Find short term rentals in Chesterfield at the best prices

96 available short term rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • priceline
  • tripadvisor
  • tripcom
  • sonder
  • homestay
  • hostelworld
  • hotelscom
  • agoda
Chesterfield short term rentals
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

Best Short term and Weekly rentals in Chesterfield

Best Chesterfield luxury short term rentals

Stylish Flat In Chesterfield Near Peak District - Chesterfield
9.2 17 reviews
Chesterfield
21/08 – 23/08
$174/nighttotal: $348 (2 )

Stylish Flat In Chesterfield Near Peak District

1 2
apartment , Chesterfield
This Chesterfield apartment offers a peaceful Peak District retreat, situated 18 kilometres from Chatsworth House and 23 kilometres from the FlyDSA Arena, providing easy access to Chesterfield town centre.
The 37-square-metre flat features one bedroom, one bathroom, sleeps three guests, and includes a fully equipped kitchen with a fridge and microwave, free Wi-Fi, and a private entrance.

Best Chesterfield Short term rentals with a jacuzzi

Among the 96 accommodations in Chesterfield, here are the 4 best rentals with a jacuzzi

The Granary - Chesterfield
9.9 241 reviews
Chesterfield
08/08 – 09/08
$285/nightfor 1 night

The Granary

1 2
cabin , Pilsley
Hardwick View Lodge is located in the countryside near Pilsley, just a short drive from Hardwick Hall and Stainsby Mill, offering a peaceful escape from the hustle and bustle of everyday life. The lodge has consistently received excellent ratings for its cleanliness, location, and overall guest experience.
The lodge is a cosy retreat for two, featuring one bedroom and one bathroom. Amenities include a fully equipped kitchen, a private garden, and a hot tub that can be enjoyed all year round, perfect for relaxing after a day of exploring the surrounding countryside.
Cottage ∙ 1 Bedroom ∙ 4 Guests - Chesterfield
9.7 11 reviews
Chesterfield
21/08 – 23/08
$627/nighttotal: $1254 (2 )

Cottage ∙ 1 Bedroom ∙ 4 Guests

1 2
cottage
Cherry Tree Cottage, a Peak District National Park holiday home near Chesterfield, Derbyshire, offers stunning views and easy access to Kinder Scout, The Roaches, and Dovedale walking trails, plus attractions like Chatsworth House and Haddon Hall, all within a short driving distance.
This 90 square metre (969 square feet) self-catering property boasts a king-size bedroom with en-suite, an open-plan living area with a double sofa bed, accommodating up to four guests, and features a private hot tub, swimming pool, and well-equipped kitchen including a dishwasher.
The Olde Coach House - Cottage With Hot Tub - Chesterfield
9.9 106 reviews
Chesterfield
03/09 – 06/09
$494/nighttotal: $1482 (3 )

The Olde Coach House - Cottage With Hot Tub

3 2
cottage , Chesterfield
This charming cottage is located in Chesterfield, just a 1.2 kilometre walk from Mecca Bingo, Chesterfield Market, and Queen's Park, offering easy access to local attractions. The property has received excellent ratings for its cleanliness, location, and overall experience.
The 3-bedroom cottage spans 120 square metres and provides a comfortable and spacious home away from home. Guests can enjoy a range of amenities including a Jacuzzi, a private garden, a fitness centre, two tennis courts, and free parking.
Cottage ∙ 3 Bedrooms ∙ 6 Guests - Chesterfield
Chesterfield
03/09 – 06/09
$542/nighttotal: $1626 (3 )

Cottage ∙ 3 Bedrooms ∙ 6 Guests

3 2
cottage
Wigley Farm House Cottage, a delightful bungalow near Wadshelf in Derbyshire, is situated 8km from Chesterfield, offering easy access to attractions such as Chesterfield's Crooked Spire.
This pet-friendly self-catering property sleeps six guests in three bedrooms (king, double, and twin), boasting a fully equipped kitchen, a hot tub, and an enclosed garden with patio furniture; nearby activities include exploring the tranquil Derbyshire countryside.

Frequently Asked Questions about short term rentals in Chesterfield

Destinations nearby

Best family friendly Chesterfield Short term rentals

Among the 96 accommodations in Chesterfield, here are the 4 best family friendly rentals

Apartment ∙ 4 Bedrooms ∙ 8 Guests - Chesterfield
Chesterfield
27/06 – 25/07
$578/nighttotal: $16184 (28 )

Apartment ∙ 4 Bedrooms ∙ 8 Guests

4 1
apartment
This detached property on Carrfield Road, Sheffield, offers convenient access to the city centre, located on a main road with frequent bus services and quick links to the A61.
This spacious 4-bedroom house accommodates up to 8 guests, featuring a separate, fully equipped kitchen with a dishwasher, a dining area for 8, a garden, terrace, and off-street parking, making it suitable for families and contractors.
Dorset Villas, Matlock - Chesterfield
10 1 review
Chesterfield
04/07 – 05/07
$903/nightfor 1 night

Dorset Villas, Matlock

2 2
apartment , Matlock
Dorset Villas, a two-bedroom flat in Matlock, Derbyshire, is located 1.5 kilometers from Matlock Bath and its attractions, including Gulliver's Kingdom and the Heights of Abraham, and serves as a convenient base for exploring the Peak District.
This family-friendly apartment accommodates four guests with its two double bedrooms, offering a fully equipped kitchen with a dishwasher and washer/dryer, a woodburning stove, enclosed rear garden with furniture and bike storage, and includes WiFi, fuel, power, bed linen, and towels.
Bolsover Castle View - Chesterfield
8.8 83 reviews
Chesterfield
08/08 – 09/08
$187/nightfor 1 night

Bolsover Castle View

2 2
apartment , Bolsover
Bolsover Castle View, a self-catering apartment in Bolsover, Derbyshire, is conveniently located within 21km of Clumber Park, 24km from Sherwood Forest, and 29km from Chatsworth House.
This 74 square metre property sleeps seven guests in two bedrooms and one bathroom, offering free Wi-Fi, a fully equipped kitchen, garden, parking, and amenities including a washing machine, flat-screen TV, and fireplace.
Exceptional 3 Bed House With Homely Comforts, Close To Fast Food, Supermarkets And City Centre - Chesterfield
9.2 25 reviews
Chesterfield
02/07 – 06/07
$620/nighttotal: $2480 (4 )

Exceptional 3 Bed House With Homely Comforts, Close To Fast Food, Supermarkets And City Centre

3 1
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.

Best Chesterfield lodging with parking

3 Bedroom Accommodation In Sheffield - Chesterfield
Chesterfield
26/06 – 28/06
$610/nighttotal: $1220 (2 )

3 Bedroom Accommodation In Sheffield

3 4
cottage , Sheffield
This Sheffield cottage is situated in Dore and Totley, a 15-minute walk from Dore & Totley Golf Club and Moor View Golf Centre, and under 3.2km from Beauchief Abbey and Abbeydale Industrial Hamlet.
This three-bedroom property sleeps six, boasts a fully equipped kitchen with a dishwasher, a peaceful garden, parking, and is within easy reach of Dore & Totley train station, offering comfortable accommodation for golfers and history enthusiasts.
Cottage ∙ 1 Bedroom ∙ 2 Guests - Chesterfield
Chesterfield
03/09 – 06/09
$224/nighttotal: $672 (3 )

Cottage ∙ 1 Bedroom ∙ 2 Guests

1 2
cottage
Stubley Hollow 6 is a charming cottage situated just 10km from the Peak District National Park, offering a peaceful escape from the city bustle. It's also conveniently located near Dronfield, a town with shops, restaurants and amenities.
This one-bedroom property can accommodate up to six guests and features a fully equipped kitchen with a dishwasher, a comfortable living space, and a bespoke bathroom. Guests can enjoy the rural setting, explore the Peak District, and even indulge in the equestrian activities on the 40-acre property.
Studio 77 - Stylish, Free Parking, Fast Wi-fi, Netflix - Chesterfield
9.4 56 reviews
Chesterfield
02/07 – 06/07
$197/nighttotal: $788 (4 )

Studio 77 - Stylish, Free Parking, Fast Wi-fi, Netflix

1 1
studio , Sheffield
Studio77 Sheffield is situated 5 kilometres from the Utilita Arena Sheffield, offering convenient access by car to Chatsworth House, Clumber Park, and Cusworth Hall.
This 25 square metre studio flat sleeps two guests and features a fully equipped kitchen, terrace, garden, free parking, and free Wi-Fi.
The Old Stables, Ashover - Chesterfield
10 1 review
Chesterfield
08/08 – 09/08
$2679/nightfor 1 night

The Old Stables, Ashover

4 2
apartment , Chesterfield
This four-bedroom cottage in Ashover, within the Amber Valley district of Chesterfield, is located 8 kilometres from Matlock and close to the Peak District National Park.
This family-friendly property accommodates up to eight guests, offering a private garden, off-road parking, and is within walking distance of Ashover's golf course and historic pubs.
©2026 cozycozy.com