
House vacation rentals in Chesterfield
Find and book unique houses on Airbnb
Top-rated house rentals in Chesterfield
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Chesterfield house rentals
Pet-friendly house rentals

Grade II Listed House near Chatsworth
Vernon House is a lovely place to stay. It worked well for a group of friends coming together for a reunion. The kitchen is well equipped for cooking meals for 10 people. The house is well laid out and tastefully decorated. We enjoyed a walk to Chatsworth House along a well marked footpath. Noise from the A6 was most noticeable on Sunday when we sat in the garden. In the house the traffic could not be heard. We were very happy with the house we had chosen for our gathering.

Wortley Barn, Bradwell Hope Valley Peak District
Great little find. The barn was beautiful, had everything that you would need and in a great location

Cheerful 2-bedroom home with free offroad parking
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.

Sleeps 6- Views of Curbar gap & near to Chatsworth
Beautiful cottage, felt so at home. The garden in particular was stunning. Beds were comfortable and the whole place was so clean and well equiped. The location is beautiful but do have to drive to a few things. We did the Curbar walk which is walkable from the cottage and is a lovely walk. We drove to Kinder Scout, Roaches, Luds Church, Hen Cloud and Millers Dale. Our dog loved the cottage, thank you so much we will ne back again 😊

Delightful 1 bedroom annexe with own patio
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.

Charming & stylish cosy country barn conversion
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

Charming fully equipped home 5min to Peak District
a great place to stay for easy access to the city of Sheffield and the beautiful Peak District. So much to see and do!

Riverbank Cottage - Annex
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.
House rentals with a pool

Large Modern Décor 3 Bed with Driveway & Garden
Lovely cosy house which was clean and tidy. This was our second stay at Homestead and we will be coming back.

Ashbourne Cottage near Dovedale
Really good place stay, easy to find. Had a great time!

Peak District Manor: Pool + Hot Tub + Fire Pit
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!

Haddon Grove Farmhouse - with pool & lots of heart
We very much enjoyed our stay in this lovely cottage. The space is great and as an extra bonus, you get to use a heated pool and brilliant games room. We went early Jan and there was loads of snow, as well as pretty cold temperatures, but the house warmed up very quickly and we were always more than comfortable. The property is close enough to Bakewell for a short drive or taxi ride, should you want to venture into town. We're thinking about going back in the summer.

The Manor House
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.

Badgers Wood
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.

Pippinwell
Me and my family really enjoyed our stay! The place was clean and there was plenty of space for all 8 of us (and our dog!). The area is stunning, very quiet with plenty of nice walks. The pool/games room area is shared with the other cottages, which wasn't made clear when booking. We thought it was part of our cottage, which we were slightly disappointed to find out this wasn't the case. However, overall we'd still consider staying here again!

Homely Dog Friendly Cottage | Carsington Water
This place is amazing - the cottage is well equipped and really well thought through. The beds are comfy and lots of space for a family of 4. It had all the amenities we needed and there are washing machines also on site if needed for longer stays. The games room and pool were a real plus point for teenagers too. We loved the fact you can walk to the reservoir with the dog really easily. The countryside is beautiful all around with many more glorious walks just a quick drive away too. The hosts are really quick to reply and were Flexible for us when our shopping turned up before our check in time which was much appreciated. We were lucky with the weather which made the stay even greater. Would definitely come back again if we can make it work.
Weekly house rentals

Lovely house Eckington Sheffield
Lovely clean and cosy house. Great communication

Luxury manor house with hot tub
We loved our stay at Gill and Steve’s. It’s one of the nicest we have ever stayed in. My husband and I plus 8 of our friends stayed for two nights. We had so much fun!!! The outside space is perfect for dinners and drinks. The house is huge and has everything we needed. Gill and Steve are amazing hosts. Such good people and were so responsive and helped us to make a lovely weekend for our friends. Enough parking for all 5 couples to drive!! Will be back!! :)

Elegant and exclusive Manor House stay, Derbyshire
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!

The Cottage - Derbyshire
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.

Cosy 2 bed home CHESTERFIELD
Me and my partner visited over Valentines weekend and were so pleased with the accommodation, it was easy to find and located in a lovely town with lots of pubs and takeaway options. Everything from the decor and furniture to the facilities available were brilliant, the house was spotless and we couldn’t find a single thing to complain about. Thoroughly enjoyed our stay and would happily return in the future x

Riley Wood Cottage Top Riley Eyam
very clean. nice touches with tea, coffee and biscuits. would definitely stay again

Blissful Barry’s
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!

Commuters Getaway Chesterfield
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 .
Quick stats about house rentals in Chesterfield
Total rentals
60 properties
Nightly prices starting at
G$6,277 GYD 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
- Manchester Vacation rentals
- Leeds and Liverpool Canal Vacation rentals
- Cheshire Vacation rentals
- Yorkshire Vacation rentals
- Darwen Vacation rentals
- Birmingham Vacation rentals
- Liverpool Vacation rentals
- North Wales Vacation rentals
- Cotswold District Vacation rentals
- Cotswolds Vacation rentals
- Oxford Vacation rentals
- River Thames Vacation rentals
- Condo rentals Chesterfield
- Rentals with a washer and dryer Chesterfield
- Cottage rentals Chesterfield
- Cabin rentals Chesterfield
- Pet-friendly rentals Chesterfield
- Rentals with outdoor seating Chesterfield
- Rentals with a patio Chesterfield
- Rentals with a fireplace Chesterfield
- Apartment rentals Chesterfield
- Family-friendly rentals Chesterfield
- House rentals Derbyshire
- House rentals England
- House rentals United Kingdom
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Peak District national park
- Alton Towers
- Peak District
- The Quays
- Etihad Stadium
- Chatsworth House
- Drayton Manor Theme Park
- Tatton Park
- Lincoln Castle
- Harewood House
- Sundown Adventureland
- Mam Tor
- IWM North
- Crucible Theatre
- Royal Armouries Museum
- Holmfirth Vineyard
- Cavendish Golf Club
- Shrigley Hall Golf Course
- The Nottinghamshire Golf & Country Club
- John Rylands Library
- Rufford Park Golf and Country Club
- Derwent Valley Mills
- Manchester Central Library
- Bosworth Battlefield Heritage Centre