Condo holiday rentals in Chesterfield

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Top-rated condo rentals in Chesterfield

Guests agree: These condos are highly rated for location, cleanliness and more.

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Top guest favourite
Apartment in Wirksworth
4.98 out of 5 average rating, 279 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 favourite
Apartment in Broomhall
4.95 out of 5 average rating, 284 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.
Apartment in Sheffield City Centre
4.93 out of 5 average rating, 164 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.

Guest favourite
Apartment 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.

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.
Apartment in Derbyshire
4.99 out of 5 average rating, 157 reviews

Chesterfield -Peak District-Chatsworth-EV Charger

Welcome to 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 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.
Apartment 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.

Guest favourite
Apartment 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.

Top guest favourite
A hot tub awaits on the private balcony, surrounded by wooden fencing. The stone exterior of the property is visible in the background, and sunlight reflects off the water's surface, creating a calming atmosphere. Clear skies with scattered clouds enhance the serene setting.
Apartment in Heathcote
5 out of 5 average rating, 120 reviews

Hayloft in the Peak District

Located near the village of Hartington in the very Heart of the Peak District, this luxury apartment makes for a perfect countryside escape. The accommodation is all located on the first floor, with 2 en-suite kingsize bedrooms and an open plan living/dining/kitchen area, where you will find everything you need for a comfortable and relaxing stay. You will also find tucked away at the back of the property a balcony area complete with hot tub perfect for star gazing!

Guest favourite
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.
Apartment 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.
Apartment 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.

Guest favourite
Apartment in Church Warsop
4.95 out of 5 average rating, 111 reviews

Fairwinds

Quiet village location, on the very edge of Sherwood Forest,self contained annex. Sherwood pines/Forest,Go ape,creswell crags,Thoresby park,clumber park,Center parks and Rufford abbey all within 4miles. Drop works Rum Distillery 3miles. 2.5miles to the nearest EMR station. 2 minutes walk to bus stop for Mansfield. Village cafe and bars within 10 minute walk. Local walks and cycle routes nearby.

Guest favourite
Apartment in Barlow
4.85 out of 5 average rating, 274 reviews

Lovely apartment above cafe near Peak District

The apartment is situated above the 200 year old cafe . Completely self contained with your own entrance . Barlow is a picturesque village on the very edge of the Peak District, with two great gastro pubs, one right next door . Barlow is a 10 minute scenic drive from chatsworth house . The apartment is a perfect stylish space for a perfect getaway for two .

Popular amenities for Chesterfield condo rentals

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Avg. price$148 NZD$141 NZD$155 NZD$153 NZD$156 NZD$151 NZD$161 NZD$173 NZD$177 NZD$170 NZD$183 NZD$182 NZD
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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 $153 NZD per night before taxes and fees

  • Verified guest reviews

    Over 780 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, 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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