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Holiday Rentals in Chesterfield District

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Our top choices for Chesterfield District holiday rentals

House | Private kitchen
2-bed House in Chesterfield Free Parking Garden

2-bed House in Chesterfield Free Parking Garden

2-bed House in Chesterfield Free Parking Garden
2.0 star property
Chesterfield
10.0 out of 10, Exceptional, (1)
The price is €135
includes taxes & fees
27 Dec - 28 Dec
2-bed House in Chesterfield Free Parking Garden
Cottage | Property grounds
Cedar Cottage

Cedar Cottage

Cedar Cottage
3.5 star property
Chesterfield
The price is €441
includes taxes & fees
27 Dec - 28 Dec
Cedar Cottage
House | Exterior
Peak District - 2 Beds - Sleeps 4 - Pet Friendly

Peak District - 2 Beds - Sleeps 4 - Pet Friendly

Peak District - 2 Beds - Sleeps 4 - Pet Friendly
2.0 star property
Chesterfield
The price is €192
includes taxes & fees
24 Dec - 25 Dec
Peak District - 2 Beds - Sleeps 4 - Pet Friendly
Living area
Overton

Overton

Overton
2.0 star property
Chesterfield
The price is €656
includes taxes & fees
2 Jan - 3 Jan 2026
Overton
Sauna
Five Acres

Five Acres

Five Acres
3.0 star property
Chesterfield
The price is €4,775
includes taxes & fees
17 Jan - 18 Jan 2026
Five Acres
Room, Private Bathroom (Millie Grace Houseboat) | Lounge
Houseboat Hotels

Houseboat Hotels

Houseboat Hotels
3.0 star property
Sheffield
9.4 out of 10, Exceptional, (61)
"Another excellent trip on the houseboat. Love this hotel - great location, fabulous accommodation. Why stay in a regular hotel when you can stay here!"
United Kingdom
Wendy
The price is €166
includes taxes & fees
20 Jan - 21 Jan 2026
Houseboat Hotels
Exterior
Hayeswood Lodge Luxury Accommodation

Hayeswood Lodge Luxury Accommodation

Hayeswood Lodge Luxury Accommodation
3.5 star property
Ilkeston
10.0 out of 10, Exceptional, (34)
"Really friendly and helpful hosts and the chalets are finished to a very high standard. Lovely and peaceful with a really comfy bed. Didn’t find fault with anything during my stay and would definitely recommend to others and stay again if I’m in the area. 10/10"
United Kingdom
Nick
The price is €163
includes taxes & fees
5 Jan - 6 Jan 2026
Hayeswood Lodge Luxury Accommodation
Front of property
Oxton Hill Hideaway

Oxton Hill Hideaway

Oxton Hill Hideaway
3.0 star property
Southwell
10.0 out of 10, Exceptional, (10)
"A great, cute and quiet retreat, which I regrettably only stayed in for one night, as I enjoyed eating my takeaway pizza (rock'n'roll) sat out as the sun set and listening to the wildlife. Would definitely return if I'm in the area again, recommend."
United Kingdom
Nicholas
The price is €96
includes taxes & fees
4 Jan - 5 Jan 2026
Oxton Hill Hideaway
Cottage | Private kitchen
Field House

Field House

Field House
3.5 star property
Alfreton
10.0 out of 10, Exceptional, (3)
"Good location for visiting Derbyshire and the Peak District "
United Kingdom
john
The price is €561
includes taxes & fees
29 Dec - 30 Dec
Field House
Cottage | Property grounds
Rose Cottage - Cosy Cottage in Millers Dale

Rose Cottage - Cosy Cottage in Millers Dale

Rose Cottage - Cosy Cottage in Millers Dale
3.0 star property
Buxton
10.0 out of 10, Exceptional, (3)
"It was a great place to stay. I will definitely come back in the future."
United States
HYERYEON
The price is €239
includes taxes & fees
30 Dec - 31 Dec
Rose Cottage - Cosy Cottage in Millers Dale
Exterior
Hidden Gem of Sheffield

Hidden Gem of Sheffield

Hidden Gem of Sheffield
2.5 star property
Nether Edge
7.0 out of 10, Good, (2)
"The property itself was ok but it is joined to a building site and all you hear is stihl saws loud music and shouting and swearing from the builders. The 9 pm noise curfew is a joke, bangra until the early hours. Stay Angels were no help at the point of complaint, nothing we can do was their mantra."
United Kingdom
Neil
The price is €166
includes taxes & fees
4 Jan - 5 Jan 2026
Hidden Gem of Sheffield
37-inch Smart TV with cable channels, TV
Spacesavers

Spacesavers

Spacesavers
3.5 star property
Sheffield City Centre
8.2 out of 10, Very good, (55)
"Property was brilliant and spacious, great for a couple get away."
United Kingdom
Cameron
The price is €80
includes taxes & fees
23 Dec - 24 Dec
Spacesavers
House, Ensuite, Canal View | Shared kitchen
Robin Hood Tower

Robin Hood Tower

Robin Hood Tower
3.0 star property
Matlock
10.0 out of 10, Exceptional, (11)
"Lovely location with everything we needed for a very peaceful vacation. The hosts were very welcoming and gave us a little tour of the grounds and lots of information about the area."
United Kingdom
Judith
The price is €240
includes taxes & fees
8 Jan - 9 Jan 2026
Robin Hood Tower
Comfort Studio, 1 Double Bed | Private kitchen
The Nest

The Nest

The Nest
3.5 star property
Sheffield City Centre
6.8 out of 10, (16)
"Excellent location, specious flat, will definitely book again!"
United Kingdom
Magdalena
The Nest
Superior Studio, 1 Double Bed
Three Cranes Serviced Apartments

Three Cranes Serviced Apartments

Three Cranes Serviced Apartments
3.5 star property
Sheffield City Centre
8.4 out of 10, Very good, (127)
"Great place to stay"
United Kingdom
Graham
Three Cranes Serviced Apartments
Cottage | Private kitchen
Holly Cottage

Holly Cottage

Holly Cottage
3.0 star property
Matlock
10.0 out of 10, Exceptional, (7)
"Wonderful stay, and other than works traffic on road, nothing bad to say at all."
United States
Jason
The price is €424
includes taxes & fees
2 Jan - 3 Jan 2026
Holly Cottage
Premium Apartment, 1 Bedroom | Living area
Stay Angels Blonk Street Apartments

Stay Angels Blonk Street Apartments

Stay Angels Blonk Street Apartments
3.0 star property
Sheffield
6.0 out of 10, (2)
"The apartment was clean, quiet, and overall very good shape. "
United Kingdom
Anonymous traveller
The price is €179
includes taxes & fees
28 Dec - 29 Dec
Stay Angels Blonk Street Apartments
Fridge, microwave, oven, stovetop
Remarkable 2-bed House in Walesby Nottinghamshire

Remarkable 2-bed House in Walesby Nottinghamshire

Remarkable 2-bed House in Walesby Nottinghamshire
2.0 star property
Newark
10.0 out of 10, Exceptional, (4)
"A beautiful bungalow in the quiet village of Walesby. Lovely clean and tidy, well presented place was just what we wanted during our stay in this lovely village. Communication with the landlord was excellent with all our questions answered promptly. There was even a special surprise waiting for us upon our arrival. Thank you so much to the landlord for maintaining such a beautiful place. "
United Kingdom
MR ROY L
The price is €145
includes taxes & fees
7 Jan - 8 Jan 2026
Remarkable 2-bed House in Walesby Nottinghamshire
Apartment, Private Bathroom (No.2) | Shared kitchen
No2

No2

No2
3.5 star property
Mansfield
10.0 out of 10, Exceptional, (5)
"Lovely park and multiple dining options within walking distance. Great apartment with everything we needed. Would absolutely stay here again!!"
United States
Shellie
The price is €182
includes taxes & fees
4 Jan - 5 Jan 2026
No2
Cottage | Exterior
The Old Chapel

The Old Chapel

The Old Chapel
3.0 star property
Chesterfield
10.0 out of 10, Exceptional, (2)
"Out in the country but easy access to main routes. Nice and quiet. Very clean and well equipped. Nice owners. "
United Kingdom
Mark
The price is €422
includes taxes & fees
28 Dec - 29 Dec
The Old Chapel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Chesterfield District Hotel Reviews

Leonardo Hotel Sheffield

Leonardo Hotel Sheffield

10/10 Excellent
"Nice modern and clean hotel right in the city centre"
Paul 1-night trip
Posted 2 days ago
Leonardo Hotel Sheffield

Find out more about Chesterfield District

Holiday Homes in Chesterfield District

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