Holiday Cottages Appleby

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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.

Holiday Cottages Appleby

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Your Appleby-in-Westmorland, Cumbria search returned 100 cottages

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Map View
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 £4208

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A stone house with dormer windows behind a stone wall with bushes at Garth End Bolton near Appleby-In-Westmorland
Offer
34
Bolton near Appleby-In-Westmorland, Cumbria, CA16
  • Sleeps8
  • Bedrooms3
  • PetsYes

    5.0

    Sykes Rating

A stunning, large cottage resting near Appleby-In-Westmorland. Off-road parking. Private garden. Pets welcome. WiFi. Appleby-in-Westmorland 4 miles; Penrith 11.7 miles. (Ref. 1020363)

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

  • £200 off - Fri 20th Jun to 27th Jun 2025

  • £200 off - Fri 27th Jun to 4th Jul 2025

  • £200 off - Fri 4th Jul to 11th Jul 2025

  • £200 off - Fri 11th Jul to 18th Jul 2025

  • £200 off - Fri 18th Jul to 25th Jul 2025

  • £200 off - Fri 25th Jul to 1st Aug 2025

7 nights from £800

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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 £946

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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 £307

Last booked 2 days ago
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A garden patio with a round wooden table and four wooden chairs surrounded by stone walls and potted plants at Bakers Cottage Kirkby Thore near Appleby-in-Westmorland
10
Kirkby Thore near Appleby-in-Westmorland, Cumbria, CA10
  • Sleeps3
  • Bedrooms2
  • PetsYes

    4.7

    Sykes Rating

Cosy sandstone cottage with charming original features in village of Kirkby Thore. Woodburning stove. Pet-friendly. Ideal for a couple or small family. Plenty to see and do in the area. Appleby-in-Westmorland 5 miles. (Ref. 913554)

  • Wi-fi
  • Washing machine
  • Baby-friendly

7 nights from £336

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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 £389

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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 £357

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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 £386

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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 £386

Last booked yesterday
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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 £428

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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 £361

Last booked 3 days ago
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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 £592

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A small black corrugated metal shepherd hut with open door on a gravel area with bench table and chairs and fire pit at La'al Ling in Penrith
Offer
19
Penrith, Cumbria, CA10
  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0

    Sykes Rating

La'al Ling, a beautifully-presented shepherd's hut in the quaint village of Cliburn near Penrith, Cumbria. Romantic. Hot tub. Barbecue. Woodburning stove. Keswick 22.2 miles; Carlisle 24.8 miles. (Ref. 1154800)

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

  • 15% off - Fri 27th Jun to 11th Jul 2025

7 nights from £541

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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 £507

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Stone cottage exterior with an arched entrance a gray door red mailbox potted shrub and a bench at Berts Cottage Heights near Appleby-in-Westmorland
27
Heights near Appleby-in-Westmorland, Cumbria, CA16
  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

    Sykes Rating

A beautiful 18th Century barn conversion which has been lovingly restored to provide high standard accommodation for friends and families wishing to relax and explore some of the most stunning areas in the country. Appleby-in-Westmorland 4 miles. (Ref. 935012)

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

7 nights from £493

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An exterior view of a cream cottage with a small covered porch and a white metal table and chairs on a patio at Dairy Cottage in Newby
33
Newby, Cumbria, CA10
  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

    Sykes Rating

Finely finished stone-built cottage in the hamlet of Newby, near Penrith. WiFi. Character beams. Stunning stone fireplace. Exposed stone walls. Penrith 7 miles. (Ref. 972413)

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

7 nights from £382

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A stone terrace with seating and a bird feeder in front of a stone house at Cross Fell View in Knock near Appleby-in-Westmorland
23
Knock near Appleby-in-Westmorland, Cumbria, CA16
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.5

    Sykes Rating

A cosy mid-terrace cottage close to the Lake District and with the beautiful fells on the doorstep. Enclosed patio. Woodburner. WiFi. Appleby-in-Westmorland 5 miles. (Ref. 938447)

  • Wi-fi
  • Electric vehicle charging
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £347

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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 £453

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An outdoor courtyard with stone paths a circular stone water feature and a stone building with wooden doors and windows at Murton Cottage in Flakebridge near Appleby-In-Westmorland
30
Flakebridge near Appleby-In-Westmorland, Cumbria, CA16
  • Sleeps4
  • Bedrooms2
  • PetsNo

    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 £682

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An outdoor courtyard with a central circular water feature surrounded by small shrubs and trees at Hilton Cottage in Flakebridge near Appleby-In-Westmorland
22
Flakebridge near Appleby-In-Westmorland, Cumbria, CA16
  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

    Sykes Rating

A contemporary, single-storey conversion set in within a shared courtyard in Flakebridge, Cumbria. Smart TV. Quality finish. Off-road parking. Penrith 15.2 miles. (Ref. 1128931)

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

7 nights from £676

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Map View

Enjoy a relaxing break in the beautiful Eden Valley, home to the charming market town of Appleby and these Appleby cottages.

Discover striking architecture and delightful nooks and crannies on the Town Trail. Boroughgate stands out, the impressive main street linking the Church of St. Lawrence with the Norman castle, restored by Lady Anne Clifford. She spent much time caring for neglected properties and also built the St. Anne's Hospital Almshouses - view her tomb in the churchyard. Also look out for 'The Primrose Stone' sculpted with St. Bees' sandstone, one of the ten Eden Benchmarks.

Browse craft shops and galleries, showcasing all kinds of local works. Enjoy the banter of the indoor market and find goodies for your Appleby cottage. Stroll along the riverside path or follow the Dowpitts Wood Nature Trail from the town centre.

The town is famous for the Appleby Horse Fair, held every June and established some 300 years ago, gathering gypsies and travellers from near and far to trade horses - the atmosphere is one of a kind! July, meanwhile, brings a more melodious mood at the Jazz Festival.

Day trips from your Appleby cottage

Book a trip on the Settle-Carlisle Railway. Visit the waterfall of Rutter Force. Explore the Moor House National Nature Reserve, with blanket bogs, limestone outcrops and rare alpine plants. For springtime bluebells, follow the tails of Dufton Ghyll Wood. Our Appleby cottages are also the gateway to the Cumbria Cycle Way, the Westmoreland Way, the Pennine Way and the Coast to Coast Path.

Browse all Lake District accommodation and find your next getaway today!