Chesterfield District Holiday Rentals from AU$136: Search Short-Term Rentals

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

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Our top choices for Chesterfield District holiday rentals

1. The Old School House

Brimington

includes taxes & fees

30 Oct - 31 Oct

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

2. Overton

Chesterfield

includes taxes & fees

22 Nov - 23 Nov

A bedroom with a bed, a nightstand, a chair, a window with curtains, and a door.

3. Cedar Cottage

Chesterfield

includes taxes & fees

31 Oct - 1 Nov

A building with a stone facade, a balcony with outdoor seating, and a clear sky.

4. Rock Mill Retreat

Stoney Middleton

Gabriela

includes taxes & fees

18 Nov - 19 Nov

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.

5. North Gate House

Sheffield City Centre

includes taxes & fees

28 Oct - 29 Oct

A compact kitchen with a microwave, sink, and dark cabinets. There's a wooden door leading to another room and a sofa in the corner.

6. Meadow View - (Bottom Cabin) - sleeps 2 guests in 1 bedroom

Foolow

Michael

includes taxes & fees

28 Oct - 29 Oct

A room with exposed wooden beams, a flat-screen TV mounted on the wall, and three hanging light bulbs.

7. Three Cranes Serviced Apartments

Sheffield City Centre

Graham

includes taxes & fees

28 Oct - 29 Oct

A modern restaurant interior with large windows, tables, and chairs.

8. Sheffield Metropolitan by Belvilla - Standard Double Room

Sheffield

includes taxes & fees

8 Nov - 9 Nov

A living room with a sofa, a coffee table with croissants, a TV, and a staircase.

9. Gratton Grange Farm Holiday Cottage

Bakewell

Irene

includes taxes & fees

1 Nov - 2 Nov

A hotel room with a bed, a window with curtains, a radiator, and a door leading to a bathroom.

10. Kingfield Boutique Hotel

Nether Edge

Caroline

includes taxes & fees

12 Nov - 13 Nov

11. Old Nags Head

Hope Valley

Kai

includes taxes & fees

4 Nov - 5 Nov

A cozy room with a bed, a sofa, a desk, and a window with curtains.

12. Hare’s Retreat - ( Middle Cabin ) - sleeps 2 guests in 1 bedroom

Foolow

Michael

includes taxes & fees

28 Oct - 29 Oct

Three wine glasses on a wooden table with a house and greenery in the background.

13. Charming Cottage in Grindleford, Peak District

Hope Valley

Alison H.

includes taxes & fees

2 Nov - 3 Nov

A cozy room with a dark blue sofa, a wooden wall with a 'NEWSPAPER' sign, a small wooden cabinet, and a window with a view of the outside.

14. Houseboat Hotels

Sheffield

Wendy

includes taxes & fees

1 Nov - 2 Nov

A stone building with a water wheel and a staircase.

15. Little Mill

Chesterfield

Rona

includes taxes & fees

1 Nov - 2 Nov

A dining table set with plates, cutlery, and a fruit bowl, surrounded by colorful chairs.

16. Spacesavers

Sheffield City Centre

Lynsey

includes taxes & fees

28 Oct - 29 Oct

A modern kitchen with built-in appliances, a dining area with a wooden table and chairs, and a clock on the wall.

17. Brewers Cottage - sleeps 2 guests in 1 bedroom

Foolow

marcus s.

includes taxes & fees

29 Oct - 30 Oct

A living room with a fireplace, a television, a staircase, and a kitchen in the background.

18. 2 bedroom accommodation in Bradwell

Bradwell

Gema

includes taxes & fees

1 Nov - 2 Nov

A narrow gravel path flanked by lush greenery and stone buildings with blue shutters.

19. Rose Cottage - Cosy Cottage in Millers Dale

Buxton

HYERYEON

includes taxes & fees

2 Nov - 3 Nov

A modern apartment with a kitchen, a living area with a sofa and a bright orange chair, large windows, and artwork on the walls.

20. The Nest

Sheffield City Centre

Sharon

includes taxes & fees

3 Nov - 4 Nov

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Top Chesterfield District Hotel Reviews

Courtyard By Marriott Sheffield

8/10 Good

"Check in was awful, not enough staff on desk 1 member, we were waiting for 20 minutes, no one said I won’t be long or any acknowledgment that we were stood there. Asked for an extra bed in the room, this didn’t happen. The rooms are very clean and are a great size. Bathroom clean. Shampoo, conditioner, body wash in the shower, full handsoap and moisturiser also in the bathroom. Only 1 still and 1 sparkling water in the fridge, would have been nice to have 2 still and 2 sparkling so each person had an option. Woken at 8.30am by the fire alarm, this went off for 15 minutes, these things happen (there was no fire) but there was no explanation and now staff on hand. Breakfast was included and was nice, a great selection, we went back to sleep after the fire alarm so woke up a bit late for breakfast, it was served until 11, we went down at 10.15 still replenishing the food which was good. Check out was 12 - key cards stopped working from 11.30, this was discovered by some of our party leaving their room, to return to get luggage and couldn’t get back in, staff re did the key card, did not work, management needed to come and let them in."

Eastwood Hall

8/10 Good

"The Hotel , as usual was well kept and very . The only thing I can comment on was The lack of a fridge,, to keep drinks and other things cool. However, sorted out when we went to the bar and asked for a bucket of ice, which was no problem for the staff who commented it was no problem and gave us an ice bucket. We will certainly continue coming back here. We also had complete use of the gym and swimming pool with stain and sauna. A lovely stay even with the torrential rain.."

Buxton Crescent

10/10 Excellent

"My stay at Buxton Crescent Hotel was pleasant and relaxing. The staff was exceptionally friendly, welcoming, and accommodating throughout my visit. Breakfast was delicious, well-organized, and offered a wonderful dining experience. The hospitality and attention to detail made my stay even more enjoyable. I truly appreciated the excellent service and would highly recommend this beautiful hotel. I look forward to visiting again!"

Find out more about Chesterfield District

Everything you need to know about Chesterfield District holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Chesterfield District holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chesterfield District holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search.

Chesterfield District holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chesterfield District. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chesterfield District holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of Chesterfield District holiday rentals we have chosen for you start as low as AU$136 per night. Entering your travel dates in the search wizard you might find even better deals.

How to find incredible deals on Chesterfield District rentals

At Expedia, we put the best Chesterfield District holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Chesterfield District rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chesterfield District holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chesterfield District. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Room 1

Change your mind

Treat yourself

Be picky

Our top choices for Chesterfield District holiday rentals

1. The Old School House

2. Overton

3. Cedar Cottage

4. Rock Mill Retreat

5. North Gate House

6. Meadow View - (Bottom Cabin) - sleeps 2 guests in 1 bedroom

7. Three Cranes Serviced Apartments

8. Sheffield Metropolitan by Belvilla - Standard Double Room

9. Gratton Grange Farm Holiday Cottage

10. Kingfield Boutique Hotel

11. Old Nags Head

12. Hare’s Retreat - ( Middle Cabin ) - sleeps 2 guests in 1 bedroom

13. Charming Cottage in Grindleford, Peak District

14. Houseboat Hotels

15. Little Mill

16. Spacesavers

17. Brewers Cottage - sleeps 2 guests in 1 bedroom

18. 2 bedroom accommodation in Bradwell

19. Rose Cottage - Cosy Cottage in Millers Dale

20. The Nest

Find holiday rentals that suit your style

Top Chesterfield District Hotel Reviews

Courtyard By Marriott Sheffield

Radisson Blu Hotel, Sheffield

WILDES INNS

Leopold Hotel

Eastwood Hall

Buxton Crescent

Ringwood Hall Hotel & Spa, BW Signature Collection

Palace Hotel & Spa Buxton

Jonas Hotel

Find out more about Chesterfield District