Holiday houses in Chesterfield District

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Top-rated holiday rentals in Chesterfield District

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Guest favourite

Cottage in Chesterfield

4.92 out of 5 average rating, 223 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.

9–16 Aug

$247 NZD per night

Guest favourite

Apartment in Sheffield/Chesterfield

4.99 out of 5 average rating, 142 reviews

Peaceful setting, close to amenities and transport

The Milking Parlour is a single storey studio, it is in a quiet enclave composing of a farmhouse, and various renovated farm buildings making up 4 residences. We are situated about 50m from the main road and bus stops for regular direct buses to Sheffield/Chesterfield . Dronfield has a train station providing an hourly service direct to London. 1 mile from the Derbyshire countryside, 10miles - Chatsworth House, 12 miles - Bakewell. September 2021 - daytime noise redevelopment of adjacent barn.

27 Feb – 6 Mar

$145 NZD per night

Guest favourite

Condo in Holymoorside

4.98 out of 5 average rating, 101 reviews

Dog Friendly, Cosy, Peaceful, Walks, Peak District

The Spinney is our super dog-friendly ground floor self-catering accommodation! We've designed it so that you & your dog have a great holiday! Part of a traditional stone barn conversion located in the Peak District & Derbyshire Dales, the Spinney offers space as well as the comfort of modern living. With cosy underfloor heating throughout, and everything you need for you and your furry friend, we are sure you will have a great time here! Peaceful setting, close to popular visitor attractions!

11–18 Apr

$175 NZD per night

Guest favourite

Guest suite in Ashover

4.97 out of 5 average rating, 276 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.

24–31 Jan

$172 NZD per night

Guest favourite

Cottage in Holymoorside

4.97 out of 5 average rating, 219 reviews

Wasp Nest Cottage, Peak District

Sitting on the edge of the Peak District, a stone’s throw from open fields, woodland and moors - sits a 19th Century cosy mill worker’s cottage. Two pubs and a shop are within easy walking distance and Chatsworth House is a beautiful 7 mile wander over the hill. Marvel at the lovely centuries old tree slice, coffee table and huge slice of elm breakfast bar, enjoy chopping boards, pottery and soft furnishings from the local artisans - just some of the magic the Peak District has to offer.

7–14 Feb

$244 NZD per night

Guest favourite

Home in Derbyshire

4.96 out of 5 average rating, 23 reviews

Cosy 2 bed home CHESTERFIELD

This cosy, modern 2 bed home is the perfect base to explore Chesterfield, Derbyshire and the Peak District. Kitchen well equipped with oven, washing machine, large fridge/freezer, toaster, kettle, microwave and all kitchenware. The living room is bright with a large comfy sofa, smart TV and a fold out dining table with 4 chairs. Two double bedrooms, plenty of wardrobe space and bathroom with a walk-in shower. Fast free wi-fi and free parking at the back of the property. EV charging available.

30 May – 6 Jun

$190 NZD per night

Guest favourite

Apartment in Chesterfield

4.96 out of 5 average rating, 242 reviews

Cosy studio apartment close to Peak District

Cosy,private ,self contained upstairs studio with own entrance , double bed with en suite, dual ring halogen hob ,combination microwave and oven , television with free sat ,free wifi ,integrated fridge freezer ,breakfast bar and stools . Comfy chairs to relax! On the main bus route into Chesterfield and the Peak District ,10 mins to Chatsworth,20 mins to Bakewell and lots of walks in the area. Many bars ,coffee shops and restaurants within walking distance . We look forward to meeting you.

14–21 Feb

$156 NZD per night

Superhost

Condo in Chesterfield

4.81 out of 5 average rating, 110 reviews

2 Bed Apartment at the Corner House

A ground floor two double bedroom apartment in a converted 1800s home which has recently undergone further high-spec refurbishment, used solely for guests. The open plan kitchen/diner holds a sofa bed for an extra two guests, and is perfect for a relaxing stay. The property is within walking distance to Chesterfield town centre and train station with an allocated parking space for one car. This is perfect for anyone commuting or working in the area as well as visiting the Peak District.

26 Sep – 3 Oct

$185 NZD per night

Guest favourite

Guest suite in Wingerworth

4.93 out of 5 average rating, 192 reviews

The Garden Room

The Annexe is self contained in the garden of our home in Wingerworth. Private entrance through small conservatory . Shower room , fridge, kettle, toaster , microwave. Cereals, bread, butter and preserves provided. Close to countryside and Peak District National Park . On drive parking. Bus stops nearby to Chesterfield and Derby with links by bus/train from Chesterfield Rail Station. Good local walks and Chatsworth Estate 20 minutes drive. Excellent Pub/Restaurant 5 minutes walk away.

30 Sep – 7 Oct

$88 NZD per night

Guest favourite

Condo in Dronfield

4.82 out of 5 average rating, 207 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 access to the Peak District. There is a kitchen, a spacious bathroom, pull-down 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.

11–18 Dec

$102 NZD per night

Guest favourite

Farm stay in Derbyshire

4.96 out of 5 average rating, 128 reviews

Woolley Lodge Farm Retreat

A brand new fully furnished wooden lodge situated within the grounds of a working farm, with views across open countryside. The cabin has been furnished to a high standard and includes a double bedroom with double bed. The kitchen has a full size fridge with small freezer, full size oven and a microwave. It has a small bathroom with a full size corner shower. It has its own entrance, parking and a beautiful decked area and fire pit outside

13–20 May

$152 NZD per night

Guest favourite

Apartment in Hollingwood

4.86 out of 5 average rating, 142 reviews

The Loft

Immaculate Twin Loft Room with en-suite shower. Room accessed by the key in a Keysafe adjacent to the private door. Car parking for 1 vehicle available. 5 minute walk to Ringwood Hall, Canal, 3 takeaways and the Hollingwood Public House. 5 minute drive to M1 junction29a. Room has free Wifi, tea/coffee making facilities, television, microwave, fridge, clothes rail and 2 chest of drawers. Towels and bedding provided.

6–13 Aug

$125 NZD per night