- Hullet Hall
- Dexter Lodge At Calthwaite Hall
- Briars Lea
- Quirky Cottage Kemplay Foot
- The Aspens
- Oak Cottage
- The Old Water Mill
- Yew Tree Farm
- The Willows
- Gate House
- Cedrus Lodge
- Home Farm House
- Saddleback Barn
- Boathouse on the Lake
- Longlands Farm Cottage
- Post Lady Cottage
- North Lodge
- Little Heaning
- Eden Vale
- Cross Keys Cottage
- Skyline
- Cunsey Lodge
- The Old Police House
- Tilberthwaite Farm Cottage
- The Haven
- Crossgate Luxury Glamping
- Hill Side Barn
- Shepherds Cottage
- Herdwick Hideaway At Deepdale Hall
- Lund House
Middleham Holiday Cottages
Our collection of Middleham holiday cottages puts you right in the heart of Wensleydale's racing heritage. This historic North Yorkshire market town is home to Middleham Castle where Richard III once lived! You'll discover cobbled streets lined with traditional stone buildings and working racing stables that train champion racehorses.
Perfect for groups, couples and families seeking an authentic Yorkshire Dales stay. Browse our cottage rental options including properties with hot tubs and glamping lodge alternatives. Explore the dramatic waterfalls at Aysgarth, walk to Bolton Castle or watch the gallops from Middleham Low Moor. The surrounding countryside offers exceptional hiking across ancient moorland trails.
- Private hot tub countryside views
- Three ensuite luxury bedrooms
- Tiered terraced garden areas
- Prime Leyburn market town
- Private parking five cars
- Private hot tub seats six
- Six luxury en-suite bedrooms
- External games room entertainment
- Four-poster master bedroom suite
- American kitchen with wine cooler
- Private hot tub included
- Romantic woodland setting
- Luxury equestrian themed decor
- Woodburning stove for atmosphere
- Tennis court access available
- Spectacular fell views across Swaledale
- Hot tub hire available
- Ground floor cottage accommodation
- Multi-fuel burner for cosy evenings
- Private parking for two cars
- Seven luxury bedrooms sleeps fourteen
- Hot tub and sunken firepit
- Five car private parking spaces
- Pet friendly welcomes two dogs
- Near Ripon Cathedral and attractions
- Private hot tub with views
- Coast-to-Coast walking route access
- Underfloor heating throughout property
- Modern ensuite bedroom facilities
- Pet-friendly countryside location
Explore more of Yorkshire Dales
Popular towns and villages in and around Middleham