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Self-Catering Cottages in Old Tupton

66 holiday cottages to rent

Cottage
Stone Cottage from £343

North East Derbyshire · 0.6 miles away

Stone Cottage

Stone Cottage, Wingerworth: one-bedroom ground-floor cottage near Sutcliffe Woods with garden and parking for two.

🛏️ 1 bed 👥 Sleeps 2
Woodthorpe Cruck Cottage from £712

North East Derbyshire · 0.8 miles away

Woodthorpe Cruck Cottage

Grade II listed cottage sleeping 6 in Clay Cross, North East Derbyshire.

🛏️ 3 beds 👥 Sleeps 6
Cottage
The Loft at The George from £502

North East Derbyshire · 1.4 miles away

The Loft at The George

The Loft at The George rests in Clay Cross and sleeps eight in four bedrooms.

🛏️ 4 beds 👥 Sleeps 8 🐾 Pets welcome
Cottage
Barn View from £493

North East Derbyshire · 1.4 miles away

Barn View

Stone cottage for six in North East Derbyshire with two bedrooms, two bathrooms, enclosed garden and countryside views.

🛏️ 2 beds 👥 Sleeps 6 🐾 Pets welcome
Cottage
Cedar Holme from £392

North East Derbyshire · 1.5 miles away

Cedar Holme

Two-bedroom detached lodge in Wingerworth, Derbyshire, sleeping 4.

🛏️ 2 beds 👥 Sleeps 4 🐾 Pets welcome
Cottage
Stables Lodge from £505

North East Derbyshire · 1.5 miles away

Stables Lodge

Two-bedroom single-storey cottage in Wingerworth, North East Derbyshire, sleeping four.

🛏️ 2 beds 👥 Sleeps 4 🐾 Pets welcome
Peak Avenue Retreat from £385

North East Derbyshire · 1.6 miles away

Peak Avenue Retreat

Three-bedroom cottage sleeping five in Chesterfield, North East Derbyshire; pets welcome.

🛏️ 3 beds 👥 Sleeps 5 🐾 Pets welcome
The Malt Shovel from £513

North East Derbyshire · 1.6 miles away

The Malt Shovel

The Malt Shovel, Matlock: converted barn with two bedrooms, two bathrooms, enclosed garden and on-site parking.

🛏️ 2 beds 👥 Sleeps 4 🐾 Pets welcome
Cottage
The Old Church from £561

North East Derbyshire · 1.6 miles away

The Old Church

The Old Church, North East Derbyshire: converted chapel with 2 bedrooms, 3 bathrooms, sleeping 4, combining period features with modern comfort.

🛏️ 2 beds 👥 Sleeps 4
Carr House Farm from £525

North East Derbyshire · 1.6 miles away

Carr House Farm

Three-bedroom farmhouse sleeping six on a working farm at Wingerworth, North East Derbyshire; dogs welcome.

🛏️ 3 beds 👥 Sleeps 6 🐾 Pets welcome
Cottage
The Stables from £343

North East Derbyshire · 1.6 miles away

The Stables

One-bedroom cottage in rural Derbyshire, minutes from Matlock and Ashover's pubs, with countryside views.

🛏️ 1 bed 👥 Sleeps 2 🐾 Pets welcome
Alton Hall Cottage from £1,302

North East Derbyshire · 1.7 miles away

Alton Hall Cottage

Four-bedroom converted cottage and barn in North East Derbyshire countryside, sleeping 10, with private hot tub.

🛏️ 4 beds 👥 Sleeps 10
Cottage
Lings Farm Cottage from £353

North East Derbyshire · 1.9 miles away

Lings Farm Cottage

Stone semi-detached cottage on a working farm in North East Derbyshire, sleeping four with a wood burner.

🛏️ 2 beds 👥 Sleeps 4
Cottage
Moor Farm Cottage from £606

North East Derbyshire · 2.1 miles away

Moor Farm Cottage

Two-bedroom single-storey cottage near Ashover, North East Derbyshire, sleeping four.

🛏️ 2 beds 👥 Sleeps 4
Cottage
Holly Cottage from £353

North East Derbyshire · 2.2 miles away

Holly Cottage

Two-bedroom cottage in Alfreton with one dog welcome free; near Peak District attractions and countryside walks.

🛏️ 2 beds 👥 Sleeps 4 🐾 Pets welcome
The Old Chapel from £367

North East Derbyshire · 2.2 miles away

The Old Chapel

Converted chapel sleeping 4 in Handley, North East Derbyshire, with 2 bedrooms and 1 bathroom.

🛏️ 2 beds 👥 Sleeps 4
Manor House from £1,775

North East Derbyshire · 2.5 miles away

Manor House

This splendid, ground floor, detached cottage on the outskirts of Chesterfield in the Peak District can sleep up to ten people in five bedrooms.

🛏️ 5 beds 👥 Sleeps 10
Cottage
Tuliptree from £330

North East Derbyshire · 2.6 miles away

Tuliptree

Semi-detached house in Ashover, Derbyshire, sleeping 4 in 2 bedrooms.

🛏️ 2 beds 👥 Sleeps 4
Cottage
Harry's Lodge from £527

North East Derbyshire · 2.6 miles away

Harry's Lodge

Harry’s Lodge near Ashover, Derbyshire can sleep four people in two bedrooms.

🛏️ 2 beds 👥 Sleeps 4 🐾 Pets welcome
Cottage
Perkins Cottage from £737

North East Derbyshire · 2.7 miles away

Perkins Cottage

Three-bedroom cottage in North East Derbyshire village with enclosed garden, parking for three cars, and one dog welcome.

🛏️ 3 beds 👥 Sleeps 6 🐾 Pets welcome
Little Mill from £325

North East Derbyshire · 2.7 miles away

Little Mill

Little Mill in Ashover, Derbyshire sleeps two guests in one bedroom.

🛏️ 1 bed 👥 Sleeps 2 🐾 Pets welcome
The Old Stables from £713

North East Derbyshire · 2.8 miles away

The Old Stables

Four-bedroom semi-detached cottage near Matlock, Derbyshire, sleeping eight.

🛏️ 4 beds 👥 Sleeps 8
The Tack Room Cottage from £569

North East Derbyshire · 2.8 miles away

The Tack Room Cottage

Three-bedroom cottage for six in Ashover, North East Derbyshire; pets welcome.

🛏️ 3 beds 👥 Sleeps 6 🐾 Pets welcome
Cottage
Smithy Apartment from £427

North East Derbyshire · 3 miles away

Smithy Apartment

Two-bedroom apartment above a pub in North East Derbyshire, walking distance to Peak District trails and Marsh Green Farm Shop.

🛏️ 2 beds 👥 Sleeps 6 🐾 Pets welcome
Cottage
Holly Cottage from £533

North East Derbyshire · 3.1 miles away

Holly Cottage

Three-bedroom cottage in Alfreton with full kitchen, two bathrooms, parking for three cars, and one dog welcome.

🛏️ 3 beds 👥 Sleeps 6 🐾 Pets welcome
Cottage
Spire Haven from £563

Chesterfield · 3.1 miles away

Spire Haven

Four-bedroom house in Chesterfield sleeping eight.

🛏️ 4 beds 👥 Sleeps 8
Cottage
The Bobbin from £403

North East Derbyshire · 3.2 miles away

The Bobbin

The Bobbin, North East Derbyshire: converted barn with original features, one dog stays free.

🛏️ 2 beds 👥 Sleeps 4 🐾 Pets welcome
Acorn Cottage from £597

North East Derbyshire · 3.3 miles away

Acorn Cottage

Two-bedroom cottage on a working farm near Chesterfield, fully equipped for self-catering with woodburner and enclosed garden.

🛏️ 2 beds 👥 Sleeps 4 🐾 Pets welcome
Cherry Tree Farm from £1,767

North East Derbyshire · 3.4 miles away

Cherry Tree Farm

Five-bedroom house sleeping ten near Chesterfield, Derbyshire; no pets.

🛏️ 5 beds 👥 Sleeps 10
Cottage
Cherry Tree Cottage from £605

North East Derbyshire · 3.4 miles away

Cherry Tree Cottage

Cherry Tree Cottage near Chesterfield, Derbyshire sleeps two in one bedroom.

🛏️ 1 bed 👥 Sleeps 4 🐾 Pets welcome
Cottage
Calf Close Barn from £397

North East Derbyshire · 3.4 miles away

Calf Close Barn

Grade II listed barn conversion in 25 acres near Ashover, with walking trails to the village and Ogston Reservoir within 10 minutes.

🛏️ 2 beds 👥 Sleeps 4
Cottage
The Cottage from £703

North East Derbyshire · 3.5 miles away

The Cottage

Two-bedroom, single-storey cottage near Chesterfield sleeping four adults; no children, pets or smoking.

🛏️ 2 beds 👥 Sleeps 4
Cottage
Swallows Barn from £571

North East Derbyshire · 3.6 miles away

Swallows Barn

Three-bedroom barn near Chesterfield sleeping six.

🛏️ 3 beds 👥 Sleeps 6
Riber View Barn from £305

North East Derbyshire · 3.7 miles away

Riber View Barn

Converted barn sleeping four near Ashover, North East Derbyshire, with two bedrooms and one bathroom.

🛏️ 2 beds 👥 Sleeps 4 🐾 Pets welcome
Cottage
Christmas Cottage from £492

North East Derbyshire · 3.9 miles away

Christmas Cottage

Three-bedroom cottage in Shirland, North East Derbyshire, sleeps 5.

🛏️ 3 beds 👥 Sleeps 5
33 Main Road from £407

North East Derbyshire · 3.9 miles away

33 Main Road

Two-bedroom cottage for four in Higham, Derbyshire; pets welcome.

🛏️ 2 beds 👥 Sleeps 4 🐾 Pets welcome
Cottage
The Barn from £403

North East Derbyshire · 4 miles away

The Barn

Two-bedroom barn near Chesterfield, within reach of Bakewell, Matlock and the Peak District, with enclosed garden and parking.

🛏️ 2 beds 👥 Sleeps 3
Shire Cottage at Top Butterley Farm from £290

North East Derbyshire · 4 miles away

Shire Cottage at Top Butterley Farm

Converted barn sleeping 3 near Tansley, North East Derbyshire, 2 bedrooms.

🛏️ 2 beds 👥 Sleeps 3
Thorntree Lodge from £434

North East Derbyshire · 4 miles away

Thorntree Lodge

A log cabin based near the village of Rowsley in Derbyshire, it can sleep six people in three bedrooms.

🛏️ 3 beds 👥 Sleeps 6 🐾 Pets welcome
Cottage
Cuckoo Nest from £292

North East Derbyshire · 4 miles away

Cuckoo Nest

One-bedroom cottage sleeping 2 in Ashover, North East Derbyshire.

🛏️ 1 bed 👥 Sleeps 2
Cottage
Yew Tree Cottage from £453

North East Derbyshire · 4.1 miles away

Yew Tree Cottage

Three-bedroom cottage in Holymoorside village, North East Derbyshire, with enclosed garden and walks directly from the door into the Peak District.

🛏️ 3 beds 👥 Sleeps 6 🐾 Pets welcome
Havendale from £1,200

Chesterfield · 4.1 miles away

Havendale

Four-bedroom single-storey cottage in Chesterfield, sleeping 5, pets welcome.

🛏️ 4 beds 👥 Sleeps 5 🐾 Pets welcome
Cottage
Ashover Cottage from £1,236

North East Derbyshire · 4.1 miles away

Ashover Cottage

Two-bedroom Derbyshire cottage with AGA kitchen and log burner, set in rural countryside near Ashover village.

🛏️ 2 beds 👥 Sleeps 4
Cottage
The Chapel from £520

North East Derbyshire · 4.2 miles away

The Chapel

Converted chapel in Derbyshire sleeping 4 in 2 double bedrooms, pets welcome.

🛏️ 2 beds 👥 Sleeps 4 🐾 Pets welcome
Cottage
The Hollies from £297

Derbyshire Dales · 4.2 miles away

The Hollies

One-bedroom cottage in Derbyshire Dales near Matlock, with private parking and a garden patio where dogs stay free.

🛏️ 1 bed 👥 Sleeps 2 🐾 Pets welcome
Cottage
The Mill Cottage from £557

Bolsover · 4.3 miles away

The Mill Cottage

The Mill Cottage, Bolsover: detached 3-bed on the Hardwick Estate with direct access to Stainsby Mill and Hall.

🛏️ 3 beds 👥 Sleeps 8 🐾 Pets welcome
Cottage
Ramblers Retreat from £453

Derbyshire Dales · 4.3 miles away

Ramblers Retreat

One-bedroom lodge by a lake in Derbyshire Dales, with hot tub and parking for couples seeking countryside quiet.

🛏️ 1 bed 👥 Sleeps 2 🐾 Pets welcome
South Carolina Farm House from £777

Derbyshire Dales · 4.3 miles away

South Carolina Farm House

Stone farmhouse sleeping 7 near Matlock, with three bedrooms, two bathrooms, and a wood burner in the open-plan living space.

🛏️ 3 beds 👥 Sleeps 7 🐾 Pets welcome
Hallfield Hall Cottage from £1,400

North East Derbyshire · 4.3 miles away

Hallfield Hall Cottage

Four-bedroom cottage sleeping eight in Shirland, North East Derbyshire; pets allowed.

🛏️ 4 beds 👥 Sleeps 8 🐾 Pets welcome
West Barn from £1,092

North East Derbyshire · 4.3 miles away

West Barn

Four-bedroom barn conversion near Chesterfield with stream-side setting and direct Peak District access.

🛏️ 4 beds 👥 Sleeps 8
Cottage
Hallfield Hall from £2,205

North East Derbyshire · 4.4 miles away

Hallfield Hall

Hallfield Hall in Shirland, Derbyshire can sleep ten people in five bedrooms.

🛏️ 6 beds 👥 Sleeps 14 🐾 Pets welcome
Cottage
Mill Close Cottage from £651

North East Derbyshire · 4.5 miles away

Mill Close Cottage

Two-bedroom cottage in North East Derbyshire village, sleeps 4, with garden by a stream and free pet stay.

🛏️ 2 beds 👥 Sleeps 4 🐾 Pets welcome
Cottage
Overton from £596

Chesterfield · 4.5 miles away

Overton

Four-bedroom house sleeping eight in Chesterfield, pets welcome.

🛏️ 4 beds 👥 Sleeps 8 🐾 Pets welcome
Wayside Cottage at Wayside Farm from £288

Derbyshire Dales · 4.6 miles away

Wayside Cottage at Wayside Farm

Wayside Cottage rests near Matlock, Derbyshire and sleeps four in two bedrooms. Note: GHB of 250GPB applies.

🛏️ 2 beds 👥 Sleeps 4 🐾 Pets welcome
Cottage
Oakleigh from £423

North East Derbyshire · 4.6 miles away

Oakleigh

Single-storey bungalow in North East Derbyshire with 2 bedrooms, sleeping 3, near Peak District attractions.

🛏️ 2 beds 👥 Sleeps 3
Dovedale from £1,143

North East Derbyshire · 4.7 miles away

Dovedale

Four-bedroom house on the edge of Darwin Forest near Dovedale, with 10 acres of grounds and lake views.

🛏️ 4 beds 👥 Sleeps 8
Cottage
Eyam from £565

North East Derbyshire · 4.7 miles away

Eyam

Eyam is a two-bedroom cottage in North East Derbyshire with everything included for a self-catering stay, set on woodland grounds near Darwin Forest.

🛏️ 2 beds 👥 Sleeps 4 🐾 Pets welcome
Hartington from £981

North East Derbyshire · 4.7 miles away

Hartington

Four-bedroom stone cottage in North East Derbyshire with woodland walks from the door and lake views.

🛏️ 4 beds 👥 Sleeps 7 🐾 Pets welcome
Hassop from £1,615

North East Derbyshire · 4.7 miles away

Hassop

Five-bedroom house sleeping nine on the edge of Darwin Forest, with ten acres of woodland grounds and a private lake.

🛏️ 5 beds 👥 Sleeps 9
Cottage
Hopton from £1,091

North East Derbyshire · 4.7 miles away

Hopton

Four-bedroom house at Darwin Lake Holiday Village, North East Derbyshire, surrounded by woodland with private lake access.

🛏️ 4 beds 👥 Sleeps 7
Cottage
Tissington from £565

North East Derbyshire · 4.7 miles away

Tissington

Stone cottage in 10 acres of woodland near Matlock, with a private lake and walking trails on the grounds.

🛏️ 2 beds 👥 Sleeps 4 🐾 Pets welcome
Cottage
Bee Keepers Cottage from £737

North East Derbyshire · 4.9 miles away

Bee Keepers Cottage

Three-bedroom cottage on a Derbyshire farm, sleeping five, with one pet welcome and a golf course on the doorstep.

🛏️ 3 beds 👥 Sleeps 5 🐾 Pets welcome
Cottage
Little Barn from £537

North East Derbyshire · 4.9 miles away

Little Barn

Little Barn, North East Derbyshire: one-bedroom converted barn on a working farm, one dog welcome.

🛏️ 1 bed 👥 Sleeps 2 🐾 Pets welcome
Cottage
Peveril Cottage from £565

North East Derbyshire · 4.9 miles away

Peveril Cottage

Peveril Cottage, North East Derbyshire: detached two-bedroom cottage sleeping four, beside a lake in a woodland setting near Matlock.

🛏️ 2 beds 👥 Sleeps 4 🐾 Pets welcome
Cottage
Pine Lodge from £917

North East Derbyshire · 4.9 miles away

Pine Lodge

Pine Lodge, Tansley: 3-bedroom ground-floor lodge sleeping 11, near Peak District walks and Chatsworth House.

🛏️ 3 beds 👥 Sleeps 11 🐾 Pets welcome
Cottage
Rambler's Cottage from £304

Derbyshire Dales · 4.9 miles away

Rambler's Cottage

Stone-built cottage sleeping 4 on a Derbyshire farm near Matlock, 2 bedrooms, 1 bathroom.

🛏️ 2 beds 👥 Sleeps 4 🐾 Pets welcome

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