The county of South Yorkshire covers 600 square miles and includes the boroughs of Barnsley, Doncaster, Rotherham and Sheffield. It lies on the eastern edge of the Pennines and borders the rest of Yorkshire, Lincolnshire, Derbyshire and Nottinghamshire. Holiday cottages in South Yorkshire are popular among visitors who want to discover the county’s dramatic landscapes of craggy hills and deep valleys. The countryside is crossed by the rivers Dearne, Rother and Don, and dotted with the remains of mining buildings, steel plants and spoil heaps. On the doorstep of your South Yorkshire holiday cottage, The Peak District National Park is an enchanting expanse of vales, high moorland and jagged gritstone edges, scattered with peaceful villages and opulent country homes. The park is crisscrossed by scenic trails and has exceptional sites for rock-climbing, caving and other outdoor pursuits.

5 cottages found 5 match all criteria.

Underbank Hall Cottage is a romantic cottage for couples in a secluded rural location with breath-taking views of the valleys and hills between The Peak District and The Pennines in Stocksbridge, but still within easy reach of the fleshpots of Sheffield. Pets welcome.

Rebuilt and completely refurbished in 2018 to create a large, luxury Pennine holiday cottage near Penistone, Spicer Manor may look like a traditional brick farmhouse from the outside, but inside it has all mod cons, including a state-of-the-art cinema, SONOS music system and underfloor heating.

It may look Victorian, but Hartcliffe View is a large, sumptuously furnished, modern house in a rural location, standing in moorland on the edge of the Peak District near Penistone in South Yorkshire. This dog friendly holiday cottage sleeps 15. It has a games room and football pitch in the garden.

Hazlehead House is a large 18th-Century Pennine holiday cottage in rural surroundings between Penistone and Holmfirth in South Yorkshire. Hazlehead is a pet friendly property located in the heart of 'Last of the Summer Wine' country and will appeal to large family gatherings and groups of friends.

Luxuriously large barn conversion Yorkshire Pennine cottages, we have four properties here at Smallshaw Farm near Penistone, sleeping from 2 - 7 (19 people in all). Surrounded by 700 acres of open farmland with a large garden area. Dogs welcome.

Popular Towns

in South Yorkshire

  1. Millhouse Green
  2. Penistone
  3. Sheffield

South Yorkshire has a wealth of historic sites including Monk Bretton Priory, Conisborough Castle and Roche Abbey. Yorkshire Wildlife Park, Elescar Steam Railway and Woodlands Model Village are recommended for family days out. Well worth a visit on self-catering holidays in South Yorkshire, Sheffield is a lively city with a fascinating history to delve into. It played an important role in the Industrial Revolution with a booming steel industry and the development of various inventions in the 19th century. The historic city centre is best explored by foot, with a variety of independent shops, a flourishing food scene, and an abundance of interesting landmarks and architecture to discover.

Another popular place to visit in South Yorkshire is Doncaster, a charming market town where Norman castles, Regency architecture and horse-racing combine to create an atmosphere like nowhere else in the region. 18th century Cusworth Hall, Potteric Carr Nature Reserve and South Yorkshire Aircraft Museum are all worth a visit.