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
Back to list view

Leyburn, Yorkshire Dales

DS351

(No dates selected)

£402 - £603
per week
From £302 for a 3-night stay
  • 4 Star Gold
  • Valentines Special book 3 or more days 8th-18th Feb 19 at the beautiful White Rose and receive a 1 hour truffle making workshop,half dozen roses,champagne,strawberries,box chocolate hearts
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 1 Pet
  • WiFi
  • Garden/Courtyard
  • Beach 48 miles
  • Pub 0.2 miles
  • Open fire or woodburner

Middleton, North York Moors

Y291

(No dates selected)

£272 - £513
per week
From £204 for a 3-night stay
  • 4 Star Gold
  • Close to the market town of Pickering and the North York Moors, this is a high quality and well equipped eco-friendly Finnish log cabin, located in a quiet position.
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • No Pets
  • WiFi
  • Garden/Courtyard
  • Pub 2 miles
  • Open fire or woodburner

Fryup Dale, North York Moors

Y044

(No dates selected)

£714 - £1535
per week
From £536 for a 3-night stay
  • 4 Star Gold
  • Delightful property combination of Fryup Gill Cottage One & Fryup Cottage Two Y043, stone built and overlooking the stunning valley of Great fryup Dale. This luxury cottage is the perfect retreat for families, groups or couples. Located near the Yorkshire Cycle Hub, perfect to begin your North York Moors adventures
  • 10 Guests
  • 5 Bedrooms
  • 3 Bathrooms
  • Garden/Courtyard
  • Beach 11 miles
  • Pub 3 miles
  • Open fire or woodburner

Askrigg, Yorkshire Dales

DS240

(No dates selected)

£460 - £692
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 Bathroom
  • 1 Pet
  • WiFi
  • Garden/Courtyard
  • Hot tub
  • Beach 44 miles
  • Pub 2.6 miles
  • Open fire or woodburner

Masham, Yorkshire Dales

DS336

(No dates selected)

£694 - £950
per week
From £521 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
  • 1 Bathroom
  • WiFi
  • Garden/Courtyard
  • Hot tub
  • Pub 1 mile

Ingleby Greenhow, North York Moors

Y022

(No dates selected)

£1066 - £1706
per week
From £800 for a 3-night stay
  • Courtyard Manor Cottage is in fact two adjoining cottages with interconnecting doors which can be booked together to accommodate eight people.
  • 8 Guests
  • 4 Bedrooms
  • 3 Bathrooms
  • No Pets
  • WiFi
  • Garden/Courtyard
  • Games room
  • Pub 0.5 miles
  • Open fire or woodburner

Cowling, Yorkshire Dales

DS238

(No dates selected)

£316 - £603
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
  • 2 Bathrooms
  • 3 Pets
  • WiFi
  • Garden/Courtyard
  • Beach 53 miles
  • Pub 1.75 miles
Save 10%

Ebberston, North York Moors

Y054

(No dates selected)

£406 - £812
per week
From £305 for a 3-night stay
  • 4 Star Gold
  • Book and take a break between 3rd November - 1st March and receive a 10% discount at this fantastic property excluding dates between 1st Dec- 5th Jan
  • 6 Guests
  • 3 Bedrooms
  • 1 Bathroom
  • 2 Pets
  • WiFi
  • Garden/Courtyard
  • Pub 0.1 miles
  • Open fire or woodburner

Hawes, Yorkshire Dales

DS329

(No dates selected)

£598 - £1100
per week
From £449 for a 3-night stay
  • Surrounded by dramatic scenery and high fells, this spacious, detached bungalow has recently been refurbished offering cosy, exceptionally well equipped accommodation of a very high standard.
  • 6 Guests
  • 4 Bedrooms
  • 2 Bathrooms
  • 2 Pets
  • WiFi
  • Garden/Courtyard
  • Games room
  • Pub 0.3 miles
  • Open fire or woodburner

Gunnerside, Yorkshire Dales

DS067

(No dates selected)

£436 - £923
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
  • 2 Bathrooms
  • No Pets
  • WiFi
  • Garden/Courtyard
  • Beach 41 miles
  • Pub 2.5 miles
  • Open fire or woodburner

Crosby Ravensworth, Cumbria & the Lake District

CM058

(No dates selected)

£514 - £842
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

Middleham, Yorkshire Dales

DS181

(No dates selected)

£584 - £1142
per week
From £438 for a 3-night stay
  • 4 Star Gold
  • Pets go free with owners call for pet discount. for any winter break at Gallowa's Cottage in Middleham until 6th April 2019 ID: 8576
  • 7 Guests
  • 4 Bedrooms
  • 2 Bathrooms
  • 3 Pets
  • WiFi
  • Garden/Courtyard
  • Beach 50 miles
  • Pub 0.1 miles
  • Open fire or woodburner
View more and filter search