Best Holiday rentals and Airbnb offers in Chesterfield
Chesterfield
27/06 – 25/07
£128/nighttotal: £3584 (28 )
3 Bedroom With 6 X Beds - Great Location With Free Parking
3 1
apartment , Chesterfield
This Chesterfield holiday home is conveniently located within 3.2km of the Technique Stadium, Mecca Bingo, Chesterfield Market, Queen's Park, and the Pomegranate Theatre. The three-bedroom property, sleeping up to six guests, offers a washing machine, hairdryer, iron and ironing board, and is ideally situated for exploring Chesterfield and the Peak District National Park.
Chesterfield
21/08 – 23/08
£115/nighttotal: £230 (2 )
Stylish Flat In Chesterfield Near Peak District
1 2
apartment , Chesterfield
This Chesterfield apartment is conveniently located within a 1.9km walk of Chesterfield Market and a 0.3km drive from the SMH Group Stadium, near Chesterfield railway station. This one-bedroom flat offers 37 square metres of living space, including a fully equipped kitchen, in-unit laundry, and amenities such as Wi-Fi and on-site parking, perfect for exploring Chesterfield's attractions like the Barrow Hill Roundhouse.
8.3 38 reviews
Chesterfield
08/08 – 09/08
£77/nightfor 1 night
Jubilee Works
1 2
apartment , Chesterfield
Jubilee Works apartment in Chesterfield offers a one-bedroom flat near the town centre, conveniently located 19 kilometres from Chatsworth House and 19 kilometres from Sherwood Forest. This self-catering property sleeps seven guests and includes free Wi-Fi, private parking, a fully equipped kitchen, and a flat-screen TV; nearby attractions include the Utilita Arena Sheffield.
9.8 179 reviews
Chesterfield
28/08 – 01/09
£129/nighttotal: £516 (4 )
Cheerful 2- Bedroomed Home In Chesterfield.
1 2
house , Derbyshire
This charming townhouse is located on the edge of the Peak District, just a 3km walk from Chesterfield's Market Town and a 32km drive from the main attractions of the Peak District. Guests have consistently rated this property excellent for its location, cleanliness, and overall experience. The home offers 2 bedrooms and 1 bathroom, comfortably accommodating up to 4 guests. Amenities include a fully equipped kitchen with a fridge and dishwasher, a private garden, and parking, making it a perfect choice for families or groups looking for a relaxing and convenient stay.
Chesterfield
01/08 – 30/09
£46/nighttotal: £2760 (60 )
Bright & Contemporary Studio In Sheffield W Wifi
1 2
studio , Sheffield
This contemporary studio apartment in Sheffield is located in a residential area, offering convenient access to local attractions with Utilita Arena Sheffield 5.95 kilometres away. This 28 square metre studio, accommodating up to three guests, features a well-equipped kitchen with a fridge and microwave, and provides complimentary WiFi for your convenience.
8.5 140 reviews
Chesterfield
08/08 – 09/08
£69/nightfor 1 night
Middlecroft
1 2
apartment , Chesterfield
This one-bedroom apartment is located in Chesterfield, just 12 miles from FlyDSA Arena and 16 miles from Chatsworth House, offering easy access to attractions while providing a peaceful setting away from the city. The apartment is highly rated, with excellent cleanliness and very good location and user ratings. The self-catering apartment can comfortably accommodate up to 4 guests and features a fully equipped kitchen, flat-screen TV, free Wi-Fi, and private parking. Guests can enjoy the convenience of independent check-in and check-out, as well as the added benefit of being in a non-smoking accommodation.
The Urban Residence is a spacious six-bedroom flat located in the Sheffield district of Victoria, offering convenient access to local attractions. This family-friendly apartment provides accommodation for up to 12 guests, featuring a private terrace, free WiFi, complimentary private parking, and a car rental service on-site.
9.9 141 reviews
Chesterfield
18/10 – 26/10
£102/nighttotal: £816 (8 )
Peak Edge Terrace (Derbyshire, Peak District)
2 5
house , Derbyshire
Peak Edge Terrace is located on the eastern edge of the Peak District, just 15 kilometers from Chatsworth House and a 20-minute walk from Chesterfield, offering a peaceful retreat in a beautiful setting. The property consistently receives excellent ratings for its cleanliness, location, and overall user experience. The house comfortably accommodates up to six people with two bedrooms, a bathroom, a spacious living room, and a dedicated games room. Guests can enjoy a fully equipped kitchen, a private courtyard with garden furniture, and a range of amenities for both adults and children, including a Smart TV, board games, and access to local information.
10 5 reviews
Chesterfield
26/06 – 28/06
£188/nighttotal: £376 (2 )
Middlecroft House By Smart Corporate Stays
1 4
apartment , Staveley
This Staveley apartment is located on Middlecroft Road, within walking distance of the district centre, Morrison's supermarket, and the leisure centre. This makes it a great base for exploring the area, with easy access to shops, restaurants, and local amenities. This comfortable home can accommodate up to 10 guests and comes with 4 bathrooms, a kitchen, parking, and internet access. You can also enjoy a variety of leisure activities within a short distance, including exploring the Peak District, just a short drive away.
8.6 13 reviews
Chesterfield
26/06 – 28/06
£212/nighttotal: £424 (2 )
Aspley House
5 4
house , Sutton in Ashfield
Aspley House is located in Sutton in Ashfield, a short drive from Sherwood Forest, Clumber Park, and Nottingham. It has excellent user, location, and cleanliness ratings. This 5-bedroom house, covering 120 square meters, is ideal for large families or groups. The house offers amenities like a fully equipped kitchen, private entrance, parking, and internet access.
10 10 reviews
Chesterfield
18/10 – 26/10
£142/nighttotal: £1136 (8 )
9nqs
A Comfortable Home In Chesterfield
3 5
apartment , Derbyshire
This three-bedroom Chesterfield apartment enjoys a central location, a five-minute walk from restaurants and bars, and two minutes from a pub, providing easy access to the Peak District National Park. The property sleeps eight guests and includes a kitchen, internet access, and one bathroom; its proximity to Chesterfield town centre and excellent transport links makes it ideal for exploring Derbyshire.
9.0 222 reviews
Chesterfield
08/08 – 09/08
£115/nightfor 1 night
Commuters Getaway
1 2
apartment , Chesterfield
This Chesterfield apartment is located just 18km from Chatsworth House and 24km from FlyDSA Arena, making it a convenient base for exploring the area. The apartment has received very good ratings for cleanliness, location, and overall experience. The 60 square metre property has two bedrooms and can accommodate up to four guests. It offers a range of amenities including a fully equipped kitchen, free Wi-Fi, private parking, and a garden with a patio.
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.
8.3 24 reviews
Chesterfield
04/07 – 05/07
£342/nightfor 1 night
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.
9.1 176 reviews
Chesterfield
07/07 – 08/07
£75/nightfor 1 night
Matlock Glamping Rooms
1 1
studio , Matlock
This studio apartment is located in Matlock, Derbyshire, just a short distance from the town centre and popular attractions like the Heights of Abraham and Matlock Bath. Guests have consistently rated it excellent for its location, cleanliness, and overall experience. The studio is a comfortable and compact space, offering 18 square metres of living area and accommodating up to 6 guests. It includes a kitchen with a fridge, microwave oven, and free WiFi, as well as private parking for your convenience.
Chesterfield
04/07 – 05/07
£480/nightfor 1 night
Cottage ∙ 2 Bedrooms ∙ 4 Guests
2 2
cottage
This Victorian terraced house at Lime Grove Walk 11 in Matlock offers a family-friendly base within 300 meters of the town centre and provides convenient access to the Peak District National Park. This two-bedroom dwelling accommodates up to four guests with a farmhouse-style kitchen, a sitting room featuring a woodburning stove, and an enclosed rear garden with bike storage, ideal for exploring local attractions such as Hall Leys Park and Heights of Abraham.
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.
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.
8.5 52 reviews
Chesterfield
18/10 – 26/10
£85/nighttotal: £680 (8 )
Little Manor
2 5
house , Chesterfield
Little Manor is a sustainable holiday home located in Chesterfield, just 22 kilometres from Chatsworth House and 24 kilometres from FlyDSA Arena, offering a peaceful escape in a quiet neighbourhood. The property has received very good ratings for its cleanliness, location and overall experience. The two-bedroom home comfortably sleeps four guests and features a well-equipped kitchen with a fridge, microwave and toaster. Guests can enjoy the outdoor space with a patio and garden, free parking and a terrace with views of the quiet street.
Chesterfield
26/09 – 27/09
£625/nightfor 1 night
Moor Farm Cottage
1 2
cottage , Chesterfield
This golf cottage in Chesterfield offers convenient access to local attractions, being situated within 10 km of Lumsdale Valley, Queen's Park, Crown Square, Grassmoor Country Park, and Hall Leys Park. The property features a private hot tub, free WiFi, a well-equipped kitchen with a dishwasher and fridge, two bathrooms, and on-site parking, with a washing machine available for guest use.
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.
8.7 63 reviews
Chesterfield
04/07 – 05/07
£100/nightfor 1 night
Daniel’s Semi Rural Retreat
2 2
apartment , Clowne
Daniel's Semi Rural Retreat, a self-catering apartment in Clowne, Derbyshire, offers easy access to Clumber Park (22.5km), Sherwood Forest (24km), Chatsworth House (30.5km), and Sheffield (29km). This 74 square metre property features two bedrooms, one bathroom, sleeps five guests, and includes a garden, parking, Wi-Fi, a fully equipped kitchen with oven and microwave, and a washing machine.
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.
9.6 8 reviews
Chesterfield
21/08 – 23/08
£86/nighttotal: £172 (2 )
Fairfield Snug - Ashover Village Super King-twin
1 2
apartment , Ashover
This recently renovated Ashover apartment is situated 17.7 kilometres from Chatsworth House and 32.2 kilometres from Utilita Arena Sheffield. This 22 square metre flat offers accommodation for up to three guests, with a terrace, on-site parking, complimentary WiFi, and an on-site coffee shop for convenience.
8.9 44 reviews
Chesterfield
21/08 – 23/08
£176/nighttotal: £352 (2 )
Ranmoor Serviced Apartments At Wilkinson Lane - The Sandford Suite
1 2
apartment , Sheffield
The Sandford Suite, a Ranmoor serviced apartment in Sheffield, is conveniently located 6.8km from the Utilita Arena and offers easy access to other attractions. This one-bedroom flat provides comfortable accommodation for up to three guests, featuring a fully equipped kitchen with fridge, a private terrace/balcony, free Wi-Fi, private parking, and a washing machine.
Chesterfield
27/06 – 04/07
£338/nighttotal: £2366 (7 )
Apartment ∙ 5 Bedrooms ∙ 12 Guests
5 8
apartment
This five-bedroom detached house is located on Raynald Road, Great Britain, with convenient access to Sheffield city centre via the A57 and A61, and public transport options within walking distance. This spacious accommodation, suitable for up to 12 guests, features a large open-plan living area, a fully equipped kitchen with a washer-dryer, private garden with BBQ, and driveway parking, offering flexible sleeping arrangements and self-check-in for a comfortable stay.
9.7 3 reviews
Chesterfield
21/08 – 23/08
£170/nighttotal: £340 (2 )
Amber Cabin
2 2
cabin , Ashover
Amber Cabin, a self-catering lodge in Ashover, is situated 12.4 kilometres from Chatsworth House and 32.2 kilometres from Utilita Arena Sheffield. This 70 square metre lodge accommodates up to 7 guests across 2 bedrooms and 2 bathrooms, featuring a garden, terrace, WiFi, and private parking, with a kitchen and living area with a fireplace.
Neighborhoods and points of interest in Chesterfield
Best Chesterfield holiday rentals with air conditioning
9.1 19 reviews
Chesterfield
26/06 – 28/06
£179/nighttotal: £358 (2 )
The Little Trout Cottage
1 4
apartment , Barlow
The Little Trout cottage is located in Barlow, North Derbyshire, offering easy access to the Peak District National Park. This three-bedroom, one-bathroom property sleeps five, including one well-behaved dog, and boasts a kitchen, parking, and internet access.
10 3 reviews
Chesterfield
07/07 – 08/07
£140/nightfor 1 night
Hip Hideaway In The Trendiest Part Of Town
2 1
house , Nether Edge
This Nether Edge property is located 7.7 kilometres from Utilita Arena Sheffield and 20.9 kilometres from Chatsworth House. This two-bedroom holiday cottage accommodates up to six guests and offers a kitchen with a fridge and microwave, air conditioning, a terrace, garden, and on-site parking.
9.0 8 reviews
Chesterfield
21/08 – 23/08
£1119/nighttotal: £2238 (2 )
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
21/08 – 23/08
£201/nighttotal: £402 (2 )
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.