Book Holiday Homes in Herolds Bay

Start date: Check-in selected.
To Date
End date: Check-out

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Herolds Bay

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.
Opens in a new windowStylish & Cozy House - 5min from the beach!
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.
Opens in a new windowFive * 4-bedroom house on SA's best golf course. Best views on the estate.
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 AU$223 per night from 7 Nov to 8 Nov
AU$223
7 Nov - 8 Nov
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
Save an average of 15% on thousands of hotels when you're signed in
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 AU$136 per night from 7 Nov to 8 Nov
AU$136
7 Nov - 8 Nov
includes taxes & fees
Located in Mossel Bay, this vacation home is within a 5-minute drive of Botlierskop Private Game Reserve and Cape Saint Blaize Artisanal Distillery.
Opens in a new windowLuxury 1BR Stay w/ Pool in Mossel Bay Golf Estate
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.
Opens in a new windowstone’s throw from the beach with spectacular sea views.
Forever Ocean - A Dreamer’s Paradise

Forever Ocean - A Dreamer’s Paradise

Kleinkrantz
With a stay at this vacation home in Wilderness (Wilderness Beach), you'll be steps from Cape Floral Region Protected Areas and 5 minutes by foot from Garden ...
Opens in a new windowForever Ocean - A Dreamer’s Paradise
Ballots Bay Treehouse

Ballots Bay Treehouse

George
When you stay at this vacation home in Wilderness, you'll be steps from Victoria Bay Beach.
Opens in a new windowBallots Bay Treehouse
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.
Opens in a new windowModern house, solar-heated pool & stunning views, at Kingswood Golf Resort
3-bedroom house in amazing Mossel Bay with WiFi

3-bedroom house in amazing Mossel Bay with WiFi

Mossel Bay
The price is AU$361 per night from 7 Nov to 8 Nov
AU$361
7 Nov - 8 Nov
includes taxes & fees
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
Don't see what you're looking for?
See all available properties in Herolds Bay
View all properties
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
AU$131
Highest Price
AU$361
Popular accommodation
Stylish & Cozy House - 5min from the beach!, Five * 4-bedroom house on SA's best golf course. Best views on the estate., A comfortable livingroom, fully equipped kitchen make you feel at home apartment, Luxury 1BR Stay w/ Pool in Mossel Bay Golf Estate, stone’s throw from the beach with spectacular sea views. , Forever Ocean - A Dreamer’s Paradise, Ballots Bay Treehouse, Modern house, solar-heated pool & stunning views, at Kingswood Golf Resort, 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
Located in Herolds Bay, Oubaai Hotel Golf & Spa is near the airport, within a 5-minute walk of 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, Garden Route, Herolds Bay, Western Cape
The price is AU$131 per night from 7 Nov to 8 Nov
AU$131
7 Nov - 8 Nov
includes taxes & fees
Located in Herolds Bay, Makarios on Sea is near the bay, within a 5-minute drive of Diaz Beach and Oubaai Golf Estate.
Opens in a new windowMakarios on Sea
Save an average of 15% on thousands of hotels when you're signed in
Oppiesee Selfcatering Apartments

Oppiesee Selfcatering Apartments

4 out of 5
28 Beachroad, Herolds Bay, Western Cape
The price is AU$233 per night from 11 Nov to 12 Nov
AU$233
11 Nov - 12 Nov
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
Don't see what you're looking for?
See all available properties in Herolds Bay
View all properties
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.