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Top Holiday Rentals in Chepstow

Stunning Guesthouse in historic Georgetown w/hot tub!

9.2 out of 10, Wonderful, (56)
"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 £263
includes taxes & fees
7 Sept - 8 Sept
Stunning Guesthouse in historic Georgetown w/hot tub!

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 £123
includes taxes & fees
17 Aug - 18 Aug
Wheelhouse Inn #1

Chapel Suites - Deluxe King Suite

10.0 out of 10, Exceptional, (11)
"Great location, clean and modern rooms, wonderful hosts."
The price is £180
includes taxes & fees
21 Aug - 22 Aug
Chapel Suites - Deluxe King Suite

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

Chapel Suites - 2 Queen Suite

9.8 out of 10, Exceptional, (48)
"We had a great time. Right in front of the gas station and close to the ferry to the Islands. "
The price is £145
includes taxes & fees
2 Sept - 3 Sept
Chapel Suites - 2 Queen Suite

Chapel Suites - King Suite

9.8 out of 10, Exceptional, (38)
"Enjoyed our stay. Great overall experience."
The price is £145
includes taxes & fees
13 Aug - 14 Aug
Chapel Suites - King Suite

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

10.0 out of 10, Exceptional, (52)
"Loved it. Would come again."
Cozy, private ocean/ beach front cottage with spectacular views in Fortune PEI

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

8.8 out of 10, Excellent, (3)
"Great attention to detail and responsive host! This is a great home base for exploring this part of the island!"
Charming 2-bedroom cottage with AC and WiFi in delightful Saint Peters Bay

Spry 1 Ned's Landing

10.0 out of 10, Exceptional, (2)
"Perfect!!"
Spry 1 Ned's Landing

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.

Georgetown Oasis near Golf Courses & Provincial Park

10.0 out of 10, Exceptional, (1)
"Beautiful home with more than enough room for two families. The massive screen room is amazing! We also loved the size of the dining table to accommodate everyone. There is everything you need in the kitchen, including oil and spices and Tupperware for those beach trip lunches! Would not hesitate to stay here again! "
Georgetown Oasis near Golf Courses & Provincial Park

Unit 1 - Bay view duplex cottage near coffee shops, restaurants and beach

9.8 out of 10, Exceptional, (10)
"Accommodations were great, location was perfect for our biking trip"
Unit 1 - Bay view duplex cottage near coffee shops, restaurants and beach

Wheelhouse Inn! #2

9.8 out of 10, Exceptional, (13)
"We loved this spot we will definitely be back. "
The price is £140
includes taxes & fees
14 Aug - 15 Aug
Wheelhouse Inn! #2

The Lamplighter Inn at East Point Lighthouse

10.0 out of 10, Exceptional, (1)
"A beautiful property overlooking the lighthouse and the ocean! Beautiful sunrises from wraparound decks with plenty of seating for everyone. The house inside is beautiful too with everything you could ever need. The owners were extremely helpful and responsive and have thought of everything to make your stay comfortable and enjoyable. "
The Lamplighter Inn at East Point Lighthouse

NEW! Secluded Beachfront Retreat with Luxury Amenities

10.0 out of 10, Exceptional, (5)
"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

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

10.0 out of 10, Exceptional, (40)
"A superb VRBO , with First Class Hosts !"
Newly renovated 2 bedroom house with view of the Souris Harbour & marina.

Cable Head Oceanview Casita

9.4 out of 10, Exceptional, (3)
"Loved my stay the host was so friendly and welcoming. She regularly asked me if I needed anything and supplied anything you would need to make your stay comfortable. The beach was literally a few minutes walk away and beautiful. Couldn’t ask for a better place to stay."
Cable Head Oceanview Casita

The Summerhouse at St. Peters

10.0 out of 10, Exceptional, (3)
"great cottage right outside of town with a great view of the harbor."
The Summerhouse at St. Peters

Beautiful Getaway Plus More!

10.0 out of 10, Exceptional, (20)
"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!
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

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.