
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.

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.
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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.
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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.
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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.
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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.
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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!
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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.
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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.
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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.
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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 .
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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.
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Comfortable 2 bedroom flat in Western Sheffield
A comfortable and spacious two bedroom apartment in the quiet leafy residential area of Sheffield 10. Private parking and quick access by public transport to city centre (3.7 miles/25mins) and 5 minute drive to the scenic Peak District National Park. Handy for Sheffield University, Broomhill the Hallamshire Hospital and Thornbury private hospital. Claremont private hospital is next door.
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Popular amenities for Chesterfield condo rentals
Weekly condo rentals

Newly Renovated Two Bedroom Ground Floor Cosy Flat
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The Old Chapel Apartments
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Cobblers Rest in Central Bakewell & Free Parking
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Fabulous vintage vibe - Sheffield & Peak District!
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Lovely 2-bedroom apartment in Netheredge
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Fabulous 2 Bedroom City Centre Apartment & Balcony
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Elegant Apartment, Spacious in the center of town
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Dale side apartment
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Pet-friendly condo rentals

Fields Farm Luxury Apartment
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Lodgeview Guest Suite
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Loft Apartment in Village centre with Free Parking
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Luxurious 2-bedroom Apartment
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The View is a luxury apartment with a modern twist
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Peaceful Private Annex | Parking | Pet Friendly
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Annie's Loft- Paddock Cottages
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The Burrows garden flat in central Buxton
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Private condo rentals

Bright one bedroom apartment in Kelham Island.
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THE LUXÉ stunning 2 bed in the private park estate
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The Penthouse | High end Luxury | Central Location
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Stunning self contained annex in Southwell
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1 BDR apt (sleep 2+2) close to Shef Uni (+parking)
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Friars Lodge, Edwinstowe
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Large self contained garden apartment
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Spacious 3 bedroom 2nd floor Apartment
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Destinations to explore
- Peak District National Park
- Alton Towers
- Etihad Stadium
- Chatsworth House
- Heaton Park
- The Quays
- Donington Park Circuit
- Didsbury Village
- Lincoln Castle
- AO Arena
- Harewood House
- Tatton Park
- Wythenshawe Park
- Bowlers Exhibition Centre
- University of Manchester
- Yorkshire Wildlife Park
- Bramham Park
- Manchester Central Convention Complex
- Temple Newsam Park
- The Piece Hall
- Belvoir Castle
- Mam Tor
- Yorkshire Sculpture Park
- Manchester Central Library




