Plan your trip

Herold Vacation Rentals

Bundle & Save

Get more, spend less whenever you see Bundle & Save deals

OneKeyCash

Earn OneKeyCash on all your eligible bookings

Upfront pricing

We are not like the others - we include taxes and fees

Check prices for these dates

Check prices for these dates, December 15 – 16, 2026

View in a map

Our top choices for Herold vacation rentals

1. 17on Wellington Apartments

A garden with a swan-shaped planter and a potted tree.

Location: George
Price: $68 nightly, $78 total, Nov 16 - Nov 17, Total with taxes and fees, for Our top choices for Herold vacation rentals

2. Oakhurst Farm Cottages

A stone house with a metal roof, a wooden door, and a small porch.

Location: Wilderness
Guest rating: 10/10 (Exceptional, 2 reviews)
Price: $99 nightly, $116 total, Nov 17 - Nov 18, Total with taxes and fees, for Our top choices for Herold vacation rentals
Review: Beautiful stay at the oakhurst farm cottages. Farm shop had lots of food choices for an easy meal or a braai. Lovely meal baskets and a wonderful facility with lots of different options and things to do. Would love to head back in the future!, by Lin

3. 303 Kusweg

A two-story building with a balcony and a garage.

Location: Great Brak River
Price: $189 nightly, $217 total, Nov 24 - Nov 25, Total with taxes and fees, for Our top choices for Herold vacation rentals

4. Queen's Residences by BON Hotels

A stone building entrance with a sign, a blue sofa inside, and a door with glass panels.

Location: Oudtshoorn
Guest rating: 8/10 (Very good, 1 review)
Price: $147 nightly, $169 total, Dec 6 - Dec 7, Total with taxes and fees, for Our top choices for Herold vacation rentals
Review: "We merely just for one night. Upon arrival, hotel did not have our booking information as Hotel.com did not inform hotel about our reservation. Very poorly from Hotel.com Had to show my invoice for reception that Accomodation was paid directly to Hotel.com We got the Queens Residence and it was quite spacious and big, both rooms with own en-suite. Only problem and my biggest issue was the beds. Extremely hard and uncomfortable. Not Queen or King bed. Only 2 single beds per room. From all my..., by Ghalied

5. Clairewood

A wooden deck with a pool, outdoor seating, and a view of a fenced yard.

Location: Wilderness
Price: $121 nightly, $141 total, Nov 21 - Nov 22, Total with taxes and fees, for Our top choices for Herold vacation rentals

6. Oppiesee Selfcatering Apartments

A patio with a view of the ocean, including lounge chairs, a table, and an umbrella.

Location: Herolds Bay
Guest rating: 10/10 (Exceptional, 1 review)
Price: $147 nightly, $170 total, Nov 19 - Nov 20, Total with taxes and fees, for Our top choices for Herold vacation rentals
Review: Lovely place overlooking the ocean and beach. Great spot if you are flying to and from George Airport., by Ignatius

7. Makarios on Sea

A table set for two with a view of the beach and ocean.

Location: Herolds Bay
Guest rating: 9.4/10 (Exceptional, 11 reviews)
Price: $127 nightly, $146 total, Nov 18 - Nov 19, Total with taxes and fees, for Our top choices for Herold vacation rentals
Review: Being so close to the ocean is always so wonderful, what a clean and tidy place and the host is wonderful., by Johan

8. Botlierskop Bush Villas

A wooden deck with wicker furniture, a hanging chair, and a table with fruit and a glass of wine.

Location: Great Brak River
Guest rating: 9.6/10 (Exceptional, 15 reviews)
Price: $505 nightly, $589 total, Nov 17 - Nov 18, Total with taxes and fees, for Our top choices for Herold vacation rentals
Review: Seeing all animals (zebras, buffalos, hippos, rhinos) next to our Bush Villa was the highlight of our stay., by Anonymous traveler

9. Eagles Nest

A residential area with brick houses, a paved walkway, and a view of distant mountains.

Location: Sedgefield
Guest rating: 8.4/10 (Very good, 7 reviews)
Price: $72 nightly, $83 total, Nov 17 - Nov 18, Total with taxes and fees, for Our top choices for Herold vacation rentals
Review: Well situated on high hilltop great view of lake . Property has gated entrance . Seems like a safe environment. No air con it was quite hot when we were there those accustomed to air con would not be comfortable . those that do not need tempature control would find it a safe clean well situated venue, by Thomas

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.

View all properties

Find vacation rentals that suit your style

Top Herold Hotel Reviews

Burrough place

Location: George
Review: Very nice place to spend the night before our flight:), by Elvia, July 9, 2025, rated 10/10 Excellent

Caledon 23 Guest House

A landscaped entrance with palm trees, a paved road, and a building with a sign.

Location: George
Review: Nice rooms and a short walk from downtown. Breakfast was good and the staff was very helpful accommodating our late arrival. Really glad we stopped here!, by Dylan, November 6, 2026, rated 10/10 Excellent

Premier Express Inn George

A hotel with a traditional architectural style, featuring multiple gabled roofs and a prominent mountain in the background.

Location: George
Review: The property was great, staff were very friendly and helpful and the new rooms were excellent., by Stephanie, October 31, 2026, rated 10/10 Excellent

Die Waenhuis Guest House

A rectangular pool with a stone border, surrounded by well-maintained grass and various shrubs.

Location: George
Review: What a great little Guest House. Upon arrival we were greeted joyfully by the owner who walked us through and showed us around, she could not have been more kind and generous. Our room was perfect and sadly it was only for a one night stay. Breakfast was cooked to order which included plenty of sides such as yogurt, fresh fruit, toast, lots of different teas, coffee, cheeses, croissants etc. I had a very pleasant conversation with the owner over breakfast. Truly an enjoyable experience. We..., by Pat, March 10, 2025, rated 10/10 Excellent

Dutton's Cove Guesthouse

A rooftop terrace with wicker furniture, a view of the beach, and a clear sky.

Location: Herolds Bay
Review: This is a hidden gem for sure. The view from our room of the ocean was amazing to see in the mornings and then at sunset. We love the communication using WhatsApp. Nice to communicate when we wanted breakfast delivered and to make dinner reservations. We left a coat in the closet and the manager held it for our return through the area 2 days later. I honestly wouldn't have remembered leaving it at all. So thankful. Breakfast was a big yogurt and ham/egg sandwich that was perfect to start the..., by William, May 26, 2026, rated 10/10 Excellent

Victoria Heights B and B

A white building with a tiled roof, a central entrance, and a symmetrical facade.

Location: Wilderness
Review: Rena and Deon were super hosts! Staff were great! Breakfasts were impeccable! Wonderful place to stay for a night or 2 weeks!!! Highly recommend!!!, by Bruce, August 26, 2024, rated 10/10 Excellent

The Hawthorn Boutique Hotel

A hotel room with a large window offering a mountain view, a bed with a brown blanket, a desk with a chair, and a modern wall design.

Location: George
Review: Employees were helpful and polite. My room was very clean. Food was delicious. Love the theme of the place I will go back again.💚, by Carol, September 11, 2026, rated 10/10 Excellent

Sea Paradise

Location: Wilderness Beach
Review: Yes, close by, by mary, April 15, 2026, rated 10/10 Excellent

Cloverleigh Guest House

A modern two-story house with a large garage, a swimming pool, and a well-maintained garden.

Location: Wilderness
Review: Thanks to Gert & Nadia for their warm welcome. The place is very clean! No matter what time of they day I went out once I was back, the room was clean and reorganized! I will definitely come back sometime in my life., by Adan, April 5, 2022, rated 10/10 Excellent

Two Fat Owls Guesthouse

A modern house with a garage door, a driveway, and a well-maintained lawn.

Location: George
Review: The owner met us and made sure our room was in order. She was so kind and accommodating., by Matthew, June 21, 2024, rated 10/10 Excellent

Shangri-La Manor - Adults Only

A house with a covered patio, a wooden deck, and a garden with a water feature.

Location: Wilderness
Review: Fantastic place to relax and wind down. The owner was fantastic, the food and service were excellent. I would definitely recommend the Shangri-la to anyone staying in Wilderness., by Geoff, October 20, 2023, rated 10/10 Excellent

Cinnamon Boutique

A poolside area with a wooden deck, lounge chairs, and umbrellas.

Location: Wilderness
Review: Ted was the best! Amazing service and beautiful place to stay!, by Milanka, February 1, 2026, rated 10/10 Excellent

Dolphin Dunes Guest House

A patio with two wooden chairs and a small table, overlooking a coastal view with the ocean and hills in the background.

Location: Wilderness Beach
Review: nice placement,our family has two spacious room ,with a nice shower, good hall, a tv with multiple channels. then you can see properly dolphins from the back jumping around and a terrific view of beach and the sea. lately bur not less a wonderfull breakfast with everything you can imagine, by Anonymous traveler, October 1, 2013, rated 10/10 Excellent

Beach Villa Wilderness

A balcony with a view of the ocean, a sofa, a table, and an umbrella.

Location: Wilderness Beach
Review: I think this was the most beautiful place I have ever seen. The decor is fabulous and the hosts Deon and Leanne were so lovely, they welcomed us with a wonderful tour and nice glass of wine. It felt like going to your dear friend’s fabulous home for a visit. The accommodations were superb. They have thought of everything you might need or want. And beautiful!!! I wish we had stayed there more than 1 night. On the ocean with a lovely view and so luxurious. Wilderness is a beautiful area. I hope..., by Pamela, July 24, 2026, rated 10/10 Excellent

Find out more about Herold

Everything you need to know about Herold vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Herold vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Herold vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Herold vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Herold. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Herold in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $78 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Herold rentals

At Expedia, we put the best Herold vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Herold rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Herold vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Herold. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

Are there vacation rentals in Herold?

Yes, you can find vacation rentals close to the most popular local attractions in Herold, or you can select a secluded option if you'd like a relaxing place to stay.

What are some of the best vacation home rentals that Herold has to offer?

Luxury house in Herolds Bay. Stunning ocean views. Hiking, cycling and golf.: Visitors like this Herold vacation home rental. It is located by the ocean and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a garden.

What’s there to see and do in Herold?

Explore the area and family-friendly sights such as Redberry Farm, or get out into nature at a spot like Victoria Bay Beach. In the larger area, you’ll find Herold Wines and Fancourt Golf Estate.

What’s a vacation rental in Herold like?

Vacation rentals are private properties you can book for a couple of days or more in Herold. Vacation rentals offer extras such as patios, hot tubs, and fire pits to help you enjoy your stay. If you're concerned about a clean environment, vacation rentals can provide a sense of security away from shared hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental a great option for family gatherings.