Top 10 Airbnb Vacation Rentals In Chesterfield, England - Updated 2024

Sumit
Sumit 
Updated
| 4 min read

The market town of Chesterfield lies in England’s Derbyshire county. It is 18 km (11 mi) from Sheffield and at the junction of the rivers Hipper and Rother. Make sure you stop for pictures at Church of St Mary and All Saints, which is easily recognizable by its crooked spire. Walk around medieval courtyards and alleys as you explore Chesterfield. Hop over to Hardwick Hall and marvel at its Elizabethan architecture. Plan a day trip to Bolsover Castle, which is a 15-minute drive from town. If you are interested in interacting with locals and buying various products, then checking out Chesterfield Open Air Market on the weekends should be on your list. Don’t forget to find the perfect place to stay. Read on below to learn about the top Airbnb vacation rentals in Chesterfield, UK.

We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on April 11, 2024.

1. Beautiful apartment with a garden (from USD 127)

Surrounded by greenery, this apartment for four people is a great holiday home. This rental includes two bedrooms, each with a comfortable double bed and an attached bathroom. Prepare a meal in the well-equipped kitchen and enjoy it in the courtyard, which comes with a seating arrangement. This modern apartment also features a charger for those who are traveling with an electric vehicle. Best of all, you will have access to a shared garden during your stay here.

Stayed at this property?
Chesterfield , England, United Kingdom
287 reviews   Superhost Wifi Available
Entire serviced apartment 3 Beds 6 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 6

Top guest reviews
Amenities & Room:
the reclining sofa chairs the chessboard the rain showers the superbly comfortable beddings
big and bright with a living room space with sky movie packages large bedrooms with en suites
the tv package was brilliant with all sports and films accessible for our evening entertainment
very comfortable and modern apartment
- comfortable beds; we slept well
Cleanliness:
everything was very clean and super comfortable
it was spotlessly clean with plenty of cleaning products available which was really reassuring in this covid era
very clean accomodation with modern kitchen and bathrooms
very clean smart and everything you need
philip's place is very spacious clean & tidy
Host:
great accommodation honest description nice host
phil was an excellent host with very quick response time
phil was a great host
phil the host is very quick to communicate and very helpful
phil was an exceptional host who made us feel very welcome
Location:
very good accommodation close to peak district
lots of interesting villages and sites close by too
the location was great and the house was perfect
really good central location so easy to get to nearby areas if you're visiting
just a short drive away from beautiful local walks
Read more reviews

2. Pet-friendly cottage for five (from USD 95)

This beautiful two-bedroom cottage can sleep up to five guests. Ideal for a group of friends or a family, this rental is a short drive from the famed Chatsworth House and Garden. While you’re here, head to the nearby supermarket and buy everything you need to prepare a meal in the fully equipped kitchen inside.

Relax on the comfortable sofa in the living room while watching a show on the 32-inch flat-screen HD TV. You will also find some transport guides, walking routes, and important information regarding local attractions in the living room.

Stayed at this property?
Chesterfield , Derbyshire (Peak District), United Kingdom
220 reviews   Superhost Wifi Available
Entire cottage 3 Beds 5 Guests 2 Bedrooms 1 Bathroom

Accommodates: 5

Top guest reviews
Amenities & Room:
the bathroom is light and airy with bath and excellent electric shower
our stay at andy's cottage was wonderful and very comfortable
lovey cosy and comfortable cottage
everything was perfect the cottage is very comfortable clean and close to nearby amenities
very comfortable well equipped cottage with a pretty garden
Cleanliness:
a lovely clean & well maintained cottage
everything spotless great communication
lovely fresh clean bedding and towels
well appointed cottage which was sparkling clean and very comfortable
check in was straightforward communication was brilliant and the place was spotless
Host:
the neighbours seem friendly and helpful too
he was very welcoming and helpful with any questions we had
can't fault the host
great host with excellent communication
great cottage and host the host was super responsive and gave lots of great locals tips
Location:
great location for the peaks and cosy cottage
great location for chesterfield and the surrounding area
it's a lovely cottage close to peak district
amazing place we will definitely come back :)
the location is great for exploring the peak district
Read more reviews

3. Comfortable and cozy townhouse (from USD 107)

This beautiful townhouse for four guests features two bedrooms; one with a queen bed and the other with a comfortable double bed. The indoor fireplace and the soothing colors of the rental create a very inviting ambiance. Unwind in the living room while watching TV or take a dip in the bathtub in the bathroom.

A host of local shops and restaurants are located steps away from this charming Airbnb vacation home. If you’re really here to explore, free parking on premises is available to guests traveling by car.

Stayed at this property?
Chesterfield, United Kingdom
216 reviews   Superhost Wifi Available
Entire townhouse 2 Beds 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
wifi worked well downstairs but not so much upstairs for me although it did for my friend
really comfortable beds both in large bedrooms
nice and cozy place perfect for 4 ppl
Cleanliness:
very clean and comfortable stay
a beautifully clean and comfortable house
lovely clean house with two double beds
the house was spotless clean and very warm
a clean well furnished and homely place
Host:
dan was also a great host
host was very communicative with good instructions very cute and stylish apartment
clean host has quick responses and a great location if you want to visit chatsworth house
Location:
great location in chesterfield walking distance to town and grocery store
great location for the peak district with 2 local pubs right around the corner
located in a quiet street with free parking
lovely house in a great location close to pubs shops town centre
very quiet neighbourhood and super communicative to ensure we had a great stay
Read more reviews

4. Modern accommodation with private entrance (from USD 57)

Ideal for up to four guests, this contemporary Airbnb vacation rental in Chesterfield is packed with amenities to ensure a comfortable holiday. The kitchen here includes a refrigerator, a microwave, other cooking necessities, pots and pans, dishes and silverware, a stove, an oven, and a coffee maker. This home also has two bedrooms and a bright living room.

A personal entrance to the property ensures full privacy and security during your stay. The famous historic Chatsworth House is a short drive from here.

Stayed at this property?
Derbyshire, England, United Kingdom
98 reviews   Superhost Wifi Available
ENTIRE HOME 3 Beds 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
cosy and comfortable with good amenities
bathroom had an excellent shower
Cleanliness:
lovely clean and tidy
nice and clean lovely extra touches left for us
lovely clean house really well appointed and lots of nice personal touches
quiet area house was very clean nice looking interior
clean accommodation with nice little touches drinks pack and a little bathroom wash bag
Host:
highly recommend this hosts house
carole is very friendly and helpful
super value and carole was really helpful
our host was really helpful with any queries and responded in super quick time
Location:
great location and wonderful house
wonderful place located near a beautiful castle
perfect little place close to chesterfield town centre
perfect location for easy access into the peak district and close by shops for food and petrol
very nice house in a fantastic location close to beautiful walks in the peak district
Read more reviews

5. Two-bedroom apartment near town center (from USD 123)

Suitable for up to three people, this apartment is a great starting point for exploring Peak District. This holiday home is also within walking distance from the historic town center of Chesterfield. The M1 motorway is also nearby, making it easy for those traveling by car. This comfortable, clean, and well-equipped apartment features WI-Fi connection, which can help you find nearby places of interest before you head out. A long-term stay is also available at this rental.

Stayed at this property?
Chesterfield, England, United Kingdom
83 reviews   Wifi Available
ENTIRE RENTAL UNIT 2 Beds 3 Guests 2 Bedrooms 1 Bathroom

Accommodates: 3

Top guest reviews
Amenities & Room:
loved having the usb ports through the property
the sofa was huge and comfortable
really loverly apartment had a fab time
we had everything we needed very comfortable
Cleanliness:
this apartment was very clean
clean comfortable and well equipped apartment
lovely clean apartment feels very home-like
it was spacious clean and had lots of nice touches
a clean and cosy with all mod cons
Host:
the host lucy was very helpful
lucy was a great host and very quick in responses
thank you lucy for bring the perfect host
Location:
great location - short walk to the town centre
great location not far from town centre
the flat is in a great location and only a short walk into the town centre
a fantastic 2 bedroom apartment within easy walking distance of the town and train station
nice little apartment in a great location
Read more reviews

6. Pet-friendly studio apartment (from USD 81)

This cozy and clean apartment is located in a quiet neighborhood, and it can sleep up to two people. Breakfast bar and stools, an integrated fridge freezer, a TV, a microwave, and an oven are some amenities you can expect here. If you just want to stay indoors, just sit back in the living room and watch your favorite shows. This rental also allows you to bring your furry friend on your vacation.

Explore Peak District, which is a bus ride away. Chatsworth House can also be easily reached from here. What’s more, you’ll find a number of restaurants, coffee shops, and bars a few steps away.

Stayed at this property?
Chesterfield, England, United Kingdom
242 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 1 Bed 2 Guests 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
there was also a breakfast hamper for us which was a welcome addition
well equipped and a lovely comfortable bed
Cleanliness:
spotlessly clean and lovely studio apartment
very clean and comfortable
immaculately clean and private studio in a quiet residential area
the place was spotless and very comfortable
super stay in lovely clean and welcoming property
Host:
jill was very welcoming host and caring
jill is a great host
jill is a fantastic host and knows the peak district really well
jill the host was very friendly and brilliant at communicating
jill is an excellent friendly host
Location:
ideal for a quiet night
jill’s studio is excellent and well located
great stay at jill’s and perfect location for me
good location; about 20-30 minute drive from the peak district
a lovely cute little apartment in a quiet street
Read more reviews

7. Modern home with garden (from USD 119)

This home away from home is a great choice for those traveling with kids. This rental features three bedrooms and can accommodate up to four individuals. The availability of a travel cot, a high chair, children’s tableware, plug socket covers, baby safety gates, and table corner guards makes things easier for travelers with kids.

Several grocery stores and takeaways are within walking distance from this comfortable property. If you don’t feel like going anywhere, spend some relaxing in the well-manicured garden here.

Stayed at this property?
Derbyshire, England, United Kingdom
92 reviews   Superhost Wifi Available
ENTIRE HOME 3 Beds 4 Guests 3 Bedrooms 1 Bathrooms

Accommodates: 4

Top guest reviews
Cleanliness:
very clean and a great place to stay
the house itself was very clean and well stocked
very clean got everything you need and more
it was very clean and made welcoming for us
the house was very clean and is a great space
Host:
the owner of this property clearly takes a great deal of pride in it
a beautiful house in a quite road well equipped and a very helpful host
a beautiful house impeccably maintained/decorated and a perfect host
Location:
a great location with fantastic stately homes near by to visit
it’s really well located very close to all the beauty spots of the peak district
ideal location for us to visit our family in dronfield
lovely spacious house in a convenient location for visiting the peak district
frances place was perfect for our work trip very tidy and had all the stuff needed to maintain it
Read more reviews

8. Spacious accommodation for long-term stays

Ideal for a big group, this rental offers three bedrooms and serves as a great spot for business travelers, families, and professionals. Two bedrooms at this property include a couple of single beds, while the third bedroom features only one single bed. The availability of an iron, an ironing board, a hairdryer, hangers, and a workspace makes this accommodation suitable for long-term stays, as well.

Stayed at this property?
Chesterfield, England, United Kingdom
12 reviews   Wifi Available
ENTIRE HOME 5 Beds 7 Guests 3 Bedrooms 1 Bathrooms

Accommodates: 7

Top guest reviews
Amenities & Room:
the beds were very comfy and the kitchen and living room were really nice to spend time in
Cleanliness:
the house was very clean and spacious
very clean and consideration given to needs
Host:
generous space and a responsive host
Location:
great house with a fairly central location
nice layout clean close to town centre
Read more reviews

9. Holiday home close to points of interest (from USD 206)

This holiday home is packed with everything you need for a comfortable vacation. It can easily sleep up to five people in its three bedrooms. A short stroll will take you to the historic town center. Plus, a number of local shops, restaurants, and supermarkets are within walking distance from this Airbnb vacation rental in Chesterfield.

Stayed at this property?
Chesterfield, United Kingdom
111 reviews   Wifi Available
ENTIRE RENTAL UNIT 5 Beds 5 Guests 3 Bedrooms 1 Bathrooms

Accommodates: 5

Top guest reviews
Amenities & Room:
comfortable beds and plenty of room in lounge and kitchen with all amenities you may want handy
jonines place was lovely and comfortable and well equipped for a lovely stay would definitely stay again
Cleanliness:
very clean and spacious flat
a lovely spacious very clean and well equiped flat
it is immaculately clean with comfortable beds
flat was clean and had a well-equipped kitchen
the rooms are spacious and clean and beds comfortable
Host:
friendly and helpful owner
we met the hosts briefly and they were lovely
lovely place & great value janine was a great host and would definitely stay again
i reported this to the host after my brief stay so i hope it will now be resolved
janine was a thoughtful host and decorated the flat for our christmas stay
Location:
really great location for chatsworth house as well
good location for town centre and to get out into the dales
fantastic space in a great location
great location easy to walk into town for shops and eating out
the location offers very easy access to the beauty of the peak district
Read more reviews

10. h-century guesthouse with gym and sauna access (from USD 164)

This 19th-century guesthouse combines old-world charm and modern-day comforts. The soothing colors of the interior create an inviting atmosphere. The balcony with a seating arrangement is the ideal spot to sit back and unwind with a cup of tea or coffee. Don’t miss out on your fitness routine during your vacation as this property also features a shared gym and a sauna.

This guesthouse is a great starting point to explore places like Chatsworth House, Peak District, and Northern England.

Stayed at this property?
Chesterfield, England, United Kingdom
103 reviews   Wifi Available
Entire guesthouse 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
loverly place gated off area for your sole use with tables and chairs and sofas if the weathers nice
it felt very comfortable and cosy we had everything need to be able to cook and chill
great to have access to our own kitchen and a cosy living room space
amazing stay over bank holiday weekend very thoughtful touches and a very comfortable stay
Cleanliness:
very clean and modern
nice and clean space throughout
the apartment was super clean
the place was spotlessly clean and we had everything we needed for a comfortable stay
the place is modern and clean and has easy access into town centre
Host:
very helpful hosts when needed
the hosts were lovely and very helpful
20 mins from bakewell and the hosts were very responsive and welcoming
the hosts are extremely nice we had an unforgettable time there
it is a lovely accommodation very welcoming and helpful people
Location:
close to town centre in easy walking distance and a good selection of walks locally
great location pictures dont do it justice
this place is a little gem the location is great for exploring the area
it was a good location to explore peak district
great cottage within easy walking distance of chesterfield and a short drive to matlock
Read more reviews

Escape city life and visit Chesterfield

The close proximity of Chesterfield to Sheffield makes it a great weekend getaway for many travelers. This market town offers a blend of old-world charm and modern convenience. If you are staying here, choose one of the best Airbnb vacation rentals for a great experience.

Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Sumit lived in the UK for 10 years and experienced the hustle and bustle of the urban life. However, the serene Scottish country side is where his heart lies. He is still unable to understand Welsh...Read more

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