<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

£61

per night
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2
  • Last Minute Cottages - The Mill Cottage

Derbyshire

The Mill Cottage

Ref: S1328725

Reviews 19

3
8
Ideally located on the Hardwick Estate, take the opportunity to explore the National Trust’s Hardwick Hall and Stainsby Mill, located just next door!. Ground Floor: Living room: Smart TV, Netflix, DVD Player, Bluetooth Speaker, Open...

From

£104

per night
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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

£93

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

£118

per night
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2
  • Last Minute Cottages - The Old Grocery

Derbyshire

The Old Grocery

Ref: S50128

Reviews 49

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

£61

per night
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2
  • Last Minute Cottages - Smithy Apartment

Derbyshire

Smithy Apartment

Ref: S1317168

Reviews 2

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

£52

per night
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1
  • Last Minute Cottages - Overton

Derbyshire

Overton

Ref: S853948

Reviews 2

4
8
Chesterfield, a historic market town that serves as a gateway to the Peak District, is a popular tourist destination. The town's 14th-century church, known for its "Crooked Spire," which diverges curiously from the building's true centre, has...

From

£87

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

£95

per night
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  • Last Minute Cottages - 4 Bed Cottage in Calow

Derbyshire

4 Bed Cottage in Calow

Ref: S229999

4
10
Additional information and rules No dogs allowed - 4 bedrooms: 1 king, 2 doubles, 1 bedroom with 4 single beds - 2 upstairs bathrooms, 2 downstairs bathrooms, additional toilet accessed from outside - 2 Woodburners - Ample off road parking ...

From

£427

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
3
  • Last Minute Cottages - Edwardian Home Sleeps 6 Chesterfield

Derbyshire

Edwardian Home Sleeps 6 Chesterfield

Ref: S1363413

3
6
Offering garden views, Edwardian Home Sleeps 6 Chesterfield is an accommodation set in Whittington, 21 km from Chatsworth House and 30 km from Clumber Park. The property is located 38 km from Eco-Power Stadium, 38 km from Sherwood Forest and 41 km...

From

£120

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
  • Last Minute Cottages - Amber Lodge

Derbyshire

Amber Lodge

Ref: S1367815

2
5
Amber Lodge, a property with a garden, is located in Ashover, 32 km from Utilita Arena Sheffield, 33 km from Buxton Opera House, as well as 38 km from Clumber Park. This property offers access to a patio, free private parking and free WiFi. The...

From

£156

per night
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Partner deal
  • Last Minute Cottages - The Olde Coach House

Derbyshire

The Olde Coach House

Ref: S922443

3
6
Set in Chesterfield, 23 km from Utilita Arena Sheffield, The Olde Coach House provides accommodation with a hot tub and a fitness room. This property offers access to a patio, free private parking and free WiFi. The property is non-smoking and is...

From

£245

per night
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Partner deal
  • Last Minute Cottages - Southdown House Doe Lea by Smart Corporate Stays

Derbyshire

Southdown House Doe Lea by Smart Corporate Stays

Ref: S1379540

4
8
Offering garden views, Southdown House Doe Lea by Smart Corporate Stays is an accommodation situated in Ault Hucknall, 27 km from Chatsworth House and 31 km from Sherwood Forest. This property offers access to a terrace, free private parking and...

From

£272

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
  • 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

£398

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

£153

per night
View
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

£115

per night
View
  • 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
View
2
  • Last Minute Cottages - Cedar Cottage

Derbyshire

Cedar Cottage

Ref: S521502

Reviews 15

3
6
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

£59

per night
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  • 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

£95

per night
View
  • Last Minute Cottages - Greenwell Cottage

Derbyshire

Greenwell Cottage

Ref: S1317487

Reviews 17

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

£177

per night
View
2
  • Last Minute Cottages - Holly Cottage

Derbyshire

Holly Cottage

Ref: S1317150

Reviews 16

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
View
Showing 1 - 24 of 52 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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