
Condo vacation 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.

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!

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.

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.

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.

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.

Lodgeview Guest Suite
Lodgeview guest suite is a rural retreat with excellent views and access into surrounding Nature Reserves, Derbyshire and Nottingham. Dog friendly accommodation at no extra cost. You’ll find a full kitchen for self catering and USB ports on every socket. Tea, coffee, sugar, milk, condiments, light snacks and a variety pack of cereal are ready for you. Eco friendly shower gel, shampoo and conditioner. Digital TV and WiFi included. Comfortable Sofa bed. It’s a home from home

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.

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!

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.

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!

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.

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 .
Popular amenities for Chesterfield condo rentals
Weekly condo rentals

Loft Apartment in Village centre with Free Parking

The Devonshire Suite, Buxton Private Parking Inc.

Fabulous vintage vibe - Sheffield & Peak District!

Former Coach House Broomhill

THE LUXÉ stunning 2 bed in the private park estate

The Cowshed Apartment

Cobblers Rest in Central Bakewell with FreeParking

Spacious 2Bedroom 2Bathroom Apartment.Scenic Views
Pet-friendly condo rentals

The Burrows garden flat in central Buxton

Historic Victorian 3 Bed 4 Bath Flat ~Matlock Bath

The Cobbles. Central Buxton. Golf nearby

The Hayloft.Tintwistle.Glossop. Derbyshire.SK131JX

Luxurious 2-bedroom Apartment

2 Bed Apartment Greenfield Saddleworth, Manchester

Fabulous Flat close to Town & Country, Matlock

Delightful annex | Exclusive area | Doncaster DN4
Private condo rentals

Spacious 2 bedroom flat near city and free parking

Town Hall View

Large self contained garden apartment

Stunning self contained annex in Southwell

Spire View | Chesterfield 2 Bedroom Apartment

Buxton apartment, free parking and stunning views

“Your Sheffield home away from home”

Lovely apartment close 2 City Center &Rail Station
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$20,922 GYD per night before taxes and fees

Verified guest reviews
Over 800 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!
Destinations to explore
- Family-friendly rentals Chesterfield
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- Peak District National Park
- Alton Towers
- Etihad Stadium
- Chatsworth House
- Heaton Park
- The Quays
- Donington Park Circuit
- AO Arena
- Didsbury Village
- Lincoln Castle
- Harewood House
- Tatton Park
- Utilita Arena Sheffield
- Motorpoint Arena Nottingham
- Yorkshire Wildlife Park
- Bramham Park
- Bowlers Exhibition Centre
- Wythenshawe Park
- Mam Tor
- Royal Armouries Museum
- Temple Newsam Park
- Manchester Central Convention Complex
- Belvoir Castle
- The Piece Hall





