Secure your stay for £20 T&Cs apply

Holiday Cottages near Sheffield

71 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 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 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 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

A stone house with brown doors and windows and a garden with grass and a small tree near The Smithy in Grindleford near Calver

The Smithy

Grindleford near Calver, Peak District & Derbyshire Dales

4 Guests
2 Beds
No pets
Wifi

for 7 nights

From

£642

A patio with metal chairs and a table with sunflowers and glasses overlooking a countryside view at The Bungalow@Barlow in Chesterfield

The Bungalow@Barlow

Chesterfield, Peak District & Derbyshire Dales

4 Guests
2 Beds
Pet Friendly
Wifi

for 7 nights

From

£589

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

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 dining area with a glass table set for two with wine glasses and a bottle and a living room with a blue sofa and a beige armchair next to glass doors at 48 Rock Mill in Stoney Middleton near Calver
Offer

48 Rock Mill

Stoney Middleton near Calver, Peak District & Derbyshire Dales

2 Guests
1 Beds
Pet Friendly
Wifi

for 7 nights

From

£522

An outdoor view of a cottage with stone walls and plants at Lydgate Cottage in Eyam

Lydgate Cottage

Eyam, Peak District & Derbyshire Dales

3 Guests
2 Beds
Pet Friendly
Wifi

for 7 nights

From

£855

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

B7 APARTMENT 2

B7 APARTMENT 2

Sheffield, Peak District & Derbyshire Dales

4 Guests
2 Beds
Pet Friendly
Wifi

for 7 nights

From

£889

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 two-story house with a lawn and a driveway with potted plants at Eboracum in Hathersage

Eboracum

Hathersage, Peak District & Derbyshire Dales

5 Guests
3 Beds
No pets
Wifi

for 7 nights

From

£682

A stone house with a green garden and shrubs under a blue sky at 1 Orchard View in Hathersage

1 Orchard View

Hathersage, Peak District & Derbyshire Dales

6 Guests
3 Beds
No pets
Wifi

for 7 nights

From

£738

A stone cottage with two white framed windows and a gravel driveway at Harebell Cottage in Curbar
Offer

Harebell Cottage

Curbar, Peak District & Derbyshire Dales

4 Guests
2 Beds
No pets
Wifi

for 7 nights

From

£667

A cottage with a door and window in Charlotte’s Cottage Hathersage

Charlotte’s Cottage

Hathersage, Peak District & Derbyshire Dales

2 Guests
1 Beds
No pets
Wifi

for 7 nights

From

£393

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 two story house with a tiled roof glass balcony and stone walls at Glenhurst in Holmesfield

Glenhurst

Holmesfield, Peak District & Derbyshire Dales

10 Guests
5 Beds
No pets
Wifi

for 7 nights

From

£1149

A stone pathway next to a stone house with potted plants and a metal garden table and chair set at Vale Barn in Dronfield

Vale Barn

Dronfield, Peak District & Derbyshire Dales

6 Guests
2 Beds
No pets
Wifi

for 7 nights

From

£591

Whether you’re visiting for a cultural city break, a walking holiday in the nearby Peak District, or simply a relaxing weekend away, holiday cottages in Sheffield provide a cosy and characterful base to unwind.  

With so much to see and do, holiday cottages in Sheffield let you explore both the energy of the city and the peace of nature, all in one memorable break. 

Why Sheffield Holiday Cottages? 

Sheffield offer the best of both worlds, urban excitement and rural tranquillity, wrapped into one unforgettable escape. On the fringes of the breathtaking Peak District, these cottages in Sheffield provide a warm and welcoming base to explore everything from steel city culture to wild moorland adventures.  

What makes Sheffield truly special is its museums, galleries, and artisan cafés, and being just moments away from woodland trails or enjoying panoramic views from nearby moorlands. Find cultural gems like the Millennium Gallery, home to exhibitions on art, craft, and Sheffield’s steelmaking legacy, or the lush Sheffield Botanical Gardens, ideal for a peaceful stroll among rare and exotic plants.  

If you are into your food, then from your cottage in Sheffield you will love wandering around the indie eateries and craft breweries of Kelham Island, while the city centre offers shopping, theatres, and vibrant street art at every turn. 

Whether you’re here for a weekend of walking, a cultural escape, or simply some well-earned rest, a holiday cottage in Sheffield blends city charm and natural beauty making it a truly special place to visit. 

Places to Visit from Cottages in Sheffield 

Staying in a holiday cottage in Sheffield gives you the perfect launchpad to explore a rich variety of attractions, both urban and rural.  

Beyond the city limits, a whole world of natural beauty awaits. Head to the Peak District National Park, where scenic spots like Stanage Edge, Ladybower Reservoir, and Hathersage offer some of the UK’s finest walking, cycling, and climbing routes. Visit the historic Chatsworth House with its grand gardens and historic art collections or explore hidden gems like Longshaw Estate for a quiet picnic or woodland ramble.  

A holiday cottage in Sheffield makes it effortless to enjoy the diversity of South Yorkshire and the surrounding countryside. 

Other destinations from holiday cottages in Sheffield: 

Bakewell 

Buxton 

Leeds 

Matlock 

Types of Peak District Holidays 

Head on an adventure today with a holiday cottage in Sheffield! 

Looking to bring your dog on your next staycation? Then try booking a dog-friendly cottage in the Peak District or head to the countryside with a stay in a Peak District lodge or log cabin. If you are looking at bringing the whole family along, try one of these large Peak District cottages.  

For something extra special, book one of these Peak District cottages with hot tubs, or one of these luxury Peak District cottages and Peak District glamping pods. If you want to head away for a shorter period, see short breaks in the Peak District. 

If you still haven’t found what you’re looking for, browse the full collection of UK city breaks and South Yorkshire holiday cottages.  

Manage Your Cookie Preferences

We use cookies to enhance your browsing experience, analyse our traffic, personalise content and for marketing purposes including the personalisation of ads on the internet. We also set cookies that are necessary for our website to work. You can accept, decline, or manage your cookie preferences by clicking the appropriate button. More information about Google ads can be found in our cookie policy.