Chepstow Vacation 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

In two weeks
In two months
In three months
In four months

Vacation Rentals in Chepstow

Vacation Home in Georgetown

9.2 out of 10, Wonderful, (61)
"Fabulous location and awesome deck!"
Canada
Diane B.
The price is ¥22,003
¥37,572 total
includes taxes & fees
Dec 18 - Dec 19
Stunning Guesthouse in historic Georgetown w/hot tub!

Aparthotel in Souris

9.8 out of 10, Exceptional, (58)
"Excellent location and great room! We would stay here again."
Canada
Kathleen G.
The price is ¥17,669
¥23,898 total
includes taxes & fees
Dec 18 - Dec 19
Chapel Suites - 2 Queen Suite

Aparthotel in Souris

9.6 out of 10, Exceptional, (52)
"Comfortable bed, towels were nice."
Canada
Donna
The price is ¥17,875
¥24,176 total
includes taxes & fees
Dec 14 - Dec 15
Chapel Suites - King Suite

Cottage in Souris

9.8 out of 10, Exceptional, (19)
"Very nice quiet and clean house in an easily accessible location"
Canada
Bradley
The price is ¥27,781
¥38,721 total
includes taxes & fees
Dec 8 - Dec 9
Close to Beach and Town of Souris. Quaint cottage with lovely log cabin feel.

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
The price is ¥20,447
¥27,092 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Wheelhouse Inn #1

Apartment in Georgetown

9.2 out of 10, Wonderful, (15)
"It was a perfect spot for us! Beautiful property!"
United States
Catharine
The price is ¥18,617
¥25,029 total
includes taxes & fees
Dec 9 - Dec 10
Wheelhouse Inn: Unit #3

Vacation Home in Souris

Ernie’s paradise where peacefulness is our priority

Cottage in Saint Peters Bay

9.2 out of 10, Wonderful, (9)
"Great attention to detail and responsive host! This is a great home base for exploring this part of the island!"
Canada
Sarah U.
Charming 2-bedroom cottage with AC and WiFi in delightful Saint Peters Bay

Vacation Home in Souris

10.0 out of 10, Exceptional, (46)
"A superb VRBO , with First Class Hosts !"
Canada
philip
Newly renovated 2 bedroom house with view of the Souris Harbour & marina.

Cottage in Souris

10.0 out of 10, Exceptional, (8)
"Lovely property, quiet stay - just what we were looking for. "
United States
Kenny W.
Beautiful Coastal Beach House. New build close to golf and beaches .

Vacation Home in Souris

10.0 out of 10, Exceptional, (1)
"The house was spacious, so that we (five adults) did not get into each others way. It was not lacking anything. The bbq was great, and many small things that made it like home. It is a gem."
Canada
Klaus H.
Lower Loop Country Home/Surrounded by beautiful Canadian beaches!

Aparthotel in Georgetown

9.8 out of 10, Exceptional, (18)
"We loved this spot we will definitely be back. "
Canada
Tom
The price is ¥20,447
¥27,092 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Wheelhouse Inn! #2

Vacation Home in Prince Edward Island

10.0 out of 10, Exceptional, (6)
"great cottage right outside of town with a great view of the harbor."
United Kingdom
Mitch L.
The Summerhouse at St. Peters

Vacation Home in Saint Margarets

10.0 out of 10, Exceptional, (7)
"It felt like we were staying in 5 star boutique hotel. The cottage was absolutely perfect in every way. The views, particularly the sunsets were spectacular. And the owner could not have been more helpful and attentive. if you want a perfect PEI holiday, this is it. I almost forgot that the cottage is steps away from a gorgeous, quiet beach with a river."
Canada
Mark M.
Secluded Beachfront Retreat with Luxury Amenities

Cottage in Souris

10.0 out of 10, Exceptional, (16)
" An amazing property in every way. We loved our time here. Great views and an easy walk to the water. Gracious hosts."
United States
Leone C.
Brand New Costal Water Front Cottage with Stunning Ocean Views

Cottage in Souris

6.0 out of 10, (3)
"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."
Canada
Aleksandra P.
Breathtaking Views, Absolute Privacy, Modern&Cozy! 5mins to PEI's 2 BEST Beaches

Cottage in Souris

10.0 out of 10, Exceptional, (58)
"Fantastic peaceful clean picturesque u cannot go wrong on this place Thanks Cathy and Dave"
Canada
Charles C.
Cozy, private ocean/ beach front cottage with spectacular views in Fortune PEI

Cottage in Cable Head East

10.0 out of 10, Exceptional, (24)
"Beautiful property! The home is quiet, quaint, and beautifully decorated with all the amenities you could need. The location is a little remote, but it’s still within driving distance to beaches, and restaurants. Perfect spot if you’re looking for a peaceful and relaxing getaway."
Canada
Nancy C.
Beautiful Getaway Plus More!

Apartment in Souris

10.0 out of 10, Exceptional, (3)
"Wonderful property great host"
Canada
Charlotte M.
Spacious upper level 2 bedroom unit overlooking the water

Vacation Home in Souris

10.0 out of 10, Exceptional, (4)
"Wonderful property, had everything we needed for our five day stay. Would highly recommend for anyone visiting the island."
United States
John R P.
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Chepstow Hotel Reviews

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
  • Use the map to find apartments and other holiday homes in the Chepstow neighbourhood you prefer
  • 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 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.