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

Total vacation rentals
Explore 80 vacation rentals in Chesterfield

Nightly prices starting at
Chesterfield vacation rentals start at ﺩ.ﺇ 147 per night before taxes and fees

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

Family-friendly vacation rentals
50 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
70 of Chesterfield vacation 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.

Spa Home with Hottub, Sauna Pool Table
Spa home with sauna, hottub, all modern amenities, on the edge of the Peak District and just 5 minutes walk from Chesterfield train station. 1pm check-in. Perfect for all experiences, extra large bedrooms. There is full-sized pool table, BBQ area, Sonos music, log-burner, open-plan kitchen and living areas. Ideal for several families or large group getaways. Prime location allows you to enjoy the Derbyshire countryside whilst being within walking distance of a multitude of cafes, shops and bars.
FamilyValueAmenities
4.96 out of 5 average rating, 161 reviews
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
LocationFamilyView
4.98 out of 5 average rating, 318 reviews
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!
FamilyLocationSleep quality
4.93 out of 5 average rating, 565 reviews
Charming fully equipped home 5min to Peak District
Welcome to my lovely home in Totley which hosts up to five guests, infant and child friendly, just 5 minutes away from the stunning Peak District, 20 min drive to Chatsworth and Bakewell. Dore and Dronfield are within 10 min drive and Sheffield city centre 5 miles away. Bus stop to Bakewell is 2-min walk. The fully equipped kitchen contains everything you need for your self-catering stay. Walking distance to the chippy, local cafés, shops and restaurants. Free on-street parking, Pets welcome.
LocationValueLaundry
4.91 out of 5 average rating, 275 reviews
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
FamilyValueBackyard
4.87 out of 5 average rating, 326 reviews
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.
FamilyValueView
5.0 out of 5 average rating, 250 reviews
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.
ValueLocationCheckout
4.91 out of 5 average rating, 116 reviews
Beautiful 19th-Century Terraced Cottage
Meadow View is a 19th-Century Terraced Cottage, overlooking the historic village of Rowsley. Rowsley is a small village next to the Chatsworth Estate, which is home to the Duke and Duchess of Devonshire. Historic attractions include Caldwell's Mill, Haddon Hall and Peak Rail. Other activities on the doorstep include shops, pubs, restaurants and fishing. Peak Village is a 5 minute walk away and Rowsley is only a 10 min drive from Matlock and Bakewell accessible by a local bus service.
FamilyLocationGetting around
4.84 out of 5 average rating, 377 reviews
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
LocationValueHeating
4.96 out of 5 average rating, 355 reviews
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.
ValueLocationComfort
4.88 out of 5 average rating, 302 reviews
5 Bed luxury holiday home
A stunning 4/5 bedroom detached house with a magnificent open plan reception room and a large open plan living/dining kitchen in a pleasant village setting. The property is positioned just off the A60 on Budby Road adjacent to the charming Greendale Oak pub. The Pub cooks beautiful meals and has lovely outdoor and indoor eating areas. Close to Clumber Park, Creswell Craggs, The historic village of Edwinstowe and Sherwood Forest, Welbeck estate and many more historic villages.
LocationFamilyOutdoor spaces
4.98 out of 5 average rating, 124 reviews
Comfortable cottage on the Chatsworth Estate
Yeldwood Farm Cottage is a beautiful barn conversion on our farm, just outside Baslow. The self-catering cottage sleeps 2 guests, in a Super-King size (or Twin) master bedroom. The cottage comprises a fully equipped kitchen, dining room, sitting room and bathroom with a large bath and shower. We are ideally situated on the Chatsworth Estate within the Peak District, close to Chatsworth House itself, Haddon Hall, Bakewell, Eyam, Matlock, Castleton, Buxton and Sheffield.
ValueFamilyView
4.95 out of 5 average rating, 468 reviewsPopular amenities for Chesterfield house rentals
House rentals with a pool

The Round House - family house with indoor pool
LocationValueOutdoor spaces
4.84 out of 5 average rating, 293 reviews
Charming 6-Bedroom Winster Village, Peak District
ValueFamilySleep quality
4.9 out of 5 average rating, 80 reviews
Spacious Dog Friendly Cottage by Carsington Water
LocationValueKitchen
4.93 out of 5 average rating, 57 reviews
Luxury apartment with private pool and garden.
ValueIndoor spacesHot tub
5.0 out of 5 average rating, 4 reviews
Haddon F'house - shared heated pool & games room
LocationFamilyParking
4.84 out of 5 average rating, 19 reviews
The Farmhouse
LocationFamilyCleanliness
4.75 out of 5 average rating, 8 reviews
Butler's Quarters
FamilyIndoor spacesCheck-in

The Card House
Weekly house rentals

The Old Chapel Luxury Retreat
FamilyValueBathroom
4.99 out of 5 average rating, 165 reviews
The Entire Coach House at Middleton Hall
FamilyLocationHeating
5.0 out of 5 average rating, 172 reviews
Runner Duck Cottage
ValueLocationAmenities
4.86 out of 5 average rating, 422 reviews
Peak District Home from Home!
LocationValueDecor
4.9 out of 5 average rating, 125 reviews
Sheffield Charming Detached 4bd Home
ValueFamilyAccuracy
4.98 out of 5 average rating, 129 reviews
A luxurious home with spectacular views
FamilyLocationAmenities
4.97 out of 5 average rating, 99 reviews
Spacious Scandinavian style hideaway with log fire
ValueLocationDecor
5.0 out of 5 average rating, 122 reviews
Hugo’s Luxury Barn
LocationFamilyNearby
4.9 out of 5 average rating, 162 reviewsPrivate house rentals

Cosy cottage, stunning views near Chatsworth
FamilyValueAmenities
4.83 out of 5 average rating, 507 reviews
Cosy house with spectacular views in Matlock
LocationFamilyView
4.96 out of 5 average rating, 147 reviews
The Little Engine House Beautiful and Private!
LocationValueDecor
4.96 out of 5 average rating, 107 reviews
Pigeon Loft Cottage
FamilyValueHospitality
4.88 out of 5 average rating, 202 reviews
Central Location | 25% off Weekly Stays
LocationValueLayout
4.96 out of 5 average rating, 104 reviews
Exclusive Detached Retreat+Games Room M1J35 1.5m
FamilyValueCheck-in
4.99 out of 5 average rating, 203 reviews
Cosy 2 bed home CHESTERFIELD
FamilyLocationDecor
4.97 out of 5 average rating, 36 reviews
Charming 18th century stone cottage
LocationValueCheck-in
4.96 out of 5 average rating, 47 reviewsWhen is the best time to visit Chesterfield?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 430 | ﺩ.ﺇ 437 | ﺩ.ﺇ 448 | ﺩ.ﺇ 441 | ﺩ.ﺇ 433 | ﺩ.ﺇ 499 | ﺩ.ﺇ 433 | ﺩ.ﺇ 463 | ﺩ.ﺇ 419 | ﺩ.ﺇ 437 | ﺩ.ﺇ 408 | ﺩ.ﺇ 433 |
| 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
- The Quays
- Donington Park Circuit
- Didsbury Village
- Lincoln Castle
- AO Arena
- Wythenshawe Park
- University of Manchester
- Harewood House
- Tatton Park
- Bramham Park
- Yorkshire Wildlife Park
- Bowlers Exhibition Centre
- Manchester Central Convention Complex
- Temple Newsam Park
- Yorkshire Sculpture Park
- The Piece Hall
- Mam Tor
- MediaCityUK
- Belvoir Castle





