<span>Holiday Cottages In Chesterfield</span>

Holiday Cottages In Chesterfield

Now driving your route . . .

We can't find your location. Please try again

± {{flex}} days

We have a dedicated site for pet friendly holidays. Take me to Dog Friendly Cottages >

See all deals for this weekend

Holiday Cottages 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 >

Chesterfield Cottages

  • Last Minute Cottages - Cuckoo Nest

Derbyshire

Cuckoo Nest

Ref: S527662

Reviews 13

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 - Swallows Barn

Derbyshire

Swallows Barn

Ref: S425933

Reviews 23

2
4
Chesterfield is a historic market town that serves as the entrance to the Peak District and has a great deal to offer visitors. The town's regular bustling market days are an excellent opportunity to explore the many diverse specialty shops and...

From

£93

per night
View

1
  • Last Minute Cottages - Cedar Holme

Derbyshire

Cedar Holme

Ref: S372732

Reviews 61

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

1
  • Last Minute Cottages - The Dairy

Derbyshire

The Dairy

Ref: S534815

Reviews 10

2
4
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

£90

per night
View

  • Last Minute Cottages - Barn in Derbyshire

Derbyshire

Barn in Derbyshire

Ref: S800740

1
2
Sitting in the stunning Peak District National Park, this wonderful property is surrounded by wild landscapes, beautiful heather moorlands and open countryside. Visitors can enjoy a secluded, peaceful location, with pretty country lanes and miles...

From

£78

per night
View

2
  • Last Minute Cottages - Red Robin Cottage

Derbyshire

Red Robin Cottage

Ref: S598129

Reviews 13

2
4
Tupton is a civil parish in northeast Derbyshire, around four miles south of the market town of Chesterfield and within easy reach of the Peak District National Park. Tupton is divided into two sections: Old Tupton and New Tupton. Together, they...

From

£93

per night
View

  • Last Minute Cottages - The Tower

Derbyshire

The Tower

Ref: S801731

1
2
The town of Bolsover in Derbyshire has been around since before the time of the Domesday Book. The region features a variety of retail establishments, dining options, and drinking establishments, in addition to green spaces and recreational...

From

£150

per night
View

  • Last Minute Cottages - Cottage in Derbyshire

Derbyshire

Cottage in Derbyshire

Ref: S230159

2
4
This detached cottage is located on the boarder of the Peak District National Park within the owner s grounds. Situated close by to Chesterfield this ensures the location has fantastic transport links. Chatsworth House and Gardens is on the...

From

£123

per night
View

  • Last Minute Cottages - The Cottage

Derbyshire

The Cottage

Ref: S801932

2
4
Located on the edge of the Peak District National Park in Derbyshire, between Matlock and Chesterfield, is the tiny village of Stone Edge. Despite being well-known for its industrial past, the hamlet now draws a wide variety of tourists,...

From

£102

per night
View

  • Last Minute Cottages - Manor House

Derbyshire

Manor House

Ref: S4525

Reviews 80

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

£323

per night
View

2
  • Last Minute Cottages - The Loft at The George

Derbyshire

The Loft at The George

Ref: S517500

Reviews 21

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

£100

per night
View

  • Last Minute Cottages - Greenwell Cottage

Derbyshire

Greenwell Cottage

Ref: S282181

Reviews 23

4
8
The historic town of Bolsover rests in the heart of Derbyshire, home to a 17th century castle and discovery centre, as well as a variety of shops, pubs, restaurants, parks and a children's play area. Popular nearby destinations include...

From

£147

per night
View

  • Last Minute Cottages - Moor Farm Cottage

Derbyshire

Moor Farm Cottage

Ref: S778600

Reviews 9

2
4
The small, rural village of Ashover is peacefully situated in the Amber Valley, just five miles from Matlock. The village has several good pubs, including the Crispin Inn, renowned as one of the oldest pubs in the Peak District and The Old Poets’...

From

£96

per night
View

2
  • Last Minute Cottages - 17 Cedar Street

Derbyshire

17 Cedar Street

Ref: S521502

Reviews 11

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

£54

per night
View

1
  • Last Minute Cottages - Appletree Cottage

Derbyshire

Appletree Cottage

Ref: S527610

Reviews 3

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

£57

per night
View

  • Last Minute Cottages - Tuliptree

Derbyshire

Tuliptree

Ref: S375576

Reviews 13

2
4
Resting in the picturesque Amber Valley and only five miles away from the thriving town of Matlock, is the quaint village of Ashover. You will find everything you need right on your doorstep in Ashover, from a selection of welcoming pubs,...

From

£62

per night
View

2
  • Last Minute Cottages - Yew Tree Cottage

Derbyshire

Yew Tree Cottage

Ref: S819400

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

£94

per night
View

  • Last Minute Cottages - Spire Haven

Derbyshire

Spire Haven

Ref: S525509

Reviews 19

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

£101

per night
View

  • Last Minute Cottages - Cottage in Derbyshire

Derbyshire

Cottage in Derbyshire

Ref: S229999

4
10
Located only a mile from Chesterfield, guests are never far away from a wide selection of eateries and shops. A day spent bargain hunting at Chesterfield Market is a must, and the famous crooked church spire is well worth a visit. A short drive...

From

£439

per night
View

  • Last Minute Cottages - Whites' Barn

Derbyshire

Whites' Barn

Ref: S363904

Reviews 14

1
4
Glapwell is a small village resting in the Bolsover District of northeast Derbyshire, close to the market town of Chesterfield and the Peak District National Park. Here, you will find a pub and shop, making it perfect for touring further afield....

Check for price

View

  • Last Minute Cottages - Cottage in Derbyshire

Derbyshire

Cottage in Derbyshire

Ref: S677965

1
2
The perfect bolthole for two, this apartment is accessed via a flight of external steps and is nestled in the heart of the stunning Peak District National Park. Holymoorside is the perfect destination for nature lovers and outdoor enthusiasts....

Check for price

View

2
  • Last Minute Cottages - Millers Retreat

Derbyshire

Millers Retreat

Ref: S3496

Reviews 39

1
2
Bolsover is a Derbyshire town a wide range of shops, restaurants and bars. The town is home to Bolsover Castle which is managed by English Heritage. Just 7 miles away is the town of Chesterfield which is notable for its famous crooked spire on St...

Check for price

View

  • Last Minute Cottages - Moorhay Barn

Derbyshire

Moorhay Barn

Ref: S174838

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...

Check for price

View

1
  • Last Minute Cottages - Cottage in Derbyshire

Derbyshire

Cottage in Derbyshire

Ref: S776221

2
4
Old Whittington sits 2 miles from the market town of Chesterfield which has a theatre, multiplex cinema, restaurants, markets and a Crooked Spire . Stepping into nature walks from your doorstep including access to Wild Whittington a project to re...

Check for price

View
Showing 1 - 24 of 108 properties

Best price guarantee

No one can beat our prices.

Best price guarantee

We partner with the largest cottage providers to offer you over 100,000 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 Last Minute 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@lastminute-cottages.co.uk and we'll refund you the difference.

Biggest range of last-minute accommodation

We connect you to a range of great suppliers with a huge selection of properties. We've done the research, so that you don't have to.

View properties

We get you the lowest price

We help you to complete your booking whilst giving you discounts, member only prices and our best price guarantee.

Become a member

A marketplace you can trust

We connect you with the best professionally managed properties and our marketing leading customer services can help you every step of the way.

Start your journey

Become a Last Minute Cottages member for free and enjoy exclusive pricing, deals and last-minute discounts on thousands of 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 Last Minute Cottage's Terms of Service, Privacy Policy and to receive email updates, news, & offers from Last Minute Cottages.

Thank you for joining, member discounts are now available.

Your browser is out of date and we can't guarantee a consistent experience when using our site. Please consider updating or switching. More info on browser support