
Chepstow Vacation Rentals
- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Check prices for these dates
Our top choices for Chepstow vacation rentals

1. The Honey Pot
The Honey Pot
2. Bottom Lodge
Bottom Lodge
5. Bilsham Meadows
Bilsham Meadows
6. Livin' Serviced Apartments - Newport
Livin' Serviced Apartments - Newport
7. PREMIER SUITES Bristol Redcliffe
PREMIER SUITES Bristol Redcliffe
8. Beautiful 1-bed Cottage in Trellech
Beautiful 1-bed Cottage in Trellech
9. Frederick Place Your Apartment
Frederick Place Your Apartment
10. Quay Apartments Clarence House
Quay Apartments Clarence House
11. Your Apartment I Clifton Village
Your Apartment I Clifton Village
12. The Orangery Apartment
The Orangery Apartment
13. Higgihaus 26 Clare Street Aparthotel
Higgihaus 26 Clare Street Aparthotel
14. Your Apartment Clifton House
Your Apartment Clifton House
15. Hidden Well
Hidden Well
16. The Priory Cellars Abbots Leigh
The Priory Cellars Abbots Leigh
17. PREMIER SUITES PLUS Bristol Cabot Circus
PREMIER SUITES PLUS Bristol Cabot Circus
18. Hotwells Your Apartment
Hotwells Your Apartment
19. Your Apartment - Pembroke House
Your Apartment - Pembroke House
20. Colston Street - Your Apartment
Colston Street - Your ApartmentFind vacation rentals that suit your style
Top Chepstow Hotel Reviews

The Coach & Horses Hotel
Find out more about Chepstow
You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Chepstow. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.



































































