This Chesterfield cottage is situated 1.5km from the Barrow Hill Roundhouse Railway Museum, under 5km from Poolsbrook Country Park and the Technique Stadium, and less than 10km from Chesterfield Market and Mecca Bingo. The self-catering holiday home offers free on-site parking, Wi-Fi in communal areas, two bathrooms, and allows pets; nearby attractions include outdoor activities at Poolsbrook Country Park and the football at the Technique Stadium.
Chesterfield
02/07 – 06/07
$192/nighttotal: $768 (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
05/07 – 09/07
$204/nighttotal: $816 (4 )
Cottage ∙ 3 Bedrooms ∙ 5 Guests
3 1
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.
Chesterfield
21/08 – 24/08
$391/nighttotal: $1173 (3 )
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
18/09 – 24/09
$291/nighttotal: $1746 (6 )
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.
9.4 128 reviews
Chesterfield
18/09 – 24/09
$125/nighttotal: $750 (6 )
Cottage ∙ 2 Bedrooms ∙ 4 Guests
2 2
cottage
This first-floor apartment in Matlock, Derbyshire, offers stunning views of Riber Castle and Matlock church, and is a short drive (approximately 10km) from Bakewell and Ashover, the filming location for parts of the Peak Practice TV series. Knowleston Place cottage sleeps four guests in two bedrooms, features a modern kitchen with a fridge and dishwasher, and provides free parking and Wi-Fi; enjoy its open-plan living area with mullioned windows overlooking Riber Castle.
9.0 4 reviews
Chesterfield
04/07 – 08/07
$528/nighttotal: $2112 (4 )
3 Bedroom Accommodation In Barlow, Near Chesterfield
3 1
cottage , Barlow, near Chesterfield
This charming cottage is located just 15km from Chesterfield and 20km from Chatsworth Estate and Haddon Hall, on the edge of the Peak District National Park, offering stunning views and easy access to beautiful walks. It has consistently received excellent reviews from previous guests. The property features three bedrooms and two bathrooms, comfortably accommodating up to six guests. It offers modern amenities including a wood burner, smart TV, Wi-Fi, and a fully equipped kitchen with a dishwasher, washing machine, and tumble dryer. You can also enjoy the beautiful garden with a stone-built fire pit and barbecue area, perfect for relaxing and enjoying the countryside views.
Chesterfield
18/09 – 24/09
$157/nighttotal: $942 (6 )
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.
9.6 36 reviews
Chesterfield
03/09 – 06/09
$206/nighttotal: $618 (3 )
80 M² Cottage ∙ 2 Bedrooms ∙ 4 Guests
2 2
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.
Chesterfield
20/06 – 27/06
$159/nighttotal: $1113 (7 )
Cottage ∙ 1 Bedroom ∙ 2 Guests
1 2
cottage , Hollins
Chestnut Cottage or Willow Cottage is situated in the Eastern Park district, between Chatsworth and Chesterfield, offering direct access to walks and attractions, with Linacre Reservoirs just 3 minutes away and Chatsworth House a short drive. This pet-friendly, 1-bedroom, 1-bathroom cottage accommodates two guests and features ground-floor living, a kitchen, internet, and a garden, making it an ideal base for couples exploring the nearby Moors and reservoirs.
10 9 reviews
Chesterfield
04/07 – 08/07
$355/nighttotal: $1420 (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
03/09 – 06/09
$262/nighttotal: $786 (3 )
Cottage ∙ 1 Bedroom ∙ 2 Guests
1 2
cottage , Ashover
This first-floor apartment, Little Mill, is located in Ashover, Derbyshire, by the River Amber, 8 kilometres from Matlock and within easy reach of Chatsworth House and Haddon Hall. This pet-friendly cottage sleeps two guests in one double bedroom with an en-suite shower room, offering internet access, a well-equipped kitchen, and access to shared grounds with direct access to local walking paths.
Best family friendly Chesterfield cottage rentals
Among the 18 accommodations in Chesterfield, here are the 4 best family friendly cottage rentals
10 2 reviews
Chesterfield
18/09 – 24/09
$295/nighttotal: $1770 (6 )
Cottage ∙ 3 Bedrooms ∙ 6 Guests
3 2
cottage
This Peak District holiday home, located less than 1.6km from Matlock, offers easy access to attractions such as Gulliver's Kingdom (5.6km) and Bakewell (13.7km). The 45 square metre, three-bedroom property sleeps six, boasting a multi-level layout with two lounges, a games room featuring table football and darts, and a secure storage area for bikes/motorbikes.
Chesterfield
21/08 – 24/08
$486/nighttotal: $1458 (3 )
4 Lovely Cottages Situated In The Beautiful Derbyshire Village Of Barlow.
1 2
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.
Chesterfield
18/09 – 24/09
$209/nighttotal: $1254 (6 )
Casa De Campo ∙ 2 Quartos ∙ 4 Hóspedes
2 2
cottage
Holly Cottage, a Grade II listed property dating from 1780, is located in Totley, Sheffield, on the edge of the Peak District National Park, approximately 17 kilometers from Chatsworth House and 16 kilometers from Bakewell. This family-friendly holiday home sleeps 4 across 2 bedrooms, offering a character-rich interior with open beams, a woodburning stove, a well-equipped kitchen, and an enclosed courtyard, with easy access to local amenities and hiking routes.
Chesterfield
18/09 – 24/09
$294/nighttotal: $1764 (6 )
Cottage ∙ 2 Bedrooms ∙ 4 Guests
2 2
cottage
This converted barn, offering a restful rural retreat, is located on the edge of the Peak District, 4.8 kilometres from Chatsworth House and a short drive from Bakewell. This family-friendly cottage accommodates up to four guests across two bedrooms and one bathroom, featuring a well-equipped kitchen with a dishwasher, Wi-Fi, a garden with furniture, and private parking for two cars.
Best Chesterfield cottages with a kitchen
Chesterfield
02/07 – 06/07
$587/nighttotal: $2348 (4 )
Cottage ∙ 3 Bedrooms ∙ 11 Guests
3 1
cottage
Pine Lodge, a Peak District National Park holiday home near Tansley, is situated 3.2km from the Crich Tramway Museum and under 16km from Chatsworth House. This spacious lodge sleeps eleven guests in three bedrooms (plus two sofa beds), boasts two bathrooms, a fully equipped kitchen with dishwasher, private decking, parking for five cars, and offers Wi-Fi, plus a welcome pack.
10 7 reviews
Chesterfield
21/08 – 24/08
$407/nighttotal: $1221 (3 )
Cottage ∙ 2 Bedrooms ∙ 4 Guests
2 2
cottage , Eckington
Courthouse Cottage is situated in Eckington, Derbyshire, just a short distance from the Peak District National Park and within walking distance of Eckington Park and the historic St Peter and St Paul's Church. This charming cottage offers a unique blend of historic charm and modern amenities. This two-bedroom holiday home, spanning 105 square metres, comfortably accommodates up to four guests. You'll enjoy a private garden with a parasol for alfresco dining, a hot tub for relaxation, a fully equipped kitchen, and Smart TVs in both bedrooms.
Chesterfield
03/09 – 06/09
$309/nighttotal: $927 (3 )
Cottage ∙ 1 Bedroom ∙ 2 Guests
1 2
cottage
This ground-floor apartment, located at 58 Dale Road in Matlock, Derbyshire, offers a base near the Peak District National Park and within easy reach of local shops and riverside walks. This one-bedroom cottage accommodates two guests and features a king-size bed, a fully equipped kitchen with a dishwasher, off-road parking for one vehicle, and an original fireplace in the sitting area.
Chesterfield
03/09 – 06/09
$409/nighttotal: $1227 (3 )
Carr House Farm, Pet Friendly, With Open Fire In Wingerworth
3 2
cottage , Chesterfield
Carr House Farm, a detached barn conversion near Wingerworth, sits on the edge of the Peak District, offering access to open moorland and wooded dales, with a shop 900 meters and a pub 800 meters away. This spacious 130 square meter property accommodates six guests in three bedrooms, features an open-plan living area with a woodburning stove, a separate sitting room with a Smart TV, and provides off-road parking, a courtyard, and the option of two stables for horses.
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?
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?
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 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?
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.
Destinations nearby
Best Chesterfield cottage rentals with jacuzzi
Among the 18 accommodations in Chesterfield, here are the 4 best cottage rentals with a jacuzzi
8.0 1 review
Chesterfield
03/09 – 06/09
$895/nighttotal: $2685 (3 )
The Loft, Pet Friendly, Character Holiday Cottage In Millthorpe
3 2
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.
Chesterfield
21/08 – 24/08
$483/nighttotal: $1449 (3 )
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.
9.9 106 reviews
Chesterfield
03/09 – 06/09
$494/nighttotal: $1482 (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.
Chesterfield
21/08 – 24/08
$470/nighttotal: $1410 (3 )
Highview Stables, Pet Friendly, With Hot Tub In Chesterfield
1 2
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.
Best pet friendly Chesterfield cottage rentals
Among the 18 accommodations in Chesterfield, here are the 4 best pet friendly cottage rentals
Chesterfield
02/07 – 06/07
$286/nighttotal: $1144 (4 )
Overton
1 1
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.
Chesterfield
20/06 – 27/06
$188/nighttotal: $1316 (7 )
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.
Chesterfield
03/09 – 06/09
$742/nighttotal: $2226 (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.
Chesterfield
21/08 – 24/08
$310/nighttotal: $930 (3 )
Smithy Cottage
1 2
cottage , Dronfield
This pet-friendly Dronfield cottage offers self-catering accommodation less than 10km from the Peak District National Park, Mecca Bingo, and Queen's Park Cricket Ground. The property includes a kitchen with a fridge and dishwasher, laundry facilities, and free on-site parking, plus free Wi-Fi in communal areas.