Middleham cottages

Middleham offers a real taste of North Yorkshire life, situated in Wensleydale by the River Ure and River Cover, this stunning market town is steeped in history. The town has a magnificent castle with a viewing platform that boasts fantastic views over the Dales. The castle is now roofless but is otherwise well preserved, giving visitors a fascinating insight into its history. Middleham is famous for its association with Richard III, with the castle being Richard’s childhood home, and more recently has become a hub for the horse racing industry, given its proximity to 15 northern racecourses, with horses passing through the village each day. Middleham now offers an annual open stables event every easter weekend, allowing visitors to see behind the scenes and meet the horses.

The town’s shops and pubs surround the cobbled market square and there is plenty to choose from, from relaxed pub meals to fine bistro dining- there’s a great choice to suit all appetites. There’s also a great mix of independent shops to browse, from antiques and collectables to grocers selling fresh local produce, you’ll have a great time pottering around the town. The town is also ideally located to access some of the Dales’ other market towns, Leyburn is only 5 minutes away by car whereas Richmond is just over 20 minutes away, making Middleham an ideal base to explore the Yorkshire Dales.



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26 Properties found
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Leyburn, Yorkshire Dales

DS300

(No dates selected)

£1061 - £2221
per week
From £796 for a 3-night stay
  • 5 Star Gold
  • Enjoy a free cream tea at KTea's Tea Room, Leyburn when you book Feathered Nest! Simply use the promo code CREAMTEA at checkout. Be quick- offer only valid for the next 10 bookings!
  • 6 Guests
  • 3 Bedrooms
  • 3 Bathrooms
  • WiFi
  • Garden/Courtyard
  • Hot tub
  • Beach 40 miles
  • Pub 0.25 miles
  • Open fire or woodburner

Leyburn, Yorkshire Dales

DS311

(No dates selected)

£539 - £813
per week
From £404 for a 3-night stay
  • 4 Star Gold
  • This idyllic 3-bedroom country cottage is the perfect base for those looking to explore the Yorkshire Dales, located in Harmby close to the popular market town of Leyburn.
  • 6 Guests
  • 3 Bedrooms
  • 1 Bathroom
  • 1 Pet
  • WiFi
  • Garden/Courtyard
  • Beach 50 miles
  • Pub 0.1 miles

Leyburn, Yorkshire Dales

DS244

(No dates selected)

£395 - £587
per week
From £296 for a 3-night stay
  • 4 Star Gold
  • Vine Barn has been converted into a beautiful cottage complete with a conservatory and walled garden. Tastefully furnished by the owners and oozing character with beamed ceilings and woodburning stove.
  • 2 Guests
  • 1 Bedroom
  • 2 Bathrooms
  • No Pets
  • WiFi
  • Garden/Courtyard
  • Beach 62 miles
  • Pub 0.2 miles
  • Open fire or woodburner

Middleham, Yorkshire Dales

DS181

(No dates selected)

£584 - £1142
per week
From £438 for a 3-night stay
  • 4 Star Gold
  • Pets go free with owners call for pet discount. for any winter break at Gallowa's Cottage in Middleham until 6th April 2019 ID: 8576
  • 7 Guests
  • 4 Bedrooms
  • 2 Bathrooms
  • 3 Pets
  • WiFi
  • Garden/Courtyard
  • Beach 50 miles
  • Pub 0.1 miles
  • Open fire or woodburner

Leyburn, Yorkshire Dales

DS185

(No dates selected)

£601 - £1160
per week
From £451 for a 3-night stay
  • 4 Star Gold
  • Willowdene is an exceptionally well equipped stone built bungalow, surrounded by lovely gardens and with views from every rear window over Middleham and towards Penn Hill.
  • 6 Guests
  • 3 Bedrooms
  • 3 Bathrooms
  • No Pets
  • WiFi
  • Garden/Courtyard
  • Beach 50 miles
  • Pub 0.1 miles
  • Open fire or woodburner

Leyburn, Yorkshire Dales

DS351

(No dates selected)

£402 - £603
per week
From £302 for a 3-night stay
  • 4 Star Gold
  • This detached stone-built barn conversion in Constable Burton is located close to the local pub and 3.5 miles away from the popular market town of Leyburn in Wensleydale.
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 1 Pet
  • WiFi
  • Garden/Courtyard
  • Beach 48 miles
  • Pub 0.2 miles
  • Open fire or woodburner
New Property

Leyburn, Yorkshire Dales

DS938

(No dates selected)

£907 - £1960
per week
From £680 for a 3-night stay
  • 4 Star Gold
  • Located just 5 miles from the lovely Yorkshire Dales market town of Leyburn, this traditional stone-built house sleeps up to 8 people in 4 bedrooms and is luxuriously decorated, has beautiful views and traditional features such as wood burning stove and roll top bath.
  • 8 Guests
  • 4 Bedrooms
  • 3 Bathrooms
  • 2 Pets
  • WiFi
  • Garden/Courtyard
  • Beach 61 miles
  • Pub 0.3 miles
  • Open fire or woodburner

Leyburn, Yorkshire Dales

DS043

(No dates selected)

£347 - £664
per week
From £260 for a 3-night stay
  • 4 Star Gold
  • This stone cottage sleeping four has been furnished to a very high standard, ideal for a relaxing or touring holiday. Located within walking distance of the local pub and close to the popular market town of Leyburn in the Yorkshire Dales.
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet
  • WiFi
  • Garden/Courtyard
  • Beach 58 miles
  • Pub 0.2 miles

Leyburn, Yorkshire Dales

DS307

(No dates selected)

£316 - £545
per week
From £237 for a 3-night stay
  • 4 Star
  • Piglet Cottage sleeping three, is ideal for a relaxing or touring holiday. There are walks from the door and the local pub which serves hearty meals is a five minuite walk from the cottage.
  • 3 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet
  • WiFi
  • Garden/Courtyard
  • Beach 54 miles
  • Pub 0.1 miles
  • Open fire or woodburner
Save £100

Leyburn, Yorkshire Dales

DS370

(No dates selected)

£460 - £758
per week
From £345 for a 3-night stay
  • 4 Star
  • Book and take a break from the 9th -13th and receive a £100 discount at this beautiful cottage!
  • 6 Guests
  • 4 Bedrooms
  • 2 Bathrooms
  • WiFi
  • Garden/Courtyard
  • Beach 67 miles
  • Pub 0.2 miles

Middleham, Yorkshire Dales

DS053

(No dates selected)

£287 - £544
per week
From £215 for a 3-night stay
  • 4 Star
  • A charming stone built cottage. Located in a quiet position close to the market square with its pubs and tea rooms in the popular town of Middleham in The Yorkshire Dales
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • No Pets
  • WiFi
  • Garden/Courtyard
  • Beach 58 miles
  • Pub 0.1 miles

Middleham, Yorkshire Dales

DS049A

(No dates selected)

£332 - £634
per week
From £249 for a 3-night stay
  • 4 Star
  • Just off the Market Square in historical Middleham, this characterful cosy cottage features period oak furnishings and concealed lighting, views of Middleham Castle and is central for the Yorkshire Dales
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet
  • WiFi
  • Garden/Courtyard
  • Pub 0.1 miles
  • Open fire or woodburner
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