This three-bedroom flat in Duckmanton offers exceptional connectivity, situated just 2 minutes by car from the M1 J29A motorway and within easy reach of local amenities. This family-friendly residence accommodates up to five guests with flexible sleeping arrangements, featuring super-fast Wi-Fi, a dedicated workspace, off-street parking for two vehicles, and a fully equipped kitchen including a Tassimo coffee machine.
9.5 17 reviews
Chesterfield
08/08 – 09/08
A$128/nightfor 1 night
Stunning Modern Flat (Apartment)
1 2
apartment , Holmewood
This Holmewood flat is an ideal base for hikers exploring the Peak District and offers convenient access to the M1 motorway for commuters. This private one-bedroom apartment accommodates two guests and features a kitchen with a fridge and freezer, providing home comforts for a relaxing stay.
9.6 55 reviews
Chesterfield
26/06 – 28/06
A$417/nighttotal: A$834 (2 )
The Corner House -Town Centre Cosy 2 Bed Apartment
2 4
apartment , Chesterfield
This newly renovated ground floor flat is located just a short walk from Chesterfield town centre and train station, making it ideal for exploring the Peak District National Park, which is easily accessible from the property. The apartment has received excellent ratings for its location, cleanliness, and overall experience. The flat has two bedrooms, accommodating up to four guests, making it perfect for families or groups of friends. It features a fully equipped kitchen, a small courtyard, designated workspaces, and super-fast fibre broadband, ensuring a comfortable and convenient stay.
9.9 18 reviews
Chesterfield
07/07 – 08/07
A$246/nightfor 1 night
The Old Dance Studio
1 1
apartment , Derbyshire
This Chesterfield studio apartment, a newly renovated ground-floor flat, is centrally located within walking distance of Chesterfield railway station and the town centre, offering easy access to the Peak District National Park. The self-contained apartment features a double bedroom with en-suite shower room, open-plan living space with a fully equipped kitchen (fridge, microwave), a designated workspace, and fast broadband; it comfortably sleeps two guests and includes access to a nearby laundromat.
Chesterfield
27/06 – 25/07
A$289/nighttotal: A$8092 (28 )
Re-locator Long Stays | 5-bed House In Staveley
1 1
apartment , Staveley
This 5-bedroom house is located in a quiet part of Staveley, offering convenient access to local shops, transport links, and amenities, with the Peak District National Park approximately 5 kilometers away. This spacious accommodation comfortably sleeps up to 10 guests and features a fully equipped kitchen with a washer and dryer, a dedicated living room with a TV, and free off-street parking for two vehicles.
8.8 22 reviews
Chesterfield
26/06 – 28/06
A$257/nighttotal: A$514 (2 )
Blissful Barrys
3 4
house , Chesterfield
Blissful Barrys is a 3-bedroom house located in Chesterfield, just 22.5 kilometres from Utilita Arena Sheffield and 24 kilometres from Chatsworth House. The property has received very good user and location ratings, and an excellent cleanliness rating. The house offers 12 square metres of space and can accommodate up to 9 guests. Guests can enjoy a private garden and terrace, free parking, a fully equipped kitchen, a washing machine, and free Wi-Fi.
Chesterfield
25/06 – 16/07
A$392/nighttotal: A$8232 (21 )
1 Bedroom Accommodation In Dronfield
1 2
cottage , Dronfield
Oak Tree Retreat, a contemporary pod, is located in the Peak District countryside near Dronfield, offering panoramic views and convenient access to Sheffield's Winter Garden (approximately 6.5 kilometers away) and Botanical Gardens. This one-bedroom, one-bathroom holiday let accommodates two guests, featuring an open-plan design, complimentary Wi-Fi, private parking, and proximity to golf clubs such as Birchall Golf and Leisure and Dore and Totley Golf Club.
9.0 2 reviews
Chesterfield
03/09 – 06/09
A$342/nighttotal: A$1026 (3 )
1 Bed In Barlow 40971
1 2
house , Chesterfield
This one-bedroom holiday home in Barlow, Chesterfield, is situated 14km from Chatsworth House and 19km from the FlyDSA Arena. The 45 square metre property features a fully equipped kitchen, private garden, free Wi-Fi, parking, and accommodates up to three guests.
This dwelling is located in Teversal, 22 kilometres from Sherwood Forest and 25 kilometres from Clumber Park, with Nottingham Castle 27 kilometres away. This property offers 6 square metres of space for up to 9 guests, featuring a kitchen, garden, free WiFi, and private parking.
8.5 52 reviews
Chesterfield
28/08 – 01/09
A$178/nighttotal: A$712 (4 )
Little Manor
2 2
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.
9.7 289 reviews
Chesterfield
21/08 – 23/08
A$223/nighttotal: A$446 (2 )
Lovely Apartment Above Cafe Near Peak District
1 2
apartment , Barlow
This charming apartment is located in Barlow, a picturesque village on the edge of the Peak District, just a 10-minute drive from Chatsworth House. It has consistently received excellent ratings for its location, cleanliness, and overall experience. This self-contained flat has one bedroom and one bathroom, comfortably accommodating two guests. Amenities include a private garden, parking, internet access, and a charming location above a 200-year-old cafe, offering a unique and historic setting.
Chesterfield
25/06 – 16/07
A$394/nighttotal: A$8274 (21 )
Cottage ∙ 1 Bedroom ∙ 2 Guests
1 2
cottage
Oak Tree Retreat is a one-bedroom, one-bathroom cottage for two located in the Peak District countryside, offering immediate access to natural beauty. This open-plan living pod features a comfortable double bed, a Smart TV, a kitchen, complimentary Wi-Fi, and a sustainable Cinderella toilet, with private parking and a garden sitting-out area.
Best family friendly Chesterfield holiday rentals
Among the 134 accommodations in Chesterfield, here are the 4 best family friendly rentals
9.8 21 reviews
Chesterfield
04/07 – 05/07
A$2390/nightfor 1 night
Cottage ∙ 5 Bedrooms ∙ 12 Guests
5 2
cottage , Tansley
Oakwood House, a five-bedroom holiday home in Tansley, Derbyshire, is 2.7km from Matlock and a short drive from Chatsworth House and the Peak District National Park. This self-catering property sleeps 12, boasts a fully equipped kitchen with dishwasher, five en-suite bedrooms (two ground floor), a spacious dining room, enclosed garden, and Smart TV, offering ample space for families or groups.
10 16 reviews
Chesterfield
04/07 – 05/07
A$1222/nightfor 1 night
Cottage ∙ 2 Bedrooms ∙ 4 Guests
2 2
cottage
Moor Farm Cottage, a Derbyshire self-catering property, is situated in the Peak District National Park, 3.2km from Ashover and 8km from Matlock, offering easy access to Chatsworth House and other historical sites. This 105 square metre holiday home features two bedrooms sleeping four, a spacious open-plan living area, a private hot tub, on-site gym, and is close to walking and cycling trails.
This Sheffield apartment, conveniently located 6.4km from the FlyDSA Arena and within a reasonable driving distance of Chatsworth House, offers guests easy access to major attractions. The 30-square-metre self-catering flat features one bedroom, one bathroom, sleeps three, and includes free private parking, Wi-Fi, a balcony, and a garden.
9.4 37 reviews
Chesterfield
07/07 – 08/07
A$1100/nightfor 1 night
The Loft At The George
4 1
house , Chesterfield
The Loft at The George is a family-friendly house in Chesterfield, conveniently located 21km from Chatsworth House and 31km from Clumber Park, offering easy access to Derbyshire's attractions. This 145 square metre property boasts four bedrooms, two bathrooms, a fully equipped kitchen with dishwasher, free Wi-Fi, private parking, and accommodates families or groups, with nearby opportunities for cycling.
Best Chesterfield holiday rentals with parking
8.8 83 reviews
Chesterfield
21/08 – 23/08
A$181/nighttotal: A$362 (2 )
Bolsover Castle View
2 2
apartment , Bolsover
Bolsover Castle View, a self-catering apartment in Bolsover, Derbyshire, is conveniently located within 21km of Clumber Park, 24km from Sherwood Forest, and 29km from Chatsworth House. This 74 square metre property sleeps seven guests in two bedrooms and one bathroom, offering free Wi-Fi, a fully equipped kitchen, garden, parking, and amenities including a washing machine, flat-screen TV, and fireplace.
9.6 199 reviews
Chesterfield
21/08 – 23/08
A$266/nighttotal: A$532 (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.
9.6 103 reviews
Chesterfield
08/08 – 09/08
A$3923/nightfor 1 night
Manor House
5 2
house , Chesterfield
The Manor House is located in Chesterfield, a short drive from Chatsworth House (21 km), FlyDSA Arena (26 km), Clumber Park (27 km), and Sherwood Forest (34 km), offering easy access to popular attractions. The house has received excellent user ratings for its cleanliness, location, and overall experience. The property is a spacious five-bedroom home with a floor area of 160 square metres, accommodating up to 10 guests. The Manor House includes a fully equipped kitchen, a swimming pool, a Jacuzzi, a terrace, a garden, and a fitness centre, providing everything needed for a relaxing and enjoyable stay.
9.9 7 reviews
Chesterfield
21/08 – 23/08
A$165/nighttotal: A$330 (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.
Frequently asked questions about holiday rentals in Chesterfield
Which neighborhood in Chesterfield should you consider for a vacation rental?
If you want to be right in the centre of things, the town centre is ideal. But if you want something a bit quieter, maybe look at the areas around Queen's Park or Walton.
What are the best Airbnb and holiday rentals in Chesterfield?
What are the top family-friendly attractions in Chesterfield?
The Chesterfield Museum & Art Gallery is great for kids, they've got interactive exhibits. The Chesterfield Canal is also a good option, you can take a boat trip or go for a walk along the towpath.
What are the most popular Airbnbs in Chesterfield?
When is the best time to book a vacation rental in Chesterfield?
You'll get the best deals if you book outside of peak season, which is generally July and August. But if you want to be here for the Chesterfield Food and Drink Festival, you'll need to book well in advance.
What are the best holiday rentals with a pool in Chesterfield?
What events or festivals should visitors check out in and around Chesterfield?
The Chesterfield Food and Drink Festival is a big one, held in the town centre. There's also the Chesterfield Mayfair, a traditional fair with rides and stalls.
What are the best rentals for families and kids in Chesterfield?
What are the best budget-friendly activities in Chesterfield?
A walk along the Chesterfield Canal is always free, and the views are lovely. The Chesterfield Museum & Art Gallery has free entry on certain days, so check their website.
What are the best rentals or Airbnbs with a jacuzzi in Chesterfield?
What are the best restaurants with local dishes in Chesterfield?
The Crooked Spire pub is a local favourite, and they serve traditional pub grub. For something a bit fancier, try The Little Chef, they do a great Sunday roast.
Are there pet-friendly attractions in Chesterfield?
The Chesterfield Canal towpath is dog-friendly, and many pubs and cafes welcome dogs too. The Chesterfield Museum & Art Gallery doesn't allow dogs inside, though.
What are the benefits of choosing a vacation rental in Chesterfield?
You'll have more space and privacy than a hotel, and you can often get a better price. Plus, you'll be able to cook your own meals, which can save you money.
What are the top sports attractions and facilities in Chesterfield?
The Proact Stadium is home to Chesterfield FC, so if you're a football fan, you'll want to check out a game. For other sports, there's the Queen's Park Sports Centre, which has a swimming pool and gym.
Destinations nearby
Best Chesterfield holiday rentals with a balcony
8.5 2 reviews
Chesterfield
21/08 – 23/08
A$189/nighttotal: A$378 (2 )
Cosy Flat With Sunny Terrace
1 2
apartment , Ecclesall
This Ecclesall flat is located 8.9 kilometres from Utilita Arena Sheffield and 20.9 kilometres from Chatsworth House. This 12 square metre, one-bedroom flat accommodates up to three guests and features a kitchen with a fridge and microwave oven, a private terrace with garden views, and on-site parking, with free Wi-Fi available throughout.
Chesterfield
26/06 – 28/06
A$619/nighttotal: A$1238 (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.
9.0 1 review
Chesterfield
03/09 – 06/09
A$351/nighttotal: A$1053 (3 )
3-bedroom Home In Matlock, Heart Of Peak District
3 2
house , Matlock
This detached house in Matlock is located within the Peak District, 11.7 kilometres from Chatsworth House and 32.2 kilometres from Buxton Opera House. This 250 square meter property accommodates up to nine guests across three bedrooms and features a fully equipped kitchen, two bathrooms, a private patio, a garden, and free private parking.
10 1 review
Chesterfield
02/07 – 06/07
A$161/nighttotal: A$644 (4 )
The Carriage
1 1
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.
Best Chesterfield holiday rentals with air conditioning
9.6 105 reviews
Chesterfield
08/08 – 09/08
A$5352/nightfor 1 night
Riber Hall
6 2
house , Matlock Bank
Riber Hall is located in Matlock Bank, Derbyshire, just 12 miles from Chatsworth House and 23 miles from Buxton Opera House, making it an ideal base for exploring the Peak District. The property has received excellent ratings for user experience, location, and cleanliness. This six-bedroom, six-bathroom home offers 30 square metres of space, perfect for large families or groups. Guests can enjoy a private patio with an outdoor fireplace, a terrace with garden views, a hot tub, a fully equipped kitchen, and a tranquil garden.
8.1 17 reviews
Chesterfield
02/07 – 06/07
A$629/nighttotal: A$2516 (4 )
The Stables East Lodge Country House
3 1
house , Great Rowsley
This Peak District country retreat in Great Rowsley offers a peaceful escape, situated 6.1km from Chatsworth House and 26km from Buxton Opera House. The 362 square metre property sleeps up to 13 guests, boasting three bedrooms, three bathrooms, a fully equipped kitchen with dishwasher, air conditioning, private parking, Wi-Fi, and a terrace with garden views.
10 3 reviews
Chesterfield
07/07 – 08/07
A$267/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.
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.