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Chesterfield apartments
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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

Modern 2 Bed Apt With Roof Terrace - Ecclesall Rd - Now Hosted By Stayhostsave - Chesterfield
8.7 8 reviews

Modern 2 Bed Apt With Roof Terrace - Ecclesall Rd - Now Hosted By Stayhostsave

apartment, Sheffield
This modern Sheffield apartment, conveniently located 7.2 kilometres from the FlyDSA Arena and a short drive from Chatsworth House, offers easy access to both city attractions and the Peak District.
The 60 square metre flat features two bedrooms, one bathroom, sleeps up to eleven guests, includes a fully equipped kitchen with fridge and microwave, a terrace, in-unit laundry, free Wi-Fi, and a roof terrace with scenic views.
Tranquil Cosy Cottage Close To The Peak District - Chesterfield
9.9 103 reviews

Tranquil Cosy Cottage Close To The Peak District

apartment
This charming cottage is ideally situated just 2.5 kilometres from the Peak District National Park, offering easy access to stunning natural beauty and outdoor activities, while also being within 10 kilometres of Chesterfield's attractions like Mecca Bingo and Queen's Park. The cottage has received excellent ratings for its cleanliness, location and overall experience, making it a great choice for travellers seeking a comfortable and enjoyable stay.
This charming property features two bedrooms and one bathroom, comfortably accommodating up to four guests. The cottage is equipped with a well-equipped kitchen, a cosy fireplace, a private garden with a terrace, and a DVD player, ensuring a relaxing and enjoyable stay.
Bright - 2 Bedroomed House In Derbyshire - Chesterfield
9.8 113 reviews

Bright - 2 Bedroomed House In Derbyshire

house, Derbyshire
This two-bedroom apartment is located in Chesterfield, just a short walk from the town centre and a 32km drive to Chatsworth House, a renowned stately home. With excellent ratings for location, cleanliness, and user experience, this property offers a comfortable and convenient base for exploring Derbyshire.
The apartment features a private enclosed garden, perfect for relaxing, and is equipped with a modern kitchen including a fridge, freezer, microwave oven, and dishwasher. Guests can enjoy free Wi-Fi and parking, and the apartment is within walking distance of a Lidl supermarket for easy access to groceries.
The Rumblings 3, Barlow - Chesterfield
No reviews

The Rumblings 3, Barlow

apartment, Dronfield
This end-of-terrace cottage, located 1 kilometre from Barlow village near Chesterfield, offers a convenient base for exploring the Peak District and is within easy reach of attractions such as Chatsworth House and Sheffield City Hall.
This family-friendly accommodation sleeps up to five guests in two bedrooms, featuring a king-size double and a second-floor family room with three single beds, a woodburner in the open-plan living area, a dedicated playroom, and off-road parking for one car.

Best Chesterfield holiday apartments with a balcony

Matlock Holiday Homes Apartment 5 - Chesterfield
8.5 14 reviews

Matlock Holiday Homes Apartment 5

apartment, Matlock
This Matlock town centre flat offers convenient access to transport links and is situated 12.4 km from Chatsworth House.
The 34-square-metre self-catering apartment features one bedroom, one bathroom, a balcony, and sleeps up to three guests, including children accompanied by a responsible adult.
Excellent Studio Balcony Apartment In Sheffield - Chesterfield
9.3 108 reviews

Excellent Studio Balcony Apartment In Sheffield

studio, Sheffield
This Sheffield studio apartment, located approximately 6.3km from the Utilita Arena, offers convenient access to the city's attractions.
The self-contained flat sleeps up to 5 guests and features a kitchenette with microwave and fridge, free Wi-Fi, on-site parking, and a private balcony.
Sheffield City Centre Apartment & Balcony - Chesterfield
9.7 208 reviews

Sheffield City Centre Apartment & Balcony

apartment, Sheffield
This Sheffield city centre flat is located less than 0.6km from the city centre, 6.4km from the Utilita Arena, and between 26 and 42km from Chatsworth House, Eco-Power Stadium, Cusworth Hall, and Buxton Opera House.
The 54 square metre apartment offers two bedrooms, one bathroom, sleeps four guests, and includes a private balcony, secure parking, a well-equipped kitchen, and free Wi-Fi.
Springwood Cottage - Chesterfield
9.9 264 reviews

Springwood Cottage

apartment, Holmesfield
Springwood Cottage is located in Holmesfield, just 16.1 km from Chatsworth House and 16.1 km from FlyDSA Arena, offering a peaceful escape from the hustle and bustle. The apartment has consistently received excellent ratings for its location, cleanliness, and overall experience.
The self-catering apartment spans 48 square meters and comfortably accommodates up to 4 guests. It features a fully equipped kitchen, a terrace, a garden, and free private parking, making it an ideal choice for families or groups of friends exploring the Peak District.

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

The Long Hall 2 Bed Ground Floor Annexed Apartment - Sleeps 6 - Chesterfield
No reviews

The Long Hall 2 Bed Ground Floor Annexed Apartment - Sleeps 6

apartment, Chesterfield
Accommodation. This accommodation is based in Chesterfield.
Services and facilities: a barbecue, a terrace and a fridge. Take advantage of the Free Parking with this accommodation in Chesterfield!
Peak District Escape | Business & Leisure Stay - Chesterfield
10 5 reviews

Peak District Escape | Business & Leisure Stay

apartment
This three-bedroom flat is centrally located in Chesterfield, providing immediate access to the town centre and situated within 500 meters of shops, restaurants, and local amenities.
This accommodation offers parking, internet, a kitchen, and space for up to six guests, making it suitable for contractors and business travellers needing a comfortable base for short or extended stays.
Amber Cabin - Chesterfield
10 5 reviews

Amber Cabin

apartment
Amber Cabin, a self-contained lodge, is located on the edge of the Peak District National Park in Derbyshire, offering countryside views and immediate access to walking routes. This family-friendly accommodation sleeps four in two en-suite bedrooms and features a log burner, smart TV, fully equipped kitchen, and private parking, with the larger Amber Lodge available nearby for extended stays.
Beautiful 4 Bed At Gateway To The Peak District - Chesterfield
10 9 reviews

Beautiful 4 Bed At Gateway To The Peak District

apartment
This four-bedroom house is located on the edge of the Peak District, 3 minutes' walk from Dunston Hall Wedding Venue & Garden Centre and within easy reach of Chatsworth House, Bakewell, and Haddon Hall.
With capacity for 10 guests, this property offers fast WiFi, a smart check-in, and a garden with outdoor dining, ideal for walking holidays and exploring local cafes and country pubs.

Best Chesterfield holiday apartments with air conditioning

Modern 3bedroom Home In The Heart Of Chesterfield - Chesterfield
8.8 5 reviews

Modern 3bedroom Home In The Heart Of Chesterfield

apartment
This Staveley flat offers convenient access to Sheffield city centre (12 kilometers), Meadowhall Shopping Centre (9 kilometers), the M1 motorway, and the Peak District National Park.
This 3-bedroom, 2-bathroom accommodation for up to 6 guests includes a fully equipped kitchen, free Wi-Fi, on-site parking, an EV charger, and a private garden.
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.
Thesignature# Groups #Contractors #Parking #Wi-fi* - Chesterfield
No reviews

Thesignature# Groups #Contractors #Parking #Wi-fi*

apartment
This executive suite in Chesterfield is located near the city centre, offering a 5-minute walk to supermarkets and the hospital, and is 3.06 kilometres from the train station.
This spacious apartment features four bedrooms, two and a half bathrooms, and accommodates up to six guests with versatile sleeping arrangements, including air conditioning and on-site parking via a garage and driveway, ideal for contractors and groups seeking long stays with weekly and monthly booking discounts.
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