
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.

- 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.

- 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.

- 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 nestled between three North West national parks offers the ideal holiday getaway on a working livestock farm.

- 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.

- Sleeps
- 19
- Bedrooms
- 8
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.

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

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

- Sleeps
- 2
- Bedrooms
- 1
The Hayloft boasts beautiful views of the Pennine Hills & promises couples a romantic getaway. The rural cottage in Holmfirth, Yorkshire, features exposed beams & a luxurious design and a pleasant outdoor space for al fresco dining. Explore the many hiking and cycling trails.

- Sleeps
- 4
- Bedrooms
- 2
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. Pets welcome. Sleeps 4.