Chesterfield Holiday Cottages

Chesterfield Cottages

Derbyshire

The Bungalow@Barlow

Ref: S394847

Reviews 45

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

£80

per night

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Derbyshire

Swallows Barn

Ref: S425933

Reviews 34

Chesterfield is a historic market town that serves as the entrance to the Peak District and has a great deal to offer visitors. The town's regular bustling market days are an excellent opportunity to explore the many diverse specialty shops and...

From

£113

per night

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Derbyshire

Woodthorpe Cruck Cottage

Ref: S162153

Reviews 86

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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Derbyshire

Cherry Tree Cottage

Ref: S880279

Reviews 24

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

£97

per night

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Derbyshire

Highview Stables

Ref: S1048522

From

£82

per night

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Derbyshire

The Windmill Granary

Ref: S901407

Reviews 13

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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Derbyshire

Smithy Cottage

Ref: S778604

Reviews 18

From

£60

per night

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Derbyshire

Elm Croft

Ref: S285580

Reviews 41

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

£58

per night

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Derbyshire

Robin Glamping Retreat

Ref: S854144

Reviews 1

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

£150

per night

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Derbyshire

Cedar Holme

Ref: S372732

Reviews 80

Nestled on the edge of the Peak District National Park is the quaint village of Wingerworth. First recorded in the Domesday Book of 1086 aas a community of fourteen houses of freemen, Wingerworth is now a delightful settlement that boasts a...

From

£99

per night

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Derbyshire

Spire Haven

Ref: S525509

Reviews 25

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

£147

per night

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Derbyshire

Park Corner

Ref: S376244

Reviews 13

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

£165

per night

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Derbyshire

1 Bed Cottage in Barlow

Ref: S284190

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

£132

per night

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Derbyshire

Manor House

Ref: S4525

Reviews 95

From

£393

per night

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Derbyshire

1 Bed Cottage in Barlow

Ref: S231036

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

£98

per night

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Derbyshire

Temperance Croft

Ref: S899979

Reviews 6

From

£96

per night

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Derbyshire

2 Bed Cottage in Barlow

Ref: S231781

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

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Derbyshire

The Loft at The George

Ref: S517500

Reviews 29

Clay Cross is a small village near the Peak District National Park's boundary. There are numerous shops, taverns, and superb restaurants in the town. The old market town of Chesterfield, which serves as the gateway to the Peak District and has...

From

£86

per night

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Derbyshire

Vale Barn

Ref: S43580

Reviews 66

From

£82

per night

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Derbyshire

The Cottage

Ref: S801932

Reviews 11

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

£109

per night

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Derbyshire

2 Bed Cottage in Barlow

Ref: S230337

Additional information and rules - Two bedrooms: one king-size bedroom, one twin bedroom - Double fold down sofa bed available for occasional use (please supply your own bedding) - One bathroom with shower and downstairs toilet - Wi-Fi -...

From

£82

per night

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Derbyshire

Cedar Cottage

Ref: S521502

Reviews 15

Hollingwood is a quaint historic village in Derbyshire, situated between Barrow Hill and Chesterfield. The community is well-known for its proximity to the Chesterfield Canal, which includes a helpful visitor centre that draws a large number of...

From

£61

per night

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Derbyshire

2 Bed Cottage in Holymoorside

Ref: S230159

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

£109

per night

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Derbyshire

Peak Avenue Retreat

Ref: S1250633

From

£65

per night

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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.

Reviews

What our customers say about their holidays

Dawn - Verified booking

Just got back from a week stay at Woodthorpe Cruck cottage.

Upon arrival the cottage was clean and there was a lovely welcome basket which was really appreciated. There was lots of information in the cottage for things to do in the area and guidance for the cottage. The surroundings were stunning and the cows were a lovely sight, the kids loved them. Some points or suggestions would be: 1) There is a drain smell coming from the downstairs wet room. Was particularly bad in the living room. We had to buy air freshener to help. 2) Some stepping stones would be beneficial from the cottage to the hot tub and robes provided considering farm workers can be on the property at anytime of the day (as we established during our stay) 3) Give guests the option to adjust the temperature of heating as they feel comfortable. Most days the cottage was really warm, too warm, and we had to leave all windows open, which meant lots of fly's in the property. 4) A sign at the end of the drive would be beneficial as the entrance kind of jumps on you. The vending machines at the end of the drive are a great idea, but could do with a spruce up. And the pictures updated on Sykes website would be beneficial also. 5) The kids games and books were old and tired and of no real interest to our children (5 and 11). Maybe these could be updated and maybe a DVD player and a small selection of DVDs would be a great addition. We would also like to leave a comment here for other guests, (mainly for reassurance reasons) about an incident that took place while we were there. One evening at around 7.30pm, we were surprised to see a man standing at the wall of the cottage staring into the kitchen windows. He then moved to near the gate, staring into the dining room windows. He was there around 2 minutes in total. He really caused concern to our children so we contacted the owner to see if this person was known to them. We was reassured that he was and they also suggested that this was to be expected as the cottage is on a working farm (which we knew about when booking) Initially I said this was fine, as I was relieved that the man wasn't a stranger to the owners. However, afterwards i have felt that his behaviour was in appropriate. I respect and understand the cottage is on a working farm and the farmer workers should attend to farming duties when needed. However, looking into the property where guests are staying for as long as he did, we feel wasn't usual farming duties or behaviour and did make us feel uncomfortable at the time. I felt it was important to add this to my review for future guests reassurance incase it happens again. Especially those with children. I would suggest maybe a note somewhere telling future guests that they may see farm workers actually on the cottage property in the evening and not just working there in the day. I also think the owner and farm workers need to be aware of how this made us feel and maybe some tighter boundaries around respecting guests privacy too. Other than the above incident, we enjoyed our stay at Woodthorpe, nice cottage, beautiful surroundings.

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Alison - Verified booking

We had a lovely 4 days here, we were so lucky with the weather as this summer has been very hit and miss.

Swallows Barn is easily the best property we have stayed in, in the UK. From the start going up the long private drive, we knew this was going to be a special place. It has everything you could ask for, private back garden with a lovely seating area it is a great suntrap. The front of the property also has a seating area and BBQ (we never used this) with an absolutely fantastic view over the fields. There is so much space outside, I would say ideal for children, and safe. We saw birds of prey, rabbits, cows and of course lots of swallows. Inside was just a wow factor for all of us when we first walked in, we were so taken aback with it, it was clean ,it is very spacious, it has two living areas, one with a piano and two big relaxing comfortable sofa's, the room with the piano in was our favourite room, as it looks out onto the fields. The main bedroom downstairs is gorgeous, the ensuite has a slipper style bath which was well used, very luxurious with some bubble bath :) The kitchen is very well equipped with everything you need. We did however have some builder's turn up during our stay that wanted to start some work and said they needed access through the kitchen to replace a post on a gate, obviously we wasn't too happy, and after a conversation that my husband had with them all was well and they left, but it isn't what you would normally expect when you go away on holiday. We met the cleaning lady (sorry I didn't ask her name) who was lovely and friendly. We had a problem with a steering lock on my car and had to call a locksmith out to the property to 'free' us, the cleaning lady was helpful lending us an extension so we could hoover up the mess. We couldn't get the Bose sound system to work with the tv, I don't know if it was just us or we were doing something wrong, it wasn't too important anyway. Took us a a little while to work the oven out. We walked to the Bulls Head not realising it was closed on a Monday, should have checked the times, so we walked just a little further and had a pint at Lambs Inn instead :) Our break was quite eventful but we still had a wonderful relaxing break :) We can't wait to stay again sometime. Thank you, you have a beautiful place.

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Charlotte - Verified booking

Another wonderful stay in the bungalow.

I donât know whether to mention this but it is a wonderful writerâs retreat. The view must be one of the best in Derbyshire - rolling hills and alpacas grazing (and for the foreseeable future, no through road). There needs to be a desk/ dressing table in the bay window main bedroom to write from and look out, but I worry if this happens, other writers will book the place up! Much time was spent writing on the decking area table at the front. It faces West so the sunsets can be amazing. We walked down to the nice Tickled Trout (half a mile) and stayed put most the time. I reversed the car up the steep drive and once it was wedged in was pleased not to have to do that again! Apparently most people park at the bottom of the drive, but I preferred a car-free view. One slight annoyance was I think the previous vacationers may have had a joint but we opened the windows and then it was fine and no reflection on the bungalow. We worked out the reclining sofas had phone chargers in which was handy on a rainy evening watching Netflix movies. The garden behind was lovely to lie in - our picnic rug got well used. The only noise were owls, clip-clopping of horses and occasionally tractors in the fields. Bliss. Hope to come here for a third time if it doesnât get too booked up. It is a very special place.

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Andrew - Verified booking

Beautiful quiet and tranquil barn conversion, we loved it here.

Felt secluded safe and private but close to all amenities. Clean and fresh on arrival. Fully equipped with everything you could possibly need. Comfy beds and seating, fantastic powerful shower in upstairs bedroom, relaxing roll top bath in the downstairs bedroom, 3 toilets in total . Total relaxation from everyday life with plenty of room and ample storage. Beautiful gardens, totally private with lots of seating, table and sun brollies. Wifi and phone signal brilliant. Superb all round, a credit to the owner. We could gladly live here. The 3 outside doors lock automatically when closing so easy to lock yourself out so make sure you use the provided doorstops or have the key, if not there is a spare key in the key safe so remember the key safe number. Only slight criticism would be there was a brief 5 second loud grinding sound when toilets were flushed or the shower turned on but would still highly recommend this property and plan to return .

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Lyndon - Verified booking

Our third time at the bungalow.

We love staying here. You cannot beat the peace and quiet and the views are out of this world. The bungalow is clean and bright, modern and spacious. Owners are really pleasant. Milk and cakes were very much appreciated on our arrival. The only thing is that our car does not like being parked on the steep driveway and the oil light always comes on, however, you can park at the bottom of the drive on the roadway. No traffic comes past as you are the last property on a no through lane, so its not a problem. Plenty of walks around and good dog friendly pubs, especially the peacock ( chef and brewer)on owler bar roundabout ( not in Barlow) also the shoulder of mutton in Chapel en le Frith. People are very welcoming in the area. After staying for the third time, it feels like home and we wish it was! The owners are so lucky to have such a lovely bungalow, you really could not design a better place to stay.

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Things to do near Chesterfield

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

Holiday Cottages in Chesterfield

Home to the biggest range at the lowest price

Chesterfield Cottages

Derbyshire

The Bungalow@Barlow

Ref: S394847

Reviews 45

Derbyshire

Swallows Barn

Ref: S425933

Reviews 34

Derbyshire

Woodthorpe Cruck Cottage

Ref: S162153

Reviews 86

Derbyshire

Cherry Tree Cottage

Ref: S880279

Reviews 24

Derbyshire

Highview Stables

Ref: S1048522

Derbyshire

The Windmill Granary

Ref: S901407

Reviews 13

Derbyshire

Smithy Cottage

Ref: S778604

Reviews 18

Derbyshire

Elm Croft

Ref: S285580

Reviews 41

Derbyshire

Robin Glamping Retreat

Ref: S854144

Reviews 1

Derbyshire

Cedar Holme

Ref: S372732

Reviews 80

Derbyshire

Spire Haven

Ref: S525509

Reviews 25

Derbyshire

Park Corner

Ref: S376244

Reviews 13

Derbyshire

1 Bed Cottage in Barlow

Ref: S284190

Derbyshire

Manor House

Ref: S4525

Reviews 95

Derbyshire

1 Bed Cottage in Barlow

Ref: S231036

Derbyshire

Temperance Croft

Ref: S899979

Reviews 6

Derbyshire

2 Bed Cottage in Barlow

Ref: S231781

Derbyshire

The Loft at The George

Ref: S517500

Reviews 29

Derbyshire

Vale Barn

Ref: S43580

Reviews 66

Derbyshire

The Cottage

Ref: S801932

Reviews 11

Derbyshire

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