Book Holiday Homes in Herolds Bay

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Featured Holiday Homes in Herolds Bay

Five * 4-bedroom house on SA's best golf course. Best views on the estate.

Five * 4-bedroom house on SA's best golf course. Best views on the estate.

Mossel Bay WC
Stay at this golf holiday home in Mossel Bay. Enjoy free Wi-Fi, private pools and a garden. Popular attractions Garden Route Casino and Pinnacle Point Beach ...
Opens in a new windowFive * 4-bedroom house on SA's best golf course. Best views on the estate.
Modern house, solar-heated pool & stunning views, at Kingswood Golf Resort

Modern house, solar-heated pool & stunning views, at Kingswood Golf Resort

George Kingswood Golf Estate
Stay at this golf holiday home in George. Enjoy free Wi-Fi, private pools and a garden. Popular attractions Kingswood Golf Estate and George Museum are located ...
Opens in a new windowModern house, solar-heated pool & stunning views, at Kingswood Golf Resort
Forever Ocean - A Dreamer’s Paradise

Forever Ocean - A Dreamer’s Paradise

Kleinkrantz WC
Stay at this holiday home in Wilderness. Enjoy a garden, laundry facilities and an in-room coffee maker. Popular attractions Acrobranch Wildwoods and Wilderness ...
Opens in a new windowForever Ocean - A Dreamer’s Paradise
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Modern house with a breath-taking 180 degree panoramic view of the Indian Ocean.

Modern house with a breath-taking 180 degree panoramic view of the Indian Ocean.

Pinnacle Point WC
Stay at this golf holiday home in Mossel Bay. Enjoy free Wi-Fi, breakfast (surcharge) and a fitness centre. Popular attractions Pinnacle Point Beach and Golf ...
Opens in a new windowModern house with a breath-taking 180 degree panoramic view of the Indian Ocean.
stone’s throw from the beach with spectacular sea views.

stone’s throw from the beach with spectacular sea views.

Groot Brakrivier Western Cape
Stay at this golf holiday home in Great Brak River. Enjoy free Wi-Fi, a beach locale and a garden. Popular attractions Great Brak River Museum and Seeplaas Gallery ...
Opens in a new windowstone’s throw from the beach with spectacular sea views.
Ballots Bay Treehouse

Ballots Bay Treehouse

George
Stay at this holiday home in Wilderness. Enjoy free Wi-Fi, laundry facilities and a hot tub. Popular attractions Victoria Bay Beach and Dolphin's Point are located ...
Opens in a new windowBallots Bay Treehouse
Cape St. Blaize

Cape St. Blaize

1 St Blaize Mossel Bay Western Cape
The price is NZ$249 per night from 7 Apr to 8 Apr
NZ$249
7 Apr - 8 Apr
includes taxes & fees
Stay at this holiday home in Mossel Bay. Enjoy free Wi-Fi, free parking and a garden. Popular attractions Cape St. Blaize Cave and Cape St. Blaize Lighthouse ...
Opens in a new windowCape St. Blaize
Luxury house in Herolds Bay. Stunning ocean views. Hiking, cycling and golf.

Luxury house in Herolds Bay. Stunning ocean views. Hiking, cycling and golf.

Herolds Bay, Geoerge Western Cape
Stay at this holiday home in Herolds Bay. Enjoy a garden, laundry facilities and tennis courts. Popular attractions Oubaai Golf Estate and Freesia Spa are located ...
Opens in a new windowLuxury house in Herolds Bay. Stunning ocean views. Hiking, cycling and golf.
Stylish & Cozy House - 5min from the beach!

Stylish & Cozy House - 5min from the beach!

Wilderness
Stay at this family-friendly holiday home in Wilderness. Enjoy free Wi-Fi, private pools and a garden. Popular attractions Half Collared Kingfisher Trail and ...
Opens in a new windowStylish & Cozy House - 5min from the beach!
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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.

Herolds Bay Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Herolds Bay vacation homes are the perfect way for you to wing it.

Holiday houses in Herolds Bay let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Herolds Bay in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Herolds Bay adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Herolds Bay with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Herolds Bay vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Herolds Bay Holiday Homes essential information

Accommodation
64 Holiday Homes
Lowest Price
NZ$131
Highest Price
NZ$254
Popular accommodation
Five * 4-bedroom house on SA's best golf course. Best views on the estate., Modern house, solar-heated pool & stunning views, at Kingswood Golf Resort, Forever Ocean - A Dreamer’s Paradise, Modern house with a breath-taking 180 degree panoramic view of the Indian Ocean., stone’s throw from the beach with spectacular sea views. , Ballots Bay Treehouse, Cape St. Blaize, Luxury house in Herolds Bay. Stunning ocean views. Hiking, cycling and golf., Stylish & Cozy House - 5min from the beach!

Top trending hotels in Herolds Bay

Oubaai Hotel Golf & Spa

Oubaai Hotel Golf & Spa

4 out of 5
406 Herolds Bay Road Herolds Bay Western Cape
Fully refundableReserve now, pay when you stay
The price is NZ$184 per night from 1 Apr to 2 Apr
NZ$184
1 Apr - 2 Apr
includes taxes & fees
Stay at this spa hotel in Herolds Bay. Enjoy free parking, 5 outdoor pools and a full-service spa. Popular attractions Oubaai Golf Estate and Freesia Spa are ...
Opens in a new windowOubaai Hotel Golf & Spa
Dutton's Cove Guesthouse

Dutton's Cove Guesthouse

3 out of 5
21 Rooidraai Avenue Herolds Bay Western Cape
The price is NZ$131 per night from 4 Apr to 5 Apr
NZ$131
4 Apr - 5 Apr
includes taxes & fees
Stay at this hotel in Herolds Bay. Enjoy free Wi-Fi, free parking and daily housekeeping. Popular attractions Freesia Spa and Oubaai Golf Estate are located ...
Opens in a new windowDutton's Cove Guesthouse
Makarios on Sea

Makarios on Sea

4 out of 5
4 Gericke's Corner Herolds Bay Western Cape
The price is NZ$254 per night from 30 Apr to 1 May
NZ$254
30 Apr - 1 May
includes taxes & fees
Stay at this beach apartment in Herolds Bay. Enjoy free Wi-Fi, free parking and a beach locale. Popular attractions Oubaai Golf Estate and Freesia Spa are located ...
Opens in a new windowMakarios on Sea
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Oubaai Villa

Oubaai Villa

5 out of 5
1116 Aloe Hills Herolds Bay Western Cape
Stay at this luxury villa in Herolds Bay. Enjoy free Wi-Fi, free parking and private pools. Popular attractions Oubaai Golf Estate and Freesia Spa are located ...
Opens in a new windowOubaai Villa
Don't see what you're looking for?
See all available properties in Herolds Bay
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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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.