
Holiday houses in Chesterfield
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Top-rated holiday rentals in Chesterfield
Guests agree: these stays are highly rated for location, cleanliness and more.
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Other great holiday rentals in Chesterfield
Guest favourite

Home in Eckington
4.88 out of 5 average rating, 43 reviewsLovely house Eckington Sheffield
StefanRating, 5 stars3 days ago
Great initial communication with Steven and throughout. he proactively got in touch shortly before the stay and we easily arranged the check-in time as he was going to meet me at the property. I was closer to the end of window I said I'd be, but he was ready and waiting at the property. Had a nice chat about my journey and plans for the weekend, learning a little of Stevens history also, before a quick house tour. The house is easily accessible and I was lucky with the parking, finding a roadside spot directly outside, did appear to be parking up and down the street also. The house was clean and tidy. Very well stocked kitchen though I didn't use any of the tea/coffee/jams though I didn't use any of them. Overall, felt like a comfortable stay, home from home. Only downside was the heat and lack of a fan though in this British weather a fan would likely just push the warm air around the house 🤣

Home in Derbyshire
4.72 out of 5 average rating, 287 reviewsA cosy 2 bedroom family friendly living space
JimRating, 5 stars2 days ago
Only a quick overnight stay as attending a party nearby. Welcoming host and quaint little cottage, tea, coffee and milk provided which is a nice bonus. Good clean place with comfy beds. would definitely use again if in the area.
Guest favourite

Condo in Derbyshire
5 out of 5 average rating, 8 reviewsSpire View
Abode AccommodationRating, 5 stars1 week ago
Wonderful flat, really well decorated, clean and comfortable. Would recommend. Only slightly weird thing is that it’s a 2 bed but one bedroom was locked which I’ve never experienced before. I was travelling alone but would’ve been nice to choose the room I slept in, as I had to use the one facing the main road and was hot but a bit noisy to open the window overnight. Otherwise a nice place to stay.
Top Guest favourite

Apartment in Derbyshire
5 out of 5 average rating, 39 reviewsCrossfield Coach House
JulieRating, 5 stars3 days ago
Lesley’s place is perfect for a getaway in the High Peaks. It’s clean and comfortable and has all the amenities required. The shower pressure is good and the kitchen is a nice space to cook in. Check-in and out was smooth with really clear instructions. Best of all, Lesley is so friendly with local recommendations and is very responsive if anything is needed. I was staying with my father so I slept on the couch while he took the bedroom and it’s definitely comfortable enough to sleep on. Lesley provided extra linen for this. We were there during very hot days and Lesley put in an extra fan and did everything she could to keep us cool. I would definitely stay here again if I am back in the area. Thank you Lesley and family!
Superhost

Condo in Chesterfield
4.85 out of 5 average rating, 20 reviewsLovely apartment close 2 City Center &Rail Station
GinaRating, 5 stars8 months ago
Really enjoyed our stay. Apartment was spotless and had everything we needed. Close enough to walk to city centre. Good parking. We were a little cold coming from New Zealand but the host was fantastic and organised us some extra blankets for us straight away. Really appreciated this. Perfect place for us to stay for two weeks. Would definitely stay again if we were back in the area.
Guest favourite

Home in Brimington
5 out of 5 average rating, 16 reviewsBlissful Barry’s
HarrietRating, 5 stars1 month 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!
Guest favourite

Apartment in Old Whittington
4.88 out of 5 average rating, 52 reviewsThe Hideaway
AmeliaRating, 5 stars1 week ago
Great private space, very clean and all the linen smelt lovely, nice touches with the bathroom bits and wine and milk in the fridge :) Comfy bed and nice to have a bit of secure space to park the car and for the dog!
Superhost

Home in Derbyshire
4.69 out of 5 average rating, 87 reviewsCommuters Getaway Chesterfield
LesleyRating, 5 stars1 month 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 .
Quick stats about holiday rentals in Chesterfield
Total rentals
100 properties
Nightly prices starting at
$33 NZD before taxes and fees
Total number of reviews
6.2K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Destinations to explore
- Manchester Holiday rentals
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- Family-friendly rentals Chesterfield
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- Rentals with a washing machine and dryer Chesterfield
- Condo rentals Chesterfield
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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