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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 ∙ 3 Bedrooms ∙ 6 Guests - Chesterfield
Chesterfield
02/07 – 06/07
147 €/nighttotal: 588 € (4 )

Cottage ∙ 3 Bedrooms ∙ 6 Guests

3 1
cottage , Morton
Naseby House, a stylish semi-detached property, is located in Morton, Derbyshire, 7.4 kilometres from Alfreton and conveniently close to the Peak District National Park.
This family-friendly cottage accommodates six guests across three bedrooms and offers a well-equipped open-plan living space, a separate snug, an enclosed private courtyard with barbecue, and roadside parking for two cars.
Cottage ∙ 3 Bedrooms ∙ 6 Guests - Chesterfield
Chesterfield
03/09 – 06/09
336 €/nighttotal: 1008 € (3 )

Cottage ∙ 3 Bedrooms ∙ 6 Guests

3 2
cottage
Wigley Farm House Cottage, a delightful bungalow near Wadshelf in Derbyshire, is situated 8km from Chesterfield, offering easy access to attractions such as Chesterfield's Crooked Spire.
This pet-friendly self-catering property sleeps six guests in three bedrooms (king, double, and twin), boasting a fully equipped kitchen, a hot tub, and an enclosed garden with patio furniture; nearby activities include exploring the tranquil Derbyshire countryside.
Cottage ∙ 2 Bedrooms ∙ 4 Guests - Chesterfield
9.4 128 reviews
Chesterfield
03/09 – 06/09
146 €/nighttotal: 438 € (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 ∙ 1 Bedroom ∙ 2 Guests - Chesterfield
Chesterfield
21/08 – 23/08
202 €/nighttotal: 404 € (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.

Best Chesterfield cottages with a kitchen

Cottage ∙ 3 Bedrooms ∙ 5 Guests - Chesterfield
Chesterfield
04/07 – 05/07
723 €/nightfor 1 night

Cottage ∙ 3 Bedrooms ∙ 5 Guests

3 2
cottage , Bolsover
This 1930s art deco holiday home in Bolsover, Derbyshire, is conveniently located for exploring the region, with Sherwood Forest 48 kilometres away and the Peak District under 1 hour's drive.
This pet-friendly cottage accommodates up to five guests across three bedrooms and two bathrooms, featuring a dishwasher, two open fires, Wi-Fi, and a garden with seating and dining areas, with a travel cot, highchair, and stairgate available on request.
1 Bed In Ashover (Oc-dclhil) - Chesterfield
Chesterfield
21/08 – 23/08
271 €/nighttotal: 542 € (2 )

1 Bed In Ashover (Oc-dclhil)

1 2
cottage , Ashover
Little Hillside is a barn conversion near Chesterfield, located 600 meters from Ashover's local shops and pubs, with Chatsworth House and The Grand Pavilion, Matlock Bath a short drive away.
This one-bedroom annex accommodates two guests and features an open-plan living space, a well-equipped kitchen with a washing machine, an en-suite bathroom, Wi-Fi, and parking.
80 M² Cottage ∙ 2 Bedrooms ∙ 4 Guests - Chesterfield
9.6 36 reviews
Chesterfield
03/09 – 06/09
128 €/nighttotal: 384 € (3 )

80 M² Cottage ∙ 2 Bedrooms ∙ 4 Guests

2 2
cottage
Wild Hill Cottage, a semi-detached bungalow, is situated on the edge of the Peak District National Park, approximately 4km from Sutton-in-Ashfield, 8km from Mansfield, and 16km from Chesterfield, offering easy access to attractions like Hardwick Hall and the Heights of Abraham.
This 80 square metre ground-floor property sleeps four in two bedrooms, one bathroom, and boasts a kitchen with fridge, microwave, and dishwasher, plus a garden, parking, and internet access; nearby pubs include the Carnarvon Arms, White Hart, and Woodend Stonehouse.
Cottage ∙ 2 Bedrooms ∙ 4 Guests - Chesterfield
9.8 9 reviews
Chesterfield
26/06 – 28/06
371 €/nighttotal: 742 € (2 )

Cottage ∙ 2 Bedrooms ∙ 4 Guests

2 4
cottage
This Peak District cottage, situated near Chesterfield on Claypit Lane, offers easy access to attractions such as Chatsworth House and Bakewell.
The two-bedroom, two-bathroom dwelling sleeps four, features a fully equipped kitchen with an Aga, a private patio with BBQ, off-road parking for two cars, and amenities including Wi-Fi and underfloor heating.

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. The weather is mild, the colours are stunning, and you'll avoid the crowds of summer. Plus, you'll be able to enjoy the local markets and events.
  • 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?

    You absolutely must see the Crooked Spire, the iconic landmark of Chesterfield. Don't miss the Chesterfield Museum, which tells the story of the town's history. And if you're a fan of nature, a trip to Queen's Park is a must.
  • 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?

    A cottage offers a unique and comfortable experience. You'll be able to relax and unwind in a peaceful setting, away from the hustle and bustle of the town. Plus, you'll be close to the beautiful countryside, perfect for exploring.
  • 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 very walkable. The town centre is compact, and you can easily explore the main attractions on foot. There are also plenty of cycle paths, making it easy 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 family-friendly activities are available in Chesterfield?

    Queen's Park is a great place for kids, with a playground, paddling pool, and plenty of space to run around. The Chesterfield Museum also has a family-friendly section with interactive exhibits.
  • What are the best pet friendly cottages in Chesterfield?

  • 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 ∙ 2 Bedrooms ∙ 4 Guests - Chesterfield
10 7 reviews
Chesterfield
21/08 – 23/08
282 €/nighttotal: 564 € (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.
Cherry Tree Cottage, Pet Friendly, With Hot Tub In Chesterfield - Chesterfield
Chesterfield
21/08 – 23/08
389 €/nighttotal: 778 € (2 )

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 16 reviews
Chesterfield
08/08 – 09/08
989 €/nightfor 1 night

Cottage ∙ 2 Bedrooms ∙ 4 Guests

2 2
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.
The Olde Coach House - Cottage With Hot Tub - Chesterfield
9.9 106 reviews
Chesterfield
03/09 – 06/09
306 €/nighttotal: 918 € (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
9.6 10 reviews
Chesterfield
21/08 – 23/08
406 €/nighttotal: 812 € (2 )

Cottage ∙ 1 Bedroom ∙ 2 Guests

1 2
cottage
This Peak District cottage near Tansley, 2.4km from Matlock and within easy reach of Bakewell, offers stunning countryside views and proximity to the Peak District National Park's walking and cycling trails.
The self-catering property, sleeping two guests, features an open-plan design with a double bedroom, bathroom, well-equipped kitchen, and enclosed garden with off-road parking for two cars; Hardwick Hall, Crich Tramway Village, and Chatsworth House are all within a short driving distance.
Cottage ∙ 3 Bedrooms ∙ 6 Guests - Chesterfield
9.5 64 reviews
Chesterfield
26/06 – 28/06
233 €/nighttotal: 466 € (2 )

Cottage ∙ 3 Bedrooms ∙ 6 Guests

3 4
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 ∙ 6 Guests - Chesterfield
8.6 94 reviews
Chesterfield
07/07 – 08/07
446 €/nightfor 1 night

Cottage ∙ 2 Bedrooms ∙ 6 Guests

2 1
cottage
This charming Victorian house is located in the picturesque village of Matlock, just a short drive from the market town of Bakewell, Chatsworth House and Park, and the National Tramway Museum at Crich. The property has received very good user ratings.
The cottage has two bedrooms and is suitable for up to six guests. It features a spacious sitting room, an open-plan kitchen and dining area, and a modern bathroom. The cottage also has a garden, parking, and internet access.
Havendale - Chesterfield
Chesterfield
28/08 – 01/09
508 €/nighttotal: 2032 € (4 )

Havendale

1 2
cottage
This golfer's holiday home in Chesterfield is situated within a 15-minute walk of Mecca Bingo, Queen's Park, and Chesterfield Market, with Chesterfield Museum & Art Gallery and SMH Group Stadium also less than 2 km away.
This holiday cottage offers a kitchen with a dishwasher, complimentary Wi-Fi, a private garden, and free unassisted parking, with three bathrooms available for guest convenience.
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