Best apartment offers in Chesterfield

126 available apartment offers

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

126 Holiday apartments Chesterfield

Best family friendly Chesterfield Holiday Apartments and Self Catering Accommodations

Among the 126 accommodations in Chesterfield, here are the 4 best family friendly holiday apartments

Rambler's Cottage - Pet-friendly Haven - Chesterfield
10 1 review

Rambler's Cottage - Pet-friendly Haven

apartment, Matlock
This stone-built cottage, located on a working farm just 3.2 kilometres from Matlock, offers a tranquil rural escape with easy access to Riber Castle and the Peak District.
This pet-friendly, family-friendly holiday let accommodates four guests in two bedrooms, featuring a lawned garden, children's play area, and off-road parking.
Old Barn Conversion Close To The Peak District - Chesterfield
9.7 299 reviews

Old Barn Conversion Close To The Peak District

apartment
The Barn At Woodland View is located in Barlow, a short drive from Sherwood Forest, Nottingham Castle, and Chatsworth House, making it a great base for exploring the region's historical attractions. The property has received excellent ratings for location, cleanliness, and user experience, ensuring a comfortable and enjoyable stay.
The house has two bedrooms and one bathroom, comfortably accommodating up to four guests. It comes equipped with a kitchen featuring a fridge, freezer, and microwave oven, along with free Wi-Fi, a washing machine, and private parking.
Beeley Cottage - Chesterfield
8.8 32 reviews

Beeley Cottage

apartment
Beeley Cottage is located on the edge of the Darwin Lake holiday village, just a short distance from the centre of Matlock, a popular tourist destination. The property has received very good user ratings, with excellent location and good cleanliness ratings.
The cottage offers three bedrooms and three bathrooms, comfortably accommodating up to six guests. It features a spacious open-plan kitchen, dining and living area, as well as ensuite bathrooms in each bedroom, a ground floor bedroom, and flexible sleeping arrangements with zip and link beds.
79 M² Apartment ∙ 2 Bedrooms ∙ 4 Guests - Chesterfield
No reviews

79 M² Apartment ∙ 2 Bedrooms ∙ 4 Guests

apartment
This Sheffield penthouse offers panoramic city views and direct access to the Peak District, located just 60 metres from the Derbyshire Lane bus stop and a short walk to Meersbrook Park.
This 79 square metre apartment accommodates up to four guests in two king-size bedrooms, featuring a private balcony, a well-equipped kitchen, free on-site parking for one car, and is conveniently situated for exploring Sheffield city centre.

Best Chesterfield holiday apartments with a balcony

Spacious 3 Bed House Nr Chesterfield & Mansfield - Chesterfield
No reviews

Spacious 3 Bed House Nr Chesterfield & Mansfield

apartment, Doe Lea
This detached house in Doe Lea offers a peaceful countryside setting, with Chesterfield approximately 24 kilometres away and the Peak District National Park a short drive.
This spacious 3-bedroom property accommodates up to 5 guests, featuring 2 bathrooms, a fully equipped kitchen with a dishwasher, a private garden, and free WiFi.
Home From Home | 2-bed Chesterfield Stay - Chesterfield
No reviews

Home From Home | 2-bed Chesterfield Stay

apartment, Brimington
This Brimington flat is situated in Chesterfield, offering convenient access to Chatsworth House (12 kilometers away), Barrow Hill Roundhouse Railway Centre (3 kilometers away), Sheffield (24 kilometers away), and the Peak District National Park.
This two-bedroom residence accommodates up to four guests, featuring a fully equipped kitchen, a modern bathroom with a walk-in shower, complimentary Wi-Fi, and on-site parking, making it ideal for both short and extended stays.
Apartment ∙ 3 Bedrooms ∙ 5 Guests - Chesterfield
No reviews

Apartment ∙ 3 Bedrooms ∙ 5 Guests

apartment, Doe Lea
This family-friendly holiday home in Doe Lea is a 15-minute drive from Chesterfield's historic market and 20 minutes from Mansfield's shopping and entertainment, with the Peak District National Park easily accessible for outdoor pursuits.
This 3-bedroom house accommodates up to 5 guests and features a fully equipped kitchen, a conservatory dining room, a private garden, free WiFi, and on-site parking, offering a comfortable base for exploring the local area.
Kspace @ The Point - Chesterfield
9.1 1014 reviews

Kspace @ The Point

apartment, Sheffield
This apartment is conveniently located in Sheffield city centre, just a short walk from City Hall, KSpace, and the Crucible Theatre, offering easy access to the city's cultural attractions and vibrant nightlife. The apartment has received excellent ratings for cleanliness, location, and overall experience, making it a popular choice for travellers.
The apartment features a comfortable living room, a fully equipped kitchen with a fridge, microwave, and dishwasher, and a private bathroom, accommodating up to two guests. Guests can enjoy a terrace or balcony, parking, and access to the internet, as well as a washing machine/dryer and a Smart flat-screen TV with Netflix.

Frequently asked questions about apartment rentals in Chesterfield

  • What are the must-see attractions for a 2 days stay in Chesterfield?

    You've got to see the Crooked Spire, it's iconic! The Chesterfield Museum and Art Gallery is also a must-visit, it's full of local history. For a bit of nature, Queen's Park is a lovely spot to relax.
  • What are the best apartments in Chesterfield?

  • Which neighborhoods in Chesterfield are best for renting an apartment?

    The town centre is great for being close to the action, but if you want something quieter, try the areas around Newbold or Hasland. They're both nice and have good transport links.
  • What are the best apartments with a jacuzzi in Chesterfield?

    The best apartment with a jacuzzi in Chesterfield is Wood View Lodge Edge Of The Peak District 15 Mins To Chatsworth - Bakewell - .

  • What are the top cultural and historical sites in Chesterfield?

    The Crooked Spire is a must-see, of course. Chesterfield's market place is a great place to soak up the atmosphere, it's been running for centuries. And don't forget the Chesterfield Museum and Art Gallery, it's packed with local history.
  • What are the best apartments for families and kids in Chesterfield?

  • What makes Chesterfield unique or famous?

    The Crooked Spire is definitely the most famous thing about Chesterfield. It's a bit of a mystery how it got that way! It's also known for its market and its connection to the Peak District, a beautiful area of countryside just a short drive away.
  • What are the best pet friendly apartments in Chesterfield?

  • Where can you find the best local markets and street food in Chesterfield?

    The Chesterfield Market is a good bet for local produce and crafts. You can often find street food stalls there, too. The Tap & Tandoor, a popular restaurant, also has a street food stall on the market place.
  • What are the best apartments with parking in Chesterfield?

  • How is the public transportation system in Chesterfield?

    Chesterfield has a good bus network, and there's a train station too. It's easy to get around the town and to other places in the region. The bus station is in the heart of the town and there are frequent buses to other towns in the area.
  • Which seasonal events or festivals should apartment renters look forward to in Chesterfield?

    The Chesterfield Food and Drink Festival is a big one, it's always a good time! The Chesterfield Christmas Market is also popular. And if you're here in the summer, the Chesterfield Festival is a great way to enjoy some live music and entertainment.
  • What amenities are typically included in apartments in Chesterfield?

    Most apartments in Chesterfield will have central heating, a kitchen with a cooker and fridge, and a bathroom. Some might also include a washing machine and dryer, and some might have parking. Check the listing carefully to see what's included.
  • What leisure activities are available for relaxation in Chesterfield?

    Queen's Park is a great place for a walk or to relax. The Chesterfield Canal is also nice for a stroll, and there are plenty of pubs and restaurants in the town centre to unwind in.

Popular destinations

Best Chesterfield holiday apartments with parking

Florries House Is On The Edge Of The Peak District - Chesterfield
9.9 157 reviews

Florries House Is On The Edge Of The Peak District

apartment
This Derbyshire apartment is situated near the picturesque Derbyshire Dales, just a short drive from attractions like Chatsworth House, Bakewell, and Matlock Bath. The property has excellent user, location, and cleanliness ratings, making it a popular choice for travellers.
The self-catering apartment has two bedrooms and one bathroom, comfortably accommodating up to four guests. It features a modern kitchen equipped with a fridge, freezer, and microwave, as well as private parking, internet access, and is within walking distance of local shops, pubs, and takeaways.
2 Bed Near Town And Peaks - Chesterfield
9.9 18 reviews

2 Bed Near Town And Peaks

apartment
This Calow flat is ideally located 800 meters from Chesterfield Royal Hospital and 5 minutes from the town centre, with Peak District attractions such as Chatsworth House a 30-kilometer drive away.
This well-appointed two-bedroom flat accommodates four guests and offers a log burner, fast WiFi, a Smart TV, a fully equipped kitchen, and a garden with patio, with unique bathroom access via the main bedroom.
Royal Dene - The History House - Chesterfield
9.6 10 reviews

Royal Dene - The History House

apartment
This three-bedroom semi-detached house in Royal Dene, Calow, offers a peaceful village setting with convenient access to Chesterfield's railway station, located 8 kilometers away, and the Peak District.
Accommodating up to five guests, this property features a practical kitchen diner for five, a comfortable living room with a TV, and three bedrooms comprising one double and two single beds in one room, and one single bed in another, with parking and internet provided.
Ippleton House - Great Mix Of Town And Country - Chesterfield
9.4 100 reviews

Ippleton House - Great Mix Of Town And Country

apartment
Ippleton House is located on the edge of the Peak District, just 5km from the historic market town of Chesterfield. It has consistently received excellent ratings for cleanliness, location and user experience.
This 3-bedroom home can comfortably accommodate up to 6 guests, and features a private garden, a fully equipped kitchen with a dishwasher, and free parking. Guests can enjoy exploring the Peak District's hiking trails, picturesque villages, and scenic landscapes, or relax in the comfort of the house.

Best Chesterfield holiday apartments with air conditioning

The Little Trout Cottage - Chesterfield
9.2 24 reviews

The Little Trout Cottage

apartment
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.
Exceptional 3 Bed House With Homely Comforts, Close To Fast Food, Supermarkets And City Centre - Chesterfield
9.2 22 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.
Lv8 Chesterfield - Chesterfield
9.6 5 reviews

Lv8 Chesterfield

apartment, Chesterfield
This one-bedroom flat in Chesterfield offers proximity to Chatsworth House (16 kilometres) and Utilita Arena Sheffield (22.5 kilometres), with East Midlands Airport 56 kilometres away.
This 55 square metre apartment accommodates two guests and features a fully equipped kitchen with a dishwasher, complimentary Wi-Fi, air conditioning, and private parking.
©2026 cozycozy.com