Vacation rentals in Chepstow

Find and book unique accommodations on Airbnb

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Popular amenities for Chepstow vacation rentals

Stay near Chepstow's top sights

Chepstow Castle112 locals recommend
Chepstow Racecourse37 locals recommend
Panevino Italian Restaurant18 locals recommend
Stone Rock Pizza15 locals recommend
Chepstow Museum15 locals recommend
The Riverside Wine Bar13 locals recommend

Other great vacation rentals in Chepstow

Top guest favourite
Home in Clyro
5 out of 5 average rating, 14 reviews

Olive Barn at Cwmhir Court

ElizabethRating, 5 stars1 week ago
Great house, perfect for our group. Rebecca was a great host.
Top guest favourite
Farm stay in Harescombe
4.95 out of 5 average rating, 21 reviews

Cotswolds Farm - Beautiful Hay Barn conversion

EllieRating, 5 stars1 month ago
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.
Guest favourite
Home in Pant
4.96 out of 5 average rating, 73 reviews

Cosy House on the Edge of Brecon Beacons

CharleyRating, 5 stars5 days ago
We booked this for two of our gents working in the area. No complaints! Lovely home, easy check in & friendly hosts.
Superhost
Barn in Penarth
4.87 out of 5 average rating, 439 reviews

The Beach Barn

TomRating, 5 stars1 week ago
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.
Guest favourite
Cabin in Gloucestershire
4.91 out of 5 average rating, 44 reviews

Woodsman Cabin - Private Hot Tub & Panoramic Views

MeganRating, 5 stars2 weeks ago
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
Superhost
Cottage in Monmouthshire
5 out of 5 average rating, 5 reviews

Lovely Cottage on the edge of a small farm

SallyRating, 5 stars3 months ago
It was the perfect cosy cottage to spend Christmas together as a family gathering from Dorset, Gloucester and locally. Thank you!
Superhost
Apartment in Bristol City
4.8 out of 5 average rating, 10 reviews

Quiet Eco Home - Parking - Wi-Fi - 3BR, Sleeps 8

BenRating, 5 stars4 weeks ago
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. 👍🏻
Guest favourite
Home in Callow
4.95 out of 5 average rating, 21 reviews

The Warm Hearth: The Stables

SophieRating, 5 stars6 months ago
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

    $14 CAD 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

Destinations to explore

  1. Airbnb
  2. United Kingdom
  3. Wales
  4. Monmouthshire
  5. Chepstow