
Holiday rentals in Chepstow
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Top-rated holiday rentals in Chepstow
Guests agree: these stays are highly rated for location, cleanliness and more.
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Other great holiday rentals in Chepstow
Guest favourite

Home
4.95 out of 5 average rating, 81 reviewsCosy 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 reviewsThe 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 reviewsLovely 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 reviewsFamily 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 reviewsQuiet 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 reviewsThe 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 reviewsThe 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 reviewsRustic 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
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- Brecon Beacons national park
- Principality Stadium
- Cardiff Castle
- Cheltenham Racecourse
- Stonehenge
- Bike Park Wales
- Zip World Tower
- Sudeley Castle
- Llantwit Major Beach
- Puzzlewood
- Kilve Beach
- Caerphilly Castle
- Aberavon Beach
- Bowood House and Gardens
- Lacock Abbey
- Bute Park
- Royal Porthcawl Golf Club
- Porthcawl Rest Bay Beach
- Porthcawl Sea Front
- National Museum Cardiff
- Roath Park
- Big Pit National Coal Museum
- Bath Abbey
- Cabot Tower