Condo vacation rentals in Chesterfield

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Top-rated condo rentals in Chesterfield

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Top guest favorite
A charming outdoor seating area features a round green table accompanied by two intricately designed chairs. A tray with drinks rests on the table, set against a backdrop of a rustic stone barbecue and lush greenery. The space offers bright sunlight and a tranquil atmosphere.
Condo in Holymoorside
4.98 out of 5 average rating, 205 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!

Top guest favorite
Condo in Wirksworth
4.98 out of 5 average rating, 277 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.

Guest favorite
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, 282 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 favorite
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
4.93 out of 5 average rating, 162 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 favorite
A spacious lounge area features a comfortable gray sofa, a wooden armchair, and a glass coffee table. Modern wall art adorns the walls, while the kitchen is visible in the background, showcasing contemporary appliances and cabinetry. Natural light illuminates the wooden flooring.
Condo in South Yorkshire
4.87 out of 5 average rating, 426 reviews

Large 1 Bedroom Apartment, Broomhill

Beautiful basement apartment, in the vibrant community of Broomhill. The apartment is part of a large early Victorian House, with private entrance and courtyard garden. Close to the university and teaching hospitals, which are all within walking distance. The city centre is just 5 mins away yet we have great access to The Peaks. Property consists of kitchen, large lounge/dinning area, large double bedroom, folding chair bed for 3rd guest & modern bathroom. Free street parking with vouchers

Guest favorite
Condo in Nottinghamshire
4.88 out of 5 average rating, 129 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 favorite
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, 258 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 favorite
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, 157 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.

Guest favorite
Condo in South Wingfield
4.9 out of 5 average rating, 126 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.

Guest favorite
A historic stone building is shown from the front, featuring large arched windows and a double garage door. The entrance is approached via a gravel driveway lined with manicured shrubs and young trees, creating a welcoming entryway surrounded by greenery.
Condo in Derbyshire
4.96 out of 5 average rating, 230 reviews

Litton Mill Retreat, Luxury Converted Mill

Litton Mill is a beautiful converted former watermill located right in the heart of the Peak District national park, minutes walk from the Monsal Trail. The apartment has been recently renovated and features a stunning 640 sq ft open plan living, dining room and kitchen area as well as two large ensuite bedrooms each having super king beds (which can be turned into two single beds if required) with an additional pullout small single bed in each room.

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, 139 reviews

2 Bed Apartment at the Corner House - Town Centre

A stylish ground-floor apartment in a beautifully converted 1800s home, recently refurbished to a high standard and exclusively used for Airbnb guests. The property features two double bedrooms, a full bathroom plus a separate toilet, and a fully equipped open-plan kitchen/diner with a sofa bed - perfect for relaxing stays. Within walking distance of Chesterfield town centre and train station, with allocated parking for one car.

Superhost
A spacious living area is furnished with a gray sectional sofa adorned with colorful cushions. A wooden coffee table sits in the center, complemented by decorative items. Large windows with patterned shades allow natural light to fill the room, creating a bright and inviting atmosphere.
Condo in Derbyshire
4.79 out of 5 average rating, 156 reviews

Cobblers Rest in Central Bakewell with FreeParking

Discover the beauty of Bakewell whilst situated in our 2-bedroom retreat, nestled in the heart of the breathtaking Peak District. Immerse yourself in timeless elegance and modern comfort as you unwind in this spacious, meticulously designed apartment. Prep meals in the equipped kitchen, or explore charming Bakewell and the surrounding areas. With its prime location, this is your gateway to a dreamy Peak District adventure!

Popular amenities for Chesterfield condo rentals

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Avg. priceﺩ.ﺇ320ﺩ.ﺇ305ﺩ.ﺇ334ﺩ.ﺇ331ﺩ.ﺇ338ﺩ.ﺇ327ﺩ.ﺇ349ﺩ.ﺇ375ﺩ.ﺇ382ﺩ.ﺇ367ﺩ.ﺇ397ﺩ.ﺇ393
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Quick stats about condo rentals in Chesterfield

  • Total vacation rentals

    Explore 10 vacation rentals in Chesterfield

  • Nightly prices starting at

    Chesterfield vacation rentals start at ﺩ.ﺇ331 per night before taxes and fees

  • Verified guest reviews

    Over 780 verified reviews to help you choose

  • Wi-Fi availability

    10 of Chesterfield vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, 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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