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Check prices for these dates

In two weeks
13 Feb - 15 Feb
In two months
27 Mar - 29 Mar
In three months
24 Apr - 26 Apr
In four months
22 May - 24 May

Our top choices for Chepstow holiday rentals

Cottage | Living area

Cottage in Caerwent

Bottom Lodge
3.0 star property
The price is ฿14,483
฿17,380 total
includes taxes & fees
29 Jan - 30 Jan
Bottom Lodge
Outdoor dining

Cottage in Caerwent

Top Lodge
2.0 star property
The price is ฿14,483
฿17,380 total
includes taxes & fees
31 Jan - 1 Feb
Top Lodge
Fridge, electric kettle, toaster, cookware/dishes/utensils

Cottage in Caerwent

The Snug
3.0 star property
The price is ฿10,376
฿12,451 total
includes taxes & fees
30 Jan - 31 Jan
The Snug
Cottage | Interior

Cottage in Trellech United

The Comfy Cow
3.5 star property
The price is ฿13,881
฿16,658 total
includes taxes & fees
31 Jan - 1 Feb
The Comfy Cow
Cottage | Interior

Cottage in Chepstow

The Honey Pot
3.5 star property
The price is ฿16,717
฿20,060 total
includes taxes & fees
2 Feb - 3 Feb
The Honey Pot
Cabin, Shared Bathroom (camping pod)

Camping in Coleford

Broadstone Park Camping & Fishery
1.0 star property
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 ฿2,119
฿2,543 total
includes taxes & fees
27 Jan - 28 Jan
Broadstone Park Camping & Fishery
Property grounds

Apartment in Bristol

The Priory Cellars Abbots Leigh
3.5 star property
9.4 out of 10, Exceptional, (129 reviews)
"Awesome hosts and great accommodations!"
United States
Susan
The price is ฿3,624
฿3,624 total
includes taxes & fees
28 Jan - 29 Jan
The Priory Cellars Abbots Leigh
Classic Studio, Private Bathroom | 1 bedroom

Apartment in Clifton

Stylish Studio Apartment in Clifton Village
3.0 star property
8.0 out of 10, Very good, (2 reviews)
"So close to everything a perfect little studio would use again anytime "
United Kingdom
Paul
The price is ฿2,967
฿5,510 total
includes taxes & fees
28 Jan - 29 Jan
Stylish Studio Apartment in Clifton Village
Suite, 1 Bedroom | Hypo-allergenic bedding, in-room safe, individually decorated

Apartment in Clifton

Redmayne House
3.5 star property
9.4 out of 10, Exceptional, (29 reviews)
"Fantastic property could not fault it will definitely stay again "
United Kingdom
Debra
The price is ฿3,525
฿4,230 total
includes taxes & fees
1 Feb - 2 Feb
Redmayne House
Smart TV

Apartment in Clifton

Frederick Place Your Apartment
4.5 star property
7.6 out of 10, Good, (7 reviews)
"The apartment is very nice (if a little run-down and stained) and well-located for the university. There is a lot of space, and the beds are very comfortable, although it is quite hot and there was only one fan. However, all of that was overshadowed by the fact that one bedroom was crawling with bedbugs. It completely ruined our stay, and our trip to Bristol, which we had to cut short, and created a massive headache for us logistically, as well as a lot of anxiety. The managers didn't...
United Kingdom
Hanna
The price is ฿4,592
฿5,510 total
includes taxes & fees
30 Jan - 31 Jan
Frederick Place Your Apartment
Terrace/patio

Apartment in Bristol

The Orangery Apartment
4.0 star property
9.6 out of 10, Exceptional, (67 reviews)
"Its a good, lovely and quiet location."
United Kingdom
Adeola
The price is ฿3,815
฿3,815 total
includes taxes & fees
28 Jan - 29 Jan
The Orangery Apartment
Cottage | Property entrance

Cottage in Trellech United

Beautiful 1-bed Cottage in Trellech
3.0 star property
9.2 out of 10, Wonderful, (23 reviews)
"A lovely private cottage next to a great pub. "
United States
David
The price is ฿3,386
฿3,386 total
includes taxes & fees
28 Jan - 29 Jan
Beautiful 1-bed Cottage in Trellech
Exterior

Cottage in Llanishen

De Courceys Manor Cottages
3.5 star property
9.2 out of 10, Wonderful, (33 reviews)
"Beautiful setting, very well looked after. The room was spotless it had everything you needed. A lovely welcome. We wanted to book in early as we had to be somewhere. The lovely lady on the phone arranged it no problem. I would highly recommend this place."
United Kingdom
David
The price is ฿3,356
฿4,027 total
includes taxes & fees
27 Jan - 28 Jan
De Courceys Manor Cottages
Studio, Ensuite (Stable) | Lounge

Apartment in Stroud

The Coach House and The Stable
3.5 star property
9.0 out of 10, Wonderful, (41 reviews)
"Really lovely accommodation. Staff were very friendly and helpful and made sure check in and out was easy. We went to the pub for food and it was excellent - great menu and well cooked and presented. Staff were really helpful again Lovely area for a walk or trip to the vineyard "
United Kingdom
Helen
The price is ฿2,649
฿3,179 total
includes taxes & fees
1 Feb - 2 Feb
The Coach House and The Stable
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

DoubleTree by Hilton Hotel Bristol South - Cadbury House

DoubleTree by Hilton Hotel Bristol South - Cadbury House

10/10 Excellent
"The room was warm, spacious, the beds were comfortable. The bathroom didn’t have a bath, which my wife was disappointed about. But we enjoyed the shower. There was plenty of pressure and hot water was in abundance. A few cobwebs around the room, but could only see them in low light, the bathroom sink drained very slowly and there was no toilet brush. The staff were friendly and helpful, the facilities were brilliant. The breakfast was lovely, though slightly overpriced. We had a wonderful relaxing weekend. And hope to return one day "
J 2-night trip
Posted 19 hours ago
DoubleTree by Hilton Hotel Bristol South - Cadbury House

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
  • 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 close to the most popular sights in Chepstow, 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 7 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.