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

1 Bedroom Accommodation In Dronfield - Chesterfield
10 1 review
Chesterfield
04/07 – 08/07
A$215/nighttotal: A$860 (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.
Cottage ∙ 2 Bedrooms ∙ 4 Guests - Chesterfield
9.9 41 reviews
Chesterfield
21/08 – 23/08
A$449/nighttotal: A$898 (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.
Cottage ∙ 1 Bedroom ∙ 2 Guests - Chesterfield
Chesterfield
02/07 – 06/07
A$211/nighttotal: A$844 (4 )

Cottage ∙ 1 Bedroom ∙ 2 Guests

1 1
cottage
Stubley Hollow 6 is a charming cottage located in Dronfield, just a short drive from both Sheffield and Chesterfield, with easy access to the Peak District National Park. The cottage is situated within 40 acres of land with over 30 horses, offering a peaceful and secluded escape.
This cosy dwelling is perfect for couples or a small family, with one bedroom and one bathroom. The cottage has a well-equipped kitchen, comfortable living space with a woodburner, and private parking for two cars.
Cottage ∙ 2 Bedrooms ∙ 4 Guests - Chesterfield
Chesterfield
04/07 – 08/07
A$303/nighttotal: A$1212 (4 )

Cottage ∙ 2 Bedrooms ∙ 4 Guests

2 1
cottage
This Victorian terraced house at Lime Grove Walk 11 in Matlock offers a family-friendly base within 300 meters of the town centre and provides convenient access to the Peak District National Park.
This two-bedroom dwelling accommodates up to four guests with a farmhouse-style kitchen, a sitting room featuring a woodburning stove, and an enclosed rear garden with bike storage, ideal for exploring local attractions such as Hall Leys Park and Heights of Abraham.

Best Chesterfield cottages with a kitchen

150 M² Cottage ∙ 2 Bedrooms ∙ 4 Guests - Chesterfield
8.4 5 reviews
Chesterfield
04/07 – 08/07
A$244/nighttotal: A$976 (4 )

150 M² Cottage ∙ 2 Bedrooms ∙ 4 Guests

2 1
cottage
This Tring-on-Tor hillside cottage overlooks Matlock, Derbyshire, offering stunning views and proximity (0.6km) to the town centre and its amenities, including shops, pubs, and restaurants, with easy access to the Peak District National Park.
The 150 square metre property boasts two bedrooms sleeping four, one bathroom, a well-equipped kitchen with a traditional stove, a south-facing patio, an open fire, and free on-street parking nearby.
Cottage ∙ 1 Bedroom ∙ 4 Guests - Chesterfield
9.7 11 reviews
Chesterfield
28/08 – 01/09
A$400/nighttotal: A$1600 (4 )

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.
Cottage ∙ 4 Bedrooms ∙ 8 Guests - Chesterfield
10 2 reviews
Chesterfield
03/09 – 06/09
A$413/nighttotal: A$1239 (3 )

Cottage ∙ 4 Bedrooms ∙ 8 Guests

4 2
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.
Cottage ∙ 2 Bedrooms ∙ 4 Guests - Chesterfield
9.8 20 reviews
Chesterfield
08/08 – 09/08
A$1222/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.

Frequently asked questions about cottages in Chesterfield

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

    Spring and autumn are lovely times to visit Chesterfield, as the weather is mild and the crowds are smaller. You'll enjoy the changing colours of the leaves in autumn and the blossoming flowers in spring. Summer is also a popular time to visit, but it can get busy.
  • 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 are the can't-miss sights in Chesterfield?

    The Crooked Spire is a must-see, of course! It's a unique and iconic landmark that you won't find anywhere else. Also, don't miss the Chesterfield Museum and Art Gallery, the beautiful Queen's Park, and the historic Chesterfield Market.
  • What are the best cottages with a pool in Chesterfield?

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

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

    Renting a cottage offers a more relaxed and comfortable experience than staying in a hotel. You'll have your own space, kitchen facilities, and often a garden or patio. It's a great way to feel more at home and enjoy a peaceful getaway.
  • 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.

  • Can you easily explore Chesterfield on foot or by bike?

    Yes, Chesterfield is a very walkable town. The town centre is compact and most attractions are within easy reach. You can also hire bikes from various locations in the town, which is a great way to explore the surrounding countryside.
  • 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.

  • What are the best restaurants in Chesterfield with nature views?

    The Crooked Spire Bistro offers stunning views of the Crooked Spire and the town centre. The Old Vicarage is also a great option, with a beautiful garden and a peaceful atmosphere. You can enjoy a delicious meal while surrounded by nature.
  • What are the best pet friendly cottages in Chesterfield?

  • What family-friendly activities are available in Chesterfield?

    Queen's Park is a great place for a family day out, with a playground, boating lake, and plenty of open space for running around. The Chesterfield Museum and Art Gallery also has interactive exhibits that are fun for children. For a more active day, try the Chesterfield Bowl bowling alley or the Chesterfield Climbing Centre.
  • What are the best cottages with parking in Chesterfield?

Destinations nearby

Best Chesterfield cottages with a jacuzzi

Among the 18 accommodations in Chesterfield, here are the 4 best cottages with a jacuzzi

Cherry Tree Cottage, Pet Friendly, With Hot Tub In Chesterfield - Chesterfield
Chesterfield
08/08 – 09/08
A$1281/nightfor 1 night

Cherry Tree Cottage, Pet Friendly, With Hot Tub In Chesterfield

1 2
cottage , Chesterfield
Cherry Tree Cottage is situated near Chesterfield, Derbyshire, just 1.6 kilometres from the Peak District National Park, with a pub a short walk away.
The one-bedroom cottage, with a floor area of 90 square meters, comfortably accommodates four guests and features a fully equipped kitchen, a private covered hot tub, and a garden.
Cottage ∙ 2 Bedrooms ∙ 4 Guests - Chesterfield
10 7 reviews
Chesterfield
21/08 – 23/08
A$463/nighttotal: A$926 (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.
Wigley Farm House Cottage, Pet Friendly, With Hot Tub In Chesterfield - Chesterfield
Chesterfield
03/09 – 06/09
A$553/nighttotal: A$1659 (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.
The Olde Coach House - Cottage With Hot Tub - Chesterfield
9.9 106 reviews
Chesterfield
03/09 – 06/09
A$503/nighttotal: A$1509 (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.

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
04/07 – 08/07
A$146/nighttotal: A$584 (4 )

Cottage ∙ 1 Bedroom ∙ 2 Guests

1 1
cottage
This first-floor apartment, located at 58 Dale Road in Matlock, Derbyshire, offers easy access to local shops, pubs, and riverside walks, and is situated within 5 kilometers of the Peak District National Park. This pet-friendly cottage sleeps two guests in one king-size bedroom, featuring a well-equipped kitchen with a fridge, microwave oven, and dishwasher, alongside a modern bathroom with a walk-in shower and bath, and private outdoor space for alfresco dining.
Cottage ∙ 3 Bedrooms ∙ 11 Guests - Chesterfield
Chesterfield
04/07 – 08/07
A$597/nighttotal: A$2388 (4 )

Cottage ∙ 3 Bedrooms ∙ 11 Guests

3 1
cottage
Pine Lodge, a Peak District National Park holiday home near Tansley, is situated 3.2km from the Crich Tramway Museum and under 16km from Chatsworth House.
This spacious lodge sleeps eleven guests in three bedrooms (plus two sofa beds), boasts two bathrooms, a fully equipped kitchen with dishwasher, private decking, parking for five cars, and offers Wi-Fi, plus a welcome pack.
Cottage ∙ 3 Bedrooms ∙ 6 Guests - Chesterfield
Chesterfield
02/07 – 06/07
A$220/nighttotal: A$880 (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.
Cottage ∙ 3 Bedrooms ∙ 6 Guests - Chesterfield
Chesterfield
21/08 – 23/08
A$689/nighttotal: A$1378 (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.
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