Book Holiday Homes in Herolds Bay

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Featured Holiday Homes in Herolds Bay

Soothing 4-bedroom house in Wilderness perfect for relaxing getaways

Soothing 4-bedroom house in Wilderness perfect for relaxing getaways

Wilderness WC
With a stay at this vacation home in Wilderness (Wilderness Beach), you'll be steps from Cape Floral Region Protected Areas and a 3-minute drive from Garden ...
Opens in a new windowSoothing 4-bedroom house in Wilderness perfect for relaxing getaways
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
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A comfortable livingroom, fully equipped kitchen make you feel at home apartment

A comfortable livingroom, fully equipped kitchen make you feel at home apartment

Mossel Bay WC
The price is AU$203 per night from 19 May to 20 May
AU$203
19 May - 20 May
includes taxes & fees
With a stay at this vacation home in Mossel Bay, you'll be within a 5-minute drive of Hartenbos Seefront and Langeberg Mall.
Opens in a new windowA comfortable livingroom, fully equipped kitchen make you feel at home apartment
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
Cape St. Blaize

Cape St. Blaize

1 St Blaize Mossel Bay Western Cape
The price is AU$160 per night from 19 May to 20 May
AU$160
19 May - 20 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
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.
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
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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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$113
Highest Price
AU$486
Popular accommodation
Soothing 4-bedroom house in Wilderness perfect for relaxing getaways, 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, A comfortable livingroom, fully equipped kitchen make you feel at home apartment, Ballots Bay Treehouse, Cape St. Blaize, stone’s throw from the beach with spectacular sea views. , Ballots Bay Treehouse by HostAgents , Modern house with a breath-taking 180 degree panoramic view of the Indian Ocean.

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$162 per night from 19 May to 20 May
AU$162
19 May - 20 May
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$113 per night from 23 May to 24 May
AU$113
23 May - 24 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
Oppiesee Selfcatering Apartments

Oppiesee Selfcatering Apartments

4 out of 5
28 Beachroad Herolds Bay Western Cape
The price is AU$205 per night from 19 May to 20 May
AU$205
19 May - 20 May
includes taxes & fees
Located in Herolds Bay, Oppiesee Selfcatering Apartments is by the ocean, within a 10-minute drive of Oubaai Golf Estate and Freesia Spa.
Opens in a new windowOppiesee Selfcatering Apartments
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Oubaai Villa

Oubaai Villa

5 out of 5
1116 Aloe Hills Herolds Bay Western Cape
The price is AU$486 per night from 25 May to 26 May
AU$486
25 May - 26 May
includes taxes & fees
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.