Holiday Homes in The Pennines

Often called the backbone of England, the Pennines are the long upland chain that runs down the spine of the north, from the Scottish border country south towards the Peak District. More a great geographical region than a single protected area, the Pennines take in the North Pennines, the Yorkshire Dales and more, and they rise to the east of the Lake District, a separate range of high moors and green dales rather than part of the Lakes themselves.

This is country made for the outdoors. Cross Fell, at 893 metres, is the highest point of the whole chain, and the Pennine Way, Britain's very first National Trail, runs its length over some of the most stirring upland scenery in England. In between lie limestone dales and gritstone moors, waterfalls and old market towns, lead-mining heritage and some of the country's darkest, starriest skies. It is a landscape of big horizons and few crowds.

The Pennines suit walkers, cyclists and anyone drawn to wild, open hills, and the eastern reaches of Cumbria sit right against them, so a Pennine holiday and a Lakeland one can easily be combined. Browse our holiday homes across the Pennines and lose yourself in the high heart of northern England.

Greywalls, ShapSykes Cottages

Greywalls, Shap

Maulds Meaburn, Cumbria

Greywalls is a fantastic, detached cottage resting in Maulds Meaburn near Shap, Cumbria. Hosting three bedrooms, including one super-king-size, one super-king-size and one ground-floor double, along with a…

  • 6 sleeps
  • 3 bed
  • Dogs welcome
The Duck House, Brampton, CumbriaSykes Cottages

The Duck House, Brampton, Cumbria

Roadhead, Cumbria

The Duck House is a charming cottage resting in Roweltown, Cumbria. Hosting one double bedroom and a shower room, this property can sleep up to two guests. There…

  • 2 sleeps
  • 1 bed
  • Dogs welcome
Allergarth Barn, Brampton, CumbriaSykes Cottages

Allergarth Barn, Brampton, Cumbria

Roadhead, Cumbria

Allergarth Barn is a delightful, single-storey barn conversion resting in Roweltown, Cumbria. Hosting three bedrooms including a king-size, a double and a single along with a shower room,…

  • 5 sleeps
  • 3 bed
  • Dogs welcome
Hugill Cottage, StaveleySykes Cottages

Hugill Cottage, Staveley

Staveley, Cumbria

Hugill Cottage is an end-of-terrace cottage situated in Staveley, Cumbria. Hosting three bedrooms, including a super-king-size with en-suite shower, a double and a twin (zip/link, can be super-king…

  • 6 sleeps
  • 3 bed
  • Dogs welcome
3 Settlebeck Cottages, SedberghSykes Cottages

3 Settlebeck Cottages, Sedbergh

Sedbergh, Cumbria

The living areas in the property consist of a kitchen/diner housing an electric oven and hob, microwave, fridge, washing machine, dishwasher, dining seating for six people, and a…

  • 6 sleeps
  • 3 bed
  • Dogs welcome
Clover Cottage, Kirkby StephenSykes Cottages

Clover Cottage, Kirkby Stephen

Nateby, Cumbria

Clover Cottage is a delightful retreat situated near the village of Kirkby Stephen in Cumbria. Hosting four bedrooms; two doubles, a twin room, and a bunk room, along…

  • 8 sleeps
  • 4 bed
  • Dogs welcome
2 Kings Yard, SedberghSykes Cottages

2 Kings Yard, Sedbergh

Sedbergh, Cumbria

2 Kings Yard is an idyllic detached house resting in Sedbergh, Cumbria. Hosting three bedrooms, including a king-size with Smart TV and en-suite shower room, a second-floor king-size…

  • 4 sleeps
  • 3 bed
  • Dogs welcome
Laundry Cottage, MilnthorpeSykes Cottages

Laundry Cottage, Milnthorpe

Leasgill, Cumbria

Laundry Cottage is a superb, detached property resting in Leasgill near Milnthorpe. It comes with three bedrooms, comprising of a super king-size double with en-suite walk-in shower, basin…

  • 6 sleeps
  • 3 bed
  • Dogs welcome
The Owl's Shack, KendalSykes Cottages

The Owl's Shack, Kendal

Cowan Head, Cumbria

The single-storey, detached lodge's living areas are as follows: an open-plan living space with a kitchen hosting an electric range cooker with 2 ovens and 4 hobs, microwave,…

  • 6 sleeps
  • 3 bed
  • Dogs welcome
Rayside, StaintonSykes Cottages

Rayside, Stainton

Stainton, Cumbria

Rayside is a lovely cottage resting in the village of Stainton, Cumbria. Hosting two bedrooms, including a double and a twin, along with a bathroom, this property can…

  • 4 sleeps
  • 2 bed
  • Dogs welcome
3 Eden Lodge, Kirkby StephenSykes Cottages

3 Eden Lodge, Kirkby Stephen

Kirkby Stephen, Cumbria

3 Eden Lodge is a wonderful reverse-level cottage that can be found resting within the town of Kirkby Stephen, Cumbria. Home to one super king-size bedroom on the…

  • 2 sleeps
  • 1 bed
  • Dogs welcome
2 Eden Lodge, Kirkby StephenSykes Cottages

2 Eden Lodge, Kirkby Stephen

Kirkby Stephen, Cumbria

2 Eden Lodge is a lovely cottage set within the village of Kirkby Stephen, Cumbria. Home to a king-size double bedroom served by a shower room, this property…

  • 2 sleeps
  • 1 bed
  • Dogs welcome
Simcas House, Stainton, CumbriaSykes Cottages

Simcas House, Stainton, Cumbria

Stainton, Cumbria

Simcas House was built by the current owners as a unique and wonderful family home. Built into the hillside Simcas is presented as an upside-down house with the…

  • 6 sleeps
  • 3 bed
  • Dogs welcome
Waltons Close in Stainton, Cumbria. Large. Complimentary leisure club membership. Woodburning stove.Sykes Cottages

Waltons Close in Stainton, Cumbria. Large. Complimentary leisure club membership. Woodburning stove.

Stainton, Cumbria

Waltons Close is complete with a kitchen/diner and a sitting room. Appliances include an electric oven and hob, microwave, fridge/ freezer, dishwasher, washer/dryer, TV, DVD player and woodburning…

  • 8 sleeps
  • 4 bed
  • Dogs welcome
Kidsty Cottage, ShapSykes Cottages

Kidsty Cottage, Shap

Shap, Cumbria

Kidsty Cottage is a charming semi-detached dwelling resting within the village of Shap in the Lake District. There is one double bedroom in the cottage sleeping two guests,…

  • 2 sleeps
  • 1 bed
  • Dogs welcome
Ghyll Cottage, MilnthorpeSykes Cottages

Ghyll Cottage, Milnthorpe

Leasgill, Cumbria

Ghyll Cottage is a beautiful holiday cottage found in the hamlet of Leasgill near the village of Milnthorpe, in the Lake District. Hosting three bedrooms, including a super…

  • 6 sleeps
  • 3 bed
  • Dogs welcome
Chapel Cottage, Appleby-In-WestmorlandSykes Cottages

Chapel Cottage, Appleby-In-Westmorland

Sandford, Cumbria

Chapel Cottage is a lovely, detached, former Methodist church in the village of Sandford in Cumbria. The property has two bedrooms - a double and a twin -…

  • 4 sleeps
  • 2 bed
  • Dogs welcome
Garth End, Appleby-In-WestmorlandSykes Cottages

Garth End, Appleby-In-Westmorland

Bolton, Cumbria

Garth End is a large property resting on the outskirts of Appleby-In-Westmorland. It comes with three bedrooms, comprising of a super-king-size (zip/link beds, can be made into twins…

  • 8 sleeps
  • 3 bed
  • Dogs welcome
High Rigg Shepherd's Hideaway, Brampton, CumbriaSykes Cottages

High Rigg Shepherd's Hideaway, Brampton, Cumbria

Faugh, Cumbria

High Rigg Shepherd's Hideaway is a superb property resting within Brampton. This open-plan, studio-style property comes with a king-size bed, a kitchen area, a sitting area and a…

  • 2 sleeps
  • 1 bed
  • Dogs welcome
Pine Cottage, SedberghSykes Cottages

Pine Cottage, Sedbergh

Sedbergh, Cumbria

Pine Cottage is a quaint three-storey cottage resting in the village of Sedbergh, Cumbria. Hosting two bedrooms including a double and a second-floor single day bed, along with…

  • 3 sleeps
  • 2 bed
  • Dogs welcome
Field Barn, AlstonSykes Cottages

Field Barn, Alston

Nenthead, Cumbria

Field Barn is a charming one-bedroom cottage resting on the outskirts of Alston in the North Pennines Area of Outstanding Natural Beauty. Hosting one ground-floor double bedroom and…

  • 2 sleeps
  • 1 bed
  • Dogs welcome
Foxdene Cottage, UnderbarrowSykes Cottages

Foxdene Cottage, Underbarrow

Underbarrow, Cumbria

  • 4 sleeps
  • 2 bed
  • Dogs welcome
Dove Tail Barn, Kendal, CumbriaSykes Cottages

Dove Tail Barn, Kendal, Cumbria

Underbarrow, Cumbria

  • 2 sleeps
  • 1 bed
  • Dogs welcome
Stone Cottage At Staveley, Staveley, CumbriaSykes Cottages

Stone Cottage At Staveley, Staveley, Cumbria

Staveley, Cumbria

  • 2 sleeps
  • 1 bed
  • Dogs welcome