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      Rentals in Chesterfield: Vacation Apartments & Holiday Homes

      Compare vacation rentals, apartments and Airbnbs in Chesterfield. Check prices, ratings and availability before booking your Peak District stay.

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      Rooms and Guests2 Guests, 1 room
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      Rooms and Guests2 Guests, 1 room
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      Rooms and Guests2 Guests, 1 room
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      Hotels
      Holiday rentals
      All types
      Apartments (12)
      1-20 out of 25
      Sort by: high popularity
      • Price: low to high
      • Price: high to low
      • Guest rating: high to low
      • Popularity: high to low
      Somersall Park StudioApartment
      9.5
      Perfect
      2 adults
      1 bedroom
      1 bed
      Map
      3.0 km from City Centre700 m from Brampton Manor Country Club
      Private TerraceFull KitchenBarbecue
      • Private garden terrace with barbecue
      • Fully equipped kitchen in studio
      • City views from soundproof studio
      From£ 68 /nightSelect
      MiddlecroftApartment
      8.6
      Great
      Map
      5.3 km from City Centre1.7 km from Barrow Hill Roundhouse Railway Centre
      Full KitchenPrivate ParkingVIP Check-in
      • Fully equipped kitchen apartment
      • Pets allowed upon request
      • Board games for family
      From£ 73 /nightSelect
      Commuters GetawayApartment
      8.5
      Great
      Map
      1.3 km from City Centre1.1 km from St Mary's and All Saints Church
      Private ParkingGardenFireplace
      • Garden-view apartment with fireplace
      • Full kitchen and washing machine
      • Private garden and patio access
      From£ 86 /nightSelect
      The Long Hall 2 Bed Ground Floor Annexed Apartment - Sleeps 6Apartment
      9.2
      Perfect
      Map
      3.6 km from City Centre1.8 km from Victoria Club
      Private ParkingGarden PatioFireplace
      • Ground floor annex with garden
      • Private parking on site
      • Fireplace for cozy evenings
      From£ 190 /nightSelect
      Garden Cottage - Ashover Village Near MatlockHoliday home
      9.5
      Perfect
      Map
      8.6 km from City Centre
      GardenPatioPicnic Area
      • Historic building with garden views
      • Private patio and outdoor dining
      • On-site golf and tennis court
      From£ 97 /nightSelect
      The Dance School - 1 And 2 Bedroom Apartments In The Heart Of ChesterfieldApartment
      9.2
      Perfect
      Map
      700 m from City Centre500 m from St Mary's and All Saints Church
      Full KitchenPrivate EntranceDining Area
      • Choice of 1 or 2 bedrooms
      • Full kitchen and dining area
      • Private entrance apartments
      From£ 138 /nightSelect
      The Pottery Flat Chesterfield Three Star GoldApartment
      8.7
      Great
      5 adults
      3 bedrooms
      4 beds
      Map
      1.5 km from City Centre1.3 km from St Mary's and All Saints Church
      Self CateringPrivate ParkingAllergy Free
      • Three bedroom self-catering apartment
      • Allergy-free private accommodation
      • Pet-friendly with garden
      From£ 165 /nightSelect
      Woodview LodgeHoliday home
      9.8
      Perfect
      4 adults
      2 bedrooms
      2 beds
      Map
      4.7 km from City Centre300 m from Linacre Reservoirs
      Picnic AreaSun TerraceGarden
      • Garden-view patio with barbecue
      • Full-day security & private entrance
      • Fully equipped kitchen with dishwasher
      From£ 130 /nightSelect
      Stylish Flat In Chesterfield Peak DistrictApartment
      9.4
      Perfect
      Map
      1000 m from City Centre700 m from Chesterfield Train Station
      Private ParkingFull KitchenWashing Machine
      • Recently renovated stylish flat
      • Free private on-site parking
      • Full kitchen and washing machine
      From£ 71 /nightSelect
      Little ManorHoliday home
      8.5
      Great
      Map
      2.3 km from City Centre1.6 km from The Crooked Spire
      Private GardenPatio DiningPicnic Area
      • Holiday home with private garden
      • Private patio and outdoor dining
      • Picnic area for outdoor stays
      From£ 95 /nightSelect
      The Sanctuary AshoverApartment
      9.8
      Perfect
      Map
      8.6 km from City Centre
      Hot TubGolf CourseGarden
      • Private hot tub on terrace
      • On-site golf course access
      • Pet-friendly with garden
      From£ 88 /nightSelect
      Casa VaultHoliday home
      8.8
      Great
      Map
      1.1 km from City Centre800 m from St Mary's and All Saints Church
      Free ParkingGolf CourseFull-Day Security
      • Pets allowed with playpen
      • Private entrance for privacy
      • Baby safety gate provided
      From£ 157 /nightSelect
      The Loft At The GeorgeHoliday home
      8.4
      Great
      Map
      7.9 km from City Centre
      FireplaceFull KitchenWalk-in Shower
      • Spacious holiday home with fireplace
      • Free private on-site parking
      • Cycling activities available nearby
      From£ 308 /nightSelect
      Hasland Hotel, En-Suite Rooms, S41Homestay
      5.6
      Needs improvement
      Map
      1.8 km from City Centre1.4 km from cinema
      Private ParkingKitchenWashing Machine
      • Kitchen-equipped en-suite rooms
      • Washing machine in each unit
      • Free private parking provided
      From£ 27 /nightSelect
      The Olde Coach HouseHoliday home
      9.7
      Perfect
      Map
      1.2 km from City Centre1000 m from St Mary's and All Saints Church
      EV ChargingHot TubFitness Room
      • Electric vehicle charging station
      • Private hot tub
      • Billiards and badminton
      From£ 270 /nightSelect
      Moor Farm CottageHoliday home
      9.0
      Perfect
      Map
      7.2 km from City Centre
      Hot TubGolf CoursePrivate Garden
      • Private hot tub in garden
      • Two-bedroom two-bathroom cottage
      • On-site cycling and golfing
      From£ 178 /nightSelect
      Woodthorpe Cruck CottageHoliday home
      7.0
      Very good
      6 adults
      3 bedrooms
      3 beds
      Map
      6.4 km from City Centre
      Hot TubFireplaceGarden
      • Private hot tub
      • Historic cruck cottage
      • Private garden
      From£ 227 /nightSelect
      Cherry FieldsHoliday home
      5 adults
      3 bedrooms
      3 beds
      Map
      9.5 km from City Centre1.1 km from English Heritage: Bolsover Castle
      Barbecue AreaThree BedroomsCots Available
      • Garden with barbecue facilities
      • Bolsover Castle 12-min walk
      • Three-bedroom holiday home
      From£ 78 /nightSelect
      Chatsworth Terrace - Chesterfield Centre And Peak DistrictHoliday home
      8.8
      Great
      Map
      1.3 km from City Centre1.1 km from St Mary's and All Saints Church
      Full KitchenWashing MachinePrivate Garden
      • Private garden and terrace
      • Pet-friendly accommodation
      • VIP check-in/out
      From£ 129 /nightSelect
      The Corner House - Modern Chesterfield Town Centre ApartmentsApartment
      9.0
      Perfect
      Map
      1000 m from City Centre700 m from Chesterfield Train Station
      Private ParkingExpress Check-In24-Hour Security
      • Quiet street views from apartments
      • Allergy-free non-smoking rooms
      • Fully equipped kitchen in each unit
      From£ 160 /nightSelect
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      Chesterfield offers a range of vacation rentals including apartments and holiday homes suitable for families and budget travelers. Many provide free WiFi, private parking, and fully equipped kitchens. Popular districts include Ashover and central Chesterfield, close to attractions like Chatsworth House and Bolsover Castle.

      Top-rated options include Woodview Lodge (Exceptional 98) with family rooms and disabled facilities, Somersall Park Studio (Exceptional 95) featuring a garden and pet-friendly policy, and The Sanctuary Ashover (Exceptional 98) with a hot tub. These rentals offer a comfortable base for exploring the Peak District and local historic sites.