House holiday rentals in Chesterfield

A spacious outdoor area features a hot tub alongside a wooden pod structure. Stone tiles lead to steps that access the hot tub, while a small table can be seen nearby. Natural greenery borders the patio, providing a serene backdrop.

4.96 out of 5 average rating, 161 reviews

Spa Home with Hottub, Sauna Pool Table

Spa home with sauna, hottub, all modern amenities, on the edge of the Peak District and just 5 minutes walk from Chesterfield train station. 1pm check-in. Perfect for all experiences, extra large bedrooms. There is full-sized pool table, BBQ area, Sonos music, log-burner, open-plan kitchen and living areas. Ideal for several families or large group getaways. Prime location allows you to enjoy the Derbyshire countryside whilst being within walking distance of a multitude of cafes, shops and bars.

4.98 out of 5 average rating, 318 reviews

Home in Rowsley

Panoramic views, calf feeding, Bakewell Chatsworth

The Garden Nook offers complete privacy and is located in a perfect spot for everything. Newly converted and set within 55 acres of impressive private land, gardens, and fruit orchards. A rejuvenating location to unwind and reconnect with nature in such a tranquil environment. The comfy contemporary haven with tasteful decoration, stylish furniture, and spectacular views is the perfect place to relax. Watching lambs skipping around the orchard is a delightful bonus! Tractor experiences available

4.93 out of 5 average rating, 565 reviews

A bright upstairs bedroom features a super-king size bed with a patterned duvet and cotton bedding. A large window offers views of greenery. A cozy window seat is complemented by nearby built-in storage filled with books, enhancing the spacious feel of the room.

Home in Nether Edge

The Old Coach House. 5-star. Parking. EV charger.

“Loved staying here”. Off street parking. Ultra fast WiFi. Perfectly located in leafy Nether Edge village, 10 minutes from city centre and Peak District. Near to local shops, pubs, cafés and restaurants. Everything you need for the perfect stay: Private off-street parking: Yes. Big comfortable beds: Yes. Powerful shower: Yes. Washing machine: Yes. New kitchen: Yes. Spotlessly clean: Yes. Ultra-fast 1GB fibre optic broadband/Wi-Fi: Yes. Ev charger: Yes. Charm, character, history? Yes. Yes. Yes!

4.91 out of 5 average rating, 275 reviews

A living room area features a dark gray sofa with plaid cushions, positioned beside a small white coffee table. A flat-screen TV is mounted on a wall unit, while light streams through a window with white shutters, creating a bright and welcoming space.

Home in Totley

Charming fully equipped home 5min to Peak District

Welcome to my lovely home in Totley which hosts up to five guests, infant and child friendly, just 5 minutes away from the stunning Peak District, 20 min drive to Chatsworth and Bakewell. Dore and Dronfield are within 10 min drive and Sheffield city centre 5 miles away. Bus stop to Bakewell is 2-min walk. The fully equipped kitchen contains everything you need for your self-catering stay. Walking distance to the chippy, local cafés, shops and restaurants. Free on-street parking, Pets welcome.

4.87 out of 5 average rating, 326 reviews

A spacious garden area is visible, featuring a variety of colorful flowers in pots, including bright yellow and pink blooms. A well-maintained lawn extends into the distance, accompanied by tree line and greenery. A soft play structure and garden shed are also included in the scene.

Home in Wingerworth

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

5.0 out of 5 average rating, 250 reviews

A spacious detached house is surrounded by lush greenery and landscaped grounds. The exterior features a stone facade, slate roof, and charming gardens with flowering plants. Free-roaming chickens are visible, adding a rural charm to the serene setting under a clear blue sky.

Home in Youlgreave

The Stables House, Lomberdale Hall. 4 to 7 guests

Spacious detached private house, 3,000 sq ft/ 275 sq m. Own drive. 3 acres of grounds. Log burner (fuel provided) Front, back and garden doors; Entrance hall, sweeping staircase, beautiful sitting room, library stuffed with books, 3 large bedrooms (Vispring beds) plus 3 fab bathrooms with baths & separate showers - plus a single bed downstairs. Warm kitchen, utility room & larder. Antique furniture, lovely curtains. Perfect for families, couples, groups. Walking galore! 3 Pubs in the village.

An inviting living space is featured, showcasing a modern dining table and chairs alongside a vibrant red sideboard. A cozy armchair and a striped lounge chair add comfort, while softly illuminated pendant lights enhance the room's ambiance. Natural light filters through a window adorned with gray curtains.

4.91 out of 5 average rating, 116 reviews

Bright - 2 Bedroomed House in Derbyshire

Your family will be close to everything when you stay at this centrally located town house within walking distance from 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. Right on the edge of the Peak District it boasts a 20 minute drive to Chatsworth House and many more. Along with all the wonderful bars, restaurants, gift & coffee shops all within walking distance.

4.84 out of 5 average rating, 378 reviews

The entrance to the cottage features a classic stone facade, complemented by a wall-mounted trellis and a decorative lantern. A wooden bench sits nearby, offering a place to relax. On the right, a wooden gate leads to a scenic view of the surrounding countryside.

Home in Rowsley

Beautiful 19th-Century Terraced Cottage

Meadow View is a 19th-Century Terraced Cottage, overlooking the historic village of Rowsley. Rowsley is a small village next to the Chatsworth Estate, which is home to the Duke and Duchess of Devonshire. Historic attractions include Caldwell's Mill, Haddon Hall and Peak Rail. Other activities on the doorstep include shops, pubs, restaurants and fishing. Peak Village is a 5 minute walk away and Rowsley is only a 10 min drive from Matlock and Bakewell accessible by a local bus service.

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.

4.96 out of 5 average rating, 355 reviews

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

4.88 out of 5 average rating, 302 reviews

A view from a bridge showcases a serene countryside scene with a stone cottage nestled among lush greenery. The vibrant leaves of trees frame the picturesque surroundings, while the calm waters of the river reflect the natural beauty. The distant hills provide a backdrop.

Home in Grindleford

Bridgefoot Cottage - Wild Swimming & Hot Tub

Bridgefoot is a beautiful 17th century cottage situated in the Peak District. Guests have full use of the property including a modern, fully equipped kitchen, perfect for entertaining. There is also an exceptionally comfy and cosy sitting room, equipped with 2 sofas (one of which is a double sofa bed) a log burner and a Smart TV. The master bedroom boasts a luxurious four poster bed and an ensuite bathroom. Next door is a spacious second bedroom with two comfortable single beds.

4.98 out of 5 average rating, 124 reviews

An open plan kitchen features a large island with a light stone countertop, complemented by three pendant lights above. Skylights influence natural light, illuminating the space, while a wall-mounted clock adds a decorative touch. A living area with a TV and seating is visible in the background.

Home in Nottinghamshire

5 Bed luxury holiday home

A stunning 4/5 bedroom detached house with a magnificent open plan reception room and a large open plan living/dining kitchen in a pleasant village setting. The property is positioned just off the A60 on Budby Road adjacent to the charming Greendale Oak pub. The Pub cooks beautiful meals and has lovely outdoor and indoor eating areas. Close to Clumber Park, Creswell Craggs, The historic village of Edwinstowe and Sherwood Forest, Welbeck estate and many more historic villages.

4.95 out of 5 average rating, 468 reviews

A spacious bedroom features a large, comfortable bed dressed in pristine white linens. Two nightstands with lamps are positioned on either side, offering gentle illumination. A wardrobe is visible, and the soft beige walls create a calming environment.

Home in Baslow

Comfortable cottage on the Chatsworth Estate

Yeldwood Farm Cottage is a beautiful barn conversion on our farm, just outside Baslow. The self-catering cottage sleeps 2 guests, in a Super-King size (or Twin) master bedroom. The cottage comprises a fully equipped kitchen, dining room, sitting room and bathroom with a large bath and shower. We are ideally situated on the Chatsworth Estate within the Peak District, close to Chatsworth House itself, Haddon Hall, Bakewell, Eyam, Matlock, Castleton, Buxton and Sheffield.

Popular amenities for Chesterfield house rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.84 out of 5 average rating, 293 reviews

An indoor heated swimming pool is framed by large wall-length windows, offering ample natural light. The pool features a curved shape with metal steps leading into the water. Lounge chairs are positioned nearby, inviting relaxation beside the serene water.

Home in Rowsley

The Round House - family house with indoor pool

4.9 out of 5 average rating, 80 reviews

Home in Winster

Charming 6-Bedroom Winster Village, Peak District

4.93 out of 5 average rating, 57 reviews

A spacious dining area features a long wooden table with comfortable upholstered chairs, accommodating multiple guests. A large vase filled with flowers serves as a focal point. The open kitchen can be seen in the background, showcasing modern appliances and a warm aesthetic.

Home in Brassington

Spacious Dog Friendly Cottage by Carsington Water

Home in Finningley

Luxury apartment with private pool and garden.

5.0 out of 5 average rating, 4 reviews

The exterior of Haddon Grove Farmhouse is showcased, featuring stone walls and a lush green lawn. A pathway leads to the entrance, flanked by colorful flowers. Plantings and trees provide a natural backdrop, with comfortable outdoor seating visible for relaxation.

Home in Bakewell

Haddon F'house - shared heated pool & games room

4.84 out of 5 average rating, 19 reviews

A sitting room features a stone fireplace with a glowing fire, surrounded by two sofas and a wooden coffee table. A flat-screen TV is positioned nearby, and decorative mirrors and artwork adorn the walls, enhancing the cozy ambiance.

4.75 out of 5 average rating, 8 reviews

The Farmhouse

Home in Hopton

Butler's Quarters

Home in Hopton

The Card House

Weekly house rentals

Home in Ashford in the Water

The exterior of The Old Chapel is showcased, with its distinctive stone façade and original Gothic-style windows. Lush purple flowers border the pathway, while iron railings enhance the charming entrance. Sunlight filters softly, highlighting the architectural details and creating a serene ambiance.

The Old Chapel Luxury Retreat

4.99 out of 5 average rating, 165 reviews

5.0 out of 5 average rating, 172 reviews

A charming stone exterior of the Coach House is highlighted, featuring a large arched entrance and a row of windows. The surrounding trees and blue sky create a serene environment, while the pathway leading to the entrance is flanked by stone walls and greenery.

Home in Bakewell

The Entire Coach House at Middleton Hall

The exterior of the stone cottage is featured, showcasing its classic design with multiple windows and a welcoming entrance. Hanging flower baskets add a touch of greenery, while the surrounding landscape displays lush grassland and rolling hills in the distance.

4.86 out of 5 average rating, 422 reviews

Runner Duck Cottage

4.9 out of 5 average rating, 125 reviews

A warm living area is adorned with an orange sofa, layered with decorative pillows. A low table rests atop a patterned rug, while a guitar leans against a natural wood shelf featuring books and plants. Two windows invite natural light into the space.

Home in Grindleford

Peak District Home from Home!

4.98 out of 5 average rating, 129 reviews

A spacious living area features two black leather sofas facing a central coffee table. A large smart TV is mounted on the wall, displaying a colorful landscape, while soft lighting highlights the textured wall panels. Two light-colored armchairs complement the seating arrangement.

Home in Catcliffe

Sheffield Charming Detached 4bd Home

A spacious living area is defined by soft neutral tones and comfortable furnishings. A large window allows natural light to fill the room, showcasing views of the surrounding countryside. A dining table sits centrally, complemented by a combination of chairs and a decorative centerpiece.

4.97 out of 5 average rating, 99 reviews

A luxurious home with spectacular views

5.0 out of 5 average rating, 122 reviews

An outdoor terrace features a round white table surrounded by delicate chairs, overlooking lush greenery. Glass railings provide a clear view of the surrounding trees, creating a serene atmosphere. The sun filters gently through the leaves, enhancing the tranquil ambiance.

Home in Darley Dale

Spacious Scandinavian style hideaway with log fire

A charming stone barn exterior is framed by lush greenery. The building features several windows and is adorned with climbing vines and red leaves, creating a natural connection with its surroundings. A stone pathway leads to the entrance, enhancing the inviting appearance.

4.9 out of 5 average rating, 162 reviews

Hugo’s Luxury Barn

Private house rentals

A rustic stone cottage is set against a backdrop of rolling hills. A spacious wooden deck extends from the cottage, surrounded by lush green grass and trees. Soft sunlight filters through the foliage, creating a serene outdoor environment.

4.83 out of 5 average rating, 507 reviews

Cosy cottage, stunning views near Chatsworth

4.96 out of 5 average rating, 147 reviews

The cottage is pictured from the front, featuring a stone exterior and multiple windows. A lush garden is visible, adorned with flowers and climbing plants. A small path leads toward the entrance, accompanied by steps that navigate the vibrant greenery.

Home in Matlock Town

Cosy house with spectacular views in Matlock

4.96 out of 5 average rating, 107 reviews

Home in Matlock Town

The Little Engine House Beautiful and Private!

4.88 out of 5 average rating, 202 reviews

A private terrace features a small table with two chairs, surrounded by stone walls. The stunning view showcases green hills and a partly cloudy sky. The rustic charm of the cottage's stone rooftop and chimneys adds to the peaceful ambiance.

Home in Derbyshire Dales

Pigeon Loft Cottage

4.96 out of 5 average rating, 104 reviews

A charming cottage exterior is displayed, featuring a stone facade with large windows. The entrance is framed by greenery, and a wooden fence lines the front. A glimpse of the surrounding trees is visible in the background, emphasizing the cottage's natural setting.

Home in Stoney Middleton

Central Location | 25% off Weekly Stays

4.99 out of 5 average rating, 203 reviews

A vibrant green snooker table is positioned in the center of the games room. A triangle of red balls rests at one end, with a single black ball placed nearby. A large television and seating area are visible in the background.

Home in Ecclesfield

Exclusive Detached Retreat+Games Room M1J35 1.5m

The modern kitchen is equipped with light-colored cabinetry and a wooden countertop. Stainless steel appliances include a gas stove, microwave, and kettle. A stone backsplash adds texture, while a wine rack and dishware are neatly organized. Adequate lighting illuminates the workspace.

4.97 out of 5 average rating, 36 reviews

Cosy 2 bed home CHESTERFIELD