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Chesterfield cottages
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26 Cottages at the best price in Chesterfield

Best family friendly Chesterfield cottages

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

Mill Farm Cottages - Cherry Tree - Chesterfield
No reviews

Mill Farm Cottages - Cherry Tree

cottage, Barlow near Bakewell
This two-bedroom holiday cottage in Barlow Country Park, Derbyshire, is located on the edge of the Peak District National Park and near the South Yorkshire border, offering proximity to Abbeydale Industrial Hamlet and Barrow Hill Roundhouse Railway Centre.
This pet-friendly lodge accommodates four guests with an open-plan living space, a private garden, and on-site fishing lakes within 50 acres of conservation pastures and woodland, providing a unique base for exploring the Peak District.
4 Lovely Cottages Situated In The Beautiful Derbyshire Village Of Barlow. - Chesterfield
No reviews

4 Lovely Cottages Situated In The Beautiful Derbyshire Village Of Barlow.

cottage, Barlow near Bakewell
This one-bedroom holiday let is located in Barlow, Derbyshire, on the edge of the Peak District National Park and approximately 16 kilometres from Sheffield.
This pet-friendly cottage accommodates up to three guests, offering Wi-Fi, private parking for two cars, and a patio, set within 81 hectares of woodland and pastures with eight fishing lakes.
Cottage ∙ 2 Bedrooms ∙ 4 Guests - Chesterfield
No reviews

Cottage ∙ 2 Bedrooms ∙ 4 Guests

cottage, Barlow
This Barlow Country Park lodge is located in Barlow, South Yorkshire, on the edge of the Peak District National Park and close to the South Yorkshire border, offering 50 acres of pastures and woodland with 8 fishing lakes nearby.
This pet-friendly, family-friendly two-bedroom bungalow accommodates four guests, featuring an open-plan living space, a private garden, parking for two cars, and complimentary Wi-Fi, serving as a base for exploring the Peak District National Park.
Cottage ∙ 1 Bedroom ∙ 3 Guests - Chesterfield
No reviews

Cottage ∙ 1 Bedroom ∙ 3 Guests

cottage, Barlow
This Barlow holiday cottage is situated within 50 acres of conservation pastures and woodland, offering a tranquil natural environment close to the Peak District National Park and the South Yorkshire border.
This one-bedroom lodge accommodates up to three guests and features an open-plan living space with a gas fire, a zip and link super kingsize bed, complimentary Wi-Fi, and a patio with shared garden furniture, ideal for bird and wildlife spotting.

Best Chesterfield cottages with a kitchen

Cottage ∙ 2 Bedrooms ∙ 4 Guests - Chesterfield
No reviews

Cottage ∙ 2 Bedrooms ∙ 4 Guests

cottage, Barlow
This Barlow Country Park lodge is located in Barlow, South Yorkshire, on the edge of the Peak District National Park and close to the South Yorkshire border, offering 50 acres of pastures and woodland with 8 fishing lakes nearby.
This pet-friendly, family-friendly two-bedroom bungalow accommodates four guests, featuring an open-plan living space, a private garden, parking for two cars, and complimentary Wi-Fi, serving as a base for exploring the Peak District National Park.
1 Bed In Dronfield (Oc-40971) - Chesterfield
No reviews

1 Bed In Dronfield (Oc-40971)

cottage, Chesterfield
This 1-bedroom holiday let is located in Barlow, within the Peak District National Park, offering access to Chatsworth House, Hardwick, and Haddon Hall within a 20-kilometre drive, and close to Bakewell.
This holiday cottage sleeps 2 guests and features a fully equipped kitchen, en-suite shower room, Smart TV, and a 2-acre garden with a BBQ and fire pit, plus off-road parking for 2 cars.
Cottage By The Park Chesterfield - Peak District - Chesterfield
9.7 117 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.
Cottage ∙ 1 Bedroom ∙ 3 Guests - Chesterfield
No reviews

Cottage ∙ 1 Bedroom ∙ 3 Guests

cottage, Barlow
This Barlow holiday cottage is situated within 50 acres of conservation pastures and woodland, offering a tranquil natural environment close to the Peak District National Park and the South Yorkshire border.
This one-bedroom lodge accommodates up to three guests and features an open-plan living space with a gas fire, a zip and link super kingsize bed, complimentary Wi-Fi, and a patio with shared garden furniture, ideal for bird and wildlife spotting.

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. The weather is mild, the colours are stunning, and you'll avoid the crowds of summer. Plus, you'll be able to enjoy the local markets and events.
  • 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?

    You absolutely must see the Crooked Spire, the iconic landmark of Chesterfield. Don't miss the Chesterfield Museum, which tells the story of the town's history. And if you're a fan of nature, a trip to Queen's Park is a must.
  • 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?

    A cottage offers a unique and comfortable experience. You'll be able to relax and unwind in a peaceful setting, away from the hustle and bustle of the town. Plus, you'll be close to the beautiful countryside, perfect for exploring.
  • 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 very walkable. The town centre is compact, and you can easily explore the main attractions on foot. There are also plenty of cycle paths, making it easy 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 family-friendly activities are available in Chesterfield?

    Queen's Park is a great place for kids, with a playground, paddling pool, and plenty of space to run around. The Chesterfield Museum also has a family-friendly section with interactive exhibits.
  • What are the best pet friendly cottages in Chesterfield?

  • What are the best cottages with parking in Chesterfield?

Popular destinations

Best Chesterfield cottages with a jacuzzi

Among the 26 accommodations in Chesterfield, here are the 1 best cottages with a jacuzzi

Cottage ∙ 2 Bedrooms ∙ 4 Guests - Chesterfield
No reviews

Cottage ∙ 2 Bedrooms ∙ 4 Guests

cottage, Barlow
This Barlow Country Park lodge is located in Barlow, South Yorkshire, on the edge of the Peak District National Park and close to the South Yorkshire border, offering 50 acres of pastures and woodland with 8 fishing lakes nearby.
This pet-friendly, family-friendly two-bedroom bungalow accommodates four guests, featuring an open-plan living space, a private garden, parking for two cars, and complimentary Wi-Fi, serving as a base for exploring the Peak District National Park.

Best pet friendly Chesterfield cottages

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

4 Lovely Cottages Situated In The Beautiful Derbyshire Village Of Barlow. - Chesterfield
No reviews

4 Lovely Cottages Situated In The Beautiful Derbyshire Village Of Barlow.

cottage, Barlow near Bakewell
This one-bedroom holiday let is located in Barlow, Derbyshire, on the edge of the Peak District National Park and approximately 16 kilometres from Sheffield.
This pet-friendly cottage accommodates up to three guests, offering Wi-Fi, private parking for two cars, and a patio, set within 81 hectares of woodland and pastures with eight fishing lakes.
Cottage ∙ 1 Bedroom ∙ 3 Guests - Chesterfield
No reviews

Cottage ∙ 1 Bedroom ∙ 3 Guests

cottage, Barlow
This Barlow holiday cottage is situated within 50 acres of conservation pastures and woodland, offering a tranquil natural environment close to the Peak District National Park and the South Yorkshire border.
This one-bedroom lodge accommodates up to three guests and features an open-plan living space with a gas fire, a zip and link super kingsize bed, complimentary Wi-Fi, and a patio with shared garden furniture, ideal for bird and wildlife spotting.
Cottage ∙ 2 Bedrooms ∙ 4 Guests - Chesterfield
No reviews

Cottage ∙ 2 Bedrooms ∙ 4 Guests

cottage, Barlow
This Barlow Country Park lodge is located in Barlow, South Yorkshire, on the edge of the Peak District National Park and close to the South Yorkshire border, offering 50 acres of pastures and woodland with 8 fishing lakes nearby.
This pet-friendly, family-friendly two-bedroom bungalow accommodates four guests, featuring an open-plan living space, a private garden, parking for two cars, and complimentary Wi-Fi, serving as a base for exploring the Peak District National Park.
Mill Farm Cottages - Cherry Tree - Chesterfield
No reviews

Mill Farm Cottages - Cherry Tree

cottage, Barlow near Bakewell
This two-bedroom holiday cottage in Barlow Country Park, Derbyshire, is located on the edge of the Peak District National Park and near the South Yorkshire border, offering proximity to Abbeydale Industrial Hamlet and Barrow Hill Roundhouse Railway Centre.
This pet-friendly lodge accommodates four guests with an open-plan living space, a private garden, and on-site fishing lakes within 50 acres of conservation pastures and woodland, providing a unique base for exploring the Peak District.
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