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
Located in Mossel Bay, this vacation home is by the sea, within a 5-minute drive of Garden Route Casino and Pinnacle Point Beach and Golf Resort.
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
Located in George, this vacation home is in the mountains, a 2-minute drive from Kingswood Golf Estate and 5 minutes from George Museum.
Opens in a new windowModern house, solar-heated pool & stunning views, at Kingswood Golf Resort
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
Located in Mossel Bay, this vacation home is by the sea, within a 5-minute drive of Garden Route Casino and Pinnacle Point Beach and Golf Resort.
Opens in a new windowModern house with a breath-taking 180 degree panoramic view of the Indian Ocean.
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Ballots Bay Treehouse

Ballots Bay Treehouse

George
When you stay at this vacation home in Wilderness, you'll be steps from Victoria Bay Beach.
Opens in a new windowBallots Bay Treehouse
stone’s throw from the beach with spectacular sea views.

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

Groot Brakrivier Western Cape
Located in Great Brak River, this vacation home is on a river, within a 5-minute drive of Diaz Beach and Great Brak River Museum.
Opens in a new windowstone’s throw from the beach with spectacular sea views.
Cape St. Blaize

Cape St. Blaize

1 St Blaize Mossel Bay Western Cape
The price is AU$195 per night from 1 May to 2 May
AU$195
1 May - 2 May
includes taxes & fees
Located in Mossel Bay, this vacation home is within a 15-minute walk of Cape St. Blaize Cave and St Blaize Hiking Trail.
Opens in a new windowCape St. Blaize
Ballots Bay Treehouse by HostAgents

Ballots Bay Treehouse by HostAgents

5 Beach Rd George Western Cape
When you stay at this vacation home in George, you'll be near the beach and 8 minutes by car from Ster-Kinekor Garden Route.
Opens in a new windowBallots Bay Treehouse by HostAgents
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
When you stay at this vacation home in Herolds Bay, you'll be on the waterfront, within a 5-minute drive of Oubaai Golf Estate and Freesia Spa.
Opens in a new windowLuxury house in Herolds Bay. Stunning ocean views. Hiking, cycling and golf.
Forever Ocean - A Dreamer’s Paradise

Forever Ocean - A Dreamer’s Paradise

Kleinkrantz WC
With a stay at this vacation home in Wilderness (Wilderness Beach), you'll be steps from Cape Floral Region Protected Areas and 5 minutes by foot from Garden ...
Opens in a new windowForever Ocean - A Dreamer’s Paradise
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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
AU$107
Highest Price
AU$195
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, Modern house with a breath-taking 180 degree panoramic view of the Indian Ocean., Ballots Bay Treehouse, stone’s throw from the beach with spectacular sea views. , Cape St. Blaize, Ballots Bay Treehouse by HostAgents , Luxury house in Herolds Bay. Stunning ocean views. Hiking, cycling and golf., Forever Ocean - A Dreamer’s Paradise

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 AU$165 per night from 12 Apr to 13 Apr
AU$165
12 Apr - 13 Apr
includes taxes & fees
When you stay at Oubaai Hotel Golf & Spa in Herolds Bay, you'll be near the airport, just steps from Oubaai Golf Estate and Freesia Spa.
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 AU$107 per night from 2 May to 3 May
AU$107
2 May - 3 May
includes taxes & fees
When you stay at Dutton's Cove Guesthouse in Herolds Bay, you'll be near the beach, within a 5-minute drive of Oubaai Golf Estate and Freesia Spa.
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
Located in Herolds Bay, Makarios on Sea is near the bay, within a 10-minute drive of Oubaai Golf Estate and Freesia Spa.
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
Located in Herolds Bay, this villa is within a 5-minute drive of Oubaai Golf Estate and Freesia Spa.
Opens in a new windowOubaai Villa
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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.

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^Subject to availability and chosen travel dates.