Condo vacation rentals in Chesterfield

Find and book unique condos on Airbnb

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.ﺇ 404 per night before taxes and fees

  • Verified guest reviews

    Over 850 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!

Top-rated condo rentals in Chesterfield

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

1 of 1 pages1 / 1
Top guest favorite
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, 322 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 favorite
A cozy living room features a comfortable sofa adorned with vibrant throw pillows. Natural light streams through an arched window, highlighting the exposed stone wall. Two elegant lamps illuminate the space, complemented by a small accent table on either side.
Condo in Matlock Bath
4.94 out of 5 average rating, 149 reviews

Historic Victorian 3 Bed 4 Bath Flat ~Matlock Bath

A cosy and relaxing "home from home" stay awaits you at this centrally located Victorian property in the historic and quirky town of Matlock Bath, where you'll be greeted with breath taking views across the Derbyshire Dales. Our property comes supplied with everything from board games, books, Netflix, dvds, games console to baking equipment should the mood take you. There are several cafes, pubs and restaurants to choose from aswell as entertainment to keep you amused all in walking distance.

Guest favorite
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 Mansfield
4.87 out of 5 average rating, 149 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.

Superhost
Condo in Chesterfield
4.98 out of 5 average rating, 197 reviews

The Studio at Lorien -Chesterfield -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 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, 270 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 favorite
A spacious living area is featured with a large grey sectional sofa adorned with colorful cushions. A wooden coffee table sits atop a plush area rug, complementing the light, airy atmosphere. Artwork and decorative elements create an inviting space for relaxation.
Condo in Bakewell
4.8 out of 5 average rating, 189 reviews

Cobblers Rest in Central Bakewell & Free Parking

Cobblers Rest is a stylish 2Bed apartment right in the centre of Bakewell - the perfect base for exploring the Peak District on foot. Picture windows look out over the street and the woodland on the hillside beyond, and the shops, pubs, cafés and famous pudding shops are all just a short stroll away. Inside, you’ll find a fully equipped kitchen, upgraded high-speed Wi-Fi, recently upgraded beds with luxury cotton bedding, and a smart TV. Free private parking and easy self-check-in

Top guest favorite
A brown leather sofa is positioned in a quiet living area, complemented by a wooden coffee table featuring three decorative glass candle holders. Above the couch, three sepia-toned elephant portraits are displayed, adding a touch of character to the space.
Condo in Sheffield
4.94 out of 5 average rating, 430 reviews

Ecclesall Road! 2 bed apartment, amazing location

Hotel style feel stay at this central Ecclesall road location. The apartment comprises of 2 double bedrooms, both fitted with king size beds. Walk in shower wet room with remote controlled mood lighting. Fully integrated kitchen that flows into a relaxed living area with smart wall mounted TV, reading corner with dining table and chairs. A stone’s throw from the centre of Ecclesall road. With parks, trendy bars and flavoursome restaurants all at your doorstep!

Guest favorite
A cozy living space is showcased with a stylish leather sofa and an eye-catching egg chair nestled in the corner. Large windows reveal a view of the city at sunset, complemented by modern lighting and a textured stone accent wall.
Condo in South Yorkshire
4.85 out of 5 average rating, 191 reviews

House of Suede in the Heart of Kelham Island

UNIS Estates is pleased to present the House of Suede serviced apartment located in the heart of Sheffield’s vibrant Kelham Island. Boasting impeccable interior design, captivating selective ambience and a minimalist touch, this property offers a truly distinctive and luxurious stay. Enhance your visit by enjoying complimentary access to the on-site gym or taking a leisurely stroll to the rooftop terrace, offering breathtaking views of the Kelham surroundings.

Top guest favorite
The exterior of the historic watermill building is shown, featuring a stone facade and large windows. A clock is positioned above the main entrance, while a blue door adds a contrasting element. Surrounding greenery and small planters enhance the entrance area.
Condo in Derbyshire
4.96 out of 5 average rating, 254 reviews

Litton Mill Retreat, Luxury Converted Mill

Nestled in the heart of the Peak District National Park, Litton Mill is a beautifully converted former watermill just minutes from the Monsal Trail. Recently renovated, the large apartment is 1,400 sqft & features a stunning open plan living, dining and kitchen space filled with natural light. Two spacious en suite bedrooms offer super king beds (or twins), each with an additional pull-out single bed, making it ideal for couples, families or groups.

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
4.82 out of 5 average rating, 146 reviews

The Corner House A-2 Bedroom Town Centre Apartment

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.

Top guest favorite
The image features a charming entrance, showcasing large glass doors framed by soft curtains. Seasonal wreaths adorn the door, complemented by hanging flower baskets. A small black mailbox is visible beside the door, while decorative plants enhance the welcoming exterior.
Condo in Matlock Bath
4.88 out of 5 average rating, 178 reviews

1 Coach House Mews - Matlock Bath

A stylish 2 bedroom ground floor apartment set in an attractive stone conversion enjoying a courtyard setting to rear. Set in the popular tourist destination of Matlock Bath with view over the delightful Derwent Valley hillside & just across the road from the railway station with quick access to restaurants/bars. Ideal base for Heights Of Abraham, Gullivers Kingdom, Cromford Mill & Chatsworth House. Parking [1 car] & Wi-fi .

Top guest favorite
A self-contained living area is shown, featuring a spacious bed with light green bedding. A small desk holds a kettle and decorative items, accompanied by a wall-mounted TV. Soft carpeting and wainscoting in soothing green create a pleasant backdrop for relaxation.
Condo in Warsop
4.97 out of 5 average rating, 157 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.

Popular amenities for Chesterfield condo rentals