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Find cottages in 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.

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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.

    Today's Price
  • Priestfield Grange - Willow Cottage

    Old Brampton, nr. Bakewell

    Grade
    2
    1
    1
    1
    Ref: 13864

    National Accessibility Scheme Category 1

    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.

    All on ground floor: Living/dining room with French doors. Kitchen. Utility room. 1 twin bedroom. Bathroom with shower attachment and toilet.

    Both properties: 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.

    Today's Price
  • 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.

    Today's Price
  • 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

    Today's Price
  • Yew Tree Bothy

    Holymoorside, nr. 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.

    All on ground floor: Living room/dining area/kitchen with tiled floor. 1 double bedroom. Shower room with toilet.

    Woodburner in living room included. Electric heating, electricity, bed linen and towels included. Freeview TV. DVD. Electric cooker. Microwave. Use of owners’ laundry facilities. Wi-fi. Enclosed garden with sitting-out area and furniture. Parking (1 car). Cycle store. Welcome pack. No smoking. No children due to stream. NB: 5 steps in garden and stream in grounds.

    Today's Price
  • 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.

    Today's Price
  • 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.

    Today's Price
  • 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.

    Today's Price
  • Pat’s Cottage

    Dore, nr. Sheffield

    Grade
    4
    2
    1
    1
    Ref: 30733

    Pat’s Cottage is an attractive, 18th-century, semi-detached stone cottage, adjacent to the owners home, located in Dore, a desirable village placed just five minutes from the stunning countryside of the Peak District National Park, and 20 minutes from the city of Sheffield. The property itself has been sympathetically renovated retaining character and many original features, such as black beams to most rooms and low doors and ceilings. Throughout the summer months, the property is offered with the use of the owner’s outdoor heated swimming pool, perfectly placed in a sunny, mainly private location surrounded by a pleasant garden and lawns. Pat’s Cottage offers fine walking direct from the door, and is within easy reach of popular Peak District towns and villages, such as Hathersage, Hope, Castleton, Baslow and Bakewell. Ladybower Reservoir and the magnificent historic buildings of Chatsworth House and Haddon Hall can also be reached in under 30 minutes. Dore village itself is just a 5-minute walk, and steeped in history being the location of a battle fought for England’s Crown. There are two excellent public houses serving traditional meals, and two first class restaurants for that special occasion. There are also good local shops, including a small supermarket, delicatessen, butchers, bank with multi cash point, hairdressers and of course a fish and chip shop. In addition, Sheffield has all the shopping and entertainment a good city offers, and for those wanting to leave the car at home is a direct 10-minute train journey from Dore station, which is located just 1½ miles from the door. Shop, pub and restaurant 350 yards.

    Ground floor: Living room. Dining room/kitchen. Steep, narrow stairs to first floor: 1 double bedroom. Shower room with toilet. Steep, open-sided, narrow stairs to second floor: 1 twin bedroom. Most rooms with beams.

    Electric central heating, gas, electricity, bed linen and towels included. Cot and high chair on request. 32" Freeview TV. DVD. CD. Gas hob. Electric oven. Microwave. Washing machine. Broadband. Shared, lawned garden. Patio with sitting-out area and furniture. Gas barbecue. Parking (1 car). Shared, outdoor heated swimming pool (10m x 5m, depth 1m to 2.3m), open mid-May - early-September. No smoking. NB: 2 steps in garden.

    Today's Price
  • 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.

    Today's Price
  • The Barn at Woodland View

    Barlow, nr. Chesterfield

    Grade
    4
    2
    0
    1
    Ref: UKC145


    This beautiful barn conversion has been charmingly renovated, retaining and working with many original features where possible. Tastefully furnished to a very good standard throughout, the open-plan living and kitchen area with its stunning beamed vaulted ceiling creates a warm and cosy social environment. Located on the owners grounds, thoughtful additional extras can be provided at the owners discretion where possible making the full stay an extra special experience. These can include provision of a breakfast pack, special occasion pack, a cooked breakfast in the main house, or a cooked evening BBQ. Extra costs payable direct to the owner apply where food is provided, however the immaculately maintained gardens as shown to the public as part of Barlow Open Gardens can be dressed and lit at no extra cost.
    Conveniently located a stone’s throw away from the Hackney House café and gift shop, as well as The Old Pump (name change to The Peacock in August 2016) bar and restaurant, The Barn at Woodland View can be found in the small Derbyshire hamlet of Barlow. Most famous for its well dressings, the village uniquely has 3 wells, which the villagers decorate and round the occasion off with a carnival weekend.
    On the edge of the Peak District National Park, the area is home to excellent walking and with a host of attractions available in the vicinity. The large market town of Chesterfield famous for its crooked spire is just 15 minutes away, and the magnificent historic houses of Chatsworth Estate and Haddon Hall are around 20 minutes. The ever popular Bakewell and Hathersage in the heart of the Hope Valley are also around 20 minutes and the beautiful honeypot village of Castleton and wonderfully historic plague village of Eyam are around half an hour. Matlock, with its cable car ride to the Heights of Abraham is also around 30 minutes, Edale, home to the start/finish of the Pennine Way and the spa town of Buxton can be reached in 45 minutes. Shop 2¼ miles, pub ¼ mile and restaurant ¾ mile.

    All on ground floor: Living/dining room/kitchen with beams and vaulted ceiling. 2 double bedrooms, one (accessed via 4 steps) with additional single (for alternative sleeping). Shower room with toilet.

    Gas woodburner in living room. Gas central heating, electricity, bed linen and towels included. Travel cot and high chair on request. Freeview TV. DVD. Sound system with surround sound. Induction hob. Combi microwave/oven/grill. Shared use of washing machine, tumble dryer and freezer in external utility room. Wi-fi. Courtyard with sitting-out area and furniture. Barbecue. Use of shared landscaped garden by arrangement with owner. Parking (1 car). No smoking. NB: 3 steps and pond in shared grounds.

    Today's Price
  • Ashmore Cottage

    Holmgate, nr. Chesterfield

    Grade
    4
    2
    1
    1
    Ref: 53

    This attractive 18th century stone cottage is situated between Clay Cross and Ashover. It has a garage and an enclosed garden. It is within easy reach of the ’crooked spire’ town of Chesterfield, also Bakewell and Matlock. An ideal base for a holiday exploring the Peak District, Nottinghamshire (Robin Hood country) and South Yorkshire. Several stately homes and NT properties are less than 30 minutes’ drive away. Horse riding, golf and choice of fishing venues are available locally. Shop 400 yards, pub 1/4 mile.

    Ground floor: Living room. Dining room/kitchen. Open tread stairs to first floor: 2 bedrooms:1 double, 1 twin. Bathroom with toilet.

    NSH, electricity and bed linen included. Cot. High chair. Electric cooker. Microwave. Washing machine. Garden and chairs. Barbecue. Garage (1 car). Parking (1 car). Cycle store. One pet welcome under strict control please (livestock).

    Today's Price

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