This Barrow Hill cottage, a former grocery store, is centrally located, a short walk from the Chesterfield Canal, Cuckoo Way, and the Trans-Pennine Trail, and a short drive (approx. 5km) from Chesterfield town centre and its attractions, including the Crooked Spire church and Queens Park. The 130 square metre self-catering property sleeps six across three bedrooms, boasting a cosy sitting room with gas fire, a large garden ideal for children, and a fully equipped kitchen including a fridge, microwave, and dishwasher; nearby amenities include a children's playground and excellent access to walking and cycling trails.
Chesterfield
20/06 – 27/06
NZ$196/nighttotal: NZ$1372 (7 )
Cottage ∙ 1 Bedroom ∙ 2 Guests
1 2
cottage , Hollins
Chestnut Cottage or Willow Cottage is situated in the Eastern Park district, between Chatsworth and Chesterfield, offering direct access to walks and attractions, with Linacre Reservoirs just 3 minutes away and Chatsworth House a short drive. This pet-friendly, 1-bedroom, 1-bathroom cottage accommodates two guests and features ground-floor living, a kitchen, internet, and a garden, making it an ideal base for couples exploring the nearby Moors and reservoirs.
10 1 review
Chesterfield
04/07 – 08/07
NZ$198/nighttotal: NZ$792 (4 )
Cuckoo Nest, With A Garden In Ashover
1 1
cottage , Chesterfield
Cuckoo Nest is a charming one-bedroom cottage located in the peaceful village of Ashover, just five miles from Matlock and a short drive from local amenities. The village enjoys a tranquil setting, perfect for those seeking a relaxing escape. The cottage is ideal for couples or a small family, offering a unique sleeping arrangement with a king-size bed and a sofa bed. Guests can enjoy modern amenities including a dishwasher, TV, and Wi-Fi, as well as a private garden with decking, furniture, and a barbecue.
Chesterfield
20/06 – 27/06
NZ$278/nighttotal: NZ$1946 (7 )
3 Bedroom Accommodation In Sheffield
3 2
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.
10 5 reviews
Chesterfield
21/08 – 24/08
NZ$459/nighttotal: NZ$1377 (3 )
Cottage ∙ 2 Bedrooms ∙ 4 Guests
2 2
cottage , Dronfield
This two-bedroom holiday home in Dronfield offers a rural base with easy access to Peak District attractions, including Chatsworth House (approximately 11 kilometers away) and Haddon Hall (approximately 16 kilometers away), as well as the market town of Chesterfield (approximately 8 kilometers away). This family-friendly property accommodates up to four guests, featuring a fully equipped kitchen-diner, a lounge with an electric fire, two bathrooms, a garden with patio seating, and off-road parking, with a cot and highchair available on request.
Chesterfield
18/09 – 24/09
NZ$193/nighttotal: NZ$1158 (6 )
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.
9.9 12 reviews
Chesterfield
03/09 – 06/09
NZ$392/nighttotal: NZ$1176 (3 )
Cottage ∙ 2 Bedrooms ∙ 4 Guests
2 2
cottage , Barlow
Smithy Cottage is a charming two-bedroom holiday home situated just 4.2 kilometres from Chesterfield, offering easy access to the Derbyshire countryside and the National Park. The cottage is located near the Peacock at Barlow, a popular pub with a great menu, and Barlow also has a children's play area. This 105 square metre property can accommodate up to four guests and features a fully equipped kitchen with a fridge, microwave oven, and dishwasher, as well as a relaxing front yard, a private driveway, and complimentary Wi-Fi.
10 7 reviews
Chesterfield
21/08 – 24/08
NZ$501/nighttotal: NZ$1503 (3 )
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.
10 1 review
Chesterfield
02/07 – 06/07
NZ$260/nighttotal: NZ$1040 (4 )
1 Bedroom Accommodation In Dronfield
1 1
cottage , Dronfield
This one-bedroom apartment is situated in Dronfield, a town on the edge of the Peak District National Park, just 10km from Sheffield and 15km from Chesterfield, offering a peaceful escape from the city. The apartment is part of a converted barn on a 40-acre gated property with over 30 horses, perfect for a relaxing getaway. The apartment has an open-plan living space ideal for two guests, with a well-equipped kitchen and comfortable sofas. Enjoy free WiFi, a dishwasher, a coffee machine, private parking for two cars, and easy access to local shops, restaurants, and attractions like the Peak District, Chesterfield, and the charming village of Hathersage.
10 1 review
Chesterfield
03/09 – 06/09
NZ$632/nighttotal: NZ$1896 (3 )
2 Bedroom Accommodation In Freebirch, Near Chatsworth, Bakewell
2 2
cottage , Freebirch, near Chatsworth, Bakewell
This converted barn offers a rural retreat in the Peak District, located 4.8 kilometres from Chatsworth House and a short drive to Baslow village. This family-friendly cottage accommodates up to four guests with two bedrooms and one bathroom, featuring Wi-Fi, a garden with furniture, and a bike store, providing easy access to Bakewell and Haddon Hall.
Chesterfield
21/08 – 24/08
NZ$555/nighttotal: NZ$1665 (3 )
3 Bedroom Accommodation In Ashover, Near Matlock.
3 2
cottage , Ashover, near Matlock.
This three-bedroom riverside property in Ashover, near Matlock, is situated within 9.6km of Lumsdale Valley, Crown Square, and Hall Leys Park, offering easy access to Matlock's attractions and the Derbyshire Dales. The self-catering dwelling sleeps six, boasts two bathrooms, a fully equipped kitchen with dishwasher, garden, parking, internet access, and a washing machine, perfect for exploring the picturesque Peak District.
Chesterfield
20/06 – 27/06
NZ$173/nighttotal: NZ$1211 (7 )
Cottage ∙ 1 Bedroom ∙ 2 Guests
1 2
cottage , Ashover
This first-floor apartment, Little Mill, is located in Ashover, Derbyshire, by the River Amber, 8 kilometres from Matlock and within easy reach of Chatsworth House and Haddon Hall. This pet-friendly cottage sleeps two guests in one double bedroom with an en-suite shower room, offering internet access, a well-equipped kitchen, and access to shared grounds with direct access to local walking paths.
Best family friendly Chesterfield cottages
Among the 18 accommodations in Chesterfield, here are the 4 best family friendly cottages
Chesterfield
18/09 – 24/09
NZ$225/nighttotal: NZ$1350 (6 )
Cottage ∙ 2 Bedrooms ∙ 3 Guests
2 2
cottage , Tansley
This stone-built holiday cottage is situated in Tansley, Derbyshire, 3 kilometres from Matlock and close to the Peak District National Park. The two-bedroom holiday cottage accommodates up to three guests and features a woodburning stove, a kitchen with a dishwasher, and a garden, with local pubs and countryside walks nearby.
10 15 reviews
Chesterfield
20/06 – 27/06
NZ$196/nighttotal: NZ$1372 (7 )
1 Bedroom Accommodation In Old Brampton, Near Chesterfield
1 2
cottage , Old Brampton, near Chesterfield
This cottage is located in a rural area near Chesterfield, offering convenient access to Chatsworth House and the Peak District National Park. This pet-friendly holiday let accommodates two guests with one bedroom and one bathroom, featuring Wi-Fi, a garden, and proximity to walking routes and local amenities including a pub just 400 meters away.
Chesterfield
21/08 – 24/08
NZ$394/nighttotal: NZ$1182 (3 )
Cottage ∙ 2 Bedrooms ∙ 4 Guests
2 2
cottage
This barn conversion is situated in Ashover, on the edge of the Peak District National Park, offering spectacular views towards Riber Castle and proximity to Chatsworth and Matlock, with Ashover village and its pubs 800 meters away. This cottage sleeps four guests across two bedrooms and features a Rangemaster cooker in the spacious kitchen, a gas imitation woodburner in the sitting room, a four poster bed, and is conveniently located for exploring the Peak District.
Chesterfield
21/08 – 24/08
NZ$1185/nighttotal: NZ$3555 (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.
Best Chesterfield cottages with a kitchen
10 16 reviews
Chesterfield
05/07 – 09/07
NZ$369/nighttotal: NZ$1476 (4 )
Cottage ∙ 2 Bedrooms ∙ 4 Guests
2 1
cottage
Moor Farm Cottage, a Derbyshire self-catering property, is situated in the Peak District National Park, 3.2km from Ashover and 8km from Matlock, offering easy access to Chatsworth House and other historical sites. This 105 square metre holiday home features two bedrooms sleeping four, a spacious open-plan living area, a private hot tub, on-site gym, and is close to walking and cycling trails.
Chesterfield
21/08 – 24/08
NZ$585/nighttotal: NZ$1755 (3 )
Cottage ∙ 3 Bedrooms ∙ 6 Guests
3 2
cottage , Holymoorside
Yew Tree Cottage is a three-bedroom holiday home located in Holymoorside, Chesterfield, approximately 10km from Chatsworth House and within easy reach of the Peak District National Park. This pet-friendly dwelling boasts two living areas, two bathrooms, a dishwasher, two wood-burning stoves, an enclosed garden with patio, private parking for two cars, and sleeps up to six guests, offering excellent access to walking trails and nearby pubs.
9.4 128 reviews
Chesterfield
03/09 – 06/09
NZ$291/nighttotal: NZ$873 (3 )
Cottage ∙ 2 Bedrooms ∙ 4 Guests
2 2
cottage
This first-floor apartment in Matlock, Derbyshire, offers stunning views of Riber Castle and Matlock church, and is a short drive (approximately 10km) from Bakewell and Ashover, the filming location for parts of the Peak Practice TV series. Knowleston Place cottage sleeps four guests in two bedrooms, features a modern kitchen with a fridge and dishwasher, and provides free parking and Wi-Fi; enjoy its open-plan living area with mullioned windows overlooking Riber Castle.
Chesterfield
21/08 – 24/08
NZ$555/nighttotal: NZ$1665 (3 )
Cottage ∙ 3 Bedrooms ∙ 6 Guests
3 2
cottage , Kelstedge
Holly Cottage, a Peak District holiday home in Kelstedge, is conveniently located between Matlock (approx. 8km) and Chesterfield (approx. 16km), offering easy access to Matlock Bath and Chatsworth House. This three-bedroom dwelling sleeps six, boasting a well-equipped kitchen with a dishwasher, two bathrooms, a private garden with a summerhouse, parking for three cars, and smart TVs in two bedrooms; a welcoming pub is directly opposite.
Frequently asked questions about cottages in Chesterfield
What would be a good 2-days itinerary for visiting Chesterfield?
On your first day, head to the Crooked Spire, Chesterfield's famous landmark. Pop into the Chesterfield Museum and Art Gallery afterwards. For the evening, catch a show at the Pomegranate Theatre or enjoy a meal at one of the many restaurants in the town centre.
What part of Chesterfield is ideal for renting a cottage?
The villages surrounding Chesterfield, like Hasland, Brampton, and Calow, are lovely for renting a cottage. They offer a peaceful escape while being within easy reach of the town centre.
What are the best cottages with a pool in Chesterfield?
The Crooked Spire is a must-see, of course. You can't miss the Chesterfield Museum and Art Gallery, which tells the story of the town's history and culture. The Queen's Park is a lovely green space for a stroll.
What are the best cottages for families and kids in Chesterfield?
Can you easily explore Chesterfield on foot or by bike?
Chesterfield's town centre is easily explored on foot. You can also rent bikes from various places in the town, making it easier to explore the surrounding areas.
What are the best cottages with parking in Chesterfield?
What family-friendly activities are available in Chesterfield?
The Chesterfield Museum and Art Gallery has interactive exhibits for children. The Queen's Park is perfect for a picnic or a game of frisbee. The nearby Peak District National Park offers plenty of opportunities for walks and outdoor activities.
Destinations nearby
Best Chesterfield cottages with a jacuzzi
Among the 18 accommodations in Chesterfield, here are the 4 best cottages with a jacuzzi
10 47 reviews
Chesterfield
21/08 – 24/08
NZ$907/nighttotal: NZ$2721 (3 )
Cottage ∙ 2 Bedrooms ∙ 4 Guests
2 2
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.
9.9 44 reviews
Chesterfield
04/07 – 08/07
NZ$706/nighttotal: NZ$2824 (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.
Chesterfield
21/08 – 24/08
NZ$578/nighttotal: NZ$1734 (3 )
Highview Stables, Pet Friendly, With Hot Tub In Chesterfield
1 2
cottage , Chesterfield
Highview Stables, a self-catering property in Chesterfield, Derbyshire, is situated 0.5km from a pub and bus stop, and 5.3km from the nearest shop, offering easy access to the Peak District National Park and Chesterfield's historic town centre, including the Crooked Spire church. This one-bedroom cottage boasts 90 square metres of floor space, accommodating up to four guests, and features a well-equipped kitchen, a jacuzzi, a garden, off-road parking for two cars, and a wood-burning stove in the sitting room.
Chesterfield
03/09 – 06/09
NZ$668/nighttotal: NZ$2004 (3 )
Wigley Farm House Cottage, Pet Friendly, With Hot Tub In Chesterfield
3 2
cottage , Chesterfield
This Wadshelf cottage, located just a short drive from Chesterfield and serving as a gateway to the Peak District, offers convenient access to attractions such as Chatsworth House, which is a few kilometers away. This 130 square meter holiday home accommodates up to six guests in three bedrooms and features a well-equipped kitchen, a sitting room with a woodburning stove, an enclosed garden with a hot tub, and parking for two cars.
Best pet friendly Chesterfield cottages
Among the 18 accommodations in Chesterfield, here are the 4 best pet friendly cottages
Chesterfield
21/08 – 24/08
NZ$325/nighttotal: NZ$975 (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.
10 2 reviews
Chesterfield
02/07 – 06/07
NZ$361/nighttotal: NZ$1444 (4 )
Cottage ∙ 4 Bedrooms ∙ 8 Guests
4 1
cottage
Overton Cottage, a four-bedroom holiday home in Chesterfield, Derbyshire, is situated on the outskirts of the Peak District National Park, approximately 1.6 km from Chesterfield's Crooked Spire church and within easy reach of Hardwick Hall and Bolsover Castle. This self-catering property sleeps eight guests and one dog, boasting a fully-equipped kitchen, private garden with summer house, and spacious sitting room with Smart TV; three double bedrooms, one twin with a sofa bed and TV, and a sleek bathroom complete the accommodation.
10 1 review
Chesterfield
05/07 – 09/07
NZ$439/nighttotal: NZ$1756 (4 )
The Bungalow@barlow, Pet Friendly, With Open Fire In Chesterfield
2 1
cottage , Dronfield
This charming cottage is situated just 3km from Chesterfield and 10km from the Peak District National Park, offering a peaceful retreat on the outskirts of Dronfield. It's consistently rated excellent by guests, making it a popular choice for travellers seeking a comfortable stay. The cottage sleeps up to five guests in two bedrooms, perfect for families or groups of friends. It's equipped with modern amenities like a dishwasher and washing machine, plus a large garden with a patio and access to an orchard.
9.8 5 reviews
Chesterfield
03/09 – 06/09
NZ$470/nighttotal: NZ$1410 (3 )
Cottage ∙ 3 Bedrooms ∙ 5 Guests
3 2
cottage
Churchside House is a charming end-terrace cottage located in Matlock, Derbyshire, just a short walk from the town centre and a 10-minute drive from the Peak District National Park. The cottage offers a peaceful retreat with views of St Giles' Church and is within walking distance of a local convenience store, pubs, and the River Derwent. This 3-bedroom cottage can comfortably accommodate up to 5 guests and offers a fully equipped kitchen, a cosy living area, and a private garden with a patio for alfresco dining. Enjoy stunning views of the surrounding area, explore the local attractions, or simply relax and unwind in this peaceful cottage.