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Holiday Homes in Chepstow, Monmouthshire

Self-Catering Holiday Cottages and Accommodation in Chepstow

Chepstow, nestled in Monmouthshire, Wales, offers the perfect setting for self-catering breaks, with charming cottages and cozy chalets that provide a homely comfort. Situated along the scenic River Wye and bordering Gloucestershire, England, Chepstow is just 14 miles from Newport and 110 miles from London. Visitors can explore historical sites like the impressive Chepstow Castle and the serene Tintern Abbey, or enjoy golfing at St. Pierre Golf & Country Club. The town boasts a vibrant market with cafés, restaurants, and shops, ensuring ample recreational and leisure activities for families, making it an ideal destination for a self-catering escape.

Booking your holiday accommodation in Chepstow early is recommended for the best choice of holiday rentals.

The Anchor
Lydbrook, Gloucestershire Around 14 miles from Chepstow
The Anchor, Gloucestershire, England Viewed 17 times in last week.
Sleeps 7 - 20, 7 Bedroom
Weekly price: £ 4250 - £ 5750
Next Available: 09/02 to 13/02/2026
Living & Leisure Facilities: woodburner Microwave Dishwasher Washing machine Games room Garden BBQ
Type of Holiday: 2 dogs welcome Special celebrations Hen Parties Group welcome
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High Cloud
Monmouth, Monmouthshire Around 10 miles from Chepstow
High Cloud, Monmouthshire, Wales Viewed 14 times in last week.
Sleeps 10 - 24, 10 Bedroom
Weekly price: £ 4500 - £ 6500
Next Available: 09/02 to 27/02/2026
Living & Leisure Facilities: Microwave Dishwasher Washing machine Own swimming pool Indoor Hot Tub Games room Garden
Type of Holiday: 3 dogs welcome Special celebrations Hen Parties Group welcome Corporate events
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Forest House
Coleford, Gloucestershire Around 11 miles from Chepstow
Forest House, Gloucestershire, England Viewed 19 times in last week.
Sleeps 11 - 26, 11 Bedroom
Weekly price: £ 4950 - £ 6500
Next Available: 04/02 to 13/02/2026
Living & Leisure Facilities: woodburner Microwave Dishwasher Washing machine Games room Garden BBQ
Type of Holiday: 3 dogs welcome Special celebrations Hen Parties Stag parties Group welcome
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Cottages and Holiday Accommodation in Chepstow, Monmouthshire, Wales

RuralHomeStays.Com features holiday home(s) within or close to Chepstow, enjoy browsing through the available options. We hope you find the perfect holiday house for you in Chepstow, Monmouthshire.

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Explore Self Catering Holidays in Chepstow

Chepstow is a beautiful town located in the county of Monmouthshire in Wales. Located picturesquely on the River Wye, it houses various tourist attractions and attractive sites, which bring in tourists here for spending self-catering holidays along with near and dear ones.

What Does Chepstow Offer for Cottage Breaks?

The town is bordering Gloucestershire of England and it situated at a distance of 14 miles on the east of Newport and 110 miles on the West of London. The popular attractions located in and around the town are Tintern Abbey, Chepstow Castle, St. Pierre Golf & Country Club, Kingstone Brewery, and Tintern. Tourists can also visit the local market, which is concentrated with cafes, multi-cuisine restaurants, shopping malls, small shops, inns, pubs, and nightclubs. There are various options for recreational activities and amusement for adults and kids.

Chepstow's Cottage Stays and Self-Catering Accommodations

Apart from the attractions situated here, the town is famous for self-catering accommodation options, which are available here in the form of villas, small cottages, log cabins, and holiday chalets. These accommodations offer a comfortable stay to the tourists and they find the stay quite affordable in comparison to other places like hotels and lodges. These accommodations allow the tourists to enjoy holidays at their own space and comfort zone.

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