Chesterfield Holiday Rentals from €54: Search Short-Term Rentals

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

Self Catering Holiday Cottage in Ilam : This holiday home rental outside of Chesterfield is located on a river, and has a fireplace, a patio and laundry facilities to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

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Holiday Rentals in Chesterfield

"Loved the fact there were kitchen facilities plus crockery etc in the hotel room. Cleanliness was excellent. Very central location. Would recommend staying there. "

includes taxes & fees

2 Mar - 3 Mar

"Excellent property. Swimming pool and jacuzzi were very nice"

"Great"

includes taxes & fees

2 Mar - 3 Mar

Penthouse Stunning Spacious Exclusive Living in the Creative Quarter | Living area

"Great location, very reasonably priced, comfy and clean. It was also great to have kitchen facilities on hand for a longer stay."

includes taxes & fees

23 Mar - 24 Mar

Premium bedding, soundproofing, iron/ironing board, free WiFi

"The room felt luxury, was very well cleaned and worth the price. The area is really quiet during the night which is nice, overall really nice hotel the only problem was the online check in. "

includes taxes & fees

9 Mar - 10 Mar

"Was ok for what I needed but a bit impersonal "

includes taxes & fees

4 Mar - 5 Mar

"Lovely apartment with all the facilities, and a very comfy bed. The communication was excellent and my pet deposit was refunded really quickly too, could not fault the communication or the instructions for entry. It is also located close to a nice little park with a Tesco just around the corner. My only complaint was that the shower head was mouldy, and when I changed the pressure a fair bit of mould came out (luckily not onto me!), the rest of the apartment was good but this let it down."

includes taxes & fees

24 Feb - 25 Feb

"Joe is easy to reach. The location of this property is superb. It's in city centre. The tram is within a couple of minutes walk. Everything is within walking distance. "

includes taxes & fees

2 Mar - 3 Mar

"I would highly reccomend SACO Nottingham! The staff were really friendly and communication was excellent, both prior to and during our stay. The apartment was lovely, comfortable and clean. The location is great and easy walking distance into the town centre, but also with safe on-site parking. The extra little touches in the apartment were thoughtful and much appreciated! "

includes taxes & fees

17 Mar - 18 Mar

"Great apartment everything you need"

"Beautiful location with plenty to do."

"Quite location "

"Amazing place to stay we thoroughly enjoyed it. Hot tub was a great addition. Comfortable beds, cosy living rooms and everything you could need. "

"Very thoughtfully appointed pods, and a friendly host. Had a lovely, cozy stay on our anniversary, and had a very memorable experience."

includes taxes & fees

24 Feb - 25 Feb

"Great location to explore the Peaks and views from the village are breathtaking. Three local pubs but didn’t serve the food and unfortunately the fish and chip shot is closed until early January so we had to buy some food from the CooP. Parking is tricky unless you have a really small car but we’ve managed to park not far from the property and we could walk to places locally. The cottage has all you’d need for a few days stay and any questions we’ve had were quickly responded to by the owner...

37-inch Smart TV with cable channels, TV

"This hotel was more like a flat that i wouldnbe happy to live in, more than enough space and everything you could ever need in the stay"

includes taxes & fees

2 Mar - 3 Mar

"Had a great time celebrating a joint 40th. Lots of room and great location. All nice and easy with the host. Perfect!"

"House was beautifully presented. Catered for all our needs! Great location…."

"The apartment is lovely furnished with a full kitchen and it is very clean and everything you need is ready. The hot chocolate and the biscuits are so lovely. Staffs are nice and ready to help. There is an ice cream farm nearby. The milk and ice cream are fabulous. "

"Just do easy - staff always great. "

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"Lovely hotel and very clean"

includes taxes & fees

9 Mar - 10 Mar

"Thank you for a wonderful stay though one night only. "

includes taxes & fees

9 Mar - 10 Mar

Lunch and dinner served, British cuisine

"The staff were very helpful, respectful but friendly. I was at a course near the hotel on Sunday so was slightly disappointed the restaurant was late opening on Sunday morning. I did however get to my work on time! I would definitely stay at Wildes hotel again. Thank you"

includes taxes & fees

26 Feb - 27 Feb

Find out more about Chesterfield

Everything you need to know about Chesterfield 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 holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chesterfield holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chesterfield. 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 depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chesterfield 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 holiday rentals we have selected for you start as low as €54 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Chesterfield rentals

At Expedia, we put the best Chesterfield 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 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 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. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Recent reviews of Chesterfield properties

5/5 Excellent

"Great place to stay"

A verified traveller stayed at Radisson Blu Hotel, Sheffield

Posted 2 days ago

5/5 Excellent

Grand traditional comfortable hotel

"Georgian grand hotel. Hotel has done well to preserve the grand features. This is one for those who like character to a building. Staff were excellent. Service was fast and efficient. Lots of nooks and crannies to sit in with loads of old style leather oxblood sofas and chairs throughout- so comfortable after dinner drinking. Food was lovely. Only requests would be for fresh juices at breakfast rather than concentrate/ squash and a scrambled egg option. Very nice stay - will return. "

A verified traveller stayed at Britannia Palace Hotel Buxton & Spa

Posted 3 days ago

5/5 Excellent

Quality venue on the University campus

"I always enjoy staying here- it's peaceful, quiet and the fittings in the room exude quality. Breakfast is particularly good with a great choice and quality options. The lounge bar area varies depending on the number of delegates at the conference centre- there is rarely much of an atmosphere though."

A verified traveller stayed at The Orchard Hotel & Restaurant

Posted 3 days ago

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All accommodation types in Chesterfield

Frequently asked questions

Can I find a holiday rental in Chesterfield?

Yes, there are holiday rentals in Chesterfield close to The Herb Garden, 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?

Self Catering Holiday Cottage in Ilam: This holiday home rental outside of Chesterfield is located on a river, and has a fireplace, a patio and laundry facilities to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals will I find in Chesterfield?

With 50 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 Pomegranate Theatre and Barrow Hill Roundhouse Railway Centre. Bolsover Castle and Hardwick Hall 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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Holiday Rentals in Chesterfield

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Holiday Rentals in Chesterfield

Roomzzz Nottingham City

Roomzzz Nottingham City

5* Detached Stone Cottage with a Private Indoor Pool (Not Shared)

5* Detached Stone Cottage with a Private Indoor Pool (Not Shared)

River Rooms Nottingham

River Rooms Nottingham

16 Pilcher Gate

16 Pilcher Gate

Dwell City Living

Dwell City Living

The Linden Leaf Rooms - Classy Studios

The Linden Leaf Rooms - Classy Studios

KSpace @ The Point

KSpace @ The Point

Three Cranes Serviced Apartments

Three Cranes Serviced Apartments

SACO Nottingham - The Ropewalk

SACO Nottingham - The Ropewalk

The Stay Company Whitefriars House

The Stay Company Whitefriars House

Self Catering Holiday Cottage in Ilam

Self Catering Holiday Cottage in Ilam

Historic Barn With Breathtaking Views Over Derbys/Staffs Border. Pet Friendly

Historic Barn With Breathtaking Views Over Derbys/Staffs Border. Pet Friendly

Newly refurbished luxury 5 bed riverside house with hot tub and annexe.

Newly refurbished luxury 5 bed riverside house with hot tub and annexe.

Southwell Retreat Glamping Pods

Southwell Retreat Glamping Pods

17th Century Stone, Traditional, Cosy, Country Cottage with Original Features

17th Century Stone, Traditional, Cosy, Country Cottage with Original Features

Spacesavers

Spacesavers

Perfect for all large groups in 7 all ensuite bedrooms . Pet friendly

Perfect for all large groups in 7 all ensuite bedrooms . Pet friendly

Large Victorian 6 bed house in the centre of Matlock with hot tub and games room

Large Victorian 6 bed house in the centre of Matlock with hot tub and games room

Padley Farm

Padley Farm

The Stay Company Friar Gate

The Stay Company Friar Gate

Other types of properties in Chesterfield you may be interested in

Casa Hotel

Casa Hotel

Ringwood Hall Hotel & Spa

Ringwood Hall Hotel & Spa

WILDES INNS

WILDES INNS

Find out more about Chesterfield

Find out more about Chesterfield

Recent reviews of Chesterfield properties

Recent reviews of Chesterfield properties

Radisson Blu Hotel, Sheffield

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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