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House vacation rentals in Chesterfield

Find and book unique houses on Airbnb

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Popular amenities for Chesterfield house rentals

Pet-friendly house rentals

Top guest favorite
Home in The Park
4.98 out of 5 average rating, 138 reviews

Cosy modern house patio free parking 15 min walk

DanielRating, 5 stars4 days ago
Very well finished property in a lovely area of Nottingham. Very clear instructions of how to get there and came with a helpful guidebook of the area.
Guest favorite
Home in Derbyshire
4.9 out of 5 average rating, 164 reviews

Cheerful 2-bedroom home with free offroad parking

EmmaRating, 5 stars2 weeks ago
What a lovely place to stay. It was lovely and clean and the surroundings were beautiful. Easy to find and once we were there everything felt like home. The best part is waking up to the sheep each morning.
Top guest favorite
Home in Farnsfield
4.99 out of 5 average rating, 103 reviews

Charming & stylish cosy country barn conversion

Stephen Rating, 5 stars2 weeks ago
Susan is the best host! Lovely and thoughtful welcome amenities provided for our group, bumblebee barn is so homely, we felt comfortable from the moment we arrived. Peaceful and relaxing. Highly recommend
Top guest favorite
Home in Litton
4.98 out of 5 average rating, 282 reviews

Delightful 1 bedroom annexe with own patio

JoRating, 5 stars2 days ago
We had such a lovely stay here, the place was private, well presented, neat and tidy. It had everything we needed and was a comfortable home away from home. The little town was also very nice and a short walk to a small village shop and pub. Alison was very friendly and welcoming. Would defnitely stay again if we come back to England.
Guest favorite
Home in Totley
4.92 out of 5 average rating, 210 reviews

Charming fully equipped home 5min to Peak District

SallyRating, 5 stars2 days ago
a great place to stay for easy access to the city of Sheffield and the beautiful Peak District. So much to see and do!
Top guest favorite
Home in Castleton
4.93 out of 5 average rating, 908 reviews

Riverbank Cottage - Annex

FraserRating, 5 stars1 week ago
Booked this trip last minute and was not disappointed with our choice, the instructions for parking and how to find the cottage was spot on. Less then a couple minutes walk and you’re at all the coffee shops and pubs with a short drive to other villages and all the famous walks.
Top guest favorite
Home in Ashford in the Water
4.98 out of 5 average rating, 104 reviews

Quince Cottage

SarahRating, 5 stars1 week ago
This cottage stay was a dream! We loved walking around the village and eating at the local pubs and cafe. We also made use of the kitchen to prepare meals and loved eating in the garden. The beds are very comfortable, the entire space all together cozy. The village is about a 25-30 minute walk into Bakewell and a 10 minute drive to Chatsworth house. Highly recommended booking here!
Guest favorite
Home in Sheffield
4.84 out of 5 average rating, 301 reviews

Unique tucked away home in S10 sleeps 2+2

EleanorRating, 5 stars2 weeks ago
This was a super last-minute half term booking when our plan A holiday fell through. This lovely little place and warm, helpful, friendly host saved the day! Welcomed with home-made bread, jam, milk and eggs plus a really handy list of great walks, parks, pubs and cafes to visit. The cottage is cute, private, dog-friendly, had everything we needed and was in a fab spot to access the stunning Peak District within 15 mins. Rising Sun pub in walking distance an absolute bonus - even borrowed a book from the hidden library phone box on the corner! Loved our stay, defo didn't feel like a plan B - thank you Bronwen!

House rentals with a pool

Superhost
Home in Doncaster
4.94 out of 5 average rating, 94 reviews

Large Modern Décor 3 Bed with Driveway & Garden

Christopher JohnRating, 5 stars4 months ago
Lovely cosy house which was clean and tidy. This was our second stay at Homestead and we will be coming back.
Home in Derbyshire
4.75 out of 5 average rating, 4 reviews

Ashbourne Cottage near Dovedale

JackRating, 5 stars2 months ago
Really good place stay, easy to find. Had a great time!
Guest favorite
Home in West Yorkshire
4.94 out of 5 average rating, 32 reviews

Shelduck, hot tub, spectacular views & spa option

KateRating, 5 stars2 weeks ago
Angela’s place was accurately described. The place was clean, tidy and well equipment. Nice touch with the welcome hamper too! Surrounded by fields, it was nice and peaceful. Nice walks on the surrounding area. The hot tub was clean, and it done the job. Nice looking out in the fresh air. Thanks again for this. Just the ticket.
Superhost
Home in Hepworth

Grove Farm Cottage

ChloeRating, 5 stars1 month ago
Lovely stay, the farm was beautiful and the animal feeding was the highlight of our childrens’ stay. Pool was great, super clean everywhere, and they provided maps of local walks which we utilised too. Couldn’t have asked for much more.
Home in Derbyshire
4.67 out of 5 average rating, 6 reviews

The Farmhouse

LibbyRating, 5 stars3 months ago
We had a wonderful stay at the Farmhouse - the postcode took us to the farm, but the cottages were close by and easy to find. The kitchen was very well stocked with crockery and there was plenty of space for 10. The kids loved the swimming pool and football field. Highly recommended.
Guest favorite
Home in Alport
4.95 out of 5 average rating, 21 reviews

Peak District Manor: Pool + Hot Tub + Fire Pit

StephanieRating, 5 stars2 months ago
The house was absolutely incredible and excellent value for money. It was in stunning surroundings, the hot tub was amazing and the exclusive booking system for use of the pool was a lovely addition. The house was spotless and full of character and the private garden was also wonderful. The beds were really comfortable and there was just the right balance of charm, space and comfort. We definitely struck gold when booking this gem. Thanks so much for all of your support in making this a trip to remember!
Home in Buxton
4.86 out of 5 average rating, 7 reviews

The Manor House

EiraRating, 5 stars38 months ago
What a wonderful stay at Manor Farm. The house was beautiful, well maintained, extremely spacious and very comfortable. The surrounding countryside was stunning, with great food being served in nearby pubs and plenty of places to visit. Great space for youngsters too, with the wildlife - baby rabbits, sheep and birds and of course the swimming pool and games room, all of which they loved. Thanks to the hosts for their welcome and hospitable atmosphere.
Home in Buxton
4.64 out of 5 average rating, 11 reviews

Badgers Wood

JackRating, 5 stars46 months ago
Great value for money. Can't stress enough how friendly and reliable the staff were. We had a lovely week stay, the house was clean, the beds were comfy and the scenery was perfect. We were informed of the booking system for the swimming pool and games room, so you could have the room to yourself which was great. The pool was clean, the games room was kept tidy and the house surroundings were really lovely to walk around. You can tell the grounds were well maintained and kept in good shape as the workers never stopped, but were always so friendly. This property is perfect for bike riders, walkers and pub crawlers. You couldn't get bored.

Weekly house rentals

Guest favorite
Home in Eckington
4.9 out of 5 average rating, 40 reviews

Lovely house Eckington Sheffield

LilyRating, 5 stars2 weeks ago
Lovely clean and cosy house. Great communication
Guest favorite
Home in Cutthorpe
5 out of 5 average rating, 22 reviews

Elegant and exclusive Manor House stay, Derbyshire

AryanRating, 5 stars2 weeks ago
We had an absolutely wonderful stay at Salli’s place. The house itself is stunning, spacious, beautifully decorated, and equipped with everything we needed for a comfortable and relaxing trip. It’s also perfectly located, with easy access to some fantastic hiking trails nearby, which we really enjoyed exploring. Salli was an excellent host—friendly, responsive, and incredibly helpful throughout our stay, making sure we had everything we needed. We would highly recommend this property to anyone looking for a peaceful getaway in a beautiful setting. Thank you, Salli, for hosting us!
Guest favorite
Home in Bolsover
4.86 out of 5 average rating, 58 reviews

The Cottage - Derbyshire

KatieRating, 5 stars1 week ago
We (3 friends) had a really nice stay here. The house was very clean and well looked after and the views from the front of the house just amazing. Comfy beds, plenty of parking and the kitchen had everything we needed. Great location too for our visits to Bolsover Castle and Renishaw gardens.
Top guest favorite
Home in Derbyshire
5 out of 5 average rating, 16 reviews

1 Bedroom Terrace in Quiet area

DeepakRating, 5 stars6 days ago
Samuel is an excellent host, very procative, friendly and responsive. The place is well maintained and clean. I will highly recommend this place to anyone visiting Chesterfield. Would love stay here again on my next visit.
Top guest favorite
Home in Derbyshire
4.97 out of 5 average rating, 116 reviews

Riley Wood Cottage Top Riley Eyam

SimonRating, 5 stars2 weeks ago
very clean. nice touches with tea, coffee and biscuits. would definitely stay again
Top guest favorite
Home in Brimington
5 out of 5 average rating, 16 reviews

Blissful Barry’s

HarrietRating, 5 stars4 weeks ago
A comfortable and well appointed Airbnb in a lovely peaceful area. Host was always quick to respond to any questions and the whole process was easy and efficient. Would definitely recommend to anyone looking to stay near Chesterfield but in a more relaxed area!
Superhost
Home in Derbyshire
4.69 out of 5 average rating, 87 reviews

Commuters Getaway Chesterfield

LesleyRating, 5 stars3 weeks ago
we have just spent 5 days there would recommend it.Dan was very helpful .The house is very central for exploring the Peak District and is a nice walk into Chesterfield about 20 minutes, plenty of pubs to choose for meals .
Guest favorite
Home in Derbyshire
4.93 out of 5 average rating, 44 reviews

The Beehive

KatherineRating, 5 stars2 weeks ago
This was a real home from home, with everything needed to ensure a comfortable stay. Great value for money.

Quick stats about house rentals in Chesterfield

  • Total rentals

    60 properties

  • Nightly prices starting at

    ﺩ.ﺇ110 before taxes and fees

  • Total number of reviews

    3.3K reviews

  • Family-friendly rentals

    40 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. United Kingdom
  3. England
  4. Derbyshire
  5. Chesterfield
  6. House rentals