<span>Large Holiday Homes In Chesterfield</span>

Large Holiday Homes In Chesterfield

Home to the biggest range at the lowest price

Check-in

{{checkInFormatted}}

Add dates

± {{flex}}
Check-out

{{checkOutFormatted}}

Add dates

± {{flex}}

Did you know? We have a dedicated site just for pet friendly holidays, take me to Dog Friendly Cottages >

Chesterfield Cottages & Lodges

2
  • Big Cottages - Bryn Tor - The Gardener's House

Derbyshire

Bryn Tor - The Gardener's House

Ref: S1327066

3
5
A spacious 1930’s art deco themed holiday property with stunning rural views, suitable for family and couples, dogs welcome. Ideally situated for exploring Derbyshire and the forests of Nottinghamshire including Robin Hood’s Sherwood.. Ground...

From

£128

per night
View
1
  • Big 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

£119

per night
View
2
  • Big Cottages - Smithy Apartment

Derbyshire

Smithy Apartment

Ref: S1317168

Reviews 3

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

£58

per night
View
1
  • Big Cottages - Peak Avenue Retreat

Derbyshire

Peak Avenue Retreat

Ref: S1250633

3
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

£74

per night
View
2
  • Big Cottages - The Mill Cottage

Derbyshire

The Mill Cottage

Ref: S1328725

Reviews 27

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

£147

per night
View
  • Big Cottages - 4 Bed Cottage in Chesterfield

Derbyshire

4 Bed Cottage in Chesterfield

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

£455

per night
View
Partner deal
3
  • Big Cottages - Peak Retreat

Derbyshire

Peak Retreat

Ref: S2144740

2
6
Peak Retreat is located in Chesterfield. Guests staying at this holiday home have access to a fully equipped kitchen. Free WiFi is available throughout the property. With 2 bedrooms, this recently renovated holiday home features a terrace, a...

From

£111

per night
View
Partner deal
3
  • Big Cottages - Number 26 Van Dyk Village

Derbyshire

Number 26 Van Dyk Village

Ref: S1034047

3
5
Set in Chesterfield and only 19 km from Clumber Park, Number 26 Van Dyk Village offers accommodation with quiet street views, free WiFi and free private parking. 30 km from Sherwood Forest and 33 km from Chatsworth House, the property features a...

From

£191

per night
View
Partner deal
  • Big Cottages - Contractor Friendly 3BR Sleeps 5

Derbyshire

Contractor Friendly 3BR Sleeps 5

Ref: S2071663

3
5
Situated in Duckmanton in the Derbyshire region, Contractor Friendly 3BR Sleeps 5 features accommodation with free WiFi and free private parking. The property is around 23 km from Clumber Park, 24 km from Chatsworth House and 32 km from Sherwood...

From

£109

per night
View
Partner deal
  • Big 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, 24 km from Clumber Park and 27 km from Chatsworth House. This property offers access to a terrace, free private parking and free...

From

£308

per night
View
Partner deal
  • Big Cottages - Finest Retreats - Bryn Tor

Derbyshire

Finest Retreats - Bryn Tor

Ref: S1242830

3
5
Situated in Bolsover in the Derbyshire region, Finest Retreats - Bryn Tor features a patio. This property offers access to a terrace, free private parking and free WiFi. Outdoor seating is also available at the holiday home. The spacious holiday...

From

£106

per night
View
Partner deal
  • Big Cottages - 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

£165

per night
View
Partner deal
  • Big 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 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

£237

per night
View
Partner deal
3
  • Big Cottages - Wisteria Corner - Tranquil Home, friends & family

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

£208

per night
View
Partner deal
  • Big 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

£345

per night
View
Partner deal
  • Big 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, 30 km from Clumber Park, 39 km from Buxton Opera House, as well as 41 km from Sherwood Forest. The property has garden and quiet street views, and is 25 km from...

From

£423

per night
View
2
  • Big 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

£121

per night
View
1
  • Big Cottages - Havendale

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

£239

per night
View
2
  • Big Cottages - Cherry Fields

Derbyshire

Cherry Fields

Ref: S95156

Reviews 80

3
5
Bolsover is a historic town in Derbyshire. It has shops, restaurants and bars and Bolsover Castle. 7 miles away is Chesterfield. Between the Peak District National Park and Sherwood Forest, this region is known for its landscapes and walking.

From

£116

per night
View
  • Big 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

£399

per night
View
1
  • Big 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

£121

per night
View
  • Big 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

£385

per night
View
  • Big Cottages - The Old Stables

Derbyshire

The Old Stables

Ref: S39657

Reviews 86

4
8
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

£144

per night
View
2
  • Big 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

£60

per night
View
Showing 1 - 24 of 62 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.

Read more > less >

Best price guarantee

No one can beat our prices

Best price guarantee

We partner with the largest cottage providers to offer you over 30,000 properties on one website. Our cottages are professionally managed by these partners and payments are taken by them, but rest assured, by booking via The Snaptrip Family you'll pay the lowest possible price for your trip.

We never charge you more than you would pay booking directly on the partner's site and if you become a Big Cottages member you can save even more. If you find a property priced lower anywhere else on the internet (we’d be amazed if you do), simply email us at marketing@big-cottages.com and we'll refund you the difference.

The UK’s best selection of large holiday homes

Our best price guarantee on your group stays

Support from our expert team every step of the way

Search other Chesterfield property types

Become a Big Cottages member for free and enjoy exclusive pricing and discounts on thousands of large properties.

Login to see

  • Discounts exclusive to members
  • Save & share your favourite properties
  • See your previously viewed properties

Sign up to see

Login to see

  • Discounts exclusive to members
  • Save & share your favourite properties
  • See your previously viewed properties

Did you mean {{ suggestedEmail }}?

or

Already a member login here

Not a member?

By entering my email address, I agree to Big Cottage's Terms of Service, Privacy Policy and to receive email updates, news, & offers from Big Cottages.

Thank you for joining, member discounts are now available.