The ruins of a large, historic stone building with multiple arches and a tall, narrow tower.

Chepstow Vacation Rentals

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Check prices for these dates

In two weeks
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Chepstow holiday rentals

Living area

1. Bottom Lodge

Bottom Lodge
3.0 star property
Caerwent
The price is RM1,885
RM2,262 total
includes taxes & fees
20 Sept - 21 Sept
Bottom Lodge
Private kitchen

2. The Snug

The Snug
3.0 star property
Caerwent
The price is RM1,350
RM1,620 total
includes taxes & fees
4 Sept - 5 Sept
The Snug
Room

3. Ferryman's Lodge

Ferryman's Lodge
2.0 star property
Chepstow
Ferryman's Lodge
Interior

4. The Honey Pot

The Honey Pot
3.5 star property
Chepstow
The price is RM2,175
RM2,611 total
includes taxes & fees
18 Sept - 19 Sept
The Honey Pot
Outdoor dining

5. Top Lodge

Top Lodge
2.0 star property
Caerwent
The price is RM1,923
RM2,308 total
includes taxes & fees
14 Sept - 15 Sept
Top Lodge
Interior

6. Glebe Farm Cottage

Glebe Farm Cottage
2.0 star property
Llangybi
9.8 out of 10, Exceptional, (6 reviews)
"Nice clean quiet country farmstay"
Australia
Nigel
The price is RM1,552
RM1,862 total
includes taxes & fees
31 Aug - 1 Sept
Glebe Farm Cottage
Living room

7. PREMIER SUITES Bristol Redcliffe

PREMIER SUITES Bristol Redcliffe
4.0 star property
Bristol Floating Harbour
8.6 out of 10, Excellent, (186 reviews)
"Excellent location, very easy to access all attractions . Spacious apartment "
United Kingdom
Gareth
The price is RM409
RM491 total
includes taxes & fees
23 Aug - 24 Aug
PREMIER SUITES Bristol Redcliffe
Room

8. Your Apartment Clifton House

Your Apartment Clifton House
3.0 star property
Bristol
7.6 out of 10, Good, (113 reviews)
"Excellent room and great location Online check I wasn't the easiest but no issues once I arrived. Really nice property for the price"
United Kingdom
Freddie
The price is RM549
RM659 total
includes taxes & fees
23 Aug - 24 Aug
Your Apartment Clifton House
Exterior

9. Lovely 1-bed Loft in Newport

Lovely 1-bed Loft in Newport
3.0 star property
Caerleon
8.8 out of 10, Excellent, (5 reviews)
"Location very good for Caerleon. Clean and spacious "
United Kingdom
JAYNE
The price is RM388
RM466 total
includes taxes & fees
25 Aug - 26 Aug
Lovely 1-bed Loft in Newport
Exterior

10. Bright & Beautiful Studio Flat in Bristol

Bright & Beautiful Studio Flat in Bristol
3.0 star property
Bristol
10.0 out of 10, Exceptional, (2 reviews)
"Was a beautiful walks away from Bristol City Centre, but transportation is very easily accessible to get to most places. Very quiet, beautiful and was perfect for my holiday! "
United States
Katarina
The price is RM701
RM1,031 total
includes taxes & fees
31 Aug - 1 Sept
Bright & Beautiful Studio Flat in Bristol
Room

11. Higgihaus 26 Clare Street Aparthotel

Higgihaus 26 Clare Street Aparthotel
3.5 star property
Bristol City Centre
8.0 out of 10, Very good, (5 reviews)
"Lovwly property rught in the thick of it!"
United Kingdom
Tracey
The price is RM509
RM849 total
includes taxes & fees
23 Aug - 24 Aug
Higgihaus 26 Clare Street Aparthotel
Living room

12. Frederick Place Your Apartment

Frederick Place Your Apartment
4.5 star property
Clifton
7.8 out of 10, Good, (8 reviews)
"The apartment is very nice (if a little run-down and stained) and well-located for the university. There is a lot of space, and the beds are very comfortable, although it is quite hot and there was only one fan. However, all of that was overshadowed by the fact that one bedroom was crawling with bedbugs. It completely ruined our stay, and our trip to Bristol, which we had to cut short, and created a massive headache for us logistically, as well as a lot of anxiety. The managers didn't...
United Kingdom
Hanna
The price is RM708
RM850 total
includes taxes & fees
23 Aug - 24 Aug
Frederick Place Your Apartment
Gym

13. The Metalworks

The Metalworks
2.0 star property
Windmill Hill
7.0 out of 10, Good, (28 reviews)
"Great location and good transport links; staff were incredibly friendly and helpful. The room was comfortable for a single person and well-kept. A little expensive for one night, but was booked last-minute and still cheaper than most other city centre accommodation."
United Kingdom
Lauren
The price is RM123
RM423 total
includes taxes & fees
27 Aug - 28 Aug
The Metalworks
Property grounds

14. The Priory Cellars Abbots Leigh

The Priory Cellars Abbots Leigh
3.5 star property
Bristol
9.4 out of 10, Exceptional, (137 reviews)
"Lovely host, great location and a unique spacious accommodation with a few thoughtful extras."
United Kingdom
Le-Anne
The price is RM419
RM419 total
includes taxes & fees
27 Aug - 28 Aug
The Priory Cellars Abbots Leigh
Interior

15. The Pound

The Pound
3.0 star property
Trellech United
10.0 out of 10, Exceptional, (4 reviews)
"We really loved it there the host was very friendly enjoed the weekend very much"
United Kingdom
Kevin
The price is RM1,486
RM1,784 total
includes taxes & fees
11 Sept - 12 Sept
The Pound
Living area

16. PREMIER SUITES PLUS Bristol Cabot Circus

PREMIER SUITES PLUS Bristol Cabot Circus
4.0 star property
Bristol City Centre
8.6 out of 10, Excellent, (212 reviews)
"Brilliant location and well equipt"
United Kingdom
juliette
The price is RM409
RM491 total
includes taxes & fees
23 Aug - 24 Aug
PREMIER SUITES PLUS Bristol Cabot Circus
Terrace/patio

17. The Orangery Apartment

The Orangery Apartment
4.0 star property
Bristol
9.6 out of 10, Exceptional, (78 reviews)
"Wonderful property and hosts. Great parking and facilities in property with plenty of space and stocked kitchen facilities. Would stay again"
United Kingdom
Janet
The price is RM441
RM441 total
includes taxes & fees
27 Aug - 28 Aug
The Orangery Apartment
Private kitchen

18. The Old Bank - yourapartment

The Old Bank - yourapartment
4.0 star property
Brislington
8.0 out of 10, Very good, (5 reviews)
"It's not a bad place. But filthy carpets were the main disappointment & filthy smoke butts outside the main door up stairs. Was there for 3 days, not once did I see anybody do any cleaning or replenish towels or tea & coffee. That's why it wasn't value for money. The owner should put more effort into the place, instead of just taking the money."
Australia
Andre
The price is RM720
RM1,003 total
includes taxes & fees
30 Aug - 31 Aug
The Old Bank - yourapartment
Property entrance

19. Beautiful 1-bed Cottage in Trellech

Beautiful 1-bed Cottage in Trellech
3.0 star property
Trellech United
9.2 out of 10, Wonderful, (25 reviews)
"Lovely staff and great space to relax."
United Kingdom
Eva
The price is RM558
RM558 total
includes taxes & fees
2 Sept - 3 Sept
Beautiful 1-bed Cottage in Trellech
Lounge

20. The Coach House and The Stable

The Coach House and The Stable
3.5 star property
Stroud
8.8 out of 10, Excellent, (45 reviews)
"Great stay "
United Kingdom
Tania
The price is RM345
RM414 total
includes taxes & fees
23 Aug - 24 Aug
The Coach House and The Stable
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.
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Top Chepstow Hotel Reviews

Hampton by Hilton Bristol Airport

Hampton by Hilton Bristol Airport

10/10 Excellent
"Excellent hotel..loved the pillows..fell asleep straight away.."
Anthony 1-night trip
Posted 10 hours ago
Hampton by Hilton Bristol Airport

Find out more about Chepstow

Search for holiday rentals in Chepstow on Expedia.co.uk! You can easily find your home rentals, villas, holiday apartments in Chepstow using one of the methods below:

  • View our selection of featured holiday rentals in Chepstow
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  • Enter your travel dates to view the best deals on holiday rentals in Chepstow while they last

Look no further and take a look at our great range of rental properties in Chepstow!

Frequently asked questions

Can I find a holiday rental in Chepstow?

Yes, there are holiday rentals in Chepstow close to Chepstow Leisure Centre, 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.

How many holiday rentals are there in Chepstow?

Choose from 13 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 scenic spots to enjoy the outdoors, whereas Chepstow Museum is one of the cultural attractions. Chepstow Racecourse and St. Pierre Country Club 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.