Holiday Cottages in The Pennines

Often described as the “Backbone of England” there are no prizes for guessing that the Pennines dominate the upper central landscape of from Derbyshire to the Scottish borders. These limestone hills, limestone crags and mountains stretch almost the length of middle England from the Scottish border at the Cheviot Hills through Cumbrian Fells, The Yorkshire Dales, the rural heart of West Yorkshire, finally ending at The Peak District in Derbyshire.

Visitors will find themselves welcome at hundreds of luxury barn conversions and large and small Pennine holiday cottages in quaint stone villages from Derbyshire to Northumberland. Most of these will have a pub in which a typically excellent local ale can be enjoyed. The whole range can be walked via The Pennine Way, one of England’s most notable long-distance footpaths.

25 cottages found 25 match all criteria.

The stone walls of Englewood Cottage encase a delightfully appointed, two-bedroom, pet-friendly holiday cottage in Northumberland, replete with contemporary fittings, exposed timber beams, inglenook fireplace, multi-fuel stove, four poster beds and a large garden bordered by a small stream.

Set in the vast grounds of Melmerby Hall, Stag Cottage is an award-winning self-contained 17th century Grade II listed sandstone cottage in Melmerby, Cumbria. The pet-friendly, 5-Star Gold cottage promises 20 acres of grounds plus a private garden, an open fire, mullion windows and beams.

Ilkley Moor Cottages are luxurious rural cottages in the spa town of Ilkley in Yorkshire. Situated on the edge of the Yorkshire Dales National Park, the pet-friendly cottages vary in size and offer hot tub, fitness suite and sauna, as well as lovely gardens, sophisticated décor and relaxation.

Exploring Yorkshire Dales National Park and the attractive village of Ingleton, North Yorkshire, is made simple with a holiday at Warth Barn, a large four-storey rural cottage that offers first-class accommodation, stone-paved terrace with barbecue, and access to an indoor leisure centre.

Ash Pot Barn enjoys spectacular views from its position on the side of Wild Boar Fell, near Ravenstonedale in Cumbria and The Lake District. The stone-built, semi-detached barn conversion boasts seclusion and character, as well as an open fire, contemporary comforts and a bespoke kitchen.

Underbank Hall Cottage is a romantic cottage for couples in a secluded rural location with breath-taking views of the valleys and hills between The Peak District and The Pennines in Stocksbridge, but still within easy reach of the fleshpots of Sheffield. Pets welcome.

The Dale Cottage is a luxury cottage just off the town square in the Northumberland village of Allendale, a pet-friendly cottage that sleeps up to five guests, featuring exposed stone walls, underfloor heating, wood burner and wall-mounted Freeview TV in the sitting room, and rear garden.

Set in the small rural village of Milton, Cumbria, you’ll find The Byre, a farm cottage perfect for families looking to escape the rigours of their daily lives. This countryside cottage nestled between three North West national parks offers the ideal holiday getaway on a working livestock farm.

Old Cottage lies in the quaint rural village of Nateby near Kirkby Stephen in Cumbria between The Lake District and the Yorkshire Dales. The two bedrooms sit downstairs, while the kitchen and sitting room enjoy rural views from the first floor of this dog-friendly cottage.

Kings Cottage in the historic market town of Alston, Cumbria, makes the perfect dog-friendly holiday cottage for couples planning a romantic holiday in the Pennines. This recently refurbished character cottage lies in an Area of Outstanding Natural Beauty.

Rainbow Cottage is a sought-after rural cottage boasting authentic details and contemporary style. Located near Kirkby Stephen in Cumbria between The Lake District and Yorkshire Dales, the pet-friendly property offers expansive gardens, a games room, beautiful views, seclusion and wheelchair access.

Stables Cottage is a superb 16th-century farmhouse surrounded by some of Yorkshire’s most spectacular countryside. This Bronte Country Pennine holiday cottage sleeps 6, with an open fire and a pretty garden. The town of Hebden Bridge is 3 miles away with pubs, tea rooms and an independent cinema.

A barn conversion set around a central courtyard on a working farm just outside the rural hamlet of Cleatlam, County Durham, Foxholes is an imaginative conversion of an old stable block, a three-bedroom farm cottage that features full-length picture windows set within its sandstone arches.

The Farmhouse is a dog-friendly 3 bedroom Yorkshire Farmhouse in Penistone offering glorious rural views right across to the Peak District. Sleeps 6. Pefect for walking and cycling holidays in The Pennines.

Bray Cottage is located on a working farm in the Yorkshire Pennine village of Hepworth near Holmfirth. Guests have use of an indoor heated pool, and, being a working farm, children (when not in the playground) may help with feeding the hens, pigs, sheep. This Pennine Holiday Cottage sleeps 6.

Luxuriously large barn conversion Yorkshire Pennine cottages, we have four properties here at Smallshaw Farm near Penistone, sleeping from 2 - 7 (19 people in all). Surrounded by 700 acres of open farmland with a large garden area. Dogs welcome.

Get away from the bustle of everyday life with a stay at The Retreat, a remote countryside cottage at the head of an unspoilt valley high above the Pennine market town of Hebden Bridge, West Yorkshire, boasting biomass-fired under floor heating, three wood-burners, hot tub, and five bedrooms.

Located within the Pennine market town of Settle on the edge of the Yorkshire Dales, Bridle Cottage is a picturesque townhouse set over three storeys. Ideal for families or friends that want a rural getaway, Bridle Cottage has been renovated to a high standard, Pete welcome. Sleeps 4.

Lyndhurst is a truly impressive, well-preserved Pennine property in Brighouse, West Yorkshire, a large and pet-friendly holiday home, perfect for hosting large families or groups of friends looking to relax in sumptuous accommodation, complete with conservatory, games room, and hot tub.

Weathertop House is a luxurious rural cottage on the edge of Ravenstonedale conservation village, and it offers spectacular views. Located near Kirkby Stephen in Cumbria, the modern cottage boasts a hot tub, an open fire, multiple sitting rooms and outdoor spaces which capture the sun and the hills.

Brock Scar Cottage welcomes 4 guests to this idyllic rural corner of Teesdale for a holiday at any time of the year. The cottage nestles in a peacefully remote lakeside location by Grassholme Reservoir but within easy reach of many walks and local attractions.

Surrounded by an Area of Outstanding Natural Beauty, Mark Close Farmhouse enjoys panoramic views of the countryside from its large garden. The pet-friendly cottage near Alston in Cumbria boasts traditional character, an open fire, beautiful grounds and delightful décor. Relax in style.

Ghyll Bank Bungalow is a gorgeous traditional cottage nestled among farmland near Staveley in Cumbria and The Lake District. The cosy pet-friendly property enjoys breathtaking views of the fells and features charming details, furnished outdoor spaces, contemporary comforts and an open fire.

£100 off

8th-11th Nov

Isaac's Byre Cottage Listing
Isaac's Byre Thumbnail 1Isaac's Byre Thumbnail 2

Cumbria country cottage with amazing views. 3 bedrooms and 3 bathrooms, pet and family friendly. Ground floor bedroom and bathroom, suitable for reduced mobility. Ideal for walkers and cyclists. golf nearby, Close to Garrigill, Alston. 2 well behaved dogs.Relaxing home from home.

Much of the region is regarded as “an area of outstanding natural beauty” and a beautiful place to visit and take long walks with the dog. Although the start of the Pennines is usually said to begin in the High Peak district of Edale in Derbyshire (the start of the Pennine Way), these impressive range of hills extend south into Staffordshire and the southern parts of Cheshire. The natural scenic beauty of Pennine landscapes makes the region a major tourist destination particularly for those looking to walk or cycle through them or climb its peaks and crags such as Malhamdale.

The Pennines are a mecca for outdoor sporting enthusiasts, with plenty of opportunities for climbing, kayaking, caving and mountain biking. For the less adventurous, there are stately homes, ruined abbeys, country parks and steam railways in abundance for memorable days out in amidst the ruggedly beautiful Pennine Hills - perfect for self-catering holidays in the great outdoors from Derbyshire to Northumberland.