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?

The best pet friendly cottages in Chesterfield are Wasp Nest Cottage - Peak District , Chatsworth Cottage and Peak District Perfection With Luxury Bath-sleeps 6 .

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?

Wasp Nest Cottage - Peak District , Chatsworth Cottage and Peak District Perfection With Luxury Bath-sleeps 6 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.

Chesterfield Cottages at the Best Price

10 1 review

1 Bedroom Accommodation In Dronfield

cottage, Dronfield

This one-bedroom apartment is situated in Dronfield, a town on the edge of the Peak District National Park, just 10km from Sheffield and 15km from Chesterfield, offering a peaceful escape from the city. The apartment is part of a converted barn on a 40-acre gated property with over 30 horses, perfect for a relaxing getaway.
The apartment has an open-plan living space ideal for two guests, with a well-equipped kitchen and comfortable sofas. Enjoy free WiFi, a dishwasher, a coffee machine, private parking for two cars, and easy access to local shops, restaurants, and attractions like the Peak District, Chesterfield, and the charming village of Hathersage.

9.5 64 reviews

Cottage ∙ 3 Bedrooms ∙ 6 Guests

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.

No reviews

Peak Avenue Retreat

cottage, Chesterfield

This golf lodge in Chesterfield is situated within 5 km of Grassmoor Country Park, Queen's Park, and Chesterfield Museum & Art Gallery.
This pet-friendly property offers WiFi in public areas, a kitchen with a dishwasher, and two bathrooms, making it ideal for golf enthusiasts visiting the area.

No reviews

Riber, Family Friendly, Character Holiday Cottage In Two Dales

cottage, Matlock

This cottage is located near Two Dales in Derbyshire, just 1.6km from the Peak District National Park and a short drive from the charming town of Matlock. The cottage is perfect for families or groups of friends looking for a peaceful retreat in the heart of the Peak District.
The self-catering property has three bedrooms, sleeping up to seven guests, and includes a well-equipped kitchen with a dishwasher, a spacious living area with a wood-burning stove, and two bathrooms. The cottage also has a private patio with furniture and a fire pit, making it perfect for relaxing evenings outdoors.

10 2 reviews

Cottage ∙ 4 Bedrooms ∙ 8 Guests

cottage

Overton Cottage, a four-bedroom holiday home in Chesterfield, Derbyshire, is situated on the outskirts of the Peak District National Park, approximately 1.6 km from Chesterfield's Crooked Spire church and within easy reach of Hardwick Hall and Bolsover Castle.
This self-catering property sleeps eight guests and one dog, boasting a fully-equipped kitchen, private garden with summer house, and spacious sitting room with Smart TV; three double bedrooms, one twin with a sofa bed and TV, and a sleek bathroom complete the accommodation.

No reviews

Cottage ∙ 1 Bedroom ∙ 2 Guests

cottage, Aston

Kingfisher Hut, a shepherd's hut, is situated in Aston Springs Nature Reserve, 14 kilometers from Sheffield city centre.
This secluded accommodation for two offers a private seating area with a BBQ, a cold shower, and a tin bath, with an optional wood-fired sauna available.

10 7 reviews

Cottage ∙ 3 Bedrooms ∙ 5 Guests

cottage

This 3-bedroom, 5-guest holiday cottage is situated in Snitterton, Great Britain, just over 1.5 kilometres from Matlock, placing it 13 kilometres from Chatsworth House and 11 kilometres from Haddon Hall.
This property offers off-road parking for 2 cars, a country-style kitchen with underfloor heating, a lounge with exposed beams and a wood-burner, a second reception room, and an outdoor seating area overlooking open fields, with a pub and shop within 1.6 kilometres.

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.

No reviews

Overton

cottage, Chesterfield

This Chesterfield cottage is situated less than 2km from the Technique Stadium, Mecca Bingo, and Chesterfield Market, and within 5km of Queen's Park and Barrow Hill Roundhouse.
This pet-friendly self-catering property boasts two bathrooms, free Wi-Fi, and parking, offering convenient access to Chesterfield town centre and public transport.

8.4 5 reviews

150 M² Cottage ∙ 2 Bedrooms ∙ 4 Guests

cottage

This Tring-on-Tor hillside cottage overlooks Matlock, Derbyshire, offering stunning views and proximity (0.6km) to the town centre and its amenities, including shops, pubs, and restaurants, with easy access to the Peak District National Park.
The 150 square metre property boasts two bedrooms sleeping four, one bathroom, a well-equipped kitchen with a traditional stove, a south-facing patio, an open fire, and free on-street parking nearby.

9.8 5 reviews

Cottage ∙ 1 Bedroom ∙ 2 Guests

cottage

This holiday cottage is located in the Peak District, offering views of unspoilt landscapes and proximity to historic sites such as Haddon Hall and Chatsworth House, with major cities under 160 kilometers away.
This one-bedroom holiday let accommodates two guests and features a well-equipped kitchen with a dishwasher and Nespresso machine, a lounge with a wood burner and smart TV, and a galleried bedroom with a king-size bed.

No reviews

3 Bedroom Accommodation In Inkersall, Near Chesterfield

cottage, Inkersall, near Chesterfield

This Inkersall riverside cottage, near Chesterfield, is 1.8km from Poolsbrook Country Park, 5km from the Barrow Hill Roundhouse Railway Centre, and under 5km from the Pomegranate Theatre.
Sleeping five guests, this three-bedroom holiday home boasts a fully equipped kitchen, private patio, garden, parking, and Wi-Fi; enjoy nearby waterside activities or explore Chesterfield's attractions.

Find Cottages in the City Centre of Chesterfield

Stay footsteps from vibrant local culture and top historical attractions at centrally located cottages in Chesterfield.

10 1 review

Smithy Cottage

cottage, Dronfield

This pet-friendly Dronfield cottage offers self-catering accommodation less than 10km from the Peak District National Park, Mecca Bingo, and Queen's Park Cricket Ground.
The property includes a kitchen with a fridge and dishwasher, laundry facilities, and free on-site parking, plus free Wi-Fi in communal areas.

9.7 114 reviews

Cottage By The Park Chesterfield - Peak District

cottage

This charming cottage is located just 15km from Baslow in the Peak District, offering a peaceful setting with a park on its doorstep, close to Chesterfield town center and Chatsworth Road. The cottage has received excellent user ratings for its location, cleanliness, and overall experience.
The property has two bedrooms and two bathrooms, comfortably accommodating up to four guests. Guests can enjoy a fully equipped kitchen, a dedicated workspace, a private parking space, and an outdoor seating area perfect for relaxing in the summer months.

9.9 12 reviews

Cottage ∙ 2 Bedrooms ∙ 4 Guests

cottage, Barlow

Smithy Cottage is a charming two-bedroom holiday home situated just 4.2 kilometres from Chesterfield, offering easy access to the Derbyshire countryside and the National Park. The cottage is located near the Peacock at Barlow, a popular pub with a great menu, and Barlow also has a children's play area.
This 105 square metre property can accommodate up to four guests and features a fully equipped kitchen with a fridge, microwave oven, and dishwasher, as well as a relaxing front yard, a private driveway, and complimentary Wi-Fi.

10 10 reviews

Cottage ∙ 1 Bedroom ∙ 2 Guests

cottage, Barlow

This Derbyshire stone cottage, situated on the outskirts of Barlow near the eastern Peak District fringes, is 18.5km from Bakewell and 13km from Chatsworth House.
The self-catering property boasts a king-size bedroom with en-suite shower room, a fully equipped kitchen with fridge and dishwasher, smart TVs, off-road parking for two cars, and access to two acres of shared grounds including a babbling brook, sleeping up to two guests.

Best family friendly Chesterfield cottages

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

9.8 20 reviews

Cottage ∙ 2 Bedrooms ∙ 4 Guests

cottage

Harry's Lodge, a delightful cottage in Amber Valley, Derbyshire, is situated 5.3km from Ashover and 8km from Matlock, offering easy access to Chatsworth House, Bolsover Castle, and Bakewell.
This two-bedroom property sleeps four, boasting a contemporary open-plan living space with Smart TV, a fully equipped kitchen including a dishwasher, and private decking with country views; nearby attractions include the Peak Edge Hotel (1.6km) and numerous pubs in Ashover.

No reviews

Cottage ∙ 2 Bedrooms ∙ 4 Guests

cottage, Holymoorside

Mill Close Cottage, a delightful holiday home in Holymoorside, Derbyshire, enjoys easy access to the Monsal Trail and is within 20km of Chatsworth House and Bakewell.
This pet-friendly (dogs only) two-bedroom property offers ground-floor accessibility, sleeps four, includes a well-equipped kitchen and utility room, and boasts private parking for two cars.

9.1 5 reviews