Hundredrooms logo

Cheshire Holiday Lets

Selection of self-catering accommodation and holiday homes in Cheshire

We have the best holiday cottages in Cheshire

Compare hundreds of Cheshire cottages in just one click and you can find the best rental for your trip to the luscious green county in the Northwest of England. We search through hundreds of different websites to save you the job of doing so manually; we understand that it can be stressful to find the perfect holiday letting in Cheshire. The red sandstone buildings of Cheshire’s towns, and the timber built homes of the rural villages are all dotted about in a sinuous landscape of farmland. It is the perfect spot for a short break in a holiday cottage. It is a strategically placed county, with a history dating back to the first century AD when the Romans founded its classic county town of Chester. The county of Cheshire sits between the two major Northwest cities of Manchester and Liverpool, and is an area replete with stately homes, gardens and places to stay with hot tubs. Whether you’re looking to escape to the country and experience Cheshire farm life from the comfort of a self-catering cottage, or enjoy one of its swanky small towns, you will fall in love with this place. Perhaps you’re looking to escape the city for a few days and take some well-deserved respite. We have it all - in a matter of seconds, we search accommodation in Cheshire and find you exactly what you’re looking for. All you have to do is tell us how many people you’re travelling with, and for how long - we’ll take care of the rest.

Cottages for families

Dog-friendly cottages

Cottages for couples

Places to stay in Cheshire

    Cheshire is home to short-term holiday rentals that offer both a rural and city stay. There is a range of self-catering accommodation in the villages and small towns, or instead you can stay in a luxury apartment in a place like Chester. Read on to find out exactly where you should stay:
  • Chester: This is the county town of Cheshire, and was originally the site of a Roman fort in the first century AD. Now it is both a wonderful mix of history and contemporary culture and architecture, rolled into one. Explore holiday homes in Chester here.

When to visit Cheshire

The most popular time to book a Cheshire self-catering cottage has got to be during the festive period. There is something truly special about staying in this rural region during Christmas time, and many choose it for their Christmas shopping destination. The best time of year to book cheap accommodation is immediately after Christmas and in January. It tends to be most expensive in the build up to Christmas, when many book cottage getaways to fit in their Christmas shopping!

Jodrell Bank Observatory and other points of interest

  • Delamere Forest Park: Managed by the Forestry Commission is this large woodland area. It is an important spot for cyclists, walkers, mountain bikers and horse riders.
  • Jodrell Bank Observatory: This is home to the world’s third-largest steerable radio telescope. It is a hub of science and technology located in the Cheshire countryside, and belongs to the University of Manchester.
  • Beeston Castle: A castle with dramatic views over the Cheshire countryside and even the Welsh hills. It has one of the deepest wells in England, and is surrounded by luscious woodland.
  • Chester city walls: Originally begun by the Romans when they built their fortress of Deva Victrix between 70 and 80 AD, the walls surround the former area of the medieval city.
  • Alderley Edge: This red sandstone lookout offers some of the most stunning woodland and country views across the county of Cheshire, and beyond to Liverpool, Manchester and Wales.