Title: Holiday Rentals Chesterfield from £54: Find Short-Term Rentals & Holiday Accommodations | Expedia.co.uk [Chesterfield Travel Guide](https://expedia.co.uk/Chesterfield.dx4599)[Hotels in Chesterfield](https://expedia.co.uk/Chesterfield-Hotels.d4599.Travel-Guide-Hotels)[Flights to Chesterfield](https://expedia.co.uk/Cheap-Flights-To-Chesterfield.d4599.Travel-Guide-Flights)[Things to do in Chesterfield](https://expedia.co.uk/Things-To-Do-In-Chesterfield.d4599.Travel-Guide-Activities)[Chesterfield Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Chesterfield.d4599.Car-Hire-Guide)[Chesterfield Holidays](https://expedia.co.uk/Chesterfield.d4599.Holidays-City-Breaks) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/408000/408596-Lancashire-England.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Holiday Rentals in Chesterfield - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [21 Nov - 23 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=4599&startDate=2025-11-21&endDate=2025-11-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [2 Jan - 4 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=4599&startDate=2026-01-02&endDate=2026-01-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [30 Jan - 1 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=4599&startDate=2026-01-30&endDate=2026-02-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [27 Feb - 1 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=4599&startDate=2026-02-27&endDate=2026-03-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Holiday Rentals in Chesterfield ![Cottage | Exterior](https://images.trvl-media.com/lodging/32000000/31010000/31002400/31002304/552d0281.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/32000000/31010000/31002400/31002304/724857be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/32000000/31010000/31002400/31002304/705cbf2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/32000000/31010000/31002400/31002304/ee62d895.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Old Chapel Chesterfield 10/10 Exceptional (2) "Out in the country but easy access to main routes. Nice and quiet. Very clean and well equipped. Nice owners. " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Mark £362 includes taxes & fees 14 Nov - 15 Nov [](https://www.expedia.co.uk/Chesterfield-Hotels-The-Old-Chapel.h31002304.Hotel-Information) ![House | Exterior](https://images.trvl-media.com/lodging/113000000/112470000/112466900/112466865/w1958h1071x6y9-991301a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | 2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112470000/112466900/112466865/fd2e66fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | Private kitchen | Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112470000/112466900/112466865/f962b904.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | Interior](https://images.trvl-media.com/lodging/113000000/112470000/112466900/112466865/de70a595.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Peak District - 2 Beds - Sleeps 4 - Pet Friendly Chesterfield £158 includes taxes & fees 13 Nov - 14 Nov [](https://www.expedia.co.uk/Chesterfield-Hotels-Walton-Cottage-2-Beds-Sleeps-4-Pet-Friendly.h112466865.Hotel-Information) ![Cottage | Private kitchen | Fridge, microwave, stovetop, cookware/dishes/utensils](https://images.trvl-media.com/lodging/32000000/31010000/31002900/31002887/4357cac1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Property grounds](https://images.trvl-media.com/lodging/32000000/31010000/31002900/31002887/68ddd856.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/32000000/31010000/31002900/31002887/93372fba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/32000000/31010000/31002900/31002887/d84828e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Shire Cottage at Top Butterley Farm Chesterfield 9.0/10 Wonderful (2) "The location is fine and the view beautiful. The owners were very helpful when needed. A most enjoyable stay." ![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg) Ian £296 includes taxes & fees 18 Nov - 19 Nov [](https://www.expedia.co.uk/Chesterfield-Hotels-Shire-Cottage-At-Top-Butterley-Farm.h31002887.Hotel-Information) ![Fridge, dishwasher, cookware/dishes/utensils](https://images.trvl-media.com/lodging/115000000/114110000/114106400/114106341/3c65bef9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/115000000/114110000/114106400/114106341/d8c3b8e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/115000000/114110000/114106400/114106341/8e63028e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, individually decorated, individually furnished, free WiFi](https://images.trvl-media.com/lodging/115000000/114110000/114106400/114106341/d8fd6fba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cherry Tree Cottage Chesterfield 10/10 Exceptional (1) "Everything was fantastic, fell in love witj the cottage , peaceful , perfect, I will come back again . Love it " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) toyin £630 includes taxes & fees 18 Nov - 19 Nov [](https://www.expedia.co.uk/Chesterfield-Hotels-Cherry-Tree-Cottage.h114106341.Hotel-Information) ![Cottage | Interior](https://images.trvl-media.com/lodging/27000000/27000000/26993100/26993031/1b24cfac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/27000000/27000000/26993100/26993031/d1cda4ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Living room | TV, fireplace](https://images.trvl-media.com/lodging/27000000/27000000/26993100/26993031/e8992df2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/27000000/27000000/26993100/26993031/9fe88806.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Thorntree Lodge Chesterfield 10/10 Exceptional (1) £458 includes taxes & fees 16 Nov - 17 Nov [](https://www.expedia.co.uk/Chesterfield-Hotels-Thorntree-Lodge.h26993031.Hotel-Information) ![Cottage | Interior](https://images.trvl-media.com/lodging/45000000/44460000/44456400/44456346/f9cf4b95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/45000000/44460000/44456400/44456346/0628144b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/45000000/44460000/44456400/44456346/c65d97a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/45000000/44460000/44456400/44456346/772e6bb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Woodthorpe Cruck Cottage Chesterfield 9.0/10 Wonderful (2) "The house was great, hot tub very comfortable and I can't fault just how quiet the area is Only downsides is the floorboards are extremely creaky-- absolutely part of the nature of the house! But just a warning as if you need to get up through the night likely hood is everyone will wake up Not a problem at all but it's just good to know in advance. My family had a great stay and I'd fully recommend " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Leanne £596 includes taxes & fees 17 Nov - 18 Nov [](https://www.expedia.co.uk/Chesterfield-Hotels-Woodthorpe-Cruck-Cottage.h44456346.Hotel-Information) ![Cottage | Outdoor spa tub](https://images.trvl-media.com/lodging/97000000/96960000/96956700/96956671/9842d53b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/97000000/96960000/96956700/96956671/91860da5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/97000000/96960000/96956700/96956671/1f086055.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/97000000/96960000/96956700/96956671/8d555ac0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Moor Farm Cottage Chesterfield £597 includes taxes & fees 10 Nov - 11 Nov [](https://www.expedia.co.uk/Chesterfield-Hotels-Moor-Farm-Cottage.h96956671.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/84000000/83330000/83322500/83322491/b488303d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, individually decorated, individually furnished, free WiFi](https://images.trvl-media.com/lodging/84000000/83330000/83322500/83322491/ff1ea223.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Property grounds](https://images.trvl-media.com/lodging/84000000/83330000/83322500/83322491/5224592a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Private kitchen | Fridge, dishwasher, electric kettle, cookware/dishes/utensils](https://images.trvl-media.com/lodging/84000000/83330000/83322500/83322491/32f55b65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cuckoo Nest Chesterfield £319 includes taxes & fees 26 Nov - 27 Nov [](https://www.expedia.co.uk/Chesterfield-Hotels-Cuckoo-Nest.h83322491.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/100000000/99560000/99552600/99552512/32bc1e15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99560000/99552600/99552512/25b387d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/100000000/99560000/99552600/99552512/d347ea55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, dishwasher, electric kettle, toaster](https://images.trvl-media.com/lodging/100000000/99560000/99552600/99552512/f8914df9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Cottage Chesterfield £599 includes taxes & fees 10 Nov - 11 Nov [](https://www.expedia.co.uk/Chesterfield-Hotels-The-Cottage.h99552512.Hotel-Information) ![Cottage | Interior](https://images.trvl-media.com/lodging/79000000/78480000/78478700/78478696/7932fec0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Balcony](https://images.trvl-media.com/lodging/79000000/78480000/78478700/78478696/44339064.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Living room](https://images.trvl-media.com/lodging/79000000/78480000/78478700/78478696/5bb59a80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | 4 bedrooms, individually decorated, individually furnished, free WiFi](https://images.trvl-media.com/lodging/79000000/78480000/78478700/78478696/522a9793.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Loft at The George Chesterfield £528 includes taxes & fees 10 Nov - 11 Nov [](https://www.expedia.co.uk/Chesterfield-Hotels-The-Loft-At-The-George.h78478696.Hotel-Information) ![Cottage | Interior](https://images.trvl-media.com/lodging/27000000/27000000/26996100/26996018/29960f5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/27000000/27000000/26996100/26996018/f0269c2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/27000000/27000000/26996100/26996018/96b29907.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/27000000/27000000/26996100/26996018/9fff11ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Old Stables Chesterfield £695 includes taxes & fees 10 Nov - 11 Nov [](https://www.expedia.co.uk/Chesterfield-Hotels-The-Old-Stables.h26996018.Hotel-Information) ![Cottage | Private kitchen | Dishwasher, high chair, cookware/dishes/utensils](https://images.trvl-media.com/lodging/27000000/27000000/26992200/26992182/437ecfd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/27000000/27000000/26992200/26992182/41c0bc94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/27000000/27000000/26992200/26992182/d4e297fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/27000000/27000000/26992200/26992182/3104287c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Old Grocery Chesterfield 10/10 Exceptional (1) £374 includes taxes & fees 15 Nov - 16 Nov [](https://www.expedia.co.uk/Chesterfield-Hotels-The-Old-Grocery.h26992182.Hotel-Information) ![Cottage | Exterior](https://images.trvl-media.com/lodging/96000000/95750000/95745500/95745493/e63a651c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Exterior](https://images.trvl-media.com/lodging/96000000/95750000/95745500/95745493/60c17e5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/96000000/95750000/95745500/95745493/1dfe3388.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Exterior](https://images.trvl-media.com/lodging/96000000/95750000/95745500/95745493/baa3cb24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Harry's Lodge Chesterfield £410 includes taxes & fees 10 Nov - 11 Nov [](https://www.expedia.co.uk/Chesterfield-Hotels-Harrys-Lodge.h95745493.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/115000000/114110000/114104100/114104099/b90c88aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114110000/114104100/114104099/3051411c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/115000000/114110000/114104100/114104099/3b30f2e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, individually decorated, individually furnished, free WiFi](https://images.trvl-media.com/lodging/115000000/114110000/114104100/114104099/8ca82c6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Overton Chesterfield £563 includes taxes & fees 10 Nov - 11 Nov [](https://www.expedia.co.uk/Chesterfield-Hotels-Overton.h114104099.Hotel-Information) ![Cottage | Interior](https://images.trvl-media.com/lodging/45000000/44440000/44432800/44432739/6dea8333.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/45000000/44440000/44432800/44432739/0b7f67e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Living area | TV](https://images.trvl-media.com/lodging/45000000/44440000/44432800/44432739/d80d75f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/45000000/44440000/44432800/44432739/b8444a09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Riber View Barn Chesterfield £309 includes taxes & fees 24 Nov - 25 Nov [](https://www.expedia.co.uk/Chesterfield-Hotels-Riber-View-Barn.h44432739.Hotel-Information) ![Cottage | Interior](https://images.trvl-media.com/lodging/75000000/74150000/74147700/74147672/61dd268d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/75000000/74150000/74147700/74147672/91a39108.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/75000000/74150000/74147700/74147672/8b6c39e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/75000000/74150000/74147700/74147672/b619a595.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Swallows Barn Chesterfield [](https://www.expedia.co.uk/Chesterfield-Hotels-Swallows-Barn.h74147672.Hotel-Information) ![Cottage | Property grounds](https://images.trvl-media.com/lodging/80000000/79920000/79910200/79910153/edc0ada4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Private kitchen | Fridge, electric kettle, cookware/dishes/utensils](https://images.trvl-media.com/lodging/80000000/79920000/79910200/79910153/b1cdb37d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Living area](https://images.trvl-media.com/lodging/80000000/79920000/79910200/79910153/d0f90e65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/80000000/79920000/79910200/79910153/e0bed381.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cedar Cottage Chesterfield £378 includes taxes & fees 28 Nov - 29 Nov [](https://www.expedia.co.uk/Chesterfield-Hotels-17-Cedar-Street.h79910153.Hotel-Information) ![Sauna](https://images.trvl-media.com/lodging/115000000/114100000/114095000/114094904/13c5fc7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114100000/114095000/114094904/34e1159e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/115000000/114100000/114095000/114094904/af5f6c03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/115000000/114100000/114095000/114094904/4f72dc0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Five Acres Chesterfield £4,179 includes taxes & fees 10 Nov - 11 Nov [](https://www.expedia.co.uk/Chesterfield-Hotels-Five-Acres.h114094904.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/27000000/27000000/26992400/26992371/53aa9c3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/27000000/27000000/26992400/26992371/c8ad637f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Private kitchen | Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/27000000/27000000/26992400/26992371/04d1d932.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/27000000/27000000/26992400/26992371/887b5a4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Tack Room Cottage Chesterfield £531 includes taxes & fees 16 Nov - 17 Nov [](https://www.expedia.co.uk/Chesterfield-Hotels-The-Tack-Room-Cottage.h26992371.Hotel-Information) ![Room, Private Bathroom (Millie Grace Houseboat) | Lounge](https://images.trvl-media.com/lodging/4000000/3500000/3493500/3493499/de57b311.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, Private Bathroom (Millie Grace Houseboat) | 1 bedroom](https://images.trvl-media.com/lodging/4000000/3500000/3493500/3493499/f511c0c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/4000000/3500000/3493500/3493499/13e0f4cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, Private Bathroom (Millie Grace Houseboat) | 1 bedroom](https://images.trvl-media.com/lodging/4000000/3500000/3493500/3493499/c9db5d8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Houseboat Hotels Sheffield 9.4/10 Exceptional (61) "Another excellent trip on the houseboat. Love this hotel - great location, fabulous accommodation. Why stay in a regular hotel when you can stay here!" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Wendy £145 includes taxes & fees 9 Nov - 10 Nov [](https://www.expedia.co.uk/Sheffield-Hotels-Houseboat-Hotels.h3493499.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.co.uk/Hotel-Search?startDate=2025-11-20&endDate=2025-11-21®ionId=4599&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FChesterfield-Holiday-Rentals.d4599.Travel-Guide-HolidayRentals)[Sign up, it's free](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChesterfield-Holiday-Rentals.d4599.Travel-Guide-HolidayRentals) ## Top Chesterfield Hotel Reviews ![Olde House, Chesterfield by Marston's Inns](//images.trvl-media.com/lodging/34000000/33110000/33108600/33108591/74745ec5_y.jpg) ### Olde House, Chesterfield by Marston's Inns 10/10 Excellent "The room was clean and comfortable. Staff were friendly & helpful and the food was excellent. Would highly recommend staying here" [](https://expedia.co.uk/Chesterfield-Hotels-Olde-House.h33108591.Hotel-Information) ![Ringwood Hall Hotel & Spa](//images.trvl-media.com/lodging/1000000/30000/28100/28073/bd05248f_y.jpg) ### Ringwood Hall Hotel & Spa 10/10 Excellent "A great place for an overnight journey break, excellent breakfast and friendly staff. Room was a little dated but clean and in keeping with the style you’d expect of the period. The EV chargers were easy to use and worked without issue. Just wish we could have spent some more time there to explore." [](https://expedia.co.uk/Chesterfield-Hotels-Ringwood-Hall-Hotel-Spa.h28073.Hotel-Information) ![The Orchard Hotel & Restaurant](//images.trvl-media.com/lodging/7000000/6350000/6349400/6349396/29cdef82_y.jpg) ### The Orchard Hotel & Restaurant 10/10 Excellent "Yes Good service Good clean and comfortable room" [](https://expedia.co.uk/Nottingham-Hotels-De-Vere-Orchard-Hotel.h6349396.Hotel-Information) ![The Beeches Hotel and Leisure Club](//images.trvl-media.com/lodging/28000000/27060000/27058900/27058810/16b9ada9_y.jpg) ### The Beeches Hotel and Leisure Club 10/10 Excellent "ROOM WAS CLEAN AND VERY COMFORTABLE, DINNER IN RESTAURANT WAS EXCELLENT TOO, SHAME I HAD TO LEAVE EARLY." [](https://expedia.co.uk/Nottingham-Hotels-The-Beeches-Hotel-And-Leisure-Club.h27058810.Hotel-Information) ![Radisson Blu Hotel, Sheffield](//images.trvl-media.com/lodging/105000000/104370000/104361500/104361467/f45ceab5_y.jpg) ### Radisson Blu Hotel, Sheffield 10/10 Excellent "Service from staff was excellent very friendly Room was really good had everything you needed " [](https://expedia.co.uk/Sheffield-Hotels-Radisson-Blu-Hotel.h104361467.Hotel-Information) ![Park Plaza Nottingham](//images.trvl-media.com/lodging/1000000/900000/892400/892335/6c7e8db4_y.jpg) ### Park Plaza Nottingham 10/10 Excellent "Every was perfect " [](https://expedia.co.uk/Nottingham-Hotels-Park-Plaza-Nottingham.h892335.Hotel-Information) ![WILDES INNS](//images.trvl-media.com/lodging/4000000/3750000/3748600/3748598/d7bf94b9_y.jpg) ### WILDES INNS 10/10 Excellent "All good many thanks !" [](https://expedia.co.uk/Chesterfield-Hotels-Van-Dyk-By-Wildes.h3748598.Hotel-Information) ![DoubleTree by Hilton Nottingham-Gateway](//images.trvl-media.com/lodging/1000000/870000/867200/867145/70411230_y.jpg) ### DoubleTree by Hilton Nottingham-Gateway 10/10 Excellent "The room was perfect. We were upgraded to a superior room. The Hilton had thought of everything. Controlled bathroom lights from your bedside and a convenient night light. The room was spacious and had plenty of storage. The room was well decorated and cared for Very comfortable bed. The breakfast was plentiful and the choice was excellent. The staff were very friendly and extremely helpful. Would definitely return. " [](https://expedia.co.uk/Nottingham-Hotels-DoubleTree-By-Hilton-Hotel-Nottingham-Gateway.h867145.Hotel-Information) ![Leonardo Hotel Sheffield](//images.trvl-media.com/lodging/3000000/2260000/2256300/2256212/8f1aca52_y.jpg) ### Leonardo Hotel Sheffield 10/10 Excellent "Everything to high standard" [](https://expedia.co.uk/Sheffield-Hotels-Jurys-Inn-Sheffield.h2256212.Hotel-Information) ## Find out more about Chesterfield **Everything you need to know about** **Chesterfield** **holiday rentals** Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Chesterfield holiday rental for you. At Expedia, you can take your pick from private holiday homes, [apartments](https://www.expedia.co.uk/aa/Apartments), cottages, [apart-hotels](https://www.expedia.co.uk/aa/ApartHotels), cabins, [villas](https://www.expedia.co.uk/aa/Villas)... The list goes on, and on… and on! There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chesterfield holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.  **Chesterfield holiday rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Chesterfield. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in .  Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chesterfield holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chesterfield holiday rentals we have selected for you start as low as £54 per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on Chesterfield rentals** At Expedia, we put the best Chesterfield holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.  To find some top Chesterfield rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chesterfield holiday. If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chesterfield. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.  ## Explore a world of travel with Expedia - Trending destinations on Expedia.co.uk - All accommodation types in Chesterfield ### Trending destinations on Expedia.co.uk - [Holiday Rentals in the Cotswold](https://www.expedia.co.uk/lp/b/vr/cotswold) - [Holiday Rentals in Lake District](https://www.expedia.co.uk/lp/b/vr/lake-district) - [Devon Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Devon.d6046196.Holiday-Rental-Destinations) - [Norfolk Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Norfolk.d6046223.Holiday-Rental-Destinations) - [Bedfordshire Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Bedfordshire.d6046189.Holiday-Rental-Destinations) - [Dorset Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Dorset.d6046198.Holiday-Rental-Destinations) - [Northumberland Holiday Rentals](https://www.expedia.com/Destinations-In-Northumberland.d6046225.Vacation-Rental-Destinations) - 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[Northern Ireland Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Northern-Ireland.d11221.Holiday-Rental-Destinations) - [Cottages in Chesterfield](https://expedia.co.uk/Chesterfield-Cottages.d4599-aaCottages.Travel-Guide-Accommodation) - [Apartments in Chesterfield](https://expedia.co.uk/Chesterfield-Apartments.d4599-aaApartments.Travel-Guide-Accommodation) - [Holiday Homes in Chesterfield](https://expedia.co.uk/Chesterfield-Private-Holiday-Homes.d4599-aaPrivateHolidayHomes.Travel-Guide-Accommodation) - [Residences in Chesterfield](https://expedia.co.uk/Chesterfield-Residences.d4599-aaResidences.Travel-Guide-Accommodation) - [Guest Houses in Chesterfield](https://expedia.co.uk/Chesterfield-Guest-Houses.d4599-aaGuestHouses.Travel-Guide-Accommodation) - [Inns in Chesterfield](https://expedia.co.uk/Chesterfield-Inns.d4599-aaInns.Travel-Guide-Accommodation) - [B&B in Chesterfield](https://expedia.co.uk/Chesterfield-Bed-And-Breakfasts.d4599-aaBedAndBreakfasts.Travel-Guide-Accommodation) - [Chalets in Chesterfield](https://expedia.co.uk/Chesterfield-Chalets.d4599-aaChalets.Travel-Guide-Accommodation) - [Condo Rentals in Chesterfield](https://expedia.co.uk/Chesterfield-Condos.d4599-aaCondos.Travel-Guide-Accommodation) - [Cabin Rentals in Chesterfield](https://expedia.co.uk/Chesterfield-Cabins.d4599-aaCabins.Travel-Guide-Accommodation) - [Lodges in Chesterfield](https://expedia.co.uk/Chesterfield-Lodges.d4599-aaLodges.Travel-Guide-Accommodation) - [Farmstay in Chesterfield](https://expedia.co.uk/Chesterfield-Agritourism.d4599-aaAgritourism.Travel-Guide-Accommodation) - [Serviced Apartments in Chesterfield](https://expedia.co.uk/Chesterfield-Apart-Hotels.d4599-aaApartHotels.Travel-Guide-Accommodation) - [Hostels in Chesterfield](https://expedia.co.uk/Chesterfield-Hostels.d4599-aaHostels.Travel-Guide-Accommodation) - [Villas in Chesterfield](https://expedia.co.uk/Chesterfield-Villas.d4599-aaVillas.Travel-Guide-Accommodation) - [Caravan Parks in Chesterfield](https://expedia.co.uk/Chesterfield-Caravan-Parks.d4599-aaCaravanParks.Travel-Guide-Accommodation) - [Country Houses in Chesterfield](https://expedia.co.uk/Chesterfield-Country-Houses.d4599-aaCountryHouses.Travel-Guide-Accommodation) - [Ranches in Chesterfield](https://expedia.co.uk/Chesterfield-Ranches.d4599-aaRanches.Travel-Guide-Accommodation) - [Town Houses in Chesterfield](https://expedia.co.uk/Chesterfield-Town-Houses.d4599-aaTownHouses.Travel-Guide-Accommodation) - [Houseboats in Chesterfield](https://expedia.co.uk/Chesterfield-Houseboats.d4599-aaHouseboats.Travel-Guide-Accommodation) - [Castles in Chesterfield](https://expedia.co.uk/Chesterfield-Castles.d4599-aaCastles.Travel-Guide-Accommodation) - [Holiday Parks in Chesterfield](https://expedia.co.uk/Chesterfield-Holiday-Parks.d4599-aaHolidayParks.Travel-Guide-Accommodation) - [Treehouses in Chesterfield](https://expedia.co.uk/Chesterfield-Treehouses.d4599-aaTreehouses.Travel-Guide-Accommodation) ## Frequently asked questions ### Can I find a holiday rental in Chesterfield? > Yes, there are holiday rentals in Chesterfield close to The Herb Garden, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Chesterfield has a good selection of top-notch restaurants and lively bars. Make sure you have time to check out the churches and parks during your trip. ### What are some of the best holiday rentals that Chesterfield has to offer? > [Studio Self contained flat free Parking](https://www.expedia.co.uk/Nottingham-Hotels-Studio-Self-Contained-Flat-Free-Parking.h94897098.Hotel-Information): This holiday home rental outside Chesterfield is near a train station, and equipped with free WiFi and a TV to help you feel perfectly comfortable in your new surroundings. Amenities such as a microwave and free parking are also available for your convenience. ### How many holiday rentals will I find in Chesterfield? > With 37 Expedia holiday rentals, you're guaranteed to find just the right place for your Chesterfield stay. ### What can I see and do in Chesterfield? > Enjoy the outdoors at Peak District National Park and Queen's Park, or simply take in cultural attractions like Barrow Hill Roundhouse Railway Centre and Hotel Van Dyk Theater. Chesterfield Market and Bolsover Castle are other places to visit while you're in town. ### What are holiday rentals like in Chesterfield? > Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Chesterfield. Holiday rentals provide amenities such as patios, hot tubs and fire pits so you'll feel right at home. If you're concerned about a clean environment, a holiday rental can offer a sense of safety away from shared hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular option for a family getaway. ### Expedia's Latest Trends Hotels - [Hotels in York](https://expedia.co.uk/York-Hotels.d5489.Travel-Guide-Hotels) - [Hotels in Cheltenham](https://expedia.co.uk/Cheltenham-Hotels.d4597.Travel-Guide-Hotels) - [Hotels in Blackpool](https://expedia.co.uk/Blackpool-Hotels.d619.Travel-Guide-Hotels) - [Hotels with Hot Tubs in Manchester](https://expedia.co.uk/Manchester-Hotels-Hotels-With-Hot-Tubs.0-0-d2205-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels) - [Hotels in Plymouth](https://expedia.co.uk/Plymouth-Hotels.d2817.Travel-Guide-Hotels) - [Hotels in Sheffield](https://expedia.co.uk/Sheffield-Hotels.d5682.Travel-Guide-Hotels) - [Hotels in Bath](https://expedia.co.uk/Bath-Hotels.d6084496.Travel-Guide-Hotels) - [Hotels in Nottingham](https://expedia.co.uk/Nottingham-Hotels.d7577.Travel-Guide-Hotels) - [Hotels in Skegness](https://expedia.co.uk/Skegness-Hotels.d6048672.Travel-Guide-Hotels) - [Hotels in Durham](https://expedia.co.uk/Durham-Hotels.d4628.Travel-Guide-Hotels) - [Hotels in Leicester](https://expedia.co.uk/Leicester-Hotels.d7583.Travel-Guide-Hotels) - [Hotels in Cambridge](https://expedia.co.uk/Cambridge-Hotels.d781.Travel-Guide-Hotels) - [Hotels in Oxford](https://expedia.co.uk/Oxford-Hotels.d9272.Travel-Guide-Hotels) - [Hotels in Brighton](https://expedia.co.uk/Brighton-Hotels.d6046944.Travel-Guide-Hotels) - [Hotels in Chester](https://expedia.co.uk/Chester-Hotels.d6590.Travel-Guide-Hotels) - [Hotels in Bournemouth](https://expedia.co.uk/Bournemouth-Hotels.d654.Travel-Guide-Hotels) - [Hotels in Manchester](https://expedia.co.uk/Manchester-Hotels.d2205.Travel-Guide-Hotels) - [Hotels in Milton Keynes](https://expedia.co.uk/Milton-Keynes-Hotels.d8370.Travel-Guide-Hotels) - [Hotels with Parking in Gatwick](https://expedia.co.uk/Gatwick-Hotels-Hotel-With-Parking.0-0-d182523-thotelwithparking.Travel-Guide-Filter-Hotels) - [Hotels in Leeds](https://expedia.co.uk/Leeds-Hotels.d6035434.Travel-Guide-Hotels) - [Hotels in Weston-super-Mare](https://expedia.co.uk/Weston-Super-Mare-Hotels.d5468.Travel-Guide-Hotels) - [Hotels in Stratford-upon-Avon](https://expedia.co.uk/Stratford-Upon-Avon-Hotels.d5703.Travel-Guide-Hotels) - [Hotels in Portsmouth](https://expedia.co.uk/Portsmouth-Hotels.d553248634335196573.Travel-Guide-Hotels) Flights - [Flights to Gatwick](https://expedia.co.uk/Cheap-Flights-To-Gatwick.d182523.Travel-Guide-Flights) - [Flights to Manchester](https://expedia.co.uk/Cheap-Flights-To-Manchester.d2205.Travel-Guide-Flights) - [Flights to Southampton](https://expedia.co.uk/Cheap-Flights-To-Southampton.d3245.Travel-Guide-Flights) - [Flights to Isles of Scilly](https://expedia.co.uk/Cheap-Flights-To-Isles-Of-Scilly.d1634.Travel-Guide-Flights) Activities - [Things to do in York](https://expedia.co.uk/Things-To-Do-In-York.d5489.Travel-Guide-Activities) - [Things to do in Weymouth](https://expedia.co.uk/Things-To-Do-In-Weymouth.d5470.Travel-Guide-Activities) Packages - [Isles of Scilly Holidays](https://expedia.co.uk/Isles-Of-Scilly.d1634.Holidays-City-Breaks) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels when you book in the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)