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

REFINE SEARCH

Your Appleby-in-Westmorland, Cumbria search returned 93 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

    4.7★

    Outstanding

  • 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


for 7 nights £315

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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

    4.7★

    Outstanding

  • 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


for 7 nights £484

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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★

    Outstanding

  • 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


for 7 nights £558

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An outdoor patio with a wooden dining table and chairs and a barbecue grill in front of a stone house at Dudmire Dufton near Appleby-in-Westmorland
34
Dufton near Appleby-in-Westmorland, Cumbria, CA16
  • Sleeps12
  • Bedrooms6
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

This detached sandstone cottage rests in Dufton, near Appleby-in-Westmorland in Cumbria. Spacious. Woodburning stove. Large garden. Penrith 14.3 miles; Middleton-in-Teesdale 25.4 miles. (Ref. 1076512)

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


for 7 nights £732

Last booked 2 hours ago
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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★

    Outstanding

  • 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


for 7 nights £1318

Last booked 2 days ago
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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★

    Outstanding

  • 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


for 7 nights £401

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

    5.0★

    Perfect

  • 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

  • £125 off - Fri 10th Oct to 17th Oct 2025

  • £250 off - Fri 24th Oct to 31st Oct 2025


for 7 nights £728

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Stone cottage with black iron fence and small garden area at Linden Cottage in Ravenstonedale Nr Kirby Stephen
20
Ravenstonedale, Nr Kirby Stephen, Yorkshire Dales, CA17
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

Charming former Blacksmith's workshop located in the Lake District village of Ravenstonedale. Woodburning stone. Ideal for exploring the Dales, Lakes and North Pennines AONB. Pub less than a mile. (Ref. 993636)

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


for 7 nights £389

Last booked yesterday
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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

    5.0★

    Perfect

  • 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


for 7 nights £457

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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★

    Perfect

  • Tourist Board rating Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon

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


for 7 nights £598

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A stone building with three windows and an arched doorway in front of green fields and hills at The Hayloft in Keisley near Appleby-In-Westmorland
51
Keisley near Appleby-In-Westmorland, Cumbria, CA16
  • Sleeps8
  • Bedrooms4
  • PetsYes

    5.0★

    Perfect

  • 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


for 7 nights £765

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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★

    Outstanding

  • Tourist Board rating Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon

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


for 7 nights £613

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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

    5.0★

    Perfect

  • 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


for 7 nights £368

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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

    4.8★

    Outstanding

  • 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


for 7 nights £341

Last booked yesterday
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An exterior view of a stone building with a paved ground and some trees at Clove Cottage in Appleby-in-Westmorland
22
Appleby-in-Westmorland, Cumbria, CA16
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9★

    Outstanding

  • 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


for 7 nights £412

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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

    4.8★

    Outstanding

  • 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


for 7 nights £562

Last booked yesterday
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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 & The Lake District, CA16
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7★

    Outstanding

  • 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


for 7 nights £488

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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
19
Penrith, Cumbria, CA10
  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0★

    Perfect

  • 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


for 7 nights £496

Last booked 4 hours ago
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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★

    Perfect

  • 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


for 7 nights £481

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Front view of a stone house with a wooden door and two windows surrounded by trees and grass at Holly Lodge in Appleby-in-Westmorland
38
Appleby-in-Westmorland, Cumbria, CA16
  • Sleeps7
  • Bedrooms3
  • PetsYes

    4.7★

    Outstanding

  • Tourist Board rating Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon

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


for 7 nights £440

Last booked 2 days ago
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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!