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Chesterfield cottages
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18 Cottages at the best price in Chesterfield

Best family friendly Chesterfield cottages

Among the 18 accommodations in Chesterfield, here are the 4 best family friendly cottages

Cottage ∙ 2 Bedrooms ∙ 4 Guests - Chesterfield
9.9 12 reviews
Chesterfield
03/09 – 06/09
₹21732/nighttotal: ₹65196 (3 )

Cottage ∙ 2 Bedrooms ∙ 4 Guests

2 2
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.
2 Bedroom Accommodation In Freebirch, Near Chatsworth, Bakewell - Chesterfield
10 1 review
Chesterfield
03/09 – 06/09
₹35066/nighttotal: ₹105198 (3 )

2 Bedroom Accommodation In Freebirch, Near Chatsworth, Bakewell

2 2
cottage , Freebirch, near Chatsworth, Bakewell
This converted barn offers a rural retreat in the Peak District, located 4.8 kilometres from Chatsworth House and a short drive to Baslow village.
This family-friendly cottage accommodates up to four guests with two bedrooms and one bathroom, featuring Wi-Fi, a garden with furniture, and a bike store, providing easy access to Bakewell and Haddon Hall.
Cottage ∙ 5 Bedrooms ∙ 9 Guests - Chesterfield
Chesterfield
03/09 – 06/09
₹50687/nighttotal: ₹152061 (3 )

Cottage ∙ 5 Bedrooms ∙ 9 Guests

5 2
cottage , Bolsover
The Pantiles cottage is centrally located in Bolsover, Derbyshire, a short walk from Bolsover Castle and within easy reach of Chesterfield and Chatsworth House.
This five-bedroom holiday home sleeps nine adults and three children, boasting three bathrooms, a large kitchen-diner, multiple living areas including a snug with an open fire, a private garden, and ample roadside parking for four cars, plus modern amenities such as Smart TVs, Netflix, and Wi-Fi.
Cottage ∙ 2 Bedrooms ∙ 4 Guests - Chesterfield
10 2 reviews
Chesterfield
21/08 – 23/08
₹59034/nighttotal: ₹118068 (2 )

Cottage ∙ 2 Bedrooms ∙ 4 Guests

2 2
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.

Best Chesterfield cottages with a kitchen

Cottage ∙ 3 Bedrooms ∙ 6 Guests - Chesterfield
Chesterfield
02/07 – 06/07
₹16214/nighttotal: ₹64856 (4 )

Cottage ∙ 3 Bedrooms ∙ 6 Guests

3 1
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.
Beech Cottage, A Luxury Cottage With 5 Bedrooms, Sleeps 9, Dogs Very Welcome - Chesterfield
9.6 56 reviews
Chesterfield
26/06 – 28/06
₹56028/nighttotal: ₹112056 (2 )

Beech Cottage, A Luxury Cottage With 5 Bedrooms, Sleeps 9, Dogs Very Welcome

5 4
cottage , Dronfield Woodhouse
This family-friendly cottage is located in Dronfield, just a short drive from Dore and Totley Golf Club, Beauchief Abbey and Beauchief Golf Course, and The Play Arena and Sheffield Botanical Gardens, offering a peaceful escape from the hustle and bustle. It has consistently received excellent ratings for location, cleanliness, and overall user experience.
The cottage features five bedrooms, accommodating up to nine guests, and offers a fully equipped kitchen, three bathrooms, a washing machine, a garden, and parking. Guests can enjoy free Wi-Fi, a Smart TV, a spa tub, and a barbecue grill, perfect for relaxing and enjoying the surrounding area.
Cottage ∙ 3 Bedrooms ∙ 5 Guests - Chesterfield
Chesterfield
03/09 – 06/09
₹20746/nighttotal: ₹62238 (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.
Overton - Chesterfield
Chesterfield
28/08 – 01/09
₹33984/nighttotal: ₹135936 (4 )

Overton

1 2
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.

Frequently asked questions about cottages in Chesterfield

  • What would be a good 2-days itinerary for visiting Chesterfield?

    On your first day, visit the Crooked Spire, Chesterfield's most famous landmark. Afterwards, explore the town centre, stopping by the Chesterfield Museum and Art Gallery. For the second day, take a scenic walk along the Chesterfield Canal, enjoying the picturesque views. You could also visit the Queen's Park, a lovely green space in the heart of the town.
  • What part of Chesterfield is ideal for renting a cottage?

    The areas around the Chesterfield Canal and the Peak District National Park are popular for renting cottages. You'll find charming villages like Hasland, Brimington, and Staveley, offering a peaceful retreat from the town centre.
  • When is the best time to rent a cottage in Chesterfield?

    Spring and autumn are ideal times to rent a cottage in Chesterfield, as the weather is pleasant and the crowds are smaller. You'll enjoy the vibrant colours of the changing seasons and the opportunity to explore the countryside without the summer heat.
  • What are the can't-miss sights in Chesterfield?

    You definitely need to see the Crooked Spire, the iconic church with its distinctive leaning tower. Other must-sees include the Chesterfield Museum and Art Gallery, the Chesterfield Canal, and the Queen's Park. Don't forget to visit the historic market square, with its charming cobbled streets and traditional shops.
  • Why consider renting a cottage in Chesterfield for your stay?

    Renting a cottage provides a more secluded and comfortable experience compared to staying in a hotel. It's perfect for families or groups of friends looking for a home away from home. You can enjoy the peace and quiet of the countryside and have access to a fully equipped kitchen and living space.
  • Can you easily explore Chesterfield on foot or by bike?

    The town centre is easily walkable, and many of the attractions are within a short distance of each other. For exploring the surrounding countryside, a bike is a good option. You can find bike rental shops in the town centre.
  • What are the best restaurants in Chesterfield with nature views?

    The restaurant at the Peak Edge Hotel offers stunning views of the Peak District National Park. For a more casual dining experience with a view, try the restaurant at the Chesterfield Canal Basin, overlooking the water.
  • What family-friendly activities are available in Chesterfield?

    Chesterfield offers a range of family-friendly activities, including the Chesterfield Museum and Art Gallery, the Queen's Park, and the Chesterfield Canal. You can also enjoy a day out at the nearby Gulliver's Kingdom theme park or the Peak District National Park.

Destinations nearby

Best Chesterfield cottages with a jacuzzi

Among the 18 accommodations in Chesterfield, here are the 4 best cottages with a jacuzzi

Cottage ∙ 4 Bedrooms ∙ 8 Guests - Chesterfield
Chesterfield
21/08 – 23/08
₹95171/nighttotal: ₹190342 (2 )

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.
The Olde Coach House - Cottage With Hot Tub - Chesterfield
9.9 106 reviews
Chesterfield
03/09 – 06/09
₹33745/nighttotal: ₹101235 (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.
The Loft, Pet Friendly, Character Holiday Cottage In Millthorpe - Chesterfield
8.0 1 review
Chesterfield
07/07 – 08/07
₹79782/nightfor 1 night

The Loft, Pet Friendly, Character Holiday Cottage In Millthorpe

3 1
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.
3 Sunnyside Terrace, Pet Friendly, With Hot Tub In Matlock - Chesterfield
Chesterfield
04/07 – 05/07
₹67560/nightfor 1 night

3 Sunnyside Terrace, Pet Friendly, With Hot Tub In Matlock

2 2
cottage , Matlock
This semi-detached cottage is located in Farley, just a mile from shops and a short walk from a pub, making it a convenient base for exploring the Peak District. The cottage is perfect for a family or group of friends, sleeping up to four guests comfortably in two double bedrooms.
The cottage has a private hot tub, a woodburning stove, and an enclosed garden, perfect for relaxing after a day exploring the area. You can also enjoy modern amenities like a dishwasher, washing machine, and Smart TV with Netflix.

Best pet friendly Chesterfield cottages

Among the 18 accommodations in Chesterfield, here are the 4 best pet friendly cottages

Courthouse Cottage, Eckington. - Chesterfield
Chesterfield
21/08 – 23/08
₹31228/nighttotal: ₹62456 (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.
Cottage ∙ 2 Bedrooms ∙ 4 Guests - Chesterfield
9.8 20 reviews
Chesterfield
08/08 – 09/08
₹81995/nightfor 1 night

Cottage ∙ 2 Bedrooms ∙ 4 Guests

2 2
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.
3 Bedroom Accommodation In Inkersall, Near Chesterfield - Chesterfield
Chesterfield
03/09 – 06/09
₹20665/nighttotal: ₹61995 (3 )

3 Bedroom Accommodation In Inkersall, Near Chesterfield

3 2
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.
Little Mill, Pet Friendly, Character Holiday Cottage In Ashover - Chesterfield
Chesterfield
08/08 – 09/08
₹52517/nightfor 1 night

Little Mill, Pet Friendly, Character Holiday Cottage In Ashover

1 2
cottage , Chesterfield
This first-floor apartment, Little Mill, is situated in Ashover, Derbyshire, 640 meters from the nearest pub and 960 meters from the nearest shop, offering access to the Peak District's countryside and villages, with Ashover's historic pubs and Matlock just 8 kilometers away.
The 90 square meter apartment accommodates two guests in one bedroom and one bathroom, featuring a kitchen with a fridge and microwave, WiFi, a Smart TV, a garden, and off-road parking, with pets welcome and lockable bike storage available.
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