Chesterfield holiday rentals: compare the best deals
10 2 reviews
Chesterfield
07/02 – 07/06
HK$1160/nightTotal: HK$4640 (4 )
Barn Owls Nest-uk39432
1 1
cottage , Dronfield
This Dronfield riverside cottage is situated within 4.8km of Dore & Totley Golf Club, Graves Park, Beauchief Abbey, Birch Hall Golf Club, and Abbeydale Industrial Hamlet, and an 18-minute walk from Dronfield railway station. The self-catering property sleeps two guests in one bedroom and one bathroom, offering a fireplace, fully equipped kitchen, TV, internet access, free on-site parking, and proximity to waterside activities.
9.6 199 reviews
Chesterfield
08/21 – 08/23
HK$1465/nightTotal: HK$2930 (2 )
Beautiful Grade Ii Listed Gatehouse In Great Location
1 2
house , Sheffield
This Grade II Listed Gatehouse is conveniently located in Sheffield, just a short distance from the FlyDSA Arena and a longer drive from Chatsworth House. The property is highly rated for its location, cleanliness and overall experience. The charming house offers one bedroom and one bathroom, with a floor area of 44 square metres, comfortably accommodating two guests. Enjoy the peaceful garden views, relax in the well-equipped kitchen with a fridge, freezer and dishwasher, and make the most of the free parking and Wi-Fi.
9.4 105 reviews
Chesterfield
08/21 – 08/23
HK$965/nightTotal: HK$1930 (2 )
Chatsworth Stables
1 2
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.
10 182 reviews
Chesterfield
09/26 – 09/27
HK$1123/nightfor 1 night
Chesterfield -Peak District-chatsworth-ev Charger
1 2
apartment , Derbyshire
This ground-floor studio apartment is situated on a quiet avenue in Chesterfield, Derbyshire, offering easy access to Chatsworth Road's amenities and within a short driving distance (approximately 20-30km depending on the specific destination) of the Peak District National Park, Chatsworth House, Buxton, Bakewell, and Matlock. The self-contained unit, sleeping up to two guests, features a kitchenette with a fridge-freezer and microwave, a private bathroom, and a comfortable double bed; nearby attractions include the Hipper Valley trail ideal for cycling.
10 262 reviews
Chesterfield
09/26 – 09/27
HK$2492/nightfor 1 night
'Rose House' Modern 3 Bedroom Detached House
3 2
apartment , Derbyshire
This apartment is located just 1.6km from Chesterfield town centre, making it easy to access shops, restaurants and local amenities, and is within a 15-minute drive of Chatsworth House, Haddon Hall and the Peak District National Park. It has consistently received excellent ratings for location, cleanliness and user experience. The flat has an open-plan living area, kitchen and dining space, accommodating up to 6 guests in two double bedrooms and a single room with bunk beds. The property also benefits from a private garden, parking and internet access, making it a comfortable and convenient base for exploring Derbyshire.
10 5 reviews
Chesterfield
06/27 – 07/25
HK$1730/nightTotal: HK$48440 (28 )
Middlecroft House By Smart Corporate Stays
1 1
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.
8.7 3 reviews
Chesterfield
06/25 – 07/16
HK$1083/nightTotal: HK$22743 (21 )
Chatsworth Terrace - Chesterfield Centre And Peak District
2 2
house , Chesterfield
This Chesterfield house, near the town centre, is 18km from Chatsworth House and offers easy access to the Peak District National Park. The 55 square metre property sleeps up to four guests in two bedrooms, one bathroom, and boasts a fully equipped kitchen, garden, parking, and free Wi-Fi.
Chesterfield
08/21 – 08/23
HK$1216/nightTotal: HK$2432 (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.
9.6 52 reviews
Chesterfield
09/03 – 09/06
HK$1418/nightTotal: HK$4254 (3 )
Cottage ∙ 2 Bedrooms ∙ 4 Guests
2 2
cottage
This charming two-bedroom cottage is situated on Matlock Moor, just 2 kilometres north of the spa town of Matlock and a short walk from the Matlock Golf Club, offering a peaceful rural setting. It has consistently received excellent reviews from guests. The cottage provides 105 square metres of space, comfortably accommodating up to four guests. It features a well-equipped kitchen, a cosy living area, a private garden, and parking, making it ideal for families or groups of friends looking for a relaxing getaway.
9.5 35 reviews
Chesterfield
07/07 – 07/08
HK$1124/nightfor 1 night
The Blossoms - Studio Apartment
1 1
apartment , Derbyshire
This Chesterfield studio apartment offers convenient ground-floor access and a private entrance, situated a short walk from Chesterfield railway station and the town centre, providing easy access to the Peak District National Park. This Derbyshire self-catering unit sleeps two guests and includes a well-equipped kitchenette with a fridge, microwave, kettle, toaster, and coffee press, plus a designated workspace and fast broadband.
Chesterfield
06/27 – 07/25
HK$1734/nightTotal: HK$48552 (28 )
Luxury Barn Retreat On The Edge Of The Peaks
1 1
farm , Derbyshire
Gooseberry Barn, a farm stay located on the edge of the Peak District, offers convenient access to Derbyshire landmarks such as Chatsworth House, Bakewell, and Hathersage, with direct routes to countryside walks. This property accommodates four guests in two en-suite bedrooms and features underfloor heating, a log burner, and a well-equipped kitchen, with abundant local wildlife for nature enthusiasts.
9.3 233 reviews
Chesterfield
06/26 – 06/28
HK$2615/nightTotal: HK$5230 (2 )
Stunning Central Apartment With Free Parking
2 4
apartment , Sheffield
This centrally located Sheffield flat is just 4.2 miles from FlyDSA Arena and within easy reach of attractions like Chatsworth House and Clumber Park, making it a great base for exploring the city. The property has received excellent ratings for its cleanliness, location and overall user experience. This two-bedroom apartment is ideal for families or groups of friends. Guests can enjoy free parking, Wi-Fi, a modern kitchen with a fridge, freezer, microwave, and a washing machine, along with comfortable bedding and towels.
Best family friendly Chesterfield holiday rentals
Among the 134 accommodations in Chesterfield, here are the 4 best family friendly rentals
Chesterfield
07/04 – 07/05
HK$4747/nightfor 1 night
Smithy Cottage
2 2
apartment , Barlow
Smithy Cottage is a two-bedroom holiday let located in Barlow, Derbyshire, 322 metres from a local pub and 3.5 kilometres from a shop. This pet-friendly accommodation sleeps four guests across one king-size and one twin bedroom, featuring a well-equipped kitchen with a dishwasher and Nespresso machine, a living room with an electric fire, and a private outdoor yard, with WiFi, fuel, power, bed linen, and towels included.
8.3 267 reviews
Chesterfield
06/26 – 06/28
HK$970/nightTotal: HK$1940 (2 )
All Inn Apartments
1 4
apartment , Staveley
All Inn Apartments is located in Staveley, just 19 kilometres from the FlyDSA Arena and 24 kilometres from Clumber Park, offering easy access to both city attractions and countryside escapes. This apartment has received very good ratings for its location, cleanliness, and overall experience. The apartment has one bedroom and one bathroom, covering a spacious 900 square metres. You'll find a fully equipped kitchen with a fridge and microwave, a washing machine, free Wi-Fi, a relaxing garden, and free private parking, making it ideal for a comfortable and convenient stay.
Chesterfield
07/04 – 07/05
HK$6550/nightfor 1 night
Bryn Tor - The Gardener's House
3 2
cottage , Bolsover, near Chesterfield
This Art Deco holiday home in Bolsover, near Chesterfield, offers rural views and is minutes from Bolsover Castle, 32 kilometres from Sherwood Forest, and 32 kilometres from Chatsworth House. This dog-friendly cottage accommodates five guests across three bedrooms and two bathrooms, featuring two living rooms with open fires, a well-equipped kitchen, Wi-Fi, a garden with seating, and private parking for two cars.
8.3 35 reviews
Chesterfield
09/03 – 09/06
HK$1338/nightTotal: HK$4014 (3 )
Modern 3 Bedroom Home, Close To City Centre And Peak District
3 2
house , Heeley
This modern Heeley house is situated near Sheffield city centre, offering easy access to the Peak District National Park within a 40-kilometre radius. The 120-square-metre property boasts three bedrooms, one bathroom, sleeps nine guests, and includes a private garden, terrace, parking, and free Wi-Fi.
Best Chesterfield holiday rentals with parking
9.4 426 reviews
Chesterfield
07/07 – 07/08
HK$1021/nightfor 1 night
Perfectly Located City Centre Studio Apartment - West One With Free Wifi, Gym Access, Netflix
1 1
studio , Sheffield
This modern studio apartment is located in Sheffield city centre, just 6.4 kilometres from FlyDSA Arena and 25.7 kilometres from Chatsworth House. The studio has received excellent ratings for its cleanliness, location, and overall experience, making it a great choice for travellers. The self-catering apartment features a well-equipped kitchen, a comfortable living area, and a modern bathroom, comfortably accommodating up to three guests. Enjoy complimentary Wi-Fi, Netflix, and access to a fitness room, perfect for staying connected and active during your stay.
9.5 36 reviews
Chesterfield
09/03 – 09/06
HK$1104/nightTotal: HK$3312 (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.
9.2 4 reviews
Chesterfield
09/03 – 09/06
HK$1249/nightTotal: HK$3747 (3 )
The Old Hayloft-uk39431
1 2
house , Dronfield
The Old Hayloft is a one-bedroom house in Dronfield, Derbyshire, conveniently located 13.5 km from Sheffield’s Utilita Arena and 17.7 km from Chatsworth House. This self-catering property sleeps three guests and features free Wi-Fi, private parking, a dishwasher, and a private entrance.
8.5 2 reviews
Chesterfield
09/03 – 09/06
HK$1697/nightTotal: HK$5091 (3 )
Harris House
3 2
house , Brimington
Harris House, a three-bedroom property in Staveley, Derbyshire, is conveniently located 26km from Chatsworth House, 29km from Sherwood Forest, and 26km from Clumber Park. This self-catering house sleeps nine guests and boasts a fully equipped kitchen, garden, free parking, and Wi-Fi; enjoy a peaceful stay with easy access to major attractions.
Frequently asked questions about holiday rentals in Chesterfield
What should a first-time visitor not miss in Chesterfield?
You definitely want to see the Crooked Spire, it's Chesterfield's most famous landmark. A trip to the Chesterfield Museum & Art Gallery is a must too, it's a great way to learn about the history of the town. And for a bit of green space, the Queen's Park is a lovely spot to relax.
What are the best Airbnb and vacation rentals in Chesterfield?
Which neighborhood in Chesterfield should you consider for a vacation rental?
The town centre is a good bet if you want to be close to the action. If you're looking for something a bit quieter, try the area around Queen's Park, it's lovely and green.
What are the most popular Airbnbs in Chesterfield?
What are the top family-friendly attractions in Chesterfield?
Chesterfield's a great place for families. You've got the Chesterfield Canal, which you can explore by boat, the Chesterfield Museum & Art Gallery has lots of interactive exhibits for kids, and the Queen's Park has a playground and lots of open space to run around in.
What are the best vacation rentals with a pool in Chesterfield?
When is the best time to book a vacation rental in Chesterfield?
The best time to book a vacation rental in Chesterfield is usually during the shoulder seasons, like spring and autumn, when the weather's nice and the prices are a bit lower. You might want to book a bit earlier if you're planning to visit during the summer, especially if you're coming for a festival or event.
What are the best rentals for families and kids in Chesterfield?
What events or festivals should visitors check out in and around Chesterfield?
The Chesterfield Food and Drink Festival is a big one, it's held in the town centre and has lots of stalls selling local produce. And there's the Chesterfield Beer Festival, which takes place at the Winding Wheel.
What are the best rentals or Airbnbs with a jacuzzi in Chesterfield?
What are the best budget-friendly activities in Chesterfield?
A walk along the Chesterfield Canal is free and a great way to see the town. The Chesterfield Museum & Art Gallery has free entry, and the Queen's Park is a beautiful spot to relax and enjoy the sunshine.
What are the best restaurants with local dishes in Chesterfield?
The Old House is a popular choice, they serve classic British dishes and have a great atmosphere. For something a bit more modern, try The Tap, they do delicious burgers and have a good selection of craft beers.
What are the best walking or cycling routes in Chesterfield?
The Chesterfield Canal towpath is a great place for a walk or cycle, it stretches for miles and takes you past some lovely countryside. You can also find some good walking trails in the Queen's Park.
Are there pet-friendly attractions in Chesterfield?
The Queen's Park is a great place to take your dog for a walk, and many pubs in the town centre are dog-friendly.
What are the benefits of choosing a vacation rental in Chesterfield?
Vacation rentals offer more space and privacy than a hotel, and you can often find one with a kitchen so you can cook your own meals. They're also a good option if you're travelling with a family or a group of friends.
What are the top sports attractions and facilities in Chesterfield?
The Proact Stadium is home to Chesterfield FC, a popular football club, and there's also a bowling alley and a leisure centre with a swimming pool.
Destinations nearby
Best Chesterfield holiday rentals with a balcony
Chesterfield
06/26 – 06/28
HK$3413/nightTotal: HK$6826 (2 )
Wisteria Corner - Tranquil Home, Friends & Family
1 4
house , Newbold
This Newbold detached house, Wisteria Corner, is located in a familiar district and is 16 kilometres from Chatsworth House and 22 kilometres from Utilita Arena Sheffield. This spacious 186 square metre property accommodates 15 guests with one bedroom, three bathrooms, a fully equipped kitchen, a terrace, and free private parking, offering a tranquil home environment with Wifi and a fireplace.
Chesterfield
08/08 – 08/09
HK$4915/nightfor 1 night
The Golden House, Large Family Home, 9pp, Garden
1 2
house , Ecclesall
The Golden House is a detached residence located in the Ecclesall district, offering proximity to Utilita Arena Sheffield (10.3 kilometres) and Chatsworth House (19.3 kilometres). This property, ideal for families, provides 138 square meters of living space, accommodates up to 9 guests, and features a garden, terrace, free WiFi, and private parking.
9.7 3 reviews
Chesterfield
08/21 – 08/23
HK$2195/nightTotal: HK$4390 (2 )
The Corner House
2 2
house , Chesterfield
The Corner House, a recently renovated holiday home in Chesterfield, is situated 18km from the Utilita Arena Sheffield and 23km from Chatsworth House. This two-bedroom property boasts 120 square metres of living space, including a living room, fully equipped kitchen with dishwasher, a bathroom with walk-in shower and bath, private balcony, parking and sleeps up to seven guests.
9.9 234 reviews
Chesterfield
07/02 – 07/06
HK$1515/nightTotal: HK$6060 (4 )
Ash Cottage
1 1
house , Bakewell
Ash Cottage is a charming house situated in Bakewell, just 11km from Haddon Hall and 4.3km from Chatsworth House, offering easy access to the Peak District's stunning scenery. This property has received excellent ratings for its location, cleanliness, and overall user experience. This 90 square metre house has one bedroom, one bathroom, and can accommodate up to 2 guests. It features a fully equipped kitchen, a private garden, a cosy fireplace, and free Wi-Fi, making it perfect for a relaxing getaway.
Best Chesterfield holiday rentals with air conditioning
9.0 8 reviews
Chesterfield
09/03 – 09/06
HK$10997/nightTotal: HK$32991 (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.
9.2 25 reviews
Chesterfield
07/02 – 07/06
HK$3476/nightTotal: HK$13904 (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.
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.
10 1 review
Chesterfield
08/21 – 08/23
HK$2111/nightTotal: HK$4222 (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.
