
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 G$23,003 GYD 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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The Penthouse | High end Luxury | Central Location
The Penthouse is an opulent property nestling in the bustling market town of Glossop, the gateway to the Peak District National Park. Close to a variety of restaurants, bars and shops. Situated a quiet and tranquil spot and just metres from Glossop train station, with a direct line to Manchester city centre. An ideal abode for a family or friends looking for a contemporary getaway to Derbyshire to explore the Peak District National Park, or stay local and enjoy the local restaurants and pubs.
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The Forge, Snitterton near Matlock
Situated in the Peak District National Park, locations don't come much better than this. The Forge provides superb views across the valley and lovely walks from the door. A brisk riverside stroll will soon get you to the local pubs in Darley Bridge. Matlock, with its county town facilities is a 5 minute drive. The property is close to the Peak District's wealth of attractions, including Chatsworth House, Dove Dale and Haddon Hall The Forge provides a beautiful haven to discover the area
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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.
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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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The View is a luxury apartment with a modern twist
The View is a stylish georgian ground floor apartment in the heart of this inland seaside resort that is Matlock Bath. All on one level and open plan, everything you could need for a luxury getaway. Close to great pubs restaurants and attractions, and only a short walk to the train station, Matlock town is just a mile away. A 20 minute drive will get you to Chatsworth House, Bakewell and the heart of the Peak District. A pet (1 small dog) is welcome at an extra fee.
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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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The Old Chapel Apartments
The Old Chapel Apartment 2 Positioned on a beautiful village high street in the heart of Sherwood Forest, our two brand new apartments are in a renovated former Methodist Chapel and truly at the centre of village life. Beautifully-appointed and furnished in a luxurious modern style, each sleeping up to four people, they are perfect for couples looking for a little space or families and friends holidaying together. We look forward to hosting you!
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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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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

Former Coach House Broomhill
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Newly Renovated Two Bedroom Ground Floor Cosy Flat
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1 Coach House Mews - Matlock Bath
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Ecclesall Road! 2 bed apartment, amazing location
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Flat in landmark building, Castlegate, City Centre
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Luxurious 2-bedroom Apartment
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Lodgeview Guest Suite
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THE BLOCK a New York style loft grade 2 building
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Pet-friendly condo rentals

Fields Farm Luxury Apartment
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Fabulous vintage vibe - Sheffield & Peak District!
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Loft Apartment in Village centre with Free Parking
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Boskin Cottage
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Self contained boutique studio in Southwell
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Peaceful Private Annex | Parking | Pet Friendly
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Dog friendly Self-contained Base in Peak District
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Fabulous Flat close to Town & Country, Matlock
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Private condo rentals

Elegant Apartment, Spacious in the center of town
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Fabulous 2 Bedroom City Centre Apartment & Balcony
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The Devonshire Suite, Buxton Private Parking Inc.
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Bright one bedroom apartment in Kelham Island.
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Close to Town, Woodlands Hot Tub Retreat
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Cosy Modern Flat in Central Buxton | Peak District
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Stunning self contained annex in Southwell
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Modern, City Centre Studio - West One Sheffield
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Destinations to explore
- Peak District National Park
- Alton Towers
- Etihad Stadium
- Chatsworth House
- Heaton Park
- Didsbury Village
- Donington Park Circuit
- Lincoln Castle
- Harewood House
- Tatton Park
- Yorkshire Wildlife Park
- Bramham Park
- Manchester Central Convention Complex
- Belvoir Castle
- Wythenshawe Park
- Temple Newsam Park
- Mam Tor
- Bowlers Exhibition Centre
- AO Arena
- Loughborough University
- Yorkshire Sculpture Park
- Meadowhall
- MediaCityUK
- Sheffield City Hall




