Best Holiday rentals and Airbnb offers in Chesterfield
8.3 24 reviews
Chesterfield
03/09 – 06/09
£123/nighttotal: £369 (3 )
Cuckoo Nest
1 2
house , Chesterfield
Cuckoo Nest, a self-catering house in Chesterfield, is situated approximately 13.8km from Chatsworth House and within a 37-55km radius of attractions including the Utilita Arena Sheffield, Buxton Opera House, and Nottingham Castle. This one-bedroom property boasts 90 square metres of floor space, including a fully equipped kitchen with dishwasher, a private garden, free Wi-Fi, and private parking, ideal for couples seeking a peaceful retreat with opportunities for cycling nearby.
9.3 9 reviews
Chesterfield
03/09 – 06/09
£116/nighttotal: £348 (3 )
1 Bed In Chesterfield Oc-dcelm
1 2
house , Old Brampton
Elm Croft, a one-bedroom house in Old Brampton, Derbyshire, is conveniently located 11km from Chatsworth House and offers easy access to other attractions like the Utilita Arena Sheffield (29km) and Buxton Opera House (32km). This self-catering property sleeps three, boasting a fully equipped kitchen with dishwasher, washing machine, free Wi-Fi, free private parking, and a cosy fireplace; enjoy peaceful surroundings and explore the local area.
10 2 reviews
Chesterfield
21/08 – 23/08
£129/nighttotal: £258 (2 )
Prime Location 2 Bed Parking Included
1 2
house , Chesterfield
This detached house is conveniently located in Chesterfield, 17.7 kilometres from Chatsworth House and 22.5 kilometres from Utilita Arena Sheffield. This 88 square metre property accommodates up to 7 guests with 1 bedroom and 1 bathroom, offering free WiFi, a fully equipped kitchen with a dishwasher and oven, and dedicated parking.
10 4 reviews
Chesterfield
26/06 – 28/06
£288/nighttotal: £576 (2 )
Springwood Barn No2 Merlyn
2 4
house , Sheffield
Springwood Barn No2 Merlyn, near Sheffield, offers a self-catering property 15.1km from Chatsworth House and 16.1km from the FlyDSA Arena. This two-bedroom house, boasting 61 square metres of floor space, sleeps seven guests and includes a fully equipped kitchen with dishwasher, private terrace, garden, parking, and free Wi-Fi.
9.6 260 reviews
Chesterfield
28/08 – 01/09
£72/nighttotal: £288 (4 )
Exclusive & Beautiful Modern Studio Flat
1 2
apartment , Dronfield
This studio flat is situated on Green Lane in Dronfield, just a short drive from the Peak District National Park and approximately 20 kilometres from Sheffield. The property is rated excellent for its location, cleanliness and overall user experience. The self-contained studio apartment comfortably accommodates two guests and features a fully equipped kitchen, a spacious bathroom and a small double bed. Amenities include off-street parking, internet access, a microwave, a fridge and a warm and cosy atmosphere, perfect for both working and relaxing.
9.7 65 reviews
Chesterfield
02/07 – 06/07
£107/nighttotal: £428 (4 )
Apartment 2, The Old Bank Apartments
1 1
apartment , Dronfield
This luxury flat is situated right next to Dronfield train station, offering easy access to Sheffield and other destinations. It enjoys an excellent location rating, as well as excellent ratings for cleanliness and user experience. This one-bedroom flat comfortably sleeps two guests and spans 35 square metres. It features a fully equipped kitchen with a dishwasher, oven, and microwave, as well as a private parking space.
Chesterfield
21/08 – 23/08
£116/nighttotal: £232 (2 )
2-bed House Sleeps 4 W Parking & Garden
2 2
house , Chesterfield
This 2-bedroom dwelling in Chesterfield is situated 30 kilometres from East Midlands Airport, 23 kilometres from Utilita Arena Sheffield, 35 kilometres from Nottingham Castle, 23 kilometres from Clumber Park, 26 kilometres from Sherwood Forest, and 27 kilometres from Chatsworth House. This 70 square meter property offers accommodation for up to 7 guests, featuring a kitchen with a fridge and microwave, complimentary Wi-Fi, free private parking, a garden, and provided towels and bed linen.
9.7 183 reviews
Chesterfield
07/07 – 08/07
£71/nightfor 1 night
The Loft
1 1
apartment , Hollingwood
This comfortable one-bedroom flat is situated just 500 metres from Ringwood Hall and the Hollingwood Public House, making it a great base for exploring the area. The property has received excellent ratings for its cleanliness, location, and overall user experience. The self-catering flat is perfect for couples or solo travellers, offering a private loft room with an en-suite shower. Enjoy the convenience of keyless entry, free Wi-Fi, and on-site parking, along with all the necessary amenities for a comfortable stay.
9.5 348 reviews
Chesterfield
26/06 – 28/06
£119/nighttotal: £238 (2 )
A Cosy 2 Bedroom Family Friendly Living Space
2 4
apartment , Derbyshire
This charming cottage is located in the heart of the Peak District, just a short drive from the stunning scenery and walking trails of the National Park. It has received excellent ratings for its location, cleanliness, and overall experience, making it a great choice for a relaxing getaway. The cottage has two bedrooms and one bathroom, comfortably accommodating up to four guests. It includes a well-equipped kitchen with a fridge and microwave, a garden, free parking, and WiFi, ensuring a comfortable and convenient stay.
9.4 105 reviews
Chesterfield
02/07 – 06/07
£102/nighttotal: £408 (4 )
Chatsworth Stables
1 1
house , Newbold
Chatsworth Stables is a holiday home located in Newbold, just 18 kilometres from Chatsworth House and 22 kilometres from FlyDSA Arena, offering a peaceful escape in the countryside. The property has excellent user, location, and cleanliness ratings. The self-catering accommodation spans 36 square metres and can sleep up to four guests in one bedroom and one bathroom. The house has a private terrace, a garden, a fully equipped kitchen, free Wi-Fi, and a washing machine.
9.1 780 reviews
Chesterfield
28/08 – 01/09
£121/nighttotal: £484 (4 )
Barlow Country Club - Mill Farm Cottages
1 2
house , Dronfield
Barlow Country Club - Mill Farm Cottages is located in Dronfield, just a short drive from Chatsworth House and FlyDSA Arena, offering a peaceful retreat in the countryside. The property has received excellent ratings for its location, cleanliness, and overall experience. The cottages are family-friendly and pet-friendly, featuring a garden, terrace, and a restaurant on-site. Guests can enjoy free Wi-Fi, a fully equipped kitchen, and a tennis court, making it ideal for a relaxing and enjoyable stay.
Chesterfield
25/06 – 16/07
£126/nighttotal: £2646 (21 )
Large House Near Chesterfield
1 2
apartment , Old Whittington
This five-bedroom, two-bathroom flat in Old Whittington offers convenient access to the motorway, ideal for commuting and travel. This spacious accommodation accommodates up to eight guests, featuring a large kitchen, two bathrooms with showers, and a comfortable living area, making it a practical choice for longer stays.
Best Holiday Rentals for Families in Chesterfield
Family holidays in Chesterfield work best when your holiday rental is properly set up with space and city attractions within easy reach.
8.1 35 reviews
Chesterfield
03/09 – 06/09
£112/nighttotal: £336 (3 )
Garland Way 2 Bed House Sheffield Free Parking 5 Min From M1
2 2
house , Mosborough
This two-bedroom house in Mosborough, Sheffield, is situated a 5-minute drive (8km) from the M1 motorway and 12.4km from the Utilita Arena Sheffield. The property offers free private parking, Wi-Fi, a fully equipped kitchen with dishwasher, a garden, and accommodates up to seven guests; enjoy easy access to the M1 for exploring Yorkshire.
9.6 88 reviews
Chesterfield
08/08 – 09/08
£135/nightfor 1 night
The Little Red House
2 2
apartment , Sheffield
The Little Red House is a comfortable apartment located in Sheffield, just a short drive from attractions like FlyDSA Arena, Clumber Park, and Eco-Power Stadium. It has received excellent ratings for its location, cleanliness, and overall experience. The apartment has two bedrooms and one bathroom, comfortably accommodating up to four guests. Enjoy a private garden and terrace, a fully equipped kitchen with a dishwasher, a washing machine, and free Wi-Fi and parking.
10 5 reviews
Chesterfield
03/09 – 06/09
£179/nighttotal: £537 (3 )
Cottage ∙ 2 Bedrooms ∙ 4 Guests
2 2
cottage , Dronfield
This two-bedroom holiday home in Dronfield offers a rural base with easy access to Peak District attractions, including Chatsworth House (approximately 11 kilometers away) and Haddon Hall (approximately 16 kilometers away), as well as the market town of Chesterfield (approximately 8 kilometers away). This family-friendly property accommodates up to four guests, featuring a fully equipped kitchen-diner, a lounge with an electric fire, two bathrooms, a garden with patio seating, and off-road parking, with a cot and highchair available on request.
9.4 65 reviews
Chesterfield
03/09 – 06/09
£171/nighttotal: £513 (3 )
Poppy Cottage
2 2
house , Matlock
Poppy Cottage is a charming house in Matlock, just 14 kilometres from Chatsworth House and 35 kilometres from Buxton Opera House, offering a peaceful retreat away from the hustle and bustle. This property has consistently received excellent ratings for its cleanliness, location and overall user experience. The house has two bedrooms and one bathroom across 52 square metres of living space. Guests can enjoy a fully equipped kitchen, a comfortable living area with a flat-screen TV, free Wi-Fi, on-site parking, and a tennis court, making it perfect for families and groups seeking a relaxing and active getaway.
Top Holiday Rentals with Parking in Chesterfield
Free on-site parking comes with these holiday rentals in Chesterfield, allowing you to focus on the city centre from day one.
9.2 41 reviews
Chesterfield
21/08 – 23/08
£71/nighttotal: £142 (2 )
Stylish Flat In Chesterfield Peak District
1 2
apartment , Chesterfield
This Chesterfield apartment, situated in the Peak District, is conveniently located within a 21km radius of Chatsworth House, Clumber Park, and Buxton Opera House. The 40 square metre flat offers one bedroom, one bathroom, sleeps three guests, and includes a fully equipped kitchen with microwave, private parking, and free Wi-Fi.
9.6 39 reviews
Chesterfield
08/08 – 09/08
£380/nightfor 1 night
Oakleigh
2 2
house , Old Brampton
This Old Brampton house, ideally located near Chatsworth House (13.2 km), offers easy access to major attractions including the Utilita Arena Sheffield (27.4 km) and Buxton Opera House (33.8 km). The two-bedroom property provides free private parking, Wi-Fi, a dishwasher, and a garden, comfortably accommodating families or small groups seeking self-catering accommodation near Chatsworth House.
9.2 78 reviews
Chesterfield
21/08 – 23/08
£207/nighttotal: £414 (2 )
Lovely Home Close To City Center & Rail Station
2 2
apartment , Chesterfield
This comfortable apartment is situated in Chesterfield, just a short distance from the city centre and train station, making it easy to explore both the town and the surrounding attractions like FlyDSA Arena (25 km), Clumber Park (31 km), and Sherwood Forest (38 km). The apartment enjoys excellent ratings for its location, cleanliness, and overall user experience. This two-bedroom, two-bathroom home offers 140 square metres of space, comfortably accommodating up to four guests. The apartment is equipped with a modern kitchen, including a fridge, freezer, microwave oven, and dishwasher, along with internet access and parking.
Chesterfield
02/07 – 06/07
£119/nighttotal: £476 (4 )
Contractor Friendly 3br Sleeps 5
3 1
house , Duckmanton
This detached property is located in Duckmanton, 22 kilometers from Utilita Arena Sheffield and Clumber Park, with Chatsworth House 24 kilometers away. This 80 square meter holiday home offers 3 bedrooms, 1 bathroom, and accommodates up to 5 guests, featuring a fully equipped kitchen, free Wi-Fi, and private parking.
Frequently asked questions about holiday rentals in Chesterfield
When is the best time to book a vacation rental in Chesterfield?
Chesterfield is lovely all year round, but if you want to avoid the crowds, try booking outside of the school holidays. May and September are usually good months for a visit, the weather is still pleasant and there's plenty going on.
What are the best Airbnb and holiday rentals in Chesterfield?
What are the best budget-friendly activities in Chesterfield?
Take a walk along the Chesterfield Canal towpath, it's free and you can see some beautiful scenery. Visit the Chesterfield Market, it's a great place to pick up some souvenirs and local produce. And don't forget to check out the free exhibitions at the Chesterfield Museum and Art Gallery.
What are the most popular Airbnbs in Chesterfield?
What are the best walking or cycling routes in Chesterfield?
The Chesterfield Canal towpath is a great option for a leisurely walk or cycle. For something a bit more challenging, try the High Peak Trail, which runs for 17 miles through the Derbyshire countryside. And if you're looking for a shorter route, the Chesterfield town centre is very walkable, with plenty of interesting shops and buildings to see.
What are the best holiday rentals with a pool in Chesterfield?
Are there pet-friendly attractions in Chesterfield?
The Chesterfield Canal towpath is great for a walk with your dog. Many pubs and cafes in Chesterfield are also dog-friendly. You can also check out the Chesterfield Museum and Art Gallery, they have a special 'doggy day' once a month.
What are the best rentals for families and kids in Chesterfield?
What are the benefits of choosing a vacation rental in Chesterfield?
Vacation rentals offer more space and privacy than a hotel room. They're also often more affordable, especially if you're travelling with a family or a group of friends. And you can often find rentals with unique features, like a garden or a hot tub.
What are the best rentals or Airbnbs with a jacuzzi in Chesterfield?
Check Out Holiday Rentals with a Balcony in Chesterfield
Choosing a holiday rental in Chesterfield with a private balcony offers city skyline views that are worth every penny. Compare options and find yours.
10 1 review
Chesterfield
21/08 – 23/08
£106/nighttotal: £212 (2 )
The Carriage
1 2
apartment , Matlock
This Matlock flat is located 7.2 kilometres from Chatsworth House and offers convenient access to Sheffield and Nottingham. This one-bedroom flat, covering 12 square metres, accommodates up to three guests and features a kitchen, terrace, and complimentary Wi-Fi, with free private parking available.
8.3 11 reviews
Chesterfield
03/09 – 06/09
£264/nighttotal: £792 (3 )
The Olde Coach House
3 2
house , Chesterfield
The Olde Coach House is a tranquil retreat located 19 kilometres from Chatsworth House, offering a peaceful escape from the hustle and bustle of Chesterfield town. The property has received excellent ratings for its cleanliness, location, and overall user experience. This 3-bedroom, 2-bathroom property spans 120 square metres and can comfortably accommodate up to 11 guests. Enjoy a range of on-site amenities including a fitness centre, tennis court, and a Jacuzzi, as well as a well-equipped kitchen, a spacious garden, and a terrace for outdoor dining.
9.3 104 reviews
Chesterfield
21/08 – 23/08
£135/nighttotal: £270 (2 )
The Carriage House
1 2
apartment , Matlock
The Carriage House is a charming apartment in Matlock, just 16km from Chatsworth House, 35km from Buxton Opera House, and 38km from Alton Towers. This property has consistently received excellent ratings for its location, cleanliness, and overall experience. The apartment has one bedroom, one bathroom, and can accommodate up to two guests in its 25 square metres of space. It comes equipped with free Wi-Fi, a fully equipped kitchen, and a private terrace with garden views, allowing guests to enjoy a comfortable and convenient stay.
9.5 36 reviews
Chesterfield
03/09 – 06/09
£105/nighttotal: £315 (3 )
Stay@chesterfield
3 2
house , Wingerworth
Stay@Chesterfield, a holiday home in Wingerworth, Derbyshire, is conveniently located approximately 19 kilometres from Chatsworth House, 32 kilometres from Clumber Park, and 40 kilometres from Sherwood Forest. This 80 square metre property boasts three bedrooms, two bathrooms, sleeps eleven guests, and includes a fully equipped kitchen with dishwasher, free Wi-Fi, private parking, and a terrace/garden.
Neighborhoods and points of interest in Chesterfield
Best Chesterfield holiday rentals with air conditioning
9.2 25 reviews
Chesterfield
02/07 – 06/07
£331/nighttotal: £1324 (4 )
Exceptional 3 Bed House With Homely Comforts, Close To Fast Food, Supermarkets And City Centre
3 1
apartment , Sheffield
This recently renovated three-bedroom flat is ideally located just 2.6 kilometers from the FlyDSA Arena, close to fast-food restaurants, a supermarket, and the city centre. It has received excellent ratings for location, cleanliness, and user experience. The apartment spans 105 square meters and includes a fully equipped kitchen, a comfortable living area, and a private garden. Guests can enjoy amenities such as air conditioning, free Wi-Fi, and private parking, making it a perfect choice for families or groups of friends visiting Sheffield.
Chesterfield
25/06 – 16/07
£279/nighttotal: £5859 (21 )
Lv8 Chesterfield
1 2
apartment , Chesterfield
This one-bedroom flat in Chesterfield offers proximity to Chatsworth House (16 kilometres) and Utilita Arena Sheffield (22.5 kilometres), with East Midlands Airport 56 kilometres away. This 55 square metre apartment accommodates two guests and features a fully equipped kitchen with a dishwasher, complimentary Wi-Fi, air conditioning, and private parking.
9.0 8 reviews
Chesterfield
03/09 – 06/09
£1047/nighttotal: £3141 (3 )
Superb 3 Bed House, Homely Comforts Close To Supermarkets, With Private Parking On Gated Premise
3 2
house , Sheffield
This charming house is situated just 4 kilometres from the FlyDSA Arena, offering a peaceful retreat on a quiet street in Sheffield. The house has consistently received excellent ratings for its cleanliness, location, and overall experience. The property spans 150 square metres and comfortably accommodates up to 5 guests across 3 bedrooms and 1 bathroom. Enjoy the peaceful garden views, relax in the air-conditioned home, and make use of the fully equipped kitchen, picnic area, and free parking.
10 1 review
Chesterfield
03/09 – 06/09
£206/nighttotal: £618 (3 )
Spacious 4 Bed Home For Families & Contractors.
4 2
house , Sheffield
This detached house is located in a residential district of Sheffield, offering convenient access to local amenities and transport links, with the city centre approximately a 15-minute drive away. This spacious 105 square meter property features 4 bedrooms, 3 bathrooms, free Wi-Fi, private parking, and a fully equipped kitchen, accommodating up to 12 guests.