Chesterfield Vacation Rentals

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

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Tonight
Nov 1 - Nov 2
Tomorrow
Nov 2 - Nov 3
Next weekend
Nov 7 - Nov 9
In two weeks
Nov 14 - Nov 16

Vacation Rentals in Chesterfield

Family Grande Studio | In-room safe, desk, iron/ironing board, travel crib
Roomzzz Nottingham City
Roomzzz Nottingham City
4.0 star property
9.2 out of 10, Wonderful, (887)
"Its immaculately clean, staff are great and the room is everything youwant it to be."
United Kingdom
Antony
$59 nightly
The price is $71
Nov 23 - Nov 24
Total with taxes and fees
Roomzzz Nottingham City
Luxury Penthouse, City View | Balcony view
St Mary's Quarters
St Mary's Quarters
4.0 star property
9.6 out of 10, Exceptional, (17)
"Super clean. Comfiest bed I’ve ever slept in! Easy to book late check out. Nice touches in the room, biscuits and coffee machine. Digital check in was nice and easy. "
United Kingdom
Carly
$132 nightly
The price is $159
Nov 23 - Nov 24
Total with taxes and fees
St Mary's Quarters
Standard Triple Room, Ensuite (Basement ) | Food and drink
River Rooms Nottingham
River Rooms Nottingham
2.0 star property
8.4 out of 10, Very Good, (314)
"Very handy for getting into town on local buses. Next to Notts cricket "
United Kingdom
Jennifer
$65 nightly
The price is $77
Nov 9 - Nov 10
Total with taxes and fees
River Rooms Nottingham
Lobby sitting area
Dwell City Living
Dwell City Living
4.0 star property
8.8 out of 10, Excellent, (132)
"Always a good experience, you get a decent size room with a full kitchen. Great for an independent stay close to the city centre. "
United Kingdom
Lars Erik
$81 nightly
The price is $91
Nov 3 - Nov 4
Total with taxes and fees
Dwell City Living
42-inch TV with satellite channels
SACO Nottingham - The Ropewalk
SACO Nottingham - The Ropewalk
4.0 star property
9.4 out of 10, Exceptional, (168)
"The staff was very helpful. The apartment was in very good order with all of the needed gear to have a comfortable 10 day stay. The bed was very comfortable. We told a lot of our friends and family how nice it was and recommended it for their out of town visitors."
United States
Scott
$78 nightly
The price is $93
Nov 2 - Nov 3
Total with taxes and fees
SACO Nottingham - The Ropewalk
Penthouse Studio | Terrace/patio
KSpace @ The Point
KSpace @ The Point
3.5 star property
9.4 out of 10, Exceptional, (55)
"Excellent value, central location."
United Kingdom
Charlotte
KSpace @ The Point
Indoor pool, a heated pool
5* Detached Stone Cottage with a Private Indoor Pool (Not Shared)
5* Detached Stone Cottage with a Private Indoor Pool (Not Shared)
10.0 out of 10, Exceptional, (250)
"Another lovely stay at this property. Was exactly as our first visit last year. It's a great property, clean and well equipped. Any questions were answered by Ray & Julie. Love the pool, which is great to use after a day of exploring the local area. We had a fab time here."
United Kingdom
Stephanie S.
5* Detached Stone Cottage with a Private Indoor Pool (Not Shared)
Deluxe Apartment, 1 King Bed with Sofa bed | Private kitchen | Full-size fridge, microwave, oven, stovetop
Bushrah House
Bushrah House
2.0 star property
$461 nightly
The price is $554
Nov 2 - Nov 3
Total with taxes and fees
Bushrah House
Superior Studio, 1 Double Bed | Desk, laptop workspace, soundproofing, free WiFi
Three Cranes Serviced Apartments
Three Cranes Serviced Apartments
3.5 star property
8.4 out of 10, Very Good, (126)
"Great place to stay"
United Kingdom
Graham
Three Cranes Serviced Apartments
Deluxe Studio, Ensuite (King) | 1 bedroom, premium bedding, blackout drapes, iron/ironing board
Deluxe Studio Apartments
Deluxe Studio Apartments
3.0 star property
9.2 out of 10, Wonderful, (10)
"Lovely little place - would stay again 🙂"
United Kingdom
G
$124 nightly
The price is $138
Nov 22 - Nov 23
Total with taxes and fees
Deluxe Studio Apartments
37-inch Smart TV with cable channels, TV
Spacesavers
Spacesavers
3.5 star property
8.2 out of 10, Very Good, (54)
"Great location & nice place, sorted us right out for the night!"
United Kingdom
Matthew
$74 nightly
The price is $89
Nov 2 - Nov 3
Total with taxes and fees
Spacesavers
Comfort Studio, 1 Double Bed | Private kitchen | Electric kettle, cookware/dishes/utensils, dining tables
The Nest
The Nest
3.5 star property
6.4 out of 10, (15)
"Excellent location, specious flat, will definitely book again!"
United Kingdom
Magdalena
$75 nightly
The price is $75
Nov 2 - Nov 3
Total with taxes and fees
The Nest
Private kitchen
For Students Only Nottingham
For Students Only Nottingham
2.0 star property
10.0 out of 10, Exceptional, (1)
"Thanks Rebeka and the all team ! "
Australia
Leonardo
$116 nightly
The price is $123
Nov 9 - Nov 10
Total with taxes and fees
For Students Only Nottingham
Deluxe Apartment, 1 Bedroom | Private kitchen | Full-size fridge, microwave, oven, stovetop
The Stay Company Friar Gate
The Stay Company Friar Gate
4.0 star property
9.4 out of 10, Exceptional, (102)
"Will be staying again"
United Kingdom
Keeby
The Stay Company Friar Gate
Apartment | Private kitchen | Fridge, microwave, oven, stovetop
Cosy Nottingham Apartment - 1 Bedroom
Cosy Nottingham Apartment - 1 Bedroom
3.0 star property
$116 nightly
The price is $139
Nov 3 - Nov 4
Total with taxes and fees
Cosy Nottingham Apartment - 1 Bedroom
Exterior
Southwell Retreat Glamping Pods
Southwell Retreat Glamping Pods
2.0 star property
10.0 out of 10, Exceptional, (28)
"Really nice decorated clean pods, area is quiet Lyndsey was lovely she was on site when we checked in so showed us around, everything in the pod is well thought out, would defo recommend this place and weve already talked about coming back "
United Kingdom
rebecca
Southwell Retreat Glamping Pods
View from room
The Stay Company Whitefriars House
The Stay Company Whitefriars House
3.0 star property
9.4 out of 10, Exceptional, (62)
"Everything about these apartments were excellent. Would definitely stay here again"
United Kingdom
joseph
The Stay Company Whitefriars House
Luxury Apartment, Accessible, Ensuite (Family) | View from property
Padley Farm
Padley Farm
2.0 star property
9.6 out of 10, Exceptional, (124)
"Nice place,quiet and clean owners are very nice will be stopping again"
United Kingdom
Paul
Padley Farm
Duplex, Non Smoking, Kitchen | Living area | 49-inch Smart TV with digital channels, TV, Netflix
The Old School House & Rooms- The Lace Market
The Old School House & Rooms- The Lace Market
3.5 star property
10.0 out of 10, Exceptional, (2)
"Wonderful little apartment. Perfect position, central but not busy. No traffic noise or noise at all in fact! Excellent communication, had everything you could want and very comfortable. Will definitely be staying again. "
United Kingdom
Helen
The Old School House & Rooms- The Lace Market
Exterior
Cosy Barn in The Peak District National Park - ideal for walkers. Dog friendly .
Cosy Barn in The Peak District National Park - ideal for walkers. Dog friendly .
9.8 out of 10, Exceptional, (24)
"We loved our stay the Hay Barn. Perfect size and location for our family getaway. Hosts were friendly and helpful. The area is a firm favourite for us, plenty of lovely towns and activities to do . We would definitely rebook in the future."
United Kingdom
Michelle W.
Cosy Barn in The Peak District National Park - ideal for walkers. Dog friendly .
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chesterfield Hotel Reviews

The Orchard Hotel & Restaurant

The Orchard Hotel & Restaurant

10/10 Excellent
"Room excellent, good value for money, clean, professional staff"
Joseph 2-night trip
Posted 4 hours ago
The Orchard Hotel & Restaurant

Find out more about Chesterfield

Everything you need to know about Chesterfield vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chesterfield vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chesterfield vacation 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 low season months. For more hustle and bustle, you may prefer to visit Chesterfield in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $71 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Chesterfield rentals

At Expedia, we put the best Chesterfield vacation 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 vacation.

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 vacation rental in Chesterfield?

Yes, you can find vacation rentals in Chesterfield close to The Herb Garden, or you can choose a secluded option if you want a relaxing stay. Our travelers 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 vacation home rentals that Chesterfield has to offer?

Studio Self contained flat free Parking: You might want to consider this vacation rental near Chesterfield, which is near a train station and equipped with WiFi and a TV to help you feel perfectly comfortable in your new surroundings. Amenities like a microwave and free parking are also available for your convenience.

How many vacation rentals will I find in Chesterfield?

With 37 Expedia vacation rentals, you're sure 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 vacation rentals like in Chesterfield?

Vacation rentals are private properties you can stay in for several days or longer in Chesterfield. Vacation rentals feature extras such as WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of privacy away from shared hotel elevators and lobbies bustling with people while still allowing you to travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive option for a family trip or a small group gathering.