Search All Cottages in Chesterfield

26 available cottage rental offers

7 nights
2
1
  • airbnb
  • booking
  • makemytrip
  • oyo
  • yatra
  • goibibo
  • travelguru
  • cleartrip
  • vrbo
  • expedia
  • hotelscom
  • tripcom
  • agoda
Chesterfield cottages
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

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

Cottage ∙ 2 Bedrooms ∙ 4 Guests - Chesterfield
No reviews

Cottage ∙ 2 Bedrooms ∙ 4 Guests

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.
Cottage ∙ 3 Bedrooms ∙ 6 Guests - Chesterfield
9.6 7 reviews

Cottage ∙ 3 Bedrooms ∙ 6 Guests

cottage
This Derbyshire stone cottage, situated in Darwin Lake Holiday Village near the village of Two Dales, offers easy access to the Peak District National Park, Bakewell (approx. 10km), and Matlock (approx. 15km), placing you within easy reach of Haddon Hall and Chatsworth House.
The three-bedroom property sleeps six, features an open-plan living area with modern appliances, a ground-floor twin room with en-suite, two upstairs bedrooms with zip-and-link beds and en-suite facilities, plus a garden, parking, and internet access; pets are welcome.
Cottage ∙ 3 Bedrooms ∙ 5 Guests - Chesterfield
9.8 16 reviews

Cottage ∙ 3 Bedrooms ∙ 5 Guests

cottage, Old
Christmas Cottage, a three-storey stone house in Higham, Derbyshire, is situated near Ravensnest Wood and within easy driving distance (approximately 16km) of Matlock and the Peak District National Park.
This 130 square metre property sleeps five guests in three bedrooms (king-size, king-size, single with optional folding bed), features a fully equipped kitchen with dishwasher, a wood-burning stove, and a garden with barbecue; nearby attractions include Crich Tramway Village and the Heights of Abraham.
Spacious Stone Cottage Set In Beautiful Woodland With Lovely Views Over A Lake. - Chesterfield
No reviews

Spacious Stone Cottage Set In Beautiful Woodland With Lovely Views Over A Lake.

cottage, Darwin Lake, near Matlock
This two-bedroom lodge is located in Darwin Lake, near Matlock, within the Peak District National Park, approximately 1.6 kilometers from local amenities and set within 10 acres of woodland with views over a 3-acre lake.
This family-friendly holiday home accommodates up to four guests with an open-plan living area, two bathrooms, Wi-Fi, private parking, and is ideally situated for exploring attractions such as Chatsworth House and Alton Towers.

Best Chesterfield cottages with a kitchen

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.
Cottage ∙ 3 Bedrooms ∙ 5 Guests - Chesterfield
9.8 5 reviews

Cottage ∙ 3 Bedrooms ∙ 5 Guests

cottage
Churchside House is a charming end-terrace cottage located in Matlock, Derbyshire, just a short walk from the town centre and a 10-minute drive from the Peak District National Park. The cottage offers a peaceful retreat with views of St Giles' Church and is within walking distance of a local convenience store, pubs, and the River Derwent.
This 3-bedroom cottage can comfortably accommodate up to 5 guests and offers a fully equipped kitchen, a cosy living area, and a private garden with a patio for alfresco dining. Enjoy stunning views of the surrounding area, explore the local attractions, or simply relax and unwind in this peaceful cottage.
Highview Stables, Pet Friendly, With Hot Tub In Chesterfield - Chesterfield
No reviews

Highview Stables, Pet Friendly, With Hot Tub In Chesterfield

cottage, Chesterfield
Highview Stables, a self-catering property in Chesterfield, Derbyshire, is situated 0.5km from a pub and bus stop, and 5.3km from the nearest shop, offering easy access to the Peak District National Park and Chesterfield's historic town centre, including the Crooked Spire church.
This one-bedroom cottage boasts 90 square metres of floor space, accommodating up to four guests, and features a well-equipped kitchen, a jacuzzi, a garden, off-road parking for two cars, and a wood-burning stove in the sitting room.
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

  • 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.

Popular destinations

Best Chesterfield cottages with a jacuzzi

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

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 ∙ 5 Bedrooms ∙ 10 Guests - Chesterfield
No reviews

Cottage ∙ 5 Bedrooms ∙ 10 Guests

cottage
Cherry Tree Farm, a detached house near Chesterfield, Derbyshire, is situated approximately 8 kilometres from Chesterfield town centre and offers easy access to the Peak District National Park.
This five-bedroom property sleeps up to ten guests, boasting a games room with a pool table and dartboard, a hot tub, and a wood-burning stove, alongside a swimming pool and jacuzzi.
Cottage-sdb Privée Avec Douche-the Olde Coach Hous - Chesterfield
9.9 109 reviews

Cottage-sdb Privée Avec Douche-the Olde Coach Hous

cottage
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

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.

Best pet friendly Chesterfield cottages

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

Cottage ∙ 1 Bedroom ∙ 2 Guests - Chesterfield
9.6 10 reviews

Cottage ∙ 1 Bedroom ∙ 2 Guests

cottage, Hackney
This Peak District cottage, situated 1.6km from Matlock and 4.8km from the Heights of Abraham cable car, offers a romantic getaway in Hackney.
The 45 square metre property features one bedroom, one bathroom, sleeps two, and includes a kitchen with fridge, microwave, dishwasher, plus a garden, parking, internet access, and a wood burner; nearby attractions include pubs serving local ales and riverside walks in Matlock.
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.
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 ∙ 3 Bedrooms ∙ 6 Guests - Chesterfield
No reviews

Cottage ∙ 3 Bedrooms ∙ 6 Guests

cottage, Kelstedge
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.
©2026 cozycozy.com