Search Chesterfield accommodations

253 available accommodation offers

7 nights
2
1
  • airbnb
  • booking
  • bookabach
  • expedia
  • tripadvisor
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelscom
  • hotelopia
Chesterfield accommodation
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

253 Best accommodations in Chesterfield

Best family friendly Chesterfield accommodations

Among the 253 accommodations in the area, here is the list of the 4 best family friendly ones

Stylish Home From Home - Chesterfield
9.3 19 reviews

Stylish Home From Home

house, Nether Edge
This Nether Edge dwelling is located approximately 8.5 kilometres from Utilita Arena Sheffield and within a 34-43 kilometre radius of Chatsworth House, Cusworth Hall, Clumber Park, and Belle Vue.
This 9 square metre property offers accommodation for 13 guests, featuring a kitchen with a fridge, microwave oven, and dishwasher, two bathrooms, and complimentary WiFi, with parking available.
Cottage ∙ 2 Bedrooms ∙ 4 Guests - Chesterfield
No reviews

Cottage ∙ 2 Bedrooms ∙ 4 Guests

cottage
This converted barn, offering a restful rural retreat, is located on the edge of the Peak District, 4.8 kilometres from Chatsworth House and a short drive from Bakewell.
This family-friendly cottage accommodates up to four guests across two bedrooms and one bathroom, featuring a well-equipped kitchen with a dishwasher, Wi-Fi, a garden with furniture, and private parking for two cars.
Apartment ∙ 1 Bedroom ∙ 10 Guests - Chesterfield
No reviews

Apartment ∙ 1 Bedroom ∙ 10 Guests

apartment
This Sheffield residence is situated in the Highfield district, offering easy access to Sheffield city centre, local parks, and transport links, with shops and restaurants within 500 meters.
This spacious house provides accommodation for up to 10 guests with four bedrooms, a sofa bed, a fully equipped kitchen, and a Smart TV, making it an ideal base for those visiting Sheffield for work, study, or leisure.
'Rose House' Modern 3 Bedroom Detached House - Chesterfield
10 265 reviews

'Rose House' Modern 3 Bedroom Detached House

apartment
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.

Best Chesterfield accommodations with a kitchen

Cottage ∙ 2 Bedrooms ∙ 4 Guests - Chesterfield
10 5 reviews

Cottage ∙ 2 Bedrooms ∙ 4 Guests

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.
Lovely 3bd Home In The Heart Of Morton - Chesterfield
9.0 14 reviews

Lovely 3bd Home In The Heart Of Morton

house, Morton
This three-bedroom house in Morton, Derbyshire, is ideally located within 24-34km of Chatsworth House, Nottingham Castle, Sherwood Forest, and Trent Bridge Cricket Ground.
The property offers two living rooms, a fully equipped kitchen with dining area, private garden, parking, Wi-Fi, and sleeps up to 10 guests.
Southdown House Doe Lea By Smart Corporate Stays - Chesterfield
9.5 2 reviews

Southdown House Doe Lea By Smart Corporate Stays

house, Ault Hucknall
Southdown House, a four-bedroom property in Ault Hucknall, Nottinghamshire, offers convenient access to attractions such as Clumber Park (24km), Chatsworth House (29km), Sherwood Forest (30km), Nottingham Castle (35km), and the Utilita Arena Sheffield (35km).
This 132 square metre self-catering house boasts a spacious layout including a living room, fully equipped kitchen, two bathrooms, free Wi-Fi, private parking, and a terrace; accommodating up to 39 guests.
Overton, Pet Friendly, Character Holiday Cottage In Chesterfield - Chesterfield
No reviews

Overton, Pet Friendly, Character Holiday Cottage In Chesterfield

cottage, Chesterfield
This pet-friendly cottage is situated in Chesterfield, just a short distance from the impressive Chatsworth House and the captivating Barrow Hill Roundhouse, offering easy access to these popular attractions. Chesterfield itself is a charming town with a rich history, providing a unique opportunity to explore its heritage.
The cottage is a comfortable home away from home, accommodating up to 8 guests across 4 bedrooms and 1 bathroom. It comes with a microwave and coffee maker/kettle for convenient meal preparation, and the bathroom features a bathtub for a relaxing soak after a day exploring the local area.

Frequently asked questions about accommodations in Chesterfield

  • What are the top attractions and must-see sites in Chesterfield?

    Well, you can't miss the Crooked Spire, it's the most famous landmark in Chesterfield. The Chesterfield Museum and Art Gallery is brilliant for a bit of history and culture. And if you're into your gardens, the Queen's Park is a lovely place to relax.
  • What are the best accommodations in Chesterfield?

    Among the accommodations in Chesterfield, The Peacock At Barlow, Casa Hotel and Spire View At The Galleon Restaurant are the most popular ones.

  • Which cultural festivals and seasonal events should visitors attend in Chesterfield?

    The Chesterfield Food and Drink Festival is a big one in July, with loads of local produce and street food. The Chesterfield Christmas Market is a lovely festive event in December with stalls and lights. There's also the Chesterfield May Fair in May, which is a traditional street fair with rides and stalls.
  • What are the best accommodations with a pool in Chesterfield?

    Ringwood Hall Hotel & Spa, Ibis Chesterfield Centre – Market Town and Manor House are the best accommodations with a pool in Chesterfield.

  • What are the most convenient modes of transportation within Chesterfield?

    Chesterfield is pretty compact, so walking is a great option. There are also good bus services around the town, and the train station is well-connected for getting around the region.
  • What are the best accommodations with a jacuzzi in Chesterfield?

  • What outdoor activities and adventures are popular in and around Chesterfield?

    The Peak District National Park is just a short drive away from Chesterfield, with plenty of hiking trails and stunning scenery. You can also go cycling on the Chesterfield Canal towpath, which is a lovely flat route along the canal.
  • What are the best accommodations for families and kids in Chesterfield?

    The best accommodations for families and kids in Chesterfield are Casa Hotel, Olde House - Chesterfield By Marston's Inns and The Portland Hotel Wetherspoon.

  • What types of accommodations are available in Chesterfield?

    You've got a good range of accommodation options in Chesterfield, from budget-friendly guesthouses and hotels to more luxurious options. There are also a few self-catering apartments and holiday cottages if you prefer something a bit more independent.
  • What are the best pet friendly accommodations in Chesterfield?

  • When is the best time to visit Chesterfield?

    Spring and autumn are lovely times to visit Chesterfield, with mild weather and fewer crowds. Summer can be busy, but it's great if you want to enjoy the parks and outdoor spaces. Winter is pretty chilly, but it's a magical time to see the town decorated for Christmas.
  • What are the best accommodations with parking in Chesterfield?

    The Peacock At Barlow, Casa Hotel and Spire View At The Galleon Restaurant are the best accommodations with parking in Chesterfield.

  • What local dishes and culinary experiences are a must-try in Chesterfield?

    You have to try a Chesterfield Pudding, it's a local delicacy made with suet and dried fruit. And don't forget to pop into one of the traditional pubs for a hearty meal and a pint of real ale.
  • In which part of Chesterfield should you consider renting accommodation?

    The town centre is a good option for being close to the shops, restaurants, and attractions. If you prefer something a bit quieter, the areas around Queen's Park and the canal are lovely.

Popular destinations

Best Chesterfield accommodations with a pool

Among the 253 accommodations in the area, here is the list of the 4 best ones with a pool

Manor House - Chesterfield
9.6 103 reviews

Manor House

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.
Open Haven Collective With Man Cave And Parking 10ppl - Chesterfield
10 2 reviews

Open Haven Collective With Man Cave And Parking 10ppl

house, Handsworth
This detached house is located in Handsworth, 4.5 kilometres from the Utilita Arena Sheffield and 27 kilometres from Chatsworth House.
This property offers 79 square metres of living space with 3 bedrooms and 1 bathroom, accommodating up to 10 guests and featuring a 'Man Cave', a garden, and free private parking.
Cottage ∙ 2 Bedrooms ∙ 4 Guests - Chesterfield
10 47 reviews

Cottage ∙ 2 Bedrooms ∙ 4 Guests

cottage
This semi-detached holiday home is located just a short distance from Matlock, a charming town in the heart of the Peak District National Park, offering breathtaking views of the Derbyshire Dales. The cottage is situated on the edge of the National Park, making it an ideal base for exploring the stunning scenery and outdoor activities on offer.
The cottage has two bedrooms and can comfortably accommodate up to four guests. It offers a range of amenities, including a fully equipped kitchen, a spacious garden, a hot tub, and a conservatory, making it perfect for relaxing and enjoying the beautiful surroundings.
Velvet Residence Central Sheffield Parking 12ppl - Chesterfield
10 1 review

Velvet Residence Central Sheffield Parking 12ppl

apartment, Sheffield
Velvet Residence, a centrally located Sheffield apartment, is approximately 7km from the FlyDSA Arena and offers easy access to major roads.
This 108-square-metre self-catering flat features one bedroom, one bathroom, free parking and Wi-Fi, accommodating up to one guest.

Best Chesterfield accommodations with parking

The Rumblings 1 - Chesterfield
8.7 3 reviews

The Rumblings 1

apartment
Rumblings 1, a self-catering barn conversion near Chesterfield, is situated 1.6km from Barlow village, offering easy access to local amenities and pubs.
This two-bedroom property sleeps four, features a king-size double and a twin room, an open-plan living area with a wood-burning stove, off-road parking, and a pet-friendly policy (with a £25 supplement for one dog).
Home Away From Home - Chesterfield
9.9 42 reviews

Home Away From Home

apartment
This pet-friendly Derbyshire apartment is situated on the edge of the Peak District National Park, within easy driving distance (approximately 20-30km) of Chesterfield, Sheffield, Bakewell, and Matlock.
The two-bedroom dwelling offers comfortable accommodation for up to four guests, boasting a kitchen with fridge, freezer, and microwave, a secure garden, off-road parking, and excellent guest ratings; explore the Peak District's attractions from this convenient base.
The Corner House C-town Centre 2 Bedroom Apartment - Chesterfield
9.6 56 reviews

The Corner House C-town Centre 2 Bedroom Apartment

apartment
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.
3 Bed In Dronfield Oc-dcelle - Chesterfield
No reviews

3 Bed In Dronfield Oc-dcelle

house, Unstone
Ellencroft is a holiday home located in Unstone, just 16km from FlyDSA Arena, 24km from Chatsworth House, and 32km from Clumber Park, surrounded by picturesque countryside. The village itself is peaceful and offers a tranquil escape from the hustle and bustle of city life.
This one-bedroom property can accommodate up to six guests and features a private bathroom. Amenities include free Wi-Fi and parking, making it a convenient and comfortable stay for travellers.
©2026 cozycozy.com