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

Chepstow Holiday Rentals

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Chepstow holiday rentals

Interior

1. The Honey Pot

The Honey Pot
3.5 star property
Chepstow
The price is HK$4,181
HK$5,017 total
includes taxes & fees
21 Aug - 22 Aug
The Honey Pot
Smart TV

2. The Elements Residence

The Elements Residence
Chepstow
The price is HK$8,481
HK$9,689 total
includes taxes & fees
14 Aug - 15 Aug
The Elements Residence
Fridge, electric kettle, toaster, cookware/dishes/utensils

3. The Snug

The Snug
3.0 star property
Caerwent
The price is HK$2,595
HK$3,114 total
includes taxes & fees
9 Sept - 10 Sept
The Snug
Living area

4. Bottom Lodge

Bottom Lodge
3.0 star property
Caerwent
The price is HK$3,622
HK$4,347 total
includes taxes & fees
17 Aug - 18 Aug
Bottom Lodge
Outdoor dining

5. Top Lodge

Top Lodge
2.0 star property
Caerwent
The price is HK$3,622
HK$4,346 total
includes taxes & fees
17 Aug - 18 Aug
Top Lodge
Room

6. 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 HK$530
HK$636 total
includes taxes & fees
4 Sept - 5 Sept
Broadstone Park Camping & Fishery
Property entrance

7. 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 HK$1,073
HK$1,073 total
includes taxes & fees
2 Sept - 3 Sept
Beautiful 1-bed Cottage in Trellech
Interior

8. A rural house on the edge of the Forest of Dean with 3 pubs within a short walk.

A rural house on the edge of the Forest of Dean with 3 pubs within a short walk.
Alvington
10.0 out of 10, Exceptional, (17 reviews)
"A truly wonderful stay in a wonderful little house! "
United Kingdom
Gaia C.
The price is HK$1,049
HK$1,484 total
includes taxes & fees
16 Aug - 17 Aug
A rural house on the edge of the Forest of Dean with 3 pubs within a short walk.
Property grounds

9. 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 HK$806
HK$806 total
includes taxes & fees
25 Aug - 26 Aug
The Priory Cellars Abbots Leigh
Terrace/patio

10. 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 HK$848
HK$848 total
includes taxes & fees
31 Aug - 1 Sept
The Orangery Apartment
Dining

11. Bilsham Meadows

Bilsham Meadows
3.0 star property
Bristol
The price is HK$12,820
HK$15,384 total
includes taxes & fees
9 Sept - 10 Sept
Bilsham Meadows
Gym

12. The Metalworks

The Metalworks
2.0 star property
Windmill Hill
7.4 out of 10, Good, (24 reviews)
"Staff very helpful but check In was a faff and the room was incredibly hot"
United Kingdom
Amy
The price is HK$219
HK$793 total
includes taxes & fees
18 Aug - 19 Aug
The Metalworks
Exterior

13. 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 HK$1,219
HK$1,855 total
includes taxes & fees
13 Aug - 14 Aug
Bright & Beautiful Studio Flat in Bristol
Hypo-allergenic bedding, in-room safe, soundproofing, iron/ironing board

14. Redmayne House

Redmayne House
3.5 star property
Clifton
9.4 out of 10, Exceptional, (40 reviews)
"Lovely place to stay"
United Kingdom
Gail
The price is HK$735
HK$882 total
includes taxes & fees
23 Aug - 24 Aug
Redmayne House
3 bedrooms, WiFi, bed sheets

15. Three bedroom flat in Gloucester road north with parking

Three bedroom flat in Gloucester road north with parking
Bristol
The price is HK$1,516
HK$2,311 total
includes taxes & fees
13 Aug - 14 Aug
Three bedroom flat in Gloucester road north with parking
TV

16. 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 HK$786
HK$943 total
includes taxes & fees
20 Aug - 21 Aug
PREMIER SUITES Bristol Redcliffe
Exterior

17. 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 HK$745
HK$895 total
includes taxes & fees
23 Aug - 24 Aug
Lovely 1-bed Loft in Newport
40-inch Smart TV with digital channels, streaming services

18. Your Stay Bristol Orchard Gate

Your Stay Bristol Orchard Gate
3.5 star property
Bristol
8.8 out of 10, Excellent, (45 reviews)
"This apartment was clean, warm and had everything we needed. "
United Kingdom
claire
The price is HK$1,550
HK$1,860 total
includes taxes & fees
16 Aug - 17 Aug
Your Stay Bristol Orchard Gate
Outdoor dining

19. Sunnyside Cottage - Rural 2-bedroom apartment

Sunnyside Cottage - Rural 2-bedroom apartment
Bristol
10.0 out of 10, Exceptional, (7 reviews)
"Lovely little place perfectly positioned for exploring Bristol.and the coast of the Avon."
United Kingdom
Kieran J.
The price is HK$1,221
HK$1,391 total
includes taxes & fees
13 Aug - 14 Aug
Sunnyside Cottage - Rural 2-bedroom apartment
Property grounds

20. Individual Self-Contained Private cottage with garden at Dyrham Park, near Bath

Individual Self-Contained Private cottage with garden at Dyrham Park, near Bath
Dyrham
9.8 out of 10, Exceptional, (17 reviews)
"Just amazing will be staying again"
United Kingdom
Steven L.
The price is HK$1,336
HK$2,067 total
includes taxes & fees
17 Aug - 18 Aug
Individual Self-Contained Private cottage with garden at Dyrham Park, near Bath
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

De Vere Tortworth Court

De Vere Tortworth Court

10/10 Excellent
"Great place lovely breakfast"
Robert 1-night trip
Posted 1 hour ago
De Vere Tortworth Court

Find out more about Chepstow

Search for holiday rentals in Chepstow on Expedia! 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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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.

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

6 Bed House Sleeps 13 - Private Garden: This holiday home rental outside Chepstow is equipped with a garden, laundry facilities and free WiFi to help you feel comfortable during your stay. It has 6 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family.

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.