![Photocredit: Todd Hills Farmhouse. Click to View Find Pennine Holiday Cottages from South Yorkshire to Cumbria.](https://www.myfavouriteholidaycottages.co.uk/sites/default/files/styles/hero_banner/public/location/1634206535-todd-hills-hall-farmhouse-penrith-cumbria-pennine-views.jpg?h=27870e4a&itok=oZu8aD_V)
View Self-Catering Holiday Homes 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.
![Exterior of a Cumbriain stone. barn conversion near surrounded by fields.](/sites/default/files/styles/gallery_thumbnail/public/cottage/2023-10-12/1.gillbeck-barn-penrith-exterior-1.jpeg?h=eab7a300&itok=OIpnHuWf)
- Sleeps
- 6
- Bedrooms
- 3
Gill Beck Barn enjoys wonderful views of the Pennines and the Lake District and promises guests character and comfort. The pet-friendly cottage sits on a large property near Melmerby in Cumbria & offers a spacious furnished garden, an Aga, a log fire in a traditional fireplace and absolute tranquillity.
![Wisteria-clad, gable end of a restored weavers cottage with two rows of windows in The Pennines.](/sites/default/files/styles/gallery_thumbnail/public/cottage/2024-03-12/1.tyas_cottage_bradshaw_huddersfield_west_yorkshire_exterior2.jpg?h=827069f2&itok=74XhGxn1)
- Sleeps
- 6
- Bedrooms
- 3
Tyas Cottage is a secluded rural cottage in West Yorkshire and offers lovely walks from its doorstep. The elegant pet-friendly cottage near Bradshaw boasts a sculpture-filled garden, antique furnishings, modern comforts, woodland views, a log fire, a four-poster bed and exposed beams.
![A large 3-storey farmhouse and gardens is surrounded by mature trees on a hillside.](/sites/default/files/styles/gallery_thumbnail/public/cottage/2024-04-05/1.lee-house-farm-in-the-pennines.exterior.jpeg?h=82f92a78&itok=pV_Gk6nI)
- 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.
![Remote barn conversion surrounded by open fields and mature trees in The Pennines.](/sites/default/files/styles/gallery_thumbnail/public/cottage/2024-01-15/1.top-barn-ripponden-yorkshire-pennines-exterior-1.jpeg?h=82f92a78&itok=HQB0bE7n)
- Sleeps
- 12
- Bedrooms
- 6
Imagine a large holiday home near Ripponden, nestled within the rugged and picturesque Pennine landscape, where rural tranquillity meets pure luxury. Welcome to Top Barn, a spacious and inviting 6-bedroom holiday cottage with a hot tub to bring families and friends closer amidst the stunning West Yorkshire Pennines.
![](/sites/default/files/styles/gallery_thumbnail/public/cottage/3195/sc_13511808500115_3964_09-1.jpg?h=ef2d6e95&itok=s7mm0JOx)
- Sleeps
- 5
- Bedrooms
- 3
- 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.
![2-storey, stone-built, Georgian country house overlooking spacious lawns.](/sites/default/files/styles/gallery_thumbnail/public/cottage/2024-03-12/1.wuthering_heights_emley_exterior1.jpg?h=804eb763&itok=YpmUoQnU)
- Sleeps
- 17
- Bedrooms
- 7
Live like a lord or lady of the manor with a stay at Wuthering Heights, a lovely Grade II-listed Georgian home on 2½ acres of private grounds near the West Yorkshire village of West Bretton. This large, pet-friendly holiday cottage features seven bedrooms, a modern kitchen, and majestic moorland views.
![](/sites/default/files/styles/gallery_thumbnail/public/cottage/1623/usherwoods-dairy-1.jpg?h=c2382bac&itok=AEpSwAsO)
- Sleeps
- 8
- Bedrooms
- 5
Underwoods Dairy is a beautifully converted Barn in the small hamlet of Tatham on the western edge of the Pennines near Kirkby Lonsdale. This pet friendly, large holiday cottage in Lancashire offers stunning rural views. It sleeps 11 and welcomes famlies or groups of friends.
![Gable end of a 2-storey pennine holiday cottage overlooking a country lane](/sites/default/files/styles/gallery_thumbnail/public/cottage/2023-10-16/1.underbank-south-yorkshire-exterior-1.jpeg?h=971d1e85&itok=GTZAm2H_)
- Sleeps
- 2
- Bedrooms
- 1
Underbank Hall Cottage is a romantic cottage for couples in a secluded rural location with breathtaking 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.
![A large, 2 storey, stone-built holiday home in Holmfirth, overlooking a quiet lane](/sites/default/files/styles/gallery_thumbnail/public/cottage/2024-02-14/1.the-old-post-office.holmfirth-holiday-home.exterior-1_0.jpeg?h=707772c7&itok=5C4t8i38)
- Sleeps
- 15
- Bedrooms
- 7
Discover The Old Post Office, a Holmfirth holiday let perfect for cottage holidays in The Pennines. This spacious cottage with a hot tub accommodates up to fifteen guests across seven bedrooms. Enjoy large living spaces, including a games room and pet-friendly garden. With nearby attractions and ample amenities, The Old Post Office promises an unforgettable getaway. View the full description and book your stay now!