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

Courthouse Cottage, Eckington. - Chesterfield
Chesterfield
21/08 – 24/08
A$398/nighttotal: A$1194 (3 )

Courthouse Cottage, Eckington.

2 2
cottage , Sheffield
Courthouse Cottage, situated in Eckington, Derbyshire, is a 2-bedroom holiday let offering convenient access to Sheffield's cultural sites, including Kelham Islands Museum and the National Videogame Museum, located 8-16 kilometers away, and is also a short drive from the Peak District National Park.
This pet-friendly accommodation sleeps four guests and features an enclosed garden with a hot tub, a well-equipped kitchen/diner, a sitting room with a Smart TV, and roadside parking for two cars.
2 Bedroom Accommodation In Freebirch, Near Chatsworth, Bakewell - Chesterfield
10 1 review
Chesterfield
18/09 – 24/09
A$299/nighttotal: A$1794 (6 )

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.
Cottage ∙ 2 Bedrooms ∙ 4 Guests - Chesterfield
9.4 10 reviews
Chesterfield
03/09 – 06/09
A$379/nighttotal: A$1137 (3 )

Cottage ∙ 2 Bedrooms ∙ 4 Guests

2 2
cottage , Oker
The Old Chapel is a cottage located in Wensley Dale, near Matlock, offering convenient access to Stanton Moor, Chatsworth House, and Carsington Water.
This family-friendly holiday let accommodates up to four guests in two bedrooms and features a well-equipped kitchen diner with a dishwasher, washing machine, and tumble dryer, alongside a cosy wood-burning stove and a private parking space.
Mill Farm Cottages - Kingfisher - Chesterfield
Chesterfield
20/06 – 27/06
A$231/nighttotal: A$1617 (7 )

Mill Farm Cottages - Kingfisher

1 2
cottage , Barlow near Bakewell
This self-catering lodge in Barlow, Derbyshire, is situated within 50 hectares of conservation land and offers convenient access to the Peak District National Park and South Yorkshire, with Chatsworth House located approximately 11 kilometres away.
This pet-friendly cottage accommodates two guests in one bedroom and features an open-plan ground floor with a gas fire, dining area, and kitchen, plus complimentary Wi-Fi and the option for on-site fishing for an additional charge.

Best Chesterfield cottages with a kitchen

Cottage ∙ 2 Bedrooms ∙ 4 Guests - Chesterfield
10 5 reviews
Chesterfield
03/09 – 06/09
A$341/nighttotal: A$1023 (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.
Cottage ∙ 2 Bedrooms ∙ 3 Guests - Chesterfield
Chesterfield
18/09 – 24/09
A$186/nighttotal: A$1116 (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.
Cottage ∙ 1 Bedroom ∙ 2 Guests - Chesterfield
Chesterfield
26/06 – 28/06
A$455/nighttotal: A$910 (2 )

Cottage ∙ 1 Bedroom ∙ 2 Guests

1 2
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.
Cottage ∙ 2 Bedrooms ∙ 4 Guests - Chesterfield
9.4 128 reviews
Chesterfield
03/09 – 06/09
A$241/nighttotal: A$723 (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.

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

Cottage ∙ 1 Bedroom ∙ 4 Guests - Chesterfield
9.7 11 reviews
Chesterfield
21/08 – 24/08
A$516/nighttotal: A$1548 (3 )

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 ∙ 2 Bedrooms ∙ 4 Guests - Chesterfield
10 16 reviews
Chesterfield
05/07 – 09/07
A$305/nighttotal: A$1220 (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 ∙ 1 Bedroom ∙ 4 Guests - Chesterfield
Chesterfield
21/08 – 24/08
A$498/nighttotal: A$1494 (3 )

Cottage ∙ 1 Bedroom ∙ 4 Guests

1 2
cottage
Highview Stables is a detached holiday home located on the outskirts of Chesterfield, Derbyshire, offering countryside views and proximity to Peak District attractions such as Chatsworth House and Bakewell.
This pet-friendly cottage accommodates up to four guests, featuring one double bedroom, a shower room, a woodburning stove, a fully equipped kitchen with a dishwasher, and off-road parking for two cars.
Wigley Farm House Cottage, Pet Friendly, With Hot Tub In Chesterfield - Chesterfield
Chesterfield
18/09 – 24/09
A$297/nighttotal: A$1782 (6 )

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

Highview Stables, Pet Friendly, With Hot Tub In Chesterfield - Chesterfield
Chesterfield
21/08 – 24/08
A$478/nighttotal: A$1434 (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.
Cottage ∙ 3 Bedrooms ∙ 6 Guests - Chesterfield
Chesterfield
18/09 – 24/09
A$313/nighttotal: A$1878 (6 )

Cottage ∙ 3 Bedrooms ∙ 6 Guests

3 2
cottage , Tansley
Oakwood Lodge, a three-bedroom holiday home in Tansley, Derbyshire, is situated 3.2km from Matlock and offers easy access to the Peak District National Park, Bakewell, Chatsworth House, and Haddon Hall.
This pet-friendly self-catering property sleeps six, boasting a fully equipped kitchen/diner, a king-size bedroom with en-suite and TV, a private multi-level garden, and parking; a Smart TV in the sitting room provides additional entertainment.
Cottage ∙ 2 Bedrooms ∙ 4 Guests - Chesterfield
9.6 52 reviews
Chesterfield
03/09 – 06/09
A$257/nighttotal: A$771 (3 )

Cottage ∙ 2 Bedrooms ∙ 4 Guests

2 2
cottage
This charming two-bedroom cottage is situated on Matlock Moor, just 2 kilometres north of the spa town of Matlock and a short walk from the Matlock Golf Club, offering a peaceful rural setting. It has consistently received excellent reviews from guests.
The cottage provides 105 square metres of space, comfortably accommodating up to four guests. It features a well-equipped kitchen, a cosy living area, a private garden, and parking, making it ideal for families or groups of friends looking for a relaxing getaway.
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.
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