Chepstow Holiday Rentals

Start date: Check-in selected.
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Holiday Rentals in Chepstow

Our top choices for Chepstow holiday rentals

PREMIER SUITES PLUS Bristol Cabot Circus

4.0 star property
8.6 out of 10, Excellent, (182)
"Great place to stay with all the conveniences needed for a family of 4."
The price is AU$164
includes taxes & fees
28 Sept - 29 Sept
PREMIER SUITES PLUS Bristol Cabot Circus

Your Apartment Clifton House

3.0 star property
7.6 out of 10, Good, (86)
"Everything we needed- super comfortable, easy check in and lively building "
Your Apartment Clifton House

The Metalworks

2.0 star property
9.0 out of 10, Wonderful, (7)
"over all pretty good, room was quite warm though & safety locks prevented opening the window wide enough to let breeze through at night, very clean! "
The Metalworks

Beech House

4.0 star property
9.4 out of 10, Exceptional, (172)
"Lots of places to eat locally and within walking distance town"
The price is AU$209
includes taxes & fees
5 Oct - 6 Oct
Beech House

Your Apartment I Clifton Village

4.0 star property
7.4 out of 10, Good, (92)
"Excellent location in the heart of Clifton village. Well appointed apartment, parking not guaranteed but plenty of off street parking nearby. Overall excellent value for money. "
Your Apartment I Clifton Village

Student Only Eclipse

2.0 star property
10.0 out of 10, Exceptional, (1)
Student Only Eclipse

Quay Apartments Clarence House

3.5 star property
8.6 out of 10, Excellent, (140)
"Lovely "
Quay Apartments Clarence House

Redmayne House

3.5 star property
9.2 out of 10, Wonderful, (18)
"Fantastic property could not fault it will definitely stay again "
The price is AU$244
includes taxes & fees
28 Sept - 29 Sept
Redmayne House

Newport Student Village - Campus Accommodation

4.0 star property
8.2 out of 10, Very good, (213)
"friendly staff, nice clean rooms, easy access to trains/buses/town/shopping"
The price is AU$153
includes taxes & fees
17 Sept - 18 Sept
Newport Student Village - Campus Accommodation

4 Berkeley Sq - YourApartment

3.0 star property
7.8 out of 10, Good, (50)
"Perfect apartment for a short stay in the city. "
4 Berkeley Sq - YourApartment

Oakfield Place Townhouse

3.0 star property
6.8 out of 10, (11)
"Nice modern flat for the price. Don't expect luxury but has everything we needed and was very clean. Lovely location "
Oakfield Place Townhouse

Colston Street - Your Apartment

3.0 star property
9.4 out of 10, Exceptional, (3)
"Everything was as described and it was very cozy, enjoyable night would recommend "
Colston Street - Your Apartment

Cardiff 3bed House-freeparking-15minwalktostadium

2.0 star property
The price is AU$1,272
includes taxes & fees
12 Sept - 13 Sept
Cardiff 3bed House-freeparking-15minwalktostadium

Park Lane Aparthotel

4.0 star property
7.4 out of 10, Good, (50)
"Great location and price very good. Room ok for a short stay. Unfortunately we stayed when really hot and there is no aircon or windows that will open so like an oven in the hot weather. Blinds do not fit too well so let light through."
Park Lane Aparthotel

Cleyro Serviced Apartments-Finzels Reach

3.5 star property
9.4 out of 10, Exceptional, (87)
"With everything you want and conveniently located."
Cleyro Serviced Apartments-Finzels Reach

Your Apartment - Redland Place

4.0 star property
8.8 out of 10, Excellent, (3)
"A couple of nights away with the girls. The apartment was overall good. I should have checked when booking but there is no parking. The area Redlands is nice. The outside of the apartment needs tidying up. The beds and bedding were comfortable but when we went to make one of the beds into double (was a zip lock) the sheeting was filthy with bloody stains. The cleaner did come the next day to change the bedding but was a bit grim. The shower facilities weren’t great as the flow was very weak....
Your Apartment - Redland Place

PREMIER SUITES Bristol Redcliffe

4.0 star property
8.4 out of 10, Very good, (164)
"Lovely apartment and very central. Stayed 2 nights. Tea/coffee sachets provided and water in fridge."
The price is AU$164
includes taxes & fees
28 Sept - 29 Sept
PREMIER SUITES Bristol Redcliffe

Broadstone Park Camping & Fishery

1.0 star property
9.8 out of 10, Exceptional, (22)
"We had a lovely stay with our dog and would definitely come back!"
The price is AU$123
includes taxes & fees
14 Sept - 15 Sept
Broadstone Park Camping & Fishery

The Priory Cellars Abbots Leigh

3.5 star property
9.4 out of 10, Exceptional, (118)
"Excellent place to stay,I would highly recommend!"
The price is AU$156
includes taxes & fees
10 Sept - 11 Sept
The Priory Cellars Abbots Leigh

Bristol City Stays

3.5 star property
9.4 out of 10, Exceptional, (33)
"Great location next to the mall and bus station. Apt was clean and just as described. Overall loved our stay in Bristol. "
Bristol City Stays
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Chepstow Hotel Reviews

Find out more about Chepstow

Find out more about Chepstow

Everything you need to know about Chepstow holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Chepstow holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chepstow holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Chepstow holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chepstow. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chepstow holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chepstow holiday rentals we have selected for you start as low as AU$123 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Chepstow rentals

At Expedia, we put the best Chepstow holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Chepstow rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chepstow holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chepstow. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Chepstow?

Yes, there are holiday rentals in Chepstow close to Chepstow Racecourse, 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.

What are some of the best holiday rentals that Chepstow has to offer?

Oakfield Place Townhouse: This holiday home rental outside of Chepstow offers a garden and free WiFi to help you feel comfortable in your new surroundings.

How many holiday rentals are there in Chepstow?

Choose from 4 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 lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Chepstow Racecourse. St. Pierre Country Club and Tintern Abbey 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.