Holiday rentals and lettings in Chesterfield

Holiday rentals and lettings in Chesterfield

Start comparing over 47 rentals in Chesterfield and book at the best price!

Find Holiday Rentals & Lettings in Chesterfield

Highlights in Chesterfield

  • Cinema
  • Crooked Spire church
  • Brewery
  • Scenic Walks
  • Nature reserve
  • Park
  • Museum

Best Holiday Rentals & Lettings in Chesterfield

Guests agree: these stays are highly rated for location, cleanliness, and more.

Other holiday ideas and property types in Chesterfield that might be interesting

Prices and availability

Current Holiday letting prices Chesterfield

£173for 7 Dec - 14 Dec
£191 annual average
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Average price per week

Current holiday letting availability Chesterfield

62%for 7 Dec - 14 Dec
66% annual average
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Percentage of available lettings

Holiday rentals and lettings in Chesterfield

A market town in the Peak District

Chesterfield is a budding town in the Peak District of Northern England. Surrounded by verdant hills and rolling countryside, the charming town boasts an array of lovely walking opportunities for its visitors. In the town centre, you will find a famous historic church known for its crooked spire, as well as an ancient market, and streets lined with independent shops. Learn about the history of the town at the Chesterfield museum and enjoy strolls in the numerous green parks dotted around the town. A holiday in Chesterfield is perfect for families, history lovers, nature enthusiasts, and couples seeking an underrated destination in the East Midlands of Northern England.

Finding the perfect holiday rental in Chesterfield

Enjoy a getaway in the tranquil countryside of the Peak District with a stay in Chesterfield. The lively town boasts a nice array of holiday rentals, with a little something for every type of traveller. Opt for a family-sized rental complete with several bedrooms, a large garden, and plenty of privacy. Couples can rent a cosy, intimate letting with a sauna and a hot tub for some much needed R&R. Pick a rental outside of town with a private balcony where you can enjoy stunning views of the surrounding natural landscapes. Rentals in Chesterfield boast aesthetic exteriors and well-equipped interiors with all the modern amenities you will need to feel comfortable throughout your stay such as Wi-Fi, heating, air-conditioning, and fully functioning kitchens. With so many excellent options to choose from, you’ll be sure to find the holiday rental of your dreams in Chesterfield.

Holidays in Chesterfield

The area and getting around

Arriving in Chesterfield

Sheffield is the closest major city to Chesterfield at 13 miles away. You can reach Chesterfield from Sheffield by car in 20 minutes or by train in 10 minutes. Manchester is the second-closest city to Chesterfield at 50 miles away. It takes around an hour to reach Chesterfield from Manchester by train or car. Buses are also available from most cities and towns to Sheffield. If you’d like to drive yourself, you can find numerous car hire companies in Manchester and Sheffield.

Getting around Chesterfield

The town centre of Chesterfield is very walkable, with a wide range of attractions, restaurants, and shops all reachable on foot. If you’re a keen walker, you can enjoy long walks along the Chesterfield Canal as well. To get from further points around the town, it’s best to use a taxi or a private car to get around. The public bus system is well organized here with buses available for reaching different areas of the town.

Travellers and activities

Chesterfield for families

There are numerous activities for families of all ages to enjoy together in Chesterfield. Catch a new release on the big screen at Cineworld Cinema Chesterfield. This family-friendly cinema has a snack stand where you can buy beverages, sweets, and popcorn to enjoy while you watch your film. Also, admire the famous crooked spire of the historic Parish Church of St. Mary and All Saints. This 1,000-year-old church boasts a fascinating history and a unique, photo-worthy spire. Spend some time admiring the architecture of the church, learning about the history, and snapping some photos.

Chesterfield for couples

Enjoy a nice cold beer with your better half at the Collyfobble Brewery. There’s a lovely outdoor patio seating area where you can admire scenic views of the countryside as you relax. For a fine-dining date night restaurant, opt to have dinner at Maison Mes Amis. Here you can enjoy 5-star food in a sophisticated seating area. If you’re in the mood for something slightly more laid back, enjoy a steak dinner at Soulville Steakhouse, where you can enjoy delicious steaks and friendly service in the ambient indoor dining room.

Chesterfield’s oldest pub, The Royal Oak in the Shambles, is believed to have been the rest house for the Knights Templars in the 16th century.

Top 5 travel tips in Chesterfield

1. Tour Hardwick Hall

The magnificent Hardwick Hall is a National Trust country house from the Elizabethan era. The house boasts impressive architectural details as well as a rich history and stunning gardens. Do a tour of the house with a knowledgable guide where you can explore the various rooms of the house as well as browse the artefacts and displays. After your tour of the inside, enjoy spectacular walks around the green grounds outside.

2. Enjoy a scenic walk along the Linacre Reservoir

Immerse yourself in nature for a few hours at the Linacre Reservoir where you can enjoy uninterrupted peace and silence among the trees and birds. Enjoy the excellent walking trails here where you can follow the water’s edge, feed the ducks, and admire the lush woodland surroundings. There are clean toilets here and ample parking as well.

3. Learn about the local history at Chesterfield Museum

Delve into the local history at the Chesterfield Museum where you can browse the impressive collections on display here. The various artefacts and informational plaques around the small museum offer a fascinating insight into the town’s rich past. The friendly staff are happy to chat and answer any questions you might have. The best part: entry is free!

4. Visit the historic Barrow Hill Roundhouse Railway Centre

If you’re interested in history and trains, don’t miss out on a visit to this lovely railway museum. Visit an impressive collection of historic steam engines and other artefacts. There’s a timeline on display explaining the history of trains. Visit various locomotives, wagons, and other engines. Afterwards, pop by the café for tea and a light snack.

5. Have a stroll along the Chesterfield Canal

This lovely canal path begins in the centre of the town and then stretches into the countryside. Enjoy a long, leisurely stroll here where you can enjoy wildlife sightings with views of the water. Cycling this path is another popular option and allows you to see even more of it!

Information about holiday lettings in Chesterfield

🏡 Holiday lettings available: 21 properties.
💳 Discount available: up to -40%.
🌙 Minimum price per night: from £37.
⭐ Most popular amenities: Wi-Fi, garden and balcony.
🐾 Pet-friendly: 9 properties.
📶 For workation: 100% of the properties.
👩‍👩‍👧‍👦 For families: 19% of the properties.

FAQs: Holiday Rentals & Lettings in Chesterfield

Which amenities can you typically find at the holiday lettings in Chesterfield?

Out of all of the facilities offered by Holidu, it appears that the holiday lettings in Chesterfield offer everything that travellers dream of! Here, holiday lettings generally are equipped with a variety of facilities, the most popular being: Wi-Fi (100%), garden (80%), and balcony (31%)... What more could you want?!

What are the reviews like for the holiday lettings in Chesterfield?

According to Holidu, most of the holiday lettings in Chesterfield get a score of fewer than 4.5 stars. It is therefore not the best destination for the highest-rated holiday lettings in the United Kingdom.

Are the holiday lettings in Chesterfield pet-friendly?

Of course! In Chesterfield, 37% of the holiday lettings allow you to bring along your furry friend, and 80% also have a garden!

Do the holiday lettings in Chesterfield tend to have Wi-Fi?

Yes! According to last year's data, 100% of holiday lettings in Chesterfield offer Wi-Fi. So no need to panic, you will be able to browse the internet throughout your stay!

What are the prices like for holiday lettings in Chesterfield?

A high percentage of holiday lettings in Chesterfield (91%) tend to cost less than £100 per night. This is the perfect destination for finding a budget-friendly holiday letting!

Do the holiday lettings in Chesterfield typically have a fireplace or a swimming pool?

Not always. According to Holidu's data, most of the holiday lettings in Chesterfield are not equipped with one.

Are the holiday lettings in Chesterfield suitable for trips with the whole family or better for a weekend break as a couple?

According to Holidu's information, 100% of holiday lettings are perfect for families with up to four guests. Approximately 100% of the holiday lettings here include at least two separate bedrooms. This is the perfect destination for families of four!

Are the holiday lettings in Chesterfield the best option for a luxurious stay?

Sure! The holiday lettings in Chesterfield are quite well-equipped. However, if you are looking for unique holiday accommodation, we advise you not to wait too long to make the reservation, since the availability of accommodation fills up quickly. Out of all accommodations in Chesterfield, 0% have a pool, 80% have a garden but none have a sauna. Also, if you are looking for a lot of space, 100% of the holiday lettings can accommodate big groups, and 80% have green spots in the surrounding area.

If you want to plan a getaway to Chesterfield do you know the best time to do it?

Judging by the amenities at the holiday lettings in Chesterfield, it is a destination that suits all seasons of the year. This is because there are properties with swimming pools, air conditioning and even fireplaces. You can be sure that Chesterfield is an ideal place to enjoy both summer and winter.