Chesterfield Short-Term Rentals from S$64: Search Holiday Rentals

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

Old Nags Head : This holiday home rental outside of Chesterfield comes with free WiFi so that you can feel at home during your trip. Kitchen amenities include a stovetop, a microwave and kitchenware.

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Our top choices for Chesterfield holiday rentals

A kitchen with a black stove, white cabinets, a wooden cutting board, and potted plants on the windowsill.

1. Commuters Getaway Chesterfield

Chesterfield

includes taxes & fees

18 Oct - 19 Oct

A stone building with a sloped roof, wooden doors, and a gravel driveway.

2. Little Mill

Chesterfield

includes taxes & fees

30 Sept - 1 Oct

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

3. 2bed - Garden-pets-freeparking-m1connections

Chesterfield

Philip

includes taxes & fees

30 Sept - 1 Oct

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

4. Cherry Tree Farm

Chesterfield

includes taxes & fees

30 Sept - 1 Oct

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

5. a Quiet Semi Rural Property Located in Bolsover

Chesterfield

includes taxes & fees

13 Oct - 14 Oct

A living room with a leather sofa, a wooden TV stand, and a window with curtains.

6. Carr House Farm

Chesterfield

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

7. Overton

Chesterfield

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

8. Cherry Tree Cottage

Chesterfield

Lorraine

includes taxes & fees

29 Sept - 30 Sept

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

9. Swallows Barn

Chesterfield

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

10. Cedar Cottage

Chesterfield

A stone building with two arched windows, a small door, and a garden with various plants.

11. The Old Chapel

Chesterfield

Mark

includes taxes & fees

18 Oct - 19 Oct

A stone building with a sign reading "The George Country Pub & Dining."

12. The Loft at The George

Chesterfield

includes taxes & fees

20 Sept - 21 Sept

A hot tub in a backyard with a stone wall and a grassy lawn.

13. Wigley Farm House Cottage

Chesterfield

"I'll start with the good. Location is nice and peaceful. The bungalow is well laid out and there is plenty of room. Facilities inside the bungalow are good. Cooking and dining implements all there and lots of space. Bedrooms are nice and have plenty of storage for a short break. The garden is well maintained and enclosed although there is only 2 comfortable chairs and no swing or sofa. Parking around the back of the property is the best but you are encouraged to park at the front tucked...

June

includes taxes & fees

18 Oct - 19 Oct

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

14. The Old Stables

Chesterfield

includes taxes & fees

21 Sept - 22 Sept

An outdoor dining area with wicker chairs, a glass table, and a hot tub in the background.

15. Moor Farm Cottage

Chesterfield

A modern kitchen with white cabinets, a wooden countertop, and a built-in sink. There is a wooden ladder leaning against the wall and a sliding glass door leading to an outdoor deck.

16. Cuckoo Nest

Chesterfield

includes taxes & fees

29 Sept - 30 Sept

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Top Chesterfield Hotel Reviews

The Orchard Hotel & Restaurant

10/10 Excellent

"All was good"

Radisson Blu Hotel, Sheffield

10/10 Excellent

"The Raddison in Sheffield was perfect. My dad and I travelled for a concert and had a brilliant time, and staying at the Radisson made our stay so much more comfortable and easy. Staff are friendly and helpful, the breakfast was great, and there is a lot to do and see around the hotel since you are in the middle of the city."

The Jubilee Hotel & Conferences

10/10 Excellent

"Great location, I’ve stayed here many times over the past few years. Hotel offers free car parking. And great views of Jubilee Campus. The Flexi card (to access the room using my phone) didn’t work. So I had to get a physical card. But other than that - a straightforward visit. Sometimes noise from the atrium did echo around the building - but it wasn’t a huge problem"

Frequently asked questions

Can I find a holiday rental in Chesterfield?

Yes, there are holiday rentals in Chesterfield close to Clay Cross Active, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers 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 holiday rentals that Chesterfield has to offer?

Old Nags Head: This holiday home rental outside of Chesterfield comes with free WiFi so that you can feel at home during your trip. Kitchen amenities include a stovetop, a microwave and kitchenware.

How many holiday rentals will I find in Chesterfield?

With 44 Expedia holiday rentals, you're guaranteed 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 holiday rentals like in Chesterfield?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Chesterfield. Holiday rentals provide amenities such as patios, hot tubs and fire pits so you'll feel right at home. If you're concerned about a clean environment, a holiday rental can offer a sense of safety away from shared hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular option for a family getaway.

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