Chepstow Vacation Rentals

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Vacation Rentals in Chepstow

Exterior
Wheelhouse Inn! #2

Aparthotel in Georgetown

9.8 out of 10, Exceptional, (18)
"We loved this spot we will definitely be back. "
Canada
Tom
$152 nightly
The price is $174
Dec 31 - Jan 1, 2026
Total with taxes and fees
Wheelhouse Inn! #2
1 bedroom, free WiFi, bed sheets
Chapel Suites - 2 Queen Suite

Aparthotel in Souris

9.8 out of 10, Exceptional, (58)
"Excellent location and great room! We would stay here again."
Canada
Kathleen G.
$134 nightly
The price is $154
Dec 1 - Dec 2
Total with taxes and fees
Chapel Suites - 2 Queen Suite
Exterior
Wheelhouse Inn #1

Aparthotel in Georgetown

9.4 out of 10, Exceptional, (31)
"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
$152 nightly
The price is $174
Dec 31 - Jan 1, 2026
Total with taxes and fees
Wheelhouse Inn #1
Property grounds
Close to Beach and Town of Souris. Quaint cottage with lovely log cabin feel.

Cottage in Souris

9.8 out of 10, Exceptional, (19)
"Very nice quiet and clean house in an easily accessible location"
Canada
Bradley
$217 nightly
The price is $249
Dec 4 - Dec 5
Total with taxes and fees
Close to Beach and Town of Souris. Quaint cottage with lovely log cabin feel.
Interior
Stunning Guesthouse in historic Georgetown w/hot tub!

Vacation Home in Georgetown

9.2 out of 10, Wonderful, (61)
"Fabulous location and awesome deck!"
Canada
Diane B.
$211 nightly
The price is $243
Dec 1 - Dec 2
Total with taxes and fees
Stunning Guesthouse in historic Georgetown w/hot tub!
Smart TV
Wheelhouse Inn: Unit #3

Apartment in Georgetown

9.2 out of 10, Wonderful, (15)
"It was a perfect spot for us! Beautiful property!"
United States
Catharine
$139 nightly
The price is $159
Dec 9 - Dec 10
Total with taxes and fees
Wheelhouse Inn: Unit #3
Fridge, microwave, coffee/tea maker, electric kettle
Chapel Suites - King Suite

Aparthotel in Souris

9.6 out of 10, Exceptional, (52)
"Comfortable bed, towels were nice."
Canada
Donna
$134 nightly
The price is $154
Dec 1 - Dec 2
Total with taxes and fees
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.
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Top Chepstow Hotel Reviews

Close to Beach and Town of Souris. Quaint cottage with lovely log cabin feel.

Close to Beach and Town of Souris. Quaint cottage with lovely log cabin feel.

10/10 Excellent
"Booked this cottage for a crew working in the area. They enjoyed being able to cook their meals instead of eating out all week and found the accommodations comfortable and convenient. "
Alicia F. 3-night trip
Posted 3 weeks ago
Close to Beach and Town of Souris. Quaint cottage with lovely log cabin feel.

Find out more about Chepstow

Everything you need to know about Chepstow vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chepstow vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chepstow vacation 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 low season months. For more hustle and bustle, you may prefer to visit Chepstow in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $154 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Chepstow rentals

At Expedia, we put the best Chepstow vacation 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 vacation.

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 vacation rental in Chepstow?

Yes, we have vacation rentals near the most popular attractions in Chepstow, or you can go with a more remote option if you're looking for relaxation.

What are some of the best vacation rentals in Chepstow?

Stunning Guesthouse in historic Georgetown w/hot tub!: This vacation home rental outside of Chepstow is located by the ocean and has a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a 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 larger area.

What are vacation rentals like in Chepstow?

Vacation rentals are privately owned accommodations you can reserve for a few days or a quick weekend in Chepstow. Vacation rentals feature amenities such as kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about cleanliness, vacation rentals can provide a sense of privacy away from shared hotel elevators and busy lobbies while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for a family getaway.