
House holiday rentals in Chesterfield
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Top-rated house rentals in Chesterfield
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Popular amenities for Chesterfield house rentals
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 nr Dovedale
Really good place stay, easy to find. Had a great time!

Shelduck, hot tub, spectacular views & spa option
The property and the location was absolutely amazing , me and my friends have made some amazing memories there. The property felt luxurious and there were soo many personalised gifts for us upon arrival which were much appreciated. the host was very responsive whenever we had any questions I would absolutely recommend to anyone who wants a country escape and I know I want to go back in the future.

Grove Farm Cottage
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.

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!

Stunning views - outdoor pool - cosy log burner
Outstanding in every way. This cottage is worth more than 5* it simply cannot be beat. We have been to a lot of nice properties but Richard and Jo have made this property and their 16 acre land simply beautiful. Very nice people as well.

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.
Weekly house rentals

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

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.

Chert Cottage, Great Longstone, Bakewell Peak Dist
We had a lovely, long weekend stay at Chert cottage. Great Longstone is an excellent location, with several pubs within walking distance. Beautiful scenery is on the doorstep, with places like Bakewell and Buxton a short drive away. Sarah was an excellent host - she was very responsive and we really appreciated the cake, milk and flowers on arrival. Chert cottage itself was great - very clean and equipped with everything you could possibly need - we particularly loved sitting out in the garden in the evening! Many thanks Sarah, we had a great time.

1 Bedroom Terrace in Quiet area
I stayed at Sams place for almost two months and it was one of the best decisions ever. The house is very well done and in a very nice and safe location. It is close to bus stops and the royal hospital. Sam replied almost immediately if I had any questions or doubts. The house is spacious and with a very nice backyard as well. I'm glad I could this place a home for 2 months. I would highly recommend Sams place for anyone looking to stay in Chesterfield for short/long term.

Bridgefoot Cottage - Wild Swimming & Hot Tub
Myself, my partner and our dog had a wonderful few days at Bridgefoot cottage, the photos don't do it justice is is bigger than it looks and so cosy. the garden is such a gem our dog loved it, fully enclosed and the hot tub was perfect after a long walk in the morning. Cottage itself was pristine, full of character and had everything we needed so we didn't need to contact the host for anything additional but I'm sure he would have been quick to help if we needed it. We cooked most nights but did order from the Indian (menu in the welcome book) which was a lovely change, we also walked into Calver and had some cake from the cafe there next to the Spar shop which was delicious. Great location with lots of beautiful walks nearby, one starting over the bridge and another if you turn left out of the cottage and continue down the lane you will pass through sheep fields and find yourself at Froggat woods. It truly felt like a home away from home and we would love to return in the future

The Perfect Romantic Bolthole
Such a wonderful stay at the barn. Hannah welcomed us with tea, coffee, and breakfast items making our arrival seamless and stress free. The place was immaculate and like a home from home. Finally, the cinema room was a fab addition and we were even treated with some cinema snacks left by Hannah which made the experience the best. Thank you so much, would happily stay again!

The Nook - an idyllic rural bolt hole...
On arrival met both Naomi and Neil, Wow to the welcome, Wow to the accommodation, Wow to the views and location, Advice on how to get into Edale off the road. Sorted the electric charging, Wow we had sheep and lambs on the doorstep, Wow we had chickens running around, fresh eggs as well. Bed was so comfortable, bedroom no light pollution or noise, windows left open. Highly recommended, we will be back on many occasions.

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!
Private house rentals

Detached Converted Farmhouse, Mosborough, S20
A beautiful house, and a great host. The property was just like the description and photos. Great for us as we have family close by. Dean was brilliant at keeping in touch and came back whenever I messaged him. Will certainly book again. Thank you for an amazing stay.

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!! :)

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.

Lovely 3 Bedroom house - great location
We used this lovely home while waiting for the purchase of our new home to complete, we wanted somewhere in Chesterfield that was going to feel like a home and be comfortable while I’m undergoing chemo, Winston’s home ticked every box and our 2 dogs and 2 house cats definitely approved, the garden is secure and safe, parking outside was perfect, we couldn’t have picked a better property, even suppling a Christmas tree and decorations made it that much more special, thank you 🙏

Scrumpy's Cottage
We spent a lovely few days at Scrumpy’s Cottage - it’s beautifully decorated with lots of quirky but tasteful touches. The welcome basket of goodies went down well too. Jo was quick to answer any pre arrival questions and she and Adam were perfect hosts when we visited their micro pub next door - really friendly as were all the locals. Super little home from home. Thanks so much

Bryn-Tor, The Gardener's House
Had a relaxing stay near Peak district walks and close to Nottingham. A very comfortable house. Our host Judith was very helpful and kind.

Lily's Cottage
Great house with everything we needed. Great value

Ro's Townhouse
Thank you so much for a lovely stay Kirsty! Exactly what we were looking for. Stayed for 2 nights to try and get some climbing in around Stanage and Matlock, was a great location to drive to the crag. Comfortable and roomy and amazing to be dog friendly. Perfect!
Quick stats about house rentals in Chesterfield
Total rentals
60 properties
Nightly prices starting at
$50 NZD 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
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- 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
- Derwent Valley Mills
- Rufford Park Golf and Country Club
- Manchester Central Library
- Bosworth Battlefield Heritage Centre