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

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Check prices for these dates

In two weeks
7 Aug - 9 Aug
In two months
18 Sep - 20 Sep
In three months
16 Oct - 18 Oct
In four months
13 Nov - 15 Nov

Our top choices for Chepstow holiday rentals

Fridge, electric kettle, toaster, cookware/dishes/utensils

The Snug

The Snug
3.0 star property
Caerwent
The price is 8.641.624 ₫
10.369.949 ₫ total
includes taxes & fees
28 Jul - 29 Jul
The Snug
Cottage | Interior

The Honey Pot

The Honey Pot
3.5 star property
Chepstow
The price is 13.922.617 ₫
16.707.140 ₫ total
includes taxes & fees
21 Aug - 22 Aug
The Honey Pot
Outdoor dining

Top Lodge

Top Lodge
2.0 star property
Caerwent
The price is 12.062.267 ₫
14.474.720 ₫ total
includes taxes & fees
1 Aug - 2 Aug
Top Lodge
Cottage | Living area | Fireplace

Bottom Lodge

Bottom Lodge
3.0 star property
Caerwent
The price is 12.062.267 ₫
14.474.720 ₫ total
includes taxes & fees
3 Aug - 4 Aug
Bottom Lodge
Cabin, Shared Bathroom (camping pod)

Broadstone Park Camping & Fishery

Broadstone Park Camping & Fishery
1.0 star property
Coleford
9.8 out of 10, Exceptional, (26 reviews)
"Amazing place for work or holiday. Clean affordable and great staff"
United Kingdom
Luke
The price is 1.765.038 ₫
2.118.046 ₫ total
includes taxes & fees
10 Aug - 11 Aug
Broadstone Park Camping & Fishery
Gym

The Metalworks

The Metalworks
2.0 star property
Windmill Hill
8.2 out of 10, Very good, (12 reviews)
"Great accommodation Clean Great complementary beer Will be staying there again aoon"
United Kingdom
Pankaj
The price is 941.277 ₫
2.894.571 ₫ total
includes taxes & fees
28 Jul - 29 Jul
The Metalworks
Cottage | Property entrance

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 3.759.530 ₫
3.759.530 ₫ total
includes taxes & fees
23 Jul - 24 Jul
Beautiful 1-bed Cottage in Trellech
Property grounds

The Priory Cellars Abbots Leigh

The Priory Cellars Abbots Leigh
3.5 star property
Bristol
9.4 out of 10, Exceptional, (137 reviews)
"This cellar apartment is a very cool place to stay. Our hosts were very welcoming and provided helpful information regarding the area and getting around. Very nicely renovated with a well equipped kitchen, the apartment suited our needs perfectly. The bathroom was large with a great shower. It was very comfortable and quiet which made for an excellent night's sleep."
United Kingdom
Ros
The price is 2.682.857 ₫
2.682.857 ₫ total
includes taxes & fees
26 Jul - 27 Jul
The Priory Cellars Abbots Leigh
Terrace/patio

The Orangery Apartment

The Orangery Apartment
4.0 star property
Bristol
9.6 out of 10, Exceptional, (77 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 2.824.060 ₫
2.824.060 ₫ total
includes taxes & fees
23 Jul - 24 Jul
The Orangery Apartment
Premium Apartment, 2 Bedrooms | Living area | Smart TV

Quay Apartments Clarence House

Quay Apartments Clarence House
3.5 star property
St Julians
8.4 out of 10, Very good, (155 reviews)
"All good. "
United Kingdom
Ifeoluwa
The price is 2.012.143 ₫
2.414.571 ₫ total
includes taxes & fees
26 Jul - 27 Jul
Quay Apartments Clarence House
TV

PREMIER SUITES Bristol Redcliffe

PREMIER SUITES Bristol Redcliffe
4.0 star property
Bristol Floating Harbour
8.6 out of 10, Excellent, (184 reviews)
"Excellent location, very easy to access all attractions . Spacious apartment "
United Kingdom
Gareth
The price is 2.618.257 ₫
3.141.767 ₫ total
includes taxes & fees
31 Jul - 1 Aug
PREMIER SUITES Bristol Redcliffe
Lounge

Orchard by UTDM

Orchard by UTDM
3.0 star property
Windmill Hill
The price is 2.441.635 ₫
7.166.052 ₫ total
includes taxes & fees
17 Aug - 18 Aug
Orchard by UTDM
Suite, 1 Bedroom | Hypo-allergenic bedding, in-room safe, soundproofing, iron/ironing board

Redmayne House

Redmayne House
3.5 star property
Clifton
9.4 out of 10, Exceptional, (39 reviews)
"Lovely place to stay"
United Kingdom
Gail
The price is 3.522.684 ₫
4.227.221 ₫ total
includes taxes & fees
26 Jul - 27 Jul
Redmayne House
Studio | Exterior

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 2.482.820 ₫
2.979.384 ₫ total
includes taxes & fees
25 Jul - 26 Jul
Lovely 1-bed Loft in Newport
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

Celtic Manor Resort

Celtic Manor Resort

8/10 Good
"The room was clean but not to the standard of a 5* hotel (cracked basin in bathroom, poor water flow in sink, tired looking furniture) but top rate for the bed comfort. Staff were very polite and extremely helpful the whole time. I used the pool which was great and booked a spa treatment. This was not good value for money. I have had many body massages and this was not well done. More like moving oil around my skin. Please check the standard of staff training in the spa."
Felicity 1-night trip
Posted less than an hour ago
Celtic Manor Resort

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 11 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.