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Chepstow cottages
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12 Cottages at the best price in Chepstow

Discover Central Cottages in Chepstow

Stay moments from vibrant local theatres and top historical sights at centrally located cottages in Chepstow.

Pet Friendly 'Home From Home In The Wye Valley Wales - Chepstow
10 6 reviews

Pet Friendly 'Home From Home In The Wye Valley Wales

cottage, Chepstow
Clares Cottage is a charming 2-bedroom property located just 3 kilometres from the historic town of Chepstow, nestled in the peaceful Lower Wye Valley, on the border of Wales and England. The cottage enjoys a secluded country setting, surrounded by stunning countryside views and a half-acre organic garden.
The cottage offers a spacious living area and garden, ideal for families or groups of up to 4 guests. It comes equipped with modern amenities including a fully fitted kitchen, an electric car charging point, and a cosy log burner, perfect for relaxing evenings.
Charming 4-bedroom Cottage In Historic Chepstow - Chepstow
10 3 reviews

Charming 4-bedroom Cottage In Historic Chepstow

cottage, Chepstow
Vauxhall Cottage, a 1790s property in Chepstow, is a 5-minute walk from the town centre, Chepstow Racecourse, and offers easy access to the Wye Valley and Forest of Dean.
This three-bedroom, two-bathroom holiday home boasts 168 square metres of space, including a large kitchen with dishwasher, a cosy lounge with log burner, a private study with Wi-Fi, and an enclosed garden with BBQ, accommodating up to six guests and offering off-road parking for 2-3 cars.
Orchard Holiday Cottage Is A Beautiful Romantic Dwelling Ideal For Couples. This Perfect Property Is - Chepstow
10 1 review

Orchard Holiday Cottage Is A Beautiful Romantic Dwelling Ideal For Couples. This Perfect Property Is

cottage, Chepstow
This pet-friendly Chepstow cottage, ideal for couples, is situated within 3.2km of Parva Farm Vineyard, the River Wye, and Tintern Abbey, offering easy access to Chepstow's attractions.
The 1 square metre self-catering property features a fully equipped kitchen with dishwasher, a garden with barbecue, and sleeps two guests; enjoy a peaceful stay with on-site parking and Wi-Fi.
The Potting Shed At Mathern Palace - Chepstow
9.0 2 reviews

The Potting Shed At Mathern Palace

cottage, Mathern
The Potting Shed is a restored 19th-century barn located on the grounds of Mathern Palace, a Grade I listed building dating back to 1408, just a short walk from the village of Mathern and its pub, The Millers Arms. The surrounding area offers picturesque countryside walks and is within easy reach of Caerwent Roman Town and Thornbury Castle.
This charming cottage has two bedrooms and can accommodate up to four guests. It features a spacious open-plan kitchen/diner, a separate lounge, a gravel front garden and a shared back garden, plus a Smart TV with Netflix and Prime Video apps, and a welcome pack with local recommendations.

Best family friendly Chepstow cottages

Among the 4 accommodations in Chepstow, here are the 4 best family friendly cottages

Cottage ∙ 1 Bedroom ∙ 2 Guests - Chepstow
10 7 reviews

Cottage ∙ 1 Bedroom ∙ 2 Guests

cottage
This Monmouthshire cottage sits within an ancient hilltop castle ringwork, 5km from the Wye Valley and 21km from the Brecon Beacons National Park, offering proximity to Caerleon Roman Baths, Tintern Abbey, and Raglan Castle.
The single-storey dwelling, sleeping two in one king-size bedroom with en-suite, features a well-equipped kitchen, private grounds encompassing 8.5 hectares with BBQ and firepit, secure bike storage, and parking for two cars; nearby activities include walking, cycling, canoeing, and gliding.
Cottage ∙ 1 Bedroom ∙ 2 Guests - Chepstow
No reviews

Cottage ∙ 1 Bedroom ∙ 2 Guests

cottage, Aylburton
This ground floor stable conversion in Aylburton, Gloucestershire, offers Severn estuary views and is a short drive from Lydney and the Forest of Dean.
This pet-friendly cottage sleeps two, with one bedroom and one bathroom, featuring a fully equipped kitchen, private patio with barbecue, and access to a large lawned area, ideal for exploring nearby Puzzlewood and Tintern Abbey.
Deer Park Farmhouse -  On The Lydney Park Estate That Sleeps 6 Guests In 3 Bedrooms - Chepstow
9.8 29 reviews

Deer Park Farmhouse - On The Lydney Park Estate That Sleeps 6 Guests In 3 Bedrooms

cottage, Lydney
Deer Park Farmhouse is a modern holiday home located just a few kilometres from Lydney, on the edge of the National Forest, offering a peaceful retreat surrounded by beautiful woodland scenery. This property has received excellent reviews from previous guests.
The 170 square metre cottage can comfortably accommodate up to six guests in its three bedrooms and three bathrooms. Guests can enjoy a range of amenities, including a private hot tub, a fully equipped kitchen, a garden, and off-road parking for up to four cars.
Cottage ∙ 1 Bedroom ∙ 3 Guests - Chepstow
10 1 review

Cottage ∙ 1 Bedroom ∙ 3 Guests

cottage, Llanvair-Discoed
The Snug, a single-storey cottage, is situated on the outskirts of Llanvair Discoed, Monmouthshire, 5km from Caerwent with its Roman ruins and farmer's market.
This 90 square metre self-catering studio offers a king-size bed and sofa bed sleeping up to three guests, boasting a private patio and easy access to attractions like Caldicot and Chepstow Castles.

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Top Holiday Cottages with a Jacuzzi in Chepstow

Each premier cottage in Chepstow features its own integrated hot tub or jacuzzi.

Cottage ∙ 2 Bedrooms ∙ 4 Guests - Chepstow
9.7 14 reviews

Cottage ∙ 2 Bedrooms ∙ 4 Guests

cottage
Top Lodge is a two-bedroom holiday home located in the village of Llanvair-Discoed, 4.3 kilometres from Penhow, Monmouthshire, with easy access to the Wye Valley Area of Outstanding Natural Beauty and the coast.
This 105 square metre cottage offers a peaceful setting with a garden, swimming pool, jacuzzi, and parking, perfect for families or couples seeking a relaxing escape.
Deer Park Farmhouse -  On The Lydney Park Estate That Sleeps 6 Guests In 3 Bedrooms - Chepstow
9.8 29 reviews

Deer Park Farmhouse - On The Lydney Park Estate That Sleeps 6 Guests In 3 Bedrooms

cottage, Lydney
Deer Park Farmhouse is a modern holiday home located just a few kilometres from Lydney, on the edge of the National Forest, offering a peaceful retreat surrounded by beautiful woodland scenery. This property has received excellent reviews from previous guests.
The 170 square metre cottage can comfortably accommodate up to six guests in its three bedrooms and three bathrooms. Guests can enjoy a range of amenities, including a private hot tub, a fully equipped kitchen, a garden, and off-road parking for up to four cars.

Best Chepstow cottages with a kitchen

The Snug, Pet Friendly, With A Garden In Caerwent - Chepstow
10 1 review

The Snug, Pet Friendly, With A Garden In Caerwent

cottage, Chepstow
The Snug is a single-storey cottage located in Llanvair Discoed, a village near Caerwent, about 8km west of Chepstow. It's a peaceful escape in a quiet village setting, close to several attractions.
The cottage has a studio-style living space with a king-size bed, a sofa bed, and a fully equipped kitchen, making it ideal for a couple or a small family. It provides amenities such as WiFi, off-road parking, a side patio, electric heating, and a pub within walking distance.
Bertha - Sleeps 2 Guests  In 1 Bedroom - Chepstow
9.8 24 reviews

Bertha - Sleeps 2 Guests In 1 Bedroom

cottage, Forest of Dean
This Forest of Dean cottage, situated 2.1km from Taurus Crafts and 4.3km from Lydney Harbour, with Clearwell Caves and Puzzlewood within 10km, offers a peaceful rural escape.
The 20-square-metre self-catering property sleeps two, featuring a bedroom, bathroom, fully equipped kitchen with fridge and microwave, patio, garden, parking, Wi-Fi, and barbecue, ideal for exploring the Forest of Dean.
Ferryman's Lodge, Romantic, Character Holiday Cottage In Brockweir - Chepstow
No reviews

Ferryman's Lodge, Romantic, Character Holiday Cottage In Brockweir

cottage, Chepstow
Ferryman's Lodge is a detached cottage located in Brockweir, within the Wye Valley National Landscape, 200 metres from a pub and 100 metres from the River Wye.
This 90 square metre property offers accommodation for two in one double bedroom with an en-suite shower, featuring a woodburning stove in the open-plan living area, a garden, veranda with furniture, and off-road parking for one car.

Our Favourite Dog-Friendly Holiday Cottages in Chepstow

Explore the city with your pup from a dog-friendly cottage in Chepstow near parks and urban walks.

1 Bedroom Accommodation In Lydney, Forest Of Dean - Chepstow
No reviews

1 Bedroom Accommodation In Lydney, Forest Of Dean

cottage, Lydney, Forest of dean

Compare Luxury Cottages in Chepstow

Discover high-end character at a luxury cottage in Chepstow city centre, offering sophisticated urban living.

Orchard Holiday Cottage Is A Beautiful Romantic Dwelling Ideal For Couples. This Perfect Property Is - Chepstow
10 1 review

Orchard Holiday Cottage Is A Beautiful Romantic Dwelling Ideal For Couples. This Perfect Property Is

cottage, Chepstow

Browse Cottages with a Pool in Chepstow

Enjoy a swim whenever you fancy with a convenient on-site pool at your Chepstow cottage.

Cottage ∙ 1 Bedroom ∙ 2 Guests - Chepstow
9.7 2 reviews

Cottage ∙ 1 Bedroom ∙ 2 Guests

cottage

Check Out Cottages with a Spa in Chepstow

Unwind after urban exploring with a private spa at your Chepstow cottage, designed for total relaxation.

Bertha - Sleeps 2 Guests  In 1 Bedroom - Chepstow
9.8 24 reviews

Bertha - Sleeps 2 Guests In 1 Bedroom

cottage, Forest of Dean
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