# Holiday cottages near Bolsover Castle — 121 within 10 miles (2026) > 121 holiday cottages within 10 miles of Bolsover Castle in Chesterfield, Derbyshire. The nearest is The Pantiles, 0.2 miles away. 77 accept dogs. Prices s… Source: https://staycation.co.uk/near/bolsover-castle/cottages (Staycation.co.uk). Cite the source page, not this text version. 121 within 10 miles · nearest first **In short:** 121 holiday cottages within 10 miles of Bolsover Castle in Chesterfield, Derbyshire. The nearest is The Pantiles, 0.2 miles away. 77 accept dogs. Prices start from £292 for a week. Updated 9 November 2026 · Distances are straight-line · Ratings from Google · [About Bolsover Castle](https://staycation.co.uk/chesterfield/attractions/bolsover-castle) [Cottages 121](https://staycation.co.uk/near/bolsover-castle/cottages) [Camping 27](https://staycation.co.uk/near/bolsover-castle/camping) [Places to eat in Chesterfield](https://staycation.co.uk/chesterfield/restaurants) [🏨Cottages 0.2 miles Bolsover · Dogs welcome The Pantiles Sleeps 12 · 5 bedrooms · from £1,162 a week The Pantiles, Bolsover: five-bedroom house sleeping 12 with one dog free, enclosed garden and three bathrooms.](https://staycation.co.uk/bolsover/cottages/the-pantiles-uk47370) [0.2 miles Chesterfield Greenwell Cottage ★ 5.0 (11) Sleeps 8 · 4 bedrooms · from £1,007 a week Greenwell Cottage, Bolsover: four-bedroom house sleeping eight with private hot tub and modern kitchen.](https://staycation.co.uk/bolsover/cottages/greenwell-cottage-uk47342) [🏨Cottages 0.3 miles Bolsover Hillcrest Sleeps 10 · 5 bedrooms · from £931 a week Hillcrest, Bolsover: a converted spa with hot tub, karaoke and space for ten across five bedrooms.](https://staycation.co.uk/bolsover/cottages/hillcrest-uk40232) [0.5 miles Bolsover · Dogs welcome Millers Retreat Sleeps 2 · 1 bedroom · from £357 a week One-bedroom cottage in Bolsover, Derbyshire, sleeping two, pets allowed.](https://staycation.co.uk/bolsover/cottages/millers-retreat-syk1195936) [0.6 miles Bolsover · Dogs welcome Meadowrise Barn Sleeps 5 · 3 bedrooms · from £668 a week Meadowrise Barn, Bolsover: converted barn sleeping 5 across 3 bedrooms, one bathroom, one dog welcome.](https://staycation.co.uk/bolsover/cottages/meadowrise-barn-ukc7394) [0.8 miles Bolsover · Dogs welcome Cherry Fields Sleeps 5 · 3 bedrooms · from £356 a week Three-bedroom bungalow in Bolsover, Derbyshire, sleeping 5 (6 with sofa bed). Pets welcome.](https://staycation.co.uk/bolsover/cottages/cherry-fields-syk962748) [🏨Cottages 0.8 miles Bolsover · Dogs welcome Bryn Tor - The Gardener’s House Sleeps 5 · 3 bedrooms · from £737 a week Three-bedroom 1930s art deco house in Bolsover, Derbyshire, with fully equipped kitchen, two bathrooms and a garden with seating.](https://staycation.co.uk/bolsover/cottages/bryn-tor-the-gardener-s-house-w43882) [🏨Cottages 1.9 miles Chesterfield Bathurst Cottage Sleeps 6 · 3 bedrooms · from £503 a week Three-bedroom cottage near Chesterfield with enclosed garden, parking for five cars, and easy access to the Peak District.](https://staycation.co.uk/bolsover/cottages/bathurst-cottage-uk39073) [2 miles Bolsover · Dogs welcome Oxcroft View Sleeps 6 · 3 bedrooms · from £420 a week Three-bedroom house for six in Bolsover, pets allowed.](https://staycation.co.uk/bolsover/cottages/oxcroft-view-syk1174188) [🏨Cottages 2.3 miles Bolsover Miners Cottage Sleeps 2 · 1 bedroom · from £333 a week One-bedroom annexe for two in Stanfree, Derbyshire, with private garden and parking near Bolsover Castle.](https://staycation.co.uk/bolsover/cottages/miners-cottage-ukc3889) [🏨Cottages 2.3 miles Clowne · Dogs welcome Appletree Cottage Sleeps 4 · 2 bedrooms · from £314 a week Appletree Cottage in Stanfree, Derbyshire sleeps four in two bedrooms.](https://staycation.co.uk/bolsover/cottages/appletree-cottage-syk1112748) [🏨Cottages 3.3 miles Chesterfield · Dogs welcome Harris House Sleeps 5 · 3 bedrooms · from £433 a week Harris House, Chesterfield: three-bedroom cottage with one bathroom, sleeps five, one mile from a pub and close to Peak District walking.](https://staycation.co.uk/chesterfield/cottages/harris-house-uk44590) [🏨Cottages 3.5 miles Bolsover · Dogs welcome The Mill Cottage Sleeps 8 · 3 bedrooms · from £557 a week The Mill Cottage, Bolsover: detached 3-bed on the Hardwick Estate with direct access to Stainsby Mill and Hall.](https://staycation.co.uk/bolsover/cottages/the-mill-cottage-ukc3945) [🏨Cottages 3.9 miles Bassetlaw · Dogs welcome Jug and Glass Cottage Sleeps 5 · 3 bedrooms · from £373 a week Jug and Glass Cottage, Bassetlaw: three-bedroom semi with a fully equipped kitchen, enclosed garden, and a pub next door.](https://staycation.co.uk/bassetlaw/cottages/jug-and-glass-cottage-29206) [4.1 miles Creswell · Dogs welcome Hazelmere Cottage Sleeps 4 · 2 bedrooms · from £365 a week Red brick cottage sleeping 4 in Creswell, Derbyshire, with 2 bedrooms and 1 bathroom.](https://staycation.co.uk/bolsover/cottages/hazelmere-cottage-syk1021053) [🏨Cottages 4.2 miles Hollingwood · Dogs welcome Cedar Cottage Sleeps 6 · 3 bedrooms · from £347 a week Cedar Cottage rests in Hollingwood, and sleeps six in three bedrooms.](https://staycation.co.uk/chesterfield/cottages/cedar-cottage-syk1076069) [🏨Cottages 4.3 miles North East Derbyshire Lings Farm Cottage Sleeps 4 · 2 bedrooms · from £353 a week Stone semi-detached cottage on a working farm in North East Derbyshire, sleeping four with a wood burner.](https://staycation.co.uk/north-east-derbyshire/cottages/lings-farm-cottage-ukc2347) [4.3 miles Chesterfield Manor House ★ 4.7 (23) Sleeps 10 · 5 bedrooms · from £1,775 a week This splendid, ground floor, detached cottage on the outskirts of Chesterfield in the Peak District can sleep up to ten people in five bedrooms.](https://staycation.co.uk/north-east-derbyshire/cottages/manor-house-syk904429) [🏨Cottages 4.4 miles Barrow Hill · Dogs welcome The Old Grocery Sleeps 6 · 3 bedrooms · from £365 a week Detached house in Barrow Hill near Chesterfield, sleeping 6, 3 bedrooms, 1 bathroom.](https://staycation.co.uk/chesterfield/cottages/the-old-grocery-syk933885) [🏨Cottages 4.8 miles Cuckney · Dogs welcome Mill View Duplex Sleeps 9 · 4 bedrooms · from £771 a week Four-bedroom first-floor duplex in Cuckney, Bassetlaw, sleeping up to 9 guests.](https://staycation.co.uk/bassetlaw/cottages/mill-view-duplex-syk1116401) [🏨Cottages 4.8 miles Cuckney · Dogs welcome Cotton Mill Cottage Sleeps 4 · 2 bedrooms · from £527 a week Cotton Mill Cottage in Cuckney, Nottinghamshire sleeps four in two rooms.](https://staycation.co.uk/bassetlaw/cottages/cotton-mill-cottage-syk1116402) [5.2 miles Chesterfield · Dogs welcome Peak Avenue Retreat Sleeps 5 · 3 bedrooms · from £385 a week Three-bedroom cottage sleeping five in Chesterfield, North East Derbyshire; pets welcome.](https://staycation.co.uk/north-east-derbyshire/cottages/peak-avenue-retreat-syk1172926) [🏨Cottages 5.4 miles Chesterfield Spire Haven Sleeps 8 · 4 bedrooms · from £563 a week Four-bedroom house in Chesterfield sleeping eight.](https://staycation.co.uk/chesterfield/cottages/spire-haven-syk1087361) [5.4 miles Warsop · Dogs welcome Bowler Yard Cottage Sleeps 4 · 2 bedrooms · from £318 a week Detached cottage sleeping 4 in Warsop, Mansfield; pets welcome.](https://staycation.co.uk/mansfield/cottages/bowler-yard-cottage-syk963639) [🏨Cottages 5.6 miles Ashfield The Willows Sleeps 6 · 3 bedrooms The Willows, Ashfield: three-bedroom house sleeping six, with ground-floor open-plan space and countryside access near the Peak District.](https://staycation.co.uk/ashfield/cottages/the-willows-uk47253) [🏨Cottages 5.6 miles Mansfield · Dogs welcome The Gatehouse Sleeps 8 · 4 bedrooms · from £1,129 a week The Gatehouse is a marvellous stone-built holiday home resting in Teversal near Mansfield, Nottinghamshire and can sleep eight people in four bedrooms.](https://staycation.co.uk/ashfield/cottages/the-gatehouse-syk1080853) [🏨Cottages 5.7 miles Chesterfield · Dogs welcome Overton Sleeps 8 · 4 bedrooms · from £596 a week Four-bedroom house sleeping eight in Chesterfield, pets welcome.](https://staycation.co.uk/chesterfield/cottages/overton-syk1122937) [5.8 miles Chesterfield · Dogs welcome Havendale Sleeps 5 · 4 bedrooms · from £1,200 a week Four-bedroom single-storey cottage in Chesterfield, sleeping 5, pets welcome.](https://staycation.co.uk/chesterfield/cottages/havendale-syk1167060) [🏨Cottages 5.9 miles Ashfield Peaceful Holidays - Peaceful Cabin Retreat Sleeps 2 · 1 bedroom One-bedroom wooden lodge in Ashfield countryside with decked area, parking and garden; rural setting with working smallholding views.](https://staycation.co.uk/ashfield/cottages/peaceful-holidays-peaceful-cabin-retreat-uk46108) [5.9 miles Ashfield Peaceful Holidays - Teversal View Bungalow Sleeps 4 · 2 bedrooms Two-bedroom bungalow in Ashfield near Teversal, sleeps 4, with open-plan kitchen and separate sitting areas.](https://staycation.co.uk/ashfield/cottages/peaceful-holidays-teversal-view-bungalow-uk46107) [🏨Cottages 6 miles North East Derbyshire Stone Cottage Sleeps 2 · 1 bedroom · from £343 a week Stone Cottage, Wingerworth: one-bedroom ground-floor cottage near Sutcliffe Woods with garden and parking for two.](https://staycation.co.uk/north-east-derbyshire/cottages/stone-cottage-uk35894) [🏨Cottages 6.1 miles Eckington, Derbyshire · Dogs welcome Courthouse Cottage Sleeps 4 · 2 bedrooms · from £495 a week Courthouse Cottage in Eckington, Derbyshire sleeps four guests in two bedrooms.](https://staycation.co.uk/north-east-derbyshire/cottages/courthouse-cottage-syk1140580) [🏨Cottages 6.1 miles Wingerworth · Dogs welcome Cedar Holme Sleeps 4 · 2 bedrooms · from £392 a week Two-bedroom detached lodge in Wingerworth, Derbyshire, sleeping 4.](https://staycation.co.uk/north-east-derbyshire/cottages/cedar-holme-syk1073399) [6.2 miles Cuckney Riverside Lodge Sleeps 2 · 1 bedroom · from £350 a week One-bedroom cottage for two in Cuckney, Bassetlaw, with riverside garden and pond.](https://staycation.co.uk/bassetlaw/cottages/riverside-lodge-syk977676) [6.2 miles Cuckney Pond View Sleeps 2 · 1 bedroom · from £350 a week One-bedroom cottage for two in Cuckney, Bassetlaw, with garden featuring lake and pond.](https://staycation.co.uk/bassetlaw/cottages/pond-view-syk977691) [🏨Cottages 6.3 miles Chesterfield · Dogs welcome Boundary Cottage Sleeps 5 · 2 bedrooms · from £443 a week Boundary Cottage, Chesterfield: two-bedroom rural semi for families or couples, with one dog welcome and free parking.](https://staycation.co.uk/chesterfield/cottages/boundary-cottage-uk30152) [🏨Cottages 6.4 miles Wingerworth · Dogs welcome Stables Lodge Sleeps 4 · 2 bedrooms · from £505 a week Two-bedroom single-storey cottage in Wingerworth, North East Derbyshire, sleeping four.](https://staycation.co.uk/north-east-derbyshire/cottages/stables-lodge-syk1076095) [🏨Cottages 6.6 miles Sutton-in-Ashfield · Dogs welcome Woodend Bungalow ★ 5.0 (4) Sleeps 10 · 4 bedrooms · from £1,057 a week Four-bedroom bungalow near Sutton-in-Ashfield with on-site fishing, games room and woodland views across the Meden Valley.](https://staycation.co.uk/ashfield/cottages/woodend-bungalow-w43839) [6.7 miles Sheffield Shady Hall Farm - The Cow Shed ★ 4.9 (82) Sleeps 8 · 8 bedrooms · from £1,636 a week Converted farm building near Sheffield with 8 beds, hot tub and enclosed garden; sleeps up to 8 adults.](https://staycation.co.uk/north-east-derbyshire/cottages/shady-hall-farm-the-cow-shed-uk45350) [6.7 miles Sheffield · Dogs welcome Shady Hall Farm - The Milking Parlour ★ 4.9 (82) Sleeps 7 · 3 bedrooms · from £1,404 a week The Milking Parlour, North East Derbyshire: converted farm building sleeping 7, with hot tub and valley views.](https://staycation.co.uk/north-east-derbyshire/cottages/shady-hall-farm-the-milking-parlour-uk45351) [6.7 miles Sheffield · Dogs welcome Shady Hall Farm - The Stone Barn ★ 4.9 (82) Sleeps 8 · 4 bedrooms · from £1,859 a week Four-bedroom barn near Sheffield sleeping 8, with hot tub, woodland setting and private garden.](https://staycation.co.uk/north-east-derbyshire/cottages/shady-hall-farm-the-stone-barn-uk45349) [🏨Cottages 6.8 miles Clay Cross · Dogs welcome The Loft at The George Sleeps 8 · 4 bedrooms · from £502 a week The Loft at The George rests in Clay Cross and sleeps eight in four bedrooms.](https://staycation.co.uk/north-east-derbyshire/cottages/the-loft-at-the-george-syk1065378) [6.9 miles Clay Cross Woodthorpe Cruck Cottage Sleeps 6 · 3 bedrooms · from £712 a week Grade II listed cottage sleeping 6 in Clay Cross, North East Derbyshire.](https://staycation.co.uk/north-east-derbyshire/cottages/woodthorpe-cruck-cottage-syk945165) [7 miles Wingerworth · Dogs welcome Carr House Farm Sleeps 6 · 3 bedrooms · from £525 a week Three-bedroom farmhouse sleeping six on a working farm at Wingerworth, North East Derbyshire; dogs welcome.](https://staycation.co.uk/north-east-derbyshire/cottages/carr-house-farm-syk1178994) [7.1 miles Sutton-in-ashfield Alexandra Retreat Sleeps 4 · 2 bedrooms · from £401 a week Alexandra Retreat, Sutton-In-Ashfield, sleeps four guests in two bedrooms.](https://staycation.co.uk/ashfield/cottages/alexandra-retreat-syk1189857) [🏨Cottages 7.3 miles North East Derbyshire · Dogs welcome Barn View Sleeps 6 · 2 bedrooms · from £493 a week Stone cottage for six in North East Derbyshire with two bedrooms, two bathrooms, enclosed garden and countryside views.](https://staycation.co.uk/north-east-derbyshire/cottages/barn-view-uk31035) [🏨Cottages 7.7 miles Chesterfield · Dogs welcome The Stables Sleeps 2 · 1 bedroom · from £343 a week One-bedroom cottage in rural Derbyshire, minutes from Matlock and Ashover's pubs, with countryside views.](https://staycation.co.uk/north-east-derbyshire/cottages/the-stables-uk40228) [7.7 miles Alfreton · Dogs welcome Alfreton Cottage Sleeps 4 · 2 bedrooms · from £375 a week Two-bedroom cottage for four in Alfreton, Bolsover; pets welcome.](https://staycation.co.uk/bolsover/cottages/alfreton-cottage-syk1162722) [7.7 miles Matlock · Dogs welcome The Malt Shovel ★ 4.3 (101) Sleeps 4 · 2 bedrooms · from £513 a week The Malt Shovel, Matlock: converted barn with two bedrooms, two bathrooms, enclosed garden and on-site parking.](https://staycation.co.uk/north-east-derbyshire/cottages/the-malt-shovel-rv7) [🏨Cottages 7.7 miles North East Derbyshire The Old Church Sleeps 4 · 2 bedrooms · from £561 a week The Old Church, North East Derbyshire: converted chapel with 2 bedrooms, 3 bathrooms, sleeping 4, combining period features with modern comfort.](https://staycation.co.uk/north-east-derbyshire/cottages/the-old-church-ukc2318) [🏨Cottages 7.8 miles Chesterfield Swallows Barn Sleeps 6 · 3 bedrooms · from £571 a week Three-bedroom barn near Chesterfield sleeping six.](https://staycation.co.uk/north-east-derbyshire/cottages/swallows-barn-syk1087716) [🏨Cottages 7.8 miles North East Derbyshire · Dogs welcome Woodview Lodge Sleeps 4 · 2 bedrooms · from £690 a week Two-bedroom ground-floor lodge in North East Derbyshire with full kitchen, parking and one dog welcome.](https://staycation.co.uk/north-east-derbyshire/cottages/woodview-lodge-ukc828) [7.9 miles North East Derbyshire Alton Hall Cottage Sleeps 10 · 4 bedrooms · from £1,302 a week Four-bedroom converted cottage and barn in North East Derbyshire countryside, sleeping 10, with private hot tub.](https://staycation.co.uk/north-east-derbyshire/cottages/alton-hall-cottage-uk31348) [🏨Cottages 7.9 miles North East Derbyshire · Dogs welcome Green Farm Cottages - The Old Cow Shed Sleeps 2 · 1 bedroom · from £407 a week Converted barn near Cutthorpe in North East Derbyshire, sleeping 2 in one bedroom with exposed beams and stone throughout.](https://staycation.co.uk/north-east-derbyshire/cottages/green-farm-cottages-the-old-cow-shed-ukc2608) [7.9 miles Chesterfield · Dogs welcome Green Farm Holiday Cottages - The Pig Sty ★ 4.8 (19) Sleeps 4 · 2 bedrooms · from £567 a week The Pig Sty, North East Derbyshire: converted barn sleeping 4 with hot tub and direct access to Peak District walking.](https://staycation.co.uk/north-east-derbyshire/cottages/green-farm-holiday-cottages-the-pig-sty-w44184) [🏨Cottages 7.9 miles Alfreton · Dogs welcome Holly Cottage Sleeps 4 · 2 bedrooms · from £353 a week Two-bedroom cottage in Alfreton with one dog welcome free; near Peak District attractions and countryside walks.](https://staycation.co.uk/north-east-derbyshire/cottages/holly-cottage-uk11898) [8 miles Handley The Old Chapel Sleeps 4 · 2 bedrooms · from £367 a week Converted chapel sleeping 4 in Handley, North East Derbyshire, with 2 bedrooms and 1 bathroom.](https://staycation.co.uk/north-east-derbyshire/cottages/the-old-chapel-syk904605) [🏨Cottages 8 miles North East Derbyshire · Dogs welcome Green Farm Holiday Cottages - Tawny Owl Barn Sleeps 5 · 3 bedrooms · from £637 a week Converted stone barn sleeping 5 in North East Derbyshire, with hot tub and direct access to Peak District footpaths.](https://staycation.co.uk/north-east-derbyshire/cottages/green-farm-holiday-cottages-tawny-owl-barn-18220) [8.1 miles Rotherham Glo Holiday Club Rother Valley - Astra Sleeps 4 · 2 bedrooms · from £528 a week Two-bedroom ground-floor lodge in Rotherham with everything supplied: heating, linen, towels and wi-fi included.](https://staycation.co.uk/rotherham/cottages/glo-holiday-club-rother-valley-astra-ukc9718) [🏨Cottages 8.1 miles Rotherham Glo Holiday Club Rother Valley - Nova Sleeps 6 · 3 bedrooms · from £607 a week Modern ground-floor lodge near Rotherham, sleeping 6 in three bedrooms with direct access to decking and garden.](https://staycation.co.uk/rotherham/cottages/glo-holiday-club-rother-valley-nova-ukc9932) Showing the 60 nearest of 121. For the rest, see [holiday cottages around Chesterfield](https://staycation.co.uk/chesterfield/cottages). ## Quick answers ### How many holiday cottages are there near Bolsover Castle? We list 121 within 10 miles of Bolsover Castle, measured in a straight line. ### Which holiday cottages are closest to Bolsover Castle? The nearest are The Pantiles (0.2 miles), Greenwell Cottage (0.2 miles) and Hillcrest (0.3 miles). ### Are there dog-friendly holiday cottages near Bolsover Castle? Yes: 77 of the 121 accept dogs. They are marked on this page. ### How much is a cottage near Bolsover Castle? Starting prices begin at £292 for a week. Prices change with the dates, so check availability for an exact figure. ### How are the distances worked out? They are straight-line distances between each place and Bolsover Castle, so the journey by road will be a little longer.