Holly Cottage, a Peak District holiday home in Kelstedge, is conveniently located between Matlock (approx. 8km) and Chesterfield (approx. 16km), offering easy access to Matlock Bath and Chatsworth House. This three-bedroom dwelling sleeps six, boasting a well-equipped kitchen with a dishwasher, two bathrooms, a private garden with a summerhouse, parking for three cars, and smart TVs in two bedrooms; a welcoming pub is directly opposite.
Chesterfield
04/07 – 08/07
£106/nighttotal: £424 (4 )
Peak Avenue Retreat
1 1
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.
Chesterfield
28/08 – 01/09
£219/nighttotal: £876 (4 )
Spire Haven
1 2
cottage , Chesterfield
This Chesterfield cottage is conveniently located near Queens Park, Chesterfield Market, and Mecca Bingo (all within 2km), with St Mary and All Saints' Church and the Technique Stadium within 5km. The self-catering property boasts two bathrooms, a fully equipped kitchen including a dishwasher, free on-site parking, and free Wi-Fi in communal areas; Chesterfield Train Station is an 18-minute walk away.
10 5 reviews
Chesterfield
21/08 – 23/08
£289/nighttotal: £578 (2 )
Cottage ∙ 2 Bedrooms ∙ 4 Guests
2 2
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.
9.4 10 reviews
Chesterfield
21/08 – 23/08
£235/nighttotal: £470 (2 )
Cottage ∙ 1 Bedroom ∙ 2 Guests
1 2
cottage , Ashover
This Ashover barn conversion is located in the Peak District, offering direct access to walking routes and situated within easy driving distance of local attractions. This one-bedroom cottage accommodates two guests and features an open-plan living area with a Smart TV, a well-fitted kitchen including a microwave oven, and an en-suite bathroom with a bath; parking for one car is available, and there is a small enclosed outdoor space suitable for dogs.
Chesterfield
02/07 – 06/07
£115/nighttotal: £460 (4 )
Cottage ∙ 3 Bedrooms ∙ 6 Guests
3 1
cottage , Creswell
Oxcroft View, a three-bedroom Derbyshire holiday home in Oxcroft, is situated 3km from Clowne and within an hour's drive of Sheffield, Nottingham, and Chesterfield. This pet-friendly Creswell cottage sleeps six, boasting a well-equipped kitchen, dining room, sitting room with wood-burning stove, family bathroom, cloakroom, and an external games room with pool table, table football, table tennis, and darts.
10 1 review
Chesterfield
05/07 – 09/07
£113/nighttotal: £452 (4 )
1 Bedroom Accommodation In Dronfield
1 1
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.
Chesterfield
28/08 – 01/09
£438/nighttotal: £1752 (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.
10 9 reviews
Chesterfield
04/07 – 08/07
£190/nighttotal: £760 (4 )
Cottage ∙ 1 Bedroom ∙ 2 Guests
1 1
cottage , Tansley
This stone cottage near Tansley, Derbyshire, is situated 3.2km from the Peak District National Park and 2.4km from Matlock, offering easy access to Lumsdale Falls, Ogston Reservoir, and the Heights of Abraham. The one-bedroom property, sleeping two with a pet-friendly policy, features a super-king-size zip-and-link bed (twin option available), an open-plan living area with a wood burner-style gas fire, a stylish bathroom with a freestanding bath and shower, off-road parking for two cars, and a private enclosed courtyard garden with BBQ facilities.
Chesterfield
21/08 – 23/08
£244/nighttotal: £488 (2 )
Courthouse Cottage, Eckington.
2 2
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.
Chesterfield
03/09 – 06/09
£396/nighttotal: £1188 (3 )
Cottage ∙ 4 Bedrooms ∙ 8 Guests
4 2
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.
9.5 2 reviews
Chesterfield
28/08 – 01/09
£203/nighttotal: £812 (4 )
Cottage ∙ 2 Bedrooms ∙ 4 Guests
2 2
cottage , Barlow
Mulberry Cottage, a two-bedroom self-catering property in the Peak District village of Barlow, is located near Chatsworth House and Hardwick Hall. This upside-down house offers stunning views from its open-plan second-floor living area, sleeps four guests, and boasts a large private garden with a pond, Koi carp, and summer house, plus amenities including a Smart TV, en-suite bathrooms and off-road parking for two cars, with an EV charging point 0.1km away.
Best family friendly Chesterfield cottages
Among the 18 accommodations in Chesterfield, here are the 4 best family friendly cottages
10 16 reviews
Chesterfield
04/07 – 08/07
£160/nighttotal: £640 (4 )
Cottage ∙ 2 Bedrooms ∙ 4 Guests
2 1
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.
Chesterfield
26/06 – 28/06
£228/nighttotal: £456 (2 )
Cottage ∙ 3 Bedrooms ∙ 6 Guests
3 2
cottage
Carr House Farm, a farmhouse cottage on a working farm near Wingerworth, Derbyshire, offers woodland walks directly from the property and is conveniently located for day trips to Bakewell, Chatsworth, and Chesterfield. This family-friendly property accommodates up to six guests across three bedrooms, features a kitchen with a fridge, microwave oven, and dishwasher, and welcomes pets, with stables available on request.
Chesterfield
21/08 – 23/08
£174/nighttotal: £348 (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.
Chesterfield
21/08 – 23/08
£353/nighttotal: £706 (2 )
Cottage ∙ 2 Bedrooms ∙ 4 Guests
2 2
cottage , Tansley
Oakwood Mews is a contemporary holiday home located in the rural village of Tansley, Derbyshire, just 3.2 kilometres from Matlock and on the edge of the Peak District National Park. This single-storey cottage offers accommodation for four guests in two king-size bedrooms, featuring underfloor heating, a well-equipped kitchen/diner, a private enclosed courtyard, and is conveniently situated for exploring attractions such as Chatsworth House and Carsington Water.
Best Chesterfield cottages with a kitchen
Chesterfield
02/07 – 06/07
£103/nighttotal: £412 (4 )
Cottage ∙ 2 Bedrooms ∙ 4 Guests
2 1
cottage
Alexandra Retreat, a comfortable holiday home in Sutton-In-Ashfield, Nottinghamshire, offers convenient access to the Peak District National Park, located approximately 18 kilometers away, and is a short drive from historical Hardwick Hall and Creswell Crags. This two-bedroom holiday cottage accommodates up to four guests, featuring a spacious contemporary kitchen with a breakfast bar, a sitting room with a Smart TV, a conservatory, an enclosed garden with a barbecue, and off-road parking.
Chesterfield
03/09 – 06/09
£162/nighttotal: £486 (3 )
Cottage ∙ 3 Bedrooms ∙ 5 Guests
3 2
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.
9.4 10 reviews
Chesterfield
02/07 – 06/07
£151/nighttotal: £604 (4 )
Cottage ∙ 2 Bedrooms ∙ 4 Guests
2 1
cottage , Oker
The Old Chapel is a cottage located in Wensley Dale, near Matlock, offering convenient access to Stanton Moor, Chatsworth House, and Carsington Water. This family-friendly holiday let accommodates up to four guests in two bedrooms and features a well-equipped kitchen diner with a dishwasher, washing machine, and tumble dryer, alongside a cosy wood-burning stove and a private parking space.
Chesterfield
03/09 – 06/09
£290/nighttotal: £870 (3 )
Wigley Farm House Cottage, Pet Friendly, With Hot Tub In Chesterfield
3 2
cottage , Chesterfield
This Wadshelf cottage, located just a short drive from Chesterfield and serving as a gateway to the Peak District, offers convenient access to attractions such as Chatsworth House, which is a few kilometers away. This 130 square meter holiday home accommodates up to six guests in three bedrooms and features a well-equipped kitchen, a sitting room with a woodburning stove, an enclosed garden with a hot tub, and parking for two cars.
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 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 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?
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 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?
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?
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?
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.
Destinations nearby
Browse Cottages with a Hot Tub in Chesterfield
Indulge in a private hot tub-the ultimate detail to elevate your Chesterfield cottage city stay.
Chesterfield
08/08 – 09/08
£672/nightfor 1 night
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.
9.7 11 reviews
Chesterfield
21/08 – 23/08
£335/nighttotal: £670 (2 )
Cottage ∙ 1 Bedroom ∙ 4 Guests
1 2
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.
9.9 106 reviews
Chesterfield
03/09 – 06/09
£264/nighttotal: £792 (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.
9.9 44 reviews
Chesterfield
08/08 – 09/08
£1297/nightfor 1 night
Cottage ∙ 4 Bedrooms ∙ 8 Guests
4 2
cottage
The Gatehouse is a stone-built holiday home located in the small village of Teversal, just under 8 kilometres from the market town of Mansfield in Nottinghamshire. Situated on the grounds of the Grade II listed Teversal Manor, it offers a tranquil escape from the hustle and bustle of city life. The cottage has four bedrooms, a games room, and multiple living spaces, comfortably accommodating up to eight guests. It features a private patio, a hot tub, a games room, and a fully equipped kitchen, making it ideal for families or groups of friends looking for a relaxing and enjoyable stay.
Neighborhoods and points of interest in Chesterfield
Check Out Pet-Friendly Cottages in Chesterfield
Our pet-friendly cottages in Chesterfield guarantee a holiday your dog will enjoy as much as you.
9.6 52 reviews
Chesterfield
04/07 – 08/07
£91/nighttotal: £364 (4 )
Cottage ∙ 2 Bedrooms ∙ 4 Guests
2 1
cottage
This charming two-bedroom cottage is situated on Matlock Moor, just 2 kilometres north of the spa town of Matlock and a short walk from the Matlock Golf Club, offering a peaceful rural setting. It has consistently received excellent reviews from guests. The cottage provides 105 square metres of space, comfortably accommodating up to four guests. It features a well-equipped kitchen, a cosy living area, a private garden, and parking, making it ideal for families or groups of friends looking for a relaxing getaway.
9.9 41 reviews
Chesterfield
21/08 – 23/08
£236/nighttotal: £472 (2 )
Cottage ∙ 2 Bedrooms ∙ 4 Guests
2 2
cottage
Cavendish Cottage is a semi-detached property located in Matlock, Derbyshire, overlooking the Derwent valley, within easy reach of the Peak District National Park and Gulliver's Kingdom theme park. This two-bedroom cottage, spanning 105 square metres, comfortably accommodates four guests and features a well-equipped kitchen, a relaxing sitting room with a wood-burning stove, and enclosed gardens, perfect for enjoying the Derbyshire countryside.
Chesterfield
21/08 – 23/08
£289/nighttotal: £578 (2 )
Cottage ∙ 2 Bedrooms ∙ 6 Guests
2 2
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.
10 1 review
Chesterfield
21/08 – 23/08
£289/nighttotal: £578 (2 )
2 Bedroom Accommodation In Matlock
2 2
cottage , Matlock
This Matlock riverside cottage, situated within 10km of attractions including Lumsdale Valley, Crown Square, Hall Leys Park, Matlock Bath Parks Country Park, and the Life in a Lens Museum, offers a tranquil escape. Sleeping up to six guests in two bedrooms and two bathrooms, the self-catering property includes free parking, Wi-Fi, a fully equipped kitchen with a fridge and oven, and a TV; pets are welcome.