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

    £102

    per night
    View

  • 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

    £62

    per night
    View

  • Snaptrip - Oak Tree Retreat
  • Derbyshire

    Oak Tree Retreat

    Ref: S1313445

    1
    2
    Oak Tree Retreat is a fantastic open plan pod, located within the Peak District countryside.. All on the Ground Floor: Open plan living space. Living area: Freeview Smart TV Dining area. Kitchen area: Breakfast Bar, Electric Oven, Induction Hob,...

    From

    £213

    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 - 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

    £120

    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

    £84

    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

    £99

    per night
    View
    Partner deal

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

    Derbyshire

    Barlow Country Club - Mill Farm Cottages

    Ref: S511805

    2
    4
    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

    £100

    per night
    View
    Partner deal

  • Snaptrip - Mill Farm Cottages - The Nook
  • 3

    Derbyshire

    Mill Farm Cottages - The Nook

    Ref: S2048092

    2
    Mill Farm Cottages - The Nook, a property with a garden, is situated 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 located 43 km from Sherwood Forest, 44 km from...

    From

    £99

    per night
    View
    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
    View
    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

    £417

    per night
    View
    Partner deal

  • Snaptrip - Casa Vault
  • 3

    Derbyshire

    Casa Vault

    Ref: S1277580

    2
    5
    Offering quiet street views, Casa Vault is an accommodation situated in Chesterfield, 23 km from Utilita Arena Sheffield and 30 km from Clumber Park. This holiday home provides free private parking, full-day security and free WiFi. The property is...

    From

    £144

    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

    £142

    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

    £110

    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

    £209

    per night
    View

  • Snaptrip - 3 Bed Cottage in Dronfield
  • 1

    Derbyshire

    3 Bed Cottage in Dronfield

    Ref: S1294290

    3
    6
    Additional information and rules No dogs allowed - 3 bedrooms – 2 double, 1 twin - 1 shower room with WC - Hob, double oven, microwave, fridge and dishwasher - Cot and highchair available on request when booking - TV with built-in DVD...

    From

    £103

    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

    £97

    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 - 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

    £244

    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

    £91

    per night
    View

  • Snaptrip - Stone Cottage
  • Derbyshire

    Stone Cottage

    Ref: S1361954

    Reviews 15

    1
    2
    Stone Cottage is the perfect place for a total wind down, tucked away in the idyllic village of Wingerworth. This home is a great spot for a retreat any time of the year.. All on the Ground Floor: Living room/kitchen: Smart TV, French Doors...

    From

    £93

    per night
    View

  • Snaptrip - Vale Barn
  • Derbyshire

    Vale Barn

    Ref: S43580

    Reviews 69

    2
    6
    Dronfield is a Derbyshire market town with a history dating back to before the 1086 Domesday Book, and has a number of 12th century buildings which are still in existence. The town has a wide range of shops, pubs, restaurants and also a modern...

    From

    £148

    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

    £116

    per night
    View
    Showing 1 - 24 of 117 properties

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