Vacation rentals in Chesterfield District

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Top-rated vacation rentals in Chesterfield District

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

Guest favorite

Cottage in Chesterfield

4.92 out of 5 average rating, 216 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.

Oct 28 – Nov 4

$93 per night
Guest favorite

Apartment in Dronfield

4.81 out of 5 average rating, 205 reviews

Exclusive & Beautiful Modern Studio Flat

Located on Green Lane, traffic is busy at peak times of the day, however this private studio is perfect for working or simply a holiday in the Peak District. There is a kitchen, a spacious bathroom, double bed (only a small 4 ft double). The flat is best suited for a single person but if you are in a couple and the bed is ok, then this will suit you. The Peak district is just a short car ride away. Restaurants, supermarkets; train station and buses will take you to Sheffield or chesterfield.

Oct 2 – 9

$50 per night
Guest favorite

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

Oct 15 – 22

$82 per night

Popular amenities for Chesterfield District vacation rentals

Stay near Chesterfield District'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
Poolsbrook Country Park3 locals recommend

Other great vacation rentals in Chesterfield District

Superhost

Apartment in Dronfield

4.91 out of 5 average rating, 35 reviews

The Old Bank Luxury Serviced Apartments, Dronfield

Sep 9 – 16

$84 per night
Guest favorite

Home in Derbyshire

4.8 out of 5 average rating, 44 reviews

Bright - 2 Bedroomed House in Derbyshire

Sep 25 – Oct 2

$90 per night
Guest favorite

Townhouse in Derbyshire

4.86 out of 5 average rating, 74 reviews

Cottage by the Park Chesterfield - Peak district

Jun 30 – Jul 7

$100 per night
Guest favorite

Home in Derbyshire

4.97 out of 5 average rating, 96 reviews

Florries House is on the edge of the Peak District

Jan 16 – 23

$42 per night
Guest favorite

Home in Derbyshire

4.88 out of 5 average rating, 48 reviews

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

Jan 4 – 11

$943 per night
Guest favorite

Guest suite in Derbyshire

4.97 out of 5 average rating, 38 reviews

The Loft

Sep 12 – 19

$91 per night
Guest favorite

Barn in Bolsover

4.95 out of 5 average rating, 40 reviews

Gravediggers Cottage

Dec 6 – 13

$132 per night
Guest favorite

Guest suite in Eckington

4.98 out of 5 average rating, 51 reviews

Sycamore Suite is a private retreat with log fire

Apr 1 – 8

$101 per night
Guest favorite

Bungalow in Old Whittington

4.87 out of 5 average rating, 31 reviews

Rosies Retreat

Nov 17 – 24

$93 per night
Guest favorite

Home in Derbyshire

4.99 out of 5 average rating, 90 reviews

Home from Home with private rose garden

Apr 28 – May 5

$120 per night
Guest favorite

Guest suite in Holmesfield

4.96 out of 5 average rating, 46 reviews

One Bedroom Studio with full kitchen & log burner.

Sep 30 – Oct 7

$98 per night
Guest favorite

Barn in Derbyshire

5.0 out of 5 average rating, 8 reviews

Chatsworth Stables

May 5 – 12

$77 per night

Destinations to explore