
Vacation rentals in Chepstow
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Top-rated vacation rentals in Chepstow
Guests agree: these stays are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Chepstow vacation rentals
Other great vacation rentals in Chepstow

Olive Barn at Cwmhir Court
Great house, perfect for our group. Rebecca was a great host.

Cotswolds Farm - Beautiful Hay Barn conversion
We had a lovely stay for a few nights. It wasn't great weather, so the little games room on site was very useful to entertain the kids. Great, quiet, countryside location but not too far from pubs etc. The barn had everything we needed to make our stay enjoyable.

Cosy House on the Edge of Brecon Beacons
We booked this for two of our gents working in the area. No complaints! Lovely home, easy check in & friendly hosts.

The Beach Barn
Myself and my partner stayed two nights, the location is perfect. Less than 5 meters from the front gate to the beach. Less than 3 minute walk through to a local pub/restaurant. The inside of the property is exactly as described. Overall we had a lovely time and would come back again. Thank you Austin.

Woodsman Cabin - Private Hot Tub & Panoramic Views
Most incredible stay ever! We will be booking to come here every year from now on!! Couldn’t ask for a more beautiful place to stay

Lovely Cottage on the edge of a small farm
It was the perfect cosy cottage to spend Christmas together as a family gathering from Dorset, Gloucester and locally. Thank you!

Quiet Eco Home - Parking - Wi-Fi - 3BR, Sleeps 8
We needed a place to stay last minute as having renovations in our home. The flexibility and response to this was great. The house was comfortable, warm and clean. Amos and Don were responsive in their communication. We felt at home and enjoyed our stay. 👍🏻

The Warm Hearth: The Stables
Amazing place for children, the outdoor space is magical and so much for them to do. Beautiful surroundings and the hosts were lovely. A few things in the house were a bit wonky but overall a great stay.
Quick stats about vacation rentals in Chepstow
Total rentals
30 properties
Nightly prices starting at
$10 before taxes and fees
Total number of reviews
2.2K reviews
Family-friendly rentals
10 properties are a good fit for families
Wifi availability
30 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
Frequently Asked Questions
Where should I stay in Chepstow?
Make yourself at home in Chepstow by choosing from our most frequently booked neighborhoods. We have over 60 vacation rentals in Chepstow, and over 60 vacation rentals in Pwllmeyric.
How much does it cost to stay in house rentals in Chepstow?
Experience the best of Chepstow with our house rentals, starting at about $10 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Chepstow have a kitchen?
Absolutely! We offer over 10 house rentals with a kitchen in Chepstow. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Chepstow have wifi?
Absolutely! We offer over 10 house rentals with wifi in Chepstow. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Chepstow?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with a kitchen, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there family-friendly vacation rentals in Chepstow?
Chepstow has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
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- Brecon Beacons national park
- Principality Stadium
- Cardiff Castle
- Cheltenham Racecourse
- Stonehenge
- Sudeley Castle
- Bike Park Wales
- Puzzlewood
- Bute Park
- Kilve Beach
- Royal Porthcawl Golf Club
- Caerphilly Castle
- Porthcawl Rest Bay Beach
- Bowood House and Gardens
- Cabot Tower
- Astley Vineyard
- Lacock Abbey
- Zip World Tower
- Dyrham Park
- Manor House Golf Club
- Bryn Meadows Golf Hotel & Spa
- Aberavon Beach
- Porthcawl Sea Front
- National Showcaves Centre for Wales
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