The Pantiles cottage is centrally located in Bolsover, Derbyshire, a short walk from Bolsover Castle and within easy reach of Chesterfield and Chatsworth House. This five-bedroom holiday home sleeps nine adults and three children, boasting three bathrooms, a large kitchen-diner, multiple living areas including a snug with an open fire, a private garden, and ample roadside parking for four cars, plus modern amenities such as Smart TVs, Netflix, and Wi-Fi.
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.
10 1 review
Chesterfield
21/08 – 23/08
NZ$1481/nighttotal: NZ$2962 (2 )
The Bungalow@barlow, Pet Friendly, With Open Fire In Chesterfield
2 2
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.
Chesterfield
02/07 – 06/07
NZ$513/nighttotal: NZ$2052 (4 )
1 Bedroom Accommodation In Dronfield
1 1
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.
10 1 review
Chesterfield
26/06 – 28/06
NZ$536/nighttotal: NZ$1072 (2 )
2 Bedroom Accommodation In Matlock
2 4
cottage , Matlock
This Matlock riverside cottage, situated within 10km of attractions including Lumsdale Valley, Crown Square, Hall Leys Park, Matlock Bath Parks Country Park, and the Life in a Lens Museum, offers a tranquil escape. Sleeping up to six guests in two bedrooms and two bathrooms, the self-catering property includes free parking, Wi-Fi, a fully equipped kitchen with a fridge and oven, and a TV; pets are welcome.
9.5 2 reviews
Chesterfield
28/08 – 01/09
NZ$469/nighttotal: NZ$1876 (4 )
Cottage ∙ 2 Bedrooms ∙ 4 Guests
2 2
cottage , Barlow
Mulberry Cottage, a two-bedroom self-catering property in the Peak District village of Barlow, is located near Chatsworth House and Hardwick Hall. This upside-down house offers stunning views from its open-plan second-floor living area, sleeps four guests, and boasts a large private garden with a pond, Koi carp, and summer house, plus amenities including a Smart TV, en-suite bathrooms and off-road parking for two cars, with an EV charging point 0.1km away.
9.8 20 reviews
Chesterfield
08/08 – 09/08
NZ$1477/nightfor 1 night
Cottage ∙ 2 Bedrooms ∙ 4 Guests
2 2
cottage
Harry's Lodge, a delightful cottage in Amber Valley, Derbyshire, is situated 5.3km from Ashover and 8km from Matlock, offering easy access to Chatsworth House, Bolsover Castle, and Bakewell. This two-bedroom property sleeps four, boasting a contemporary open-plan living space with Smart TV, a fully equipped kitchen including a dishwasher, and private decking with country views; nearby attractions include the Peak Edge Hotel (1.6km) and numerous pubs in Ashover.
Chesterfield
21/08 – 23/08
NZ$592/nighttotal: NZ$1184 (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.
Chesterfield
03/09 – 06/09
NZ$372/nighttotal: NZ$1116 (3 )
3 Bedroom Accommodation In Inkersall, Near Chesterfield
3 2
cottage , Inkersall, near Chesterfield
This Inkersall riverside cottage, near Chesterfield, is 1.8km from Poolsbrook Country Park, 5km from the Barrow Hill Roundhouse Railway Centre, and under 5km from the Pomegranate Theatre. Sleeping five guests, this three-bedroom holiday home boasts a fully equipped kitchen, private patio, garden, parking, and Wi-Fi; enjoy nearby waterside activities or explore Chesterfield's attractions.
10 7 reviews
Chesterfield
21/08 – 23/08
NZ$560/nighttotal: NZ$1120 (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.
Chesterfield
08/08 – 09/08
NZ$1070/nightfor 1 night
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.
Chesterfield
02/07 – 06/07
NZ$513/nighttotal: NZ$2052 (4 )
Cottage ∙ 1 Bedroom ∙ 2 Guests
1 1
cottage
Oak Tree Retreat is a one-bedroom, one-bathroom cottage for two located in the Peak District countryside, offering immediate access to natural beauty. This open-plan living pod features a comfortable double bed, a Smart TV, a kitchen, complimentary Wi-Fi, and a sustainable Cinderella toilet, with private parking and a garden sitting-out area.
Best family friendly Chesterfield cottages
Among the 18 accommodations in Chesterfield, here are the 4 best family friendly cottages
Chesterfield
27/06 – 25/07
NZ$163/nighttotal: NZ$4564 (28 )
Cottage ∙ 1 Bedroom ∙ 2 Guests
1 1
cottage
This studio-style lodge, Dore Cabin, is located on the outskirts of Sheffield, offering convenient access to the Peak District National Park, approximately 12 kilometers away, and the city's amenities. This family-friendly accommodation for two features a kitchen with a fridge and microwave, a garden, and a rear patio, with proximity to shops, pubs, and local walks including Bamford Edge and Chatsworth House.
Chesterfield
03/09 – 06/09
NZ$380/nighttotal: NZ$1140 (3 )
Cottage ∙ 1 Bedroom ∙ 2 Guests
1 2
cottage
This ground-floor apartment, located at 58 Dale Road in Matlock, Derbyshire, offers a base near the Peak District National Park and within easy reach of local shops and riverside walks. This one-bedroom cottage accommodates two guests and features a king-size bed, a fully equipped kitchen with a dishwasher, off-road parking for one vehicle, and an original fireplace in the sitting area.
9.9 12 reviews
Chesterfield
26/09 – 27/09
NZ$996/nightfor 1 night
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.
9.0 14 reviews
Chesterfield
26/06 – 28/06
NZ$1009/nighttotal: NZ$2018 (2 )
Oak Cottage, A Luxury Cottage 4 Bed Cosy Sleeps 8, Dogs Very Welcome
4 4
cottage , Dronfield Woodhouse
This charming cottage is located in a peaceful rural setting just a short distance from Dore and Totley Golf Club, Beauchief Abbey, and Beauchief Golf Course, making it an ideal base for exploring the local area. It has received excellent ratings for location, cleanliness, and overall user experience. The cottage offers ample space for families and groups of up to 8 guests with 4 bedrooms and 2 bathrooms. Enjoy a range of amenities including a fully equipped kitchen, a private spa tub, a garden with barbecue facilities, and free Wi-Fi.
Best Chesterfield cottages with a kitchen
10 16 reviews
Chesterfield
26/09 – 27/09
NZ$1477/nightfor 1 night
Cottage ∙ 2 Bedrooms ∙ 4 Guests
2 2
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.
9.7 10 reviews
Chesterfield
21/08 – 23/08
NZ$457/nighttotal: NZ$914 (2 )
Cottage ∙ 3 Bedrooms ∙ 4 Guests
3 2
cottage , Ashover
This rural holiday home in Ashover is situated on the edge of the Peak District, 7.2 kilometres from Chatsworth House and 12.8 kilometres from Gulliver's Kingdom. This cottage accommodates four guests in three bedrooms and features a fully equipped open-plan kitchen/lounge/diner, a private patio with a barbecue, and adjacent open countryside space.
Chesterfield
21/08 – 23/08
NZ$833/nighttotal: NZ$1666 (2 )
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.
10 1 review
Chesterfield
03/09 – 06/09
NZ$275/nighttotal: NZ$825 (3 )
Cuckoo Nest, With A Garden In Ashover
1 2
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.
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
Chesterfield
03/09 – 06/09
NZ$667/nighttotal: NZ$2001 (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.
9.9 44 reviews
Chesterfield
08/08 – 09/08
NZ$2989/nightfor 1 night
Cottage ∙ 4 Bedrooms ∙ 8 Guests
4 2
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.
8.0 1 review
Chesterfield
08/08 – 09/08
NZ$2234/nightfor 1 night
The Loft, Pet Friendly, Character Holiday Cottage In Millthorpe
3 2
cottage , Dronfield
This converted Grade II listed stable, located in Millthorpe on the edge of the Peak District National Park, offers splendid valley views and is a short drive from Chatsworth House and Bakewell. This 130 square meter cottage sleeps up to 7 guests across 3 bedrooms and features a separate building with a sauna and hot tub, alongside a garden with barbecue facilities and parking.
Chesterfield
04/07 – 05/07
NZ$2836/nightfor 1 night
The Gatehouse, Pet Friendly, Character Holiday Cottage In Mansfield
4 2
cottage , Sutton-in-Ashfield
The Gatehouse is a stone-built holiday home located in Teversal, just 2.5 kilometres from Mansfield and a short drive from Sherwood Forest and Robin Hood's Wheelgate Park, making it a great base for exploring Nottinghamshire. The property is a spacious four-bedroom house that can comfortably sleep up to eight guests, ideal for families or groups of friends. The Gatehouse offers a range of amenities, including a large garden with a hot tub, a games room with table football and air hockey, and a fully equipped kitchen, ensuring a comfortable and enjoyable stay.
Best pet friendly Chesterfield cottages
Among the 18 accommodations in Chesterfield, here are the 4 best pet friendly cottages
9.9 41 reviews
Chesterfield
21/08 – 23/08
NZ$543/nighttotal: NZ$1086 (2 )
Cottage ∙ 2 Bedrooms ∙ 4 Guests
2 2
cottage
Cavendish Cottage is a semi-detached property located in Matlock, Derbyshire, overlooking the Derwent valley, within easy reach of the Peak District National Park and Gulliver's Kingdom theme park. This two-bedroom cottage, spanning 105 square metres, comfortably accommodates four guests and features a well-equipped kitchen, a relaxing sitting room with a wood-burning stove, and enclosed gardens, perfect for enjoying the Derbyshire countryside.
9.1 5 reviews
Chesterfield
07/07 – 08/07
NZ$1102/nightfor 1 night
Cottage ∙ 3 Bedrooms ∙ 6 Guests
3 1
cottage
The Botanical Flat 1, a three-bedroom duplex apartment in Sheffield's Sharrow district, is situated a short distance from Sheffield Botanical Gardens and a short drive (approximately 25-30km) from the Peak District National Park. This pet-friendly self-catering property sleeps six guests and features a fully equipped kitchen with a fridge, microwave, and dishwasher, plus super-king, king and double bedrooms and a sleek shower room.
Chesterfield
02/07 – 06/07
NZ$266/nighttotal: NZ$1064 (4 )
Cottage ∙ 3 Bedrooms ∙ 6 Guests
3 1
cottage , Creswell
Oxcroft View, a three-bedroom Derbyshire holiday home in Oxcroft, is situated 3km from Clowne and within an hour's drive of Sheffield, Nottingham, and Chesterfield. This pet-friendly Creswell cottage sleeps six, boasting a well-equipped kitchen, dining room, sitting room with wood-burning stove, family bathroom, cloakroom, and an external games room with pool table, table football, table tennis, and darts.
8.6 94 reviews
Chesterfield
07/07 – 08/07
NZ$887/nightfor 1 night
Cottage ∙ 2 Bedrooms ∙ 6 Guests
2 1
cottage
This charming Victorian house is located in the picturesque village of Matlock, just a short drive from the market town of Bakewell, Chatsworth House and Park, and the National Tramway Museum at Crich. The property has received very good user ratings. The cottage has two bedrooms and is suitable for up to six guests. It features a spacious sitting room, an open-plan kitchen and dining area, and a modern bathroom. The cottage also has a garden, parking, and internet access.