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Chesterfield place to stay
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253 Lodgings in Chesterfield

Best family friendly Chesterfield lodging

Among the 253 accommodations in Chesterfield, here are the 4 best for families

Tawny Owl Barn - Chesterfield
9.8 42 reviews

Tawny Owl Barn

house, Barlow
Tawny Owl Barn, a pet-friendly house in Barlow, Derbyshire, enjoys a peaceful countryside setting, 14.5km from Chatsworth House and 22.5km from Sheffield.
This three-bedroom, two-bathroom property offers self-catering facilities including a dishwasher, free Wi-Fi, private parking, a swimming pool, jacuzzi and garden; ideal for families or groups.
Exceptional 3 Bed House With Homely Comforts, Close To Fast Food, Supermarkets And City Centre - Chesterfield
9.2 24 reviews

Exceptional 3 Bed House With Homely Comforts, Close To Fast Food, Supermarkets And City Centre

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.
Cottage ∙ 3 Bedrooms ∙ 5 Guests - Chesterfield
No reviews

Cottage ∙ 3 Bedrooms ∙ 5 Guests

cottage, Inkersall
This Inkersall cottage, situated on the outskirts of Chesterfield, offers easy access to the Peak District National Park and is a short drive (distance unspecified) from Bolsover Castle.
The three-bedroom property sleeps five, features a well-equipped kitchen, utility room, private garden, and parking, providing comfortable accommodation for families or groups visiting Chesterfield and the surrounding area.
Prime Location, Modern 2br House - Chesterfield
10 1 review

Prime Location, Modern 2br House

apartment, South Yorkshire
This Sheffield holiday home is situated near Millhouses Park, a 15-minute walk away, and within 3.2km of Meersbrook and Endcliffe Parks.
This three-bedroom property, offering 84 square metres of space, sleeps five guests and includes a fully equipped kitchen, garden, parking, and free Wi-Fi; nearby attractions include the Play Arena.

Best Chesterfield accommodations with a kitchen

Middlecroft - Chesterfield
8.6 143 reviews

Middlecroft

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 Rumblings 1 - Chesterfield
8.7 27 reviews

The Rumblings 1

house, Barlow
The Rumblings 1, a Barlow holiday home, offers peaceful accommodation within easy reach of Chatsworth House (11km), Utilita Arena Sheffield (21km), Buxton Opera House (32km), and Sherwood Forest (50km).
This 105 square metre property features two bedrooms, one bathroom, a fully equipped kitchen with fridge and microwave, free Wi-Fi, private parking, and accommodates up to four guests, plus one well-behaved dog; nearby cycling is also available.
55 M² Apartment ∙ 2 Bedrooms ∙ 4 Guests - Chesterfield
9.3 3 reviews

55 M² Apartment ∙ 2 Bedrooms ∙ 4 Guests

apartment
Shaky's Penthouse, a two-bedroom apartment in central Matlock, is conveniently located within walking distance of Crown Square, the River Derwent, and Hall Leys Park.
This 55 square metre flat offers an open-plan kitchen, dining, and living area, sleeping up to four guests and includes amenities such as a fridge and microwave; its proximity to Peak Rail and the Heights of Abraham makes it ideal for exploring the Peak District.
Welcoming 3bdr Home Nr Royal Hospital Chesterfield - Chesterfield
No reviews

Welcoming 3bdr Home Nr Royal Hospital Chesterfield

apartment, Derbyshire
This Chesterfield apartment is situated within a 3-4 minute drive of Chesterfield Market and Queens Park, offering convenient on-site parking.
This 7 square meter holiday home features three bedrooms, one bathroom, and accommodates up to five guests, with a fully equipped kitchen, Wi-Fi, a washing machine, and a fireplace.

Frequently asked questions about accommodations in Chesterfield

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

    You definitely want to see the Crooked Spire, it's a bit of a local legend. The Chesterfield Museum and Art Gallery is a good one for learning about the town's history. And if you're into nature, Queen's Park is a lovely green space right in the centre.
  • Which cultural festivals and seasonal events should visitors attend in Chesterfield?

    The Chesterfield Food and Drink Festival is a big one, loads of local produce and street food. The Chesterfield Christmas Market is really popular too, with lots of festive stalls and entertainment.
  • What are the most convenient modes of transportation within Chesterfield?

    The town centre is pretty walkable, but if you need to get around further afield, the bus service is pretty good. You can also get around by taxi, or hire a car if you fancy exploring the Peak District.
  • What outdoor activities and adventures are popular in and around Chesterfield?

    The Peak District is just a short drive away, perfect for hiking and cycling. There's also a great bike path that runs along the Chesterfield Canal, and you can go fishing at several spots along the river.
  • What types of accommodations are available in Chesterfield?

    You've got a good choice of hotels, guesthouses, and B&Bs in Chesterfield. There are also some self-catering apartments if you prefer to cook your own meals.
  • When is the best time to visit Chesterfield?

    Spring and autumn are lovely in Chesterfield, the weather's usually pleasant and the crowds are smaller. If you want a bit of festive cheer, December is great for the Christmas market.
  • What local dishes and culinary experiences are a must-try in Chesterfield?

    You have to try the Chesterfield Pudding, a traditional dessert made with bread, butter, and spices. And don't forget to visit one of the local pubs for a pint of real ale.
  • In which part of Chesterfield should you consider renting accommodation?

    The town centre is a good option if you want to be close to the shops and restaurants. If you prefer something quieter, the areas around Queen's Park and the Chesterfield Canal are lovely.

Popular destinations

Best Chesterfield lodging with a pool

Among the 253 accommodations in Chesterfield, here are the 4 best ones with a pool

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.
900 M² House ∙ 4 Bedrooms ∙ 7 Guests - Chesterfield
No reviews

900 M² House ∙ 4 Bedrooms ∙ 7 Guests

house
This recently renovated, four-bedroom detached house on Ecclesall Road is situated just 800 meters from Sheffield city centre and Sheffield University, and a 10-kilometer drive from the Peak District.
This spacious property, covering 900 square meters, accommodates up to seven guests with amenities including a dishwasher, microwave, freezer, swimming pool, and jacuzzi, alongside a private garden and secure parking.
Cottage ∙ 4 Bedrooms ∙ 8 Guests - Chesterfield
No reviews

Cottage ∙ 4 Bedrooms ∙ 8 Guests

cottage, Bolsover
Greenwell Cottage, a four-bedroom house in Bolsover, is centrally located, a short walk from Bolsover Castle and within easy reach of the Peak District National Park.
This self-catering property sleeps eight, boasting a spacious kitchen with a large island, two living rooms (each with a Smart TV), a private hot tub, and ample parking; nearby activities include hiking in the Peak District.
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.

Best Chesterfield accommodations with parking

Garden Suite - Chesterfield
9.8 66 reviews

Garden Suite

cabin
This charming Garden Cabin is located just a 1.5 kilometre walk from local walks, restaurants, and pubs in Sheffield, offering a peaceful escape from the city centre. The cabin has received excellent ratings for its cleanliness, location, and overall experience, making it a popular choice for travellers.
The cabin features a double bed, an en-suite bathroom, and a lounge with a sofa bed, accommodating up to three guests. A fully equipped kitchen with a fridge, dishwasher, and coffee machine, as well as a private patio with a barbecue, ensures a comfortable and enjoyable stay.
Woodfield Retreat - Chesterfield
8.9 89 reviews

Woodfield Retreat

apartment, Matlock
Woodfield Retreat, a one-bedroom apartment in Matlock, Derbyshire, is conveniently located 13km from Chatsworth House and offers easy access to the Peak District National Park.
This self-catering flat sleeps three, features a fully equipped kitchenette with microwave and fridge, private parking, free Wi-Fi, and an outdoor dining area; towels and bed linen are provided.
Somersall Park Studio - Chesterfield
9.8 433 reviews

Somersall Park Studio

studio, Chesterfield
Somersall Park Studio is situated in Chesterfield, just a short drive from Chatsworth House and FlyDSA Arena, offering easy access to local attractions and amenities. This studio apartment has consistently received excellent ratings for its cleanliness, location, and overall experience, making it a popular choice for travellers.
The studio is comfortably sized at 30 square metres and can accommodate up to two guests. It includes a fully equipped kitchen, a private patio and garden, and a terrace with views of the inner courtyard, providing a peaceful retreat and a range of amenities for a relaxing stay.
The Sanctuary Ashover - Chesterfield
9.8 42 reviews

The Sanctuary Ashover

apartment, Chesterfield
This Ashover apartment, situated 19km from Chatsworth House and a short drive from Chesterfield, offers a peaceful retreat close to major attractions.
The 28 square metre self-catering flat features a bedroom, bathroom, fully equipped kitchen, private hot tub, garden, parking, and sleeps up to three guests.
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