Middleham Cottages

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Your Middleham, North Yorkshire search returned 130 cottages

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A stone house with multiple windows and a garden with plants and outdoor furniture at Bridgedown House in Richmond
41
Richmond, North Yorkshire, DL10
  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.5★

    Outstanding

  • Sykes rating

A striking stone-built cottage resting in Richmond, North Yorkshire. En-suites. Garden. Family-friendly. Leyburn 9.2 miles; Barnard Castle 15.3 miles. (Ref. 1078275)

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


for 7 nights £846

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An exterior view of a stone cottage with a small porch and white framed windows at Pheasant Cottage in Reeth
40
Reeth, North Yorkshire, DL11
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

Pheasant Cottage is a delightful, two-bedroom holiday home resting in Hurst, North Yorkshire. Near Yorkshire Dales National Park. Countryside. Open fire. Richmond 10.4 miles; Leyburn 12.8 miles; Barnard Castle 19.4 miles; Kirkby Stephen 27.9 miles. (Ref. 1140216)

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


for 7 nights £528

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An outdoor patio area with a round table and four chairs under a large umbrella outside a stone house at Hackney House in Reeth
45
Reeth, Yorkshire Dales, DL11
  • Sleeps13
  • Bedrooms6
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

A fabulous three-storey, mid-terrace holiday home resting in Reeth, Richmondshire. Woodburning stove. Pet-friendly. Enclosed garden. In Yorkshire Dales National Park. Leyburn 7.9 miles; Richmond 10 miles; Barnard Castle 14.2 miles. (Ref. 1085955)

  • Wi-fi
  • Ground floor bedroom
  • Baby-friendly

  • 5% off - Sat 1st Nov to 30th Nov 2025


for 7 nights £1583

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A stone building with multiple windows and doors in a rural area with hills in the background at Alpine Cottages No 4 in Reeth
17
Reeth, Yorkshire Dales, DL11
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7★

    Outstanding

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

Lovingly-presented first floor, character apartment in the heart of Reeth. Slipper bath. Games room. WiFi. Delightful romantic retreat. Richmond 10 miles. (Ref. 28826)

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


for 7 nights £382

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A lodge with decking and gravel driveway at Butterfly Lodge Tunstall near Catterick, North Yorkshire
41
Tunstall near Catterick, North Yorkshire, North Yorkshire, DL10
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.4★

    Good

  • Sykes rating

Butterfly Lodge is a charming two-bedroom lodge with a decking with a hot tub and woodburning stove, resting in Tunstall near Catterick, North Yorkshire. Richmond 4.7 miles; Northallerton 14.7 miles; Harrogate 35.9 miles. (Ref. 1163914)

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


for 7 nights £592

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A stone house with a gravel path and lawn in front at Flanders Hall in West Burton near Leyburn
36
West Burton near Leyburn, Yorkshire Dales, DL8
  • Sleeps12
  • Bedrooms6
  • PetsYes

    4.6★

    Outstanding

  • Sykes rating

An 18th century grade II listed Georgian country house in the picturesque village of West Burton. Woodburners, open fire, pet-friendly. Close to village amenities. Leyburn 7 miles. (Ref. 928840)

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


for 7 nights £1440

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A stone patio with green metal chairs around a white table and wooden benches with cushions at Lavender Cottage in Richmond
35
Richmond, North Yorkshire, DL10
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

An end-terrace cottage resting on the outskirts of Richmond. Pet-friendly. River close by. Barnard Castle 15.5 miles. (Ref. 1051475)

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


for 7 nights £402

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Stone built terrace house with white framed windows and door on a street at Harker View Cottage in Reeth
39
Reeth, Yorkshire Dales, DL11
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.6★

    Outstanding

  • Sykes rating

Harker View Cottage, a quaint cottage set in the ever-popular village of Reeth, North Yorkshire. Pet-friendly. Woodburning stove. Smart TV. Leyburn 7.9 miles; Richmond 11.1 miles. (Ref. 1148585)

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


for 7 nights £514

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Front view of a stone house with four windows a green door and a black iron fence at Hillside House in Aysgarth near West Witton
57
Aysgarth near West Witton, Yorkshire Dales, DL8
  • Sleeps10
  • Bedrooms4
  • PetsYes

    4.3★

    Good

  • Sykes rating

This stunning, four-bedroom property rests in Aysgarth, near West Witton, North Yorkshire. Smart TVs. Woodburning stove. Enclosed garden. Off-road parking. Leyburn 7.9 miles; Hawes 8.7 miles; Middleham 9.1 miles. (Ref. 1131778)

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


for 7 nights £1265

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Stone cottage exterior with green door and two windows and patio furniture with flowers and bottle at Margarets Cottage Low Row near Reeth
33
Low Row near Reeth, Yorkshire Dales, DL11
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

A pretty mid-terraced cottage in the village of Low Row. Cosy cottage with two delightful bedrooms. Close to many attractions. Reeth 3 miles. (Ref. 4209)

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


for 7 nights £480

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The exterior of a two story house with white walls and brown framed windows with a stone wall and wooden gate at Gromit Cottage in Masham
29
Masham, North Yorkshire, HG4
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.5★

    Outstanding

  • Sykes rating

A delightful former cheese factory now semi-detached holiday cottage in the centre of Masham, North Yorkshire. Woodburning stove. Close to attractions. Off-road parking. Ripon 9 miles. (Ref. 1063816)

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


for 7 nights £417

Last booked 3 hours ago
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An outdoor area with stone walls and furniture at Poppy's Footprint in Leyburn
20
Middleham. Wensleydale, Yorkshire Dales - South, DL8
  • Sleeps2
  • Bedrooms1
  • PetsNo

  • Sykes rating

Poppy's Footprint is a fantastically unique property in Middleham, North Yorkshire, boasting an open-plan living space and a bedroom with an en-suite. Leyburn 2.3 miles; Richmond 11.4 miles. (Ref. 1172220)

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


for 7 nights £357

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An outdoor area with a hot tub a table with chairs and plants by a stone wall at Flints Cottage in Richmond
52
Richmond, North Yorkshire, DL10
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.6★

    Outstanding

  • Sykes rating

A fabulous three-bedroom cottage perched in Richmond, North Yorkshire. Hot tub. Pet-friendly. Enclosed garden. Woodburning stove. Near a National Park. Leyburn 9.2 miles; Barnard Castle 15 miles. (Ref. 1123933)

  • Wi-fi
  • Hot Tub
  • Dishwasher
  • Washing machine


for 7 nights £696

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Stone exterior of a cottage with green front door two black metal chairs and a table with wine glasses and bottle at Teal Cottage in Middleham
26
Middleham, North Yorkshire, DL8
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.1★

    Good

  • Sykes rating

A delightful, stone-fronted cottage resting in Middleham, North Yorkshire. Romantic. Close to amenities. Near National Park. Pet-friendly. Open-plan living. Leyburn 2.2 miles; Richmond 11.5 miles. (Ref. 1130030)


    for 7 nights £362

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    A stone house with multiple windows and a front door on a grassy slope at Hazel Brow House in Low Row near Richmond
    82
    Low Row near Richmond, Yorkshire Dales, DL11
    • Sleeps16
    • Bedrooms8
    • PetsYes

      4.7★

      Outstanding

    • Sykes rating

    Hazel Brow House is a fine, pet-friendly, three-storey house near a beach in Low Row, North Yorkshire, with enclosed garden, open-fires, and rural views. Leyburn 11.8 miles; Barnard Castle 14.1 miles. (Ref. 1161663)

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


    for 7 nights £2054

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    Stone building with green doors and white windows with flower boxes and a small black table and chairs in front at Swan Cottage in Fearby near Masham
    11
    Fearby near Masham, North Yorkshire, HG4
    • Sleeps6
    • Bedrooms3
    • PetsNo

      4.1★

      Good

    • Sykes rating

    A well-presented cottage in the delightful village of Fearby in North Yorkshire. Next door to Black Swan pub. In Nidderdale AONB. Open plan. Masham 2 miles. (Ref. 929673)

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


    for 7 nights £507

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    A stone castle courtyard with arched garage doors and outdoor seating at Catherine Parrs Sewing Room in Snape near Bedale
    30
    Snape near Bedale, North Yorkshire, DL8
    • Sleeps2
    • Bedrooms1
    • PetsNo

    • Sykes rating

    Catherine Parrs Sewing Room is a romantic and historic first-floor apartment in a castle tower near Bedale, North Yorkshire, with a 14th-century staircase. Northallerton 11.2 miles; Darlington 24 miles; Wensleydale 28.1 miles. (Ref. 1155296)

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


    for 7 nights £724

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    A patio area with a glass table and black chairs outside a house with a black door and white framed windows at Hutchinson House in Richmond
    37
    Richmond, North Yorkshire, DL10
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.4★

      Good

    • Sykes rating

    A splendid, three-bedroom holiday home resting in Richmond, North Yorkshire. Woodburning stove. Close to amenities. Dishwasher. Leyburn 9.1 miles; Barnard Castle 15.1 miles. (Ref. 1038592)

    • Wi-fi
    • Dishwasher


    for 7 nights £657

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    The exterior of a building with cream walls and six windows with white frames and black sills and a covered parking area at 3 Kings Mews in Richmond
    30
    Richmond, North Yorkshire, DL10
    • Sleeps2
    • Bedrooms1
    • PetsNo

      4.4★

      Good

    • Sykes rating

    A well-located first-floor apartment resting in the heart of Richmond, North Yorkshire. Designated parking. Close to amenities. Pet free. Open-plan. Leyburn 9 miles; Barnard Castle 15 miles. (Ref. 1102415)

    • Wi-fi
    • Washing machine


    for 7 nights £338

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    A stone cottage with green framed windows and doors with plants in front at Edmunds Cottage Crakehall near Bedale
    20
    Crakehall near Bedale, North Yorkshire, DL8
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.7★

      Outstanding

    • Sykes rating

    Edmunds Cottage is a charming cottage nestled in Crakehall near Bedale, North Yorkshire, boasting a hot tub and a great location nearby two National Parks. Northallerton 9.9 miles; Darlington 22.1 miles; Wensleydale 12.5 miles. (Ref. 1171059)

    • Wi-fi
    • Hot Tub
    • Dishwasher
    • Baby-friendly


    for 7 nights £558

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