Holiday Cottages in Chepstow
7 properties found
7 properties found
The Pound
Trellech near Monmouth, South Wales & Pembrokeshire
A cosy detached stone-built cottage in the village of Trellech. Situated in Area of Outstanding Natural Beauty ideal for walking and cycling. Pet-friendly. Monmouth 6 miles.
- Wifi
- Baby Friendly
- Off Road Parking
- Washing Machine
for 7 nights
£308
Walnut Cottage
Raglan, South Wales & Pembrokeshire
Walnut Cottage is a romantic cottage in Raglan, Monmouthshire, featuring a woodburning stove, countryside views and access to five acres of woodland. Usk 5.5 miles; Monmouth 8.9 miles; Abergavenny 12 miles.
- Wifi
- Dishwasher
- Off Road Parking
- Washing Machine
for 7 nights
£491
Bottom Lodge
Penhow, South Wales & Pembrokeshire
A stunning detached lodge perched in Llanvair-Discoed, Monmouthshire. Near Wye Valley AONB. Private garden. Off-road parking. Woodburning stove. Caldicot 5.3 miles; Newport 11.6 miles; Cardiff 23.9 miles.
- Wifi
- Dishwasher
- Ground Floor Bedroom
- Hot Tub
- Off Road Parking
- Washing Machine
for 7 nights
£408
Top Lodge
Llanvair-Discoed near Penhow, South Wales & Pembrokeshire
A beautiful oak-clad lodge resting in Llanvair-Discoed, Monmouthshire. Near Wye Valley AONB. Private garden. Off-road parking. Barbecue. Caldicot 5.3 miles; Newport 11.6 miles; Cardiff 23.9 miles.
- Wifi
- Dishwasher
- Hot Tub
- Off Road Parking
- Washing Machine
for 7 nights
£420
Tawny Cottage
Raglan, South Wales & Pembrokeshire
Tawny Cottage is a charming cottage in Raglan, Monmouthshire, boasting a woodburning stove, countryside views and five acres of woodland to explore. Usk 5.5 miles; Monmouth 8.9 miles; Abergavenny 12 miles
- Wifi
- Dishwasher
- Off Road Parking
- Washing Machine
for 7 nights
£808
Pool House
The Narth near Trellech, South Wales & Pembrokeshire
A lovely, semi-detached cottage located in the charming village of The Narth near Trellech in Monmouthshire. Countryside setting. Log-effect fire. WiFi. Monmouth 6.1 miles; Chepstow 12.8 miles; Ross-on-Wye 18.7 miles.
- Wifi
- Dishwasher
- Off Road Parking
- Washing Machine
for 7 nights
£344
Woods Cottage
Kingcoed near Raglan, South Wales & Pembrokeshire
Woods Cottage is a traditional farmhouse set in Kingcoed near Raglan, Sir Fynwy, complete with a woodburning stove, a hot tub, and a welcome for pets. Usk 5.5 miles; Monmouth 8.9 miles; Abergavenny 12.5 miles.
- Wifi
- Baby Friendly
- Dishwasher
- Hot Tub
- Off Road Parking
- Washing Machine
for 7 nights
£533
Steeped in history and surrounded by stunning natural landscapes of Monmouthshire, holiday cottages in Chepstow offer a blend of historical exploration and outdoor adventures.
Staying in a cottage in Chepstow allows you to wander its historic streets, visit the impressive Chepstow Castle, and enjoy scenic walks along the Wye Valley and Offa’s Dyke Path.
Why Choose Holiday Cottages in Chepstow?
A Chepstow self-catering cottage is perfect for those looking to explore both history and nature while enjoying a peaceful retreat.
As one of the gateways to Wales, this charming market town boasts rich heritage, with one of the oldest surviving stone castles in Britain, Chepstow Castle stands proud above the River Wye.
Beyond its historic sites, Chepstow is a fantastic base for outdoor lovers with the Wye Valley Area of Outstanding Natural Beauty, offering stunning walking trails, rolling hills and scenic riverbanks.
With easy access to both Welsh and English attractions, a stay in a holiday cottage in Chepstow ensures a mix of relaxation, exploration, and adventure.
Places to Visit from Chepstow Self-Catering Cottages
Staying in a self-catering cottage in Chepstow puts you in the perfect location to explore some of the most stunning and historic sites in South Wales and the West of England.
A must-visit is the stunning Chepstow Castle, a breathtaking Norman fortress offering panoramic views and centuries of history to uncover.
For outdoor adventures, explore the Wye Valley Area of Outstanding Natural Beauty, known for its scenic walking trails and dramatic river landscapes—you could easily spend a full day here.
Another nearby area is the Forest of Dean, where you can enjoy activities ranging from hiking and cycling to canoeing on the River Wye.
Meanwhile, the vibrant city of Bristol is just across the Severn Bridge, featuring a host of attractions such as the SS Great Britain and a variety of museums and shops.
Whatever you seek, a holiday cottage in Chepstow provides the perfect base for an unforgettable getaway.
Other Popular Destinations near Cottages in Chepstow:
Types of Holidays in Wales
Secure your next countryside break today with a holiday cottage in Chepstow!
If you're interested in exploring other options, a wide range of alternatives awaits, including coastal cottages (as well as plenty of remote options), sea view cottages, cottages with hot tubs, detached cottages, glamping pods, shepherd’s huts, large cottages, cottages with stunning views, mountain cottages and lots of cottages for romantic getaways too.