
House holiday rentals in Chesterfield
Find and book unique houses on Airbnb
Top-rated house rentals in Chesterfield
Guests agree: these houses are highly rated for location, cleanliness and more.

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.

Panoramic views, Spring Lambs, 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

Oakdale - Our Quest retreat
Idyllically situated at the entrance to Hardwick Wood, Wingerworth, 2 miles from Chesterfield and all amenities, yet totally secluded. Close to Chatsworth & Peak District. Fully fitted kitchen all appliances including tumble drier & dishwasher. Underfloor zoned central heating. Log burner. Fully fitted bathroom with bath and shower. Separate shower/wc. Fully fitted bedrooms with ample wardrobes and drawers ideally suited to a family of 4. Sleeps 4 in one double and 1 set of bunks, cot available

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.

Peak District Home from Home!
We welcome you to our home. In the heart of the Peak District! Perfectly located for visiting Chatsworth, Haddon Hall, Bakewell & Sheffield. Comfortably sleeping four in two double rooms with a hidden single bed under the stairs ideal for someone who doesn’t mind a little less privacy. A spacious living and dining area with doors opening out onto a patio with a Hot Tub for four people that can be hired as an add on. The house has comfy beds, boho decor & is really warm and cosy!

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

Peaceful hideaway Baslow Chatsworth, Peak District
Gorse Ridge End is a fresh and airy bungalow superbly situated in the beautiful village of Baslow in the heart of the stunning Peak District National Park. Within walking distance of the Chatsworth Estate, excellent village pubs, restaurants and dramatic gritstone crags and moorlands. In a peaceful village location away from the main road with private garden and plenty of off road parking, this 2 bedroom property provides a tranquil base for a couple or a family.

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.

The Little Lodge
Kick back and relax in this calm, stylish space. The Little Lodge is a brand new renovated annex attached to a charming Victorian Lodge from the 1800s. Situated in a picturesque and peaceful conservation area on a private road in the leafy suburb of Ranmoor Sheffield. The Little Lodge is only 15minutes away from Sheffield's main train station and sits of the foothills of South Yorkshire's famous Peak District. Ideal for a city break or a Rambler's retreat.

Spacious Scandinavian style hideaway with log fire
The property is in a delightful and secluded position on the south facing side of Darley Hillside with views over the valley. The main living area is on the upper floor, accessed directly from the driveway and car-port via a hallway leading to the master bedroom and ensuite; living room with open log fire, dining area and internal balcony access to 2-storey atrium complete with spiral staircase; cloakroom; toilet, and kitchen with tree top external terrace.
Popular amenities for house rentals in Chesterfield
House rentals with a pool

Charming 6-Bedroom Winster Village, Peak District

Large Modern Décor 3 Bed with Driveway & Garden

Ashbourne Cottage near Dovedale

Buttercup Down

The Manor House

Badgers Wood

Buttercup Down - shared heated pool & games room

Country Cottage With Shared Swimming Pool
Weekly house rentals

Historic & charming Blidworth Dale House West Wing

Country Cottage with great outside space & views

Fox Cottage at Yew Tree Farm

Stunning Countryside Manor — Hot Tub & Parking

Charming 2 Bedroom Cottage in the Peak District

Charming & stylish cosy country barn conversion

Central Bakewell Quiet Luxury

5 Bed luxury holiday home
Private house rentals

Cozy Quiet Cottage In Pilsley

On the edge of the Peak district

A cosy 2 bedroom family friendly living space

Cosy 2 bed home CHESTERFIELD

Home in Chesterfield

Charming 18th century stone cottage

Derbyshire Gem, Peak District

Luxury Edge of Peak District Home
When is the best time to visit Chesterfield?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £88 | £89 | £91 | £79 | £76 | £74 | £88 | £94 | £85 | £89 | £83 | £88 |
| 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 |
Quick stats about house rentals in Chesterfield

Total holiday rentals
Explore 70 holiday rentals in Chesterfield

Nightly prices starting at
Chesterfield holiday rentals start at £22 per night before taxes and fees

Verified guest reviews
Over 4,120 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
70 of Chesterfield holiday rentals include wifi 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!
Destinations to explore
- Durham Holiday rentals
- London Holiday rentals
- Picardie Holiday rentals
- Sea of the Hebrides Holiday rentals
- Thames River Holiday rentals
- Amsterdam Holiday rentals
- South West Holiday rentals
- Inner London Holiday rentals
- Rivière Holiday rentals
- Dublin Holiday rentals
- Brussels Holiday rentals
- South London Holiday rentals
- Flat rentals Chesterfield
- Rentals with outdoor seating Chesterfield
- Rentals with a washing machine and dryer Chesterfield
- Apartment rentals Chesterfield
- Rentals with a fireplace Chesterfield
- Cabin rentals Chesterfield
- Pet-friendly rentals Chesterfield
- Family-friendly rentals Chesterfield
- Cottage rentals Chesterfield
- Rentals with a patio Chesterfield
- House rentals Derbyshire
- House rentals England
- House rentals United Kingdom
- Peak District National Park
- Alton Towers
- Etihad Stadium
- Chatsworth House
- The Quays
- AO Arena
- Heaton Park
- Motorpoint Arena Nottingham
- Lincoln Castle
- First Direct Arena
- Harewood House
- Didsbury Village
- Tatton Park
- Donington Park Circuit
- Mam Tor
- Utilita Arena Sheffield
- Royal Armouries Museum
- Temple Newsam Park
- The Piece Hall
- Manchester Central Library
- Yorkshire Wildlife Park
- Peace Gardens
- Science and Industry Museum
- Bowlers Exhibition Centre





