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
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Chepstow vacation rentals

Cottage | Interior

1. The Honey Pot

The Honey Pot
3.5 star property
Chepstow
The price is AED 1,946
AED 2,335 total
includes taxes & fees
21 Aug - 22 Aug
The Honey Pot
Fridge, microwave, oven, stovetop

2. The Elements Residence

The Elements Residence
Chepstow
The price is AED 3,946
AED 4,489 total
includes taxes & fees
12 Aug - 13 Aug
The Elements Residence
Fridge, electric kettle, toaster, cookware/dishes/utensils

3. The Snug

The Snug
3.0 star property
Caerwent
The price is AED 1,208
AED 1,449 total
includes taxes & fees
8 Aug - 9 Aug
The Snug
Cottage | Living area | Fireplace

4. Bottom Lodge

Bottom Lodge
3.0 star property
Caerwent
The price is AED 1,686
AED 2,023 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 AED 1,686
AED 2,023 total
includes taxes & fees
17 Aug - 18 Aug
Top Lodge
Cottage | 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 AED 487
AED 487 total
includes taxes & fees
2 Sep - 3 Sep
Beautiful 1-bed Cottage in Trellech
Interior

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, (17 reviews)
"A truly wonderful stay in a wonderful little house! "
United Kingdom
Gaia C.
The price is AED 488
AED 696 total
includes taxes & fees
10 Aug - 11 Aug
A rural house on the edge of the Forest of Dean with 3 pubs within a short walk.
Cabin, Shared Bathroom (camping pod)

8. 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 AED 247
AED 296 total
includes taxes & fees
23 Aug - 24 Aug
Broadstone Park Camping & Fishery
Gym

9. The Metalworks

The Metalworks
2.0 star property
Windmill Hill
8.0 out of 10, Very Good, (19 reviews)
"Staff very helpful but check In was a faff and the room was incredibly hot"
United Kingdom
Amy
The price is AED 132
AED 404 total
includes taxes & fees
16 Aug - 17 Aug
The Metalworks
Property grounds

10. 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 AED 375
AED 375 total
includes taxes & fees
1 Sep - 2 Sep
The Priory Cellars Abbots Leigh
Terrace/patio

11. 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 AED 391
AED 391 total
includes taxes & fees
27 Aug - 28 Aug
The Orangery Apartment
Suite, 1 Bedroom | Hypo-allergenic bedding available, in-room safe, soundproofing

12. 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 AED 398
AED 477 total
includes taxes & fees
10 Aug - 11 Aug
Redmayne House
1 bedroom, iron/ironing board, WiFi, bed sheets

13. Anstey Heights - Apartment 4 - Hopewell

Anstey Heights - Apartment 4 - Hopewell
Easton
6.0 out of 10, (4 reviews)
"Terrible directions to the property. WiFi didn't work (router damaged) and TV cable couldn't connect due to damage, so no terrestrial viewing either. Absolute rip off for price paid. No response from property management. Floors stained and property in overall shabby condition."
United Kingdom
Adam
The price is AED 326
AED 562 total
includes taxes & fees
6 Aug - 7 Aug
Anstey Heights - Apartment 4 - Hopewell
Cottage | Interior

14. 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 1,329
AED 1,595 total
includes taxes & fees
15 Aug - 16 Aug
The Pound
Apartment, 2 Bedrooms | Living area | 30-inch LCD TV with digital channels, TV

15. 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, (210 reviews)
"Brilliant location and well equipt"
United Kingdom
juliette
The price is AED 366
AED 439 total
includes taxes & fees
6 Aug - 7 Aug
PREMIER SUITES PLUS Bristol Cabot Circus
Studio | Exterior

16. 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 AED 347
AED 416 total
includes taxes & fees
6 Aug - 7 Aug
Lovely 1-bed Loft in Newport
Family Townhome, 2 Bedrooms, 2 Bathrooms, Garden View | 1 bedroom, hypo-allergenic bedding available, in-room safe, desk

17. Beech House

Beech House
4.0 star property
Bristol
9.4 out of 10, Exceptional, (207 reviews)
"stayed many times now, my go to property when working in the area."
United Kingdom
Ryan
The price is AED 331
AED 397 total
includes taxes & fees
6 Aug - 7 Aug
Beech House
Property grounds

18. 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 3,700
AED 4,218 total
includes taxes & fees
12 Aug - 13 Aug
HartHill Grange Bunkhouse - Unique 1850's Rural Country Accommodation
Premium Apartment, 2 Bedrooms | Living area | Smart TV

19. 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 AED 281
AED 337 total
includes taxes & fees
6 Aug - 7 Aug
Quay Apartments Clarence House
Panoramic Studio, Private Bathroom | Exterior

20. 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 AED 661
AED 957 total
includes taxes & fees
13 Aug - 14 Aug
Bright & Beautiful Studio Flat in Bristol
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

Delta Hotels by Marriott Bristol City Centre

Delta Hotels by Marriott Bristol City Centre

8/10 Good
"Great location. Needs maintenance- air conditioning was not working properly in two of our rooms. Toilets were quite old and had a smell to them. Staff were friendly and helpful. Breakfast was tasty."
Faria 2-night trip
Posted 5 hours ago
Delta Hotels by Marriott Bristol City Centre

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 11 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.