Holiday rentals in Chesterfield District

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Top-rated holiday rentals in Chesterfield District

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Guest favourite

Apartment in Holymoorside

4.98 out of 5 average rating, 129 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!

Guest favourite

Cottage in Chesterfield

4.92 out of 5 average rating, 253 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.

Guest favourite

Guest suite in New Tupton

4.85 out of 5 average rating, 296 reviews

Studio Annexe on the Edge of the Peak District

A bright and airy ground floor annexe, used solely for guests. With its own entrance, a comfortable double bed, fully equipped kitchen and outdoor patio area, you are guaranteed a relaxing and private stay. Nestled away in the village of Tupton on the edge of the Peak District, we hope that you can find a place to relax, eat and explore. If you're with us for work, moving house or to see family, then we have everything you need from pots and pans to a washing machine as well as a space to park.

Guest favourite

Townhouse in Derbyshire

4.95 out of 5 average rating, 112 reviews

Cheerful 2- Bedroomed Home in Chesterfield.

This beautiful town house is located right on the edge of the Peak District and within walking distance to Chesterfield's iconic Market Town. This 2 bedroomed modern home has everything you need and is the perfect base for visiting all the local attractions Derbyshire has to offer. The locations boasts a 20 min drive to the well loved Peak District. Along with all the wonderful bars, restaurants, gift & coffee shops just a short walk away. Chesterfield's Golf course is just 15min drive away.

Guest favourite

Cottage in Holymoorside

4.97 out of 5 average rating, 264 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.

Guest favourite

Rental unit in Chesterfield

4.96 out of 5 average rating, 249 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.

Guest favourite

Guest suite in Wingerworth

4.94 out of 5 average rating, 246 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.

Guest favourite

Serviced apartment in Chesterfield

4.97 out of 5 average rating, 303 reviews

The Long Hall 2 bed ground floor annexed apartment

This is a new apartment extension (January 2019) with 2 large double bedrooms , both with double shower en-suite, a large lounge area with a sofa bed settee to acccomodate 6 people in 3 double beds. A Fully fitted kitchen. Presented to a very high standard, befitting a 4* aparthotel to offer you a home from home. Meet BUDDY my Husky- so friendly and inquisitive with a cheeky sense of humour. Can be made available for hello’s and garden play, or kept at distance if you prefer !!!

Guest favourite

Guest suite in Derbyshire

4.84 out of 5 average rating, 128 reviews

Annexe accommodation in Chesterfield

We have refreshed and given the Annexe a make over. The entrance has been spruced up and the bathroom given a new shower. Leading into the living area all newly painted and new accessories. The kitchen again given a new updated paint , the drawers under the hob replaced. A new styled bedroom with new wallpaper , and accessories an added freezer hidden in the wardrobe. Outside you have your own courtyard, which can be made private. Refurbished and private ready for you to enjoy.

Guest favourite

Farm stay in Derbyshire

4.94 out of 5 average rating, 170 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

Guest favourite

Rental unit in Hollingwood

4.86 out of 5 average rating, 154 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.

Guest favourite

Cottage in Barlow

4.86 out of 5 average rating, 236 reviews

Old Barn Conversion close to the Peak District

This beautiful detached barn conversion has been charmingly renovated, retaining and working with many original features where possible. Tastefully furnished to a very good standard throughout, the open-plan living space has a small/compact kitchen area with a combi/microwave oven and hob. Its stunning beamed vaulted ceiling creates a warm and cosy social environment.