Cottages in Chesterfield

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Chesterfield cottages
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26 Best cottages in Chesterfield

Top-Rated Family Cottages in Chesterfield

Give the family a holiday with real character and story at family cottages in Chesterfield.

Peveril Cottage - E4642 - Chesterfield
No reviews

Peveril Cottage - E4642

cottage, Darwin Lake, near Matlock
This terraced holiday lodge is located by Darwin Lake, near Matlock, offering easy access to attractions such as Cromford Mill and Chatsworth House, both under 10 kilometres away.
This family-friendly lodge accommodates four guests in two bedrooms, features a well-equipped open-plan living space with a TV and DVD player, and provides on-site fishing opportunities and a woodland walk around the lake.
Cottage ∙ 3 Bedrooms ∙ 7 Guests - Chesterfield
No reviews

Cottage ∙ 3 Bedrooms ∙ 7 Guests

cottage
Chatsworth Cottage, a three-bedroom Derbyshire holiday home, is situated 3.1km from the centre of Two Dales, offering easy access to the Peak District National Park and nearby towns such as Darley Dale, Matlock, and Bakewell, with Haddon Hall and Chatsworth House within reach.
This self-catering property sleeps seven guests, features a well-equipped kitchen-diner with dishwasher, a comfortable sitting room with Smart TV, and two en-suite shower rooms, plus parking; nearby amenities include a pub, grocery store, post office, garden centre, and butcher.
Cottage ∙ 2 Bedrooms ∙ 4 Guests - Chesterfield
No reviews

Cottage ∙ 2 Bedrooms ∙ 4 Guests

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This two-bedroom holiday home in Rother Valley, Great Britain, is situated within walking distance of Gulliver's Valley Theme Park and adjacent to Rother Valley Country Park, offering excellent access to South Yorkshire's natural landscapes and recreational activities.
This family-friendly cottage accommodates up to four guests, featuring an open-plan living space, a well-equipped kitchen, a modern shower room, and a private decking area, with convenient proximity for day trips to Rotherham, Sheffield, and the Peak District National Park.
Cottage ∙ 4 Bedrooms ∙ 7 Guests - Chesterfield
No reviews

Cottage ∙ 4 Bedrooms ∙ 7 Guests

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This pet-friendly, four-bedroom holiday cottage is located on Jaggers Lane within the Peak District National Park, a short drive from the M1 motorway and offering access to market towns and outdoor pursuits.
This architect-designed stone property, accommodating up to seven guests, features an open-plan living space and is situated within a holiday village with 10 acres of grounds and a 3-acre lake, providing opportunities for hiking, cycling, and fishing, with attractions like Chatsworth House and Carsington Water nearby.

Best Chesterfield cottages with a kitchen

80 M² Cottage ∙ 2 Bedrooms ∙ 4 Guests - Chesterfield
9.5 57 reviews

80 M² Cottage ∙ 2 Bedrooms ∙ 4 Guests

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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
10 5 reviews

Cottage ∙ 2 Bedrooms ∙ 4 Guests

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 ∙ 4 Guests - Chesterfield
10 2 reviews

Cottage ∙ 2 Bedrooms ∙ 4 Guests

cottage, Baslow
This Peak District holiday home is situated 0.8km from Birchen Edge and Gardom's Edge, 8km from Chatsworth House and Gardens, and 9.6km from Bakewell, offering easy access to numerous walking routes.
The single-storey dwelling boasts two bedrooms sleeping four, a well-equipped kitchen with fridge and dishwasher, a garden with a water feature, and parking; a pub is next door.
Cottage ∙ 2 Bedrooms ∙ 4 Guests - Chesterfield
10 16 reviews

Cottage ∙ 2 Bedrooms ∙ 4 Guests

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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.

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?

Popular destinations

View All Cottages with a Hot Tub in Chesterfield

Retreat to a private sanctuary of hot bubbles right in your room at city cottages with a hot tub in Chesterfield.

Cottage ∙ 5 Bedrooms ∙ 14 Guests - Chesterfield
No reviews

Cottage ∙ 5 Bedrooms ∙ 14 Guests

cottage, Holmesfield
Highgate House is a spacious holiday let in Holmesfield, Derbyshire, offering convenient access to the Peak District National Park, Chatsworth House (a short drive), and the towns of Dronfield (5.5 kilometres), Bakewell, Chesterfield, and Sheffield.
This family-friendly cottage accommodates up to fourteen guests across four bedrooms, featuring a well-equipped kitchen with a Rangemaster oven and dishwasher, WiFi, a hot tub, and a garden, with a 10:00 check-out time.
Cottage ∙ 2 Bedrooms ∙ 4 Guests - Chesterfield
10 7 reviews

Cottage ∙ 2 Bedrooms ∙ 4 Guests

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.
The Gatehouse, Pet Friendly, Character Holiday Cottage In Mansfield - Chesterfield
No reviews

The Gatehouse, Pet Friendly, Character Holiday Cottage In Mansfield

cottage, Sutton-in-Ashfield
The Gatehouse is a stone-built holiday home located in Teversal, just 2.5 kilometres from Mansfield and a short drive from Sherwood Forest and Robin Hood's Wheelgate Park, making it a great base for exploring Nottinghamshire. The property is a spacious four-bedroom house that can comfortably sleep up to eight guests, ideal for families or groups of friends. The Gatehouse offers a range of amenities, including a large garden with a hot tub, a games room with table football and air hockey, and a fully equipped kitchen, ensuring a comfortable and enjoyable stay.
Highview Stables, Pet Friendly, With Hot Tub In Chesterfield - Chesterfield
No reviews

Highview Stables, Pet Friendly, With Hot Tub In Chesterfield

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.

Elite Pet-Friendly Cottages in Chesterfield

Welcome every member of the family, including your pet, at pet-friendly cottages in Chesterfield.

Cottage ∙ 3 Bedrooms ∙ 6 Guests - Chesterfield
8.9 53 reviews

Cottage ∙ 3 Bedrooms ∙ 6 Guests

cottage, Matlock
Bobbin Cottage, a three-bedroom house in Matlock, Derbyshire, is conveniently located 12.5km from Chatsworth House and 32km from Buxton Opera House.
This 130 square metre property offers self-catering facilities including a dishwasher and fridge, private parking, a garden, and accommodates up to six guests, plus one well-behaved dog.
The Loft At The George, Pet Friendly In Clay Cross - Chesterfield
No reviews

The Loft At The George, Pet Friendly In Clay Cross

cottage, Chesterfield
The Loft at The George, a five-bedroom holiday home in Clay Cross, is situated approximately 8km from Chesterfield town centre, offering easy access to the Crooked Spire church and Queens Park, and within easy reach of the Peak District National Park.
This 145 square metre property features an open-plan living area, a fully equipped kitchen, two bathrooms, and sleeps eight guests comfortably, including family-friendly amenities such as a travel cot and highchair; occasional weekend live music is available at the on-site gastro pub.
Cottage ∙ 2 Bedrooms ∙ 4 Guests - Chesterfield
No reviews

Cottage ∙ 2 Bedrooms ∙ 4 Guests

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.
2 Bedroom Accommodation In Chesterfield - Chesterfield
No reviews

2 Bedroom Accommodation In Chesterfield

cottage, Chesterfield
Mill Close Cottage, a two-bedroom holiday home in Holymoorside, Derbyshire, offers peaceful seclusion by a stream, with easy access to the Peak District National Park and within driving distance of Chatsworth House.
This ground-floor property sleeps four, features a wood-burning stove, a well-equipped kitchen with a utility room, a private garden, and parking for two cars, making it ideal for exploring Chesterfield and its surrounding attractions.

Book Top-Rated Luxury Cottages in Chesterfield

Escape the urban noise inside an intimate, design-forward timber sanctuary at luxury cottages in Chesterfield.

Cottage ∙ 4 Bedrooms ∙ 8 Guests - Chesterfield
10 2 reviews

Cottage ∙ 4 Bedrooms ∙ 8 Guests

cottage

Top-Rated Cottages with a Pool in Chesterfield

Enjoy an exclusive swim in total privacy right in your own backyard at city cottages featuring a swimming pool in Chesterfield.

Cottage ∙ 3 Bedrooms ∙ 5 Guests - Chesterfield
9.8 5 reviews

Cottage ∙ 3 Bedrooms ∙ 5 Guests

cottage

Check Out Cottages with Parking in Chesterfield

Drive in, settle down and relax; book a snug cottage in Chesterfield complete with parking right on the doorstep.

Cottage ∙ 1 Bedroom ∙ 2 Guests - Chesterfield
No reviews

Cottage ∙ 1 Bedroom ∙ 2 Guests

cottage
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