By Wyndham Vacation Rentals
Shortlist

Chesterfield

Chesterfield’s history dates back to medieval times and is known for its famous crooked spire; but visitors will find a lot more to this town.

The first markets held in the town date back to around 1165 and they have been held here ever since, to become one of the biggest markets in the country.

The crooked spire at St. Mary’s and All Saints church is perhaps the town’s most renowned attraction and legend says it was bent by the Devil, but to be honest there’s probably more scientific explanations as to why it became crooked.

Further examples of Chesterfield’s history can be found at nearby Hardwick Hall Estate, a magnificent Elizabethan building with expansive gardens and a park. Or visit the fairy-tale style Bolsover Castle, which offers an audio-visual tour of the castle and on occasion even the chance to dress up as a cavalier! If that doesn’t quench your thirst for local knowledge then a visit to the Chesterfield Museum and Art Gallery is one of the best places to brush up on your local knowledge of the area.

Chesterfield has good shopping where you’ll find several high street names and of course the previously mentioned large open-air market and the lovely ‘Shambles’ area, which also features one of the UK’s oldest pubs.

If you’re ready to begin your exploration take a look at Chesterfield holiday cottages today.
27 cottages are available
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  • Temperance Croft

    Wadshelf near Bakewell

    Grade
    2
    1
    0
    1
    Ref: CC412010
    This cosy ground floor accommodation is set on a working farm and has fabulous views on both sides of the property across open fields. This recently renovated property is surrounded by six and a half acres of grassland where the owner keep their pedigree Suffolk sheep.

    Ground Floor: Property has gas central heating and comprises:
    Kitchen/Diner: With fitted units, table and chairs, electric oven and hob, additional gas hob, full size fridge/freezer, microwave and washing machine.
    Lounge: With coal effect fire, flat screen TV , DVD, 3/4 Sofa bed (available by prior arrangement with the owner, please advise at time of booking if required) and radio/CD player
    Bedroom: With double bed
    Shower room: With  WC, wash basin ans shaver point.

    All fuel, power, bed linen and towels included. Cot and high chair available.Outside: Paved area with table and chairs beside the Lounge, also an additional garden area with six steps up to it. Private parking off road for 2 cars. Bike store. Welcome pack including home made bread and cake.Visit Britain Gold awarded property.

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  • Priestfield Grange - Willow Cottage

    Old Brampton, near Bakewell

    Grade
    2
    1
    1
    1
    Ref: 13864
    Delightful adjoining holiday cottages with lattice French windows. Chestnut Cottage opening on to a south facing patio and ornamental garden, Willow Cottage to a patio and lawned garden. Situated close to owner’s country house and small estate on the rising hills of the Eastern Park between Chatsworth and Chesterfield. Easy access. Relax in tranquility or walk from the door over surrounding grassland to Linacre Reservoirs and Nature Trails. Moors, escarpments, panoramic views 3 minutes away. Short drive to Chatsworth, Haddon, Hardwick; historic market towns of Chesterfield and Bakewell; Matlock Bath. Riding, golf, fishing and modern sports centre - 3 miles. Shop 2 miles, pub ¼ mile.

    Ground Floor: Living/dining room with French doors. Kitchen. Utility room. 1 twin bedroom. Bathroom with shower attachment and toilet.

    Oil central heating, electricity, bed linen and towels included. Cot. High chair. Video. Electric cooker. Microwave. Washer/dryer. Fridge/freezer. External payphone.Separate garden and furniture. Patio. Open parkland. Parking (2 cars). No smoking.

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  • Barlow Brook Cottage

    Barlow, nr. Chesterfield

    Grade
    2
    1
    0
    1
    Ref: RHHC


    Barlow Brook Cottage is a gorgeous retreat for couples who want their own space away from the crowds, in the heart of the beautiful Derbyshire countryside. This detached, tranquil cottage sits in an Area of Outstanding Natural Beauty and lies adjacent to the owners’ home. It is completely self-contained with its own private driveway, allowing you to relax in peaceful surroundings in considerable comfort. The welcoming owners have done everything possible to combine many luxuries of a top hotel, with the charm and freedom of your own country cottage, resulting in a truly fantastic property. Its open plan layout gives the cottage a wonderful light and airy feel, and the contemporary interior with walnut flooring and shaker kitchen adds to the sense of luxury. Light floods in from two floor-to-ceiling windows, and from your bed you can sit back and enjoy superb views over the surrounding woodland.
    Conveniently located on the edge of the Peak District National Park, the cottage boasts excellent walks direct from the door through the surrounding woodland. The magnificent historic houses of Chatsworth Estate and Haddon Hall, and the market town of Bakewell can all be reached in around 20 minutes, as can Hathersage, a village rich in historical, industrial and literary associations. The beautiful honeypot village of Castleton and the wonderfully historic plague village of Eyam are around a 30-minute drive. Spend a day in Matlock, with its cable car ride to the Heights of Abraham, or visit Edale, home to the start of the Pennine Way. The spa town of Buxton can be reached in around 45 minutes. Shop 2½ miles and pub/restaurant ½ mile.

    Ten steps to entrance. Open-plan living/dining room with floor-to-ceiling windows, kitchen area and wooden floor. First floor: Double bedroom with TV and en-suite shower room with toilet.

    • Electricity, electric central heating, bed linen and towels included
    • Travel cot and high chair on request
    • Two Smart TVs (one 43")
    • Microwave
    • Dishwasher
    • Wi-fi
    • Lawned garden with patio and furniture
    • Barbecue
    • 2-acre natural woodland grounds
    • Parking (for 2 cars)
    • Welcome pack
    • No smoking
    • NB: Brook in grounds

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  • Yew Tree Bothy

    Holymoorside, near Chesterfield

    Grade
    2
    1
    1
    1
    Ref: 26697
    Yew Tree Bothy, which forms part of the owners’ home, provides small but comfortable holiday accommodation which is ideally located on the edge of the Peak District National Park. Surrounded by 30 acres of land, the property has its own sitting-out area from which to enjoy the peace and tranquillity of the surrounding area. The village of Holymoorside has 2 pubs, 3 churches and a small local shop; a wider range of amenities can be found in Chesterfield which is 3½ miles away. The Chatsworth House estate is just 7 miles away. Golf and horse riding within 5 miles. Shop and restaurant 2 miles, pub 500 yards.

    Ground Floor: All on the ground floor.
    Open plan living space:
    With tiled floor.
    Living area: With wood burner, Freeview TV and DVD player.
    Dining area.
    Kitchen area: With electric cooker, microwave and fridge.
    Bedroom: With double bed.
    Shower room: With shower cubicle and toilet.

    Electric heating, electricity, bed linen, towels, Wi-Fi and logs for wood burner included. Use of owners’ laundry facilities. Welcome pack.Enclosed garden with sitting-out area and garden furniture. Bike store. Parking for 1 car. No smoking. Please note: No children. There are 5 steps in garden and a stream in grounds.

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  • The Stables

    Barlow

    Grade
    2
    1
    0
    1
    Ref: W42451

    Countryside location

    This charming, terraced holiday cottage decorated with contemporary flair, adjoins the owner’s property set in 17 acres of rolling countryside near the Peak District National Park. The spa town of Buxton, Bakewell and the caves around Castleton are all only a short drive away, as is the famous Chatsworth Estate with its many attractions. Visit the Heights of Abraham by cable car in Matlock Bath or walk part of the famous Pennine Way in the High Peak. For an exciting city visit Sheffield only 11 miles distant. Stabling/grazing available by arrangement (at cost). Shops 3 miles.

    All on ground floor: Living/dining area/kitchen with wooden floor. 1 double (5ft) bedroom with en-suite bathroom with shower over bath and toilet.

    Oil central heating, electricity, bed linen and towels included. Travel cot. High chair. Electric oven. Microwave. Washing machine. Dishwasher. Fridge/freezer. Shared lawned garden with patio and furniture. Parking (2 cars). No smoking.

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  • Mill Farm Cottage - Kingfisher Cottage

    Barlow near Bakewell

    Grade
    3
    1
    1
    1
    Ref: CC412042
    These self catering cottages are situated in the beautiful Derbyshire village of Barlow, on the edge of the Peak District National Park and close to the South Yorkshire border, Mill Farm provides a superb base for both holiday breaks. fishing holidays and business visits. The four cottages are close to the village and set in 50 acres of conservation pastures. lakes and woodland teeming with fish, birds and wildlife.

    Ground Floor: Property has gas fire and electric heaters and comprises:
    Kitchen/Lounge/Diner: With electric hob and oven, microwave, fridge with ice box, sofa bed, TV, DVD player, radio/CD player and fold away table and four chairs.
    Bathroom: With shower over bath, WC and wash basin.

    First Floor: Bedroom 1: With zip n link beds.

    All fuel, heating, power and bed linen included. Towels available by direct arrangement with the owner at £2.50 er person. Cot and high chair available on request. Wi-Fi available.Parking for two cars. Free use of fishing lakes. Large shared patio area with tables and chairs. Communal laundry room with washing machine and drying facilities.

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  • Mill Farm Cottages - The Nook

    Barlow near Bakewell

    Grade
    3
    1
    1
    1
    Ref: CC412039
    These self catering cottages are situated in the beautiful Derbyshire village of Barlow, on the edge of the Peak District National Park and close to the South Yorkshire border, Mill Farm provides a superb base for both holiday breaks. fishing holidays and business visits. The four cottages are close to the village and set in 50 acres of conservation pastures. lakes and woodland teeming with fish, birds and wildlife.

    Ground Floor: Property is all at ground floor level, has gas central heating and comprises:
    Kitchen/Lounge/Diner: With electric hob and oven, microwave, fridge with ice box, TV, DVD player radio/CD player, sofa bed and fold away table and four chairs. Under stairs cupboard.
    Bathroom: With shower over bath, WC and wash basin
    Bedroom 1: With twin beds.

    All fuel, heating, power and bed linen included. Towels available by direct arrangement with the owner at £2.50 per person. Cot and high chair available on request. Wi-Fi available.Parking for 2 cars. Free use of fishing lakes. Large shared patio area with tables and chairs. Communal laundry room with washing machine and drying facilities.

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  • Honey Pot Cottage

    Dronfield

    Grade
    4
    2
    2
    1
    Ref: 29766

    Located in the Derbyshire village of Dronfield which lies between Sheffield and Chesterfield (both 7 miles), this pretty mid-terraced holiday cottage provides comfortable accommodation that is well located for exploring all that this beautiful area has to offer. Situated down a privately owned lane, it has a pleasant rear garden in which to relax, and to the front of the property, there is a field with horses. Situated close to the Pennines and just 3 miles from Peak District National Park, the area offers some great walking and cycling opportunities with plenty of walks from the doorstep including the 15-mile circular walk around Dronfield. For some post-walking refreshment the area has an abundance of country pubs. Ideal for families, Dronfield has a great sports centre with swimming pool as well as a park with crazy golf, tennis courts and beach area. There is also a park with children’s playground just a 2-minute walk from the cottage. There is a golf course within ½ mile and fishing at Barlow trout farm, 2 miles. Horse riding is also close by. Places of interest close by include Hathersage 10 miles, Hardwick Hall 11 miles, Chatsworth 12 miles, Bakewell 13 miles, Haddon Hall and Castleton 16 miles. Shop ¼ mile, pub serving food 300 yards, restaurant ½ mile.

    Ground floor: Living room with beams and wooden floor. Dining room/kitchen with breakfast area, beams and stone floor. First floor: 2 bedrooms: 1 double, 1 twin. Bathroom with shower over bath and toilet.

    Woodburner in living room (intial fuel included). Gas central heating, gas, electricity, bed linen and towels included. Travel cot. High chair. Freeview TV. DVD. Gas hob. Electric oven. Microwave. Washer/dryer. Fridge/freezer. Wi-fi. Enclosed lawned garden with patio, sitting-out area and furniture. Gas barbecue. Parking (2 cars). Cycle store. No smoking. NB: 4 steps from patio to garden.

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  • The Cottage

    Barlow

    Grade
    4
    2
    0
    1
    Ref: RCHP121

    This beamed single storey semi detached cottage is set within 17 acres of open rolling countryside near the Peak District National Park. Buxton, Bakewell, Matlock and Castleton are only a short drive away offering a wealth of activities including caves and attractions such as the Heights of Abraham, providing breathtaking cable car rides across the Derwent Valley. The start of the Pennine Way with excellent walks and Chesterfield with its famous crooked spired church are only a short distance away. Stabling/grazing available by arrangement (at cost). Shop 3 miles, pubs nearby.

    All on ground floor: Living room with patio doors, beams and wooden floor/dining room with wooden floor. 1 step to kitchen. 2 bedrooms: 1 double with patio door, beams and wooden floor, 1 twin with patio door. Shower room with toilet.

    Oil central heating, electric heaters, gas, electricity, bed linen and towels included. Cot. High chair. DVD. Gas hob. Electric oven. Microwave. Washing machine. Fridge/freezer. Wi-fi. Garden with patio and furniture. Parking (2 cars). No smoking.

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  • Priestfield Grange - Chestnut Cottage

    Old Brampton, near Bakewell

    Grade
    4
    2
    2
    1
    Ref: 11127
    Delightful adjoining holiday cottages with lattice French windows. Chestnut Cottage opening on to a south facing patio and ornamental garden, Willow Cottage to a patio and lawned garden. Situated close to owner’s country house and small estate on the rising hills of the Eastern Park between Chatsworth and Chesterfield. Easy access. Relax in tranquility or walk from the door over surrounding grassland to Linacre Reservoirs and Nature Trails. Moors, escarpments, panoramic views 3 minutes away. Short drive to Chatsworth, Haddon, Hardwick; historic market towns of Chesterfield and Bakewell; Matlock Bath. Riding, golf, fishing and modern sports centre - 3 miles. Shop 2 miles, pub ¼ mile.

    Ground Floor: Living room with French doors. Dining room/kitchen. 2 bedrooms: 1 double, 1 twin. Bathroom with shower attachment and toilet.

    Oil central heating, electricity, bed linen and towels included. Cot. High chair. Electric cooker. Microwave. Washer/dryer. Fridge/freezer. External payphone. Separate garden and furniture. Patio. Open parkland. Parking (2 cars). No smoking.

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  • The Malt Shovel

    Alton, nr. Matlock

    Grade
    4
    2
    1
    2
    Ref: RV7

    This attractive detached barn has been thoughtfully converted retaining many beams and is situated in the grounds of the owner’s home in the delightful rural hamlet of Alton, just 7 miles from Matlock. The original farmhouse is early 19th century and was historically both a working farm and a pub. Featured as one of the doctors’ houses in Peak Practice, this makes an excellent base for visiting all the Peak District has to offer, with Chatsworth House and Haddon Hall close at hand, as well as Crich Tram Village and Hardwick Hall. The renowned show caves at Castleton are an easy drive, whilst Carsington Water for fly fishing and water sports is within 15 miles. Chesterfield with its crooked church spire is just 6 miles. There is excellent walking from the door and the area boasts stunning countryside. Horse riding and golf nearby. Shop 1 mile.

    Stone steps down to entrance (no handrail). Kitchen/dining room with flagstone floor. Stone steps to first floor: Beamed living room with multi fuel stove and wooden floor. Two steps up to double bedroom with 5ft bed, wooden floor and partitioned shower room with two wash basins and toilet. Two steps down to twin bedroom with partitioned shower room and toilet.

    • Multi fuel stove - initial logs included, remainder by honesty box
    • Electricity, central heating, bed linen, towels and Wi-Fi included
    • TV
    • DVD
    • CD/radio
    • Microwave
    • Washer/dryer
    • Dishwasher
    • Small garden with furniture
    • Parking (for 2 cars)
    • Cycle store
    • No smoking

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  • Woodview Lodge

    Cutthorpe, near Chesterfield

    Grade
    4
    2
    2
    1
    Ref: UKC828

    This superb self-contained annexe is quietly attached to the owner’s home. Nestled in the sleepy village of Cutthorpe, in the heart of Derbyshire, you can explore the Peak District National Park within a few minutes drive. With open countryside views to the front and beautiful fields to the rear, Cutthorpe village is semi-rural and home to the fabulous Linacre Reservoirs, which are surrounded by fields and bluebell woods which provide many walking trails for all abilities. Cutthorpe benefits from three local pubs, each of which serve food, and there is a whole host of attractions within easy travelling distance. Chatsworth House, Haddon Hall, Hardwick Hall and Bolsover Castle can all be reached in less than 30 minutes, as can the towns of Bakewell, Buxton, Matlock, Chesterfield and even the city of Sheffield. For the energetic, Carsington Water has cycling routes and sailing available, and can be reached in around 45 minutes. For those bigger thrills, Alton Towers can be reached in around an hour. Shop 3 miles, pub and restaurant 175 yards away.

    All on the ground floor.
    Open plan living space:
    With wooden floor.
    Living area: With electric fire, Freeview TV, DVD player and CD player.
    Dining area.
    Kitchen area:
    With electric oven, gas hob, microwave, fridge, dishwasher and washing machine.
    Bedroom 1: With double bed.
    Bedroom 2: With twin beds.
    Shower room: With shower cubicle and toilet.

    Gas central heating, gas, electricity, bed linen, towel and Wi-Fi included. Travel cot and highchair available on request. Decked area with garden furniture and electric barbecue. Private parking for 2 cars. No smoking.

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