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

Chepstow Vacation Rentals

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Our top choices for Chepstow vacation rentals

1. The Long Weekend

The Long Weekend
Chepstow
The price is AED 3,948
AED 4,288 total
includes taxes & fees
12 Nov - 13 Nov
The Long Weekend

2. The Honey Pot

The Honey Pot
3.5 star property
Chepstow
The price is AED 2,040
AED 2,448 total
includes taxes & fees
13 Nov - 14 Nov
The Honey Pot

3. The Snug

The Snug
3.0 star property
Caerwent
The price is AED 1,194
AED 1,433 total
includes taxes & fees
19 Nov - 20 Nov
The Snug

4. Bottom Lodge

Bottom Lodge
3.0 star property
Caerwent
The price is AED 1,852
AED 2,222 total
includes taxes & fees
8 Nov - 9 Nov
Bottom Lodge

5. Top Lodge

Top Lodge
3.0 star property
Caerwent
The price is AED 1,852
AED 2,222 total
includes taxes & fees
13 Nov - 14 Nov
Top Lodge

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 AED 429
AED 429 total
includes taxes & fees
8 Nov - 9 Nov
Beautiful 1-bed Cottage in Trellech

7. 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, (19 reviews)
"Very enjoyable stay would try to re-book when next in the area"
United States
Philip R.
The price is AED 489
AED 666 total
includes taxes & fees
10 Nov - 11 Nov
A rural house on the edge of the Forest of Dean with 3 pubs within a short walk.

8. Bilsham Meadows

Bilsham Meadows
3.0 star property
Bristol
The price is AED 5,899
AED 7,078 total
includes taxes & fees
8 Nov - 9 Nov
Bilsham Meadows

9. The Priory Cellars Abbots Leigh

The Priory Cellars Abbots Leigh
3.5 star property
Bristol
9.4 out of 10, Exceptional, (144 reviews)
"Nice place to stay for a few nights and very well equipped"
United Kingdom
John
The price is AED 375
AED 375 total
includes taxes & fees
15 Nov - 16 Nov
The Priory Cellars Abbots Leigh

10. Livin' Serviced Apartments - Newport

Livin' Serviced Apartments - Newport
2.0 star property
St Julians
10.0 out of 10, Exceptional, (1 review)
"Building is a converted office. Room was on the 10th floor. Common parts of the building away from the apartments could do with some improvements. Amazing value. Very clean and well laid out property with instant heating and good features. Check in was tricky as asked to pay a second time. But that was a simple misunderstanding. Would really recommend for a comfortable night's sleep."
United Kingdom
Donald
The price is AED 235
AED 282 total
includes taxes & fees
6 Nov - 7 Nov
Livin' Serviced Apartments - Newport

11. Quay Apartments Clarence House

Quay Apartments Clarence House
3.5 star property
St Julians
8.6 out of 10, Excellent, (162 reviews)
"Convenient location close to train station, safe area, clean and has all the amenities needed. Will stay again"
United Kingdom
KONSTANTINOS
The price is AED 285
AED 342 total
includes taxes & fees
1 Dec - 2 Dec
Quay Apartments Clarence House

12. Stylish Marina Apartment with Stunning Views

Stylish Marina Apartment with Stunning Views
Portishead
9.6 out of 10, Exceptional, (4 reviews)
"Lovely place to stay ver clean & comfy"
United Kingdom
Carol D.
The price is AED 422
AED 619 total
includes taxes & fees
8 Nov - 9 Nov
Stylish Marina Apartment with Stunning Views

13. The Orangery Apartment

The Orangery Apartment
4.0 star property
Bristol
9.6 out of 10, Exceptional, (84 reviews)
"The apartment was so roomy . Space to park and a great little pub at the end of the road . Nick was an excellent host !"
Australia
Narelle
The price is AED 395
AED 395 total
includes taxes & fees
9 Nov - 10 Nov
The Orangery Apartment

14. The Sixty 19 Stylish Studios and Apt.

The Sixty 19 Stylish Studios and Apt.
3.0 star property
Adamsdown
The price is AED 156
AED 483 total
includes taxes & fees
8 Nov - 9 Nov
The Sixty 19 Stylish Studios and Apt.

15. Old Fleece Apartments

Old Fleece Apartments
3.5 star property
Stroud
8.8 out of 10, Excellent, (44 reviews)
"Was fab . Breakfast was delicious ."
United Kingdom
Charlotte
The price is AED 325
AED 390 total
includes taxes & fees
15 Nov - 16 Nov
Old Fleece Apartments

16. 1 Bed Loft - Sleeps 2 - Parking - Wifi

1 Bed Loft - Sleeps 2 - Parking - Wifi
3.0 star property
Caerleon
8.6 out of 10, Excellent, (7 reviews)
"Location very good for Caerleon. Clean and spacious "
United Kingdom
JAYNE
The price is AED 350
AED 420 total
includes taxes & fees
10 Nov - 11 Nov
1 Bed Loft - Sleeps 2 - Parking - Wifi

17. 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, (221 reviews)
"Excellent….. Will definitely stay again on my next overnight stay A******"
United Kingdom
Allie
The price is AED 366
AED 439 total
includes taxes & fees
8 Nov - 9 Nov
PREMIER SUITES PLUS Bristol Cabot Circus

18. 2 bedroom accommodation in Lydney

2 bedroom accommodation in Lydney
Lydney
9.8 out of 10, Exceptional, (30 reviews)
"If you're looking for a comfortable cozy relaxed break, this is where to come.Absolutely perfect!"
United States
Lorraine Galea
The price is AED 972
AED 972 total
includes taxes & fees
26 Nov - 27 Nov
2 bedroom accommodation in Lydney

19. 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 AED 1,465
AED 1,758 total
includes taxes & fees
8 Nov - 9 Nov
The Pound

20. HartHill Grange Bunkhouse - Unique 1850's Rural Country Accommodation

HartHill Grange Bunkhouse - Unique 1850's Rural Country Accommodation
Lydney
10.0 out of 10, Exceptional, (30 reviews)
"A great property with a few clearly defined spaces to enjoy. The location was great for an enjoyable pleasant weekend, and the process with the host was very efficient and slick."
United Kingdom
Samuel P.
The price is AED 3,701
AED 4,229 total
includes taxes & fees
10 Nov - 11 Nov
HartHill Grange Bunkhouse - Unique 1850's Rural Country Accommodation
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

Frequently asked questions

Can I find a vacation rental in Chepstow?

Yes, there are vacation rentals in Chepstow close to Chepstow Leisure Centre, or you can choose a secluded option if you'd like a relaxing place to 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 vacation home rentals in Chepstow?

6 Bed House Sleeps 13 - Private Garden: Located near Chepstow, this vacation home rental 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 you can cook with friends or family.

How many vacation rentals are there in Chepstow?

Choose from 14 Expedia vacation rentals in Chepstow for a memorable vacation.

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 vacation rental in Chepstow like?

Vacation rentals are privately owned properties you can stay in for a long or short time in Chepstow. Vacation rentals offer amenities such as WiFi and washers and dryers so you'll have everything you need. If you're concerned about a sanitized environment, vacation rentals can provide a sense of seclusion away from shared hotel elevators and busy lobbies while still allowing you to travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a popular choice for families.