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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Goathland, North York Moors

Y066

(No dates selected)

£287 - £555
per week
From £215 for a 3-night stay
  • 4 Star Gold
  • Located in the quaint village of Goathland on the outskirts of Whitby, this luxurious two bedroomed cottage is ideally located for exploring the North York Moors and mixes traditional features with modern facilities.
  • 2 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • No Pets
  • WiFi
  • Garden/Courtyard
  • Beach 10 miles
  • Pub 0.5 miles
  • Open fire or woodburner

Crosby Ravensworth, Cumbria & the Lake District

CM058

(No dates selected)

£514 - £859
per week
From £386 for a 3-night stay
  • 4 Star Gold
  • Monks Bridge is a delightful traditional detached cottage, furnished to a high standard and in a charming location, perfect for walking and relaxation.
  • 5 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • No Pets
  • WiFi
  • Garden/Courtyard
  • Beach 36 miles
  • Pub 0.2 miles
  • Open fire or woodburner

Kirkby Stephen, Cumbria & the Lake District

CM059

(No dates selected)

£630 - £1231
per week
From £473 for a 3-night stay
  • 4 Star Gold
  • This spacious converted barn sleeping six has been furnished to a very high standard, ideal for a relaxing or touring holiday. The Scottish Borders are also easily accessible
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 1 Pet
  • WiFi
  • Garden/Courtyard
  • Beach 45 miles
  • Pub 4 miles

Masham, Yorkshire Dales

DS450

(No dates selected)

£307 - £584
per week
From £230 for a 3-night stay
  • 4 Star Gold
  • 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

Crayke, North York Moors

Y056

(No dates selected)

£452 - £890
per week
From £339 for a 3-night stay
  • 4 Star
  • This traditional three bedroom Yorkshire cottage is located in the Vale of York close to Easingwold and a short drive to Helmsley. A perfect location for walkers and cyclists and the award winning Durham Ox country pub.
  • 5 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • No Pets
  • WiFi
  • Garden/Courtyard
  • Beach 42 miles
  • Pub 0.01 miles
  • Open fire or woodburner

Hawes, Yorkshire Dales

DS161

(No dates selected)

£469 - £753
per week
From £352 for a 3-night stay
  • 4 Star
  • Close to the bridge and waterfall, this Hawes cottage is a wonderful base for guests to relax and soak up the special atmosphere that the region offers.
  • 5 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 2 Pets
  • WiFi
  • Garden/Courtyard
  • Beach 60 miles
  • Pub 0.1 miles
  • Open fire or woodburner

Lealholm, North York Moors

Y003

(No dates selected)

£316 - £615
per week
From £237 for a 3-night stay
  • 4 Star
  • Situated on the North York Moors at the edge of Great Fryupdale, with fabulous countryside all around, this beautiful cottage is all on ground level, pet friendly and furnished to a high standard.
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets
  • WiFi
  • Garden/Courtyard
  • Pub 2 miles

Skipton, Yorkshire Dales

DS114

(No dates selected)

£316 - £647
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

Gunnerside, Yorkshire Dales

DS230

(No dates selected)

£287 - £555
per week
From £215 for a 3-night stay
  • 4 Star
  • This charming cottage is set on a working sheep farm in the Yorkshire Dales National Park, with stunning views over the open countryside, 1.5 miles from Gunnerside and Muker.
  • 3 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • No Pets
  • WiFi
  • Garden/Courtyard
  • Beach 41 miles
  • Pub 1.5 miles

Skipton, Yorkshire Dales

DS932

(No dates selected)

£383 - £584
per week
From £287 for a 3-night stay
  • 4 Star
  • Stylishly furnished throughout, Lorna Loom is a cosy two bedroomed house with a lovely patio area. Set close to all the shops, tea rooms and pubs of the market town of Skipton, the gateway to the Yorkshire Dales.
  • 3 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • No Pets
  • WiFi
  • Garden/Courtyard
  • Beach 47 miles
  • Pub 0.2 miles

Hackness, North York Moors

SA888

(No dates selected)

£361 - £706
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
  • 1 Pet
  • WiFi
  • Garden/Courtyard
  • Beach 6 miles
  • Pub 3 miles

Gilling East, North York Moors

Y008

(No dates selected)

£332 - £647
per week
From £249 for a 3-night stay
  • 4 Star
  • This is a lovely cottage for four people, decorated to a high standard and with a great open plan living area with full height rounded door and windows, and original beams.
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets
  • WiFi
  • Garden/Courtyard
  • Tennis court
  • Pub 0.2 miles
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