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

Interior

1. The Honey Pot

The Honey Pot
3.5 star property
Chepstow
The price is RM2,169
RM2,603 total
includes taxes & fees
17 Sept - 18 Sept
The Honey Pot
Fridge, electric kettle, toaster, cookware/dishes/utensils

2. The Snug

The Snug
3.0 star property
Caerwent
The price is RM1,346
RM1,616 total
includes taxes & fees
16 Sept - 17 Sept
The Snug
Living area

3. Bottom Lodge

Bottom Lodge
3.0 star property
Caerwent
The price is RM1,890
RM2,269 total
includes taxes & fees
25 Aug - 26 Aug
Bottom Lodge
Outdoor dining

4. Top Lodge

Top Lodge
2.0 star property
Caerwent
The price is RM1,879
RM2,255 total
includes taxes & fees
16 Sept - 17 Sept
Top Lodge
Room

5. Broadstone Park Camping & Fishery

Broadstone Park Camping & Fishery
1.0 star property
Coleford
9.8 out of 10, Exceptional, (26 reviews)
"Brilliant holiday camp, very friendly staff, beautiful location, idea for familys ans couples."
United Kingdom
Tina
The price is RM275
RM330 total
includes taxes & fees
17 Sept - 18 Sept
Broadstone Park Camping & Fishery
Property entrance

6. 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 RM560
RM560 total
includes taxes & fees
2 Sept - 3 Sept
Beautiful 1-bed Cottage in Trellech
Property grounds

7. 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 RM418
RM418 total
includes taxes & fees
27 Aug - 28 Aug
The Priory Cellars Abbots Leigh
Gym

8. 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 RM114
RM414 total
includes taxes & fees
25 Aug - 26 Aug
The Metalworks
Terrace/patio

9. 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 RM440
RM440 total
includes taxes & fees
27 Aug - 28 Aug
The Orangery Apartment
Dining

10. Bilsham Meadows

Bilsham Meadows
3.0 star property
Bristol
The price is RM6,652
RM7,982 total
includes taxes & fees
1 Sept - 2 Sept
Bilsham Meadows
Living area

11. 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 RM408
RM489 total
includes taxes & fees
23 Aug - 24 Aug
PREMIER SUITES PLUS Bristol Cabot Circus
Lounge

12. Orchard by UTDM

Orchard by UTDM
3.0 star property
Windmill Hill
The price is RM383
RM1,123 total
includes taxes & fees
20 Aug - 21 Aug
Orchard by UTDM
1 bedroom, hypo-allergenic bedding, in-room safe, desk

13. Beech House

Beech House
4.0 star property
Bristol
9.4 out of 10, Exceptional, (208 reviews)
"stayed many times now, my go to property when working in the area."
United Kingdom
Ryan
The price is RM431
RM518 total
includes taxes & fees
23 Aug - 24 Aug
Beech House
Exterior

14. 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 RM725
RM1,057 total
includes taxes & fees
31 Aug - 1 Sept
Bright & Beautiful Studio Flat in Bristol
Exterior

15. 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 RM387
RM464 total
includes taxes & fees
15 Sept - 16 Sept
Lovely 1-bed Loft in Newport
Living area

16. 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 RM335
RM401 total
includes taxes & fees
13 Sept - 14 Sept
Quay Apartments Clarence House
Hypo-allergenic bedding, in-room safe, soundproofing, iron/ironing board

17. 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 RM470
RM564 total
includes taxes & fees
23 Aug - 24 Aug
Redmayne House
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

Tŷ Newport

Tŷ Newport

10/10 Excellent
"Excellent hotel, very modern room and decor and a fantastic bathroom with a powerful shower. Staff were very welcoming and friendly. Loved the breakfast! Definitely will stay there again."
Debbie 1-night trip
Posted 1 hour ago
Tŷ Newport

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
  • Use the map to find apartments and other holiday homes in the Chepstow neighbourhood you prefer
  • 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.