This Peak District cottage in Dronfield Woodhouse, situated midway between Sheffield (approx. 16km) and Chesterfield (approx. 11km), offers easy access to the Peak District National Park and its numerous attractions. The one-bedroom self-catering property sleeps two guests, features a first-floor open-plan living space with a woodburner, a well-equipped kitchen, a bespoke bathroom, and private parking for two cars within a gated 40-acre estate housing over 30 horses.
8.0 1 review
Chesterfield
12/10 – 24/10
SG$209/nighttotal: SG$2508 (12 )
Chesterfield 2 Bed | Sleeps 5 - Ideal For Workers
1 5
apartment , Derbyshire
This two-bedroom flat is located just outside Chesterfield town centre, offering convenient access to local shops and restaurants, with the wider Derbyshire countryside within easy reach. This accommodation sleeps up to five adults with five individual beds, features two bathrooms with showers, a fully equipped kitchen, and a spacious lounge and dining area.
8.8 22 reviews
Chesterfield
26/06 – 28/06
SG$233/nighttotal: SG$466 (2 )
Blissful Barrys
3 2
house , Chesterfield
Blissful Barrys is a 3-bedroom house located in Chesterfield, just 22.5 kilometres from Utilita Arena Sheffield and 24 kilometres from Chatsworth House. The property has received very good user and location ratings, and an excellent cleanliness rating. The house offers 12 square metres of space and can accommodate up to 9 guests. Guests can enjoy a private garden and terrace, free parking, a fully equipped kitchen, a washing machine, and free Wi-Fi.
9.4 7 reviews
Chesterfield
01/09 – 30/09
SG$181/nighttotal: SG$5249 (29 )
3 Bedroom House Near Woodland
1 2
house , Brimington
This 3-bedroom house is situated in Brimington, just a short walk from ancient woodland and a few minutes' drive from Chesterfield town centre. The property features a private driveway, an enclosed garden, and a modern kitchen with a fridge freezer and washing machine, making it ideal for families or groups of up to 5 guests.
9.6 21 reviews
Chesterfield
01/09 – 30/11
SG$177/nighttotal: SG$15930 (90 )
The Corner House
1 1
apartment , New Whittington
This New Whittington house, situated on the High Street, offers easy access to local amenities and is within walking distance of New Whittington's shops, restaurants, and pubs. The two-bedroom property features a stylish open-plan kitchen and lounge, a quirky converted cellar room, a private courtyard, high-speed broadband (160MB fibre), and comfortably accommodates four guests.
9.2 5 reviews
Chesterfield
12/10 – 24/10
SG$199/nighttotal: SG$2388 (12 )
Royal Dene - The History House
1 5
apartment , Calow
This three-bedroom semi-detached house in Royal Dene, Calow, offers a peaceful village setting with convenient access to Chesterfield's railway station, located 8 kilometers away, and the Peak District. Accommodating up to five guests, this property features a practical kitchen diner for five, a comfortable living room with a TV, and three bedrooms comprising one double and two single beds in one room, and one single bed in another, with parking and internet provided.
9.7 25 reviews
Chesterfield
26/06 – 28/06
SG$592/nighttotal: SG$1184 (2 )
Swallows Barn
3 2
house , Chesterfield
Swallows Barn, a two-bedroom house in Chesterfield, Derbyshire, is conveniently located 16km from Chatsworth House and 27km from the Utilita Arena Sheffield. This 105 square metre property offers self-catering facilities including a dishwasher and fridge, a garden, free Wi-Fi, private parking, and accommodates up to four guests.
8.7 3 reviews
Chesterfield
12/10 – 24/10
SG$195/nighttotal: SG$2340 (12 )
Chatsworth Terrace - Chesterfield Centre And Peak District
2 5
house , Chesterfield
This Chesterfield house, near the town centre, is 18km from Chatsworth House and offers easy access to the Peak District National Park. The 55 square metre property sleeps up to four guests in two bedrooms, one bathroom, and boasts a fully equipped kitchen, garden, parking, and free Wi-Fi.
9.0 2 reviews
Chesterfield
12/10 – 24/10
SG$193/nighttotal: SG$2316 (12 )
2 Bed Apartment In Chesterfield With Free Parking - Sleeps Upto 5 - Perfect For Workers & Professionals - Hosted By Stayhostsave
2 5
apartment , Chesterfield
This centrally located flat in Chesterfield offers convenient access to local amenities and attractions, situated within the town's central district. This accommodation provides two bedrooms, two bathrooms, a fully equipped kitchen, and complimentary Wi-Fi, accommodating up to nine guests for a non-smoking stay with no parties.
Chesterfield
18/09 – 24/09
SG$131/nighttotal: SG$786 (6 )
Miners Cottage
1 2
house , Clowne
Miners Cottage in Clowne provides convenient access to attractions, located 22 kilometres from Clumber Park and 24 kilometres from Sherwood Forest. This 3-star rated holiday home offers one bedroom, a fully equipped kitchen with a dishwasher and washing machine, complimentary WiFi, free private parking, and a garden, with a private entrance for guest privacy.
10 5 reviews
Chesterfield
03/09 – 06/09
SG$205/nighttotal: SG$615 (3 )
The Old Hayloft-uk39431
1 2
cottage , Dronfield
This one-bedroom apartment is situated in Dronfield, just a short distance from the Peak District National Park, offering easy access to stunning natural landscapes. It's also conveniently located near the city of Sheffield and the historic town of Chesterfield, making it a great base for exploring the region. The self-catering property is ideal for couples or small families, with a comfortable king-size bed and a well-equipped kitchen. Enjoy the peace and quiet of the rural setting, with its 40-acre farm and over 30 horses, and take advantage of the private parking, internet access, and family-friendly amenities.
9.6 16 reviews
Chesterfield
18/09 – 24/09
SG$164/nighttotal: SG$984 (6 )
Round House View
2 2
house , Chesterfield
Round House, a Brimington house, is conveniently located 21km from Chatsworth House and the Utilita Arena Sheffield. This 61 square metre property sleeps nine guests and boasts a fully equipped kitchen, private terrace, garden, parking, and Wi-Fi; a washing machine is also provided.
Best family friendly Chesterfield lodging
Among the 180 accommodations in Chesterfield, here are the 4 best for families
Chesterfield
26/06 – 28/06
SG$393/nighttotal: SG$786 (2 )
Cottage ∙ 3 Bedrooms ∙ 6 Guests
3 2
cottage
Carr House Farm, a farmhouse cottage on a working farm near Wingerworth, Derbyshire, offers woodland walks directly from the property and is conveniently located for day trips to Bakewell, Chatsworth, and Chesterfield. This family-friendly property accommodates up to six guests across three bedrooms, features a kitchen with a fridge, microwave oven, and dishwasher, and welcomes pets, with stables available on request.
9.2 78 reviews
Chesterfield
20/06 – 27/06
SG$217/nighttotal: SG$1519 (7 )
Lovely Home Close To City Center & Rail Station
2 2
apartment , Chesterfield
This comfortable apartment is situated in Chesterfield, just a short distance from the city centre and train station, making it easy to explore both the town and the surrounding attractions like FlyDSA Arena (25 km), Clumber Park (31 km), and Sherwood Forest (38 km). The apartment enjoys excellent ratings for its location, cleanliness, and overall user experience. This two-bedroom, two-bathroom home offers 140 square metres of space, comfortably accommodating up to four guests. The apartment is equipped with a modern kitchen, including a fridge, freezer, microwave oven, and dishwasher, along with internet access and parking.
Chesterfield
12/10 – 24/10
SG$129/nighttotal: SG$1548 (12 )
Cottage ∙ 3 Bedrooms ∙ 5 Guests
3 5
cottage
Peak Avenue Retreat, a three-bedroom holiday home in Wingerworth, Derbyshire, is situated 4km from Chesterfield, offering easy access to the Crooked Spire church and the Peak District National Park. This stylish, three-storey property sleeps five, boasts an enclosed garden, ultrafast Wi-Fi, two Smart TVs, and a bonus room; nearby attractions include Chatsworth House and Avenue Country Park.
10 2 reviews
Chesterfield
20/06 – 27/06
SG$202/nighttotal: SG$1414 (7 )
3 Bed In Dronfield (Oc-dcelle)
3 2
apartment , North East Derbyshire
This Dronfield holiday home, situated in Hundall, offers convenient access to Birch Hall Golf Club, Birchall Golf and Leisure, and the Barrow Hill Roundhouse Railway Centre, all within approximately 5km. The three-bedroom property sleeps six, boasting a fully equipped kitchen with dishwasher, on-site parking, and is within 5km of the Technique Stadium.
Best Chesterfield accommodations with a kitchen
9.3 53 reviews
Chesterfield
21/08 – 24/08
SG$159/nighttotal: SG$477 (3 )
Hill Top Cottage
1 2
apartment , Mastin Moor
Hilltop Cottage, near Junction 30 of the M1 motorway, offers easy access to Sheffield (approx. 30km), Nottingham (approx. 40km), and Chesterfield (approx. 20km), with Tesco and local pubs nearby. This two-bedroom, one-bathroom property sleeps four, boasting a fully equipped kitchen (fridge, freezer, microwave), garden, parking, internet access, and recently updated interiors including new carpets and appliances.
9.8 26 reviews
Chesterfield
21/08 – 24/08
SG$234/nighttotal: SG$702 (3 )
Charming 18th Century Stone Cottage
1 2
apartment , Chesterfield
This restored circa-1800 cottage, Carpenters Mews, is situated in a peaceful corner of Newbold Village, offering exclusive access via electronic gates and a private courtyard entry, with Tesco Express and Co-op within 100 meters, and Chatsworth House and Haddon Hall within a 10 kilometer radius. This 2-bedroom, 1-bathroom apartment accommodates up to 4 guests and features characterful interiors with original beamed ceilings, a cosy lounge with a fireplace, a modern farmhouse kitchen, and a renovated bathroom, with access to a garden space with BBQ available on request, serving as an ideal base for exploring the Peak District countryside.
9.8 16 reviews
Chesterfield
04/07 – 08/07
SG$177/nighttotal: SG$708 (4 )
College View
1 1
apartment , Derbyshire
This Chesterfield studio apartment, a former dance studio, is centrally located, a short walk from Chesterfield railway station and the town centre, offering easy access to the Peak District National Park. The self-contained apartment features a modern kitchen, two double beds sleeping up to four guests, fast broadband, and an open-plan living space, perfect for families or groups exploring Derbyshire.
Chesterfield
20/06 – 27/06
SG$130/nighttotal: SG$910 (7 )
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.
Frequently asked questions about accommodations in Chesterfield
What are the top attractions and must-see sites in Chesterfield?
You've got to see the Crooked Spire, it's the town's most famous landmark. The Chesterfield Museum is great for learning about the town's history, and if you're into nature, Queen's Park is a lovely spot for a walk.
Which cultural festivals and seasonal events should visitors attend in Chesterfield?
The Chesterfield Food and Drink Festival is a big one, held in September. There's also the Chesterfield Christmas Market in November and December, which is really festive. And don't forget the Chesterfield May Fair, a traditional fair held in May.
What are the best accommodations with a pool in Chesterfield?
What are the most convenient modes of transportation within Chesterfield?
The town centre is pretty walkable, but if you need to get around further afield, the bus service is good. There's also a train station with connections to other parts of the country.
What are the best accommodations with a jacuzzi in Chesterfield?
What outdoor activities and adventures are popular in and around Chesterfield?
You can enjoy a walk or cycle along the Chesterfield Canal, or head to the Peak District National Park for some hiking or climbing. There's also a great golf course at the Chesterfield Golf Club.
What are the best accommodations for families and kids in Chesterfield?
What types of accommodations are available in Chesterfield?
You'll find a range of hotels, guest houses and holiday cottages in Chesterfield, from budget-friendly options to more luxurious stays. There are also a few campsites in the surrounding area.
What are the best pet friendly accommodations in Chesterfield?
The weather is usually best from May to September, but if you want to experience the festive cheer, December is a good time to visit. It really depends on what you want to see and do.
What are the best accommodations with parking in Chesterfield?
What local dishes and culinary experiences are a must-try in Chesterfield?
You have to try a Chesterfield pudding, it's a local delicacy. For a pub meal, the Crown Inn is a popular choice, and there are plenty of cafes and restaurants serving up delicious food.
In which part of Chesterfield should you consider renting accommodation?
The town centre is a good option for being close to shops, restaurants and attractions. If you prefer a quieter stay, the areas around Queen's Park or the Chesterfield Canal are nice.
Destinations nearby
Best Chesterfield lodgings with a pool
Among the 180 accommodations in Chesterfield, here are the 4 best ones with a pool
9.3 10 reviews
Chesterfield
18/09 – 24/09
SG$642/nighttotal: SG$3852 (6 )
Cottage ∙ 4 Bedrooms ∙ 8 Guests
4 2
cottage
This Matlock cottage, on Lime Tree Road, offers stunning views of Riber Castle and is conveniently located less than 0.2km from a pub and shop. The 45 square metre property sleeps eight guests in four bedrooms, each with an en-suite (three) or access to a family bathroom; further amenities include a swimming pool, jacuzzi, garden, parking, and a games area with table football and darts.
Chesterfield
21/08 – 24/08
SG$886/nighttotal: SG$2658 (3 )
Cottage ∙ 4 Bedrooms ∙ 8 Guests
4 2
cottage , Bolsover
Greenwell Cottage, a four-bedroom house in Bolsover, is centrally located, a short walk from Bolsover Castle and within easy reach of the Peak District National Park. This self-catering property sleeps eight, boasting a spacious kitchen with a large island, two living rooms (each with a Smart TV), a private hot tub, and ample parking; nearby activities include hiking in the Peak District.
9.9 44 reviews
Chesterfield
02/07 – 06/07
SG$528/nighttotal: SG$2112 (4 )
Cottage ∙ 4 Bedrooms ∙ 8 Guests
4 1
cottage
The Gatehouse is a stone-built holiday home located in the small village of Teversal, just under 8 kilometres from the market town of Mansfield in Nottinghamshire. Situated on the grounds of the Grade II listed Teversal Manor, it offers a tranquil escape from the hustle and bustle of city life. The cottage has four bedrooms, a games room, and multiple living spaces, comfortably accommodating up to eight guests. It features a private patio, a hot tub, a games room, and a fully equipped kitchen, making it ideal for families or groups of friends looking for a relaxing and enjoyable stay.
9.7 3 reviews
Chesterfield
18/09 – 24/09
SG$371/nighttotal: SG$2226 (6 )
Central Sheffield Stadium House 15ppl Free Parking
4 2
house , Sheffield
This detached property is located in Sheffield, 6 kilometres from the Utilita Arena Sheffield and 22 kilometres from Chatsworth House, with Manchester Airport 63 kilometres away. This spacious residence offers accommodation for up to 15 guests with 4 bedrooms, a kitchen equipped with a microwave oven, free WiFi, and free parking, ideal for groups attending events at the nearby Central Sheffield Stadium.
Best Chesterfield accommodations with parking
Chesterfield
21/08 – 24/08
SG$285/nighttotal: SG$855 (3 )
Smithy Cottage
1 2
cottage , Dronfield
This pet-friendly Dronfield cottage offers self-catering accommodation less than 10km from the Peak District National Park, Mecca Bingo, and Queen's Park Cricket Ground. The property includes a kitchen with a fridge and dishwasher, laundry facilities, and free on-site parking, plus free Wi-Fi in communal areas.
8.8 12 reviews
Chesterfield
01/09 – 30/09
SG$109/nighttotal: SG$3161 (29 )
Small 1 Bed Apartment - Free Parking!!!
1 2
apartment , Victoria
This stylish one-bedroom apartment is conveniently located off City Road in Victoria, approximately 5.5km from the FlyDSA Arena and within a 30-50km radius of attractions including Chatsworth House, Eco-Power Stadium, Clumber Park, and Cusworth Hall. The 30-square-metre flat offers a private entrance, free Wi-Fi, parking, and sleeps up to five guests, boasting a fully equipped kitchen, air conditioning and a comfortable living area.
9.0 2 reviews
Chesterfield
12/10 – 24/10
SG$490/nighttotal: SG$5880 (12 )
Stunning Barn With Hot Tub On A Secluded Farm
3 5
house , Eckington
This luxury self-catering house in Eckington, Derbyshire, is conveniently located 12.7km from the Utilita Arena Sheffield, 26km from Chatsworth House, and 30.6km from Clumber Park. The 142 square metre property boasts three bedrooms, two bathrooms, sleeps fourteen guests, and includes a fully equipped kitchen, Jacuzzi, garden, parking, and free Wi-Fi.
9.6 5 reviews
Chesterfield
04/07 – 08/07
SG$241/nighttotal: SG$964 (4 )
3 Bed In Ashover Oc-w30175
3 1
house , Ashover
The Windmill Granary, a three-bedroom house in Ashover, Derbyshire, is situated 13.7km from Chatsworth House and offers easy access to Buxton Opera House (37km) and Sheffield (30.6km). This self-catering property sleeps seven guests and includes a fully equipped kitchen, garden, free Wi-Fi, parking, and one bathroom.
