<span>Large Holiday Homes In Chesterfield</span>

Large Holiday Homes In Chesterfield

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Chesterfield Cottages & Lodges

2
  • Last Minute Cottages - Cherry Fields

Derbyshire

Cherry Fields

Ref: S95156

Reviews 80

3
5
This well-presented, detached bungalow rests in the historic town of Bolsover in Derbyshire, just 11 miles from the Peak District National Park. Fitted with excellent features and enjoying a fantastic location for touring the area, this is a...

From

£60

per night
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2
  • Last Minute Cottages - Holly Cottage

Derbyshire

Holly Cottage

Ref: S1317150

Reviews 7

3
6
A fantastic cottage located between the towns of Matlock and Chesterfield and on a great bus route for getting around the Peak District with ease a, and a welcoming pub across the road.. Ground Floor: Living room: Smart TV, Gas Woodburner Dining...

From

£51

per night
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  • Last Minute Cottages - Cherry Tree Farm

Derbyshire

Cherry Tree Farm

Ref: S1073179

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

£235

per night
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3
  • Last Minute Cottages - Yew Tree Cottage

Derbyshire

Yew Tree Cottage

Ref: S1312026

Reviews 19

3
6
Tucked away in the countryside of Holymoorside, this quiet, a perfect base for walking, cycling and exploring the Peak District.. 2 steps to entrance. Ground Floor: Living room: Smart TV, Sky, Woodburner Kitchen/dining room: Breakfast Bar,...

From

£77

per night
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  • Last Minute Cottages - Greenwell Cottage

Derbyshire

Greenwell Cottage

Ref: S1317487

Reviews 4

4
8
A stunning high end cottage located within the popular town of Bolsover, with modern finishes and its own hot tub in a private yard.. Ground Floor: Dining room. Kitchen: Electric Oven, Electric Hob, Microwave, Fridge, Dishwasher, Washing...

From

£133

per night
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2
  • Last Minute Cottages - Smithy Apartment

Derbyshire

Smithy Apartment

Ref: S1317168

2
6
A great apartment, perfect for a walkers base whilst exploring the Peak District with cosy, friendly pub below.. 8 steps to entrance. All on the First Floor: Living room: Freeview TV, Electric Woodburner, Sofa Bed (Double) Dining room. Kitchen:...

From

£47

per night
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2
  • Last Minute Cottages - The Pantiles

Derbyshire

The Pantiles

Ref: S1317498

Reviews 2

5
9
A fantastic house for all the family to gather, located in a great location central to the town amenities and restaurants.. 5 steps to entrance. Ground Floor: Living room: Smart TV, Netflix, Apple TV, Open Fire Dining room: Rayburn, Patio Doors...

From

£130

per night
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  • Last Minute Cottages - The Old Chapel

Derbyshire

The Old Chapel

Ref: S1330636

Reviews 6

3
5
With its own pizza oven and beautiful countryside views this converted chapel is ideal for exploring the Peak District.. 9 steps to entrance. Ground Floor: Living/dining room: Smart TV, French Doors Leading To Garden Kitchen: Electric Oven,...

From

£200

per night
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1
  • Last Minute Cottages - Peak Avenue Retreat

Derbyshire

Peak Avenue Retreat

Ref: S1250633

3
5
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

£59

per night
View
2
  • Last Minute Cottages - Boundary Cottage

Derbyshire

Boundary Cottage

Ref: S1348165

2
5
A lovely semi-detached holiday home with a hot tub in a picturesque rural area, ideal for a small family or couples.. Ground Floor: Living room: Freeview TV, Sky, Netflix, Playstation 4, Nintendo Wii, Open Fire Dining room. Kitchen: Electric...

From

£55

per night
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  • Last Minute Cottages - Swallows Barn

Derbyshire

Swallows Barn

Ref: S425933

Reviews 34

3
6
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

£101

per night
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3
  • Last Minute Cottages - Five Acres

Derbyshire

Five Acres

Ref: S1028772

7
20
This charming village is less than four miles from Newmarket and is a fantastic base with a local shop and pub which serves delicious meals from a seasonal menu. Set within easy travelling distance of some popular towns and villages including...

From

£986

per night
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Partner deal
3
  • Last Minute Cottages - Casa Vault

Derbyshire

Casa Vault

Ref: S1277580

2
5
Offering quiet street views, Casa Vault is an accommodation situated in Chesterfield, 25 km from FlyDSA Arena and 32 km from Clumber Park. This holiday home provides free private parking, full-day security and free WiFi. The property is...

From

£144

per night
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Partner deal
3
  • Last Minute Cottages - Stonelow Cottage

Derbyshire

Stonelow Cottage

Ref: S987485

3
6
Situated in Chesterfield and only 8 km from Chatsworth House, Stonelow Cottage features accommodation with garden views, free WiFi and free private parking. The property is located 30 km from Buxton Opera House, 40 km from Clumber Park and 49 km...

From

£251

per night
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Partner deal
3
  • Last Minute Cottages - Holly Cottage

Derbyshire

Holly Cottage

Ref: S978638

3
6
Holly Cottage, a property with a garden, is set in Ashover, 38 km from Clumber Park, 39 km from Buxton Opera House, as well as 42 km from Nottingham Castle. Featuring free private parking, the 4-star holiday home is 15 km from Chatsworth House....

From

£82

per night
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Partner deal
3
  • Last Minute Cottages - Blissful Barrys

Derbyshire

Blissful Barrys

Ref: S990766

3
5
Offering a garden and garden view, Blissful Barrys is located in Chesterfield, 23 km from Chatsworth House and 30 km from Clumber Park. This property offers access to a terrace, free private parking and free WiFi. The property is non-smoking and...

From

£135

per night
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Partner deal
  • Last Minute Cottages - Hady House

Derbyshire

Hady House

Ref: S1037868

5
11
Offering a garden and inner courtyard view, Hady House is situated in Chesterfield, 25 km from Utilita Arena Sheffield and 28 km from Clumber Park. Both free WiFi and parking on-site are available at the holiday home free of charge. The property...

From

£338

per night
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Partner deal
  • Last Minute Cottages - Middlecroft House Staveley by Smart Corporate Stays

Derbyshire

Middlecroft House Staveley by Smart Corporate Stays

Ref: S944759

4
10
Set 20 km from Utilita Arena Sheffield and 25 km from Chatsworth House in Staveley, Middlecroft House Staveley by Smart Corporate Stays offers accommodation with a kitchen. Among the facilities at this property are a shared kitchen and private...

From

£257

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

£400

per night
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Partner deal
  • Last Minute Cottages - Five Acres

Derbyshire

Five Acres

Ref: S1055648

7
20
Featuring a sauna, Five Acres is located in Chesterfield. This property offers access to a pool table, free private parking and free WiFi. The property is non-smoking and is set 19 km from Chatsworth House. The spacious holiday home features 7...

From

£1045

per night
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2
  • Last Minute Cottages - Wigley Farm House Cottage

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

£92

per night
View
  • 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

£153

per night
View
1
  • Last Minute Cottages - The Tack Room Cottage

Derbyshire

The Tack Room Cottage

Ref: S39652

Reviews 47

3
6
The small, rural village of Ashover is peacefully situated in the Amber Valley, just five miles from Matlock. The village affords a 9-hole golf course and several good pubs, including the Crispin Inn, renowned as one of the oldest pubs in the Peak...

From

£91

per night
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  • Last Minute Cottages - The Old Stables

Derbyshire

The Old Stables

Ref: S39657

Reviews 86

4
8
This lovely, four-bedroom, stone-built stable conversion was originally part of the stables and carriage house to the hall. It overlooks the courtyard and small frontage garden, with views across the surrounding parkland and open countryside....

From

£115

per night
View
Showing 1 - 24 of 53 properties

Large Holiday Homes In Chesterfield

Found to the east of the Peak District, Chesterfield is a pretty market town in Derbyshire. Famous for its outdoor market, and with plenty of other great shopping opportunities, this town has plenty to offer anyone seeking a cottage holiday here.

In Chesterfield, you'll find half a dozen different shopping areas offering everything from crafts to fashion and more. With a good mix of independent shops and major retailers, you're sure to find what you're looking for. The crooked spire church is another major attraction of Chesterfield. Furthermore, the Peak District and a couple of magnificent stately homes are within easy reach of day trips. There is more than enough to see and do here.

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