Compare Vacation Rentals & Airbnb in Chesterfield

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Chesterfield vacation rentals
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193 Rentals and Airbnb in Chesterfield

Best family friendly Chesterfield vacation rentals

Among the 193 accommodations in Chesterfield, here are the 4 best family friendly rentals

Unit 5 Comfortable 1-br Apartment, For 3, Parking, Near Bramall Lane, Unlimited Wi-fi - Chesterfield
9.5 2 reviews

Unit 5 Comfortable 1-br Apartment, For 3, Parking, Near Bramall Lane, Unlimited Wi-fi

apartment, Sheffield
This 1-bedroom flat in Sheffield is located 5.9 kilometres from Utilita Arena Sheffield and offers proximity to Bramall Lane stadium, ideal for Sheffield United fans.
This family-friendly apartment, which can accommodate up to five guests, features a private garden, free WiFi, a fully equipped kitchen with a dishwasher, and on-site parking.
Eastview - Chesterfield
8.8 28 reviews

Eastview

house, Matlock
Eastview, a holiday home in Matlock, Derbyshire, enjoys an excellent location, being 14.3km from Chatsworth House and within a 35-51km radius of Buxton, Sheffield, Alton Towers, Nottingham, and East Midlands Airport.
This three-bedroom property offers 130 square metres of space, boasting a fully equipped kitchen with dishwasher, a garden, parking, and free Wi-Fi; it comfortably sleeps families or groups and includes a fireplace.
Lovely Apartment Above  Cafe Near Peak District - Chesterfield
9.7 305 reviews

Lovely Apartment Above Cafe Near Peak District

apartment
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.
Park View I 2 Bedroom Apartment I Free Parking - Chesterfield
8.4 27 reviews

Park View I 2 Bedroom Apartment I Free Parking

apartment, Sheffield
This Sheffield apartment, situated 4.2km from the Utilita Arena and a short distance from the city centre, offers convenient access to local attractions.
The two-bedroom, two-bathroom flat sleeps seven guests and features free Wi-Fi, a private balcony, free parking, and a fully equipped kitchen including a dishwasher; nearby attractions include Chatsworth House (29km), Clumber Park (32km), Cusworth Hall (32km), and Sherwood Forest (45km).

Best Chesterfield vacation rentals with parking

Cheerful 2- Bedroomed Home In Chesterfield. - Chesterfield
9.8 187 reviews

Cheerful 2- Bedroomed Home In Chesterfield.

house, Derbyshire
This charming townhouse is located on the edge of the Peak District, just a 3km walk from Chesterfield's Market Town and a 32km drive from the main attractions of the Peak District. Guests have consistently rated this property excellent for its location, cleanliness, and overall experience.
The home offers 2 bedrooms and 1 bathroom, comfortably accommodating up to 4 guests. Amenities include a fully equipped kitchen with a fridge and dishwasher, a private garden, and parking, making it a perfect choice for families or groups looking for a relaxing and convenient stay.
The Corner House - Chesterfield
9.7 3 reviews

The Corner House

house, Chesterfield
The Corner House, a recently renovated holiday home in Chesterfield, is situated 18km from the Utilita Arena Sheffield and 23km from Chatsworth House.
This two-bedroom property boasts 120 square metres of living space, including a living room, fully equipped kitchen with dishwasher, a bathroom with walk-in shower and bath, private balcony, parking and sleeps up to seven guests.
Carr House Farm - Chesterfield
10 4 reviews

Carr House Farm

house, Chesterfield
Carr House Farm is a detached house located in Chesterfield, 17.7 kilometres from Chatsworth House and 29 kilometres from Utilita Arena Sheffield.
This 130 square metre property accommodates up to 11 guests across 3 bedrooms and 3 bathrooms, featuring a fully equipped kitchen with a dishwasher, a fireplace, and free WiFi, with garden access and cycling opportunities nearby.
Spacious 3 Bed House Nr Chesterfield & Mansfield - Chesterfield
No reviews

Spacious 3 Bed House Nr Chesterfield & Mansfield

house, Ault Hucknall
This three-bedroom cottage in Ault Hucknall is conveniently located near Chesterfield and Mansfield, with Clumber Park 22.5 kilometres away, Sherwood Forest 25.7 kilometres away, and Chatsworth House 27.3 kilometres away.
This spacious 112 square meter property accommodates up to eight guests and features a fully equipped kitchen with a dishwasher, a private garden, and free WiFi.

Frequently Asked Questions about vacation rentals in Chesterfield

  • What should a first-time visitor not miss in Chesterfield?

    You've got to see the Crooked Spire, it's a real icon of Chesterfield. The town's museum is also brilliant, you'll learn all about the history of the area. And if you're into gardens, the Queen's Park is a must-see.
  • What are the best Airbnb and vacation rentals in Chesterfield?

    3 Bedroom House Near Woods - Edge Of Peak District, The Long Hall 2 Bed Ground Floor Annexed Apartment and The Barn At Woodland View are the most popular Airbnb and vacation rentals in Chesterfield among travelers.

  • Which neighborhood in Chesterfield should you consider for a vacation rental?

    The town centre is great for being near the shops and restaurants, but if you want a bit more peace and quiet, try the areas around Queen's Park or Walton.
  • What are the most popular Airbnbs in Chesterfield?

  • What are the top family-friendly attractions in Chesterfield?

    The Chesterfield Museum and Art Gallery is great for kids, they have lots of interactive exhibits. The Chesterfield Canal is also brilliant for a family walk or bike ride, and you can even hire a boat.
  • What are the best vacation rentals with a pool in Chesterfield?

    Manor House, Family Fun Party House Pool - Bar - Sauna - Cinema and Tawny Owl Barn are the best vacation rentals with a pool in Chesterfield.

  • When is the best time to book a vacation rental in Chesterfield?

    If you want to avoid the crowds, book your rental outside of school holidays. The summer months are always busy, so booking in advance is essential.
  • What are the best rentals for families and kids in Chesterfield?

  • What events or festivals should visitors check out in and around Chesterfield?

    The Chesterfield Food and Drink Festival is always a hit, and there's also the Chesterfield Beer Festival in the autumn. For something a bit different, check out the Chatsworth Country Fair, it's just a short drive away.
  • What are the best rentals or Airbnbs with a jacuzzi in Chesterfield?

    The best vacation rentals or Airbnb with a jacuzzi in Chesterfield are Spapartyhome With Hottub Sauna Bbq & Pool Table, Manor House and Hot Tub House Close To Woodland And Peak District.

  • What are the best budget-friendly activities in Chesterfield?

    A walk along the Chesterfield Canal is free and offers beautiful views. You can also visit the Queen's Park, which is a great place to relax and enjoy the outdoors.
  • What are the best restaurants with local dishes in Chesterfield?

    The Old Vicarage is a popular choice for traditional pub grub, and you can't go wrong with The Little Chef for a classic British breakfast. For something a bit fancier, try The Tap, they do a great Sunday roast.
  • What are the best walking or cycling routes in Chesterfield?

    The Chesterfield Canal towpath is a lovely walk, and there are plenty of cycling routes through the Peak District National Park nearby. The Chesterfield to Staveley cycle path is a good option.
  • Are there pet-friendly attractions in Chesterfield?

    The Queen's Park is dog-friendly, and many of the pubs and restaurants in the town centre welcome dogs too. The Chesterfield Canal towpath is also great for walking your dog.
  • What are the benefits of choosing a vacation rental in Chesterfield?

    Vacation rentals offer more space and privacy than a hotel, and you can often find rentals with unique features, like a garden or a hot tub. They are also often a more affordable option, especially for families or groups.
  • What are the top sports attractions and facilities in Chesterfield?

    The Proact Stadium is home to Chesterfield FC, and the town has a number of other sports facilities, including a bowling alley, a leisure centre, and a golf course.

Popular destinations

Best Chesterfield vacation rentals with a balcony

Southdown House Doe Lea By Smart Corporate Stays - Chesterfield
9.3 3 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.
Spa Home With Hottub And Sauna - Chesterfield
No reviews

Spa Home With Hottub And Sauna

house, Chesterfield
House. Your accommodation will be based in Chesterfield.
Services and facilities: a dish washer, a barbecue and a terrace.
Cosy Country Cottage Retreat Near Peak District & Chatsworth - Chesterfield
9.2 114 reviews

Cosy Country Cottage Retreat Near Peak District & Chatsworth

house, Matlock
One Church Street is a charming house in Tansley, a peaceful village just 5km from Matlock, close to Chatsworth House and The Peak District National Park. It has received excellent ratings for its location, cleanliness, and overall experience.
The property is a 3-bedroom house with 1 bathroom, spanning 95 square meters and accommodating up to 4 guests. It features a modern kitchen with a fridge, freezer, microwave oven, and dishwasher, a terrace, a garden, and parking, as well as a comfortable living room with a satellite flat-screen TV, and a washing machine.
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.

Best Chesterfield vacation rentals with air conditioning

Superb 3 Bed House, Homely Comforts Close To Supermarkets, With Private Parking On Gated Premise - Chesterfield
9.0 7 reviews

Superb 3 Bed House, Homely Comforts Close To Supermarkets, With Private Parking On Gated Premise

house, Sheffield
This charming house is situated just 4 kilometres from the FlyDSA Arena, offering a peaceful retreat on a quiet street in Sheffield. The house has consistently received excellent ratings for its cleanliness, location, and overall experience.
The property spans 150 square metres and comfortably accommodates up to 5 guests across 3 bedrooms and 1 bathroom. Enjoy the peaceful garden views, relax in the air-conditioned home, and make use of the fully equipped kitchen, picnic area, and free parking.
Stylish Home From Home - Chesterfield
9.1 24 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.
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.
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.
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