Villas in Chesterfield

74 available villa offers

7 nights
2
1
  • airbnb
  • booking
  • makemytrip
  • oyo
  • yatra
  • goibibo
  • travelguru
  • cleartrip
  • vrbo
  • expedia
  • hotelscom
  • tripcom
  • agoda
Chesterfield villas
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

74 Villas in Chesterfield

Best villas and farmhouses in Chesterfield with a pool

Among the 74 villas in Chesterfield, here are the 4 best villas with a pool

Cottage ∙ 2 Bedrooms ∙ 4 Guests - Chesterfield
10 47 reviews
Chesterfield
04/07 – 08/07
₹19507/nighttotal: â‚¹78028 (4 )

Cottage ∙ 2 Bedrooms ∙ 4 Guests

2 1
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.
Cottage ∙ 2 Bedrooms ∙ 4 Guests - Chesterfield
10 7 reviews
Chesterfield
21/08 – 23/08
₹31084/nighttotal: â‚¹62168 (2 )

Cottage ∙ 2 Bedrooms ∙ 4 Guests

2 2
cottage , Eckington
Courthouse Cottage is situated in Eckington, Derbyshire, just a short distance from the Peak District National Park and within walking distance of Eckington Park and the historic St Peter and St Paul's Church. This charming cottage offers a unique blend of historic charm and modern amenities.
This two-bedroom holiday home, spanning 105 square metres, comfortably accommodates up to four guests. You'll enjoy a private garden with a parasol for alfresco dining, a hot tub for relaxation, a fully equipped kitchen, and Smart TVs in both bedrooms.
The Pig Sty - Chesterfield
9.8 2 reviews
Chesterfield
21/08 – 23/08
₹64854/nighttotal: â‚¹129708 (2 )

The Pig Sty

2 2
house , Barlow
The Pig Sty is a pet-friendly house in Barlow, Derbyshire, situated 13.5 km from Chatsworth House and within easy reach of attractions including the FlyDSA Arena and Buxton Opera House.
This two-bedroom, two-bathroom property offers guests free Wi-Fi, private parking, a swimming pool, a hot tub, and a fully equipped kitchen with a dishwasher; enjoy a relaxing stay with access to a garden and fireplace.
The Loft - Chesterfield
9.0 105 reviews
Chesterfield
21/08 – 23/08
₹112760/nighttotal: â‚¹225520 (2 )

The Loft

3 2
house , Dronfield
The Loft is located in Dronfield, just a short drive from Chatsworth House and other popular attractions, offering a peaceful retreat in the beautiful Derbyshire countryside. This property has consistently received excellent ratings for its location, cleanliness, and overall user experience.
The three-bedroom house spans 130 square metres and provides comfortable accommodation for families or groups of friends. Guests can enjoy a range of amenities, including a private garden, free parking, a swimming pool, a Jacuzzi, a sauna, a spa, a fitness centre, and high-speed internet access.

Best family friendly villas in Chesterfield

Among the 74 villas in Chesterfield, here are the 4 best family friendly villas

Oakleigh - Chesterfield
9.6 39 reviews
Chesterfield
26/09 – 27/09
₹39289/nightfor 1 night

Oakleigh

2 2
house , Old Brampton
This Old Brampton house, ideally located near Chatsworth House (13.2 km), offers easy access to major attractions including the Utilita Arena Sheffield (27.4 km) and Buxton Opera House (33.8 km).
The two-bedroom property provides free private parking, Wi-Fi, a dishwasher, and a garden, comfortably accommodating families or small groups seeking self-catering accommodation near Chatsworth House.
Bobbin Cottage - Chesterfield
8.8 78 reviews
Chesterfield
02/07 – 06/07
₹26511/nighttotal: â‚¹106044 (4 )

Bobbin Cottage

3 1
house , Matlock
Bobbin Cottage, a three-bedroom house in Matlock, Derbyshire, is conveniently located 12.5km from Chatsworth House and 32km from Buxton Opera House.
This 130 square metre property offers self-catering facilities including a dishwasher and fridge, private parking, a garden, and accommodates up to six guests, plus one well-behaved dog.
Luxury 4 Bedroom Detached House - Central Baslow - Chesterfield
9.0 1 review
Chesterfield
02/07 – 06/07
₹50841/nighttotal: â‚¹203364 (4 )

Luxury 4 Bedroom Detached House - Central Baslow

2 1
house , Baslow
This detached house is located in Baslow, within the Peak District National Park, offering easy access to local attractions.
This spacious accommodation provides 2 bedrooms, 2 bathrooms, and accommodates up to 15 guests with a fully equipped kitchen, free WiFi, a garden, and bicycle parking.
Poppy Cottage - Chesterfield
9.4 65 reviews
Chesterfield
21/08 – 23/08
₹27342/nighttotal: â‚¹54684 (2 )

Poppy Cottage

2 2
house , Matlock
Poppy Cottage is a charming house in Matlock, just 14 kilometres from Chatsworth House and 35 kilometres from Buxton Opera House, offering a peaceful retreat away from the hustle and bustle. This property has consistently received excellent ratings for its cleanliness, location and overall user experience.
The house has two bedrooms and one bathroom across 52 square metres of living space. Guests can enjoy a fully equipped kitchen, a comfortable living area with a flat-screen TV, free Wi-Fi, on-site parking, and a tennis court, making it perfect for families and groups seeking a relaxing and active getaway.

Frequently asked questions about villa rentals in Chesterfield

  • What are the must-see attractions in Chesterfield?

    Well, you can't miss Chesterfield's Crooked Spire, it's a real landmark. The town's got a great museum, the Chesterfield Museum and Art Gallery, and if you're into history, the 13th-century Chesterfield Parish Church is a must-see.
  • What are the best villas in Chesterfield?

    Among the villas in Chesterfield, Wasp Nest Cottage - Peak District, Chatsworth Cottage and The Barn At Woodland View are the most popular ones.

  • What indoor activities for families are available in Chesterfield on rainy days?

    The Chesterfield Museum and Art Gallery is great for families, they've got interactive exhibits and activities. There's also the Chesterfield Bowl, a bowling alley, and the Queen's Park Sports Centre has a swimming pool and a play area.
  • What are the best villas with a pool in Chesterfield?

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

  • What are the best activities in Chesterfield?

    Chesterfield's got a great market, the Chesterfield Market, and you can find all sorts of things there. You can also enjoy a walk along the Chesterfield Canal, it's lovely, especially in the summer. And of course, you can't miss the Crooked Spire.
  • What are the best villas with a jacuzzi in Chesterfield?

  • What are the advantages of renting a house or a villa in Chesterfield

    Renting a house or villa gives you more space and privacy, especially if you're travelling with a family or a group of friends. You'll often have a kitchen, so you can save money by cooking some meals at home. And you'll probably have a garden or patio, which is great for relaxing.
  • What are the best villas for families and kids in Chesterfield?

    The best villas for families and kids in Chesterfield are Wasp Nest Cottage - Peak District, Chatsworth Cottage and The Barn At Woodland View.

  • What food festivals or culinary events take place in and around Chesterfield?

    Chesterfield doesn't have any specific food festivals, but there are some great markets, like the Chesterfield Market, where you can find local produce and street food.
  • What are the best pet friendly villas in Chesterfield?

    The best pet friendly villas in Chesterfield are Wasp Nest Cottage - Peak District, Chatsworth Cottage and The Barn At Woodland View.

  • Which part of Chesterfield would be ideal for a villa rental?

    The areas around Queen's Park and the Chesterfield Canal are nice and quiet, perfect for a relaxing stay in a villa rental.
  • What are the best villas with parking in Chesterfield?

    Wasp Nest Cottage - Peak District, Chatsworth Cottage and The Barn At Woodland View are the best villas with parking in Chesterfield.

Destinations nearby

Best Chesterfield villas and holiday homes with parking

1 Bedroom Accommodation In Dronfield - Chesterfield
Chesterfield
25/06 – 16/07
₹26305/nighttotal: â‚¹552405 (21 )

1 Bedroom Accommodation In Dronfield

1 2
cottage , Dronfield
Oak Tree Retreat, a contemporary pod, is located in the Peak District countryside near Dronfield, offering panoramic views and convenient access to Sheffield's Winter Garden (approximately 6.5 kilometers away) and Botanical Gardens.
This one-bedroom, one-bathroom holiday let accommodates two guests, featuring an open-plan design, complimentary Wi-Fi, private parking, and proximity to golf clubs such as Birchall Golf and Leisure and Dore and Totley Golf Club.
Sheffield Spa View 2 Bed House Free Parking - Chesterfield
8.3 62 reviews
Chesterfield
08/08 – 09/08
₹14007/nightfor 1 night

Sheffield Spa View 2 Bed House Free Parking

2 2
house , Sheffield
This house in Sheffield is conveniently located just 5.2 miles from FlyDSA Arena and 4.7 miles from Sheffield Train Station, offering easy access to the city's attractions. It enjoys a very good user, location and cleanliness rating, ensuring a pleasant stay.
The two-bedroom house provides 7 square metres of space and comfortably accommodates up to 3 guests. It features a fully equipped kitchen, a comfortable living room with a fireplace, a garden, a tennis court, and free parking, making it ideal for a relaxing and enjoyable stay.
Morden House Close To City Centre & The Peaks - Chesterfield
9.3 46 reviews
Chesterfield
01/09 – 30/11
₹21540/nighttotal: â‚¹1938600 (90 )

Morden House Close To City Centre & The Peaks

3 1
house , Chesterfield
This modern house is located in Chesterfield, just 24 km from Nottingham and 9.3 km from Sheffield, offering easy access to both cities and the scenic Peak District. It boasts excellent user, location and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The property features 3 bedrooms, comfortably accommodating up to 6 guests, and spans 139 square metres. The house is equipped with a range of amenities, including a fully equipped kitchen, a terrace, a garden, a spa, parking, and concierge services.
3 Bedroom House, Close To Woodland, Chesterfield And Peak District - Chesterfield
8.2 56 reviews
Chesterfield
26/09 – 27/09
₹11205/nightfor 1 night

3 Bedroom House, Close To Woodland, Chesterfield And Peak District

3 2
house , Brimington
This charming house is situated in Brimington, just 14 km from Chatsworth House and 15 km from FlyDSA Arena, offering easy access to the Peak District and its stunning scenery. The property has received excellent ratings for its cleanliness, location, and overall experience.
The house is a comfortable and spacious 121 square meter property with one bedroom, one bathroom and can accommodate up to five guests. Guests can enjoy a fully equipped kitchen, a relaxing garden, and on-site parking, along with other amenities like a flat-screen TV and Wi-Fi.

Best Chesterfield villas and holiday homes with a garden

Family & Pet-friendly House Log Burner & Garden - Chesterfield
8.8 5 reviews
Chesterfield
02/07 – 06/07
₹15862/nighttotal: â‚¹63448 (4 )

Family & Pet-friendly House Log Burner & Garden

2 1
house , Clowne
This family and pet-friendly detached house is situated in Clowne, 17.7 kilometres from Clumber Park and 22.5 kilometres from Utilita Arena Sheffield.
This 65 square meter property offers accommodation for up to 7 guests with 2 bedrooms, 1 bathroom, a fully equipped kitchen, a living room with a TV, a cosy log burner, a private garden, and free WiFi and private parking.
Peak Edge Terrace (Derbyshire, Peak District) - Chesterfield
9.9 141 reviews
Chesterfield
21/08 – 23/08
₹17845/nighttotal: â‚¹35690 (2 )

Peak Edge Terrace (Derbyshire, Peak District)

1 2
house , Derbyshire
Peak Edge Terrace is located on the eastern edge of the Peak District, just 15 kilometers from Chatsworth House and a 20-minute walk from Chesterfield, offering a peaceful retreat in a beautiful setting. The property consistently receives excellent ratings for its cleanliness, location, and overall user experience.
The house comfortably accommodates up to six people with two bedrooms, a bathroom, a spacious living room, and a dedicated games room. Guests can enjoy a fully equipped kitchen, a private courtyard with garden furniture, and a range of amenities for both adults and children, including a Smart TV, board games, and access to local information.
Little Mill, Pet Friendly, Character Holiday Cottage In Ashover - Chesterfield
Chesterfield
08/08 – 09/08
₹52517/nightfor 1 night

Little Mill, Pet Friendly, Character Holiday Cottage In Ashover

1 2
cottage , Chesterfield
This first-floor apartment, Little Mill, is situated in Ashover, Derbyshire, 640 meters from the nearest pub and 960 meters from the nearest shop, offering access to the Peak District's countryside and villages, with Ashover's historic pubs and Matlock just 8 kilometers away.
The 90 square meter apartment accommodates two guests in one bedroom and one bathroom, featuring a kitchen with a fridge and microwave, WiFi, a Smart TV, a garden, and off-road parking, with pets welcome and lockable bike storage available.
Spacious 5br House In Staveley Wi-fi Sleeps 10 - Chesterfield
10 1 review
Chesterfield
25/06 – 16/07
₹18644/nighttotal: â‚¹391524 (21 )

Spacious 5br House In Staveley Wi-fi Sleeps 10

5 2
house , Staveley
This five-bedroom detached house in Staveley is located 19 kilometres from Utilita Arena Sheffield and 24 kilometres from Chatsworth House.
This property offers accommodation for up to 10 guests across its 89 square metres, featuring a fully equipped kitchen, three bathrooms, a private garden, and free Wi-Fi, with parking available.
©2026 cozycozy.com