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South Yorkshire Cottages

222 properties found

A stone wall with plants in front and a metal gate leading to a patio with a table and chairs at Causeway Hideaway in Dore

Causeway Hideaway

Dore, Peak District & Derbyshire Dales

2 Guests
1 Beds
No pets
Wifi

for 7 nights

From

£409

A stone house with plants and flowers along the driveway at Underbank Hall Cottage in Stocksbridge near Holmfirth

Underbank Hall Cottage

Stocksbridge near Holmfirth, Peak District & Derbyshire Dales

2 Guests
1 Beds
Pet Friendly
Wifi

for 7 nights

From

£324

A small stone and brick building with a gravel driveway green fence and lawn at The Cow Shed at Pear Tree Farm Kirkhouse Green near Sykehouse

The Cow Shed at Pear Tree Farm

Kirkhouse Green near Sykehouse, Yorkshire Dales - South

2 Guests
1 Beds
Pet Friendly
Wifi

for 7 nights

From

£473

A stone exterior wall with green framed windows and a sliding glass door next to a garden bed and outdoor seating area at Temperance Croft Wadshelf near Chesterfield

Temperance Croft

Wadshelf near Chesterfield, Peak District & Derbyshire Dales

2 Guests
1 Beds
No pets
Wifi

for 7 nights

From

£397

A building with a door and window at Millers Retreat in Chesterfield

Millers Retreat

Bolsover, Peak District & Derbyshire Dales

2 Guests
1 Beds
Pet Friendly
Wifi

for 7 nights

From

£399

An outdoor patio with wooden benches and gravel pathway outside blue doors and stone walls at Holly Cottage Bolsterstone Ewden Village
Offer

Holly Cottage

Bolsterstone / Ewden Village, Peak District & Derbyshire Dales

4 Guests
2 Beds
Pet Friendly
Wifi

for 7 nights

From

£469

A kitchen with appliances and wooden cabinets at Don Valley Apartment A
New

Don Valley Apartment A

Sheffield, Peak District & Derbyshire Dales

2 Guests
1 Beds
Pet Friendly

for 7 nights

From

£290

Exterior entrance of a house with a white door two small flower pots on the ground and a stone wall at Stone Farm Cottage in Wortley

Stone Farm Cottage

Wortley, Peak District & Derbyshire Dales

5 Guests
3 Beds
Pet Friendly
Wifi

for 7 nights

From

£388

An exterior view of a stone and blue corrugated metal wall with a door, wooden bench, and gravel path at Oak Cottage in Bolsterstone Ewden Village
Offer

Oak Cottage

Bolsterstone / Ewden Village, Peak District & Derbyshire Dales

4 Guests
2 Beds
Pet Friendly
Wifi

for 7 nights

From

£492

A garden with green grass and trees next to a house with a red tiled roof at Pond View in Cuckney

Pond View

Cuckney, Peak District & Derbyshire Dales

2 Guests
1 Beds
No pets
Wifi

for 7 nights

From

£404

A garden path with flowers and signs reading Riverside Lodge Parking and Riverside Lodge near a wooden building at Riverside Lodge in Cuckney

Riverside Lodge

Cuckney, Peak District & Derbyshire Dales

2 Guests
1 Beds
No pets
Wifi

for 7 nights

From

£435

A stone building with multiple windows and a dark door labeled Courthouse Cottage in Eckington Derbyshire

Courthouse Cottage

Eckington, Derbyshire, Peak District & Derbyshire Dales

4 Guests
2 Beds
Pet Friendly
Wifi

for 7 nights

From

£488

A living room with a sofa, two armchairs, a wooden chest coffee table, a fireplace with a wood-burning stove, a TV, and windows with curtains at St Johns Cottage in Penistone

St. John's Cottage

Penistone, Peak District & Derbyshire Dales

4 Guests
2 Beds
No pets
Wifi

for 7 nights

From

£514

Stone buildings with glass doors and windows on a lawn at Top Hill Farm Cottage in Oughtibridge

Top Hill Farm Cottage

Oughtibridge, Peak District & Derbyshire Dales

4 Guests
2 Beds
Pet Friendly
Wifi

for 7 nights

From

£819

A garden with seating area and flowers at 57 Howden Avenue Doncaster

57 Howden Avenue

Skellow, North York Moors & Coast

8 Guests
4 Beds
No pets
Wifi

for 7 nights

From

£583

A building exterior with plants and seating area at Underview in Jackson Bridge

Underview

Holmfirth, Yorkshire Dales - North

2 Guests
1 Beds
Pet Friendly
Wifi

for 7 nights

From

£405

A small A-frame cabin with a porch two lounge chairs a picnic bench and a fire pit in the garden at Buttercup Lodge in Misterton

Buttercup Lodge

Misterton, Peak District & Derbyshire Dales

2 Guests
1 Beds
No pets
Wifi

for 7 nights

From

£466

A paved outdoor area with stone steps and a small table with two chairs outside a white cottage at Smithy Cottage in Bradwell near Castleton

Smithy Cottage

Bradwell near Castleton, Peak District & Derbyshire Dales

2 Guests
1 Beds
No pets
Wifi

for 7 nights

From

£362

A garden with flowers and a bench at Laneside Barn in Calver

Laneside Barn

Calver, Peak District & Derbyshire Dales

2 Guests
1 Beds
No pets
Wifi

for 7 nights

From

£377

A stone house with black framed windows and a black door with a stone paved courtyard at The Cottage in Silkstone

The Cottage

Silkstone, Peak District & Derbyshire Dales

4 Guests
3 Beds
Pet Friendly
Wifi

for 7 nights

From

£500

Spend your next break exploring the scenic charm and cultural heritage of Yorkshire by booking one of these fantastic options for accommodation in South Yorkshire. Whether you're planning a romantic escape, a family adventure or a walking holiday, these properties make for brilliant places to stay.

Why Book Accommodation in South Yorkshire?

Nestled between rolling countryside and lively towns, these holiday homes in South Yorkshire are perfect for those looking to explore one of England’s most characterful counties. With the Peak District National Park brushing its western edge, it’s a region packed full of rugged beauty, sweeping views and exciting walking trails.

Beyond its countryside, South Yorkshire is also steeped in history and industry, with the likes of Rotherham, Doncaster and Sheffield all offering something different. From museums and music venues to botanical gardens and quirky cafés, you’ll have plenty to do during your stay.

What’s best is that when you book one of these holiday cottages in South Yorkshire, you’ll be staying close to it all. So, whether you’re out to explore the great outdoors or take in some local culture, you won’t be disappointed.

Places to Visit from these Holiday Homes in South Yorkshire

When you book one of these cottages in South Yorkshire, you’ll have plenty of unique and exciting places to discover and explore, all waiting for you on your doorstep!

Just a 25-minute drive away is the city of Sheffield, often referred to as the “Steel City”. It’s known for its industrial heritage, thriving arts scene and green spaces, including the stunning Sheffield Botanical Gardens and the peaceful Endcliffe Park. You’ll also find independent shops, restaurants and galleries scattered throughout the city centre.

On the other hand, just into the neighbouring Peak District will bring you to the lovely village of Hathersage, nestled in the Hope Valley. A great spot for walkers and outdoor lovers, the village is surrounded by dramatic scenery and is close to landmarks like Stanage Edge and the historic North Lees Hall, which inspired Charlotte Brontë’s Jane Eyre.

Other Popular Destinations near these Holiday Cottages in South Yorkshire:

Bradwell

Chesterfield

Dronfield

Holmfirth

Misterton

Types of Yorkshire Holidays

As well as these cottages in South Yorkshire, you can also take a look at the full collection of all available Yorkshire cottages, which covers the entire region.

If you're looking for something specific, there’s plenty more to choose from. For example, if you’re bringing your dog along, then be sure to browse these pet-friendly cottages in Yorkshire.

If a bit of luxury is what you're after, then check out these luxury cottages in Yorkshire or unwind in one of these hot tub cottages in Yorkshire.

Planning a trip with family or friends? Then you’ll want to take a look at these large Yorkshire cottages. Or, for something a bit more rustic and peaceful, have a browse through these farm cottages in Yorkshire.

If you’ve already got your dates in mind, why not browse through these short breaks in Yorkshire or last-minute Yorkshire holidays too?

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