Middleham Cottages

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Your Middleham, North Yorkshire search returned 152 cottages

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A property's star rating is the average of the star ratings received from guests that wish for their review to be published
A living room with a sofa and television at 2 West View in Richmond
Offer
30
Richmond, Yorkshire Dales - North, DL10
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.8★

    Outstanding

  • Sykes rating

2 West View, a pleasant pet-friendly house nestled in Richmond, North Yorkshire, boasts proximity to Yorkshire Dales National Park and local amenities. Leyburn 8.8 miles; Barnard Castle 14.3 miles. (Ref. 1202289)

  • Pets go free
  • Wi-fi
  • Dishwasher
  • Washing machine

  • 10% off - Sat 29th Aug to 11th Oct 2026


for 7 nights From £511

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A stone cottage with green doors and windows surrounded by potted plants and outdoor seating at Barn Cottage in Newbiggin near Leyburn
22
Newbiggin near Leyburn, Yorkshire Dales, DL8
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.7★

    Outstanding

  • Sykes rating

A characterful cottage located in the village of Newbiggin in the Yorkshire Dales. Multi-fuel stove. Ceiling beams. Charming location. Leyburn 9.2 miles; Hawes 10.8 miles. (Ref. 966542)

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


for 7 nights From £499

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A wooden cabin with potted plants and a gravel pathway on a grassy lawn at 6 Badgers Retreat Tunstall near Richmond
27

Holiday Park

Tunstall near Richmond, North Yorkshire, DL10
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.7★

    Outstanding

  • Sykes rating

A superb, single-storey lodge resting on the outskirts of Richmond, North Yorkshire. Hot tub. Near a National Park. Pet-friendly. Leyburn 12 miles; Barnard Castle 19.8 miles. (Ref. 1116790)

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


for 7 nights From £506

Last booked 7 hours ago
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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
  • Pet FriendlyYes

    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)

  • Pets go free
  • Wi-fi
  • Hot Tub
  • Dishwasher
  • Washing machine


for 7 nights From £677

Last booked yesterday
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A row of stone and plaster houses with white and light green doors on a street at Ivy Cottage in Richmond
37
Richmond, North Yorkshire, DL10
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.8★

    Outstanding

  • Sykes rating

Ivy Cottage is a delightful, pet-friendly house resting near an array of attractions in Richmond, Yorkshire, boasting an enclosed garden and Smart TV. Leyburn 9.3 miles; Barnard Castle 14.6 miles; Middlesborough 28.2 miles; Hartlepool 36.6 miles. (Ref. 1166505)

  • Pets go free
  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 7 nights From £432

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A cabin with a deck and steps at The Falls in Leyburn
25

Holiday Resort

Aysgarth, Yorkshire Dales, DL8
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

  • Sykes rating

The Falls is a charming, detached lodge resting on Aysgarth Holiday Park, near Leyburn, North Yorkshire, with a luscious hot tub and Smart TV. Castle Bolton 4.3 miles; Hawes 9.5 miles; Leyburn, North Yorkshire 7 miles. (Ref. 1191409)

  • Wi-fi
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Baby-friendly


for 7 nights From £690

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A garden with flowering plants and a building with stairs
22
Jervaulx near Middleham, North Yorkshire, HG4
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

  • Sykes rating

The Coach House is a characterful first-floor cottage in Jervaulx, North Yorkshire, with a woodburning stove and courtyard. Leyburn 5.7 miles; Richmond 13.5 miles. (Ref. 1190830)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher


for 7 nights From £1314

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An outdoor patio area with two cushioned wicker chairs stone walls and a wooden building at The Dove Cote in Brompton-on-Swale
24
Brompton-on-Swale, North Yorkshire, DL10
  • Sleeps2
  • Bedrooms1
  • Pet FriendlyYes

    4.8★

    Outstanding

  • Sykes rating

A pretty, barn conversion resting within the village of Brompton-on-Swale. Pet-friendly. WiFi. Hot tub. Richmond 3 miles; Barnard Castle 18 miles. (Ref. 904410)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Hot Tub
  • Dishwasher
  • Washing machine


for 7 nights From £478

Last booked yesterday
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A wooden cabin with a deck and railing on a grassy hill with several small trees at Rashierigg in Catterick North Yorkshire
38

Holiday Park

Catterick, North Yorkshire, North Yorkshire, DL10
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.8★

    Outstanding

  • Sykes rating

Rashierigg is an elevated, luxury lodge resting in Tunstall near Catterick, North Yorkshire, boasting off-road parking and an open-plan living space. Richmond 4.7 miles; Northallerton 14.7 miles; Harrogate 34.5. (Ref. 1105641)

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


for 7 nights From £507

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A stone house with a wooden fence and a grass yard at Pencroft Cottage in Carperby
40
Carperby, Yorkshire Dales, DL8
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    4.4★

    Good

  • Sykes rating

Pencroft Cottage is a fine, single-storey house located in Caperby, North Yorkshire, boasting two woodburning stoves and three en-suite bedrooms. Leyburn 7.6 miles; Middleham 9 miles; Hawes 10 miles; Richmond 14.3 miles; Darlington 30.1 miles. (Ref. 1171485)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher


for 7 nights From £496

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A stone building with wooden doors and windows a gravel courtyard and outdoor table with chairs at Padley Barn in Hurst near Reeth
43
Hurst near Reeth, North Yorkshire, DL11
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyNo

    4.9★

    Outstanding

  • Sykes rating

A superb stone barn conversion in a rural location, 0.5 miles from the hamlet of Hurst. Flagged floors, woodburning stove, contemporary kitchen and bathrooms. Very comfortable and well equipped. Walking and cycling from doorstep. Reeth 5 miles. (Ref. 20841)

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


for 7 nights From £430

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A front garden with a metal gate and flowers leading to a two story white house at Braeside in Reeth
36
Reeth, Yorkshire Dales, DL11
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyNo

    5.0★

    Perfect

  • Sykes rating

Traditional Dales cottage in the centre of Reeth overlooking the village green. Private enclosed courtyard garden with three bedrooms ideal for a large family getaway. Leyburn 8 miles. (Ref. 933619)

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


for 7 nights From £449

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A living room with a sofa and dining area at Leyburn
18

Holiday Resort

Aysgarth, Yorkshire Dales, DL8
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyNo

  • Sykes rating

Leyburn is a beautiful lodge resting on Aysgarth Holiday Park, near Leyburn, North Yorkshire, boasting a hot tub, woodburning stove, and Smart TV. Castle Bolton 4.3 miles; Hawes 9.5 miles; Leyburn, North Yorkshire 7 miles. (Ref. 1191462)

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


for 7 nights From £930

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A stone cottage with a gravel driveway lawn and garden plants at Parr Cottage in Snape near Bedale
39
Snape near Bedale, North Yorkshire, DL8
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

  • Sykes rating

Parr Cottage, a stunningly-presented holiday cottage in the quaint village of Snape near Bedale, North Yorkshire. Near national parks. Off-road parking. Northallerton 11.8 miles; Darlington 24 miles; Wensleydale 26.2 miles (Ref. 1155860)

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


for 7 nights From £860

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An outdoor area with brick and stone structure at Castle View Cottage in Bedale
42
Snape near Bedale, North Yorkshire, DL8
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

  • Sykes rating

Castle View Cottage is a lovely cottage in the village of Snape near Bedale in North Yorkshire. Near National Park. Off-road parking. Single-storey. Northallerton 11.8 miles; Darlington 24 miles; Wensleydale 26.2 miles. (Ref. 1200182)

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


for 7 nights From £921

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A stone house with garden and benches at The Old Post Office in Marrick near Reeth
19
Marrick near Reeth, Yorkshire Dales, DL11
  • Sleeps8
  • Bedrooms4
  • Pet FriendlyYes

    4.8★

    Outstanding

  • Sykes rating

A stone-built detached cottage, a former Post Office tucked away in the Swaledale village of Marrick. First class cottage with lots of character and charm and open fires. WiFi. Pet-friendly. Reeth 3 miles. (Ref. 27237)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine


for 7 nights From £507

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Stone cottage exterior with wooden door bench potted plants and outdoor seating at Dibble Cottage in Reeth
12
Reeth, Yorkshire Dales, DL11
  • Sleeps2
  • Bedrooms1
  • Pet FriendlyYes

    4.9★

    Outstanding

  • Sykes rating

A former garage converted to a romantic, reverse-level holiday home in the centre of Reeth, Yorkshire Dales. WiFi. Woodburning stove. Outdoor seating with views towards Fremington Edge. Swale Dale 8.1 miles; Richmond 10.1 miles; Leyburn 10.3 miles. (Ref. 1062069)

  • Pets go free
  • Wi-fi
  • Ground floor bedroom
  • Washing machine


for 7 nights From £477

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An exterior view of a modern house with large windows at Genesis in Richmond
12
Tunstall near Catterick, North Yorkshire, North Yorkshire, DL10
  • Sleeps2
  • Bedrooms1
  • Pet FriendlyNo

    4.7★

    Outstanding

  • Sykes rating

Genesis is a stylish single-storey retreat in Tunstall near Catterick, with open-plan living and stunning open views across North Yorkshire's countryside. Richmond 6 miles; Northallerton 13.5 miles; Harrogate 33.3 miles (Ref. 1193857)

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


for 7 nights From £402

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A view of the front of a house with doors and windows at Brooklyn Cottage Kirkby Malzeard
30
Kirkby Malzeard, North Yorkshire, HG4
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    5.0★

    Perfect

  • Sykes rating

Brooklyn Cottage is a charming cottage in Kirkby Malzeard, North Yorkshire, boasting an enclosed patio and off-road parking. Ripon 6.3 miles; Pateley Bridge 8.4 miles. (Ref. 1195598)

  • Pets go free
  • Wi-fi
  • Dishwasher


for 7 nights From £420

Last booked yesterday
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A living room with a sofa and television at Askrigg in Aysgarth
16

Holiday Resort

Aysgarth, Yorkshire Dales, DL8
  • Sleeps2
  • Bedrooms1
  • Pet FriendlyNo

  • Sykes rating

Askrigg is a quaint, detached lodge on Aysgarth Holiday Park near Leyburn, in the Yorkshire Dales National Park, boasting a hot tub and Smart TV. Castle Bolton 4.3 miles; Hawes 9.5 miles; Leyburn 7 miles. (Ref. 1184671)

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


for 7 nights From £610

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