Cottages in Chesterfield

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Chesterfield cottages
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18 Best cottages in Chesterfield

Best family friendly Chesterfield cottages

Among the 18 accommodations in Chesterfield, here are the 4 best family friendly cottages

Cottage ∙ 2 Bedrooms ∙ 3 Guests - Chesterfield
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.
1 Bedroom Accommodation In Old Brampton, Near Chesterfield - Chesterfield
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.
Cottage ∙ 2 Bedrooms ∙ 4 Guests - Chesterfield
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.
Cottage ∙ 4 Bedrooms ∙ 8 Guests - Chesterfield
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

Cottage ∙ 2 Bedrooms ∙ 4 Guests - Chesterfield
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.
Cottage ∙ 3 Bedrooms ∙ 6 Guests - Chesterfield
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.
Cottage ∙ 2 Bedrooms ∙ 4 Guests - Chesterfield
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.
Cottage ∙ 3 Bedrooms ∙ 6 Guests - Chesterfield
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 are the best cottages in Chesterfield?

    Among the cottages in Chesterfield, Wasp Nest Cottage - Peak District, Chatsworth Cottage and Peak District Perfection With Luxury Bath-sleeps 6 are the most popular ones.

  • 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 best cottage with a pool in Chesterfield is Cottage ∙ 2 Bedrooms ∙ 5 Guests.

  • When is the best time to rent a cottage in Chesterfield?

    Spring and autumn are ideal for a cottage stay in Chesterfield. You'll enjoy pleasant weather and fewer crowds compared to the summer months.
  • What are the best cottages with a jacuzzi in Chesterfield?

    The best cottages with a jacuzzi in Chesterfield are The Olde Coach House - Cottage With Hot Tub, Tawny Owl Barn and Boundary Cottage.

  • What are the can't-miss sights 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?

    The best cottages for families and kids in Chesterfield are Wasp Nest Cottage - Peak District, Chatsworth Cottage and Peak District Perfection With Luxury Bath-sleeps 6.

  • Why consider renting a cottage in Chesterfield for your stay?

    Cottages offer a charming and cosy alternative to hotels. They're perfect for families or groups of friends who want a home-away-from-home experience.
  • What are the best pet friendly cottages 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

Cottage ∙ 2 Bedrooms ∙ 4 Guests - Chesterfield
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.
Cottage ∙ 4 Bedrooms ∙ 8 Guests - Chesterfield
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.
Highview Stables, Pet Friendly, With Hot Tub In Chesterfield - Chesterfield
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.
Wigley Farm House Cottage, Pet Friendly, With Hot Tub In Chesterfield - Chesterfield
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

Cottage ∙ 1 Bedroom ∙ 2 Guests - Chesterfield
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.
Cottage ∙ 4 Bedrooms ∙ 8 Guests - Chesterfield
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.
The Bungalow@barlow, Pet Friendly, With Open Fire In Chesterfield - Chesterfield
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.
Cottage ∙ 3 Bedrooms ∙ 5 Guests - Chesterfield
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.
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