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Destinations
- Bamford
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- Baslow
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- Buxton
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- Chelmorton
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- Chesterfield
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- Clay Cross
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- Darley Dale
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- Dronfield
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- Edale
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- Elton
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- Hathersage
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- Hope
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- Hulland Ward
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- Kirk Langley
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- Melbourne
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- New Mills
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- Over Haddon
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- Staveley
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- Tideswell
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- Tissington
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Our Cottages
- The Old Bulls Head
- Moor Farm Cottage
- The Gables
- Alton Hall Cottage in Alton
- The Bottling Shed
- Highcroft
- Green Barn
- Blue Ron's
- Longford Hall Farm Holiday Cottages
- The Manor House in Alport
- Henry’s Haunt in Alport
- Cherry Tree Farm
- The Dairy
- Manners in Alport
- The Water Mill at Bradbourne
- Woodland View Bakewell
- Shenton Cottage
- Robin's Nest
- Brumlea Farm Cottage
- The Old Farmhouse
- Dale End Farm Cottage
- 3 Sunnyside Terrace
- 4 Pheasant Lane
- Sandy Hill Farm
- The Cottage Vineyard
- Provender Mill Lodge
- The Den
- Heathcote Hideaway at Heathcote Grange
- The Stag’s Wallow
- Eagles Hut
Middleton Holiday Cottages
Rated Top 5 Most Popular Places in Derbyshire 2026 by our visitors
Our collection of Middleton holiday cottages offers you a peaceful retreat in this charming North Yorkshire village near Pickering. You'll discover excellent access to the North York Moors National Park and its ancient forests. The area provides superb walking routes alongside opportunities to explore nearby market towns and traditional Yorkshire countryside.
Whether you're travelling as families or couples seeking a romantic escape, our rental properties include everything from traditional stone cottages to modern glamping options and lodge accommodation. Many feature private hot tubs for ultimate relaxation! Groups will appreciate the spacious properties available throughout this beautiful corner of the UK, perfect for memorable stays in authentic rural England.
Visitor Rating
4.9
- Six en-suite bedrooms
- Hot tub under starry skies
- Perfect for family celebrations
- Stunning Peak District location
- Electric vehicle charging point
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Visitor Rating
4.8
- Streamside hot tub with privacy
- Modern three-floor cottage layout
- Free parking outside property
- Pet-friendly with secure garden
- Manchester trains in twenty-three minutes
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Visitor Rating
4.5
- Private hot tub relaxation
- Modern 2023 renovation throughout
- Walking distance Glossop town centre
- Pet-friendly welcomes two dogs
- Open-plan living bi-fold doors
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Visitor Rating
4.9
- Private hot tub for four
- Peak District National Park edge
- Modern 2018 built cottage
- Award winning five years running
- Manchester thirty minutes by train
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Visitor Rating
4.9
- Hot tub with garden views
- Three spacious living areas
- 15-minute walk to town
- Exceptional host service
- Perfect Peak District location
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Visitor Rating
4.9
- Hot tub with Peak District views
- Spacious rooms for eight guests
- Walking distance to town amenities
- Multiple living spaces including conservatory
- Exceptionally clean and well-maintained
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Visitor Rating
4
- Seven en-suite luxury bedrooms
- Garden hot tub with views
- Indoor swimming pool access
- Peak District walking routes
- Pet-friendly rural location
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Visitor Rating
4.9
- Hot tub with spectacular views
- Six spacious bedrooms sleep 12
- Games room with pool table
- Walking distance to village pubs
- Three bathrooms with underfloor heating
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Visitor Rating
5
- Hot tub for post-hike relaxation
- Games room with pool table
- Six spacious bedrooms
- Peak District on doorstep
- Dog-friendly accommodation
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Explore more of Peak District
Popular towns and villages in and around Middleton
Alfreton Ashbourne Bakewell Bamford Baslow Beeley Belper Bonsall Buxton Chatsworth Chellaston Chelmorton Chesterfield Chinley Clay Cross Cromford Darley Dale Denby Dronfield Edale Eyam Glossop Hadfield Hartington Hathersage Hayfield Heath Holmesfield Hulland Ward Kirk Ireton Kirk Langley Matlock Matlock Bath Middleton Over Haddon Somercotes South Wingfield Tansley Tideswell Tissington Whaley Bridge Wirksworth Youlgreave