24/7 “On Holiday” Support

Our friendly UK team are here to help, in case of any emergency.

Award Winning Holiday Experts

Over 30 years of experience in UK self-catering holidays.

B Corp Certified Business

Committed to making a positive social and environmental impact.

Safe & Secure Payments

Flexible payment options for peace of mind.

Kirkby Stephen Cottages

REFINE SEARCH

Your Kirkby Stephen, Cumbria search returned 82 cottages

Most relevant
  • Distance to Location
  • Most relevant
  • Price (lowest first)
  • Price (highest first)
  • Sleeps (lowest first)
  • Sleeps (highest first)
  • Tick Rating (lowest first)
  • Tick Rating (highest first)
  • Guest Rated (highest first)
20
  • 10
  • 20
  • 50
  • 100
  • 8 Guests
  • 4 Bedrooms
  • Pets No

    4.8

    Sykes Rating

Massive four-bedroom en-suite property overlooking the Cumbrian countryside. Spacious rooms throughout, massive living spaces. Short drive to Kirkby Stephen. Perfect base for national parks exploration. Sedbergh 13 miles (Ref. 951600)

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

7 nights from $1205

Last booked yesterday
See more details
  • 6 Guests
  • 3 Bedrooms
  • Pets No

    5.0

    Sykes Rating

Wonderful barn conversion, full of character, situated near the village of Bowes, in County Durham. Character features. WiFi. Enclosed garden with BBQ. Woodburner. Countryside. (Ref. 939697)

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

7 nights from $796

  • 8 Guests
  • 4 Bedrooms
  • Pets No

    5.0

    Sykes Rating

A superb four-bedroom barn conversion settled in Wharton near Kirkby Stephen, Cumbria. Open-plan. Child-friendly. Hot tub. Sedbergh 12.8 miles; Reeth 25.5 miles; Penrith 29 miles. (Ref. 1073438)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from $1167

Last booked today
See more details
  • 8 Guests
  • 4 Bedrooms
  • Pets Yes

    4.9

    Sykes Rating

The Hayloft is a charming, stone-fronted cottage perched in Keisley near Appleby-In-Westmorland, Cumbria. Countryside views. In an AONB. Smart TV. Penrith 16.3 miles. (Ref. 1138662)

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

7 nights from $1059

  • 6 Guests
  • 3 Bedrooms
  • Pets Yes

    4.9

    Sykes Rating

A charming, eco-friendly barn conversion set rurally in Soulby near Kirkby Stephen, Cumbria. Near National Park. Pet-friendly. Countryside views. Appleby-in-Westmorland 8 miles; Sedbergh 15.6 miles; Barnard Castle 23.9 miles. (Ref. 1127915)

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

7 nights from $795

Last booked yesterday
See more details
  • 13 Guests
  • 6 Bedrooms
  • Pets No

    4.9

    Sykes Rating

A remarkable stone-built holiday home with annexe resting in the peaceful hamlet of Brackenber, Cumbria. En-suites. Ground-floor living. Countryside views. Appleby-In-Westmorland 2.9 mile; Penrith 16.5 miles; Pooley Bridge 19.2 miles. (Ref. 926047)

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

7 nights from $1563

Last booked yesterday
See more details
  • 7 Guests
  • 3 Bedrooms
  • Pets Yes

    4.9

Holly Lodge is a charming cottage on the edge of the historic market town of Appleby-in-Westmorland in the Eden Valley. Fully accessible ground floor. Woodburner. WiFi. (Ref. 919062)

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

7 nights from $572

Last booked within the hour
See more details
  • 4 Guests
  • 2 Bedrooms
  • Pets No

    Sykes Rating

This wonderfully-decorated single-storey dwelling resides in Flakebridge near Appleby-In-Westmoreland, Cumbria. Ground-floor living. Near an AONB. Off-road parking. Smart TV. Penrith 15.2 miles. (Ref. 1133507)

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

7 nights from $680

  • 6 Guests
  • 3 Bedrooms
  • Pets No

    5.0

    Sykes Rating

A traditional, family-friendly cottage sitting in Kirkby Stephen, Cumbria. Off-road parking. Smart TV. Enclosed garden. Pet-free. Appleby-in-Westmorland 10.3 miles; Sedbergh 14.1 miles; Barnard Castle 21.7 miles; Kendal 23.5 miles. (Ref. 1100866)

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

7 nights from $559

  • 4 Guests
  • 2 Bedrooms
  • Pets No

    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 $644

7 nights from $663

Last booked yesterday
See more details

7 nights from $730

  • 4 Guests
  • 2 Bedrooms
  • Pets No

    5.0

    Sykes Rating

A superb barn conversion resting on a working farm, near Kirkby Stephen. En-suite bathrooms. WiFi. Rural location. Appleby-in-Westmorland 10.8 miles; Barnard Castle 20.1 miles. (Ref. 1052158)

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

7 nights from $679

  • 6 Guests
  • 3 Bedrooms
  • Pets Yes

    4.9

    Sykes Rating

This stunning reverse-level property resides in Sedbergh, Cumbria. Enclosed garden. Woodburning stove. Smart TV. Hot tub. In a National Park. Kendal 15.1 miles; Hawes 19.6 miles. (Ref. 1093062)

  • Wi-fi
  • Electric vehicle charging
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Games room

7 nights from $1602

Last booked 8 hours ago
See more details
  • 8 Guests
  • 4 Bedrooms
  • Pets No

    4.8

    Sykes Rating

A stunning converted barn tucked away in the idyllic village of Colby near Appleby-In-Westmorland, Cumbria. Woodburning stove. Secure bike storage. Ample parking. Boroughgate 1.8 miles; Penrith 13.6 miles; Carlisle 32.1 miles. (Ref. 1056488)

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

7 nights from $709

Last booked 2 days ago
See more details
  • 5 Guests
  • 2 Bedrooms
  • Pets No

    5.0

This semi-detached cottage lies in the small village of Great Asby near Appleby-In-Westmorland. Renovated barn. Underfloor heating. En-suite. Kirkby Stephen 7.7 miles; Penrith 18.7 miles. (Ref. 1044804)

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

7 nights from $761

  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    4.8

    Sykes Rating

A spacious, semi-detached cottage set on a hillside, near Appleby-in-Westmorland. Stunning views across to the North Pennines. Appleby-in-Westmorland 4 miles. (Ref. 973074)

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

7 nights from $538

  • 19 Guests
  • 10 Bedrooms
  • Pets Yes

    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 $5285

  • 5 Guests
  • 3 Bedrooms
  • Pets Yes

    4.5

    Sykes Rating

A lovely 17th century, stone-built terraced cottage close to the centre of Kirkby Stephen. Character beams, sloping ceilings, latched doors. Ideal for walking and exploring the surrounding area, close to National Parks. Sedbergh 13 miles. (Ref. 921698)

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

7 nights from $479

Last booked 2 days ago
See more details
  • 6 Guests
  • 3 Bedrooms
  • Pets Yes

    5.0

    Sykes Rating

51 High Street, a lovely terrace cottage, with a woodburning stove, rests in the town of Kirkby Stephen, near the Yorkshire Dales National Park in Cumbria. Sedbergh 13.9 miles; Penrith 26 miles; Kendal 25 miles; Ullswater Lake 33.6 miles. (Ref. 1160233)

  • Wi-fi
  • Dishwasher
  • Baby-friendly

7 nights from $707

 

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!