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
Book a stay at this golf vacation home in Mossel Bay. Enjoy free WiFi, private pools, and a water park. Popular attractions Garden Route Casino and Pinnacle ...
Opens in a new windowFive * 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
Book a stay at this family-friendly vacation home in Wilderness. Enjoy free WiFi, private pools, and a garden. Popular attractions Half Collared Kingfisher Trail ...
Opens in a new windowStylish & Cozy House - 5min from the beach!
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
The price is NZ$248 per night from 27 Sept to 28 Sept
NZ$248
27 Sept - 28 Sept
includes taxes & fees
Stay at this vacation 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
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stone’s throw from the beach with spectacular sea views.

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

Groot Brakrivier
Book a stay at this golf vacation home in Great Brak River. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Great Brak River Museum and Seeplaas ...
Opens in a new windowstone’s throw from the beach with spectacular sea views.
Luxury 1BR Stay w/ Pool in Mossel Bay Golf Estate

Luxury 1BR Stay w/ Pool in Mossel Bay Golf Estate

Mossel Bay
The price is NZ$153 per night from 27 Sept to 28 Sept
NZ$153
27 Sept - 28 Sept
includes taxes & fees
Stay at this vacation home in Mossel Bay. Enjoy laundry facilities. Popular attractions Botlierskop Private Game Reserve and Santos Beach are located ...
Opens in a new windowLuxury 1BR Stay w/ Pool in Mossel Bay Golf Estate
Forever Ocean - A Dreamer’s Paradise

Forever Ocean - A Dreamer’s Paradise

Kleinkrantz
Stay at this vacation home in Wilderness. Enjoy a garden, laundry facilities, and an in-room coffeemaker. Popular attractions Acrobranch Wildwoods and Wilderness ...
Opens in a new windowForever Ocean - A Dreamer’s Paradise
Modern house, solar-heated pool & stunning views, at Kingswood Golf Resort

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

George
Book a stay at this golf vacation home in George. Enjoy free WiFi, private pools, and a garden. Popular attractions Kingswood Golf Estate and George Museum are ...
Opens in a new windowModern house, solar-heated pool & stunning views, at Kingswood Golf Resort
Ballots Bay Treehouse

Ballots Bay Treehouse

George
Stay at this vacation home in Wilderness. Enjoy free WiFi, laundry facilities, and a hot tub. Popular attractions Victoria Bay Beach and Dolphin's Point are ...
Opens in a new windowBallots Bay Treehouse
Lavender Lane Guest House

Lavender Lane Guest House

3.5 out of 5
18 Du Toit Crescent, George, Western Cape
Stay at this 3.5-star business-friendly vacation home in George. Enjoy free WiFi, free parking, and a garden. Popular attractions Outeniqua Transport Museum ...
Opens in a new windowLavender 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
60 Holiday Homes
Lowest Price
NZ$123
Highest Price
NZ$285
Popular accommodation
Five * 4-bedroom house on SA's best golf course. Best views on the estate., Stylish & Cozy House - 5min from the beach!, A comfortable livingroom, fully equipped kitchen make you feel at home apartment, stone’s throw from the beach with spectacular sea views. , Luxury 1BR Stay w/ Pool in Mossel Bay Golf Estate, Forever Ocean - A Dreamer’s Paradise, Modern house, solar-heated pool & stunning views, at Kingswood Golf Resort, Ballots Bay Treehouse, 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 NZ$123 per night from 30 Sept to 1 Oct
NZ$123
30 Sept - 1 Oct
includes taxes & fees
Stay at this 4-star spa hotel in Herolds Bay. Enjoy free breakfast, free parking, and 5 outdoor pools. Popular attractions 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
Stay at this 3-star hotel in Herolds Bay. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Freesia Spa and Oubaai Golf Estate are located ...
Opens in a new windowDutton'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 NZ$285 per night from 27 Sept to 28 Sept
NZ$285
27 Sept - 28 Sept
includes taxes & fees
Stay at this 4-star beach apartment in Herolds Bay. Enjoy free WiFi, free parking, and a beach locale. Popular attractions 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 NZ$236 per night from 1 Oct to 2 Oct
NZ$236
1 Oct - 2 Oct
includes taxes & fees
Stay at this 4-star beach apartment in Herolds Bay. Enjoy free WiFi, free parking, and an airport shuttle (surcharge). Popular attractions Oubaai Golf Estate ...
Opens in a new windowOppiesee 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.

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^Subject to availability and chosen travel dates.