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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
Chesterfield
03/09 – 06/09
₹38055/nighttotal: ₹114165 (3 )

Cottage ∙ 2 Bedrooms ∙ 4 Guests

2 2
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.
Cottage ∙ 2 Bedrooms ∙ 4 Guests - Chesterfield
Chesterfield
21/08 – 24/08
₹21874/nighttotal: ₹65622 (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 ∙ 2 Bedrooms ∙ 4 Guests - Chesterfield
Chesterfield
21/08 – 24/08
₹32662/nighttotal: ₹97986 (3 )

Cottage ∙ 2 Bedrooms ∙ 4 Guests

2 2
cottage , Barlow
This Barlow Country Park lodge is located in Barlow, South Yorkshire, on the edge of the Peak District National Park and close to the South Yorkshire border, offering 50 acres of pastures and woodland with 8 fishing lakes nearby.
This pet-friendly, family-friendly two-bedroom bungalow accommodates four guests, featuring an open-plan living space, a private garden, parking for two cars, and complimentary Wi-Fi, serving as a base for exploring the Peak District National Park.
2 Bedroom Accommodation In Freebirch, Near Chatsworth, Bakewell - Chesterfield
10 1 review
Chesterfield
18/09 – 24/09
₹20098/nighttotal: ₹120588 (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.

Best Chesterfield cottages with a kitchen

Cottage ∙ 3 Bedrooms ∙ 5 Guests - Chesterfield
9.8 5 reviews
Chesterfield
03/09 – 06/09
₹26091/nighttotal: ₹78273 (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.
Cottage ∙ 3 Bedrooms ∙ 6 Guests - Chesterfield
9.5 64 reviews
Chesterfield
26/06 – 28/06
₹49312/nighttotal: ₹98624 (2 )

Cottage ∙ 3 Bedrooms ∙ 6 Guests

3 2
cottage , Barrow Hill
This Barrow Hill cottage, a former grocery store, is centrally located, a short walk from the Chesterfield Canal, Cuckoo Way, and the Trans-Pennine Trail, and a short drive (approx. 5km) from Chesterfield town centre and its attractions, including the Crooked Spire church and Queens Park.
The 130 square metre self-catering property sleeps six across three bedrooms, boasting a cosy sitting room with gas fire, a large garden ideal for children, and a fully equipped kitchen including a fridge, microwave, and dishwasher; nearby amenities include a children's playground and excellent access to walking and cycling trails.
Cottage ∙ 2 Bedrooms ∙ 4 Guests - Chesterfield
10 47 reviews
Chesterfield
18/09 – 24/09
₹17354/nighttotal: ₹104124 (6 )

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.
Cherry Tree Cottage, Pet Friendly, With Hot Tub In Chesterfield - Chesterfield
Chesterfield
21/08 – 24/08
₹32996/nighttotal: ₹98988 (3 )

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.

Frequently asked questions about cottages in Chesterfield

  • What would be a good 2-days itinerary for visiting Chesterfield?

    On your first day, visit the Crooked Spire, Chesterfield's most famous landmark. Afterwards, explore the town centre, stopping by the Chesterfield Museum and Art Gallery. For the second day, take a scenic walk along the Chesterfield Canal, enjoying the picturesque views. You could also visit the Queen's Park, a lovely green space in the heart of the town.
  • What part of Chesterfield is ideal for renting a cottage?

    The areas around the Chesterfield Canal and the Peak District National Park are popular for renting cottages. You'll find charming villages like Hasland, Brimington, and Staveley, offering a peaceful retreat from the town centre.
  • When is the best time to rent a cottage in Chesterfield?

    Spring and autumn are ideal times to rent a cottage in Chesterfield, as the weather is pleasant and the crowds are smaller. You'll enjoy the vibrant colours of the changing seasons and the opportunity to explore the countryside without the summer heat.
  • What are the can't-miss sights in Chesterfield?

    You definitely need to see the Crooked Spire, the iconic church with its distinctive leaning tower. Other must-sees include the Chesterfield Museum and Art Gallery, the Chesterfield Canal, and the Queen's Park. Don't forget to visit the historic market square, with its charming cobbled streets and traditional shops.
  • Why consider renting a cottage in Chesterfield for your stay?

    Renting a cottage provides a more secluded and comfortable experience compared to staying in a hotel. It's perfect for families or groups of friends looking for a home away from home. You can enjoy the peace and quiet of the countryside and have access to a fully equipped kitchen and living space.
  • Can you easily explore Chesterfield on foot or by bike?

    The town centre is easily walkable, and many of the attractions are within a short distance of each other. For exploring the surrounding countryside, a bike is a good option. You can find bike rental shops in the town centre.
  • What are the best restaurants in Chesterfield with nature views?

    The restaurant at the Peak Edge Hotel offers stunning views of the Peak District National Park. For a more casual dining experience with a view, try the restaurant at the Chesterfield Canal Basin, overlooking the water.
  • What family-friendly activities are available in Chesterfield?

    Chesterfield offers a range of family-friendly activities, including the Chesterfield Museum and Art Gallery, the Queen's Park, and the Chesterfield Canal. You can also enjoy a day out at the nearby Gulliver's Kingdom theme park or the Peak District National Park.

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 16 reviews
Chesterfield
04/07 – 08/07
₹20499/nighttotal: ₹81996 (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
9.7 11 reviews
Chesterfield
21/08 – 24/08
₹34623/nighttotal: ₹103869 (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.
The Olde Coach House - Cottage With Hot Tub - Chesterfield
9.9 106 reviews
Chesterfield
21/08 – 24/08
₹33631/nighttotal: ₹100893 (3 )

The Olde Coach House - Cottage With Hot Tub

1 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.
The Loft, Pet Friendly, Character Holiday Cottage In Millthorpe - Chesterfield
8.0 1 review
Chesterfield
18/09 – 24/09
₹30691/nighttotal: ₹184146 (6 )

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.

Best pet friendly Chesterfield cottages

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

Cottage ∙ 4 Bedrooms ∙ 5 Guests - Chesterfield
Chesterfield
18/09 – 24/09
₹32534/nighttotal: ₹195204 (6 )

Cottage ∙ 4 Bedrooms ∙ 5 Guests

4 2
cottage
This accessible bungalow, Havendale, is located in historic Chesterfield, Derbyshire, just 1.4 kilometers from the medieval market town centre and its famous 'Crooked Spire', with the Peak District National Park, Chatsworth House, and Haddon Hall within easy driving distance.
This architecturally designed, single-storey property accommodates up to five guests in four bedrooms, featuring an open-plan living space with an accessible kitchen, a woodburning stove, and wide bifold doors leading to an enclosed south-facing garden with a barbecue, whilst pets and families are welcome.
Cottage ∙ 3 Bedrooms ∙ 6 Guests - Chesterfield
Chesterfield
02/07 – 06/07
₹14743/nighttotal: ₹58972 (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 ∙ 2 Bedrooms ∙ 4 Guests - Chesterfield
9.9 41 reviews
Chesterfield
18/09 – 24/09
₹12941/nighttotal: ₹77646 (6 )

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 ∙ 3 Guests - Chesterfield
Chesterfield
21/08 – 24/08
₹33173/nighttotal: ₹99519 (3 )

Cottage ∙ 1 Bedroom ∙ 3 Guests

1 2
cottage , Barlow
This Barlow holiday cottage is situated within 50 acres of conservation pastures and woodland, offering a tranquil natural environment close to the Peak District National Park and the South Yorkshire border.
This one-bedroom lodge accommodates up to three guests and features an open-plan living space with a gas fire, a zip and link super kingsize bed, complimentary Wi-Fi, and a patio with shared garden furniture, ideal for bird and wildlife spotting.
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