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.

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.
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 ∙ 1 Bedroom ∙ 2 Guests - Chesterfield
No reviews

Cottage ∙ 1 Bedroom ∙ 2 Guests

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.
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.

Best Chesterfield cottages with a kitchen

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.
1 Bed In Dronfield (Oc-52026) - Chesterfield
No reviews

1 Bed In Dronfield (Oc-52026)

cottage, Barlow
This Barlow cottage is located in the Peak District, 1 hour by car from major industrial cities and near Chatsworth House and the Peak District National Park.
This 1-bedroom lodge for 2 guests offers a well-equipped kitchen with a Nespresso machine, a lounge with a wood burner, and off-road parking for two cars, with access to miles of footpaths and cycle ways.
Cottage ∙ 1 Bedroom ∙ 2 Guests - Chesterfield
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.
Cottage ∙ 3 Bedrooms ∙ 5 Guests - Chesterfield
No reviews

Cottage ∙ 3 Bedrooms ∙ 5 Guests

cottage
Peak Avenue Retreat, a three-bedroom holiday home in Wingerworth, Derbyshire, is situated 4km from Chesterfield, offering easy access to the Crooked Spire church and the Peak District National Park.
This stylish, three-storey property sleeps five, boasts an enclosed garden, ultrafast Wi-Fi, two Smart TVs, and a bonus room; nearby attractions include Chatsworth House and Avenue Country Park.

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.

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.
The Loft, Pet Friendly, Character Holiday Cottage In Millthorpe - Chesterfield
8.0 1 review

The Loft, Pet Friendly, Character Holiday Cottage In Millthorpe

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.
Cottage ∙ 2 Bedrooms ∙ 4 Guests - Chesterfield
10 16 reviews

Cottage ∙ 2 Bedrooms ∙ 4 Guests

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.
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.

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
9.1 5 reviews

Cottage ∙ 3 Bedrooms ∙ 6 Guests

cottage
The Botanical Flat 1, a three-bedroom duplex apartment in Sheffield's Sharrow district, is situated a short distance from Sheffield Botanical Gardens and a short drive (approximately 25-30km) from the Peak District National Park.
This pet-friendly self-catering property sleeps six guests and features a fully equipped kitchen with a fridge, microwave, and dishwasher, plus super-king, king and double bedrooms and a sleek shower room.
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.
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.
Peak Avenue Retreat - Chesterfield
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.

Book Top-Rated Luxury Cottages in Chesterfield

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

Cottage ∙ 2 Bedrooms ∙ 4 Guests - Chesterfield
9.6 14 reviews

Cottage ∙ 2 Bedrooms ∙ 4 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.

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
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