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Holiday Cottages in Chepstow

58 properties found

Exterior view of a single-story house with a gravel driveway and windows at The Honey Pot in Stroat near Chepstow

The Honey Pot

Stroat near Chepstow, Gloucestershire

2 Guests
1 Beds
No pets
Wifi

for 7 nights

From

£539

A shepherd hut with a wooden deck and bench at Shepherd Hut at Garden Cottage near Woolaston
New

Shepherd Hut at Garden Cottage

near Woolaston, Gloucestershire

2 Guests
1 Beds
No pets
Wifi

for 7 nights

From

£515

A blue front door with a wreath and stacked firewood outside next to a potted plant and a stone bench at Lilly Cottage in Whitecroft Royal Forest of Dean

Lilly Cottage

Whitecroft, Royal Forest of Dean, Gloucestershire

2 Guests
1 Beds
No pets
Wifi

for 7 nights

From

£525

A cozy room with a bed and table at Cozy Cabin Retreat near Chepstow

Wye Cabin

Chepstow, South Wales & Pembrokeshire

2 Guests
1 Beds
Pet Friendly
Wifi

for 7 nights

From

£1052

A deck with seating and table at Ferryman's Lodge in Brockweir

Ferryman's Lodge

Brockweir, Gloucestershire

2 Guests
1 Beds
No pets

for 7 nights

From

£442

A living room with a fireplace a mirror a wooden coffee table sofas and a large window at Caradoc Tutshill near Chepstow

Caradoc

Tutshill near Chepstow, Gloucestershire

10 Guests
5 Beds
No pets
Wifi

for 7 nights

From

£863

A backyard with green lawn a wooden pergola with a hot tub patio furniture and a modern house at Bilsham Meadows in Aust

Bilsham Meadows

Aust, Gloucestershire

10 Guests
5 Beds
No pets
Wifi

for 7 nights

From

£1482

A single story house with a covered patio and outdoor seating on a grassy yard at Hidden Well in Aust

Hidden Well

Aust, Gloucestershire

10 Guests
4 Beds
No pets
Wifi

for 7 nights

From

£1379

A wooden barn style building with a fenced grassy yard and a gravel driveway at Top Lodge in Llanvair-Discoed near Penhow
Offer

Top Lodge

Llanvair-Discoed near Penhow, South Wales & Pembrokeshire

4 Guests
2 Beds
Pet Friendly
Wifi

for 7 nights

From

£455

An outdoor area with a building and patio furniture at The Forge in Bristol
New

The Forge

Bristol, Somerset

2 Guests
1 Beds
No pets
Wifi

for 7 nights

From

£802

An outdoor view of a stone cottage with a wooden fence at Castle Rag in Parkend

Castle Rag

Parkend, Gloucestershire

2 Guests
1 Beds
Pet Friendly
Wifi

for 7 nights

From

£602

A house and driveway with a clothesline at The Smithy in Bristol
New

The Smithy

Bristol, Somerset

2 Guests
1 Beds
No pets
Wifi

for 7 nights

From

£738

A garden with a stone patio and seating at 1 bed property in Usk

Walnut Cottage

Raglan, South Wales & Pembrokeshire

2 Guests
1 Beds
Pet Friendly
Wifi

for 7 nights

From

£491

A single story building with a tiled roof and fenced patio with an umbrella and chairs surrounded by trees at Bottom Lodge in Penhow
Offer

Bottom Lodge

Penhow, South Wales & Pembrokeshire

4 Guests
2 Beds
Pet Friendly
Wifi

for 7 nights

From

£402

A wooden shepherds hut with a raised deck and stairs in a grassy area surrounded by trees at The Foxes Den Shepherds Hut in Oldbury-On-Severn

The Foxes Den Shepherds Hut

Oldbury-On-Severn, Gloucestershire

2 Guests
1 Beds
Pet Friendly

for 7 nights

From

£343

A house with flowers and a pathway at Horse Gin in Parkend

Horse Gin

Parkend, Gloucestershire

2 Guests
1 Beds
Pet Friendly
Wifi

for 7 nights

From

£592

An exterior view of a stone and wood barn with a tiled roof and flower pots around Golden Valley Barn Oldbury-On-Severn

Golden Valley Barn

Oldbury-On-Severn, Gloucestershire

4 Guests
2 Beds
No pets
Wifi

for 7 nights

From

£629

A stone building with arched windows and a fenced front yard with an orange umbrella at The Old Sunday School in Bream

The Old Sunday School

Bream, Gloucestershire

8 Guests
4 Beds
No pets
Wifi

for 7 nights

From

£825

A small house with roof covered in red and green leaves surrounded by grass and trees at The Piggery in Lydney

The Piggery

Lydney, Gloucestershire

5 Guests
3 Beds
No pets

for 7 nights

From

£613

An entrance hall with a door and coat hooks at The Burrow at Aveling Cottage in Lydney
New

The Burrow at Aveling Cottage

Woolaston, Gloucestershire

3 Guests
2 Beds
Pet Friendly
Wifi

for 7 nights

From

£592

Resting alongside the River Wye, with striking views of the limestone cliffs, this bustling town has a large range of Chepstow accommodation to use as your base for touring this stunning part of Wales.

Why Chepstow?

Bordering Gloucestershire, Chepstow benefits from a large selection of traditional eateries for that fine dining experience and many independent shops. The town hosts five Grade I listed buildings, several of which have Grade II* listed status and is hugely popular with tourists for Chepstow Racecourse, which hosts 32 racing fixtures throughout the year, including the Welsh Grand National. Explore the town's historic past at the Chepstow Museum, spot its Georgian and Victorian buildings, as well as the award-winning redevelopment areas, before returning to your homely holiday cottage in Chepstow.

Places to Visit near Chepstow

A Chepstow cottage is the ideal choice due to its ideal placement within reach of many tourist hot spots. Let's not forget the town's close proximity to the Wales Coast Path offering wonderful panoramic views and ample birdwatching opportunities. The town rests close to the Wye Valley for long rural walks and some historic locations such as Tintern Abbey dating back to the 12th century and the medieval Goodrich Castle. Also available is the Wye Valley Walk and the Wye Valley Butterfly Zoo, something your little ones will delight in. Take a drive towards the thriving capital city of Wales, Cardiff, which gives access to the Gothic Cardiff Castle, notable Cardiff Bay and even Cardiff Golf Club. Make sure you explore Abergavenny, Cardiff, Newport and Wye Valley on your journey, all reachable from your Chepstow accommodation.

Types of Holiday

If it's a coastal break you're interested in, then explore our list of coastal holiday cottages in Wales for an extensive range of options. Don't forget to bring the family pet along and view our dog-friendly cottages in Wales to treat the whole family to a break! Looking for a holiday soon? Fear not, our list of last-minute cottages in Wales is sure to inspire you to book your next break today! Uncover more of the area from these South Wales cottages.

Once you've found your perfect Chepstow accommodation, be sure to secure your booking with us today, with a range of handy travel experts on-hand to help guide you.

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