Kirkby Stephen Cottages

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British Travel Award Winners!

We are delighted to announce that we have been awarded 'Best UK Holiday Cottage/Self Catering Booking Company' at the British Travel Awards.

Kirkby Stephen Cottages

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Your Kirkby Stephen, Cumbria search returned 81 cottages

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An outdoor patio area with string lights stone benches a fire pit and a wooden table at The Waterfall Retreat in Orton
47
Orton, Cumbria, CA10
  • Sleeps19
  • Bedrooms10
  • PetsYes

    4.8

    Sykes Rating

Waterfall Retreat is a stunning, ten-bedroom home resting in Tebay near Orton, Cumbria. Near National Park. Waterfall views. Gym. Pet-friendly. Rural. Kirkby Stephen 10.6 miles; Kendal 14.3 miles; Penrith 18.9 miles; Keswick 35.5 miles. (Ref. 1142474)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Games room

7 nights from $5650

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A stone building with a turret and multiple windows surrounding a grass courtyard at Smardale Hall in Kirkby Stephen
14
Kirkby Stephen, Yorkshire Dales, CA17
  • Sleeps8
  • Bedrooms3
  • PetsYes

    4.7

    Sykes Rating

Charming semi-detached cottage set in a rural location, close to Kirkby Stephen in Cumbria. Woodburner. Original features. Lovely views. Kirkby Stephen 3 miles. (Ref. 23932)

  • Wi-fi
  • Off-road parking
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from $1268

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A stone cottage with a white gate and stone wall along a driveway at Stable Cottage in Ravenstonedale
31
Ravenstonedale, Yorkshire Dales, CA17
  • Sleeps3
  • Bedrooms2
  • PetsYes

    Sykes Rating

Stable Cottage is a pleasing detached cottage located in the village of Ravenstonedale in Cumbria, boasting a Smart TV, woodburning stove and allows pets. Kirkby Stephen 5.2 miles; Sedbergh 10.3 miles. (Ref. 1170879)

  • Wi-fi
  • Off-road parking
  • Dishwasher

7 nights from $526

Last booked 2 days ago
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Exterior of a stone house with white doors and windows with hanging flower baskets at Blacksmith Cottage in Appleby-in-Westmorland
35
Appleby-in-Westmorland, Cumbria, CA16
  • Sleeps3
  • Bedrooms2
  • PetsYes

    4.9

    Sykes Rating

Welcoming former blacksmith's cottage in the heart of Appleby-in-Westmorland. WiFi. Off road parking. Lovely mature garden. Penrith 14 miles. (Ref. 928202)

  • Wi-fi
  • Washing machine

7 nights from $483

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A stone and brick house on a street corner with windows and doors at Corner Cottage in Kirkby Stephen
30
Kirkby Stephen, Cumbria, CA17
  • Sleeps3
  • Bedrooms2
  • PetsYes

    4.7

    Sykes Rating

A traditional, stone-built terraced cottage located at the end of the high street in the ever-popular town of Kirkby Stephen. WiFi. Pet-friendly. Private patio. Sedbergh 13 miles. (Ref. 940791)

  • Wi-fi
  • Washing machine
  • Baby-friendly
  • Games room

7 nights from $416

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An exterior view of a stone building with two wooden doors a staircase and a cobblestone driveway at Heugh Barn Thwaite near Muker
12
Thwaite near Muker, Yorkshire Dales, DL11
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.3

    Sykes Rating

This converted barn sits close to the charming village of Muker in North Yorkshire. Open-plan living. In Yorkshire Dales National Park. Excellent walking and cycling location. (Ref. 984484)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Washing machine

7 nights from $463

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A stone cottage with a mossy roof and garden with pink flowers and stone walls at The LA'AL Cragg in Kirkby Stephen
32
Kirkby Stephen, Cumbria, CA17
  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0

    Sykes Rating

The LA'AL Cragg is a characterful, one-bedroom cottage resting rurally in North Stainmore near Brough, Cumbria. Romantic. Countryside views. Near AONB. Kirkby Stephen 6.1 miles; Appleby-in-Westmorland 12.5 miles. (Ref. 1141343)

  • Wi-fi
  • Off-road parking
  • Washing machine

7 nights from $579

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A gravel courtyard with stone path wooden bench chairs and potted plants outside a stone building at Knott Lodge in Sedbergh
19
Sedbergh, Yorkshire Dales, LA10
  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0

    Sykes Rating

A beautiful newly converted stone built barn conversion on the owner's working farm with views of the valley and Howgill Fells. All ground floor with under floor heating and a wet room. Open plan living area. WiFi. Sedbergh 2 miles away. (Ref. 968844)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from $614

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A stone entrance with a blue door and a wooden post supporting a roof at Macaw Cottages No 4A in Kirkby Stephen
Offer
31
Kirkby Stephen, Cumbria, CA17
  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0

    Sykes Rating

A superb reverse-level cottage set in the centre of Kirkby Stephen, Cumbria. Ideal for couples. Open-plan. Great touring base. Appleby-in-Westmorland 10.5 miles; Barnard Castle 21.7 miles. (Ref. 1059544)

  • Wi-fi
  • Ground floor bedroom
  • Dishwasher

  • 10% off - Fri 23rd May to 15th Aug 2025

7 nights from $522

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An entrance area with a wooden bench and potted plant outside a stone cottage at Macaw Cottages No 4 in Kirkby Stephen
Offer
31
Kirkby Stephen, Cumbria, CA17
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.8

    Sykes Rating

A splendid reverse-level cottage nestled at the heart of Kirkby Stephen, Cumbria. Pet-friendly. Open-plan living space. Central location. Ravenstonedale 4.7 miles; Appleby-in-Westmorland 10.5 miles; Barnard Castle 21.7 miles. (Ref. 1059546)

  • Wi-fi
  • Ground floor bedroom
  • Dishwasher

  • 10% off - Sat 28th Jun to 15th Aug 2025

7 nights from $522

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An outdoor area with stone walls windows wooden doors and paved walkway at Brampton Cottage Flakebridge near Appleby-In-Westmorland
22
Flakebridge near Appleby-In-Westmorland, Cumbria, CA16
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.8

    Sykes Rating

A sleek, single-storey abode set in within a shared courtyard in the village of Flakebridge near Appleby-In-Westmorland, Cumbria. Smart TV. High-end. Off-road parking. Penrith 15.2 miles. (Ref. 1133513)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom

7 nights from $718

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Stone house exterior with white door and windows small garden and plants near entrance at The Cow Byre in Barras near Kirkby Stephen
23
Barras near Kirkby Stephen, Cumbria, CA17
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Sykes Rating

Superb semi-detached Kirkby Stephen cottage in pretty hamlet, close to Yorkshire Dales and Lake District National Park. Four poster bed. Kirkby Stephen 5 miles. (Ref. 7512)

  • Wi-fi
  • Off-road parking
  • Washing machine
  • Baby-friendly

7 nights from $489

Last booked 3 hours ago
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A stone building with a gravel driveway and grass lawn at Low Fold Cottage in Orton
47
Orton, Yorkshire Dales, CA10
  • Sleeps4
  • Bedrooms2
  • PetsNo

    Sykes Rating

Low Fold Cottage is a delightful little cottage with an electric fire resting in the charming old village of Orton in Cumbria near the Lake District. Kirkby Stephen 11.7 miles; Kendal 17.4 miles; Penrith 21.1 miles; Keswick 35.9 miles. (Ref. 1158289)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Hot Tub
  • Washing machine

7 nights from $855

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A garden with a tree and plants in front of a stone house with a wooden door and windows at Stoneleigh Cottage in Muker
30
Muker, Yorkshire Dales, DL11
  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

    Sykes Rating

Stoneleigh Cottage is a charming stone cottage located in the picturesque village of Muker in Yorkshire. WiFi. No pets. In the Yorkshire Dales. Thwaite 1.3 mile; Reeth 8.9 miles; Richmond 20.1 miles. (Ref. 1151879)

  • Wi-fi
  • Off-road parking

7 nights from $532

Last booked 2 days ago
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Stone barn building with gravel driveway and small hedges at Byre Cottage Great Asby near Appleby-In-Westmorland
35
Great Asby near Appleby-In-Westmorland, Yorkshire Dales, CA16
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

A quaint, reverse-level cottage resting amongst the countryside beauty of Cumbria, in close reach of the historic town of Appleby-in-Westmorland. Characterful. En-suites. Multi-fuel stove. Smart TV. WiFi. Kirkby Stephen 7.7 miles; Penrith 18.7 miles. (Ref. 1039951)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from $818

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A brick building with windows and dormers labeled Croglin Castle Apartments in Kirkby Stephen
32
Kirkby Stephen, Cumbria, CA17
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Sykes Rating

A delightful, two-bedroom first-floor apartment resting in Kirkby Stephen, Cumbria. Near a National Park. Open-plan. Smart TV. Off-road parking. Appleby-in-Westmorland 13 miles; Sedbergh 13.4 miles; Barnard Castle 22.4 miles. (Ref. 1091742)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Dishwasher
  • Washing machine

7 nights from $613

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A stone cottage with multiple windows and a wooden fence on grass at The Smithy in Keld near Muker
23
Keld near Muker, Yorkshire Dales, DL11
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Sykes Rating

Stone-built cottage in the Yorkshire Dales National Park, 3 miles from Muker. Countryside views. En-suite. Muker 3 miles. (Ref. 974006)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Games room

7 nights from $506

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A white two-story house with black window frames and a garden with trees and bushes at Pine Cottage in Appleby-In-Westmorland
47
Appleby-In-Westmorland, Cumbria, CA16
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Sykes Rating

A charming three-storey cottage resting in Appleby-in-Westmorland, Cumbria. Close to amenities. Off-road parking. Woodburning stove. Great Ormside 3.5 miles; Penrith 13.9 miles; Keswick 29.8 miles. (Ref. 1098210)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine

7 nights from $640

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A backyard with a canopy, table and chairs, a gravel pathway, and a garden next to a stone house at Hall View in Kirkby Stephen
25
Kirkby Stephen, Cumbria, CA17
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7

    Sykes Rating

A lovely two-bedroom holiday home resting in Kirkby Stephen, Cumbria. Private garden. Pet-free. Smart TV. Off-road parking. Near a National Park. Appleby-in-Westmorland 10.3 miles; Sedbergh 14.5 miles; Barnard Castle 21.9 miles (Ref. 1074852)

  • Wi-fi
  • Off-road parking
  • Dishwasher

7 nights from $686

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A stone house with slate roof and gravel driveway with trees and plants at Knott View in Cautley near Sedbergh
29
Cautley near Sedbergh, Yorkshire Dales, LA10
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7

    Sykes Rating

17th century barn conversion in Dentdale, close to Sedbergh. Within Dales National Park and close to Lake District. Breathtaking views of Howgill Fells. Kendal 12 miles. (Ref. 1097)

  • Wi-fi
  • Off-road parking
  • Washing machine
  • Baby-friendly

7 nights from $491

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Map View

 

Just show me Kirkby Stephen Cottages

 

Enjoy a tranquil get-away in a Kirkby Stephen cottage, nestling in and around this historic town in Cumbria's Upper Eden Valley.

Follow the Town Trail and find cobbled corners, old buildings, Market Square, the bull ring, Frank's Bridge, old cloisters and a fine church known as the 'Cathedral of the Dales'. Discover underground passages once used as refuge during Scottish raids. Stumble upon lots of places to eat and a range of interesting shops including antiques and curios.

Myths and legends near your Kirkby Stephen cottage

Rural pastures and wild uplands surround the town, dotted with prehistoric settlements, impressive Norman castles and Roman forts. Look out for the castles of Croglam (the biggest prehistoric earthwork in the area), Brougham, Lammerside, Brough and Pendragon (of King Arthur fame) situated in the spectacular Mallerstang Valley. Learn more about the region's intriguing heritage along the Lady Anne Clifford Westmoreland Heritage Trail.

For lovers of outdoor pursuits, choose from eleven long-distance trails and cycle-ways, including Wainwright's Coast to Coast path. The town is proud of its 'Walkers are Welcome' status. Riding is equally popular, with pony trekking and trail riding along a network of bridleways. Or do something different and go paragliding - the fells around your Kirkby Stephen cottage offer some of the best sites in the UK. There are also four nature reserves such as Ewbank Scar (accessible by footpath from town) and Smardale Gill.

What else? Interesting restored sheepfolds, a Poetry Path, pottery, farmers' markets - all kinds of things in store when you book a Kirkby Stephen cottage!