Chepstow Holiday Rentals

Compare Villas, Resorts, & Rentals in Chepstow, United Kingdom

From ZA R3,877 per night
10.0 (27 Reviews)
2 Bedrooms 4 Guests
From ZA R4,628 per night
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10.0 (8 Reviews)
1 Bedroom 2 Guests
From ZA R2,288 per night
10.0 (6 Reviews)
1 Bedroom 3 Guests
10.0 (23 Reviews)
2 Bedrooms 4 Guests
From ZA R6,500 per night
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10.0 (2 Reviews)
2 Bedrooms 4 Guests
From ZA R2,687 per night
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9.6 (19 Reviews)
2 Bedrooms 3 Guests
From ZA R2,890 per night
10.0 (21 Reviews)
2 Bedrooms 4 Guests
From ZA R4,420 per night
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10.0 (2 Reviews)
2 Bedrooms 4 Guests
From ZA R1,856 per night
9.0 (51 Reviews)
1 Bedroom 2 Guests
From ZA R6,486 per night
10.0 (12 Reviews)
3 Bedrooms 6 Guests
From ZA R3,582 per night
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10.0 (2 Reviews)
2 Bedrooms 4 Guests
From ZA R2,843 per night
10.0 (9 Reviews)
1 Bedroom 2 Guests
From ZA R5,155 per night
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10.0 (1 Review)
1 Bedroom 4 Guests
From ZA R1,873 per night
10.0 (5 Reviews)
1 Bedroom 2 Guests
From ZA R2,479 per night
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10.0 (1 Review)
2 Bedrooms 4 Guests
10.0 (4 Reviews)
2 Bedrooms 4 Guests
From ZA R4,959 per night
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10.0 (1 Review)
1 Bedroom 2 Guests
10.0 (1 Review)
3 Bedrooms 6 Guests
From ZA R6,384 per night
10.0 (1 Review)
1 Bedroom 2 Guests
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9.9 (8 Reviews)
1 Bedroom 2 Guests
From ZA R3,224 per night
9.8 (25 Reviews)
2 Bedrooms 4 Guests
From ZA R2,552 per night
10.0 (1 Review)
2 Bedrooms 4 Guests
From ZA R6,486 per night
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9.8 (4 Reviews)
3 Bedrooms 6 Guests
9.8 (10 Reviews)
3 Bedrooms 6 Guests
From ZA R1,491 per night
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9.6 (321 Reviews)
1 Bedroom 2 Guests
From ZA R2,961 per night
9.4 (18 Reviews)
1 Bedroom 3 Guests
From ZA R1,785 per night
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9.6 (111 Reviews)
1 Bedroom 2 Guests
From ZA R3,384 per night
9.4 (3 Reviews)
4 Bedrooms 6 Guests
From ZA R3,796 per night
9.6 (48 Reviews)
2 Bedrooms 4 Guests
9.0 (2 Reviews)
2 Bedrooms 4 Guests
From ZA R4,388 per night
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9.5 (42 Reviews)
3 Bedrooms 6 Guests
From ZA R2,673 per night
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9.5 (13 Reviews)
1 Bedroom 2 Guests
8.0 (1 Review)
1 Bedroom 4 Guests
From ZA R2,320 per night
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9.5 (13 Reviews)
4 Bedrooms 8 Guests
From ZA R15,943 per night
New
1 Bedroom 10 Guests
From ZA R1,585 per night
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9.4 (61 Reviews)
5 Bedrooms 11 Guests
New
6 Bedrooms 14 Guests
From ZA R7,884 per night
New
3 Bedrooms 6 Guests
New
5 Bedrooms 10 Guests
New
1 Bedroom 2 Guests
From ZA R3,760 per night
New
2 Bedrooms 4 Guests
New
1 Bedroom 2 Guests
From ZA R4,942 per night
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9.4 (5 Reviews)
2 Bedrooms 4 Guests
From ZA R10,575 per night
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New
1 Bedroom 2 Guests
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9.3 (32 Reviews)
1 Bedroom 2 Guests
From ZA R3,081 per night
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9.4 (84 Reviews)
1 Bedroom 2 Guests
From ZA R962 per night
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9.3 (22 Reviews)
1 Bedroom 2 Guests
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9.2 (358 Reviews)
1 Bedroom 2 Guests
From ZA R2,687 per night
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9.2 (715 Reviews)
7 Bedrooms 14 Guests
From ZA R1,362 per night
9.2 (483 Reviews)
2 Bedrooms 2 Guests
Bed & Breakfast
From ZA R2,028 per night
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9.1 (200 Reviews)
5 Bedrooms 10 Guests
From ZA R2,973 per night
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9.0 (5 Reviews)
1 Bedroom 2 Guests
From ZA R4,073 per night
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9.0 (3 Reviews)
2 Bedrooms 4 Guests
From ZA R2,206 per night
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9.0 (1 Review)
1 Bedroom 2 Guests
From ZA R2,714 per night
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8.9 (58 Reviews)
2 Bedrooms 4 Guests
From ZA R2,240 per night
8.8 (29 Reviews)
3 Bedrooms 6 Guests
From ZA R673 per night
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8.4 (729 Reviews)
7 Bedrooms 16 Guests
From ZA R1,315 per night
8.4 (89 Reviews)
1 Bedroom 3 Guests
From ZA R1,747 per night
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8.3 (16 Reviews)
3 Bedrooms 6 Guests
From ZA R2,320 per night
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7.8 (652 Reviews)
12 Bedrooms 6 Guests
From ZA R1,773 per night
7.7 (273 Reviews)
9 Bedrooms 20 Guests
From ZA R2,588 per night
7.6 (5 Reviews)
1 Bedroom 2 Guests
From ZA R1,616 per night
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6.8 (17 Reviews)
5 Bedrooms 6 Guests
From ZA R3,880 per night
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1.0 (1 Review)
5 Bedrooms 8 Guests
From ZA R4,350 per night
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New
2 Bedrooms 4 Guests
From ZA R17,452 per night
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New
5 Bedrooms 10 Guests
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8.2 (1000 Reviews)
1 Bedroom 2 Guests
From ZA R5,011 per night
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New
3 Bedrooms 6 Guests

About Casai's Private Villas and Holiday Rentals in Chepstow

Discover more than 119 vacation rentals available in Chepstow. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Chepstow.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Chepstow, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Chepstow. On average, places to stay near Chepstow offer 463.58 ft², with nightly prices averaging ZA R4,696.

With Casai, finding and comparing holiday rentals in Chepstow is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

Frequently Asked Questions About Chepstow?

What are the top holiday rentals in Chepstow?

How many Casai.co.za holiday rentals are available in Chepstow?

As of 2025, Casai boasts over 119 properties listed in the Chepstow area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Chepstow.