Holiday rentals in Chesterfield

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Top-rated holiday rentals in Chesterfield

Guests agree: these stays are highly rated for location, cleanliness and more.

Guest favourite

Cottage in Chesterfield

4.92 out of 5 average rating, 217 reviews

Chatsworth Cottage

Situated on the edge of the Peak District Park, this is the ideal base for exploring Derbyshire. The Cottage is situated on Chatsworth Road just 10 minutes drive from the ‘Palace of the Peak District’. A short journey and you will discover other wonders of the Peak at places like Matlock, Bakewell, Castleton and Buxton. The historic market town of Chesterfield and the famous Crooked Spire is just a 20 minute walk down the Brampton Mile where you will find some great places to shop, eat & drink.

13–20 Aug

₹11,858 per night
Guest favourite

Guest suite in Ashover

4.97 out of 5 average rating, 268 reviews

Hunger Hill Farm Studio - Derbyshire Dales

Set in the glorious Peak District in a rural location is our lovely self contained studio. Glorious views over rolling countryside and very close to Chatsworth House and Stanedge Golf Club, you are guaranteed a peaceful stay here. With a lovely country pub, the very popular wedding venue of the Peak Edge Hotel within walking distance and the beautiful market towns of Bakewell, Matlock and Chesterfield (with its famous crooked spire) close by you can easily explore the Peak District from here.

18–25 Mar

₹8,172 per night
Guest favourite

Home in Wingerworth

4.91 out of 5 average rating, 193 reviews

Oakdale - Our Quest retreat

Idyllically situated at the entrance to Hardwick Wood, Wingerworth, 2 miles from Chesterfield and all amenities, yet totally secluded. Close to Chatsworth & Peak District. Fully fitted kitchen all appliances including tumble drier & dishwasher. Underfloor zoned central heating. Log burner. Fully fitted bathroom with bath and shower. Separate shower/wc. Fully fitted bedrooms with ample wardrobes and drawers ideally suited to a family of 4. Sleeps 4 in one double and 1 set of bunks, cot available

18–25 Sep

₹7,702 per night

Popular amenities for Chesterfield holiday rentals

Stay near Chesterfield's top sights

Morrisons5 locals recommend
Queens Park5 locals recommend
Queen's Park Sports Centre3 locals recommend
Cineworld Cinema Chesterfield19 locals recommend
Chesterfield Market8 locals recommend
TK Maxx3 locals recommend

Other great holiday rentals in Chesterfield

Guest favourite

Cottage in Derbyshire

4.97 out of 5 average rating, 417 reviews

Kingfisher Cottage

6–13 Sep

₹10,334 per night
Guest favourite

Home in Derbyshire

4.8 out of 5 average rating, 44 reviews

Bright - 2 Bedroomed House in Derbyshire

13–20 Jul

₹7,964 per night
Guest favourite

Townhouse in Derbyshire

4.86 out of 5 average rating, 74 reviews

Cottage by the Park Chesterfield - Peak district

26 Nov – 3 Dec

₹9,574 per night
Guest favourite

Home in Derbyshire

4.97 out of 5 average rating, 96 reviews

Florries House is on the edge of the Peak District

27 Feb – 6 Mar

₹4,104 per night
Superhost

Flat in Dronfield

4.91 out of 5 average rating, 35 reviews

The Old Bank Luxury Serviced Apartments, Dronfield

10–17 Sep

₹8,082 per night
Guest favourite

Home in Derbyshire

4.88 out of 5 average rating, 48 reviews

Family Fun Party House! Pool, Bar, Sauna, Cinema.

4–11 Sep

₹90,653 per night
Guest favourite

Guest suite in Derbyshire

4.97 out of 5 average rating, 38 reviews

The Loft

31 Aug – 7 Sep

₹8,734 per night
Guest favourite

Home in Dronfield Woodhouse

5.0 out of 5 average rating, 15 reviews

FIELD VIEW Stylish Home near Sheffield & The Peaks

2–9 Nov

₹11,981 per night
Guest favourite

Home in Derbyshire

4.99 out of 5 average rating, 90 reviews

Home from Home with private rose garden

15–22 Jun

₹11,475 per night
Guest favourite

Guest suite in Holmesfield

4.96 out of 5 average rating, 46 reviews

One Bedroom Studio with full kitchen & log burner.

1–8 Oct

₹9,414 per night
Guest favourite

Barn in Bolsover

4.95 out of 5 average rating, 40 reviews

Gravediggers Cottage

12–19 Sep

₹11,532 per night
Guest favourite

Home in Darley Dale

5.0 out of 5 average rating, 52 reviews

Spacious Scandinavian style hideaway with log fire

11–18 May

₹19,219 per night

Quick stats about holiday rentals in Chesterfield

Total rentals

100 properties

Rentals with dedicated workspaces

50 properties have a dedicated workspace

Pet-friendly rentals

30 properties allow pets

Family-friendly rentals

60 properties are a good fit for families

Total number of reviews

5.4T reviews

Nightly prices starting at

₹1,668 before taxes and fees

Destinations to explore

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