Chesterfield Vacation Rentals from SAR 320: Search Short-Term Rentals

Q: What are some of the best vacation home rentals that Chesterfield has to offer?

Old Nags Head : You might want to consider this vacation home rental near Chesterfield, which comes with free WiFi so you can feel at home during your trip. Kitchen amenities include a stovetop, a microwave, and kitchenware.

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Chesterfield vacation rentals

A brick building with a wooden fence, a paved path, and a bicycle.

1. The Old School House

Brimington

SAR 843 total

includes taxes & fees

12 Nov - 13 Nov

A patio with stone tiles, a wooden fence, and a flower bed with plants and flowers.

2. 2bed - Garden-pets-freeparking-m1connections

Chesterfield

Philip

SAR 578 total

includes taxes & fees

22 Nov - 23 Nov

A stone building with a water wheel and a staircase.

3. Little Mill

Chesterfield

Rona

SAR 1,835 total

includes taxes & fees

15 Nov - 16 Nov

A compact kitchen with a black refrigerator, a toaster, a sink, and a stove.

4. a quiet semi rural property located in bolsover

Chesterfield

SAR 662 total

includes taxes & fees

13 Nov - 14 Nov

5. 2bed - garden-pets-freeparking-M1connections

Chesterfield

Ray W.

SAR 610 total

includes taxes & fees

22 Nov - 23 Nov

A dining area with a wooden table and chairs, a stone wall, and a view of the garden through a glass door.

6. Bathurst Cottage is a delightful three bedroom detached cottage.

Chesterfield

Valerie Thompson

SAR 1,347 total

includes taxes & fees

12 Nov - 13 Nov

A balcony with a view of a field, a table with chairs, and a potted plant.

7. Bryn Tor - The Gardener's House

Bolsover, near Chesterfield

SAR 2,772 total

includes taxes & fees

12 Dec - 13 Dec

8. a Quiet Semi Rural Property Located in Bolsover

Chesterfield

SAR 659 total

includes taxes & fees

17 Nov - 18 Nov

A kitchen with white cabinets, a wooden beam ceiling, a microwave, and a wooden dining table.

9. Carr House Farm

Chesterfield

SAR 2,446 total

includes taxes & fees

12 Dec - 13 Dec

A hot tub under a wooden pergola with a stone wall and greenery in the background.

10. Cherry Tree Cottage

Chesterfield

Lorraine

SAR 3,270 total

includes taxes & fees

25 Nov - 26 Nov

A conservatory with a dining table set for six, surrounded by large windows offering a view of a garden.

11. Cherry Tree Farm

Chesterfield

SAR 7,514 total

includes taxes & fees

25 Nov - 26 Nov

A cozy cabin-style interior with a kitchen, dining area, and seating space.

12. Thorntree Lodge

Chesterfield

SAR 2,643 total

includes taxes & fees

20 Nov - 21 Nov

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

13. Cedar Cottage

Chesterfield

SAR 2,177 total

includes taxes & fees

15 Nov - 16 Nov

A bedroom with a bed, a television, a nightstand, and a bathroom visible through a doorway.

14. The Old Stables

Chesterfield

SAR 4,012 total

includes taxes & fees

15 Nov - 16 Nov

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

15. Overton

Chesterfield

SAR 2,957 total

includes taxes & fees

16 Nov - 17 Nov

A wooden deck with outdoor seating and a glass door leading to a covered area.

16. Harry's Lodge

Chesterfield

SAR 2,854 total

includes taxes & fees

20 Nov - 21 Nov

A stone building with a pitched roof, a small porch, and a stone wall in the background.

17. Riber View Barn

Chesterfield

SAR 1,880 total

includes taxes & fees

25 Nov - 26 Nov

A living room with a stone wall, a fireplace, leather sofas, and a television.

18. The Cottage

Chesterfield

SAR 3,108 total

includes taxes & fees

5 Dec - 6 Dec

A rustic interior with exposed wooden beams, a stone wall, and a leather sofa.

19. The Loft

Chesterfield

SAR 3,181 total

includes taxes & fees

15 Nov - 16 Nov

A cozy room with a wooden ceiling, a sofa, and a window with curtains.

20. Swallows Barn

Chesterfield

SAR 3,366 total

includes taxes & fees

16 Nov - 17 Nov

View all properties

Find vacation rentals that suit your style

Apartments

Aparthotels

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Chesterfield Hotel Reviews

Sandman Signature Sheffield Quays Hotel

10/10 Excellent

"Stayed twice in this hotel. Always very clean tidy, lovely staff and very comfort beds!"

mour Hotel

10/10 Excellent

"The hotel is in a nice location, away from noise or the main town. It is clean and welcoming. We loved the aesthetics of the bathroom and the bedroom. The lighting is not the best but nice if you want a cozy vibe. The only down side was the gym with outdated equipment which have not been properly maintained. It is a mini mini gym, very minimal in terms of gym machines and no heating. We informed the receptionist about it and he then realised that the thermostat was broken and could not be fixed. There was no water dispenser, not sanitiser or wipes. It was freezing cold and we were unable to stay as the temperature felt in the minus degrees."

WILDES INNS

8/10 Good

"Here’s a more polished and balanced version that maintains your disappointment while acknowledging the staff’s prompt response: Writing I have stayed at this hotel several times in the past, but on this occasion I was very disappointed for a number of reasons. In particular, the standard of cleanliness in the room was far below what I would have expected. However, when I brought this to the attention of reception, they acted immediately to address the issue, which I appreciated. Unfortunately, this experience, along with other concerns, has left me feeling reluctant to return to the hotel. I appreciate that things can sometimes go wrong, and I am willing to remain open-minded and give the hotel another chance in the future. However, I hope that greater attention will be paid to maintaining the standards that returning guests have come to expect."

Frequently asked questions

Can I find a vacation rental in Chesterfield?

Yes, you can find vacation rentals in Chesterfield close to Clay Cross Active, or you can choose a secluded option if you want a relaxing stay. Our travelers say Chesterfield has a good selection of top-notch restaurants and lively bars. Make sure you have time to check out the churches and parks during your trip.

What are some of the best vacation home rentals that Chesterfield has to offer?

Old Nags Head: You might want to consider this vacation home rental near Chesterfield, which comes with free WiFi so you can feel at home during your trip. Kitchen amenities include a stovetop, a microwave, and kitchenware.

How many vacation rentals will I find in Chesterfield?

With 43 Expedia vacation rentals, you're sure to find just the right place for your Chesterfield stay.

What can I see and do in Chesterfield?

Enjoy the outdoors at Peak District National Park and Queen's Park, or simply take in cultural attractions like Barrow Hill Roundhouse Railway Centre and Hotel Van Dyk Theater. Chesterfield Market and Bolsover Castle are other places to visit while you're in town.

What are vacation rentals like in Chesterfield?

Vacation rentals are private properties you can stay in for several days or longer in Chesterfield. Vacation rentals feature extras such as WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of privacy away from shared hotel elevators and lobbies bustling with people while still allowing you to travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive option for a family trip or a small group gathering.

Expedia's Latest Trends

Flights

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Chesterfield vacation rentals

1. The Old School House

2. 2bed - Garden-pets-freeparking-m1connections

3. Little Mill

4. a quiet semi rural property located in bolsover

5. 2bed - garden-pets-freeparking-M1connections

6. Bathurst Cottage is a delightful three bedroom detached cottage.

7. Bryn Tor - The Gardener's House

8. a Quiet Semi Rural Property Located in Bolsover

9. Carr House Farm

10. Cherry Tree Cottage

11. Cherry Tree Farm

12. Thorntree Lodge

13. Cedar Cottage

14. The Old Stables

15. Overton

16. Harry's Lodge

17. Riber View Barn

18. The Cottage

19. The Loft

20. Swallows Barn

Find vacation rentals that suit your style

Top Chesterfield Hotel Reviews

Sandman Signature Sheffield Quays Hotel

Four Points Flex by Sheraton Nottingham

mour Hotel

Twin Oaks Hotel

The Welcome Inn Hotel

Radisson Blu Hotel, Sheffield

Park Plaza Nottingham

WILDES INNS

Leonardo Hotel Nottingham

Frequently asked questions

Expedia's Latest Trends

Go further with the Expedia app