A town square with a prominent church steeple, a clock tower, and traditional half-timbered buildings.

Search Holiday Rentals in Chesterfield District

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Our top choices for Chesterfield District holiday rentals

A sunlit room with a large window, a sofa, a table, and a potted plant.

1. Overton

Overton
3.0 star property
Chesterfield
Overton
A bedroom with a bed, a nightstand, a chair, a window with curtains, and a door.

2. Cedar Cottage

Cedar Cottage
3.5 star property
Chesterfield
The price is ฿16,611
฿19,934 total
includes taxes & fees
10 Nov - 11 Nov
Cedar Cottage
A building with a stone facade, a balcony with outdoor seating, and a clear sky.

3. Rock Mill Retreat

Rock Mill Retreat
Stoney Middleton
10.0 out of 10, Exceptional, (2 reviews)
"For me - everything was comfortable😃 Beautiful interior, red-light,and after walking on the local hills, really comfortable sleeping in the unic-bed!"
Italy
Gabriela
The price is ฿7,030
฿8,436 total
includes taxes & fees
10 Nov - 11 Nov
Rock Mill Retreat
A dining area with a table set for four, a large window with a view of a red brick building, and a painting of a coastal landscape.

4. North Gate House

North Gate House
2.0 star property
Sheffield City Centre
The price is ฿3,526
฿4,231 total
includes taxes & fees
29 Oct - 30 Oct
North Gate House
A room with exposed wooden beams, a flat-screen TV mounted on the wall, and three hanging light bulbs.

5. Three Cranes Serviced Apartments

Three Cranes Serviced Apartments
3.5 star property
Sheffield City Centre
8.4 out of 10, Very good, (133 reviews)
"Great place to stay"
United Kingdom
Graham
The price is ฿2,374
฿2,849 total
includes taxes & fees
3 Nov - 4 Nov
Three Cranes Serviced Apartments
A living room with a sofa, a coffee table with croissants, a TV, and a staircase.

6. Gratton Grange Farm Holiday Cottage

Gratton Grange Farm Holiday Cottage
3.0 star property
Bakewell
9.2 out of 10, Wonderful, (65 reviews)
"Lovely house and very quiet location which is what I loved . Everything you needed in terms of kitchen facilities /utensils etc . Lovely comfy bed , down side was late check in 4pm and early check out out 10am , no breakfast included but other than than lovely ."
United Kingdom
Irene
The price is ฿5,058
฿6,070 total
includes taxes & fees
8 Nov - 9 Nov
Gratton Grange Farm Holiday Cottage
A hotel room with a bed, a window with curtains, a radiator, and a door leading to a bathroom.

7. Kingfield Boutique Hotel

Kingfield Boutique Hotel
3.5 star property
Nether Edge
6.4 out of 10, (9 reviews)
"Great value accommodation "
United Kingdom
Caroline
The price is ฿2,937
฿3,525 total
includes taxes & fees
12 Nov - 13 Nov
Kingfield Boutique Hotel
Room

8. Old Nags Head

Old Nags Head
3.0 star property
Hope Valley
10.0 out of 10, Exceptional, (4 reviews)
"Perfect location. Warm staff. Great room."
United Kingdom
Kai
The price is ฿3,943
฿4,803 total
includes taxes & fees
1 Nov - 2 Nov
Old Nags Head
A houseboat with a website address and a window.

9. Houseboat Hotels

Houseboat Hotels
3.0 star property
Sheffield
9.4 out of 10, Exceptional, (61 reviews)
"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 ฿5,433
฿6,520 total
includes taxes & fees
1 Nov - 2 Nov
Houseboat Hotels
A stone building with a water wheel and a staircase.

10. Little Mill

Little Mill
3.0 star property
Chesterfield
10.0 out of 10, Exceptional, (1 review)
"Lovely little cottage in a beautiful setting. Great walks around. Bed comfortable and lovely warm shower. The welcome package was very helpful as I arrived late on Sunday and forgot the English shops closed early!"
United Kingdom
Rona
The price is ฿13,723
฿16,467 total
includes taxes & fees
1 Nov - 2 Nov
Little Mill
A historic building with tall, narrow windows and a stone facade.

11. Spacesavers

Spacesavers
3.5 star property
Sheffield City Centre
8.2 out of 10, Very good, (58 reviews)
"Great location "
United Kingdom
Lynsey
The price is ฿2,293
฿2,752 total
includes taxes & fees
3 Nov - 4 Nov
Spacesavers
A narrow gravel path flanked by lush greenery and stone buildings with blue shutters.

12. 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, (6 reviews)
"It was a great place to stay. I will definitely come back in the future."
United States
HYERYEON
The price is ฿7,382
฿9,398 total
includes taxes & fees
23 Nov - 24 Nov
Rose Cottage - Cosy Cottage in Millers Dale
A modern apartment with a kitchen, a living area with a sofa and a bright orange chair, large windows, and artwork on the walls.

13. The Nest

The Nest
3.5 star property
Sheffield City Centre
6.4 out of 10, (17 reviews)
"I stay here all the time and love it"
United Kingdom
Sharon
The price is ฿2,797
฿2,797 total
includes taxes & fees
3 Nov - 4 Nov
The Nest
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chesterfield District Hotel Reviews

Courtyard By Marriott Sheffield

Courtyard By Marriott Sheffield

10/10 Excellent
"Perfect new hotel. Excellent check in. All staff were super friendly."
Edward 1-night trip
Posted 9 hours ago
Courtyard By Marriott Sheffield

Find out more about Chesterfield District

Vacation Apartments in Chesterfield District

Search for Vacation rentals in Chesterfield District on Expedia.! You can easily find your home rentals, villas, Vacation apartments in Chesterfield District using one of the methods below:

  • View our selection of featured Vacation rentals in Chesterfield District
  • Use the map to find apartments and other Vacation homes in the Chesterfield District neighbourhood you prefer
  • Enter your travel dates to view the best deals on Vacation rentals in Chesterfield District while they last

Look no further and take a look at our great range of rental properties in Chesterfield District!