24/7 “On Holiday” Support
Our friendly UK team are here to help, in case of any emergency.
Award Winning Holiday Experts
Over 30 years of experience in UK self-catering holidays.
B Corp Certified Business
Committed to making a positive social and environmental impact.
Safe & Secure Payments
Flexible payment options for peace of mind.
Your Middleham, North Yorkshire search returned 131 cottages
- Sleeps4
- Bedrooms2
- PetsYes
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
7 nights from £402
- Sleeps4
- Bedrooms2
- PetsYes
A delightful mid-terrace cottage settled just outside the centre of Richmond, North Yorkshire. Open-plan. Dog-friendly. Leyburn 9.3 miles; Barnard Castle 15.5 miles. (Ref. 1050331)
- Wi-fi
- Off-road parking
7 nights from £374
- Sleeps5
- Bedrooms3
- PetsYes
An outstanding Grade II listed, end-terraced cottage in the delightful market town of Middleham. Set within a stone's throw of King Richards castle. Original exposed beams and stone floors. Perfect for exploring the Yorkshire Dales! Leyburn 2.5 miles. (Ref. 928299)
- Wi-fi
- Dishwasher
- Washing machine
- Sky TV
7 nights from £623
- Sleeps8
- Bedrooms4
- PetsYes
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)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
7 nights from £554
- Sleeps4
- Bedrooms2
- PetsYes
A charming, reverse-level barn conversion, set rurally in Ellingstring near Masham, North Yorkshire. Pet-friendly. Countryside views. In National Park. Romantic. Characterful. Bedale 9.7 miles; Ripon 14.3 miles; Northallerton 17.6 miles. (Ref. 1135711)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Washing machine
7 nights from £378
- Sleeps6
- Bedrooms3
- PetsYes
Milton House is a stunning, historic property resting in the town of Middleham, North Yorkshire. Close to a shop and pub. Near National Park. Layburn 2.2 miles; Yorkshire Dales National Park 4.1 miles; North York Moors National Park 28.3 miles. (Ref. 1148753)
- Wi-fi
- Off-road parking
- Washing machine
7 nights from £724
- Sleeps7
- Bedrooms3
- PetsNo
Fabulous 18th century, detached Leyburn cottage in a rural position in Yorkshire Dales National Park. Good family cottage with three bedrooms. Leyburn 4 miles. (Ref. 8082)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
- Baby-friendly
7 nights from £525
- Sleeps4
- Bedrooms2
- PetsYes
A quaint mid-terrace cottage resting within the centre of Middleham. Close to all amenities. WiFi. Leyburn 2.1 miles; Richmond 11.3 miles. (Ref. 1060887)
- Wi-fi
- Dishwasher
- Baby-friendly
7 nights from £449
- Sleeps5
- Bedrooms3
- PetsYes
A pretty terraced cottage in the village of Crakehall in the lower Yorkshire Dales. Smart TV. Exposed beams. WiFi. Bedale 2 miles; Leyburn 8 miles. (Ref. 971967)
- Wi-fi
- Hot Tub
- Dishwasher
- Baby-friendly
7 nights from £526
- Sleeps5
- Bedrooms3
- PetsNo
A charming terraced cottage resting in Reeth, North Yorkshire. Beautiful views. Close to amenities. Woodburning stove. Leyburn 8.1 miles, Richmond 11.3 miles, Barnard Castle 14.1 miles; Kirkby Stephen 22.6 miles. (Ref. 1065750)
- Wi-fi
- Dishwasher
- Washing machine
7 nights from £537
- Sleeps2
- Bedrooms1
- PetsNo
A superb stone-built detached cottage. Uninterrupted countryside views, open plan living area with woodburning stove. Pub nearby. Walks from the doorstep. Masham 3 miles. (Ref. 942580)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Baby-friendly
7 nights from £412
- Sleeps4
- Bedrooms2
- PetsYes
A fantastic detached lodge resting in a quiet holiday park in Tunstall near Hipswell, Richmondshire. WiFi. Pet-friendly. Front decking. Off-road parking. Ground-floor living. Scotton 2 miles; Richmond 4.8 miles; Leyburn 9.9 miles. (Ref. 1083249)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Dishwasher
- Washing machine
7 nights from £406
- Sleeps4
- Bedrooms2
- PetsYes
This superb stone cottage is based in North Yorkshire, England. WiFi. Open fire. Barnard Castle 10 miles; Leyburn 12 miles. (Ref. 999973)
- Wi-fi
- Washing machine
7 nights from £665
- Sleeps2
- Bedrooms1
- PetsNo
A contemporary first-floor apartment resting on the outskirts of Richmond in North Yorkshire. Open-plan. Private hot tub. Romantic. Darlington 14.6 miles; Northallerton 17.3 miles. (Ref. 1070889)
- Wi-fi
- Off-road parking
- Hot Tub
7 nights from £537
- Sleeps6
- Bedrooms3
- PetsYes
This newly listed property is a historic, end terrace cottage resting in Richmond, Swaledale. Near a river. Off-road parking. Woodburning stove. Pet-friendly. Leyburn 10.3 miles; Barnard Castle 15.6 miles. (Ref. 1096626)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Washing machine
7 nights from £574
- Sleeps2
- Bedrooms1
- PetsNo
A perfect roundhouse cottage in a walled garden in the centre of Middleham, just perfect for a romantic trip! WiFi. Woodburner. Leyburn 2.2 miles. (Ref. 904812)
- Wi-fi
- Off-road parking
- Dishwasher
7 nights from £381
- Sleeps6
- Bedrooms3
- PetsNo
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
7 nights from £496
- Sleeps6
- Bedrooms3
- PetsNo
A delightful, detached house located in Kirkby Malzeard, North Yorkshire. Open-plan. Close to amenities. Bedroom with en-suite. Woodburning stove. Ripton 6.6 miles; Pateley Bridge 8.3 miles; Harrogate 15.5 miles. (Ref. 1065142)
- Wi-fi
- Off-road parking
7 nights from £482
- Sleeps4
- Bedrooms2
- PetsYes
A charming holiday home on the outskirts of Leyburn, North Yorkshire. Dog-friendly. Close to Yorkshire Dales National Park. Secure bike storage. Enclosed garden. Richmond 8.9 miles; Bedale 11.5 miles; Northallerton 19.4 miles. (Ref. 1123727)
- Wi-fi
- Off-road parking
- Washing machine
-
25% off - Tue 12th Mar to 30th Aug 2024
7 nights from £442
- Sleeps5
- Bedrooms3
- PetsNo
Charming semi-detached stone cottage in Dales village of Redmire. Overlooking village green. Three bedrooms. Open fire. Ideal for walkers. Leyburn 4 miles. (Ref. 8835)
- Wi-fi
- Dishwasher
- Washing machine
- Baby-friendly
7 nights from £517
Quick links
-
Accessible Holiday Cottages
-
Beach Holidays
-
Holiday Parks
-
Cottages by the Sea
-
Cottages with Hot Tubs
-
Dog-Friendly Cottages
-
Dog-Friendly Log Cabins
-
Holiday Cottages with Pools
-
Last Minute Holidays
-
Lodges with Hot Tubs
-
Log Cabin Holidays
-
Luxury Cottages
-
Secluded Cottages
-
Self-Catering Accommodation
-
Short Cottage Breaks
-
More…
Popular Destinations
-
Yorkshire Holiday Cottages
-
Northumberland Cottages
-
Lake District Holiday Cottages
-
Peak District Cottage Holidays
-
Cornwall Holiday Cottages
-
Shropshire Holiday Cottages
-
Devon Holiday Cottages
-
Whitby Cottages
-
Holiday Cottages in the Cotswolds
-
Heart of England Cottage Holidays
-
Dorset Cottage Holidays
-
Somerset Holiday Cottages
-
Isle of Wight Cottage Holidays
-
East Anglia Holiday Cottages
-
Norfolk Cottages
-
New Forest Holiday Cottages
-
Anglesey Cottage Holidays
-
South Coast Holiday Cottages
-
England Holiday Cottages
-
Scotland Holiday Cottages
-
Wales Holiday Cottages
-
Ireland Holiday Cottages
-
Suffolk Holiday Cottages
-
North Wales Holiday Cottages