beautiful village of Glaisdale in 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 12 miles
  • Pub 1 mile

Cowling, Yorkshire Dales

DS237

(No dates selected)

£230 - £439
per week
From £173 for a 3-night stay
  • 4 Star Gold
  • Comfortably and tastefully furnished to a very high standard, Weavers Loft is a cottage-style apartment on the first floor, and has the added benefit of a stair lift.
  • 2 Guests
  • 1 Bedroom
  • 2 Pets
  • 1 Bathroom
  • WiFi
  • Garden
  • Private parking
  • Pub 1.7 miles

Richmond, Yorkshire Dales

DS899

(No dates selected)

£350 - £523
per week
From £263 for a 3-night stay
  • 4 Star Gold
  • This beautifully presented one bedroom cottage refurbished to a very high standard retaining many original features, a wood burning stove and quality fabrics throughout. Only a short walk to the local bars and restaurants. Open views at the rear of the property from a balcony which overlooks the surrounding woodland.
  • 2 Guests
  • 1 Bedroom
  • 1 Pet
  • 1 Bathroom
  • WiFi
  • Garden
  • Enclosed garden
  • On-street parking
  • Open fire or woodburner
  • Beach 35 miles
  • Pub 0.1 miles
New Property

Carlton in Coverdale, Yorkshire Dales

DS344

(No dates selected)

£442 - £677
per week
From £332 for a 3-night stay
  • 4 Star Gold
  • Heathlands is located in the picturesque village of Carlton in the heart of the Yorkshire Dales National Park. A newly refurbished detached bungalow sleeping four, guarantees comfort and tranquillity.
  • 4 Guests
  • 2 Bedrooms
  • No Pets
  • 2 Bathrooms
  • WiFi
  • Garden
  • Enclosed garden
  • Private parking
  • Open fire or woodburner
  • Beach 40 miles
  • Pub 0.5 miles

Glaisdale, North York Moors

WA046

(No dates selected)

£600 - £958
per week
From £450 for a 3-night stay
  • 4 Star Gold
  • Built in 1865 as a miner manager's cottage, this charming luxury four bedroomed property has been refurbished to a very high standard, with great attention to detail.
  • 7 Guests
  • 4 Bedrooms
  • 1 Pet
  • 2 Bathrooms
  • WiFi
  • Garden
  • Enclosed garden
  • On-street parking
  • Open fire or woodburner
  • Beach 10 miles
  • Pub 0.3 miles

Leyburn, Yorkshire Dales

DS351

(No dates selected)

£402 - £615
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 Pet
  • 1 Bathroom
  • WiFi
  • Garden
  • Enclosed garden
  • Private parking
  • Open fire or woodburner
  • Beach 48 miles
  • Pub 0.2 miles
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