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
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.
Five * 4-bedroom house on SA's best golf course. Best views on the estate.
Stylish & Cozy House - 5min from the beach!

Stylish & Cozy House - 5min from the beach!

Wilderness
When you a 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.
Stylish & Cozy House - 5min from the beach!
stone’s throw from the beach with spectacular sea views.

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

Groot Brakrivier
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.
stone’s throw from the beach with spectacular sea views.
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Modern house, solar-heated pool & stunning views, at Kingswood Golf Resort

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

George
Located in George, this vacation home is in the mountains, a 2-minute drive from Kingswood Golf Estate and 5 minutes from George Museum.
Modern house, solar-heated pool & stunning views, at Kingswood Golf Resort
Lodge 70 Pinnacle Point

Lodge 70 Pinnacle Point

Mossel Bay
When you stay at this vacation home in Mossel Bay, you'll be next to a golf course, within a 15-minute walk of Pinnacle Point Beach and Golf Resort and Garden ...
Lodge 70 Pinnacle Point
Cape St. Blaize

Cape St. Blaize

1 St Blaize, Mossel Bay, Western Cape
The price is AU$201 per night from 18 Mar to 19 Mar
AU$201
includes taxes & fees
18 Mar - 19 Mar
Located in Mossel Bay, this vacation home is within a 5-minute drive of Dias Museum and Mossel Bay Harbour.
Cape St. Blaize
C Breeze Holiday House - Beachfront Bliss!

C Breeze Holiday House - Beachfront Bliss!

Mossel Bay
With a stay at this vacation home in Great Brak River, you'll be within a 10-minute drive of Seeplaas Gallery and Diaz Beach.
C Breeze Holiday House - Beachfront Bliss!
Modern golf lodge with breath-taking 180 degree panoramic sea view

Modern golf lodge with breath-taking 180 degree panoramic sea view

Pinnacle Point
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.
Modern golf lodge with breath-taking 180 degree panoramic sea view
Cape St. Blaize

Cape St. Blaize

Mossel Bay
The price is AU$339 per night from 18 Mar to 19 Mar
AU$339
includes taxes & fees
18 Mar - 19 Mar
Located in Mossel Bay, this vacation home is within a 5-minute drive of Dias Museum and Mossel Bay Harbour.
Cape St. Blaize
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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
42 Holiday Homes
Lowest Price
AU$130
Highest Price
AU$339
Popular accommodation
Five * 4-bedroom house on SA's best golf course. Best views on the estate., Stylish & Cozy House - 5min from the beach!, stone’s throw from the beach with spectacular sea views. , Modern house, solar-heated pool & stunning views, at Kingswood Golf Resort, Lodge 70 Pinnacle Point, Cape St. Blaize, C Breeze Holiday House - Beachfront Bliss!, Modern golf lodge with breath-taking 180 degree panoramic sea view, Cape St. Blaize

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
The price is AU$147 per night from 5 Mar to 6 Mar
AU$147
includes taxes & fees
5 Mar - 6 Mar
Located in Herolds Bay, Oubaai Hotel Golf & Spa is near the airport, within a 5-minute walk of Oubaai Golf Estate and Freesia Spa.
Oubaai 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$130 per night from 13 Mar to 14 Mar
AU$130
includes taxes & fees
13 Mar - 14 Mar
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.
Dutton's Cove Guesthouse
Makarios on Sea

Makarios on Sea

4 out of 5
4 Gericke's Corner, Garden Route, Herolds Bay, Western Cape
The price is AU$225 per night from 16 Mar to 17 Mar
AU$225
includes taxes & fees
16 Mar - 17 Mar
Located in Herolds Bay, Makarios on Sea is near the bay, within a 5-minute drive of Diaz Beach and Oubaai Golf Estate.
Makarios 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$266 per night from 17 Mar to 18 Mar
AU$266
includes taxes & fees
17 Mar - 18 Mar
Located in Herolds Bay, Oppiesee Selfcatering Apartments is by the ocean, within a 10-minute drive of Oubaai Golf Estate and Freesia Spa.
Oppiesee Selfcatering Apartments
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.