Vacation rentals in Chesterfield

The exterior of the brick house is showcased, featuring a charming door with a small balcony above. Large windows allow natural light in, while the well-maintained driveway provides ample space for parking. A clear blue sky enhances the welcoming appearance of the property.

4.96 out of 5 average rating, 53 reviews

Home in Chesterfield

Welcome to our quirky upside down renovation, Casa Vault. A unique but cosy bolt hole, close to the centre of Chesterfield and perfect for visiting the Peak District. Ideally located near the infamous Brampton Mile, which is a walkable mile of pubs, restaurants and shops. You can enjoy easy access to Chatsworth and Bakewell from this centrally located place which was formally a cash register repair shop. You have full access to the whole property which has two bedrooms and two extra bed settees.

5 out of 5 average rating, 11 reviews

A light-filled living area features large arched windows that allow natural light to illuminate the space. A cozy sofa is paired with a sleek dining table set for four and complemented by modern seating. Decorative plants add a fresh touch to the inviting ambiance.

Condo in Derbyshire

Spire View

Welcome to our newly renovated apartment in the centre of Chesterfield, where you will be able to relax in style. Modern but full of character, Spire View is a bright and spacious first floor flat with two double rooms, an open plan living space, kitchen, bathroom and stunning views. Great for anyone commuting or working in the area as well as visiting the Peak District with a short walk to the train station and town centre. Paid car parking from £3/24h and on street parking available nearby.

Superhost

A spacious double bedroom features a wooden bed with a patterned coverlet. Natural light floods in from a nearby open door, revealing a balcony with views of the garden. Beamed ceilings add character to the inviting space.

Guest suite in Barlow

4.93 out of 5 average rating, 104 reviews

Double bedroom with a view/en-suite/couch area

A large double cosy bedroom with sitting area and en-suite. This upper room in an old barn conversion has its own separate entrance. It is tastefully decorated in a traditional manner to provide a comfortable space to relax in. Stunning views over a pretty garden and surrounding countryside. Wifi/dressing table/desk/fridge. Towels and soaps provided. Tea and coffee provided. Within 100 yards (opposite) from The Hackney House Cafe and The Peacock at Barlow who both serve a hearty breakfast

Apartment in Chesterfield

A spacious studio is seen, featuring a wooden double bed and a breakfast bar with stools. Comfy chairs are positioned near a large television. Soft carpeted flooring complements the pastel-colored walls, and kitchen appliances are visible in the background, providing functional living space.

4.96 out of 5 average rating, 270 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.

The entrance to the home features a well-maintained path leading to a white door, flanked by decorative planters with colorful flowers. Lush greenery and shrubs enhance the welcoming atmosphere, and a charming arrangement of potted plants adds to the inviting entryway.

4.98 out of 5 average rating, 108 reviews

Home from Home with private rose garden

Modern cosy family home on the edge of the beautiful Peak District with private garden and off road parking. Newly re-furbished. Just right for visiting famous places i.e. Chatsworth House, Bakewell for a Bakewell pudding, the caves at Castleton, walking/mountain biking on the beautiful moors or just meeting up with friends or relatives. Good bus service to town centre and the famous Crooked Spire. Local shops, restaurant, take-away, chemist within easy walking distance or 2 mins by car.

Guest suite in Wingerworth

The room features two beds covered with yellow checkered bedspreads, complemented by blue towels at the foot of each. A small side table holds a chair and decor. Light enters through a nearby glass door, adding a bright touch to the cozy space.

4.94 out of 5 average rating, 284 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.

4.82 out of 5 average rating, 244 reviews

A wooden entrance door is framed by large planters filled with vibrant flowers and lush greenery. The glass panels of the door are partially frosted, allowing light to filter through. The surrounding area is adorned with hanging baskets overflowing with colorful blooms.

Condo in Dronfield

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.

5 out of 5 average rating, 119 reviews

A ground floor entrance is framed by a brick exterior. Two white chairs and a small table are positioned on a stone patio, inviting relaxation. A glass sliding door offers a view into the studio, with a landscaped area visible nearby.

Condo in Derbyshire

Chesterfield -Peak District-Chatsworth-EV Charger

Enjoy our ground floor studio, private entrance, bathroom, kitchenette with fridge freezer, microwave, double bed, wall-mounted TV. PAYG EV Charger - Ideal for business travellers and couples seeking a relaxing break. Located on a quiet, tree-lined avenue. Minutes from Chatsworth Road's bars and restaurants. Close to the Peak District, Chatsworth House, Buxton, Bakewell, and Matlock, guest access via a coded key lock. Nestled near the Hipper Valley bike trail for a peaceful retreat.

4.97 out of 5 average rating, 316 reviews

A comfortable living area is furnished with a gray sectional sofa and two leather armchairs. A glass coffee table is positioned centrally, and a wooden cabinet stands against the wall, adding storage space. Double doors lead to the outside, allowing natural light to enter.

Home in Chesterfield

The Long Hall 2 bed ground floor annexed apartment

Long Hall has been lovingly converted into a 6-person, ground floor, annexed apartment, within a quiet housing estate, a short distance from the Peak District. Two large double bedrooms, with rainfall shower en-suites, and a large open-plan living area dining and kitchen area and a large, shared enclosed patio and garden area Long Hall suits leisure and tourist staycations, as well as trade or professional workers, who wish for a home from home. SKY Sports and Movies included

Superhost

The living area features a comfortable gray sofa, accompanied by decorative cushions. A light wooden bookshelf holds various books, while a dining table adorned with a vase of roses occupies the foreground. The space is filled with natural light from nearby windows.

Condo in Chesterfield

4.83 out of 5 average rating, 134 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 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.

4.86 out of 5 average rating, 162 reviews

A brick garage accompanied by a paved driveway is visible. The garage door is closed, and a green recycling bin is positioned against the wall. A pet dog stands on the lower left side of the image, while trees are seen in the background.

Apartment in Hollingwood

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.

A modern two-story home features a clean white exterior with large windows and a circular accent window. A wooden fence offers privacy to the front yard, which displays a paved pathway leading to the entrance. The sky is partly cloudy, creating a serene backdrop.

4.99 out of 5 average rating, 213 reviews

'Rose House' Modern 3 Bedroom Detached House

Located a mile from Chesterfield town centre. The property consists of a large open plan lounge/kitchen, 2 double bedrooms and 1 single room with bunk beds. The garden is south facing and there is private parking. There are a range of bars, cafe's, restaurants and local amenities just a short walk from the property. Chatsworth House, Haddon Hall and Peak District are 15 minutes drive away.

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Popular amenities for Chesterfield vacation rentals

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Other great vacation rentals in Chesterfield

4.95 out of 5 average rating, 64 reviews

Double room + breakfast in 1712 cottage + views

Private room in Norton Lees

4.97 out of 5 average rating, 68 reviews

Graves House

A cozy sitting room is furnished with two plush sofas in a rich brown tone facing each other. A light rug covers the wooden floor, while large windows allow natural light to fill the space. A vintage fireplace adds character, complemented by modern decor.

5 out of 5 average rating, 3 reviews

Overton

A calming bedroom features a spacious bed adorned with vibrant, patterned bedding and decorative pillows. A bedside table and lamp are positioned next to the bed. A piece of wall art showcasing blue flowers adds a touch of color, while a soft, patterned rug covers the floor.

4.83 out of 5 average rating, 181 reviews

Large double with own bathroom.

4.93 out of 5 average rating, 290 reviews

Beautiful, large double bedroom with own bathroom.

4.86 out of 5 average rating, 309 reviews

Cosy attic room with dbl bed nr town centre

Private room in Chesterfield

The airy loft room features a king-sized bed dressed in a geometric patterned duvet. A spacious wardrobe is presented alongside a bedside table. A Velux window allows natural light to enter, while the wall is painted in a calming blue tone, enhancing the room's brightness.

5 out of 5 average rating, 16 reviews

Private self-contained en-suite room Chesterfield