Search Holiday Rentals in Chepstow

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
1 May - 3 May
In two months
12 Jun - 14 Jun
In three months
10 Jul - 12 Jul
In four months
7 Aug - 9 Aug

Our top choices for Chepstow holiday rentals

Superior Cottage, Ensuite, Garden View (Skirrid) | Exterior

Welsh Marches at Upper Glyn Farm

Welsh Marches at Upper Glyn Farm
2.0 star property
Chepstow
10.0 out of 10, Exceptional, (6 reviews)
"Really enjoyed the tranquil location and area. Beautiful Wye Valley is nearby and Tintern Abbey too..... We loved it... Excellent facilities and cleanliness. Certainly re-charged our batteries "
United Kingdom
Shirley
The price is 6.849.548 ₫
8.219.457 ₫ total
includes taxes & fees
4 May - 5 May
Welsh Marches at Upper Glyn Farm
Cottage | Interior

The Honey Pot

The Honey Pot
3.5 star property
Chepstow
The price is 14.094.582 ₫
16.913.498 ₫ total
includes taxes & fees
19 Apr - 20 Apr
The Honey Pot
Fridge, electric kettle, toaster, cookware/dishes/utensils

The Snug

The Snug
3.0 star property
Caerwent
The price is 8.748.361 ₫
10.498.033 ₫ total
includes taxes & fees
27 Apr - 28 Apr
The Snug
Cottage | Living area

Bottom Lodge

Bottom Lodge
3.0 star property
Caerwent
The price is 12.211.255 ₫
14.653.506 ₫ total
includes taxes & fees
27 Apr - 28 Apr
Bottom Lodge
Outdoor dining

Top Lodge

Top Lodge
2.0 star property
Caerwent
The price is 12.211.255 ₫
14.653.506 ₫ total
includes taxes & fees
8 May - 9 May
Top 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, (23 reviews)
"Amazing place for work or holiday. Clean affordable and great staff"
United Kingdom
Luke
The price is 1.786.839 ₫
2.144.207 ₫ total
includes taxes & fees
7 May - 8 May
Broadstone Park Camping & Fishery
Comfort Apartment, River View | Interior

Riverfront Flat

Riverfront Flat
3.0 star property
Newport
The price is 4.467.096 ₫
6.968.670 ₫ total
includes taxes & fees
16 Apr - 17 Apr
Riverfront Flat
Living area

Grandads Shack

Grandads Shack
2.0 star property
Pontypool
10.0 out of 10, Exceptional, (1 review)
"A lovely caravan thats been lovingly maintained"
United Kingdom
Chris
The price is 11.192.987 ₫
13.431.584 ₫ total
includes taxes & fees
30 Apr - 1 May
Grandads Shack
Studio | Exterior

Cozy Studio Attic Retreat in Bettws Newydd

Cozy Studio Attic Retreat in Bettws Newydd
3.0 star property
Usk
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful place. Nice grounds. Brand new. Quality finished by master craftsmen. Peaceful"
United Kingdom
Andrew
The price is 3.716.997 ₫
3.716.997 ₫ total
includes taxes & fees
20 Apr - 21 Apr
Cozy Studio Attic Retreat in Bettws Newydd
Property grounds

The Priory Cellars Abbots Leigh

The Priory Cellars Abbots Leigh
3.5 star property
Bristol
9.4 out of 10, Exceptional, (132 reviews)
"Awesome hosts and great accommodations!"
United States
Susan
The price is 2.704.824 ₫
2.704.824 ₫ total
includes taxes & fees
23 Apr - 24 Apr
The Priory Cellars Abbots Leigh
Terrace/patio

The Orangery Apartment

The Orangery Apartment
4.0 star property
Bristol
9.6 out of 10, Exceptional, (69 reviews)
"Friendly welcome and the property had everything we needed."
United Kingdom
Michael
The price is 2.858.942 ₫
2.858.942 ₫ total
includes taxes & fees
19 Apr - 20 Apr
The Orangery Apartment
Exterior

The Granary

The Granary
3.0 star property
Ross-on-Wye
10.0 out of 10, Exceptional, (5 reviews)
"Great place to stay, quiet and clean environment easy parking. All you need for a grand stay."
United Kingdom
Larry
The price is 9.014.893 ₫
10.817.872 ₫ total
includes taxes & fees
28 Apr - 29 Apr
The Granary
Exterior

De Courceys Manor Cottages

De Courceys Manor Cottages
3.5 star property
Llanishen
9.2 out of 10, Wonderful, (35 reviews)
"Fab stay, cute little place "
United Kingdom
MARYA
The price is 2.817.525 ₫
3.381.030 ₫ total
includes taxes & fees
23 Apr - 24 Apr
De Courceys Manor Cottages
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chepstow Hotel Reviews

Future Inns Cardiff Bay

Future Inns Cardiff Bay

8/10 Good
" Clean Rooms. Helpful Staff. "
Stephen 2-night trip
Posted 2 hours ago
Future Inns Cardiff Bay

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 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 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.