Holiday Rentals in Chesterfield

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In one month
In two months
In three months

Holiday Rentals in Chesterfield

Roomzzz Nottingham City

4.0 star property
9.2 out of 10, Wonderful, (878)
"Handy place to stay close to shops, bars, etc. "
The price is €68
includes taxes & fees
12 Oct - 13 Oct
Roomzzz Nottingham City

St Mary's Quarters

4.0 star property
9.6 out of 10, Exceptional, (14)
"Great location, great views from the balcony, awesome room, will definitely be staying here again."
The price is €159
includes taxes & fees
7 Oct - 8 Oct
St Mary's Quarters

River Rooms Nottingham

2.0 star property
8.4 out of 10, Very good, (309)
"Have stayed here before, excellent location for football or cricket, room was clean and tidy and comfortable, will definitely stay again "
The price is €67
includes taxes & fees
8 Oct - 9 Oct
River Rooms Nottingham

Dwell City Living

4.0 star property
8.8 out of 10, Excellent, (130)
"Loved the location. Conveniently located for exploring the city centre on foot, but also amazingly quiet. "
Dwell City Living

KSpace @ The Point

3.5 star property
9.4 out of 10, Exceptional, (52)
"Really nice and well kept apartment studio. Great location. The only issue was the building construction made it noisy, dusty (if windows left open), and less than appealing curbside."
KSpace @ The Point

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

10.0 out of 10, Exceptional, (248)
"Absolutely wonderful pool. Owners were incredibly nice. Some very good walks nearby"
5* Detached Stone Cottage with a Private Indoor Pool (Not Shared)

SACO Nottingham - The Ropewalk

4.0 star property
9.6 out of 10, Exceptional, (161)
"Great Room, really spacious and clean perfect for the 4 of us. Would definitely recommend and stay again."
The price is €78
includes taxes & fees
26 Oct - 27 Oct
SACO Nottingham - The Ropewalk

The Linden Leaf Rooms - Classy Studios

2.0 star property
6.4 out of 10, (56)
"Nice and easy, small but not bad for 1 or 2 to stay"
The Linden Leaf Rooms - Classy Studios

Deluxe Studio Apartments

3.0 star property
9.2 out of 10, Wonderful, (9)
"Lovely little place - would stay again 🙂"
The price is €121
includes taxes & fees
16 Oct - 17 Oct
Deluxe Studio Apartments

Three Cranes Serviced Apartments

3.5 star property
8.4 out of 10, Very good, (125)
"Great place to stay"
Three Cranes Serviced Apartments

Bushrah House

2.0 star property
The price is €482
includes taxes & fees
7 Oct - 8 Oct
Bushrah House

Spacesavers

3.5 star property
8.2 out of 10, Very good, (54)
"Quirky set up, very central to Sheffield which was great, bare essentials but everything works"
The price is €80
includes taxes & fees
5 Oct - 6 Oct
Spacesavers

The Nest

3.5 star property
6.4 out of 10, (15)
"Excellent location, specious flat, will definitely book again!"
The Nest

The Stay Company Friar Gate

4.0 star property
9.4 out of 10, Exceptional, (101)
"Will be staying again"
The Stay Company Friar Gate

Cosy Nottingham Apartment - 1 Bedroom

3.0 star property
The price is €109
includes taxes & fees
7 Oct - 8 Oct
Cosy Nottingham Apartment - 1 Bedroom

The Stay Company Whitefriars House

3.0 star property
9.6 out of 10, Exceptional, (61)
"Everything about these apartments were excellent. Would definitely stay here again"
The Stay Company Whitefriars House

Harmony Haven - Executive suite

3.0 star property
2.0 out of 10, (2)
"Arrived and a person was staying in our apartment "
Harmony Haven - Executive suite

Borrowfield Lodge

3.0 star property
9.8 out of 10, Exceptional, (20)
"Thank you for a pleasant stay."
The price is €92
includes taxes & fees
16 Oct - 17 Oct
Borrowfield Lodge

Southwell Retreat Glamping Pods

2.0 star property
10.0 out of 10, Exceptional, (28)
"Very nice stay, thank you."
Southwell Retreat Glamping Pods

For Students Only Nottingham

2.0 star property
10.0 out of 10, Exceptional, (1)
"Thanks Rebeka and the all team ! "
The price is €106
includes taxes & fees
8 Oct - 9 Oct
For Students Only Nottingham
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Chesterfield Hotel Reviews

Find out more about Chesterfield

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 €67 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. 

Explore a world of travel with Expedia

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?

Studio Self contained flat free Parking: This holiday home rental outside of Chesterfield is near a train station, and equipped with a TV and WiFi to help you feel perfectly comfortable in your new surroundings. Amenities such as a microwave and free parking are also available for your convenience.

How many holiday rentals will I find in Chesterfield?

With 34 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.