
Vacation rentals in Chesterfield District
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Chesterfield District
Guests agree: these stays are highly rated for location, cleanliness, and more.

Roundhouse View
Modern and comfortable 2-bedroom bungalow in a quiet area of Chesterfield. Ideal for professionals, relocations and short stays. Sleeps 3-4 with a double and flexible twin setup. Includes superfast WiFi, fully equipped kitchen, washing machine, free parking and a private enclosed garden. Well located for the M1, town centre and the Peak District. Dog-friendly on request. Discounts for longer stays. Easy self check-in and reliable host support. Ideal for quiet stays, fast access and easy parking

The Tower
The Tower is the perfect romantic high-end getaway for couples who want to get away from it all in a secluded location and fancy just something different. The Tower has recently been converted for use as a holiday let which was previously an unused ancillary building adjacent to The Water Works, an old water treatment plant near Bolsover, converted to domestic use in 2002 and featured on the Channel 4 programme Grand Designs. Available for single night stays. Discounts on 3+ nights bookings.

Cheerful 2- Bedroomed Home in Chesterfield.
This beautiful town house is located right on the edge of the Peak District and within walking distance to Chesterfield's iconic Market Town. This 2 bedroomed modern home has everything you need and is the perfect base for visiting all the local attractions Derbyshire has to offer. The locations boasts a 20 min drive to the well loved Peak District. Along with all the wonderful bars, restaurants, gift & coffee shops just a short walk away. Chesterfield's Golf course is just 15min drive away.

Cosy studio apartment close to Peak District
Cosy,private ,self contained upstairs studio with own entrance , double bed with en suite, dual ring halogen hob ,combination microwave and oven , television with free sat ,free wifi ,integrated fridge freezer ,breakfast bar and stools . Comfy chairs to relax! On the main bus route into Chesterfield and the Peak District ,10 mins to Chatsworth,20 mins to Bakewell and lots of walks in the area. Many bars ,coffee shops and restaurants within walking distance . We look forward to meeting you.

Charming 18th century stone cottage
Tucked away in a peaceful corner of Newbold Village, within its own private courtyard, Carpenters Mews is a beautifully restored circa-1800 cottage. Full of character and charm, it has been thoughtfully furnished throughout. Whether you’re visiting for business, leisure, or a countryside getaway to the nearby stunning Peak District, this delightful two-bedroom home is a perfect base. It is close to all local amenities, providing everything you need for an enjoyable and comfortable stay.

Blissful Barry’s
A quiet detached house on a cul-de-sac on the edge of the Peak District. A short stroll from pubs and an India restaurant. 10 mins walk to the chesterfield canal, only 10 mins into the town centre by car with the famous crooked spire. The house has 2 double bedrooms both with a double bed and a single bedroom with a full sized raised single bed. Matlock and Bakewell is about a 30 minute drive and both lovely places to visit. Beds are made up for arrival with linen and towels included

Slinky The Narrow Boat
Slinky The Narrow Boat - Is a repurposed narrow boat that has been fixed into a set location near Dixon Lock Chesterfield, where you can enjoy all the the outdoors has to offer along with all the amenities you would want from a stay away. Slinky has a log burner for those cosy colder nights along with full working Kitchen, ensuite bathroom and a cosy double bed. Dogs are welcome to stay as Slinky is situated in its own private garden with patio overlooking the Chesterfield Canal.

The Hideaway
Surround yourself with style in this standout space. Modern recently refurbished basement apartment with private secure drive. It comprises of 1 bedroom with king size bed, kitchen/lounge with pull out sofa bed that sleeps 2. The kitchen is equipped with microwave, fridge, air fryer, kettle, toaster, Sandwich maker and all utensils. Includes all bedding and towels. Shower room. 10 min walk to the chesterfield canal. Shops, pubs and restaurants are all within walking distance.

The Long Hall 2 bed ground floor annexed apartment
Long Hall has been lovingly converted into a 6-person, ground floor, annexed apartment, within a quiet housing estate, a short distance from the Peak District. Two large double bedrooms, with rainfall shower en-suites, and a large open-plan living area dining and kitchen area and a large, shared enclosed patio and garden area Long Hall suits leisure and tourist staycations, as well as trade or professional workers, who wish for a home from home. SKY Sports and Movies included

Woolley Lodge Farm Retreat
A brand new fully furnished wooden lodge situated within the grounds of a working farm, with views across open countryside. The cabin has been furnished to a high standard and includes a double bedroom with double bed. The kitchen has a full size fridge with small freezer, full size oven and a microwave. It has a small bathroom with a full size corner shower. It has its own entrance, parking and a beautiful decked area and fire pit and BBQ . Not suitable for children or pets

A cosy 2 bedroom family friendly living space
Bring the whole family to this great place, ideal for the Peak District walking. Our 2 bedroom 1 bathroom and living space has a real country cosy feel, WiFi. Free off road parking is available •. Please note before booking our cottage, there is no kitchen at the cottage ,in the living area there is a small fridge toaster kettle coffee machine microwave cutlery plates cups and glasses everything you will need for a comfortable stay

The Loft
Immaculate Twin Loft Room with en-suite shower. Room accessed by the key in a Keysafe adjacent to the private door. Car parking for 1 vehicle available. 5 minute walk to Ringwood Hall, Canal, 3 takeaways and the Hollingwood Public House. 5 minute drive to M1 junction29a. Room has free Wifi, tea/coffee making facilities, television, microwave, fridge, clothes rail and 2 chest of drawers. Towels and bedding provided.
Popular amenities for Chesterfield District vacation rentals
Other great vacation rentals in Chesterfield District

Springwood Barn No2 Merlyn A touch of luxury

Paddock View

Spire View | Chesterfield 2 Bedroom Apartment

3 bedroom house near woodland

The Caesar Suite - Kelham Island / City Centre

Derbyshire Gem, Peak District

The Corner House C-Town Centre 2 Bedroom Apartment

The perfect base: town stays, Peak days
Destinations to explore
- Peak District National Park
- Alton Towers
- Etihad Stadium
- Chatsworth House
- Heaton Park
- Donington Park Circuit
- The Quays
- AO Arena
- Didsbury Village
- Lincoln Castle
- Harewood House
- Tatton Park
- Utilita Arena Sheffield
- Bowlers Exhibition Centre
- Yorkshire Wildlife Park
- Bramham Park
- Wythenshawe Park
- Motorpoint Arena Nottingham
- Mam Tor
- Royal Armouries Museum
- Temple Newsam Park
- Manchester Central Convention Complex
- Belvoir Castle
- University of Manchester





