Chepstow cottages

Book one of our 91 cottage rentals and make a start on planning your Chepstow trip. Whether you’d like to stay in Portskewett, Devauden, Woolaston or another popular neighbourhood, these charming and cosy cottages offer more room to move compared to a hotel.

Check out our cottage rental listings in Chepstow to get a good idea of costs. If you’re on the lookout for savings, try using our “Discounts” filter. It’ll reveal any cottages that offer special promotions, whether that’s a weekly, monthly or new listing discount.

It all comes down to your budget, your ideal weather and if you prefer the hustle and bustle of the high season or a more relaxed atmosphere. Located in South West England, January is the most popular month to visit Chepstow, with the average temperatures ranging between 2ºC (36ºF) and 7ºC (45ºF). Have a look at the availability of Vrbo’s cottage rentals year-round and then pick your favourite.

Cottages with views of historic areas are among the types of cottage rentals available to book in Chepstow. If you’re looking for properties that boast vistas worth remembering, you’ll discover them on Vrbo.

For a welcome change of scenery, you can’t get better than our lakeside cottage rentals. Try our “Location” filter tool and then check the box marked “Lake” to see if you can find any comfy stays that’ll put you near the water in Chepstow. Spend your days chasing outdoor adventures or just enjoy seeing beautiful sunrises and sunsets glittering off the lake.

Organise a few day trips from your cottage rental, making sure you stop by Chepstow Racecourse, The Mall at Cribbs Causeway and Celtic Manor Resort Golf Club. These leading Chepstow attractions are family friendly, so everyone can join in the fun.

With Vrbo you’ll never have to share your cottage rental with strangers, whether you’re searching for a rustic escape in the mountains or a swanky pad by the beach. Need more reasons to book with us? You can filter your search by your budget, amenities and more to find a cottage rental that fits your style and needs. Also, our One Key™ rewards programme lets you earn and redeem OneKeyCash™* on eligible bookings made through Vrbo. Plus, our flexible cancellation policies and excellent customer support also ensure a worry-free trip. *OneKeyCash disclaimer - OneKeyCash is not redeemable for cash and can only be used on Vrbo.