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Check prices for these dates

In two weeks
20 Feb - 22 Feb
In two months
3 Apr - 5 Apr
In three months
1 May - 3 May
In four months
29 May - 31 May

Our top choices for Chepstow holiday rentals

Outdoor dining

Top Lodge

Top Lodge
2.0 star property
Caerwent
The price is ฿14,525
฿17,430 total
includes taxes & fees
12 Feb - 13 Feb
Top Lodge
Cottage | Living area

Bottom Lodge

Bottom Lodge
3.0 star property
Caerwent
The price is ฿14,525
฿17,430 total
includes taxes & fees
12 Feb - 13 Feb
Bottom Lodge
Cottage | Interior

The Comfy Cow

The Comfy Cow
3.5 star property
Trellech United
The price is ฿14,103
฿16,923 total
includes taxes & fees
17 Feb - 18 Feb
The Comfy Cow
Cottage | Interior

The Honey Pot

The Honey Pot
3.5 star property
Chepstow
The price is ฿16,650
฿19,980 total
includes taxes & fees
9 Feb - 10 Feb
The Honey Pot
Fridge, electric kettle, toaster, cookware/dishes/utensils

The Snug

The Snug
3.0 star property
Caerwent
The price is ฿10,335
฿12,402 total
includes taxes & fees
7 Feb - 8 Feb
The Snug
Cabin, Shared Bathroom (camping pod)

Broadstone Park Camping & Fishery

Broadstone Park Camping & Fishery
1.0 star property
Coleford
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 ฿2,153
฿2,584 total
includes taxes & fees
8 Feb - 9 Feb
Broadstone Park Camping & Fishery
Property grounds

The Priory Cellars Abbots Leigh

The Priory Cellars Abbots Leigh
3.5 star property
Bristol
9.4 out of 10, Exceptional, (129 reviews)
"Awesome hosts and great accommodations!"
United States
Susan
The price is ฿3,488
฿3,488 total
includes taxes & fees
5 Feb - 6 Feb
The Priory Cellars Abbots Leigh
Studio, Ensuite (Stable) | Lounge

The Coach House and The Stable

The Coach House and The Stable
3.5 star property
Stroud
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 ฿2,691
฿3,230 total
includes taxes & fees
8 Feb - 9 Feb
The Coach House and The Stable
Suite, 1 Bedroom | Hypo-allergenic bedding, in-room safe, individually decorated

Redmayne House

Redmayne House
3.5 star property
Clifton
9.4 out of 10, Exceptional, (29 reviews)
"Lovely place to stay"
United Kingdom
Gail
The price is ฿3,606
฿4,327 total
includes taxes & fees
8 Feb - 9 Feb
Redmayne House
Elite Apartment | 1 bedroom, desk, laptop workspace, iron/ironing board

Your Apartment Clifton House

Your Apartment Clifton House
3.0 star property
Bristol
7.6 out of 10, Good, (99 reviews)
"Loved the location and space"
United States
Ryder
Your Apartment Clifton House
Premium Apartment, 2 Bedrooms | Living area | Smart TV

Quay Apartments Clarence House

Quay Apartments Clarence House
3.5 star property
St Julians
8.4 out of 10, Very good, (145 reviews)
"Friendly, simple check -in. Easy parking in multistory just behind which can be added to the room. Great TV, good shower and comfy bed. Roomy flat with good equipment level in the kitchen. Some welcome gifts too (tea, coffee, sugar, washing up liquid and tea towels) which were very welcome. Mini supermarket located just below too. "
United Kingdom
Andrew
Quay Apartments Clarence House
Exterior

De Courceys Manor Cottages

De Courceys Manor Cottages
3.5 star property
Llanishen
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 ฿3,409
฿4,091 total
includes taxes & fees
5 Feb - 6 Feb
De Courceys Manor Cottages
Cottage | Property entrance

Beautiful 1-bed Cottage in Trellech

Beautiful 1-bed Cottage in Trellech
3.0 star property
Trellech United
9.2 out of 10, Wonderful, (23 reviews)
"A lovely private cottage next to a great pub. "
United States
David
The price is ฿3,440
฿3,440 total
includes taxes & fees
5 Feb - 6 Feb
Beautiful 1-bed Cottage in Trellech
Classic Studio, Private Bathroom | 1 bedroom

Stylish Studio Apartment in Clifton Village

Stylish Studio Apartment in Clifton Village
3.0 star property
Clifton
8.0 out of 10, Very good, (2 reviews)
"So close to everything a perfect little studio would use again anytime "
United Kingdom
Paul
Stylish Studio Apartment in Clifton Village
Apartment, 1 Bedroom | Living room | Smart TV

Frederick Place Your Apartment

Frederick Place Your Apartment
4.5 star property
Clifton
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 ฿5,564
฿6,677 total
includes taxes & fees
6 Feb - 7 Feb
Frederick Place Your Apartment
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

Cardiff Marriott Hotel

Cardiff Marriott Hotel

10/10 Excellent
"Pleasent staff excellent service and food "
Simon 1-night trip
Posted 1 day ago
Cardiff Marriott Hotel

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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  • 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.