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 101 cottages

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Map View
A stone house illuminated at dusk with a stone wall in front and fields in the background at Shepherds View in Dufton near Appleby-in-Westmorland
18
Dufton, near Appleby-in-Westmorland, Cumbria, CA16
  • Sleeps2
  • Bedrooms1
  • PetsYes

    5.0

A high-end barn conversion in a rural setting in the attractive village of Dufton, Cumbria. Woodburning stove. Underfloor heating. Serene location. Penrith 13.7 miles; Kirkby Stephen 14 miles. (Ref. 1132761)

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

7 nights from £659

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An outdoor area with a wooden picnic table and benches in front of a yurt with a wooden door and an attached covered sink area in a wooded setting at Willow Yurt in Great Strickland
New property
33
Great Strickland, Cumbria, CA10
  • Sleeps2
  • Bedrooms1
  • PetsYes

    Sykes Rating

Willow Yurt, a practical Yurt in Great Strickland in Cumbria with an open-plan layout with a toasty woodburning stove and private garden with a barbecue. Penrith 8.3 miles; Appleby 11.2 miles; Kendal 23.1 miles. (Ref. 1173684)

  • Wi-fi
  • Off-road parking

7 nights from £385

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An exterior view of a white roughcast cottage with black window and door frames along a narrow lane at Oak Cottage in Appleby-In-Westmorland
Offer
28
Appleby-In-Westmorland, Cumbria, CA16
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.8

    Sykes Rating

Oak Cottage is a homely, reverse-level cottage in Appleby-in-Westmorland, Cumbria. Enclosed garden. Near Lake District National Park. Pet-friendly. Askham 13.2 miles; Penrith 13.9 miles; Glenridding 25.6 miles. (Ref. 1143735)

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

  • £101 off - Fri 25th Jul to 1st Aug 2025

7 nights from £402

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A small wooden hut with a porch and potted plants in the garden at Dunfell Shepherd's Hut in Appleby-In-Westmorland
20
Appleby-In-Westmorland, Cumbria, CA16
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.6

    Sykes Rating

A wonderful shepherd's hut resting in Knock, Cumbria. Private garden. Pet-friendly. Open-plan. Romantic. Rural. In National Park. Appleby-in-Westmorland 5 miles; Penrith 12.9 miles. (Ref. 1143291)

  • Wi-fi
  • Off-road parking

7 nights from £392

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An exterior view of a stone building with wooden and white doors and a gravel garden with small bushes at Marton Cottage in Flakebridge near Appleby-In-Westmorland
24
Flakebridge near Appleby-In-Westmorland, Cumbria, CA16
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9

    Sykes Rating

A well-presented, single-storey conversion set in within a shared courtyard in Flakebridge near Appleby-In-Westmorland, Cumbria. Pet-friendly. Romantic dwelling. Underfloor heating. Penrith 15.2 miles. (Ref. 1133512)

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

7 nights from £571

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A garden with flowering plants in front of a brick house with multiple windows at 27 Bongate in Appleby-In-Westmorland
30
Appleby-In-Westmorland, Cumbria, CA16
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.8

    Sykes Rating

Lovely mid-terrace nestled in the heart of Appleby-in-Westmorland. Beautiful gardens. WiFi. Pet-friendly. Lake District National Park; North Pennines AONB. (Ref. 950945)

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

7 nights from £309

Last booked yesterday
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A stone cottage exterior with wooden door and windows and outdoor table and chairs with plants at Rosegarth Cottage in Newby
13
Newby, Cumbria, CA10
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.5

    Sykes Rating

Converted farm building cottage set in beautiful countryside within easy reach of north Lake District and Northern Pennines AONBE. en-suite bathroom. Wi-Fi. Courtyard with patio and furniture. Penrith 8 miles. (Ref. 972244)

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

7 nights from £376

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A courtyard with gravel ground a white metal table and two chairs surrounded by stone walls and buildings at The Annex - Eden House in Edenhall near Penrith
13
Edenhall near Penrith, Cumbria, CA11
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.7

    Sykes Rating

A delightful first floor studio annexe in the charming, peaceful Eden Valley village of Edenhall. Character beams, studio accommodation. Ideal for a couple. Penrith 4 miles. (Ref. 925449)

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

7 nights from £299

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A garden patio area with stone walls two cushioned chairs and a table with wine bottle and glasses at Cherry Tree Cottage in Soulby near Kirkby Stephen
37
Soulby near Kirkby Stephen, Cumbria, CA17
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9

    Sykes Rating

Delightful, stone-built, single-storey cottage near Soulby. Ideal base for touring. Set in a peaceful countryside location, just three miles from Kirkby Stephen. (Ref. 2253)

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

7 nights from £309

Last booked yesterday
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A white cottage with a small garden and wooden picnic table behind a stone wall on Lime Street at Kidsty Cottage in Shap
20
Shap, Cumbria, CA10
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.3

    Sykes Rating

This stunning, semi-detached cottage rests amongst the beauty of the Lake District, in the charming village of Shap. Romantic retreat. Private garden. Pets accepted. Amenities in walking distance. Penrith 10.9 miles; Kendal 15.9 miles. (Ref. 1049578)

  • Off-road parking
  • Washing machine

7 nights from £334

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A dining area with wooden chairs and a table set with a teapot cups and breakfast items next to a living room with blue sofas a wooden coffee table and a television at 3 Eden Lodge in Kirkby Stephen
Offer
25
Kirkby Stephen, Cumbria, CA17
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.8

    Sykes Rating

A charming cottage set within the village of Kirkby Stephen, Cumbria. Romantic dwelling. Open-plan living. Close to amenities. Ravenstonedale 4.8 miles; Sedbergh 14.1 miles; Kendal 23.5 miles. (Ref. 1059543)

  • Wi-fi
  • Dishwasher

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

7 nights from £382

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A living room with a gray sofa wooden coffee table and wooden TV stand with a television at 2 Eden Lodge in Kirkby Stephen
Offer
25
Kirkby Stephen, Cumbria, CA17
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.8

    Sykes Rating

A quaint cottage tucked away in the heart of Kirkby Stephen, Cumbria. Open-plan living. One pet welcome. Central location. Within National Park. Sedbergh 14.1 miles. Hawes 16.6 miles; Kendal 23.5 miles. (Ref. 1059537)

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

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

7 nights from £386

Last booked 2 days ago
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A small garden with a flowering tree surrounded by stone walls and a patio area with a wicker loveseat and glass table at La'l Skaithe in Soulby near Kirkby Stephen
29
Soulby near Kirkby Stephen, Cumbria, CA17
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9

    Sykes Rating

A charming one-bedroom annex resting in Soulby near Kirkby Stephen in Cumbria. Pet-friendly. Off-road parking. Ground-floor living. Appleby-in-Westmorland 8 miles; Sedbergh 16.6 miles; Barnard Castle 25.2 miles. (Ref. 1087465)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Ground floor bedroom

7 nights from £337

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A stone cottage with a table and two chairs outside on a paved area at Herdie Hideaway in Appleby-In-Westmorland
15
Appleby-In-Westmorland, Cumbria, CA16
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9

    Sykes Rating

A quaint lodge nestled on a small holding near Appleby-in-Westmorland, Cumbria.Sykes GEM Silver Winner of Best Newcomer 2023. Pet-friendly. Romantic. Countryside views. Woodburning stove. Penrith 17.9 miles; Barnard Castle 22.2 miles; Carlisle 36.4 miles. (Ref. 1107447)

  • Wi-fi
  • Off-road parking

7 nights from £441

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Image coming soon at 1 Townhead Cottages Kirkby Thore
New property
1
Kirkby Thore, Cumbria, CA10
  • Sleeps3
  • Bedrooms2
  • PetsYes

    Sykes Rating

1 Townhead Cottages is a characterful, pet-friendly house located in the village of Kirkby Thore, Cumbria, boasting a woodburning stove and Smart TV. Appleby-in-Westmorland 4.8 miles; Penrith 10.1 miles; Kendal 27.9 miles; Carlisle 29.7 miles. (Ref. 1169308)

  • Wi-fi

7 nights from £489

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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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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 £324

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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

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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 £531

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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!