Cottages in Chesterfield at the best prices

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Chesterfield cottages
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26 Best cottages in Chesterfield

Best family friendly Chesterfield cottage rentals

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

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

80 M² Cottage ∙ 2 Bedrooms ∙ 4 Guests

cottage
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 ∙ 4 Bedrooms ∙ 7 Guests - Chesterfield
No reviews

Cottage ∙ 4 Bedrooms ∙ 7 Guests

cottage
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.
Cottage ∙ 3 Bedrooms ∙ 6 Guests - Chesterfield
No reviews

Cottage ∙ 3 Bedrooms ∙ 6 Guests

cottage
This family-friendly holiday home is situated in the Rother Valley, adjacent to Gulliver's Valley Theme Park and just a short drive from Rotherham and Sheffield.
This detached cottage sleeps six guests in three bedrooms and offers a well-equipped kitchen, an open-plan living space with patio doors to a decking area, a back garden, and private parking for one car.
Cottage ∙ 2 Bedrooms ∙ 4 Guests - Chesterfield
No reviews

Cottage ∙ 2 Bedrooms ∙ 4 Guests

cottage
This Victorian terraced house at Lime Grove Walk 11 in Matlock offers a family-friendly base within 300 meters of the town centre and provides convenient access to the Peak District National Park.
This two-bedroom dwelling accommodates up to four guests with a farmhouse-style kitchen, a sitting room featuring a woodburning stove, and an enclosed rear garden with bike storage, ideal for exploring local attractions such as Hall Leys Park and Heights of Abraham.

Best Chesterfield cottages with a kitchen

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

Cottage ∙ 2 Bedrooms ∙ 4 Guests

cottage
The Chapel cottage, a converted Methodist chapel, is situated in Brackenfield, Derbyshire, approximately 6 kilometres from Stretton and offers easy access to the Peak District National Park, Chatsworth House, and other Derbyshire attractions.
This two-bedroom holiday home sleeps four, boasting an open-plan living space with a wood-burning stove, a contemporary bathroom with a roll-top bath and walk-in shower, and a garden with outdoor seating; pets are welcome.
3 Bed In Ashover (Oc-w30175) - Chesterfield
No reviews

3 Bed In Ashover (Oc-w30175)

cottage, Ashover
This family-friendly holiday home in Ashover is located on the edge of the Peak District, 7.2 kilometres from Chesterfield and 12 kilometres from Chatsworth House.
This 3-bedroom cottage accommodates up to 4 guests and offers a private patio with a BBQ area, plus parking for two cars.
Cottage ∙ 3 Bedrooms ∙ 6 Guests - Chesterfield
9.5 24 reviews

Cottage ∙ 3 Bedrooms ∙ 6 Guests

cottage
Thorntree Lodge, a three-bedroom log cabin, is situated 8km from Rowsley, Derbyshire, offering easy access to the Peak District National Park, Chatsworth House, and Haddon Hall.
This Peak District holiday home sleeps six, features an open-plan living area with a Smart TV, a well-equipped kitchen with dishwasher, a garden, and parking, and is close to Rowsley's amenities.

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, have a look around Chesterfield Market, and maybe have a pint at a traditional pub like The Old House. On your second day, head to the Chesterfield Museum and Art Gallery, and then enjoy a walk along the canal in the afternoon.
  • What are the best cottage rentals in Chesterfield?

    Among the cottage rentals 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 Hasland, Staveley, and Brampton are popular for cottages, offering a quieter setting while still being close enough to the town centre.
  • What are the best cottage rentals with a pool in Chesterfield?

    The best cottage rental 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 lovely in Chesterfield, with mild weather and fewer crowds. You can enjoy the colours of the changing leaves and the blossoming spring flowers.
  • What are the best cottage rentals with a jacuzzi in Chesterfield?

    The best cottage rentals with a jacuzzi in Chesterfield are The Olde Coach House, Tawny Owl Barn and Boundary Cottage.

  • What are the can't-miss sights in Chesterfield?

    The Crooked Spire is a must-see, of course! The Chesterfield Museum and Art Gallery is worth visiting, and you can also explore the beautiful Queen's Park.
  • What are the best cottage rentals for families and kids in Chesterfield?

    The best cottage rentals 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 homely and comfortable experience than a hotel, and you can often find ones with lovely gardens and countryside views. They are also perfect for families or groups of friends.
  • What are the best pet friendly cottage rentals in Chesterfield?

  • Can you easily explore Chesterfield on foot or by bike?

    Yes, the town centre is compact and easily walkable. There are also bike paths along the canal and in Queen's Park, making it a great option for exploring the wider area.
  • What are the best cottage rentals with parking in Chesterfield?

  • What are the best restaurants in Chesterfield with nature views?

    The restaurant at the Peak District Hotel has fantastic views of the surrounding countryside, and The Old Vicarage in Brampton offers a picturesque setting with a garden terrace.
  • What family-friendly activities are available in Chesterfield?

    Queen's Park has a playground, a boating lake, and a mini golf course. The Chesterfield Museum and Art Gallery has interactive exhibits for children, and the Chesterfield Canal is perfect for a leisurely stroll.

Popular destinations

Best Chesterfield cottage rentals with jacuzzi

Among the 26 accommodations in Chesterfield, here are the 4 best cottage rentals with a jacuzzi

40 M² Cottage ∙ 2 Bedrooms ∙ 4 Guests - Chesterfield
No reviews

40 M² Cottage ∙ 2 Bedrooms ∙ 4 Guests

cottage, Matlock Bath
This pet-friendly holiday cottage is located in a rural area near Matlock, offering a peaceful retreat 2 kilometers from Matlock Bath.
This self-catering property spans 40 square meters, accommodating up to four guests in two double bedrooms and featuring a well-equipped kitchen, three bathrooms, a coal fire, private garden, and internet access.
Cottage ∙ 1 Bedroom ∙ 4 Guests - Chesterfield
No reviews

Cottage ∙ 1 Bedroom ∙ 4 Guests

cottage
Highview Stables is a detached holiday home located on the outskirts of Chesterfield, Derbyshire, offering countryside views and proximity to Peak District attractions such as Chatsworth House and Bakewell.
This pet-friendly cottage accommodates up to four guests, featuring one double bedroom, a shower room, a woodburning stove, a fully equipped kitchen with a dishwasher, and off-road parking for two cars.
3 Sunnyside Terrace, Pet Friendly, With Hot Tub In Matlock - Chesterfield
No reviews

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

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.
Wigley Farm House Cottage, Pet Friendly, With Hot Tub In Chesterfield - Chesterfield
No reviews

Wigley Farm House Cottage, Pet Friendly, With Hot Tub In Chesterfield

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.

Best pet friendly Chesterfield cottage rentals

Among the 26 accommodations in Chesterfield, here are the 4 best pet friendly cottage rentals

Cottage ∙ 2 Bedrooms ∙ 5 Guests - Chesterfield
8.6 94 reviews

Cottage ∙ 2 Bedrooms ∙ 5 Guests

cottage
This charming Victorian house is located in the picturesque village of Matlock, just a short drive from the market town of Bakewell, Chatsworth House and Park, and the National Tramway Museum at Crich. The property has received very good user ratings.
The cottage has two bedrooms and is suitable for up to six guests. It features a spacious sitting room, an open-plan kitchen and dining area, and a modern bathroom. The cottage also has a garden, parking, and internet access.
Cottage ∙ 2 Bedrooms ∙ 4 Guests - Chesterfield
9.6 52 reviews

Cottage ∙ 2 Bedrooms ∙ 4 Guests

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.
Cottage ∙ 3 Bedrooms ∙ 6 Guests - Chesterfield
No reviews

Cottage ∙ 3 Bedrooms ∙ 6 Guests

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.
2 Bedroom Accommodation In Kelstedge, Near Matlock - Chesterfield
9.0 4 reviews

2 Bedroom Accommodation In Kelstedge, Near Matlock

cottage, Kelstedge, near Matlock
This Peak District cottage near Matlock is conveniently located a 5-minute drive (8km) from Matlock Bath and 20 minutes (32km) from Chatsworth House.
The self-catering property sleeps four guests in two bedrooms, offering a fully equipped kitchen with Denby pottery, a Smart TV with Sky Movies and Netflix, a private garden, and parking for two cars.
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