Holiday Cottages in Chesterfield

Holiday Cottages in Chesterfield

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Chesterfield Cottages

  • Snaptrip - 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

    £83

    per night
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    Partner deal

  • Snaptrip - Derbyshire Holiday Cottages
  • Derbyshire

    Derbyshire Holiday Cottages

    Ref: S963609

    2
    4
    Boasting garden views, Derbyshire Holiday Cottages features accommodation with a garden and a balcony, around 13 km from Chatsworth House. This property offers access to a terrace, free private parking and free WiFi. The property is non-smoking...

    From

    £111

    per night
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    Partner deal

  • Snaptrip - Cruck Barn Cottage
  • Derbyshire

    Cruck Barn Cottage

    Ref: S1232756

    1
    2
    Situated 21 km from Utilita Arena Sheffield, 33 km from Buxton Opera House and 37 km from Clumber Park, Cruck Barn Cottage provides accommodation set in Barlow. This property offers access to a patio, free private parking and free WiFi. The...

    From

    £86

    per night
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    Partner deal

  • Snaptrip - Chatsworth Terrace - Chesterfield Centre and Peak District
  • 3

    Derbyshire

    Chatsworth Terrace - Chesterfield Centre and Peak District

    Ref: S1072884

    2
    6
    A recently renovated holiday home located in Chesterfield, Chatsworth Terrace - Chesterfield Centre and Peak District features a garden. Both free WiFi and parking on-site are available at the holiday home free of charge. The property is...

    From

    £101

    per night
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    Partner deal

  • Snaptrip - The Corner House
  • Derbyshire

    The Corner House

    Ref: S1039188

    2
    4
    Situated in Chesterfield, the recently renovated The Corner House features accommodation 17 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

    £148

    per night
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    Partner deal

  • Snaptrip - Spacious 4BR Retreat for 8
  • 3

    Derbyshire

    Spacious 4BR Retreat for 8

    Ref: S1054473

    4
    8
    Spacious 4BR Retreat for 8, a property with a garden, is located in Unstone, 22 km from Chatsworth House, 33 km from Clumber Park, as well as 37 km from Sherwood Forest. This holiday home features free private parking, private check-in and...

    From

    £157

    per night
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    Partner deal

  • Snaptrip - 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

    £381

    per night
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    Partner deal

  • Snaptrip - 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 23 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

    £338

    per night
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    Partner deal

  • Snaptrip - Chesterfields Newest Holiday let - Chatsworth - Peak District - EV Point
  • Derbyshire

    Chesterfields Newest Holiday let - Chatsworth - Peak District - EV Point

    Ref: S2230277

    1
    2
    Comfortable Living Space Chesterfields Newest Holiday let in Chesterfield offers a cosy one-bedroom holiday home with a private entrance. The property features a fully equipped kitchen, walk-in shower, and a comfortable seating area. Modern...

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  • Snaptrip - 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

    £75

    per night
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  • Snaptrip - Cherry Tree Cottage
  • 1

    Derbyshire

    Cherry Tree Cottage

    Ref: S880279

    Reviews 24

    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

    £91

    per night
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  • Snaptrip - Cedar Holme
  • 2

    Derbyshire

    Cedar Holme

    Ref: S372732

    Reviews 80

    2
    4
    Nestled on the edge of the Peak District National Park is the quaint village of Wingerworth. First recorded in the Domesday Book of 1086 aas a community of fourteen houses of freemen, Wingerworth is now a delightful settlement that boasts a...

    From

    £61

    per night
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  • Snaptrip - 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

    £152

    per night
    View

  • Snaptrip - Mill Close Cottage
  • 2

    Derbyshire

    Mill Close Cottage

    Ref: S1318704

    Reviews 21

    2
    4
    A quaint cottage located in this fantastic village with great local walks and pubs, nestled by a serene stream makes it a perfect peaceful retreat.. All on the ground floor. Living room/kitchen: With wood burner, Freeview TV, electric oven, gas...

    From

    £99

    per night
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  • Snaptrip - 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

    £262

    per night
    View

  • Snaptrip - The Bungalow@Barlow
  • 2

    Derbyshire

    The Bungalow@Barlow

    Ref: S394847

    Reviews 45

    2
    4
    Often known as the 'Gateway to the Peak District', due to its ideal location providing easy access to the beautiful surrounding areas, is the historic town of Chesterfield. Boasting an impressive 1th-century church, local markets which offer...

    From

    £93

    per night
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  • Snaptrip - 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

    £385

    per night
    View

  • Snaptrip - Cedar Cottage
  • 2

    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

    £56

    per night
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  • Snaptrip - Overton
  • 1

    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

    £95

    per night
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  • Snaptrip - 1 Bed Cottage in Barlow
  • 1

    Derbyshire

    1 Bed Cottage in Barlow

    Ref: S1297613

    1
    2
    Additional information and rules . Please enquire if you wish to bring more than 1 dog - 1 king-size bedroom - 1 en-suite shower room with WC - Electric oven and ceramic hob, fridge/freezer, microwave, dishwasher, washing machine, tumble...

    From

    £121

    per night
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  • Snaptrip - Havendale
  • 1

    Derbyshire

    Havendale

    Ref: S1356082

    4
    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

    £180

    per night
    View

  • Snaptrip - 3 Bed Cottage in Ashover
  • 1

    Derbyshire

    3 Bed Cottage in Ashover

    Ref: S1296519

    3
    4
    Additional information and rules No dogs allowed - 3 bedrooms – 1 double, 2 singles - 1 family shower room, 1 separate WC - Electric oven/hob, fridge with ice compartment, breakfast bar and four stools - Smart TV in the lounge - Private...

    From

    £88

    per night
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  • Snaptrip - The Old Grocery
  • 2

    Derbyshire

    The Old Grocery

    Ref: S50128

    Reviews 56

    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
    View

  • Snaptrip - 1 Bed Cottage in Dronfield
  • Derbyshire

    1 Bed Cottage in Dronfield

    Ref: S231036

    1
    2
    Additional information and rules No dogs allowed - 1 Bedroom - King size - 1 Bathroom - Electric oven and induction hob, fridge/freezer, dishwasher and washer/dryer - Nespresso machine - Wood burner - logs included - Off-road parking for...

    From

    £85

    per night
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    Showing 1 - 24 of 114 properties

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