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.
Cape St. Blaize

Cape St. Blaize

1 St Blaize Mossel Bay Western Cape
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
Stylish & Cozy House - 5min from the beach!

Stylish & Cozy House - 5min from the beach!

Wilderness
When you stay at this vacation home in Wilderness, you'll be on a river, just steps from Cape Floral Region Protected Areas and Wilderness National Park.
Opens in a new windowStylish & Cozy House - 5min from the beach!
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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$204 per night from 14 Mar to 15 Mar
AU$204
14 Mar - 15 Mar
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 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
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.
303 Kusweg

303 Kusweg

3 out of 5
303 Kusweg Great Brak River Western Cape
Located in Great Brak River, this vacation home is by the sea, within a 10-minute drive of Seeplaas Gallery and Diaz Beach.
Opens in a new window303 Kusweg
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.
3-bedroom house in amazing Mossel Bay with WiFi

3-bedroom house in amazing Mossel Bay with WiFi

Mossel Bay WC
With a stay at this vacation home in Mossel Bay, you'll be on the waterfront, just a 3-minute walk from Diaz Beach and 13 minutes by foot from Hartenbos ...
Opens in a new window3-bedroom house in amazing Mossel Bay with WiFi
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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$180
Highest Price
AU$301
Popular accommodation
Five * 4-bedroom house on SA's best golf course. Best views on the estate., Cape St. Blaize, Stylish & Cozy House - 5min from the beach!, A comfortable livingroom, fully equipped kitchen make you feel at home apartment, Ballots Bay Treehouse by HostAgents , stone’s throw from the beach with spectacular sea views. , 303 Kusweg, Modern house with a breath-taking 180 degree panoramic view of the Indian Ocean., 3-bedroom house in amazing Mossel Bay with WiFi

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$180 per night from 15 Feb to 16 Feb
AU$180
15 Feb - 16 Feb
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
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
The price is AU$194 per night from 12 Mar to 13 Mar
AU$194
12 Mar - 13 Mar
includes taxes & fees
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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Oppiesee Selfcatering Apartments

Oppiesee Selfcatering Apartments

4 out of 5
28 Beachroad Herolds Bay Western Cape
The price is AU$301 per night from 9 Mar to 10 Mar
AU$301
9 Mar - 10 Mar
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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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.