# Holiday cottages near Chepstow Castle — 82 within 10 miles (2026) > 82 holiday cottages within 10 miles of Chepstow Castle in Chepstow, Monmouthshire. The nearest is Room 1 at The Cwtch, 0.3 miles away. 55 accept dogs. Pri… Source: https://staycation.co.uk/near/chepstow-castle/cottages (Staycation.co.uk). Cite the source page, not this text version. 82 within 10 miles · nearest first **In short:** 82 holiday cottages within 10 miles of Chepstow Castle in Chepstow, Monmouthshire. The nearest is Room 1 at The Cwtch, 0.3 miles away. 55 accept dogs. Prices start from £247 for a week. Updated 9 November 2026 · Distances are straight-line · Ratings from Google · [About Chepstow Castle](https://staycation.co.uk/chepstow/attractions/chepstow-castle) [Cottages 82](https://staycation.co.uk/near/chepstow-castle/cottages) [Camping 25](https://staycation.co.uk/near/chepstow-castle/camping) [Hotels 8](https://staycation.co.uk/near/chepstow-castle/hotels) [Places to eat in Chepstow](https://staycation.co.uk/chepstow/restaurants) [🏨Cottages 0.3 miles Monmouthshire Room 1 at The Cwtch Sleeps 2 · 1 bedroom · from £343 a week One-bedroom studio in Chepstow, within reach of Tintern Abbey, Offa's Dyke Path and the Wye Valley.](https://staycation.co.uk/monmouthshire/cottages/room-1-at-the-cwtch-uk50827) [🏨Cottages 0.5 miles Chepstow Caradoc Sleeps 10 · 5 bedrooms · from £803 a week Caradoc sleeps 10 in five bedrooms near Chepstow, Forest of Dean.](https://staycation.co.uk/forest-of-dean/cottages/caradoc-syk1093054) [2 miles Chepstow · Dogs welcome Court Park Barn ★ 5.0 (1) Sleeps 4 · 2 bedrooms · from £617 a week Two-bedroom barn conversion in the Forest of Dean near Chepstow, with a private hot tub and secure dog paddock.](https://staycation.co.uk/forest-of-dean/cottages/court-park-barn-uk35031) [🏨Cottages 3.1 miles Chepstow The Honey Pot Sleeps 2 · 1 bedroom · from £456 a week One-bedroom ground-floor cottage in Stroat, Forest of Dean, sleeping two.](https://staycation.co.uk/forest-of-dean/cottages/the-honey-pot-syk1083768) [3.6 miles Chepstow · Dogs welcome Tintern Abbey Cottage ★ 4.9 (17) Sleeps 6 · 3 bedrooms · from £921 a week Three-bedroom cottage in Chepstow with views of Tintern Abbey across the road, sleeps 6 with parking for 4 cars.](https://staycation.co.uk/monmouthshire/cottages/tintern-abbey-cottage-uk32556) [🏨Cottages 3.7 miles Monmouthshire · Dogs welcome Cider Mill Lodge Sleeps 4 · 2 bedrooms · from £503 a week Two-bedroom lodge in Monmouthshire with hot tub, fully equipped kitchen, and everything needed for a self-catering break.](https://staycation.co.uk/monmouthshire/cottages/cider-mill-lodge-hw7420) [🏨Cottages 4.1 miles Abergavenny The Stables Sleeps 6 · 3 bedrooms · from £277 a week The Stables, Abergavenny: converted 100-year-old building sleeping 6, a mile from Chepstow Park Wood.](https://staycation.co.uk/monmouthshire/cottages/the-stables-w40538) [4.2 miles Monmouthshire · Dogs welcome Bryn Cosyn ★ 5.0 (6) Sleeps 2 · 1 bedroom · from £567 a week One-bedroom detached lodge in Monmouthshire countryside with five acres for dogs to roam, near Chepstow.](https://staycation.co.uk/monmouthshire/cottages/bryn-cosyn-uk49724) [4.5 miles Brockweir Ferryman's Lodge Sleeps 2 · 1 bedroom · from £382 a week Single-storey wooden lodge in Brockweir, Forest of Dean, sleeping 2 in one double bedroom.](https://staycation.co.uk/forest-of-dean/cottages/ferrymans-lodge-syk1199157) [🏨Cottages 4.6 miles Monmouthshire · Dogs welcome Hafan Ddigol Sleeps 8 · 4 bedrooms Four-bedroom detached house in Monmouthshire with riverside views, enclosed garden and parking for two cars.](https://staycation.co.uk/monmouthshire/cottages/hafan-ddigol-uk51515) [🏨Cottages 4.9 miles Aust Hidden Well Sleeps 10 · 4 bedrooms · from £1,255 a week Four-bedroom house sleeping ten on a South Gloucestershire farm near Aust.](https://staycation.co.uk/south-gloucestershire/cottages/hidden-well-syk1150111) [🏨Cottages 5 miles Aust Bilsham Meadows Sleeps 10 · 5 bedrooms · from £1,501 a week Five-bedroom farmhouse near Aust, South Gloucestershire, sleeping 10.](https://staycation.co.uk/south-gloucestershire/cottages/bilsham-meadows-syk1124276) [🏨Cottages 5 miles Forest of Dean · Dogs welcome Hopewell Barn Sleeps 5 · 3 bedrooms · from £1,112 a week Converted barn with 3 bedrooms in Forest of Dean, sleeping 5, with woodland walks on the doorstep and one pet welcome.](https://staycation.co.uk/forest-of-dean/cottages/hopewell-barn-uk42952) [5.2 miles Woolaston The Piggery Sleeps 5 · 3 bedrooms · from £561 a week Ground-floor barn conversion near Woolaston, Forest of Dean, sleeping 5 in 3 bedrooms.](https://staycation.co.uk/forest-of-dean/cottages/the-piggery-syk988783) [🏨Cottages 5.3 miles Woolaston 14 Birchwood Road Sleeps 9 · 5 bedrooms · from £657 a week Five-bedroom house sleeping nine in Woolaston, Forest of Dean.](https://staycation.co.uk/forest-of-dean/cottages/14-birchwood-road-syk1168522) [🏨Cottages 5.3 miles Oldbury-on-severn · Dogs welcome The Foxes Den Shepherds Hut Sleeps 2 · 1 bedroom · from £299 a week Studio shepherd's hut sleeping 2 in Oldbury-on-Severn, South Gloucestershire.](https://staycation.co.uk/south-gloucestershire/cottages/the-foxes-den-shepherds-hut-syk1151420) [5.4 miles Forest of Dean Hewelsfield Court - The Chicken Coop Sleeps 4 · 2 bedrooms · from £387 a week The Chicken Coop, Forest of Dean: single-storey luxury cottage for 4, all on one level with woodburner and private grounds.](https://staycation.co.uk/forest-of-dean/cottages/hewelsfield-court-the-chicken-coop-uk12137) [🏨Cottages 5.4 miles Forest of Dean · Dogs welcome Hewelsfield Court - The Old Granary Sleeps 6 · 3 bedrooms · from £507 a week Three-bedroom converted granary on a working farm in the Forest of Dean, with a dedicated playroom on the top floor.](https://staycation.co.uk/forest-of-dean/cottages/hewelsfield-court-the-old-granary-uk12135) [🏨Cottages 5.4 miles Forest of Dean · Dogs welcome Hewelsfield Court - The Old Laundry Sleeps 4 · 2 bedrooms · from £433 a week The Old Laundry, Forest of Dean: fully equipped two-bedroom cottage with wood burner, private garden and free parking.](https://staycation.co.uk/forest-of-dean/cottages/hewelsfield-court-the-old-laundry-uk12136) [5.5 miles Oldbury-on-severn Golden Valley Barn ★ 4.5 (2) Sleeps 4 · 2 bedrooms · from £588 a week This detached barn conversion sits just outside of Oldbury-on-Severn in Gloucestershire and can sleep four people in two bedrooms.](https://staycation.co.uk/south-gloucestershire/cottages/golden-valley-barn-syk1011610) [5.7 miles Monmouthshire · Dogs welcome Foxes Reach Sleeps 6 · 4 bedrooms · from £937 a week Four-bedroom detached cottage in the Wye Valley with hot tub, near Tintern Abbey and riverside walks.](https://staycation.co.uk/monmouthshire/cottages/foxes-reach-hw7421) [🏨Cottages 5.7 miles Monmouthshire · Dogs welcome Thornycroft Cottage Sleeps 2 · 1 bedroom · from £533 a week One-bedroom detached cottage in Monmouthshire with wood burner, ground-floor layout, and enclosed garden where one dog stays free.](https://staycation.co.uk/monmouthshire/cottages/thornycroft-cottage-uk47258) [🏨Cottages 6.1 miles Penhow · Dogs welcome Top Lodge Sleeps 4 · 2 bedrooms · from £413 a week Top Lodge rests in Llanvair- Discoed, sleeping four in two bedrooms.](https://staycation.co.uk/monmouthshire/cottages/top-lodge-syk1112486) [🏨Cottages 6.1 miles Penhow · Dogs welcome Bottom Lodge Sleeps 4 · 2 bedrooms · from £366 a week Bottom Lodge rests in Llanvair- Discoed, sleeping four in two bedrooms.](https://staycation.co.uk/monmouthshire/cottages/bottom-lodge-syk1117998) [🏨Cottages 6.1 miles Caerwent · Dogs welcome The Snug Sleeps 3 · 1 bedroom · from £247 a week The Snug in Llanvair Discoed near Caerwent, sleeps three guests in one bedroom.](https://staycation.co.uk/monmouthshire/cottages/the-snug-syk1158114) [🏨Cottages 6.4 miles Monmouthshire · Dogs welcome The Haybarn Sleeps 6 · 3 bedrooms · from £533 a week The Haybarn, Monmouthshire: three-bedroom barn conversion with Vale of Usk views and one free pet.](https://staycation.co.uk/monmouthshire/cottages/the-haybarn-rcht55) [6.5 miles Raglan The Comfy Cow Sleeps 2 · 1 bedroom · from £374 a week One-bedroom converted bull pen sleeping two near Raglan, Monmouthshire.](https://staycation.co.uk/monmouthshire/cottages/the-comfy-cow-syk1010598) [6.9 miles BARN · Dogs welcome Chapel Hill retreats - Elm ★ 5.0 (6) Sleeps 2 · 1 bedroom · from £871 a week One-bedroom barn conversion in Forest of Dean village, sleeping two, with open-plan living and enclosed garden.](https://staycation.co.uk/forest-of-dean/cottages/chapel-hill-retreats-elm-uk50463) [6.9 miles BARN · Dogs welcome Chapel Hill Retreats - Oak ★ 5.0 (6) Sleeps 2 · 1 bedroom · from £867 a week One-bedroom barn conversion for two near Lydney, Forest of Dean, with enclosed garden and free pet stay.](https://staycation.co.uk/forest-of-dean/cottages/chapel-hill-retreats-oak-uk50462) [🏨Cottages 7.2 miles Trellech · Dogs welcome The Pound Sleeps 3 · 2 bedrooms · from £275 a week Two-bedroom stone cottage in Trellech, Monmouthshire, sleeps 3.](https://staycation.co.uk/monmouthshire/cottages/the-pound-syk938052) [7.7 miles Lydney · Dogs welcome Priors Lodge Barns - Horseshoe ★ 4.9 (13) Sleeps 4 · 2 bedrooms · from £453 a week Two-bedroom barn conversion near Lydney with a fully equipped kitchen, wood burner and underfloor heating throughout.](https://staycation.co.uk/forest-of-dean/cottages/priors-lodge-barns-horseshoe-uk30759) [7.7 miles Lydney · Dogs welcome Priors Lodge Barns - Owl Barn ★ 4.9 (13) Sleeps 8 · 4 bedrooms · from £977 a week Four-bedroom barn conversion near Lydney, with countryside views and space for eight plus one dog.](https://staycation.co.uk/forest-of-dean/cottages/priors-lodge-barns-owl-barn-uk30757) [7.7 miles Lydney · Dogs welcome Priors Lodge Barns - Pipistrelle ★ 4.9 (13) Sleeps 4 · 2 bedrooms · from £457 a week Converted barn near Lydney with 2 bedrooms and wood burner, sleeping 4 in the Forest of Dean.](https://staycation.co.uk/forest-of-dean/cottages/priors-lodge-barns-pipistrelle-uk30758) [🏨Cottages 7.7 miles Monmouthshire · Dogs welcome The Trekkers - Red Lodge Sleeps 2 · 1 bedroom · from £383 a week One-bedroom detached lodge in Monmouthshire countryside near Monmouth, with garden and parking.](https://staycation.co.uk/monmouthshire/cottages/the-trekkers-red-lodge-uk10988) [🏨Cottages 7.7 miles Monmouthshire · Dogs welcome The Trekkers - The Garden House Sleeps 4 · 2 bedrooms · from £397 a week Two-bedroom detached lodge in Monmouthshire with a fully equipped kitchen, garden and parking for two cars.](https://staycation.co.uk/monmouthshire/cottages/the-trekkers-the-garden-house-uk10987) [8 miles Usk Clearvewe ★ 4.5 (15) Sleeps 6 · 3 bedrooms · from £483 a week Clearvewe, Monmouthshire: converted barn sleeping six with three en-suite bedrooms and enclosed garden near Usk.](https://staycation.co.uk/monmouthshire/cottages/clearvewe-uk11355) [8 miles Bream · Dogs welcome Rose Cottage ★ 4.4 (5) Sleeps 4 · 2 bedrooms · from £402 a week This is a splendid detached cottage located near the Forest of Dean, in the lovely village of Bream, and can sleep up to four people in two bedrooms.](https://staycation.co.uk/forest-of-dean/cottages/rose-cottage-syk989628) [🏨Cottages 8.2 miles Forest of Dean · Dogs welcome Court Farm Holiday Barns - The Granary Sleeps 4 · 2 bedrooms · from £357 a week Two-bedroom barn conversion in Forest of Dean with private hot tub access and on-site parking.](https://staycation.co.uk/forest-of-dean/cottages/court-farm-holiday-barns-the-granary-27791) [🏨Cottages 8.2 miles Forest of Dean · Dogs welcome Court Farm Holiday Barns - The Stables Sleeps 2 · 1 bedroom · from £347 a week The Stables, Forest of Dean: one-bedroom barn conversion with hot tub, fully equipped kitchen, and parking included.](https://staycation.co.uk/forest-of-dean/cottages/court-farm-holiday-barns-the-stables-27792) [🏨Cottages 8.3 miles Lydney · Dogs welcome The Stable Sleeps 4 · 2 bedrooms · from £429 a week This first-floor apartment within a Grade II listed coach house rests in Lydney, Gloucestershire and can sleep four people in two bedrooms.](https://staycation.co.uk/forest-of-dean/cottages/the-stable-syk1065654) [🏨Cottages 8.3 miles Lydney · Dogs welcome The Carriage Sleeps 4 · 2 bedrooms · from £430 a week Two-bedroom first-floor apartment in converted coach house near Lydney, sleeps 4.](https://staycation.co.uk/forest-of-dean/cottages/the-carriage-syk1065655) [🏨Cottages 8.3 miles Lydney · Dogs welcome The Grooms Sleeps 4 · 2 bedrooms · from £575 a week Two-bedroom apartment in Lydney, Forest of Dean, sleeping four.](https://staycation.co.uk/forest-of-dean/cottages/the-grooms-syk1065656) [🏨Cottages 8.3 miles Lydney · Dogs welcome The Tack Room Sleeps 4 · 2 bedrooms · from £452 a week Two-bedroom ground-floor cottage sleeping four in Lydney, Forest of Dean; pets welcome.](https://staycation.co.uk/forest-of-dean/cottages/the-tack-room-syk1057990) [🏨Cottages 8.6 miles Forest of Dean · Dogs welcome Wren Cottage Sleeps 5 · 3 bedrooms · from £827 a week Three-bedroom cottage in Lydney, Forest of Dean, with enclosed paddock and woodland grounds for families and dogs.](https://staycation.co.uk/forest-of-dean/cottages/wren-cottage-uk47923) [🏨Cottages 8.7 miles Newport · Dogs welcome High View House Sleeps 12 · 6 bedrooms · from £3,524 a week Six-bedroom luxury house in Newport village, sleeps 12, with hot tub, gym and games rooms.](https://staycation.co.uk/newport/cottages/high-view-house-uk50826) [🏨Cottages 8.7 miles Forest of Dean · Dogs welcome Perivale Lodge Sleeps 6 · 3 bedrooms · from £577 a week Three-bedroom lodge in Forest of Dean with enclosed garden, parking and one free pet welcome.](https://staycation.co.uk/forest-of-dean/cottages/perivale-lodge-uk11292) [🏨Cottages 8.7 miles Bream The Old Sunday School Sleeps 8 · 4 bedrooms · from £800 a week The Old Sunday School, Bream, Forest of Dean: converted chapel sleeping 8 in 4 bedrooms, 3 bathrooms.](https://staycation.co.uk/forest-of-dean/cottages/the-old-sunday-school-syk1071356) [🏨Cottages 8.8 miles Bream Pippins Sleeps 6 · 3 bedrooms · from £423 a week Three-bedroom cottage sleeping six in Bream, Forest of Dean.](https://staycation.co.uk/forest-of-dean/cottages/pippins-syk966511) [8.8 miles Usk · Dogs welcome Yew Tree Barn ★ 2.7 (6) Sleeps 6 · 3 bedrooms · from £667 a week Three-bedroom barn conversion near Usk, Monmouthshire, sleeping 6 with enclosed garden and one free pet welcome.](https://staycation.co.uk/monmouthshire/cottages/yew-tree-barn-hw7737) [9 miles Coleford Tudor Farmhouse ★ 4.7 (477) Sleeps 17 · 7 bedrooms · from £4,169 a week Seven-bedroom Tudor farmhouse near Ashford sleeping 17, with rural grounds and parking for seven cars.](https://staycation.co.uk/clearwell/cottages/tudor-farmhouse-uk40803) [9.1 miles Monmouthshire · Dogs welcome Harry’s Cottages - Little Braeburn Shepherd’s Hut Sleeps 2 · 1 bedroom · from £383 a week One-bedroom shepherd's hut for two near Llangovan in Monmouthshire, with woodland setting and one included pet.](https://staycation.co.uk/monmouthshire/cottages/harry-s-cottages-little-braeburn-shepherd-s-hut-uk52334) [9.1 miles Monmouthshire · Dogs welcome Harry’s Cottages - Pink Lady Shepherds hut Sleeps 2 · 1 bedroom · from £383 a week One-bedroom shepherd's hut among apple trees in Monmouthshire, with countryside views and space for two.](https://staycation.co.uk/monmouthshire/cottages/harry-s-cottages-pink-lady-shepherds-hut-uk52331) [9.1 miles Monmouth · Dogs welcome Harry’s Cottages - Bentra ★ 4.9 (23) Sleeps 2 · 1 bedroom · from £433 a week One-bedroom detached cottage near Monmouth with a fully equipped kitchen, parking, and private garden; pets stay free.](https://staycation.co.uk/monmouthshire/cottages/harry-s-cottages-bentra-uk52329) [🏨Cottages 9.1 miles Monmouthshire · Dogs welcome Harry’s Cottages - Fuesli Lodge Sleeps 4 · 2 bedrooms · from £463 a week Detached cottage in Monmouthshire with two bedrooms, two bathrooms, enclosed garden and wood burner.](https://staycation.co.uk/monmouthshire/cottages/harry-s-cottages-fuesli-lodge-uk52330) [9.1 miles Monmouthshire · Dogs welcome Harry’s Cottages - The Old Dairy Sleeps 6 · 3 bedrooms · from £527 a week Three-bedroom detached cottage in Monmouthshire with a wood burner and private deck; pets stay free.](https://staycation.co.uk/monmouthshire/cottages/harry-s-cottages-the-old-dairy-uk52226) [🏨Cottages 9.2 miles Monmouthshire · Dogs welcome Harry’s Cottages - Herdwick Shepherd’s Hut Sleeps 2 · 1 bedroom · from £383 a week One-bedroom shepherd's hut in Monmouthshire countryside, sleeping two, with woodburner and parking.](https://staycation.co.uk/monmouthshire/cottages/harry-s-cottages-herdwick-shepherd-s-hut-uk52332) [🏨Cottages 9.2 miles Monmouthshire Phesant Pens - Pheasant Pens 1 Sleeps 2 · 1 bedroom · from £503 a week One-bedroom cottage near Usk with fully equipped kitchen, washing machine and ground-floor access throughout.](https://staycation.co.uk/monmouthshire/cottages/phesant-pens-pheasant-pens-1-uk50187) [🏨Cottages 9.2 miles Monmouthshire Phesant Pens - Phesant Pens 2 Sleeps 3 · 2 bedrooms · from £503 a week Two-bedroom ground-floor cottage near Usk in rural Monmouthshire, ideal for couples or small families exploring the Wye Valley.](https://staycation.co.uk/monmouthshire/cottages/phesant-pens-phesant-pens-2-uk50188) [9.2 miles Monmouthshire · Dogs welcome Harry’s Cottages - Corriedale Shepherd’s Hut Sleeps 2 · 1 bedroom · from £383 a week One-bedroom shepherd's hut in rural Monmouthshire, sleeping two, with parking and countryside views.](https://staycation.co.uk/monmouthshire/cottages/harry-s-cottages-corriedale-shepherd-s-hut-uk52333) [🏨Cottages 9.2 miles South Gloucestershire Barn Cottage Sleeps 4 · 2 bedrooms · from £671 a week Two-bedroom barn cottage in South Gloucestershire, ground-floor layout with wood burner and countryside views from the garden.](https://staycation.co.uk/south-gloucestershire/cottages/barn-cottage-uk45527) Showing the 60 nearest of 82. For the rest, see [holiday cottages around Chepstow](https://staycation.co.uk/chepstow/cottages). ## Quick answers ### How many holiday cottages are there near Chepstow Castle? We list 82 within 10 miles of Chepstow Castle, measured in a straight line. ### Which holiday cottages are closest to Chepstow Castle? The nearest are Room 1 at The Cwtch (0.3 miles), Caradoc (0.5 miles) and Court Park Barn (2 miles). ### Are there dog-friendly holiday cottages near Chepstow Castle? Yes: 55 of the 82 accept dogs. They are marked on this page. ### How much is a cottage near Chepstow Castle? Starting prices begin at £247 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 Chepstow Castle, so the journey by road will be a little longer.