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

You definitely want to see the Crooked Spire, it's a must-see for any visitor to Chesterfield. You should also check out the Chesterfield Museum and Art Gallery, it's a great way to learn about the town's history. And don't forget to take a stroll through the beautiful Queen's Park.

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 center is a good choice, it's close to all the main attractions and has plenty of restaurants and shops. If you're looking for something a bit quieter, you might consider the residential neighborhoods of Newbold or Brimington, they're still close to the town center but have a more relaxed atmosphere.

What are the most popular Airbnbs in Chesterfield?

Among the Airbnbs in Chesterfield, 3 Bedroom House Near Woods - Edge Of Peak District , The Long Hall 2 Bed Ground Floor Annexed Apartment and New Hall House - Peak District are the most popular ones.

What are the top family-friendly attractions in Chesterfield?

The Chesterfield Museum and Art Gallery has a lot of interactive exhibits that kids will love. You should also check out the Chesterfield Canal, it's a great place for a family walk or bike ride. And if you're looking for something a bit more adventurous, the National Trust's Hardwick Hall is just a short drive away.

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?

You'll want to book your vacation rental in advance, especially if you're traveling during peak season, which is typically from June to August. If you're looking for a more affordable option, you might consider traveling during the shoulder seasons, which are spring and fall.

What are the best rentals for families and kids in Chesterfield?

The best rentals for families and kids in Chesterfield are 3 Bedroom House Near Woods - Edge Of Peak District , The Barn At Woodland View and 'Rose House' Modern 3 Bedroom Detached House .

What are the best budget-friendly activities in Chesterfield?

You can walk or bike along the Chesterfield Canal, it's a great way to see the town and enjoy the scenery. You can also visit the Queen's Park, it's a beautiful park with a playground, a cafe, and a bandstand. And don't forget to check out the Chesterfield Museum and Art Gallery, it's free to enter.

What are the best rentals or Airbnbs with a jacuzzi in Chesterfield?

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

What are the best restaurants with local dishes in Chesterfield?

The Crooked Spire pub is a popular spot for traditional British food. The Tap & Barrel is another good option, it's known for its burgers and craft beers. And if you're looking for something a bit more upscale, you might try The Old Vicarage, it's a fine dining restaurant with a focus on local ingredients.

What are the best walking or cycling routes in Chesterfield?

The Chesterfield Canal towpath is a great option for a leisurely walk or bike ride. The Chesterfield to Worksop cycle route is a longer, more challenging route that takes you through the Derbyshire countryside. And if you're looking for a shorter walk, the Queen's Park has a number of trails to choose from.

Are there pet-friendly attractions in Chesterfield?

Queen's Park is pet-friendly and has a dog walking area. You can also take your dog for a walk along the Chesterfield Canal towpath.

What are the benefits of choosing a vacation rental in Chesterfield?

Vacation rentals offer more space and privacy than a hotel. They're also often more affordable, especially if you're traveling with a group. And many vacation rentals have kitchens, which allows you to cook your own meals and save money on dining out.

What are the top sports attractions and facilities in Chesterfield?

The Proact Stadium is home to Chesterfield FC, a professional football club. You can also find a number of other sports facilities in Chesterfield, including the Queen's Park, which has a tennis court and a bowling green. The Chesterfield Leisure Centre also offers a variety of fitness classes and swimming pools.

Chesterfield Vacation rentals & Airbnb

9.3 46 reviews

2 Bed Lovely Home Close To City Center & Rail Station

apartment, Chesterfield

This Chesterfield apartment is conveniently located near FlyDSA Arena, Clumber Park, and Sherwood Forest, making it easy to explore the area's attractions. Guests consistently rate the apartment excellent for cleanliness, location, and overall experience.
The two-bedroom apartment comfortably sleeps four guests and includes a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher. Enjoy easy access to the city center, rail station, and the Peak District National Park, offering opportunities for exploring and enjoying the beauty of the area.

9.8 70 reviews

Vale Barn

house, Dronfield

Vale Barn is conveniently located in Dronfield, just 8.8 miles from FlyDSA Arena and 12 miles from Chatsworth House, making it an ideal base for exploring the Peak District. This family-friendly home has received excellent ratings for its location, cleanliness, and overall experience.
This 2-bedroom vacation rental offers 1130 square feet of comfortable living space. Guests can enjoy a fully equipped kitchen, a relaxing garden, free parking, and free Wi-Fi, along with the option to bring their furry friends.

10 1 review

2 Bed In Holmesfield Oc-pk783

house, Dronfield

This two-bedroom house in Holmesfield, near Dronfield, Derbyshire, offers easy access to the Utilita Arena Sheffield (10 miles) and Chatsworth House (11 miles).
The 480-square-foot (approximately 45-square-meter) home features two bathrooms, sleeps seven guests, includes free Wi-Fi and parking, and has a garden; nearby cycling in the Peak District National Park is available.

9.2 9 reviews

Modern 3 Bed Home, Chesterfield

apartment, Chesterfield

This Chesterfield apartment rental is conveniently located near Chatsworth House (21 kilometers) and the Utilita Arena Sheffield (23 kilometers), offering easy access to popular attractions.
The three-bedroom, two-bathroom unit sleeps nine guests and includes a fully equipped kitchen, free Wi-Fi, private parking, and a flat-screen TV; nearby activities include exploring the Peak District National Park.

9.3 4 reviews

Peak Avenue Retreat

house, Chesterfield

Peak Avenue Retreat, a three-bedroom house in Chesterfield, Derbyshire, is conveniently located 13 miles from Chatsworth House and within easy driving distance of the FlyDSA Arena and other attractions.
This 1400-square-foot home features two bathrooms, a fully equipped kitchen with a dishwasher, free Wi-Fi, private parking, and a garden, comfortably accommodating up to nine guests.

8.7 3 reviews

Chatsworth Terrace - Chesterfield Centre And Peak District

house, Chesterfield

This Chesterfield vacation home, near the Peak District National Park, is conveniently located 11 miles from Chatsworth House and 15 miles from the FlyDSA Arena.
This 590-square-foot (approximately 55 square meters) property boasts two bedrooms, one bathroom, and can comfortably accommodate up to 11 guests, featuring a private garden, terrace, free Wi-Fi, and on-site parking.

8.4 60 reviews

Little Manor

house, Chesterfield

Little Manor is located in Chesterfield, just 14 miles from Chatsworth House and 15 miles from Utilita Arena Sheffield, making it a great base for exploring the area. The house receives very good ratings for location, cleanliness, and user experience.
This two-bedroom home can comfortably accommodate up to 10 guests. Little Manor offers a garden, patio, outdoor dining area, picnic area, free parking, and free Wi-Fi, ensuring a comfortable and enjoyable stay.

9.0 2 reviews

2 Bed Apartment In Chesterfield With Free Parking - Sleeps Upto 5 - Perfect For Workers & Professionals - Hosted By Stayhostsave

apartment, Chesterfield

This 2-bedroom, 2-bathroom flat in Chesterfield offers a convenient location in a district with easy access to local attractions.
This pet-friendly apartment accommodates up to 9 guests and includes complimentary high-speed Wi-Fi, a fully equipped kitchen, and a flat-screen TV, ideal for a peaceful, non-smoking stay prohibiting parties.

No reviews

Smithy Cottage Nr Chesterfield

apartment, Dronfield

This Smithy Cottage, a 2-bedroom, 1-bathroom rental in Barlow, Derbyshire, is located 0.2 miles from a pub and 2.2 miles from a shop, serving as a gateway to the Peak District and attractions like Chesterfield.
This pet-friendly cottage accommodates up to 4 guests, featuring a king-size bedroom, a twin bedroom, a fully equipped kitchen/diner with a Nespresso Magimix Vertuo Pop and dishwasher, private driveway parking for two cars, and an outdoor yard with furniture, with WiFi, fuel, power, bed linen, and towels included.

9.5 146 reviews

Derbyshire Holiday Cottages

house, Holmesfield

This Derbyshire Holiday Cottage is located in Holmesfield, Derbyshire, just 9 miles from Chatsworth House and 11 miles from the Sheffield Arena.
The two-bedroom home comfortably sleeps 7 guests and offers a fully-equipped kitchen, a terrace, a garden, free Wi-Fi, and free private parking.

10 4 reviews

Mill Close Cottage

house, Chesterfield

Mill Close Cottage, a two-bedroom house in Chesterfield, is located near Chatsworth House (6.8 miles away) and offers easy access to other attractions like the FlyDSA Arena (19 miles) and Buxton Opera House (22 miles).
This Chesterfield vacation rental sleeps seven, features a fully equipped kitchen, a garden, free Wi-Fi, free parking, and a washing machine.

9.0 3 reviews

Harris House

house, Staveley

Harris House, a three-bedroom home in Staveley, Derbyshire, is conveniently located 16 miles from Chatsworth House, 18 miles from Sherwood Forest, and 16 miles from Clumber Park.
This Staveley vacation rental sleeps nine guests and features a fully equipped kitchen, private garden, free Wi-Fi, free parking, and a washing machine.

Browse Vacation Rentals in the Historic District of Chesterfield

Stay in downtown Chesterfield to keep top attractions within walking distance. Browse our central vacation rentals and find your perfect base.

10 2 reviews

Commuters Getaway Chesterfield

house, Chesterfield

This Chesterfield apartment is located within a 15-minute walk of Queen's Park, Mecca Bingo, and Chesterfield Market, putting you close to both attractions and the town center. The apartment offers a comfortable and convenient stay with easy access to local amenities.
The apartment features a garden, a jacuzzi, and free parking. It also includes a kitchen with a fridge, a microwave oven, and free Wi-Fi in public areas.

9.5 29 reviews

Casa Vault

house, Chesterfield

Casa Vault, a Chesterfield house rental, is conveniently located near Chatsworth House (12 miles away) and the Utilita Arena Sheffield (15 miles away).
This 1,500-square-foot home features two bedrooms, two bathrooms, and can comfortably accommodate up to 11 guests, offering free parking, Wi-Fi, and a fully equipped kitchen.

8.9 227 reviews

Commuters Getaway

apartment, Chesterfield

This Chesterfield apartment is conveniently located just 11 miles from Chatsworth House and 15 miles from FlyDSA Arena, offering a peaceful retreat away from the city center. Guests consistently rate the apartment as very good for cleanliness, location, and overall experience.
The two-bedroom apartment comfortably accommodates four guests and provides 650 square feet of living space. Enjoy amenities like a fully equipped kitchen, free private parking, and a relaxing garden with a patio, perfect for enjoying the fresh air.

10 1 review

Peak Retreat

house, Chesterfield

Peak Retreat, a recently renovated vacation home, is located in a district of Chesterfield providing convenient access to local attractions.
This pet-friendly rental offers 700 square feet of living space with two bedrooms, one bathroom, and a fully equipped kitchen, accommodating up to 11 guests with complimentary WiFi and a private terrace.

Best Chesterfield vacation rentals with air conditioning

No reviews

The Urban Residence - Sheffield 6br Group-family Stay - Sleeps 12

house, Victoria

The Urban Residence is located in the Sheffield district of Victoria, offering convenient access to local attractions.
This spacious 1940 square feet apartment accommodates up to 12 guests, featuring 6 bedrooms, 2 bathrooms, a full kitchen, a private terrace, and complimentary private parking.

Frequently Asked Questions about vacation rentals in Chesterfield

What should a first-time visitor not miss in Chesterfield?
You definitely want to see the Crooked Spire, it's a must-see for any visitor to Chesterfield. You should also check out the Chesterfield Museum and Art Gallery, it's a great way to learn about the town's history. And don't forget to take a stroll through the beautiful Queen's Park.
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 center is a good choice, it's close to all the main attractions and has plenty of restaurants and shops. If you're looking for something a bit quieter, you might consider the residential neighborhoods of Newbold or Brimington, they're still close to the town center but have a more relaxed atmosphere.
What are the most popular Airbnbs in Chesterfield?
Among the Airbnbs in Chesterfield, 3 Bedroom House Near Woods - Edge Of Peak District, The Long Hall 2 Bed Ground Floor Annexed Apartment and New Hall House - Peak District are the most popular ones.
What are the top family-friendly attractions in Chesterfield?
The Chesterfield Museum and Art Gallery has a lot of interactive exhibits that kids will love. You should also check out the Chesterfield Canal, it's a great place for a family walk or bike ride. And if you're looking for something a bit more adventurous, the National Trust's Hardwick Hall is just a short drive away.
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?
You'll want to book your vacation rental in advance, especially if you're traveling during peak season, which is typically from June to August. If you're looking for a more affordable option, you might consider traveling during the shoulder seasons, which are spring and fall.
What are the best rentals for families and kids in Chesterfield?
The best rentals for families and kids in Chesterfield are 3 Bedroom House Near Woods - Edge Of Peak District, The Barn At Woodland View and 'Rose House' Modern 3 Bedroom Detached House.
What are the best budget-friendly activities in Chesterfield?
You can walk or bike along the Chesterfield Canal, it's a great way to see the town and enjoy the scenery. You can also visit the Queen's Park, it's a beautiful park with a playground, a cafe, and a bandstand. And don't forget to check out the Chesterfield Museum and Art Gallery, it's free to enter.
What are the best rentals or Airbnbs with a jacuzzi in Chesterfield?
The best vacation rentals or Airbnb with a jacuzzi in Chesterfield are Spahome With Hottub Sauna Bbq & Pool Table, Manor House and Hot Tub House Close To Woodland And Peak District.
What are the best restaurants with local dishes in Chesterfield?
The Crooked Spire pub is a popular spot for traditional British food. The Tap & Barrel is another good option, it's known for its burgers and craft beers. And if you're looking for something a bit more upscale, you might try The Old Vicarage, it's a fine dining restaurant with a focus on local ingredients.
What are the best walking or cycling routes in Chesterfield?
The Chesterfield Canal towpath is a great option for a leisurely walk or bike ride. The Chesterfield to Worksop cycle route is a longer, more challenging route that takes you through the Derbyshire countryside. And if you're looking for a shorter walk, the Queen's Park has a number of trails to choose from.
Are there pet-friendly attractions in Chesterfield?
Queen's Park is pet-friendly and has a dog walking area. You can also take your dog for a walk along the Chesterfield Canal towpath.
What are the benefits of choosing a vacation rental in Chesterfield?
Vacation rentals offer more space and privacy than a hotel. They're also often more affordable, especially if you're traveling with a group. And many vacation rentals have kitchens, which allows you to cook your own meals and save money on dining out.
What are the top sports attractions and facilities in Chesterfield?
The Proact Stadium is home to Chesterfield FC, a professional football club. You can also find a number of other sports facilities in Chesterfield, including the Queen's Park, which has a tennis court and a bowling green. The Chesterfield Leisure Centre also offers a variety of fitness classes and swimming pools.

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Find the Best Vacation Rentals with Balconies in Chesterfield

Elevate your stay in Chesterfield with a vacation rental featuring a private balcony and stunning city skyline views.

No reviews

The Urban Residence - Sheffield 6br Group-family Stay - Sleeps 12

house, Victoria

Our Favorite Family-Friendly Vacation Rentals in Chesterfield

These family-friendly vacation rentals in Chesterfield offer spacious layouts and easy access to top city attractions.

10 5 reviews

Cottage ∙ 2 Bedrooms ∙ 4 Guests

cottage, Dronfield

This 2-bedroom, 2-bathroom cottage in Dronfield provides a rural retreat just a short drive from Peak District attractions such as Chatsworth House, Haddon Hall, Hardwick Hall, and Renishaw Hall, offering convenient access to local amenities in Dronfield and nearby Sheffield, as well as the market town of Chesterfield.
This family-friendly rental accommodates up to 4 guests, featuring a fully equipped kitchen-dining area, a spacious lounge with an electric fireplace, flexible sleeping arrangements, a garden with patio seating offering far-reaching views, off-road parking, and secure bike storage.

9.7 316 reviews

Oakdale - Our Quest Retreat

apartment

This house is located at the entrance to Hardwick Wood, just two miles from Chesterfield and its amenities, offering a peaceful retreat near the Peak District and Chatsworth House. The accommodation has excellent user, location, and cleanliness ratings, making it a great choice for travelers. The entire house is available for guests, comfortably sleeping four with a double bed, bunk beds, and a cot for infants. Guests can enjoy a fully equipped kitchen with a dishwasher and tumble dryer, underfloor central heating, a log burner, and a private south-facing patio with beautiful views.

9.8 5 reviews

Barlow Country Club - Mill Farm Cottages

house, Barlow

Vacation rental with an excellent rating of 98% based on 5 reviews. This accommodation is located in Barlow.
Facilities and services include a restaurant, a garden and a fridge. Enjoy free parking with this accommodation in Barlow!

9.9 103 reviews

Tranquil Cosy Cottage Close To The Peak District

apartment

This Chesterfield cottage is situated on a river, just 4 miles from the Peak District National Park and within a 6-mile radius of attractions like Mecca Bingo, Queen's Park, St Mary & All Saints Church, and Chesterfield Market. This 2-bedroom cottage comfortably sleeps 4 guests and features a private fenced yard, fireplace, and a fully equipped kitchen with a refrigerator and oven.

Best Chesterfield vacation rentals with parking

No reviews

The Urban Residence - Sheffield 6br Group-family Stay - Sleeps 12

house, Victoria

Popular Luxury Vacation Rentals in Chesterfield

Experience the best of the city in a luxury vacation rental in Chesterfield, where high-end design meets a prime location.

9.6 5 reviews

3 Bed In Ashover Oc-w30175

house, Ashover

Top Dog-Friendly Vacation Rentals in Chesterfield

Discover dog-friendly vacation rentals in Chesterfield situated perfectly for city walks and nearby dog parks.

No reviews

Brampton Terrace Chesterfield Centre & Peaks

apartment, Chesterfield

Top-Rated Vacation Rentals with a Pool in Chesterfield

Choose a vacation rental in Chesterfield with a swimming pool for a proper workout or a leisurely dip right in the heart of the city.

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Cottage ∙ 5 Bedrooms ∙ 10 Guests

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9.7 11 reviews

Cottage ∙ 1 Bedroom ∙ 4 Guests

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Check Out Vacation Rentals with a Hot Tub in Chesterfield

Unwind at the end of a busy city day with a private hot tub at these hand-selected vacation rentals in Chesterfield.

8.9 227 reviews

Commuters Getaway

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