
House holiday rentals in Chesterfield
Find and book unique houses on Airbnb
Quick stats about house rentals in Chesterfield

Total holiday rentals
Explore 80 holiday rentals in Chesterfield

Nightly prices starting at
Chesterfield holiday rentals start at $56 AUD per night before taxes and fees

Verified guest reviews
Over 4,380 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
70 of Chesterfield holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Chesterfield rentals

4.8 Average rating
Chesterfield stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated house rentals in Chesterfield
Guests agree: These houses are highly rated for location, cleanliness and more.

Panoramic views, calf feeding, Bakewell Chatsworth
The Garden Nook offers complete privacy and is located in a perfect spot for everything. Newly converted and set within 55 acres of impressive private land, gardens, and fruit orchards. A rejuvenating location to unwind and reconnect with nature in such a tranquil environment. The comfy contemporary haven with tasteful decoration, stylish furniture, and spectacular views is the perfect place to relax. Watching lambs skipping around the orchard is a delightful bonus! Tractor experiences available

The Old Coach House. 5-star. Parking. EV charger.
“Loved staying here”. Off street parking. Ultra fast WiFi. Perfectly located in leafy Nether Edge village, 10 minutes from city centre and Peak District. Near to local shops, pubs, cafés and restaurants. Everything you need for the perfect stay: Private off-street parking: Yes. Big comfortable beds: Yes. Powerful shower: Yes. Washing machine: Yes. New kitchen: Yes. Spotlessly clean: Yes. Ultra-fast 1GB fibre optic broadband/Wi-Fi: Yes. Ev charger: Yes. Charm, character, history? Yes. Yes. Yes!

Beautiful Barn surrounded by open countryside
A beautiful barn conversion surrounded by open countryside within The Peak District National Park. Ideally situated for exploring the Peak District, with excellent footpath access across the moors or the Sheffield Lakeland from the door . The City is only a short drive away with all of it's amenities. There is an excellent choice of local pubs and restaurants serving great food, local beers plus for Fine Dining, we are only 10 mins away from Sheffield's only Michelin starred restaurant Joro.

The Old Chapel Luxury Retreat
Introducing The Old Chapel: Following the success and glowing reviews of the Old Bank Bakewell, we embarked on a quest for another unique stay. Enter The Old Chapel, a labor of love renovation resulting in a charming three-bedroom, all-ensuite stay unlike any other. Perfect for short getaways or week-long stays. Enjoy peaceful nights in king-sized beds fitted with luxurious 500-thread-count sheets. Each en-suite features spacious dual showers, fluffy robes, and slippers for ultimate relaxation.

Sheffield Charming Detached 4bd Home
Welcome to our modern, spacious home, designed to provide a comfortable and memorable stay. Whether traveling with family, friends, or for work, you'll find everything you need for a relaxing visit. Amenities You'll Love: - Effortless self check-in with a secure digital lock - Fiber-optic WiFi – ideal for work or streaming shows. - Fully stocked essentials – tea, coffee, shampoo, body wash, conditioner, towels. - Equipped kitchen including– cookware, utensils, a 5-hob cooker, and dishwasher

The Stables House, Lomberdale Hall. 4 to 7 guests
Spacious detached private house, 3,000 sq ft/ 275 sq m. Own drive. 3 acres of grounds. Log burner (fuel provided) Front, back and garden doors; Entrance hall, sweeping staircase, beautiful sitting room, library stuffed with books, 3 large bedrooms (Vispring beds) plus 3 fab bathrooms with baths & separate showers - plus a single bed downstairs. Warm kitchen, utility room & larder. Antique furniture, lovely curtains. Perfect for families, couples, groups. Walking galore! 3 Pubs in the village.

Bright - 2 Bedroomed House in Derbyshire
Your family will be close to everything when you stay at this centrally located town house within walking distance from 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. Right on the edge of the Peak District it boasts a 20 minute drive to Chatsworth House and many more. Along with all the wonderful bars, restaurants, gift & coffee shops all within walking distance.

The Entire Coach House at Middleton Hall
Relax in this peaceful unique country home, either warm yourself by the wood burner or relax out in the garden, taking in the beautiful surroundings of the private Middleton Hall estate. The Coach House has been refurbished , with designer furniture, wall paper, hand painted murals on the walls, marble shower room, hypnos beds and an American fridge freezer. The attractions are wildlife, walking and cycling. Also visiting stately houses like Chatsworth and Haddon. coach-house-middleton.

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

Bridgefoot Cottage - Wild Swimming & Hot Tub
Bridgefoot is a beautiful 17th century cottage situated in the Peak District. Guests have full use of the property including a modern, fully equipped kitchen, perfect for entertaining. There is also an exceptionally comfy and cosy sitting room, equipped with 2 sofas (one of which is a double sofa bed) a log burner and a Smart TV. The master bedroom boasts a luxurious four poster bed and an ensuite bathroom. Next door is a spacious second bedroom with two comfortable single beds.

Country Cottage with great outside space & views
Relax in our stunning two-bedroom slice of Derbyshire heaven! Amazing walks and local pubs >1 mile away. Large terrace with fabulous views over the valley & a range of seating. 2 double bedrooms, 1 ensuite & large family bathroom. Significant renovations recently & has a highly specified kitchen inc. range. Log burner in living room & Smart TVs in Kitchen, Living room & main bedroom. WIFI & office to keep in touch with work whilst relaxing in comfort & style.

Hugo’s Luxury Barn
Welcome to Hugo’s Barn!! Nestled in the heart of the Peak District, Hugo’s Barn at Knabb Farm offers a luxurious and tranquil escape for couples, families, and dog lovers alike. Surrounded by stunning countryside, it’s the perfect retreat to unwind and explore the natural beauty of the region. Located just a short drive from Bakewell, Chatsworth, Matlock, and Matlock Bath, Hugo’s Barn provides a peaceful yet accessible base for your Peak District adventure.
Popular amenities for Chesterfield house rentals
House rentals with a pool

The Round House - family house with indoor pool

Dog Friendly Cottage with Indoor Swimming Pool

Charming 6-Bedroom Winster Village, Peak District

Haddon F'house - shared heated pool & games room

Pippinwell

Butler's Quarters

The Card House

Adelaide Cottage
Weekly house rentals

Derbyshire Gem, Peak District

Lovely house Eckington Sheffield

Beautiful 19th-Century Terraced Cottage

Chert Cottage, Great Longstone, Bakewell Peak Dist

Unique & stylish converted Chapel - Peak District

Mouse Cottage, beautiful 2 bedroom cottage

Pear Tree Lodge with private HOT TUB and garden

Quince Cottage
Private house rentals

Barn Cottage, an Elderfold Farm Stay, Hayfield

Central Bakewell Quiet Luxury

Oakdale - Our Quest retreat

Cheerful 2-bedroom home with free offroad parking

Fox Cottage at Yew Tree Farm

Comfortable cottage on the Chatsworth Estate

Charming 2 Bedroom Cottage in the Peak District

Runner Duck Cottage
When is the best time to visit Chesterfield?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $163 AUD | $166 AUD | $170 AUD | $167 AUD | $165 AUD | $190 AUD | $165 AUD | $176 AUD | $159 AUD | $166 AUD | $155 AUD | $165 AUD |
| Avg. temp | 4°C | 5°C | 7°C | 9°C | 12°C | 15°C | 17°C | 17°C | 14°C | 11°C | 7°C | 5°C |
Destinations to explore
- Peak District National Park
- Alton Towers
- Etihad Stadium
- Chatsworth House
- Heaton Park
- Donington Park Circuit
- The Quays
- Didsbury Village
- Lincoln Castle
- AO Arena
- Harewood House
- Tatton Park
- Bowlers Exhibition Centre
- Bramham Park
- Yorkshire Wildlife Park
- University of Manchester
- Wythenshawe Park
- Manchester Central Convention Complex
- University of Leeds
- The Piece Hall
- Belvoir Castle
- Temple Newsam Park
- Mam Tor
- Royal Armouries Museum





