Chesterfield Vacation Rentals & Homes - 440 Rentals Available
440 Vacation rentals

SPRINGWELL FARM HOLIDAY COTTAGE, farmhouse, romantic, pet friendly, near
Holymoorside House
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
- Child friendly
- Pet friendly
$109.00
from $109.00 / night

THE BYRE, 200 year old cottage, parking, patio with furniture, in Ashover, Ref
Clay Cross House
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
- Child friendly
- Pet friendly
$104.00
from $104.00 / night

MANOR HOUSE, enclosed garden, WiFi, childrens play area, woodburning stove, Ref
New Tupton House
- 5 bedrooms 5
- 5 bathrooms
- sleeps 10 10
- 3 nights min
- Child friendly
- Private garden
$418.00
from $418.00 / night

SHIRE COTTAGE, stone barn conversion, stunning countryside views, exposed
Holestone Moor House
- 2 bedrooms 2
- 1 bathroom
- sleeps 3 3
- 3 nights min
$119.00
from $119.00 / night

ACORN COTTAGE, pet friendly, character holiday cottage, with a garden in
Ashover House
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$126.00
from $126.00 / night
RUMBLINGS 1, end-terrace, king-size double, woodburner, parking, WiFi, in
Barlow House
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Pet friendly
$132.00
from $132.00 / night
THE OLD BLACKSMITHS, beautiful stone cottage, en-suites, parking, side patio
Clay Cross House
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 3 nights min
- Child friendly
- Pet friendly
$117.00
from $117.00 / night
THE OLD STABLES, character barn conversion, en-suite, country views, in
Ashover House
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- 3 nights min
- Private garden
$253.00
from $253.00 / night
RIBER VIEW BARN, barn conversion, views, near Ashover
Ashover Cottage
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
- Pet friendly
$124.00
from $124.00 / night
GARDENER'S COTTAGE, good touring base, flexible zip/link bed, multi-fuel stove
Clay Cross House
- 2 bedrooms 2
- 1 bathroom
- sleeps 3 3
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$135.00
from $135.00 / night
RUMBLINGS 3, end-terrace, woodburner, play room, parking, in Chesterfield, Ref
Barlow House
- 2 bedrooms 2
- 1 bathroom
- sleeps 5 5
- 3 nights min
- Child friendly
$139.00
from $139.00 / night
WOODTHORPE CRUCK COTTAGE, WiFi, hot tub, near Chesterfield
Old Tupton Cottage
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 3 nights min
- Child friendly
- Private garden
$233.00
from $233.00 / night
31 RECTORY ROAD, pet-friendly, WiFi, centre of Clowne
Clowne Cottage
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
- Pet friendly
$113.00
from $113.00 / night
Your search has been expanded 19.8 miles to include more rentals
EMILY BARN, eco-heating close to Carsington Water, Carsington
Carsington Cottage - 14 miles away
- 6 bedrooms 6
- 4 bathrooms
- sleeps 16 16
- 3 nights min
- Private garden
$730.00
from $730.00 / night
BARLEY COTTAGE, charming cottage with exposed stone, in Whatstandwell
Whatstandwell Cottage - 11.3 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Pet friendly
$128.00
from $128.00 / night
George Centre Apartment 5, Matlock
Matlock Bath Apartment - 9.9 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
$120.00
from $120.00 / night
Highfield House, Bakewell
Bakewell Cottage - 10.5 miles away
- 4 bedrooms 4
- 2 bathrooms
- sleeps 7 7
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$232.00
from $232.00 / night
Railwayman's Cottage, Rowsley
Rowsley House - 8.2 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 5 5
- 3 nights min
- Child friendly
- Private garden
$193.00
from $193.00 / night
1 Town Head, Longnor
Crowdecote Cottage - 18.5 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
- Child friendly
- Pet friendly
$146.00
from $146.00 / night
King Street, Ashbourne
Ashbourne House - 19.8 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
- Private garden
$130.00
from $130.00 / night
SMALLDALE, family friendly, character holiday cottage, with open fire in
Hazlebadge House - 14.3 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
$105.00
from $105.00 / night
HATHAWAY COTTAGE, character holiday cottage, with a garden in Edale, Ref 610
Edale House - 17.8 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
- Private garden
$155.00
from $155.00 / night
BARN CROFT COTTAGE, pet friendly, character holiday cottage, with a garden in
Winster House - 11.9 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
- Pet friendly
- Private garden
$142.00
from $142.00 / night
LEES FARM, pet friendly, character holiday cottage, with a garden in
Bakewell House - 14.9 miles away
- 4 bedrooms 4
- 2 bathrooms
- sleeps 9 9
- 3 nights min
- Child friendly
- Pet friendly
$306.00
from $306.00 / night
HEATH COTTAGE, romantic, character holiday cottage, with a garden in Edale, Ref
Edale House - 17.8 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
$153.00
from $153.00 / night
NUFFIES COTTAGE, family friendly, character holiday cottage, with a garden in
Winster House - 13 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 7 7
- 3 nights min
- Child friendly
- Private garden
$154.00
from $154.00 / night
TWO TEES, family friendly, country holiday cottage, with a garden in Swanwick
Swanwick House - 11.9 miles away
- 3 bedrooms 3
- 1 bathroom
- sleeps 5 5
- 3 nights min
- Child friendly
$109.00
from $109.00 / night
KNOLL COTTAGE, pet friendly, character holiday cottage in Bakewell, Ref 2640
Bakewell House - 10.4 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
- Pet friendly
$142.00
from $142.00 / night
MEADOW VIEW, luxury holiday cottage, with a garden in Edale, Ref 2063
Edale House - 17.8 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- 3 nights min
- Child friendly
$181.00
from $181.00 / night
ELDER BANK, romantic, character holiday cottage, with open fire in Bradwell
Hazlebadge House - 14.1 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
$147.00
from $147.00 / night
ORCHARD VIEW, pet friendly, luxury holiday cottage, with a garden in Parwich
Parwich House - 16.1 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 9 9
- 3 nights min
- Child friendly
- Pet friendly
$234.00
from $234.00 / night
DRAGON HILL BARN, family friendly, luxury holiday cottage, with open fire in
Brassington House - 14.3 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
$132.00
from $132.00 / night
MIDFEATHER COTTAGE, character holiday cottage, with a garden in Edale, Ref 2064
Edale House - 17.8 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
$147.00
from $147.00 / night
COBBLED CORNER, romantic, character holiday cottage, with a garden in Elton
Winster House - 11.9 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
- Child friendly
$106.00
from $106.00 / night
RIVER COTTAGE, pet friendly, character holiday cottage, with woodburning stove
Youlgreave House - 11.7 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
- Pet friendly
$115.00
from $115.00 / night
CHURCH BARN, romantic, character holiday cottage, with open fire in Fenny
Fenny Bentley House - 18.6 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
$127.00
from $127.00 / night
CLEMATIS COTTAGE, family friendly, character holiday cottage, with a garden in
Baslow House - 7.8 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
$151.00
from $151.00 / night
BAY TREE, pet friendly, country holiday cottage, with a garden in Turnditch
Turnditch House - 16.8 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
- Child friendly
- Pet friendly
$121.00
from $121.00 / night
RAMBLERS' REST, romantic, country holiday cottage, with a garden in
Brassington House - 14.3 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
- Private garden
$102.00
from $102.00 / night
3 PRIMITIVE MEWS, family friendly, character holiday cottage, with a garden in
Chelmorton House - 16.7 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 3 nights min
- Child friendly
- Pet friendly
$126.00
from $126.00 / night
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