Holiday Cottages in Chesterfield

Holiday Cottages in Chesterfield

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Chesterfield Cottages

Partner deal

  • Last Minute Cottages - Holly Cottage
  • 3

    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

    £87

    per night
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    Partner deal

  • Last Minute Cottages - Stonelow Cottage
  • 3

    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 - 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 - The Corner House
  • Derbyshire

    The Corner House

    Ref: S1039188

    2
    4
    Situated in Chesterfield, the recently renovated The Corner House features accommodation 18 km from Utilita Arena Sheffield and 21 km from Chatsworth House. This property offers access to a balcony, free private parking and free WiFi. The property...

    From

    £111

    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

    £393

    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

    £314

    per night
    View
    Partner deal

  • Last Minute Cottages - Casa Vault
  • 3

    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 - 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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  • Last Minute Cottages - Highview Stables
  • 1

    Derbyshire

    Highview Stables

    Ref: S1048522

    1
    4
    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

    £82

    per night
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  • Last Minute Cottages - Riber View Barn
  • 2

    Derbyshire

    Riber View Barn

    Ref: S123614

    Reviews 89

    2
    4
    The rural village of Ashover is situated in the Amber Valley, just five miles from Matlock, with several good pubs. The county town of Matlock offers a host of eating places, shops and a museum, whilst at the heart of the town, Leys Hall Park...

    From

    £49

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

    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

    £149

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

    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
    View

  • 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

  • Last Minute Cottages - Appletree Cottage
  • 1

    Derbyshire

    Appletree Cottage

    Ref: S527610

    Reviews 4

    2
    4
    Located in Derbyshire's Bolsover district, on the western edge of the Peak District National Park, is this well-provided-for village. It's a great place to stay while exploring the surrounding area due to the abundance of restaurants, bars, and...

    From

    £48

    per night
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  • Last Minute Cottages - Manor House
  • Derbyshire

    Manor House

    Ref: S4525

    Reviews 95

    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

    £291

    per night
    View

  • Last Minute Cottages - Cuckoo Nest
  • Derbyshire

    Cuckoo Nest

    Ref: S527662

    Reviews 18

    1
    2
    Just five miles from Matlock, in the tranquil Amber Valley, is the little, rural community of Ashover. The village is home to a number of fine pubs, notably the Crispin Inn, one of the Peak District's oldest, and The Old Poets' Corner, which...

    From

    £55

    per night
    View

  • 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

    £102

    per night
    View

  • Last Minute Cottages - The Old Grocery
  • 2

    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

    £58

    per night
    View

  • Last Minute Cottages - Tawny Owl Barn
  • 2

    Derbyshire

    Tawny Owl Barn

    Ref: S1323552

    Reviews 35

    3
    5
    Tawny Owl Barn is perfect for relaxing in beautiful surroundings, actively exploring the Peak District or visiting many of the tourist attractions in the area.. Ground Floor: Living room: Freeview TV, DVD Player, Bluetooth Speaker,...

    From

    £107

    per night
    View

  • Last Minute Cottages - The Old Church
  • Derbyshire

    The Old Church

    Ref: S1327514

    Reviews 13

    2
    4
    Blending contemporary comfort and awash with character, this former church makes a wonderful base for a holiday.. 3 steps to entrance. Ground Floor: Living room: 43" Freeview Smart TV, DVD Player, Ipod Dock, Nintendo Wii, Woodburner Dining...

    From

    £53

    per night
    View

  • Last Minute Cottages - The Loft at The George
  • 2

    Derbyshire

    The Loft at The George

    Ref: S517500

    Reviews 29

    4
    8
    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

    £88

    per night
    View

  • Last Minute Cottages - Temperance Croft
  • Derbyshire

    Temperance Croft

    Ref: S899979

    Reviews 6

    1
    2
    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

    £56

    per night
    View

  • Last Minute Cottages - Alton Hall Cottage
  • Derbyshire

    Alton Hall Cottage

    Ref: S1330161

    Reviews 20

    4
    8
    Comprising an 18th-century cottage and its neighbouring barn, this lovely property makes an ideal retreat for larger families or groups of friends.. Ground Floor: Living room: Freeview TV, Bluetooth Speaker, Playstation 4, Woodburner, Bi-Fold...

    From

    £177

    per night
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    Showing 25 - 48 of 94 properties

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