Chepstow Holiday Rentals

  • Plan, book, stay with confidence
  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Chepstow

Beech House
4.0 star property
9.4 out of 10, Exceptional, (148)
"Excellent property, spacious and located in a great area to walk to so much. Only issue was no AC, which was expected, but not enough fans. The property could use ceiling fans or more portable fans as it was very warm during the day and bery warm on a few evenings. "
The price is AU$185
includes taxes & fees
24 Nov - 25 Nov
Beech House
Arabica House - YourApartment
3.5 star property
9.4 out of 10, Exceptional, (38)
"Great apartment within walking distance of train station and city centre. "
Arabica House - YourApartment
Your Apartment I Clifton Village
4.0 star property
7.4 out of 10, Good, (70)
"Easy access and clean throughout. Large studio with all you need for a night away. Clifton Village right on your doorstop. Although parking underneath the apartments, this is for only 6 cars so we were unable to get a space. It would be difficult to get a space on a weekend I would imagine. Parking available in the neighbouring streets where available."
The price is AU$473
includes taxes & fees
23 Nov - 24 Nov
Your Apartment I Clifton Village
Your Apartment Clifton House
3.0 star property
7.4 out of 10, Good, (60)
"Perfect place for what we needed. Good area everything is close by "
The price is AU$249
includes taxes & fees
29 Nov - 30 Nov
Your Apartment Clifton House
Park Lane Aparthotel
4.0 star property
7.4 out of 10, Good, (37)
"Pleasant accommodation close to university, with cooking facilities Accommodation was clean , warm and had everything we needed for our stay. Only issue is no on site parking but parking in nearby streets is possible (payable and maximum 5 hours) with a larger NCP car park within 5 minutes walk Would stay there again and would recommend for a short stay. "
Park Lane Aparthotel
Newport Student Village - Campus Accommodation
4.0 star property
8.2 out of 10, Very good, (176)
"Very welcoming staff, extremely clean room and kitchen area"
The price is AU$95
includes taxes & fees
7 Dec - 8 Dec
Newport Student Village - Campus Accommodation
PREMIER SUITES Bristol Redcliffe
4.0 star property
8.4 out of 10, Very good, (153)
"This is our second year staying at Bristol Redcliffe; it is in ideal base for travelling around Bristol and into Bath--great bus, coach, and train services--and there's good coffee shops, restaurants, pubs, and markets close by. The apartments are good sized, and I really appreciate the kitchen and living room spaces that are well-appointed. The staff are incredibly helpful too. There are so many "pros" about the property. My only "con" is that the place needs a bit of a refresh and it starting...
The price is AU$172
includes taxes & fees
8 Dec - 9 Dec
PREMIER SUITES Bristol Redcliffe
Cotswold Aparthotel
3.0 star property
9.6 out of 10, Exceptional, (159)
"Great facilities, location and price for my work trips. Very clean. No complaints! "
Cotswold Aparthotel
PREMIER SUITES PLUS Bristol Cabot Circus
4.0 star property
8.6 out of 10, Excellent, (159)
"Perfect for what we needed it for. "
The price is AU$173
includes taxes & fees
22 Dec - 23 Dec
PREMIER SUITES PLUS Bristol Cabot Circus
Quay Apartments Clarence House
3.5 star property
8.6 out of 10, Excellent, (119)
"My stay was fantastic, close to where I needed to go, the staff was friendly and helpful "
The price is AU$148
includes taxes & fees
24 Nov - 25 Nov
Quay Apartments Clarence House
The Priory Cellars Abbots Leigh
3.5 star property
9.4 out of 10, Exceptional, (101)
"We loved the quirky nature of the building, very unique. Everything we needed for our stay."
The price is AU$155
includes taxes & fees
3 Dec - 4 Dec
The Priory Cellars Abbots Leigh
Luxury 6 Bed House, Hot Tub, Games Room and in Walking Distance to Village Pub
10.0 out of 10, Exceptional, (134)
"Comfortable house in an area of outstanding beauty. Any small concerns were quickly sorted out"
Luxury 6 Bed House, Hot Tub, Games Room and in Walking Distance to Village Pub
SACO Bristol- West India House
4.0 star property
9.0 out of 10, Wonderful, (88)
"Ideal base for a few days break, "
The price is AU$156
includes taxes & fees
24 Nov - 25 Nov
SACO Bristol- West India House
The Orangery Apartment
4.0 star property
9.6 out of 10, Exceptional, (49)
"A quirky property, much more spacious than I imagined . Comfortable in a quiet location with a pub and bus into Bristol at the end of the road . Ideal for our visit. Nick was welcoming and gave us useful tips for our visit . "
The Orangery Apartment
Cleyro Serviced Apartments-Finzels Reach
3.5 star property
9.4 out of 10, Exceptional, (77)
"Fantastic stay, Marianna was a great host that kept in contact during our stay. Very central with underground paid parking on request. Apartment very clean and comfortable with all necessary amenities for a work/family stay. Good wifi and located near to great restaurants and places of interest in Bristol."
Cleyro Serviced Apartments-Finzels Reach
HEATED OUTDOOR POOL(SEASONAL) /LUXURY HOT TUB -SLEEPS 18 + 8 FAMILIES ONLY
10.0 out of 10, Exceptional, (70)
"We booked this property to celebrate a group 50th birthday, and could not be happier with our choice. We were a party of 18, 10 adults and eight children (ages 4-15). Before arrival, the owners were super efficient with communication, providing detailed information about the property and responding to questions on the same day. On arrival the owners showed us around the property at check-in. The house feels much larger that it looks in the photos. The family that own the house reside in the...
HEATED OUTDOOR POOL(SEASONAL) /LUXURY HOT TUB -SLEEPS 18 + 8 FAMILIES ONLY
Your Stay Bristol Hamilton Court
4.0 star property
9.0 out of 10, Wonderful, (103)
"Really good accommodation. Clean,well equipped,good location,loads of space,comfy bed."
The price is AU$350
includes taxes & fees
24 Nov - 25 Nov
Your Stay Bristol Hamilton Court
The Coach House and The Stable
3.5 star property
9.2 out of 10, Wonderful, (29)
"Ok as a stopover for one night but wouldn’t like to stay for longer. "
The price is AU$97
includes taxes & fees
24 Nov - 25 Nov
The Coach House and The Stable
The Apple Store, Great Doward In The Wye Valley
9.6 out of 10, Exceptional, (105)
"Great little place to stay, lots of character & charm situated on the side of a quiet valley. Although didn’t spend too much time there during the day as fishing the Wye was our reason for being there. Sadly the fish weren’t as welcoming as the accommodation."
The Apple Store, Great Doward In The Wye Valley
Traditional Country Cottage With Truly Amazing Views Over The River Wye
9.8 out of 10, Exceptional, (213)
"An absolutely amazing place, the pictures don't really do it justice. Waking up and having a coffee on the deck and looking down at the fog in the valley was something else!"
Traditional Country Cottage With Truly Amazing Views Over The River Wye
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Don't see what you're looking for?
See all available properties in Chepstow
Save an average of 15% on thousands of hotels when you're signed in

Other types of properties in Chepstow you may be interested in

Delta Hotels by Marriott St. Pierre Country Club
4.0 star property
8.2 out of 10, Very good, (1032)
"Lovely place ,staff brilliant ,food spectacular "
The price is AU$180
includes taxes & fees
24 Nov - 25 Nov
Delta Hotels by Marriott St. Pierre Country Club
Celtic Manor Resort
5.0 star property
8.2 out of 10, Very good, (1178)
"Stunning, simply stunning! "
The price is AU$197
includes taxes & fees
16 Dec - 17 Dec
Celtic Manor Resort
Mollie's Motel & Diner
3.5 star property
9.4 out of 10, Exceptional, (1981)
"Stayed here for work and will definitely stay again. Mollies diner was great"
The price is AU$155
includes taxes & fees
20 Dec - 21 Dec
Mollie's Motel & Diner
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Can I find a holiday rental in Chepstow?

Yes, there are holiday rentals in Chepstow close to Chepstow Racecourse, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the top-notch restaurants and spas in Chepstow. Allow lots of time to check out the riverfront and bars during your visit.

What are some of the best holiday rentals that Chepstow has to offer?

Oakfield Place Townhouse: This holiday home rental outside of Chepstow comes with free WiFi so that you can feel at home during your trip.

How many holiday rentals are there in Chepstow?

Choose from 9 Expedia holiday rentals in Chepstow for a memorable holiday.

What’s there to see and do in Chepstow?

Wye Valley and River Wye are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Chepstow Racecourse. St. Pierre Country Club and Tintern Abbey are other places to visit while you're in town.

What’s a holiday rental in Chepstow like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Chepstow. Holiday rentals feature extras like laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about cleanliness, holiday rentals can provide a sense of safety away from shared hotel lifts and lobbies packed with people while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for small groups.