Find Pennine Holiday Cottages from South Yorkshire to Cumbria. Photocredit: Todd Hills Farmhouse. Click to View

Find My Favourite Holiday Cottages in The Pennines

The Pennines are a range of hills and uplands that stretch across Northern England. They form a north-south backbone, approximately 250 miles from the Peak District in Derbyshire to the Scottish Borders. Often described as the “Backbone of England,” there are no prizes for guessing that the Pennines dominate the upper central landscape from Derbyshire to the Scottish borders. These limestone hills, 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, and 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 where a typically excellent local ale can be enjoyed. The whole range can be walked via The Pennine Way, one of England’s most famous long-distance footpaths.

A large 3-storey farmhouse and gardens is surrounded by mature trees on a hillside.
Sleeps
13
Bedrooms
5

Discover Lee House Farm, a luxurious rural holiday home with a hot tub in The Pennines. This elegant country house offers breathtaking views of Shibden Valley and boasts themed bedrooms. It's ideal for family celebrations or peaceful getaways with spacious living areas, a well-equipped kitchen, and ample outdoor space. The secluded garden, firepit, and undercover bar area are perfect for relaxing and enjoying the fresh air. You can also explore nearby attractions like the Piece Hall in Halifax or the Yorkshire Dales National Park. Experience the tranquillity of remote cottage holidays at Lee House Farm.

  • Active Holidays
  • Agency Cottages
  • Child-Friendly Cottages
  • Countryside Cottages
  • Cycling Holidays
  • Dog-Friendly Holiday Cottages
  • Large Holiday Cottages
  • Luxury Holiday Cottages
  • Remote Cottages
  • Short Breaks
  • Walking Holidays
A white-rendered 2-tory, semidetached holiday cottage in Cumbbria overlooks a quiet lane.
Sleeps
2
Bedrooms
1

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.

  • Agency Cottages
  • Countryside Cottages
  • Cycling Holidays
  • Dog-Friendly Holiday Cottages
  • Romantic Cottages
  • Short Breaks
  • Small Cottages
  • Walking Holidays
Sleeps
15
Bedrooms
6

A warm welcome awaits guests at Ash Villa, a splendid Victorian villa perched atop an elevated position, offering breathtaking vistas of the picturesque West Yorkshire countryside and the nearby Peak District. This distinguished four-storey detached house, sleeping 15, is the epitome of an ideal Pennine holiday cottage, perfect for large families or groups seeking a memorable retreat.

  • Active Holidays
  • Agency Cottages
  • Child-Friendly Cottages
  • Countryside Cottages
  • Cycling Holidays
  • Dog-Friendly Holiday Cottages
  • Large Holiday Cottages
  • Short Breaks
  • Walking Holidays
A terraced stone cottage with a low wall around the front garden
Sleeps
4
Bedrooms
2

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.

  • Active Holidays
  • Agency Cottages
  • Child-Friendly Cottages
  • Countryside Cottages
  • Romantic Cottages
  • Short Breaks
  • Small Cottages
  • Walking Holidays
  • Waterside Cottages
An isolated Pennine farm house is surrounded by empty moorland.
Sleeps
12
Bedrooms
5

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 underfloor heating, three wood-burners, hot tub, and five bedrooms.

  • Active Holidays
  • Agency Cottages
  • Child-Friendly Cottages
  • Countryside Cottages
  • Large Holiday Cottages
  • Luxury Holiday Cottages
  • Remote Cottages
  • Short Breaks
  • Walking Holidays
A twin-gabled house overlooks a large lawn bordered by a tall hedge.
Sleeps
8
Bedrooms
4

New Lodge promises stunning views of Lake Ullswater from its cosy sitting room. The lakeside cottage in Watermillock, Cumbria, promises seclusion and modern sophistication, architectural design, floor-to-ceiling windows, two log fires, lovely gardens and a private shoreline with a small jetty.

  • Active Holidays
  • Agency Cottages
  • Child-Friendly Cottages
  • Countryside Cottages
  • Cycling Holidays
  • Fishing Holidays
  • Large Holiday Cottages
  • Luxury Holiday Cottages
  • Remote Cottages
  • Short Breaks
  • Walking Holidays
  • Waterside Cottages
Single-storey brick-built barn conversion forming a holiday cottage with a long deck and lawned garden with a light sprinkling of winter snow. overlooking a
Sleeps
4
Bedrooms
2

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

  • Active Holidays
  • Agency Cottages
  • Child-Friendly Cottages
  • Cottages with Hot Tubs
  • Countryside Cottages
  • Dog-Friendly Holiday Cottages
  • Farm Cottages
  • Remote Cottages
  • Small Cottages
Sleeps
19
Bedrooms
8

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

  • Accessible Cottages
  • Active Holidays
  • Child-Friendly Cottages
  • Countryside Cottages
  • Dog-Friendly Holiday Cottages
  • Farm Cottages
  • Independent Cottages
  • Large Holiday Cottages
  • Luxury Holiday Cottages
  • Remote Cottages
  • Romantic Cottages
A 2-storey, stone-built holiday cottage in Cumbria overlooking a sunny courtyard
Sleeps
4
Bedrooms
2

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.

  • Active Holidays
  • Agency Cottages
  • Child-Friendly Cottages
  • Countryside Cottages
  • Dog-Friendly Holiday Cottages
  • Short Breaks
  • Small Cottages
  • Walking Holidays

Rugged landscapes, open moorland, deep valleys, and dramatic peaks characterize the Pennine region. The highest point in the Pennines is Cross Fell in Cumbria, which stands 893 metres (2,930 feet) above sea level. Much of this impressive range of hills and mountains is a designated “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), this impressive range of hills extends 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 peaks and crags such as Malhamdale.

The Pennine Hills are rich in natural beauty, offering diverse landscapes and habitats. The upland areas are home to heather moorlands, peat bogs, and limestone pavements, while the valleys feature rivers, waterfalls, and woodland.

Aside from the scenic view that prevails throughout its length, part of its appeal to visitors is entwined with industrial heritage. The Pennines have played a significant role in shaping the cultural and industrial history of the region. Historically, the hills were a vital source of minerals such as coal, lead, and limestone, and they were extensively mined and quarried. Remnants of the industrial past, including former mills, canals, and railway lines, can still be seen in some areas. Old mills, factories and even mines have been restored to provide fascinating visitor attractions. There are stately homes, ruined abbeys, country parks and steam railways in abundance for memorable days out amidst the ruggedly beautiful Pennine Hills - perfect for self-catering holidays in the Pennines from Derbyshire to Northumberland.

The Pennines are also popular with outdoor enthusiasts and nature lovers. The Pennines are a mecca for outdoor sporting enthusiasts. They offer plenty of climbing, kayaking and caving. The region also offers hiking, cycling, climbing, and wildlife-watching opportunities. Numerous trails and footpaths traverse the hills, including the famous Pennine Way, a long-distance footpath running from Edale in the Peak District to Kirk Yetholm in the Scottish Borders.

 

Popular Visitor Destinations For Pennine Cottage Holidays

The Pennines, celebrated for their awe-inspiring natural beauty and rich cultural heritage, are an irresistible draw for those seeking holiday cottages in The Pennines. Embark on Pennine cottage holidays and uncover these top destinations for an unforgettable experience:

Peak District National Park (Derbyshire and Staffordshire): Delve into the heart of the Peak District, one of the UK's most cherished national parks. It offers an array of Pennine cottage holidays, perfect for hikers, cyclists, and rock climbers. Iconic spots like Kinder Scout, Mam Tor, and charming villages await exploration.

Yorkshire Dales National Park (Yorkshire and Cumbria): The Yorkshire Dales, a haven for outdoor enthusiasts, provides a wealth of holiday cottages in The Pennines. Its rolling hills, limestone formations, and picturesque villages create an idyllic backdrop for walkers and cyclists. Don't miss attractions like Malham Cove, Aysgarth Falls, and the famous Three Peaks.

Lake District National Park (Cumbria): While just beyond the Pennines, the Lake District's majestic landscapes, pristine lakes, and towering fells are easily accessible from holiday cottages in The Pennines. Windermere, Keswick, Scafell Pike, and Derwentwater beckon adventurers.

North Pennines Area of Outstanding Natural Beauty (County Durham and Cumbria): A hidden gem awaits those on Pennine cottage holidays in the North Pennines. With its untamed moorlands, historic lead mining sites, and stargazing opportunities, it's a nature lover's paradise. Explore the wonder of High Force Waterfall and the charm of Teesdale.

Hadrian's Wall (Northumberland and Cumbria): Trace the footsteps of ancient Romans along the remnants of Hadrian's Wall. Holiday cottages in The Pennines provide easy access to historical treasures like Housesteads Roman Fort and Vindolanda.

Eden Valley (Cumbria): The tranquil Eden Valley offers holiday cottages nestled in serene landscapes. Discover delightful market towns like Appleby-in-Westmorland and engage in activities like fishing and hiking.

Durham Dales (County Durham): Experience the scenic beauty of the Durham Dales from your Pennine cottage holiday base. Marvel at the awe-inspiring High Force waterfall, visit historic Raby Castle, and explore the charming market town of Barnard Castle.

Brontë Country (West Yorkshire): Haworth, the heart of Brontë Country, beckons with literary heritage. Explore the legacy of the Brontë sisters at the Brontë Parsonage Museum and wander the moors that inspired their literary masterpieces.

Holmfirth (West Yorkshire): The idyllic town of Holmfirth, known for "Last of the Summer Wine," is a short distance from holiday cottages in The Pennines. Discover serene countryside, inviting walking trails, and quaint tea rooms.

Castleshaw Roman Forts (Greater Manchester): Journey back in time at the ancient Roman forts in Saddleworth, Greater Manchester, accessible from Pennine cottage holidays. Explore the captivating landscape surrounding these historical marvels.

These Pennine visitor destinations offer a diverse range of experiences, making Pennine cottage holidays an ideal choice for those seeking a blend of outdoor adventures, cultural heritage, and moments of serenity in nature. Set out on a journey through these remarkable landscapes and history-rich sites, where every step is a new discovery.