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.
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
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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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
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!
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!
Cape St. Blaize

Cape St. Blaize

1 St Blaize, Mossel Bay, Western Cape
Located in Mossel Bay, this vacation home is within a 5-minute drive of Dias Museum and Mossel Bay Harbour.
Cape St. Blaize
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
Lavender Lane Guest House

Lavender Lane Guest House

3.5 out of 5
18 Du Toit Crescent, George, Western Cape
Located in George, this vacation home is a 4-minute drive from Outeniqua Transport Museum and 6 minutes from George Museum.
Lavender Lane Guest House
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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$128
Highest Price
AU$284
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, stone’s throw from the beach with spectacular sea views. , Lodge 70 Pinnacle Point, Stylish & Cozy House - 5min from the beach!, C Breeze Holiday House - Beachfront Bliss!, Cape St. Blaize, Modern golf lodge with breath-taking 180 degree panoramic sea view, Lavender Lane Guest House

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$131 per night from 12 Jan to 13 Jan
AU$131
includes taxes & fees
12 Jan - 13 Jan
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
Makarios on Sea

Makarios on Sea

4 out of 5
4 Gericke's Corner, Garden Route, Herolds Bay, Western Cape
The price is AU$222 per night from 1 Feb to 2 Feb
AU$222
includes taxes & fees
1 Feb - 2 Feb
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
Dutton's Cove Guesthouse

Dutton's Cove Guesthouse

3 out of 5
21 Rooidraai Avenue, Herolds Bay, Western Cape
The price is AU$128 per night from 18 Jan to 19 Jan
AU$128
includes taxes & fees
18 Jan - 19 Jan
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
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Oppiesee Selfcatering Apartments

Oppiesee Selfcatering Apartments

4 out of 5
28 Beachroad, Herolds Bay, Western Cape
The price is AU$284 per night from 15 Jan to 16 Jan
AU$284
includes taxes & fees
15 Jan - 16 Jan
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
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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.