Chesterfield Holiday Rentals

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Holiday Rentals in Chesterfield

Roomzzz Nottingham City
4.0 star property
9.4 out of 10, Exceptional, (760)
"Brilliant Hotel with underground parking which was £10 for 24 hours. 5 minute walk to the shops. Right next door is the famous Rock City and we did wonder if we’d hear any noise from this but absolutely nothing at all and we stayed on a Friday night when it was open, our room was on the same side as Rock City and our window was in vent and still no noise at all. The facilities in the room were amazing it was like a mini apartment with a kitchen and everything you would need in it, fridge with...
The price is AU$115
per night
23 June - 24 June
Roomzzz Nottingham City
5* Detached Stone Cottage with a Private Indoor Pool (Not Shared)
10.0 out of 10, Exceptional, (210)
"Really enjoyed our stay here. Lovely cottage and pool was great. We will definitely return"
5* Detached Stone Cottage with a Private Indoor Pool (Not Shared)
Dwell City Living
4.0 star property
8.8 out of 10, Excellent, (85)
"Room 8- the bathroom had a bit of a strange smell. This is just a comment, no a complaint. The main door doesn't always close properly. These are just little things- overall very good."
The price is AU$149
per night
20 June - 21 June
Dwell City Living
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River Rooms Nottingham
8.4 out of 10, Very good, (212)
"Liked the touchless arrival and check out. Comfortable "
The price is AU$113
per night
20 June - 21 June
River Rooms Nottingham
Three Cranes Serviced Apartments
3.5 star property
9.0 out of 10, Wonderful, (77)
"Very nice! Would definitely recommend and stay again. Convenient parking nearby as well. "
The price is AU$138
per night
9 June - 10 June
Three Cranes Serviced Apartments
16 Pilcher Gate
4.0 star property
9.0 out of 10, Wonderful, (44)
"A very pleasing alternative to a hotel room. My apartment was clean and tidy and perfectly situated for my visit. Lots of rowdy venues nearby but the apartment was just far enough away to stop this from being intrusive. One minor observation. I was surprised to find a socket for a round pin plug but no USB port. "
The price is AU$154
per night
20 June - 21 June
16 Pilcher Gate
KSpace at The Point Studio Apartment
3.5 star property
9.2 out of 10, Wonderful, (28)
"The apartment was nice. Kitchen fully stocked. City centre location so was very noisy at night until 4am one night. The room also isn’t pitch black even with the curtains drawn. Could do with blinds. Floor was quite greasy and sticky so had to wear shoes the whole time. Checkout process was easy and quick. Parking was a nightmare. There’s a car park opposite the apartments but you have to pay and it’s very limited because it’s free after 8:30pm. Always fully packed. Had to park around the corner...
The price is AU$219
per night
18 June - 19 June
KSpace at The Point Studio Apartment
The Stay Company Friar Gate
4.0 star property
9.2 out of 10, Wonderful, (66)
"Hot water was very spasmodic "
The Stay Company Friar Gate
SACO Nottingham - The Ropewalk
4.0 star property
9.4 out of 10, Exceptional, (128)
"The only washer and dryer wasn’t working. The manager gave us a bottle of wine as compensation "
The price is AU$146
per night
9 June - 10 June
SACO Nottingham - The Ropewalk
The Stay Company - Dalby House
4.0 star property
8.8 out of 10, Excellent, (21)
"Had everything needed for a stay for a few nights. Really great to find there are basic welcoming supplies (milk, tea, coffee, cereal, etc.)"
The Stay Company - Dalby House
Padley Farm
9.6 out of 10, Exceptional, (114)
"Amazing place lovely people and views "
Padley Farm
The Stay Company Whitefriars House
3.0 star property
9.6 out of 10, Exceptional, (24)
"Brilliant property. Brilliant location and great amenities. Only issue was that it was the third floor which would be a problem for those unable to tolerate a lot of stairs. It is right in town and close to many shops , corner shops , restaurants, takeaways and bus/tram station. Within walking distance to the train station. "
The Stay Company Whitefriars House
William's Hillsborough Apartments
3.5 star property
8.4 out of 10, Very good, (59)
"It was a lovely stary but very cold at night"
The price is AU$146
per night
9 June - 10 June
William's Hillsborough Apartments
Spacesavers
3.5 star property
8.2 out of 10, Very good, (42)
"Great, clean, and pleasant stay. Very central too "
The price is AU$122
per night
9 June - 10 June
Spacesavers
The Nest
3.5 star property
6.2 out of 10, (13)
"It's a building with several apartments so ours did not exactly match the photos, but it did look similar enough. We were on the second floor and there was no lift - something to be aware of if you have trouble with stairs. The bed was really comfortable and the sheets were lovely and soft. The sofa was a little small but comfortable enough. The apartment was clean, but some of the kitchen utensils were dirty, presumably from previous guests. The oven did not work for us. I think the kitchen...
The price is AU$127
per night
9 June - 10 June
The Nest
Southwell Retreat Glamping Pods
2.0 star property
10.0 out of 10, Exceptional, (11)
" Very comfortable safe. Would highly recommend this place to stay"
Southwell Retreat Glamping Pods
Two bedrooms self-contained flat with Free Parking - Flat 2
3.0 star property
9.6 out of 10, Exceptional, (7)
"Lovely self contained flat. Everything you might need for a short stay. Very quiet. Beds were extremely comfortable. Free on street parking is a bonus."
The price is AU$100
per night
18 June - 19 June
Two bedrooms self-contained flat with Free Parking - Flat 2
Gratton Grange Farm Holiday Cottage
3.0 star property
9.8 out of 10, Exceptional, (24)
"A definite get away from the world escape, with Peak District walking to Robins Hood stride straight from the front door. Loads of breakfast food choices laid out and a very spacious property to chill in. "
The price is AU$181
per night
25 June - 26 June
Gratton Grange Farm Holiday Cottage
Deluxe Studio Apartments
3.0 star property
10.0 out of 10, Exceptional, (2)
"Very pleasant studio apartment. Clean, modern and well-presented. Comfortable king size bed, so slept well."
The price is AU$218
per night
24 June - 25 June
Deluxe Studio Apartments
Lazy Daisys Farm Cottages
3.0 star property
9.4 out of 10, Exceptional, (39)
"We enjoyed our stay. It was based in a lovely quiet area too. All great:)"
Lazy Daisys Farm Cottages
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See all available properties in Chesterfield
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Chesterfield Holiday Home Travel Info

Number of holiday homes
12
Popular accommodation
Chesterfield cottages
Known landmarks
Bolsover Castle, Hotel Van Dyk Theatre and Barrow Hill Roundhouse Railway Centre
International airport
Manchester (MAN)

Other types of properties in Chesterfield you may be interested in

Casa Hotel
4.0 star property
9.4 out of 10, Exceptional, (977)
"Friendly, efficient staff. Plenty free parking. Convenient base for shops & travelling around the Peak District. Quiet room, even though next to two busy roads. Plenty choice at buffet breakfast. "
The price is AU$245
per night
9 June - 10 June
Casa Hotel
Ringwood Hall Hotel & Spa
4.0 star property
8.2 out of 10, Very good, (775)
"A very nice hotel. The room was clean & comfy and I had a lovely meal"
The price is AU$145
per night
8 July - 9 July
Ringwood Hall Hotel & Spa
WILDES INNS
4.0 star property
8.8 out of 10, Excellent, (897)
"Nice looking Hotel with pleasant and attentive Staff. I will be back"
The price is AU$186
per night
9 June - 10 June
WILDES INNS
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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, 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 favourite 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 depend 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 AU$100 per night. Entering your travel dates in the search wizard might find you 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. 

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?

Newly renovated village cottage with stunning countryside views: This holiday home rental outside of Chesterfield is located on a river, and has a fireplace, a garden and laundry facilities to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop 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 Pomegranate Theatre and Barrow Hill Roundhouse Railway Centre. 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.

Recent reviews of Chesterfield properties
Expedia verified reviews