Cottages in Chesterfield

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Chesterfield cottages
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26 Best cottages in Chesterfield

Best family friendly Chesterfield cottages

Among the 26 accommodations in Chesterfield, here are the 4 best family friendly cottages

Cottage ∙ 4 Bedrooms ∙ 8 Guests - Chesterfield
9.8 95 reviews

Cottage ∙ 4 Bedrooms ∙ 8 Guests

cottage, Ashover
This four-bedroom stone cottage, a converted stable, is situated in the village of Ashover, Amber Valley, Derbyshire, approximately 8 kilometres from Matlock and close to Ashover's 9-hole golf course and the Crispin Inn.
The 145 square metre property boasts a country-style kitchen, separate dining room, large sitting room, private patio, lawned garden, and sleeps eight guests, with one en-suite bedroom; an adjoining property (Ref. 927577) offers potential for larger groups.
Cottage ∙ 4 Bedrooms ∙ 8 Guests - Chesterfield
No reviews

Cottage ∙ 4 Bedrooms ∙ 8 Guests

cottage, Bolsover
Greenwell Cottage, a four-bedroom house in Bolsover, is centrally located, a short walk from Bolsover Castle and within easy reach of the Peak District National Park.
This self-catering property sleeps eight, boasting a spacious kitchen with a large island, two living rooms (each with a Smart TV), a private hot tub, and ample parking; nearby activities include hiking in the Peak District.
Cottage ∙ 3 Bedrooms ∙ 5 Guests - Chesterfield
No reviews

Cottage ∙ 3 Bedrooms ∙ 5 Guests

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.
The Old Hayloft-uk39431 - Chesterfield
10 5 reviews

The Old Hayloft-uk39431

cottage, Dronfield
This one-bedroom apartment is situated in Dronfield, just a short distance from the Peak District National Park, offering easy access to stunning natural landscapes. It's also conveniently located near the city of Sheffield and the historic town of Chesterfield, making it a great base for exploring the region.
The self-catering property is ideal for couples or small families, with a comfortable king-size bed and a well-equipped kitchen. Enjoy the peace and quiet of the rural setting, with its 40-acre farm and over 30 horses, and take advantage of the private parking, internet access, and family-friendly amenities.

Best Chesterfield cottages with a kitchen

Cottage ∙ 3 Bedrooms ∙ 6 Guests - Chesterfield
No reviews

Cottage ∙ 3 Bedrooms ∙ 6 Guests

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.
Thorntree Lodge, Pet Friendly, With A Garden In Ashover - Chesterfield
8.0 3 reviews

Thorntree Lodge, Pet Friendly, With A Garden In Ashover

cottage, Chesterfield
Thorntree Lodge is located in Ashover, just a short drive from Chatsworth House and within easy reach of Nottingham Castle and Alton Towers. The lodge has received very good user ratings and excellent ratings for its location and cleanliness.
The lodge offers 3 bedrooms and 2 bathrooms, providing space for up to 6 guests across a floor area of 130 square metres. Guests can enjoy a fully equipped kitchen, a garden, a terrace, a fireplace, free Wi-Fi, private parking and a fitness centre.
Cuckoo Nest, With A Garden In Ashover - Chesterfield
10 1 review

Cuckoo Nest, With A Garden In Ashover

cottage, Chesterfield
Cuckoo Nest is a charming one-bedroom cottage located in the peaceful village of Ashover, just five miles from Matlock and a short drive from local amenities. The village enjoys a tranquil setting, perfect for those seeking a relaxing escape.
The cottage is ideal for couples or a small family, offering a unique sleeping arrangement with a king-size bed and a sofa bed. Guests can enjoy modern amenities including a dishwasher, TV, and Wi-Fi, as well as a private garden with decking, furniture, and a barbecue.
Cottage ∙ 2 Bedrooms ∙ 5 Guests - Chesterfield
No reviews

Cottage ∙ 2 Bedrooms ∙ 5 Guests

cottage
This end-terrace holiday home, Baytree House, is situated on Rushley Road in Sheffield, South Yorkshire, offering a practical base for exploring Sheffield's city attractions and the Peak District, with local pubs and shops within a 500-meter walk. This two-bedroom cottage accommodates up to five guests, featuring an open-plan living area with a kitchen, a ground-floor wet room and cloakroom, enclosed rear patio, and off-road parking for three cars, ideal for families and groups seeking self-catering accommodation near Sheffield's parks and museums.

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 famous landmark. Pop into the Chesterfield Museum and Art Gallery afterwards. For the evening, catch a show at the Pomegranate Theatre or enjoy a meal at one of the many restaurants in the town centre.
  • 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 villages surrounding Chesterfield, like Hasland, Brampton, and Calow, are lovely for renting a cottage. They offer a peaceful escape while being within easy reach of the town centre.
  • 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. You'll enjoy pleasant weather and fewer crowds compared to the summer months.
  • 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. You can't miss the Chesterfield Museum and Art Gallery, which tells the story of the town's history and culture. The Queen's Park is a lovely green space for a stroll.
  • 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 charming and cosy alternative to hotels. They're perfect for families or groups of friends who want a home-away-from-home experience.
  • What are the best pet friendly cottages in Chesterfield?

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

    Chesterfield's town centre is easily explored on foot. You can also rent bikes from various places in the town, making it easier to explore the surrounding areas.
  • What are the best cottages with parking in Chesterfield?

  • What family-friendly activities are available in Chesterfield?

    The Chesterfield Museum and Art Gallery has interactive exhibits for children. The Queen's Park is perfect for a picnic or a game of frisbee. The nearby Peak District National Park offers plenty of opportunities for walks and outdoor activities.

Popular destinations

Best Chesterfield cottages with a jacuzzi

Among the 26 accommodations in Chesterfield, here are the 4 best cottages with a jacuzzi

Cherry Tree Cottage, Pet Friendly, With Hot Tub In Chesterfield - Chesterfield
No reviews

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

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

Cottage ∙ 1 Bedroom ∙ 4 Guests

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 47 reviews

Cottage ∙ 2 Bedrooms ∙ 4 Guests

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.
2 Bedroom Accommodation In Old Whittington, Near Chesterfield - Chesterfield
10 6 reviews

2 Bedroom Accommodation In Old Whittington, Near Chesterfield

cottage, Old Whittington, near Chesterfield
Boundary Cottage, a semi-detached holiday home in Old Whittington, near Chesterfield, Derbyshire, is situated approximately 1.6km from Chesterfield town centre and 0.8km from a local pub, offering easy access to the Peak District National Park and attractions such as Chatsworth House and Haddon Hall.
This two-bedroom self-catering property sleeps five, boasting a jacuzzi, private garden with patio, parking for two cars, and modern amenities including a fully equipped kitchen, Freeview TV, Sky, Netflix, Playstation 4, and Nintendo Wii.

Best pet friendly Chesterfield cottages

Among the 26 accommodations in Chesterfield, here are the 4 best pet friendly cottages

Courthouse Cottage, Eckington. - Chesterfield
No reviews

Courthouse Cottage, Eckington.

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.
Carr House Farm, Pet Friendly, With Open Fire In Wingerworth - Chesterfield
No reviews

Carr House Farm, Pet Friendly, With Open Fire In Wingerworth

cottage, Chesterfield
Carr House Farm, a detached barn conversion near Wingerworth, sits on the edge of the Peak District, offering access to open moorland and wooded dales, with a shop 900 meters and a pub 800 meters away.
This spacious 130 square meter property accommodates six guests in three bedrooms, features an open-plan living area with a woodburning stove, a separate sitting room with a Smart TV, and provides off-road parking, a courtyard, and the option of two stables for horses.
Cedar Cottage - Chesterfield
No reviews

Cedar Cottage

cottage, Chesterfield
This Chesterfield cottage is situated 1.5km from the Barrow Hill Roundhouse Railway Museum, under 5km from Poolsbrook Country Park and the Technique Stadium, and less than 10km from Chesterfield Market and Mecca Bingo.
The self-catering holiday home offers free on-site parking, Wi-Fi in communal areas, two bathrooms, and allows pets; nearby attractions include outdoor activities at Poolsbrook Country Park and the football at the Technique Stadium.
Cottage ∙ 2 Bedrooms ∙ 6 Guests - Chesterfield
No reviews

Cottage ∙ 2 Bedrooms ∙ 6 Guests

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.
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