Holiday rentals in Chepstow

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Popular amenities for Chepstow holiday rentals

Stay near Chepstow's top sights

Chepstow Castle112 locals recommend
Panevino Italian Restaurant18 locals recommend
Stone Rock Pizza15 locals recommend
Chepstow Museum15 locals recommend
The Riverside Wine Bar13 locals recommend
Mythos Restaurant6 locals recommend

Other great holiday rentals in Chepstow

Guest favourite
Home
4.95 out of 5 average rating, 81 reviews

Cosy House on the Edge of Brecon Beacons

EllieRating, 5 stars2 days ago
We had a lovely stay at Tudor and Ana's property. Everything was very clean and tidy and the toys and climbing frame in the garden for the kids were a real bonus! Short drive to the town centre and easy 10-15mins walk to the Brecon Railway line which was a beautiful journey into the mountains. Would recommend!
Superhost
Barn
4.88 out of 5 average rating, 443 reviews

The Beach Barn

HayleyRating, 5 stars5 days ago
Absolutely beautiful place in such a beautiful setting. My hubby and I felt very at home here. Our two little dogs loved it. The beach barn was spotless. The photos of the place are true to what it's like, however, if you're organised like us and think of bringing along coffee pods as you've seen photos of the machine so to not use all of the host's pods. Be aware it is not a Dolce Gusto machine, they now have a Tassimo. Don't fall into buying the wrong pods like we did by looking at the photos🤦‍♀️😂 A very short walk to The Captain's Wife pub and 1988 Indian, the food at both of these places is lovely and definitely worth trying! Lots of things to do and places to see whilst here. We drove to the Barrages walking over to Cardiff Bay, definitely worth a visit and also try Cosmeston Lakes Country Park, lovely walk around there and the medieval village. Barry Island beach is also perfect, it's lovely, clean, and perfect for dogs! We'd love to return the beach barn again in the future.
Superhost
Cottage
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!
Guest favourite
Home
4.93 out of 5 average rating, 14 reviews

Family Home near Merthyr Tydfil

HasnainRating, 5 stars3 days ago
Natasha is an excellent host. She had Bread, Milk and Welsh cakes there for us to make our stay easier. There were teabags, coffee, sugar, plates, cutlery all available to use as well. The bathrooms were also clean and tidy as well as the soft, fluffy, clean towels. The hot tub was amazing too as it helped with relaxing sore muscles after the hike we took. Very helpful, kind, thoughtful and accommodating Host. Natasha went above and beyond what a host should do really. I would definitely stay there again and highly recommend Natasha as a host as well as this place to stay.
Superhost
Flat
4.8 out of 5 average rating, 10 reviews

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

BenRating, 5 stars1 month 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
4.95 out of 5 average rating, 21 reviews

The Warm Hearth: The Stables

SophieRating, 5 stars7 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.
Guest favourite
Home
4.93 out of 5 average rating, 74 reviews

The Cwtch

PriscillaRating, 5 stars3 weeks ago
The Cwtch was just what we needed, so it we had a great stay. Clean and lots of supplies. Would be 100% if there was a microwave ( there isnt)...which to be fair is reflected in the description but still, very strange. Otherwise, awesome apartment, responsive host :)
Top guest favourite
Cabin
4.94 out of 5 average rating, 140 reviews

Rustic cabin

LaurenRating, 5 stars1 week ago
Karen was very helpful throughout our short stay and very responsive to questions. The cabin is a very cute place to stay, but only for a short stay. We loved it for a long weekend, but don’t feel it would be suitable for a longer stay, due to lack of clothes hanging and cooking facilities. It is also very draughty (through the front door), so whilst sitting watching tv it was quite chilly, but with blankets on and the log burner on, we made it cosy, but not sure how we’d feel about staying there in the winter, but for a spring/summer break it is lovely. Views from the cabin are beautiful.

Quick stats about holiday rentals in Chepstow

  • Total rentals

    30 properties

  • Nightly prices starting at

    £8 before taxes and fees

  • Total number of reviews

    2.3K 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