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
Stay at this holiday home in Wilderness. Enjoy laundry facilities. Popular attractions Acrobranch Wildwoods and Wilderness National Park are located nearby.
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
Stay at this golf holiday home in Mossel Bay. Enjoy free Wi-Fi, private pools and a garden. Popular attractions Garden Route Casino and Pinnacle Point Beach ...
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
Stay at this golf holiday home in George. Enjoy free Wi-Fi, private pools and a garden. Popular attractions Kingswood Golf Estate and George Museum are located ...
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 NZ$245 per night from 17 June to 18 June
NZ$245
17 June - 18 June
includes taxes & fees
Stay at this holiday home in Mossel Bay. Popular attractions Hartenbos Seefront and Langeberg Mall are located nearby.
Opens in a new windowA comfortable livingroom, fully equipped kitchen make you feel at home apartment
Ballots Bay Treehouse

Ballots Bay Treehouse

George
Stay at this holiday home in Wilderness. Enjoy free Wi-Fi, laundry facilities and a hot tub. Popular attractions Victoria Bay Beach and Dolphin's Point are located ...
Opens in a new windowBallots Bay Treehouse
Cape St. Blaize

Cape St. Blaize

1 St Blaize Mossel Bay Western Cape
The price is NZ$196 per night from 18 May to 19 May
NZ$196
18 May - 19 May
includes taxes & fees
Stay at this holiday home in Mossel Bay. Enjoy free Wi-Fi, free parking and a garden. Popular attractions Cape St. Blaize Cave and Cape St. Blaize Lighthouse ...
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
Stay at this golf holiday home in Great Brak River. Enjoy free Wi-Fi, a beach locale and a garden. Popular attractions Great Brak River Museum and Seeplaas Gallery ...
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
Stay at this holiday home in George. Enjoy free Wi-Fi and free parking. Popular attractions Kingswood Golf Estate and Freesia Spa are located nearby.
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
Stay at this golf holiday home in Mossel Bay. Enjoy free Wi-Fi, breakfast (surcharge) and a fitness centre. Popular attractions Pinnacle Point Beach and Golf ...
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
65 Holiday Homes
Lowest Price
NZ$138
Highest Price
NZ$595
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 NZ$198 per night from 18 May to 19 May
NZ$198
18 May - 19 May
includes taxes & fees
Stay at this spa hotel in Herolds Bay. Enjoy free parking, 5 outdoor pools and a full-service spa. Popular attractions Oubaai Golf Estate and Freesia Spa are ...
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 NZ$138 per night from 23 May to 24 May
NZ$138
23 May - 24 May
includes taxes & fees
Stay at this hotel in Herolds Bay. Enjoy free Wi-Fi, free parking and daily housekeeping. Popular attractions Freesia Spa and Oubaai Golf Estate are located ...
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 NZ$251 per night from 15 June to 16 June
NZ$251
15 June - 16 June
includes taxes & fees
Stay at this beach apartment in Herolds Bay. Enjoy free Wi-Fi, free parking and an airport shuttle (surcharge). Popular attractions Oubaai Golf Estate and Freesia ...
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 NZ$595 per night from 18 May to 19 May
NZ$595
18 May - 19 May
includes taxes & fees
Stay at this luxury villa in Herolds Bay. Enjoy free Wi-Fi, free parking and private pools. Popular attractions Oubaai Golf Estate and Freesia Spa are located ...
Opens in a new windowOubaai Villa
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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.