Chesterfield Holiday Rentals from €61: Search Short-Term Rentals

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Holiday Rentals in Chesterfield

"Roomzzz is awesome ! If nightlife is what you want in a bustling cultured city with absolutely everything you could possibly need within a stones throw , look no further ! Being located next door to Rock City is king 🤘"

includes taxes & fees

6 Apr - 7 Apr

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

"Great and easy accessible for a great price "

includes taxes & fees

21 Apr - 22 Apr

"Great if you need somewhere cheap to just stay the night. The room was perfectly clean but a bit run down and in need of some TLC. (Peeling paint, damp ceilings etc). We just needed a clean bed to stay the night and it did exactly that. Perfectly clean and the communication with the staff is quick and effective. "

includes taxes & fees

9 Apr - 10 Apr

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

"Felt safe and it was clean. Would have liked another communication method for international travelers who can't call. Tried to email but wouldn't go through. Overall, nice property and I would stay again."

includes taxes & fees

21 Apr - 22 Apr

"Highly recommended for a stay in Sheffield particularly if you dislike hotel culture. "

includes taxes & fees

8 Apr - 9 Apr

includes taxes & fees

5 Apr - 6 Apr

"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

13 Apr - 14 Apr

Luxury Penthouse, City View | Balcony view

"Great location, great views from the balcony, awesome room, will definitely be staying here again."

includes taxes & fees

10 Apr - 11 Apr

"Great apartment everything you need"

"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

7 Apr - 8 Apr

"Easy to find and access, good gated parking, lovely and clean apartment, the milk and cereal was a welcoming and thoughtful touch, would recommend and would stay again "

"The cottage was just as described. Perfect for our 2 night stay . Cosy especially with the log fire. Great base for getting out on fab walks ( we did Win Hill and Mam Tor ). Would certainly book again . "

37-inch Smart TV with cable channels, TV

"Lock on the bathroom didn’t work, wifi not great. We stayed in number 19 flat 3. Don’t feel it should be advertised as luxury/deluxe, location really good so would recommend for that. And good value for money, perfect for 1-2 nights 👍 Wife says could’ve done with another mirror for getting ready. "

includes taxes & fees

16 Apr - 17 Apr

"AVOID!!!!! No one nor any info available at check-in. Hosts supplied email address & mobile number weren’t in service/operational. Hotels.com agents, the hosts management company, Travelnest had the same issue, hence their vetting & monitoring processes are very questionable. Extremely distressing & frustrating experience. Wouldn’t wish the above ‘experience’ on anyone else, AVOID!!!"

"Fabulous house, has everything you need.Games room and hot tub great for all the family to get together."

"Had a wonderful one night stay, lovely tranquil relaxing location. Dog friendly, even supplied dog treats, bowls and throws for the dog. Would highly recommend, planning to return in the summer for a few days."

includes taxes & fees

6 Apr - 7 Apr

"A beautiful bungalow on the doorstep of free to walk Ilam Hall grounds and 1.5 mile walk to Dovedale stepping stones.Well equipped property with toys, colouring books and dvds for kids.6 year old didn't want to leave. "

includes taxes & fees

20 Apr - 21 Apr

"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. "

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"Nice old buildings, lovely gardens. Standard rooms are dated, but more cosy than a premier inn."

includes taxes & fees

20 Apr - 21 Apr

Lunch and dinner served, British cuisine

"I have been staying in this hotel for the last 15 months and I can honestly say it is one of the best hotels I've stayed in the UK. Its always very clean and good amenities, the food is delicious, good treadmills with a decent gym but, I do think there does need to be dumbbells up to 20kg and the price of a pint is a bit steep but it is a lovely setting. Special thanks to Corey, Debbie, Liam, Max and Mark for everything they did for me while staying at the hotel and if I am ever back in the area...

includes taxes & fees

12 Apr - 13 Apr

"Very convenient distance from the people we were to visit.Reasonably priced but with good parking,clean and tidy rooms and excellent staff."

includes taxes & fees

27 Apr - 28 Apr

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 €61 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

"Nice and clean and easy to find"

A verified traveller stayed at ibis Nottingham Centre

Posted 22 hours ago

5/5 Excellent

"Arrived early and was checked in on arrival as room was ready - very much appreciated. Bathroom could do with a little more ventilation - signs of mould appearing on roof / in corners but overall clean. Good sized rooms, bed very comfey. Hotel easy to fine, good walking distance from Motorpoint arena - would definitely stay here again. "

A verified traveller stayed at Leonardo Hotel Nottingham

Posted 2 days ago

5/5 Excellent

Would stay again :-)

"The reception team were extremely friendly, and promptly got us checked in. The room was really nice, clean & well equipped - I can’t think of anything that wasn’t in the room that we may have wanted. The door to the bathroom was glass and difficult to close - it had to be closed using a bit of force and therefore was loud- which wasn’t great in the middle of the night! As two friends travelling, closing the door was a must so leaving it ajar wasn’t an option. Only a small part though, my overall stay was great. Excellent location too! "

A verified traveller stayed at Park Plaza Nottingham

Posted 2 days ago

5/5 Excellent

Amazing stay

"Our stay was lovely the staff was so attentive our kettle wasn’t working in our room so we called reception and they fixed it immediately, there was a few different places where there was dust and the shower floor and water marks on the shower door but overall very clean "

A verified traveller stayed at Hex Wildlife Hotel

Posted 4 days ago

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?

Large Victorian 6 bed house in the centre of Matlock with hot tub and games room: This holiday home rental outside of Chesterfield is located in the city centre, and has a fireplace, a garden and laundry facilities to put you at ease in your new surroundings. It has 6 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 selection of games and 1 hot tub.

How many holiday rentals will I find in Chesterfield?

With 48 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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Holiday Rentals in Chesterfield

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Check prices for these dates

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

The Linden Leaf Rooms - Classy Studios

The Linden Leaf Rooms - Classy Studios

Dwell City Living

Dwell City Living

KSpace @ The Point

KSpace @ The Point

Broomfield Hotel

Broomfield Hotel

SACO Nottingham - The Ropewalk

SACO Nottingham - The Ropewalk

St Mary's Quarters

St Mary's Quarters

The Stay Company Whitefriars House

The Stay Company Whitefriars House

Three Cranes Serviced Apartments

Three Cranes Serviced Apartments

The Stay Company Friar Gate

The Stay Company Friar Gate

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

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

Spacesavers

Spacesavers

Charming 1-bed Apartment in Barnsley

Charming 1-bed Apartment in Barnsley

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

Southwell Retreat Glamping Pods

Southwell Retreat Glamping Pods

Self Catering Holiday Cottage in Ilam

Self Catering Holiday Cottage in Ilam

Comfortable Stay - St James

Comfortable Stay - St James

Padley Farm

Padley Farm

Other types of properties in Chesterfield you may be interested in

Ringwood Hall Hotel & Spa

Ringwood Hall Hotel & Spa

WILDES INNS

WILDES INNS

ibis Chesterfield North - Barlborough

ibis Chesterfield North - Barlborough

Find out more about Chesterfield

Find out more about Chesterfield

Recent reviews of Chesterfield properties

Recent reviews of Chesterfield properties

ibis Nottingham Centre

Frequently asked questions

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