Condo holiday rentals in Chesterfield

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Top-rated condo rentals in Chesterfield

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Top Guest favourite
A spacious bedroom features deep green walls and large windows allowing abundant light. A vintage-style fireplace is complemented by a decorative mirror and a wooden dressing table. A plush bed is covered with a soft quilt, and a cozy chaise lounge adds to the room's inviting ambiance.
Condo in Wirksworth
4.98 out of 5 average rating, 252 reviews

Stylish, Opulent & Spacious 18C. Peaks apartment

With the glorious peaks walkable from your doorstep, this stunning boutique hideaway in the heart of Wirksworth next door to beautiful arthouse cinema and 2 minutes from eateries & drinking holes transports you to a time of luxury, style  & opulence. It's bespoke design, original features and decor from nationally renowned designers, Black Pop and Curiousa & Curiousa, timelessly provide all the trappings expected from a 21st century, 5 star boutique hotel but in a fascinating building from 1766.

Top Guest favourite
A modern bedroom features a spacious bed with crisp white linens positioned against a geometric accent wall in a muted tone. Two wooden bedside tables with lamps are located on either side, while a round mirror is mounted on the wall, contributing to the room's contemporary design.
Condo in Broomhall
4.95 out of 5 average rating, 254 reviews

Relaxation! Central Ecclesall Road!

Unwind in our stylish central Ecclesall road two bedroom apartment. The apartment has everything you need to unwind and relax during your stay. With the lounge offering at 75" wall mounted 4k TV on a modern slatwall backdrop, dinning table with overhead mood lighting. Both bedrooms offer king size beds with Simba memory form mattresses. The kitchen has integrated appliances with coffee machine with complimentary pods. The bathroom has a large walk in shower with contemporary matt black features

Guest favourite
The living area features a modern open layout with dark cabinetry and a wooden countertop in the kitchen. Comfortable armchairs and a navy sofa offer seating, complemented by a coffee table and a soft rug. Natural light enters through large windows framed by neutral walls.
Condo in Sheffield City Centre
4.95 out of 5 average rating, 144 reviews

Flat in landmark building, Castlegate, City Centre

Experience history and vibrant culture at this stylish 2-bedroom flat inside The iconic Steelhouse, situated in Sheffield's oldest quarter, Castlegate. The flat's central location means you're just a short walk from a diverse mix of restaurants, bars, and cafés. You'll also be within easy reach of the city's top entertainment, including the renowned Crucible Theatre, museums, bowling alley, and crazy golf. Stay here and make our flat your perfect home base for all that Sheffield has to offer.

Top Guest favourite
A television is positioned on a wooden console, displaying a scene from a film. The space features decorative wall hangings and a potted plant. Two yellow chairs are visible near a desk, enhancing the modern and inviting ambiance of the living area.
Condo in Sheffield City Centre
4.95 out of 5 average rating, 161 reviews

Beautiful Apartment in City Centre - Free Parking

Luxury one bed third floor apartment within new City Centre development, The Fitzgerald. Finished to the highest of standards. Light and airy open plan living area with contemporary kitchen.Hotel quality bathroom with shower over bath. Free and secured underground parking space. Located on the edge of West Bar Business District, a short walk to Kelham Island and the heart of Sheffield City Centre. Close to a range of fantastic amenities including shops, coffee shops, restaurants and gyms.

Guest favourite
The spacious lounge features a comfortable white sofa paired with a striped armchair and ottoman. A coffee table is positioned in front of a modern entertainment unit holding a large television. Large windows allow natural light, with sheer curtains framing the view.
Condo in Nottinghamshire
4.89 out of 5 average rating, 121 reviews

Newly Renovated Two Bedroom Ground Floor Cosy Flat

Newly renovated, spacious and comfortable Flat. Consisting of a large comfortable lounge, with Sky TV and Broadband. Modern Kitchen with all utilities and comforts of home. Bright Bathroom with walk-in electric shower and plenty of storage. Good sized double bedroom with triple wardrobe a large single bedroom/office with door leading out to the private patio area. Less than a 5 minute walk to local supermarket, 3 pubs , Costa, Kings Mill Hospital and lake. 5 min. drive to Mansfield Centre.

Guest favourite
A modern lounge area features a green sofa with patterned cushions and a mid-century wooden coffee table. A flat-screen TV is mounted on the wall, while artwork adorns the space. A potted plant adds a touch of greenery, enhancing the contemporary aesthetic.
Condo in South Yorkshire
4.95 out of 5 average rating, 558 reviews

Former Coach House Broomhill

Beautiful former coach house apartment in the grounds of an early Victorian House, situated on a quiet back water in the vibrant community of Broomhill. Private entrance use of the garden and close to the universities and hospitals, which are all within walking distance. The city centre is just 5 mins away yet we have great access to the Peak District. The conversion consists of kitchen/lounge/dinning area, separate double bedroom, bathroom and patio doors to the garden. Free parking

Guest favourite
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
4.82 out of 5 average rating, 255 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.

Top Guest favourite
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
4.99 out of 5 average rating, 137 reviews

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.

Top Guest favourite
The exterior of the barn conversion is shown, featuring rustic stone walls and a slate roof. An expansive gravel driveway leads to the entrance, with serene countryside visible in the background, highlighting the tranquil setting.
Condo in Holymoorside
5 out of 5 average rating, 158 reviews

Self-Catering, Log Burner, Cosy, Peak District

Welcome to Leveret! Our cosy retreat in the heart of the picturesque Peak District. Lovingly designed to provide you with the perfect blend of comfort and rustic charm! Unwind by the crackling warmth of the log burner, while relaxing on the comfortable modern furnishings! Leveret features a well-appointed king-size bedroom, fully equipped kitchen complete with modern appliances, and bathroom with bath and shower over. Private outdoor space & BBQ area in peaceful surroundings.

Guest favourite
A comfortable living area features exposed wooden beams and a cozy sofa. A wooden coffee table sits in front, with a television mounted nearby. Natural light enters through a window adorned with soft blinds, creating an inviting space for relaxation.
Condo in South Wingfield
4.9 out of 5 average rating, 116 reviews

The Conkers Country Cottage Self Catering Retreat

The Conkers is in the picturesque Hamlet of Moorwood Moor on of the edge of the Peak District. There are many walks from the door and 150 yards along the lane is The White Hart Inn where you will experience good food or just enjoy a well-deserved glass of wine. The Conkers delightful garden and orchard area provides a lovely spot for a relaxing drink, or perhaps some alfresco dining after a busy day exploring. There is ample off road secure parking behind automated gates.

Top Guest favourite
An inviting stone exterior features a staircase leading to the entrance of the apartment. The building's rustic charm is highlighted by wooden doors and window frames. A small table with flowers adds a welcoming touch to the entrance.
Condo in Derbyshire
4.98 out of 5 average rating, 240 reviews

Fields Farm Luxury Apartment

Open plan living space. Living area: With wood burner, Freesat TV and DVD player. Dining area. Kitchen area: With electric cooker, microwave and fridge. Utility room: With washing machine and tumble dryer. Bedroom: With double bed and en-suite with shower cubicle and toilet. Gas central heating, electricity, bed linen, towels and Wi-Fi included. Initial logs for wood burner included. Travel cot and highchair available on request. Small courtyard with garden furniture.

Guest favourite
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, 138 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.

Popular amenities for Chesterfield condo rentals

Quick stats about condo rentals in Chesterfield

  • Total holiday rentals

    Explore 10 holiday rentals in Chesterfield

  • Nightly prices starting at

    Chesterfield holiday rentals start at $159 NZD per night before taxes and fees

  • Verified guest reviews

    Over 730 verified reviews to help you choose

  • Wi-Fi availability

    10 of Chesterfield holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Chesterfield rentals

  • 4.9 Average rating

    Chesterfield stays are highly rated by guests—averaging 4.9 out of 5!

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