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 99 cottages

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Map View
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 $418

Last booked yesterday
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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

  • $338 off - Fri 20th Jun to 27th Jun 2025

  • $270 off - Fri 27th Jun to 4th Jul 2025

  • $270 off - Fri 4th Jul to 11th Jul 2025

  • $270 off - Fri 11th Jul to 18th Jul 2025

  • $270 off - Fri 18th Jul to 25th Jul 2025

  • $270 off - Fri 25th Jul to 1st Aug 2025

7 nights from $1071

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A white cottage with a slate roof and garden in front at Carwood in Dufton
38
Dufton, Cumbria, CA16
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9

    Sykes Rating

An immaculately-presented property situated within the rural village of Dufton, Cumbria. Open plan kitchen. Wood burning stove. Comfortable lounge areas. Garden with patio. Appleby-in-Westmorland 3 miles. (Ref. 929215)

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

7 nights from $771

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Exterior view of a white cottage with a wooden door and windows a stone wall and black metal fence in front at Chapel Cottage in Sandford Cumbria
21
Sandford, Cumbria, Cumbria, CA16
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Sykes Rating

A delightful converted Methodist church in the village of Sandford in Cumbria. Original features. Woodburning stove. Pet-friendly. Appleby-in-Westmorland 4.5 miles; Kirkby Stephen 6.1 miles; Penrith 18.1 miles. (Ref. 1050753)

  • Wi-fi
  • Baby-friendly

7 nights from $514

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A stone barn building with arched windows and a driveway in front at Ashtree Barn in Great Asby near Appleby-In-Westmorland
49
Great Asby near Appleby-In-Westmorland, Yorkshire Dales, CA16
  • Sleeps5
  • Bedrooms2
  • PetsNo

    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 $1029

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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

  • $136 off - Fri 25th Jul to 1st Aug 2025

7 nights from $544

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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 $738

Last booked 2 days ago
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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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Exterior view of a stone and stucco cottage with four windows and a gravel driveway at Croft Cottage in Appleby-In-Westmorland
38
Appleby-In-Westmorland, Cumbria, CA16
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Sykes Rating

A charming mid-terrace cottage resting in the village of Long Marton, near Appleby-in-Westmorland, Cumbria. Woodburning stove. En-suite. Enclosed garden. Pet-friendly. Penrith 12.1 miles. (Ref. 1034118)

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

7 nights from $655

Last booked yesterday
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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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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 gravel driveway between two stone buildings with a red door and small windows at Brackenber House in Brackenber near Appleby-In-Westmorland
52
Brackenber near Appleby-In-Westmorland, Cumbria, CA16
  • Sleeps13
  • Bedrooms6
  • PetsNo

    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 $1874

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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 $597

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A living room with wooden beams a fireplace two sofas a wooden coffee table and a piano at Eden Cottage in Appleby-In-Westmorland
37
Appleby-In-Westmorland, Cumbria, CA16
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8

    Sykes Rating

A wonderful, Grade II listed holiday home resting in Appleby-in-Westmorland, Cumbria. Woodburning stove. Character features. Large lawned garden. Central location. Penrith 13.5 miles; Barnard Castle 25.8 miles. (Ref. 1109365)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from $721

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Exterior view of a stone cottage with wooden doors and glass sliding doors with small shrubs and gravel path at Bolton Cottage in Flakebridge near Appleby-In-Westmorland
27
Flakebridge near Appleby-In-Westmorland, Cumbria, CA16
  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Sykes Rating

A stylish, single-storey abode perched in Flakebridge near Appleby-In-Westmoreland, Cumbria. Dog-friendly. Near an AONB. Off-road parking. Smart TV. Penrith 15.2 miles. (Ref. 1133509)

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

7 nights from $965

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Stone cottages beside a narrow paved road with a metal gate and planters at Lime Tree Cottage in Kirkby Stephen
33
Kirkby Stephen, Cumbria, CA17
  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Sykes Rating

Lime Tree Cottage is a beautiful, stone-front property resting in Winton near Kirkby Stephen, Cumbria. Near Yorkshire Dales National Park. Pet-friendly. Appleby-in-Westmorland 9.8 miles; Sedbergh 16 miles; Barnard Castle 20.3 miles. (Ref. 1142983)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from $691

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A stone house with wooden doors and windows and a green lawn at 2 Colby House Barn in Colby near Appleby-In-Westmorland
49
Colby near Appleby-In-Westmorland, Cumbria & The Lake District, ca16
  • Sleeps8
  • Bedrooms4
  • PetsNo

    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 $1010

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The exterior of a stone house with windows and a door wooden picnic table on a patio at The Stable in Shap near Maulds Meaburn
38
Shap near Maulds Meaburn, Yorkshire Dales, CA10
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9

Superb barn conversion on working farm in Eden Valley. Open fire, two bathrooms, patio area with rural views. Maulds Meaburn 3 miles. (Ref. 21755)

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

7 nights from $533

Last booked yesterday
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A stone barn with a slate roof behind a grey wooden gate on a cobblestone driveway at Howes Beck Cottage in Penrith
21
Penrith, Lake District, CA10
  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Sykes Rating

A delightful barn conversion located by the village of Bampton, Cumbria. Woodburning stove. Pet friendly. Zip/link bed. 0.5 miles away from Bampton. (Ref. 990111)

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

7 nights from $564

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An exterior view of a stone house with wooden doors windows and a balcony with outdoor furniture at Apple Tree Cottage Bleatarn near Kirkby Stephen
33
Bleatarn near Kirkby Stephen, Cumbria, CA16
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Sykes Rating

Beautiful stone-built cottage resting in an enviable location with stunning views across rolling countryside, 6 miles south of Appleby-in-Westmorland. Pet-friendly. WiFi. Shop and pub 4 miles (Ref. 986482)

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

7 nights from $778

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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!