Middleham Cottages
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Your Middleham, North Yorkshire search returned 125 cottages
- Sleeps7
- Bedrooms4
- PetsNo
A traditional, three-storey terraced house situated in Leyburn, North Yorkshire. Enclosed garden. Close to amenities. Beautiful views. Richmond 9.4 miles. (Ref. 1084963)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
- Baby-friendly
7 nights from £659
- Sleeps4
- Bedrooms2
- PetsNo
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
7 nights from £864
Travel plans can change
Choose our 'Flexible' booking option and cancel by 12 noon on your check-in day to get a refund (exclusions apply).
- Sleeps6
- Bedrooms3
- PetsYes
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)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Dishwasher
7 nights from £456
- Sleeps4
- Bedrooms2
- PetsNo
A smart cottage, a former gatehouse located on the market square at Middleham. En-suites, ground floor bedrooms, woodburner, WiFi. Leyburn 2.2 miles. (Ref. 905077)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Dishwasher
7 nights from £502
- Sleeps6
- Bedrooms3
- PetsNo
The Cottage (B), a pleasant house located in the village of Patrick Brompton in North Yorkshire. Indoor Swimming Pool. Smart TV. Off-road parking. Bedale 3.7 miles; Middleham 7.4 miles. (Ref. 1085284)
- Wi-fi
- Off-road parking
- Swimming pool
- Dishwasher
- Washing machine
- Baby-friendly
7 nights from £810
- Sleeps8
- Bedrooms4
- PetsNo
Outstanding barn conversion on the outskirts of pretty Middleham. Beautiful long-distance views and just a short walk to the market square. Super king-size beds, en-suites, woodburner. Leyburn 2.2 miles. (Ref. 905078)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
- Baby-friendly
7 nights from £1168
- Sleeps8
- Bedrooms4
- PetsYes
School House is a stunning, stone-built home resting in the countryside of Hurst near Reeth, North Yorkshire. Near National Park. Woodburning stove. Countryside views. Reeth 2.8 miles; Richmond 10.4 miles; Yorkshire Dales National Park 15.2 miles. (Ref. 1151648)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
7 nights from £838
Travel plans can change
Choose our 'Flexible' booking option and cancel by 12 noon on your check-in day to get a refund (exclusions apply).
- 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 £749
- Sleeps6
- Bedrooms3
- PetsNo
A homely, stone-built cottage for six in the Yorkshire Dales village of Thornton Rust. Countryside views. Woodburning stove. Aysgarth 2 miles. (Ref. 1010391)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
- Baby-friendly
7 nights from £461
Offer
- Sleeps7
- Bedrooms4
- PetsNo
17th century, Grade II listed Newbiggin cottage, close to pub in lovely National Park village. Woodburner, character accommodation, ground floor bedroom with en-suite. Leyburn 7 miles. (Ref. 4038)
- Wi-fi
- Off-road parking
- Electric vehicle charging
- Ground floor bedroom
- Dishwasher
- Washing machine
- Baby-friendly
-
5% off - Sat 19th Apr to 26th Apr 2025
7 nights from £564
- Sleeps10
- Bedrooms5
- PetsYes
Neddy House is a characterful, Grade II listed home resting in Grinton near Reeth, North Yorkshire. Games room. In National Park. Pet-friendly. Rural. Leyburn 7 miles; Richmond 10 miles; Barnard Castle 15.1 miles; Kirkby Stephen 23.5 miles. (Ref. 1144732)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Dishwasher
- Washing machine
- Baby-friendly
- Games room
7 nights from £1465
- Sleeps8
- Bedrooms4
- PetsYes
Hollymoor Hall Farm is a lovely, pet-friendly detached holiday home resting in the lovely town of Richmond in North Yorkshire with a woodburning stove. Leyburn 9.5 miles; Barnard Castle 14.7 miles. (Ref. 1171138)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Hot Tub
- Dishwasher
- Baby-friendly
7 nights from £1121
- Sleeps6
- Bedrooms3
- PetsNo
A delightful Grade II listed terraced cottage in the popular market town of Middleham. Set over three floors with original exposed beams and stonework, perfect for exploring the Yorkshire Dales. Leyburn 2.5 miles. (Ref. 943074)
- Wi-fi
- Off-road parking
- Washing machine
- Baby-friendly
7 nights from £449
- Sleeps4
- Bedrooms2
- PetsYes
An elevated, luxury lodge resting in Tunstall near Catterick, North Yorkshire. Off-road parking. Close to amenities. Decked terrace. Open-plan. Countryside views. Richmond 4.7 miles; Northallerton 14.7 miles; Harrogate 34.5. (Ref. 1105641)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Dishwasher
- Washing machine
7 nights from £552
Travel plans can change
Choose our 'Flexible' booking option and cancel by 12 noon on your check-in day to get a refund (exclusions apply).
- Sleeps8
- Bedrooms4
- PetsNo
St Edmunds House is a charming stone cottage in the charming North Yorkshire village of Crakehall, near the Yorkshire Dales and boasting a private hot tub. Bedale 2.1 miles: Leyburn 8.7 miles. (Ref. 1171075)
- Wi-fi
- Off-road parking
- Hot Tub
- Dishwasher
- Washing machine
7 nights from £783
Offer
- Sleeps4
- Bedrooms2
- PetsNo
First class, stone-built detached cottage in the small hamlet of Grinton. En-suite, woodburning stove. Superb accommodation for a couple or friends. Walks and cycle routes in the area. Reeth 1 mile. (Ref. 907018)
- Wi-fi
- Dishwasher
- Washing machine
-
£100 off - Fri 23rd May to 30th May 2025
7 nights from £604
- Sleeps4
- Bedrooms2
- PetsYes
A pretty semi-detached cottage situated in Leyburn, North Yorkshire. Off-road parking. Enclosed garden. Woodburning stove. Close to amenities. Richmond 9.1 miles; Darlington 21.8 miles. (Ref. 1014717)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
- Baby-friendly
7 nights from £562
- Sleeps6
- Bedrooms3
- PetsYes
8 Heather Court is a beautifully-presented house located in the stunning village of West Witton in North Yorkshire. In Yorkshire Dales National Park. Middleham 5.2 miles; Leyburn 4 miles; Hawes 12.5 miles. (Ref. 1095472)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
- Baby-friendly
7 nights from £641
- Sleeps3
- Bedrooms2
- PetsYes
A stone-built, terraced cottage with a lovely garden on the outskirts of West Witton. Woodburner. Leyburn 3.7 miles. (Ref. 906028)
- Wi-fi
- Washing machine
- Baby-friendly
7 nights from £404
- Sleeps4
- Bedrooms2
- PetsNo
King's Cottage is a stone-built cottage in Crakehall in the lower Yorkshire Dales boasting a hot tub, Smart TV, exposed beams and nearby amenities. Bedale 2 miles; Leyburn 8 miles. (Ref. 1171052)
- Wi-fi
- Off-road parking
- Hot Tub
- Dishwasher
- Baby-friendly
7 nights from £610
If you are looking for a fascinating stay in a historical centre, look no further than a selection of holiday cottages to rent in Middleham. The small market town was once regarded as the 'Windsor of the North' due to its royal heritage, boasting a twelfth century castle that was once the childhood home of the infamous King Richard III, which also possesses the North of England's largest castle keep.
Discover Middleham's long-standing equestrian history
Explore the market town's quaint, winding streets, wander through the cobbled market squares all the while admiring the beautiful Georgian and Victorian architecture. The sport of Horse racing has long been linked to the town of Middleham. It was in 1773 that the first documented reference involving racehorses at Middleham was recorded, in the years since it has become synonymous with breeding and training racehorses and is still seen as one of the top training centres in the UK.
For 360-degree views across the Yorkshire Dales, climb up to the remains of Middleham Castle, a splendid medieval keep and once home of Richard III. Equally splendid is the outlook from Leyburn Shawl, a stunning limestone escarpment that was the escape route of Mary Queen of Scots as she fled from Bolton Castle - another medieval fortress not to miss.
Take a tour around the famous training centre or visit some of the charming town's art galleries, tearooms and pubs. Other nearby attractions include real ale breweries, historic sites like Jervaulx Abbey, the gardens of Constable Burton Hall, not to mention the spectacular waterfalls of Aysgarth and West Burton. You can also venture to the nearby towns of Northallerton and Ripon.
Whatever your tastes and hobbies, you will find plenty of things to do on a holiday in Middleham. If you still haven't found your perfect cottage, check out these dog-friendly cottages in the Yorkshire Dales.