Holiday Cottages in Chesterfield

Holiday Cottages in Chesterfield

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Chesterfield Cottages

  • 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

    £209

    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

    £103

    per night
    View

  • Snaptrip - 3 Bed Cottage in Sutton Scarsdale
  • Derbyshire

    3 Bed Cottage in Sutton Scarsdale

    Ref: S1294542

    3
    6
    Additional information and rules No dogs allowed - 3 bedrooms – 2 king-size, 1 twin - 1 bathroom with bath, shower cubicle and WC, 1 shower enclosure, WC and basin adjacent to master king-size bedroom - Range-style cooker, microwave,...

    From

    £202

    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

    £74

    per night
    View

  • Snaptrip - 2 Bed Cottage in Dronfield
  • Derbyshire

    2 Bed Cottage in Dronfield

    Ref: S231781

    2
    4
    Additional information and rules No dogs allowed - Two bedrooms - king size bedroom and twin bedroom with zip and link that can be turned into a king size at request. - Two Bathrooms (one on each bedroom floor) - Off road parking for 2 cars ...

    From

    £123

    per night
    View

  • Snaptrip - 3 Bed Cottage in Apperknowle, Dronfield
  • Derbyshire

    3 Bed Cottage in Apperknowle, Dronfield

    Ref: S2158578

    3
    6
    Additional information and rules No dogs allowed - 3 bedrooms – 2 king-size and 1 twin - 2 bathrooms – 1 family bathroom with freestanding bath, walk-in shower & WC; 1 downstairs wet room with WC - Induction hob, electric oven, microwave,...

    From

    £141

    per night
    View
    Partner deal

  • Snaptrip - Oak Tree Retreat
  • Derbyshire

    Oak Tree Retreat

    Ref: S2048516

    2
    Oak Tree Retreat, a property with a garden, is situated in Dronfield, 16 km from Chatsworth House, 36 km from Buxton Opera House, as well as 38 km from Clumber Park. The property is located 41 km from Cusworth Hall, 42 km from Eco-Power Stadium...

    From

    £213

    per night
    View
    Partner deal

  • Snaptrip - Bluebell Cottage
  • 3

    Derbyshire

    Bluebell Cottage

    Ref: S2048083

    3
    Bluebell Cottage, a property with a garden, is located in Barlow, 19 km from Utilita Arena Sheffield, 33 km from Buxton Opera House, as well as 36 km from Clumber Park. The property is around 43 km from Sherwood Forest, 44 km from Cusworth Hall...

    From

    £122

    per night
    View
    Partner deal

  • Snaptrip - Barlow Country Club - Mill Farm Cottages
  • 3

    Derbyshire

    Barlow Country Club - Mill Farm Cottages

    Ref: S511806

    1
    2
    Barlow Country Club - Mill Farm Cottages, a property with a garden, is located in Dronfield, 14 km from Chatsworth House, 18 km from Utilita Arena Sheffield, as well as 36 km from Buxton Opera House. There is an on-site restaurant, plus free...

    From

    £89

    per night
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    Partner deal

  • Snaptrip - Mill Farm Cottages - Cherry Tree
  • 3

    Derbyshire

    Mill Farm Cottages - Cherry Tree

    Ref: S2048091

    4
    Mill Farm Cottages - Cherry Tree, a property with a garden, is located in Barlow, 19 km from Utilita Arena Sheffield, 33 km from Buxton Opera House, as well as 36 km from Clumber Park. The property is around 43 km from Sherwood Forest, 44 km from...

    From

    £125

    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

    £120

    per night
    View
    Partner deal

  • Snaptrip - Tapton View - Modern Stay Near Chesterfield Town Center, Train Station & the Peak District
  • 3

    Derbyshire

    Tapton View - Modern Stay Near Chesterfield Town Center, Train Station & the Peak District

    Ref: S967352

    2
    6
    Situated in Brimington, the recently renovated Tapton View - Modern Stay Near Chesterfield Town Center, Train Station & the Peak District features accommodation 20 km from Chatsworth House and 23 km from Utilita Arena Sheffield. The property has...

    From

    £91

    per night
    View
    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

    £146

    per night
    View
    Partner deal

  • Snaptrip - Spacious 5BR House in Staveley Wi-fi Sleeps 10
  • Derbyshire

    Spacious 5BR House in Staveley Wi-fi Sleeps 10

    Ref: S2139109

    5
    10
    Set in Staveley and only 20 km from Utilita Arena Sheffield, Spacious 5BR House in Staveley Wi-fi Sleeps 10 offers accommodation with garden views, free WiFi and free private parking. It is situated 27 km from Clumber Park and provides private...

    From

    £155

    per night
    View
    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

    £275

    per night
    View
    Partner deal

  • Snaptrip - Wisteria Corner - Tranquil Home, friends & family
  • 3

    Derbyshire

    Wisteria Corner - Tranquil Home, friends & family

    Ref: S2167411

    1
    8
    Featuring garden views, Wisteria Corner - Tranquil Home, friends & family provides accommodation with a patio, around 16 km from Chatsworth House. This property offers access to a terrace, free private parking and free WiFi. The property is...

    From

    £199

    per night
    View

  • 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

    £125

    per night
    View

  • 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

    £132

    per night
    View

  • 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

    £99

    per night
    View

  • 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

    £143

    per night
    View

  • 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

    £399

    per night
    View

  • 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 - 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

    £78

    per night
    View

  • Snaptrip - 3 Bed Cottage in Ashover
  • 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

    £93

    per night
    View
    Showing 1 - 24 of 93 properties

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