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Holiday Cottages in Chesterfield

Holiday Cottages in Chesterfield

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Did you know? We have a dedicated site just for pet friendly holidays, take me to Dog Friendly Cottages >

Chesterfield Cottages

  • Last Minute Cottages - Wigley Farm House Cottage
  • 2

    Derbyshire

    Wigley Farm House Cottage

    Ref: S1273069

    3
    6
    The historic market town of Chesterfield acts as the gateway to the Peak District, and has much to offer visitors. The town is famous for its 14th Century church with "Crooked Spire", twisting curiously from its true centre, while the frequent...

    From

    £93

    per night
    View

  • Last Minute Cottages - Temperance Croft
  • Derbyshire

    Temperance Croft

    Ref: S899979

    Reviews 6

    1
    2
    The historic market town of Chesterfield acts as the gateway to the Peak District, and has much to offer visitors. The town is famous for its 14th Century church with "Crooked Spire", twisting curiously from its true centre, while the frequent...

    From

    £57

    per night
    View

  • Last Minute Cottages - 2 Bed Cottage in Barlow
  • Derbyshire

    2 Bed Cottage in Barlow

    Ref: S231781

    2
    4
    Additional information and rules No dogs allowed - Two bedrooms - king size bedroom and twin bedroom with zip and link that can be turned into a king size at request. - Two Bathrooms (one on each bedroom floor) - Off road parking for 2 cars ...

    From

    £96

    per night
    View
    Partner deal

  • Last Minute Cottages - Morden house close to City centre & The Peaks
  • Derbyshire

    Morden house close to City centre & The Peaks

    Ref: S915261

    3
    6
    Offering a garden and garden view, Morden house close to City centre & The Peaks is located in Chesterfield, 20 km from Chatsworth House and 22 km from Utilita Arena Sheffield. Both free WiFi and parking on-site are available at the holiday home...

    From

    £140

    per night
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    Partner deal

  • Last Minute Cottages - Byron House
  • Derbyshire

    Byron House

    Ref: S1037756

    5
    13
    Byron House, a property with a garden and a shared lounge, is located in Chesterfield, 32 km from Clumber Park, 41 km from Sherwood Forest, as well as 41 km from Buxton Opera House. The property has garden and quiet street views, and is 25 km from...

    From

    £395

    per night
    View
    Partner deal

  • Last Minute Cottages - Holland House
  • Derbyshire

    Holland House

    Ref: S512842

    5
    18
    Offering a terrace and garden view, Holland House is set in Unstone, 20 km from Utilita Arena Sheffield and 35 km from Clumber Park. Both free WiFi and parking on-site are accessible at the holiday home free of charge. The property is non-smoking...

    From

    £649

    per night
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    Partner deal

  • Last Minute Cottages - Hagg Hill Hall
  • 3

    Derbyshire

    Hagg Hill Hall

    Ref: S932904

    8
    22
    Located in Wingerworth, Hagg Hill Hall provides accommodation with private pool, free WiFi and free private parking for guests who drive. The holiday home features a spa experience, with its hot tub, steam room and indoor pool. The holiday home...

    From

    £1725

    per night
    View

  • Last Minute Cottages - Cara
  • Derbyshire

    Cara

    Ref: S285599

    Reviews 82

    1
    2
    Located on a small farm in the attractive village of Holymoorside, Cara is a charming cottage with superb features. The spacious lounge and dining area boasts wonderful views of the garden and the surrounding countryside and is perfect for a...

    From

    £62

    per night
    View

  • Last Minute Cottages - Highview Stables
  • 1

    Derbyshire

    Highview Stables

    Ref: S1048522

    1
    4
    The historic market town of Chesterfield acts as the gateway to the Peak District, and has much to offer visitors. The town is famous for its 14th Century church with "Crooked Spire", twisting curiously from its true centre, while the frequent...

    From

    £82

    per night
    View

  • Last Minute Cottages - The Windmill Granary
  • 1

    Derbyshire

    The Windmill Granary

    Ref: S901407

    Reviews 13

    3
    4
    Experience countryside hikes, rewarding cycling trails and exciting local attractions from this comfortable, family-friendly holiday home. Right on the edge of the Peak District (5 miles), just 4.5 miles from Chesterfield, you’re well positioned...

    From

    £110

    per night
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  • Last Minute Cottages - Woodthorpe Cruck Cottage
  • Derbyshire

    Woodthorpe Cruck Cottage

    Ref: S162153

    Reviews 86

    3
    6
    Clay Cross is a small town resting close to the Peak District National Park and houses a selection of shops, pubs and restaurants. Within a few miles you will find the market town of Chesterfield which is known as the gateway to the Peak District....

    From

    £149

    per night
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  • Last Minute Cottages - Robin Glamping Retreat
  • Derbyshire

    Robin Glamping Retreat

    Ref: S854144

    Reviews 1

    1
    4
    Surrounded by an array of thrilling adventures, you'll be spoiled for choice. Immerse yourself in the grandeur of Chatsworth House (7.1m), where magnificent architecture, renowned art collections, and expansive gardens await exploration. Journey...

    From

    £134

    per night
    View

  • Last Minute Cottages - The Bungalow@Barlow
  • 2

    Derbyshire

    The Bungalow@Barlow

    Ref: S394847

    Reviews 45

    2
    4
    Often known as the 'Gateway to the Peak District', due to its ideal location providing easy access to the beautiful surrounding areas, is the historic town of Chesterfield. Boasting an impressive 1th-century church, local markets which offer...

    From

    £81

    per night
    View

  • Last Minute Cottages - Smithy Cottage
  • 1

    Derbyshire

    Smithy Cottage

    Ref: S778604

    Reviews 18

    2
    4
    The historic market town of Chesterfield acts as the gateway to the Peak District, and has much to offer visitors. The town is famous for its 14th Century church with "Crooked Spire", twisting curiously from its true centre, while the frequent...

    From

    £61

    per night
    View

  • Last Minute Cottages - Elm Croft
  • 1

    Derbyshire

    Elm Croft

    Ref: S285580

    Reviews 42

    1
    2
    Produced to a top-notch standard, this stunning little cottage is the perfect place to relax in after a hard day exploring the local area. The underfloor heating and log burning stove makes this property super cosy for couples to enjoy, along with...

    From

    £51

    per night
    View

  • Last Minute Cottages - 1 Bed Cottage in Barlow
  • Derbyshire

    1 Bed Cottage in Barlow

    Ref: S284190

    1
    2
    Additional information and rules No dogs allowed - 1 double bedroom - 1 en-suite shower room with shower and WC - Electric oven and hob, fridge, freezer, dishwasher, washing machine and microwave - Smart TV in the lounge and bedroom -...

    From

    £122

    per night
    View

  • Last Minute Cottages - Spire Haven
  • Derbyshire

    Spire Haven

    Ref: S525509

    Reviews 25

    4
    8
    Chesterfield, the historic market town that serves as the Peak District's gateway, has a lot to offer visitors. The town's 14th-century church is known for its "Crooked Spire," which twists strangely from its actual centre, and the town's regular...

    From

    £100

    per night
    View

  • Last Minute Cottages - Park Corner
  • 1

    Derbyshire

    Park Corner

    Ref: S376244

    Reviews 14

    3
    6
    Park Corner is a very modest name for this stunning centuries-old house set in the rolling countryside south of the historic town of Chesterfield. Behind its handsome and stylish façade, you will find lots of superb accommodation. Just think...

    From

    £155

    per night
    View

  • Last Minute Cottages - Squirrel Glamping Retreat
  • Derbyshire

    Squirrel Glamping Retreat

    Ref: S854084

    1
    4
    With lots of wonderful adventures on your doorstep, you will be spoilt for choice. Immerse yourself in the grandeur of Chatsworth House (7 miles), where beautiful architecture, renowned art collections, and sprawling gardens await. There is the...

    From

    £134

    per night
    View

  • Last Minute Cottages - 1 Bed Cottage in Barlow
  • Derbyshire

    1 Bed Cottage in Barlow

    Ref: S231036

    1
    2
    Additional information and rules No dogs allowed - 1 Bedroom - King size - 1 Bathroom - Electric oven and induction hob, fridge/freezer, dishwasher and washer/dryer - Nespresso machine - Wood burner - logs included - Off-road parking for...

    From

    £89

    per night
    View

  • Last Minute Cottages - Manor House
  • Derbyshire

    Manor House

    Ref: S4525

    Reviews 95

    5
    10
    The historic market town of Chesterfield acts as the gateway to the Peak District, and has much to offer visitors. The town is famous for its 14th Century church with "Crooked Spire", twisting curiously from its true centre, while the frequent...

    From

    £393

    per night
    View

  • Last Minute Cottages - 2 Bed Cottage in Holymoorside
  • Derbyshire

    2 Bed Cottage in Holymoorside

    Ref: S230159

    2
    4
    Additional information and rules No dogs allowed - 2 Bedrooms - 1 king-size and1 king-size zip-and-link (can be made up as twins if requested at the time of booking) - 1 Bathroom and 1 shower room - Kitchen with Aga, combo microwave, fridge,...

    From

    £87

    per night
    View

  • Last Minute Cottages - The Cottage
  • Derbyshire

    The Cottage

    Ref: S801932

    Reviews 11

    2
    4
    Located on the edge of the Peak District National Park in Derbyshire, between Matlock and Chesterfield, is the tiny village of Stone Edge. Despite being well-known for its industrial past, the hamlet now draws a wide variety of tourists,...

    From

    £104

    per night
    View

  • Last Minute Cottages - Moor Farm Cottage
  • Derbyshire

    Moor Farm Cottage

    Ref: S778600

    Reviews 32

    2
    4
    The small, rural village of Ashover is peacefully situated in the Amber Valley, just five miles from Matlock. The village has several good pubs, including the Crispin Inn, renowned as one of the oldest pubs in the Peak District and The Old Poets’...

    From

    £99

    per night
    View
    Showing 1 - 24 of 71 properties

    Chesterfield Holiday Cottages

    Chesterfield presents a brilliant balance between the rugged beauty of the Peak District and the urban life of a bustling market town, with superb transport links and a packed calendar of events all year round. Chesterfield holiday cottages make for a great base from which to explore the surrounding areas.

    Famous for its 800-year-old open-air market, Chesterfield offers fantastic shopping opportunities from a variety of both chain and independent retailers, as well as seasonal local produce available. There’s plenty of entertainment, business and leisure activities available in the town. Just a short stroll out of the centre will take you to the ‘Palace of the Peak’ at Hardwick Hall, dating back to Elizabethan times, and Chatsworth, with guided and solo tours available of its stunning house and gardens. The town’s iconic crooked church spire dominates the skyline and is instantly recognisable from miles around.

    Snaptrip has thousands of holiday cottages across the UK, including in Chesterfield, listed on its system. What's more: every booking made through the site is covered by our unbeatable best price guarantee. Our friendly customer service team are available on the phone until 9:30pm daily to give you a helping hand.

    Locations to visit near Chesterfield

    Love the Peaks? Don't forget to check out these staycation destinations:

    Read more > less >

    Reviews

    What our customers say about their holidays

    • Maura & Ray - Verified booking

      We hadn't visited the Peak District for many years and were very pleased we chose 'Cara' as the base for our holiday. We received a warm welcome from Suzanne. The cottage is in a perfect position with excellent views over the surrounding countryside. So peaceful - the perfect place for a relaxing holiday. The cottage is very comfortable and spacious with everything you need to self cater. We loved the personal touches of the framed needlework throughout the cottage and the old Singer sewing machine in the sitting room. Reminded me of my teenage years using the family treadle Singer machine!! 'Cara' is ideally situated for easy access to the main roads which will take you to the many popular haunts in the Peak District. Places we recommend to visit: The National Tramway Museum, Eyam Village Museum, Cascade Gardens at Clatterway, Bonsall, nr Cromford.

      Read more less >

    • Tom and Celia - Verified booking

      What a wonderful part of the world. The weather's been kind, the hills have been steep, the air has been fresh and we've had a delightful week's break from the traffic- filled lifestyle of Essex. We've cycled here, there and everywhere and really want to come back for more. The dedicated cycle tracks stretch far and wide and we've stopped to chat to so many people. We've photos and videos galore to remind us of our holiday. Cara cottage is perfect. Comfy bed, all mod cons, big TV for the evening and a safe place for the car. We've really enjoyed our time here and would recommend the cottage unreservedly. We swam in the open air Lido in Hathersage , looked at the Derwent reservoir, loved Bakewell and Matlock and Chesterfield. Went to Hardwick Hall and Ilam's Stepping Stones, and loved the Monsal and High Peak trails. Thank You

      Read more less >

    • Robin and Wendy - Verified booking

      Lovely cottage, very tastefully converted and pristine condition. Wonderful scenery and walks to be enjoyed. The Lamb is a traditional pub and well recommended , we were made very welcome by the owners. We did eventually find the track through the fields to the village. The walk along the lane is much easier, taking a short cut through the Church yard! we have greatly enjoyed our week here and will recommend it to everyone. Many thanks Suzanne and James for the welcome flowers, wine and milk, greatly appreciated.

      Read more less >

    • David - Verified booking

      We were very pleased with this cottage.

      It was very clean and comfortable. The furnishings were of good quality and very tasteful. It was well equipped The king size bed was extremely comfortable. To be greeted by a basket of goodies and flowers on the table when we arrived was most welcoming. Angela (property owner) was warm and friendly. She was most helpful when, on arriving home, we discovered we had lost our house keys. Angela searched the cottage and grounds but sadly they weren't there . We would not hesitate in making a return visit.

      Read more less >

    • Mr Lipscombe - Verified booking

      A perfect little cottage. Set on a working dairy farm in a fairly quiet location, you get some farm sounds and smells but they do not spoil the stay. Beautiful view across the valley from the lounge, bedroom and small patio area. The chickens come and visit at least twice a day :-). Absolutely no complaints about the cottage, location or facilities here. A great base for a walking holiday in the peaks, plenty of interesting walks from the cottage and such a huge area to explore with a short drive.

      Read more less >

    Best price guarantee

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    Best price guarantee

    Our cottages are professionally managed by our partners and payments are taken by them, but rest assured, by booking via Snaptrip you'll pay the lowest possible price for your trip.

    We never charge you more than you would pay booking directly on the partner's site and if you become a member you can save even more. If you find a property priced lower anywhere else on the internet (we’d be amazed if you do), simply email us at marketing@snaptrip.com and we'll refund you the difference.

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    Things to do near Chesterfield

    • Landmark Landmark
    • Natural Landmark Natural Landmark
    • Activity Activity
    • Education Education
    Bolsover Castle
    A lavish castle with stunning views and extensive grounds complete with a picnic area. There is also a cafe to visit for a cuppa once you finish exploring. Free parking is available and dogs on leads are welcome in the grounds but not in the castle itself.

    Lumsdale Valley

    Just outside the Peak District town of Matlock, Lumsdale Valley was once a bustling hive of industrial activity. Now managed by Lumsdale residents and the Arkwright Society, the important woodland and wetland area is safeguarded for all to enjoy. Child and dog friendly, though it's recommended you keep your dog leashed.

    Kelham Island Museum

    Sheffield industrial history museum. Exhibitions, working machinery, activity areas and events all bring the past to life. Disabled access, parking and cafe.

    Sheffield Winter Garden

    Sheffield Winter Garden - one of the largest glasshouses built in the UK. Stroll through this green oasis that houses 2,500 plants from around the world.

    Crich Tramway Village

    Restored period village in Derbyshire, home to the National Tramway Museum and a selection of gift shops, cafes and pubs. Groups welcome. Disabled access.

    Gullivers Kingdom Matlock

    Gulliver's Kingdom is a theme park in Matlock Bath. Rides include a Log Flume, JCB zone and Gully's Magic Bikes. Attractions & experiences include the Lost World of the Living Dinosaurs, a Pirate Training Camp, and a Junior Cowboy Town. It hosts themed days such as a Dinosaur Sleepover. Cafes and food stalls.

    Weston Park Museum

    Free museum in Weston Park near Sheffield. A variety of historical exhibits such as Egyptian mummies & Snowy the polar bear & live ants & bees. Disabled access.

    National Emergency Services Museum

    Explore the history of Britain's emergency services at the National Emergency Services Museum. Discover the vehicles, equipment, and stories of firefighters, police officers, and ambulance crews from the 19th century to the present day. Try on uniforms, sit in a fire engine, and take part in interactive exhibits. Located at West Bar, Sheffield S3 8PT

    Abbeydale Industrial Hamlet

    Abbeydale Industrial Hamlet in Sheffield is a unique experience that takes visitors on a journey through the region's industrial heritage. The hamlet is a preserved 18th-century steelworks site with fully-functioning water-powered machinery, workshops and cottages. Visitors can witness the fascinating steel-making process, explore the interactive exhibitions, and enjoy the beautiful surrounding woodland. Address: Abbeydale Rd S, Sheffield S7 2QW

    Sheffield Hallam University

    Sheffield Hallam University is a public research university located in the city of Sheffield, England. The university has a strong focus on professional and vocational programs, with a particular emphasis on fields such as business, engineering, and healthcare. Sheffield Hallam is also known for its commitment to sustainability and social responsibility, with a range of initiatives in place to promote environmental awareness and community engagement. Main campus: City Campus, Howard Street, Sheffield, S1 1WB

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