Discover a selection of 500 vacation rentals in Chesterfield, GB that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and parking. Prices start at $106 per night, and cottages and houses are popular options for a stay in Chesterfield. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Chesterfield
Destination guide

The friendly city of Chesterfield awaits you

Come and experience Chesterfield and its churches, culture and theater scene. Well known for its bars, parks and restaurants, this welcoming city won't disappoint. Beauchief Abbey and Millennium Gallery are just a couple of the must-sees in the area. With a vacation rental, you get a home away from home—many rentals offer full kitchens and outdoor grills for some home cooking.


Sightseeing in and around Chesterfield

Do you want to find things to do during your stay? Venture out of your vacation home and check out everything that makes Chesterfield a fun place to get away. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city center:

  • Magna Science Adventure Centre (12.8 mi / 20.5 km)
  • Birchall Golf and Leisure (3.2 mi / 5.2 km)
  • Dore and Totley Golf Club (6.5 mi / 10.5 km)
  • Moor View Golf Centre (6.6 mi / 10.7 km)
  • Birley Wood Golf Club (7.4 mi / 11.9 km)
  • Beauchief Golf Course (7.6 mi / 12.3 km)
Natural features

Exploring the natural landscape of Chesterfield

Whether you're looking for fun outdoor activities or just want to spend some time taking in the scenery, Chesterfield is a great spot to appreciate mother nature. These are a few of the area's most enchanting sights, all within 30 miles (48.2 km) of the city center:

  • Peace Gardens (10.1 mi / 16.3 km)
  • Sherwood Forest Country Park (15.2 mi / 24.5 km)
  • Graves Park (7.3 mi / 11.8 km)
  • Ecclesall Woods (7.9 mi / 12.8 km)
  • Millhouses Park (8.3 mi / 13.3 km)
  • Meersbrook Park (8.4 mi / 13.6 km)
How to get there

How to get to and around Chesterfield

The nearest airport is in Doncaster (DSA-Robin Hood), located 24.5 mi (39.4 km) from the city center. If you can't find a flight that works for your travel itinerary, you could also fly into Nottingham (NQT), which is 26.2 mi (42.2 km) away.

If you'd prefer to travel by train, the main station serving the city is Chesterfield Station.

How many vacation rentals are available around Chesterfield, GB?

Our 2021 property listings offer a large selection of 575 vacation rentals around Chesterfield. From 332 cottage rentals to 433 house rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

What are the popular point of interests near where I can stay when traveling to Chesterfield?

Vrbo offers a large selection of vacation rentals near lovely places in Chesterfield. From Vrbo travelers, the top most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Chesterfield Market: 1,150 vacation rentals
  • Barrow Hill Roundhouse Railway Centre: 1,078 vacation rentals
  • Chesterfield Station: 1,136 vacation rentals
  • St Mary & All Saints Church: 1,157 vacation rentals
  • Mecca Bingo: 1,152 vacation rentals

But there are many other points of interest around Chesterfield listed on Vrbo where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Cottages in Chesterfield?

Yes, of course. Vrbo has 332 Cottages in Chesterfield. Our other popular types of vacation rentals in Chesterfield include:

  • Houses: 433 rentals available
  • Condos/Apartments: 120 rentals available
  • Barns: 14 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Bungalows and more.

Can I find a vacation rental with pool in Chesterfield?

Yes, you can select your preferred vacation rental with pool among our 7 vacation rentals with pool available in Chesterfield. Please use our search bar to access the selection of vacation rentals available.