Skip to main content

Holiday cottages near Chepstow Castle

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 · Distances are straight-line · Ratings from Google · About Chepstow Castle

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.

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.

Court Park Barn 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.

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.

Tintern Abbey Cottage 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.

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.

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.

Bryn Cosyn 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.

Ferryman's Lodge 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.

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.

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.

Cottages
5 miles

Aust

Bilsham Meadows

Sleeps 10 · 5 bedrooms · from £1,501 a week

Five-bedroom farmhouse near Aust, South Gloucestershire, sleeping 10.

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.

The Piggery 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.

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.

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.

Hewelsfield Court - The Chicken Coop 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.

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.

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.

Golden Valley Barn 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.

Foxes Reach 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.

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.

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.

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.

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.

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.

The Comfy Cow 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.

Chapel Hill retreats - Elm 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.

Chapel Hill Retreats - Oak 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.

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.

Priors Lodge Barns - Horseshoe 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.

Priors Lodge Barns - Owl Barn 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.

Priors Lodge Barns - Pipistrelle 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.

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.

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.

Clearvewe 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.

Rose Cottage 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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

Cottages
8.8 miles

Bream

Pippins

Sleeps 6 · 3 bedrooms · from £423 a week

Three-bedroom cottage sleeping six in Bream, Forest of Dean.

Yew Tree Barn 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.

Tudor Farmhouse 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.

Harry’s Cottages - Little Braeburn Shepherd’s Hut 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.

Harry’s Cottages - Pink Lady Shepherds hut 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.

Harry’s Cottages - Bentra 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.

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.

Harry’s Cottages - The Old Dairy 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.

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.

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.

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.

Harry’s Cottages - Corriedale Shepherd’s Hut 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.

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.

Showing the 60 nearest of 82. For the rest, see holiday cottages around Chepstow.

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.

Get the best UK staycation deals

The latest offers on cottages, campsites and hotels, plus new ideas for breaks around Britain. Straight to your inbox, no spam.

By signing up you agree to receive emails from Staycation.co.uk. Unsubscribe any time. See our Privacy Policy.