Chepstow Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Holiday Rentals in Chepstow

Wheelhouse Inn #1
9.4 out of 10, Exceptional, (30)
"This is a lovely, quaint location, near the water and historic properties. The owner was very helpful and kind. The unit was modern and lovely! "
Canada
Julia
The price is NZ$232
includes taxes & fees
31 Oct - 1 Nov
Wheelhouse Inn #1
Close to Beach and Town of Souris. Quaint cottage with lovely log cabin feel.
9.8 out of 10, Exceptional, (18)
"Very nice quiet and clean house in an easily accessible location"
Canada
Bradley
The price is NZ$389
includes taxes & fees
29 Oct - 30 Oct
Close to Beach and Town of Souris. Quaint cottage with lovely log cabin feel.
Stunning Guesthouse in historic Georgetown w/hot tub!
9.2 out of 10, Wonderful, (61)
"We stayed at this wonderful home which exceeded our expectations. We enjoyed having a restaurant across the street, strolling along the walkway, ocean view and relaxation in the hot tub. The owner was a great communicator and this place had lots of room with great cleanliness. I highly recommend this place to stay and hope to return to experience more great PEI hospitality. "
Canada
Maureen
The price is NZ$420
includes taxes & fees
11 Nov - 12 Nov
Stunning Guesthouse in historic Georgetown w/hot tub!
Chapel Suites - 2 Queen Suite
9.8 out of 10, Exceptional, (57)
"Excellent location and great room! We would stay here again."
Canada
Kathleen G.
The price is NZ$266
includes taxes & fees
1 Nov - 2 Nov
Chapel Suites - 2 Queen Suite
Chapel Suites - King Suite
9.6 out of 10, Exceptional, (52)
"Comfortable bed, towels were nice."
Canada
Donna
The price is NZ$266
includes taxes & fees
1 Nov - 2 Nov
Chapel Suites - King Suite
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

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 favorite 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 depends 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 NZ$232 per night. Entering your travel dates in the search wizard you might find 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 close to the most popular sights in Chepstow, or you can select a more secluded option if you're looking for a relaxing stay.

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

Stunning Guesthouse in historic Georgetown w/hot tub!: This holiday home rental outside of Chepstow is located by the ocean, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and 1 hot tub.

What can I see and do in Chepstow?

While exploring the area, visit family-friendly sights like Elmira Railway Museum, or get outside and enjoy nature at Basin Head Provincial Park. Souris Lighthouse and Souris Ferry Terminal are a couple of places you'll find in the wider area.

What are holiday rentals like in Chepstow?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Chepstow. Holiday rentals feature amenities such as kitchens and laundry facilities so you'll feel right at home. If you're concerned about cleanliness, holiday rentals can offer a sense of seclusion away from shared hotel lifts and busy lobbies while still allowing you to travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for family trips.