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Chesterfield cottages
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18 Cottages at the best price in Chesterfield

Best family friendly Chesterfield cottages

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

Cottage ∙ 2 Bedrooms ∙ 4 Guests - Chesterfield
10 16 reviews
Chesterfield
04/07 – 08/07
£160/nighttotal: £640 (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
26/06 – 28/06
£228/nighttotal: £456 (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.
Cottage ∙ 1 Bedroom ∙ 2 Guests - Chesterfield
Chesterfield
21/08 – 23/08
£174/nighttotal: £348 (2 )

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 ∙ 2 Bedrooms ∙ 4 Guests - Chesterfield
Chesterfield
21/08 – 23/08
£353/nighttotal: £706 (2 )

Cottage ∙ 2 Bedrooms ∙ 4 Guests

2 2
cottage , Tansley
Oakwood Mews is a contemporary holiday home located in the rural village of Tansley, Derbyshire, just 3.2 kilometres from Matlock and on the edge of the Peak District National Park.
This single-storey cottage offers accommodation for four guests in two king-size bedrooms, featuring underfloor heating, a well-equipped kitchen/diner, a private enclosed courtyard, and is conveniently situated for exploring attractions such as Chatsworth House and Carsington Water.

Best Chesterfield cottages with a kitchen

Cottage ∙ 2 Bedrooms ∙ 4 Guests - Chesterfield
Chesterfield
02/07 – 06/07
£103/nighttotal: £412 (4 )

Cottage ∙ 2 Bedrooms ∙ 4 Guests

2 1
cottage
Alexandra Retreat, a comfortable holiday home in Sutton-In-Ashfield, Nottinghamshire, offers convenient access to the Peak District National Park, located approximately 18 kilometers away, and is a short drive from historical Hardwick Hall and Creswell Crags.
This two-bedroom holiday cottage accommodates up to four guests, featuring a spacious contemporary kitchen with a breakfast bar, a sitting room with a Smart TV, a conservatory, an enclosed garden with a barbecue, and off-road parking.
Cottage ∙ 3 Bedrooms ∙ 5 Guests - Chesterfield
Chesterfield
03/09 – 06/09
£162/nighttotal: £486 (3 )

Cottage ∙ 3 Bedrooms ∙ 5 Guests

3 2
cottage , Inkersall
This Inkersall cottage, situated on the outskirts of Chesterfield, offers easy access to the Peak District National Park and is a short drive (distance unspecified) from Bolsover Castle.
The three-bedroom property sleeps five, features a well-equipped kitchen, utility room, private garden, and parking, providing comfortable accommodation for families or groups visiting Chesterfield and the surrounding area.
Cottage ∙ 2 Bedrooms ∙ 4 Guests - Chesterfield
9.4 10 reviews
Chesterfield
02/07 – 06/07
£151/nighttotal: £604 (4 )

Cottage ∙ 2 Bedrooms ∙ 4 Guests

2 1
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.
Wigley Farm House Cottage, Pet Friendly, With Hot Tub In Chesterfield - Chesterfield
Chesterfield
03/09 – 06/09
£290/nighttotal: £870 (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.

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 most famous landmark. Then, explore the Chesterfield Museum and Art Gallery, which has a great collection of local history. In the evening, enjoy a meal at The Old Vicarage, a popular restaurant with a charming setting. On your second day, visit the beautiful Queen's Park, a green space with a boating lake. Afterwards, stroll through the historic streets of the town centre, and check out the independent shops and cafes.
  • 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 areas around the villages of Brampton, Hasland, and Clay Cross are perfect for renting a cottage. They offer a peaceful escape from the hustle and bustle of the town centre, with plenty of scenic walks and countryside views.
  • 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. The weather is mild, and the countryside is in full bloom. You can enjoy walks in the Peak District National Park and visit local markets without the crowds of summer.
  • 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. Then there's the Chesterfield Museum and Art Gallery, which has a fascinating collection of local history. For a bit of nature, Queen's Park is a lovely green space with a boating lake. And don't forget to visit the historic market square, with its charming independent shops and cafes.
  • 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 more secluded and peaceful experience compared to staying in a hotel. They often come with amenities like gardens and kitchens, allowing you to cook your own meals and enjoy the peace and quiet of the countryside.
  • What are the best pet friendly cottages in Chesterfield?

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

    Yes, Chesterfield town centre is easily walkable. For exploring the surrounding villages and countryside, cycling is a great option. There are several cycle paths and trails in the area, including the Chesterfield Canal towpath.
  • What are the best cottages with parking in Chesterfield?

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

    The Old Vicarage restaurant is a popular choice, with a beautiful garden setting. The restaurant at the Peak Edge Hotel also offers stunning views of the Peak District National Park.
  • What family-friendly activities are available in Chesterfield?

    Queen's Park is a great spot for families, with a playground, boating lake, and plenty of green space. The Chesterfield Museum and Art Gallery also has interactive exhibits that are fun for kids. For a day out, the National Trust's Hardwick Hall is a beautiful stately home with gardens that are perfect for a family picnic.

Destinations nearby

Browse Cottages with a Hot Tub in Chesterfield

Indulge in a private hot tub-the ultimate detail to elevate your Chesterfield cottage city stay.

Cherry Tree Cottage, Pet Friendly, With Hot Tub In Chesterfield - Chesterfield
Chesterfield
08/08 – 09/08
£672/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 ∙ 1 Bedroom ∙ 4 Guests - Chesterfield
9.7 11 reviews
Chesterfield
21/08 – 23/08
£335/nighttotal: £670 (2 )

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.
The Olde Coach House - Cottage With Hot Tub - Chesterfield
9.9 106 reviews
Chesterfield
03/09 – 06/09
£264/nighttotal: £792 (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.
Cottage ∙ 4 Bedrooms ∙ 8 Guests - Chesterfield
9.9 44 reviews
Chesterfield
08/08 – 09/08
£1297/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.

Neighborhoods and points of interest in Chesterfield

Check Out Pet-Friendly Cottages in Chesterfield

Our pet-friendly cottages in Chesterfield guarantee a holiday your dog will enjoy as much as you.

Cottage ∙ 2 Bedrooms ∙ 4 Guests - Chesterfield
9.6 52 reviews
Chesterfield
04/07 – 08/07
£91/nighttotal: £364 (4 )

Cottage ∙ 2 Bedrooms ∙ 4 Guests

2 1
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 ∙ 2 Bedrooms ∙ 4 Guests - Chesterfield
9.9 41 reviews
Chesterfield
21/08 – 23/08
£236/nighttotal: £472 (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 ∙ 2 Bedrooms ∙ 6 Guests - Chesterfield
Chesterfield
21/08 – 23/08
£289/nighttotal: £578 (2 )

Cottage ∙ 2 Bedrooms ∙ 6 Guests

2 2
cottage , Kelstedge
This Peak District cottage in Kelstedge is conveniently located above a local pub, offering easy access to the Peak District National Park's walking trails and attractions, though precise distances to specific landmarks aren't provided.
Sleeping up to six guests, the self-catering property comprises two bedrooms (one double with en-suite, one twin), two bathrooms, a well-equipped kitchen, a living room with a sofa bed and Freeview TV, plus free Wi-Fi and parking for two cars; dogs are welcome.
2 Bedroom Accommodation In Matlock - Chesterfield
10 1 review
Chesterfield
21/08 – 23/08
£289/nighttotal: £578 (2 )

2 Bedroom Accommodation In Matlock

2 2
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.
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