Holiday rentals in Chesterfield

Compare 928 available properties from 28 providers
Chesterfield District
Save up to 54%

Best holiday rental deals in Chesterfield

-54%
e.g. 5/01 - 12/01
House ∙ 8 guests ∙ 4 bedrooms
Marsh Lane, Eckington, United Kingdom
from £102 £222
Sykes Cottages
4.0
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-47%
e.g. 30/11 - 7/12
House ∙ 4 guests ∙ 2 bedrooms
Clowne, Bolsover District, United Kingdom
from £39 £73
Sykes Cottages
3.0
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-35%
e.g. 23/11 - 30/11
House ∙ 2 guests ∙ 1 bedroom
Walton, Holymoorside and Walton, United Kingdom
from £211 £323
EveryStay
View deal

928 amazing properties from 28 partner websites are available in Chesterfield District with prices beginning at £23 per night. HomeToGo allows you to instantaneously compare the prices of each rental from various partner websites to discover the best deal and save up to 54%.

Recommended holiday lettings in Chesterfield

Rent a holiday apartment, home or cottage in Chesterfield: from £22 per night

House ∙ 6 guests ∙ 2 bedrooms
Dronfield, North East Derbyshire District, United Kingdom
from £88
Sykes Cottages
4.5
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House ∙ 4 guests ∙ 2 bedrooms
Dronfield, North East Derbyshire District, United Kingdom
from £65
HomeAway
5.0
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House ∙ 4 guests ∙ 2 bedrooms
Barlow, North East Derbyshire District, United Kingdom
from £55
cottages.com
5.0
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Caravan ∙ 2 guests ∙ 1 bedroom
Old Tupton, Wingerworth, United Kingdom
from £23
Airbnb
4.5
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House ∙ 4 guests
Chesterfield District, Derbyshire, United Kingdom
Check prices
synthetic
4.0
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Cabin ∙ 2 guests
Barrow Hill, Staveley, Chesterfield District
from £34
Airbnb
5.0
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Apartment ∙ 2 guests
Chesterfield District, Derbyshire, United Kingdom
from £54
Airbnb
5.0
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House ∙ 4 guests ∙ 3 bedrooms
Chesterfield District, Derbyshire, United Kingdom
from £53
Airbnb
4.5
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Apartment ∙ 2 guests ∙ 1 bedroom
Chesterfield District, Derbyshire, United Kingdom
from £96
Airbnb
5.0
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Best holiday homes with a patio or terrace

Balcony/Patio
Apartment ∙ 2 guests ∙ 1 bedroom
Chesterfield District, Derbyshire, United Kingdom
from £57
Booking.com
4.9
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Balcony/Patio
House ∙ 2 guests
Chesterfield District, Derbyshire, United Kingdom
from £73
Booking.com
4.6
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Balcony/Patio
Apartment ∙ 4 guests ∙ 2 bedrooms
Chesterfield District, Derbyshire, United Kingdom
from £116
Booking.com
4.8
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Recommended pet-friendly holiday lettings

Pet-friendly
House ∙ 2 guests ∙ 1 bedroom
Bolsover, Old Bolsover, United Kingdom
from £46
Sykes Cottages
4.1
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Pet-friendly
Apartment ∙ 4 guests ∙ 2 bedrooms
Barlow, North East Derbyshire District, United Kingdom
from £52
HomeAway
5.0
View deal
Pet-friendly
House ∙ 8 guests ∙ 4 bedrooms
Marsh Lane, Eckington, United Kingdom
from £102
Sykes Cottages
4.0
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Most popular holiday cottages with a fireplace

Fireplace
House ∙ 5 guests ∙ 2 bedrooms
Barlow, North East Derbyshire District, United Kingdom
from £46
Sykes Cottages
4.0
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Fireplace
House ∙ 5 guests ∙ 2 bedrooms
Barlow, North East Derbyshire District, United Kingdom
from £105
HomeAway
5.0
View deal
Fireplace
House ∙ 4 guests ∙ 2 bedrooms
Holymoorside, Holymoorside and Walton, United Kingdom
from £45
HomeAway
4.8
View deal
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Popular holiday rental amenities in Chesterfield

  • Kitchen (1,026)
  • Internet (654)
  • No smoking (602)
  • TV (499)
  • Parking (497)
  • Washer (402)
  • Garden (334)
  • Microwave (252)
  • Pet allowed (233)
  • Dishwasher (220)
  • No pets (164)
  • Balcony/Patio (162)
Finding a property that includes a pool should be easy in Chesterfield District. A few of the properties offer one. Interestingly, our data shows that more resorts include pools than hotel rooms. In addition, they're able to host 5 people, on average, while hotel rooms with pools can accommodate an average of 4 people. Among these offers, a few of them are within 2 kilometres of water. Travellers who are specifically searching for a pet-friendly property will find Chesterfield District convenient, since many holiday rentals are pet-friendly. Most pet-friendly properties in Chesterfield District are house rentals. Moreover, their average price is £128. per night. If you want a central location, a few of the pet-friendly holiday rentals are less than 2 kilometres away from the city centre.

Price and Availability Index in Chesterfield District

Holiday Letting Price Information in Chesterfield

This graph displays average prices of the holiday cottages and holiday apartments located in Chesterfield. The week with the highest average prices is in July (27/07 - 03/08). During this week, a night will cost on average £112. The cheapest week is in November (02/11 - 09/11). Prices fall to an average of £71 per night.

Holiday Home Availability Information in Chesterfield

The availability graph shows the percentage of available rentals in Chesterfield. The week with the highest booking rate in the next 6 months is in December (22/12 - 29/12), where 66% of the holiday lettings are booked. More accommodations are available in a week of January (05/01 - 12/01) as the booking rate is only 17%.

The weather in Chesterfield



10°
13°
16°
19°
11°
22°
13°
21°
13°
18°
10°
14°
10°

Jan.
Feb.
Mar.
Apr.
May
June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- Rainy days

This is the climate diagram in Chesterfield. During July, maximum temperatures go up to more than 22° On the contrary, the coolest month is January. The rainiest month is July while the driest month is September.

Accommodations in Chesterfield

In Chesterfield District, house rentals are the most frequent property type. Additionally, house rentals there have a median price £151 a night as well as an average size of 93 m². Moreover, these rentals are ideal if you're going in a group of 5, as that's the average number of guests that house rentals can host in Chesterfield District. Holidaymakers looking for something other than house rentals can also find many apartment rentals, which are the other most popular type of accommodation in Chesterfield District. These properties cost £101 a night, on average, and have an average size of 66 m².

Discover quaint local charm with a holiday cottage in Chesterfield

Choose from a range of accommodation options; from rustic farmhouses in the surrounding countryside to chic apartments in the heart of the town. Whether you're travelling solo or with the family, a holiday letting will help you make the most of your time in Chesterfield.

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Art & Culture

Architecture and history: Stunning spires and stately homes

Built in the 1500s, Hardwick Hall stands majestic amid a picturesque estate. Delve back through its remarkable history with fascinating guided tours or take a stroll around the magnificent gardens. It is located just outside Chesterfield so you'll find plenty of parking.

The Crooked Spire of Chesterfield Parish Church is a cherished local icon. Situated in the centre of the town, the exquisite architecture dates back to Medieval times. Pre-book a tour to discover the secrets of this intriguing landmark from the locals.

Local Attractions

The great outdoors: Idyllic canals and scenic parks

The glistening straits of the Chesterfield Canal stretch an impressive 46 miles. Relax and unwind with a leisurely stroll in the sunshine along the tow path, known affectionately as Cuckoo Way. If you're feeling more adventurous, try the 20 mile cycle from Chesterfield to Staveley through the tranquil countryside.

Holmebrook Valley Park is a rural gem, nestled on the outskirts of Chesterfield. Spread out a picnic blanket and bask in the spectacular scenery, or wander down to the lake and feed the ducks with your little ones. There's even a cosy cafe hidden in this peaceful haven.

Local Events

Diary dates: Local traditions and musical treats

From May to early June Chesterfield embarks on the quirky ancient custom of well dressing. Lend a hand to the locals as they decorate the town's wells and springs with pictures made entirely from natural materials.

The town comes together on the 21st June for the Stainsby Festival. Enjoy an unforgettable weekend of folk music, theatre and real ale set against the breathtaking Derbyshire countryside.

We compare more than 300 providers, including:

Booking.com Holiday Rentals in Chesterfield Novasol Holiday Rentals in Chesterfield TripAdvisor Holiday Rentals in Chesterfield Inter Chalet Holiday Rentals in Chesterfield HomeAway Holiday Rentals in Chesterfield EveryStay Holiday Rentals in Chesterfield Interhome Holiday Rentals in Chesterfield 9flats.com Holiday Rentals in Chesterfield HouseTrip Holiday Rentals in Chesterfield Belvilla Holiday Rentals in Chesterfield Sykes Cottages Holiday Rentals in Chesterfield Homestay.com Holiday Rentals in Chesterfield Ski Planet Holiday Rentals in Chesterfield Only-apartments Holiday Rentals in Chesterfield James Villa Holidays Holiday Rentals in Chesterfield