Chepstow Holiday Rentals

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Holiday Rentals in Chepstow

Our top choices for Chepstow holiday rentals

Chapel Suites - King Suite

10.0 out of 10, Exceptional, (42)
"Enjoyed our stay. Great overall experience."
The price is AU$267
includes taxes & fees
22 Sept - 23 Sept
Chapel Suites - King Suite

Cozy, private ocean/ beach front cottage with spectacular views in Fortune PEI

10.0 out of 10, Exceptional, (54)
"Loved it. Would come again."
Cozy, private ocean/ beach front cottage with spectacular views in Fortune PEI

Stunning Guesthouse in historic Georgetown w/hot tub!

9.2 out of 10, Wonderful, (58)
"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. "
The price is AU$454
includes taxes & fees
9 Sept - 10 Sept
Stunning Guesthouse in historic Georgetown w/hot tub!

Chapel Suites - 2 Queen Suite

9.8 out of 10, Exceptional, (53)
"We had a great time. Right in front of the gas station and close to the ferry to the Islands. "
The price is AU$267
includes taxes & fees
17 Sept - 18 Sept
Chapel Suites - 2 Queen Suite

Newly renovated 2 bedroom house with view of the Souris Harbour & marina.

10.0 out of 10, Exceptional, (41)
"A superb VRBO , with First Class Hosts !"
Newly renovated 2 bedroom house with view of the Souris Harbour & marina.

Wheelhouse Inn #1

9.4 out of 10, Exceptional, (23)
"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! "
The price is AU$215
includes taxes & fees
3 Sept - 4 Sept
Wheelhouse Inn #1

Breathtaking Views, Absolute Privacy, Modern&Cozy! 5mins to PEI's 2 BEST Beaches

8.0 out of 10, Very good, (2)
"We appreciated the view of the ocean and sights of many beautiful birds. The private and quiet setting allowed us to fully relax and enjoy our stay. The swimming pool was a great bonus which we took advantage off. Bothwell beach was stunning and just a short 2 min drive from the cottage. The cottage itself was spacious and was well equipped."
Breathtaking Views, Absolute Privacy, Modern&Cozy! 5mins to PEI's 2 BEST Beaches

Ned's Landing at Spry Point

4.0 star property
9.2 out of 10, Wonderful, (98)
"Excellent few days staying a Ned's Landing!!!"
Ned's Landing at Spry Point

Ernie’s paradise where peacefulness is our priority

Ernie’s paradise where peacefulness is our priority

Charming 2-bedroom cottage with AC and WiFi in delightful Saint Peters Bay

9.4 out of 10, Exceptional, (6)
Charming 2-bedroom cottage with AC and WiFi in delightful Saint Peters Bay

Wheelhouse Inn! #2

9.8 out of 10, Exceptional, (16)
"Great experience"
The price is AU$265
includes taxes & fees
30 Sept - 1 Oct
Wheelhouse Inn! #2

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

10.0 out of 10, Exceptional, (14)
"We had a great stay and will be back again."
The price is AU$353
includes taxes & fees
3 Sept - 4 Sept
Close to Beach and Town of Souris. Quaint cottage with lovely log cabin feel.

Brand New Costal Water Front Cottage with Stunning Ocean Views

10.0 out of 10, Exceptional, (13)
"We enjoyed our stay very much! Everything was perfect! The cottage was very clean and tidy."
Brand New Costal Water Front Cottage with Stunning Ocean Views

Log Beach House by the Ocean

10.0 out of 10, Exceptional, (20)
"We enjoyed our stay at the Log Beach House! We especially loved the outdoor gazebo and how close you are to the beach!"
Log Beach House by the Ocean

Rollo Bay Retreat

Rollo Bay Retreat

Beautiful Getaway Plus More!

10.0 out of 10, Exceptional, (22)
"Wonderful, clean cabin close to beaches, fishing and St Peter’s coffee shop and fish market. Great location! Thank you for a wonderful stay!"
Beautiful Getaway Plus More!

Cable Head Oceanview Casita

7.8 out of 10, Good, (6)
Cable Head Oceanview Casita

Lower Loop Country Home/Surrounded by beautiful Canadian beaches!

Lower Loop Country Home/Surrounded by beautiful Canadian beaches!

NEW! Secluded Beachfront Retreat with Luxury Amenities

10.0 out of 10, Exceptional, (6)
"Gorgeous and well maintained property with great beach access. Hosts were a pleasure to interact with. Highly recommend and would return without hesitation. "
NEW! Secluded Beachfront Retreat with Luxury Amenities

Seabreeze Beach Retreat located in scenic Souris, PEI. Family and pet friendly.

10.0 out of 10, Exceptional, (1)
"Amazing property with beautiful views. Will definitely come back. Better than we ever expected and our host April was on call for whatever we needed"
Seabreeze Beach Retreat located in scenic Souris, PEI. Family and pet friendly.
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

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$215 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 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.