Compare best Airbnb in Herolds Bay from 100+ providers!

104 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • sonder
  • priceline
  • tripadvisor
  • tripcom
  • homestay
  • hotelscom
  • orbitz
  • vacasa
Herolds Bay vacation rentals
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

Best Vacation rentals and Airbnb offers in Herolds Bay

Best Herolds Bay vacation rentals with a balcony

Group House 2 - 1 On York - Herolds Bay
9.1 25 reviews
Herolds Bay
08/24 – 09/04
$174/nighttotal: $1914 (11 )

Group House 2 - 1 On York

3 2
apartment , George
Group House 2 - 1 On York, a three-bedroom rental in George, South Africa, is conveniently located 2.5 miles from the George Golf Club and 5.3 miles from the Outeniqua Pass.
This 1390-square-foot residence boasts a spacious layout sleeping up to 11 guests, featuring a fully equipped kitchen, two bathrooms, a private patio, garden, free parking, and free Wi-Fi.
The Owls Inn Country Villa's - Herolds Bay
8.9 227 reviews
Herolds Bay
08/24 – 09/04
$89/nighttotal: $979 (11 )

The Owls Inn Country Villa's

2 2
house , George
The Owls Inn Country Villa is located in George, just a short drive from the Outeniqua Pass and George Golf Club, offering a peaceful and tranquil setting for your stay. This villa consistently receives excellent ratings for cleanliness and user experience, ensuring a comfortable and enjoyable stay.
This charming country villa features a fully equipped kitchen, allowing you to prepare your own meals. Enjoy a range of amenities, including a Jacuzzi, terrace, garden, and spa, perfect for relaxation and recreation.
Blue Whale Resort - Herolds Bay
8.9 263 reviews
Herolds Bay
08/24 – 09/04
$114/nighttotal: $1254 (11 )

Blue Whale Resort

2 2
resort , George
The Blue Whale Resort is located in Klein Brak River, just 28 kilometers from the city center, offering a peaceful escape from the city bustle. It consistently receives high ratings for its excellent location, cleanliness, and overall guest experience.
This 2-bedroom, 1-bathroom vacation rental spans 1290 square feet, providing ample space for a comfortable stay. Guests can enjoy amenities such as free parking, a barbecue area, Wi-Fi access, ironing facilities, and a safe-deposit box, ensuring a relaxing and convenient experience.
Vistas Al Mar - Herolds Bay
8.8 5 reviews
Herolds Bay
08/24 – 09/04
$62/nighttotal: $682 (11 )

Vistas Al Mar

2 2
apartment , Great Brak River
Vistas al Mar, a recently renovated apartment in Great Brak River, offers stunning sea views and convenient access to local amenities.
This 1,080-square-foot unit features two bedrooms, a dining area, a fully equipped kitchen with a fridge and microwave, one bathroom, a private balcony, free Wi-Fi, and free parking for up to four guests.

Guest-Favorite Family Vacation Rentals in Herolds Bay

These family-friendly vacation rentals in Herolds Bay offer spacious layouts and easy access to local beaches.

The Frangipani Self-catering Accommodation - Herolds Bay
9.6 214 reviews
Herolds Bay
08/24 – 09/04
$51/nighttotal: $561 (11 )

The Frangipani Self-catering Accommodation

2 2
apartment , George
The Frangipani Self-catering Accommodation is located in George, a short distance from the Outeniqua Transport Museum and within a 5-mile radius of the George Golf Club and the Outeniqua Pass. This apartment has excellent user, location, and cleanliness ratings.
The 970 square foot apartment has two bedrooms and one bathroom. It offers amenities like a fully equipped kitchen, free Wi-Fi, a garden, and free parking, along with a paid airport shuttle service.
No.8 On Wright Street - Herolds Bay
9.6 821 reviews
Herolds Bay
08/24 – 09/04
$61/nighttotal: $671 (11 )

No.8 On Wright Street

1 2
apartment , George
This George apartment is located just 4.6 miles from the Outeniqua Pass and 19 miles from Lakes Area National Park, offering a peaceful escape surrounded by nature. It has consistently received excellent ratings for its cleanliness, location, and overall experience.
The apartment features a private patio with garden views, a fully equipped kitchen, and a private bathroom with a walk-in shower. Guests can enjoy amenities like free Wi-Fi, private parking, a barbecue, and access to nearby hiking trails.
Apartment Sapphire - Herolds Bay
9.3 9 reviews
Herolds Bay
08/24 – 09/04
$124/nighttotal: $1364 (11 )

Apartment Sapphire

2 2
apartment , Herolds Bay
Apartment Sapphire in Herolds Bay offers a 750 square foot, 2-bedroom vacation rental for up to 7 guests, located a 16-minute walk from Herolds Bay Beach and 11 miles from Outeniqua Pass and George Airport.
This family-friendly condo includes a kitchen with a fridge and microwave, a terrace with sea views, a garden, barbecue facilities, free private parking, and free WiFi, with attractions like George Golf Club (12 miles) and Botlierskop Private Game Reserve (24 miles) within driving distance.
Golfers View @ Kingswood Golf Estate - Herolds Bay
9.3 185 reviews
Herolds Bay
08/24 – 09/04
$79/nighttotal: $869 (11 )

Golfers View @ Kingswood Golf Estate

2 2
apartment , George
This apartment is situated within the Kingswood Golf Estate, just a short drive from the George Golf Club and the scenic Outeniqua Pass. The apartment has received excellent ratings for its location, cleanliness, and overall experience, making it a popular choice for travelers.
The two-bedroom apartment offers 750 square feet of comfortable living space, comfortably accommodating up to four guests. The apartment features a fully equipped kitchen, a terrace with mountain views, a garden, a tennis court, and access to a car rental service and airport shuttle.

Frequently Asked Questions about vacation rentals in Herolds Bay

  • What sports or outdoor activites can visitors enjoy in and around Herolds Bay?

    Herolds Bay is a great place to enjoy watersports. You can go swimming, surfing, kayaking, or stand-up paddleboarding in the bay. If you're looking for something a bit more adventurous, you can try bungee jumping or skydiving at the nearby Bloukrans Bridge. There's also a lot of hiking and mountain biking in the area.
  • What are the best Airbnb and vacation rentals in Herolds Bay?

    Herold's Bay House - Garden Route, Dolphin View and Perlemoen Retreat are the most popular Airbnb and vacation rentals in Herolds Bay among travelers.

  • What other towns or cities can be easily accessed from Herolds Bay?

    Herolds Bay is located near several other towns and cities. George is the closest, and it's only a 15-minute drive away. You can also easily get to Knysna, which is about an hour's drive away. If you want to go further afield, you can visit Oudtshoorn, which is about a two-hour drive.
  • What are the most popular Airbnbs in Herolds Bay?

    Among the Airbnbs in Herolds Bay, Herold's Bay House - Garden Route, Perlemoen Retreat and Beach Apartment On Top are the most popular ones.

  • What amenities are commonly available in vacation rentals in Herolds Bay?

    Most vacation rentals in Herolds Bay have basic amenities like a kitchen, bathroom, and bedrooms. Many also have a swimming pool, a braai (barbecue) area, and a patio. Some rentals even have ocean views.
  • What are the best vacation rentals with a pool in Herolds Bay?

  • What time of year is best to rent a vacation rental Herolds Bay?

    The best time to visit Herolds Bay is during the summer months, from December to February. The weather is warm and sunny, and there's plenty of sunshine. It's also a good time to enjoy the beach and the water.
  • What are the best rentals for families and kids in Herolds Bay?

    The best rentals for families and kids in Herolds Bay are Dolphin View, Perlemoen Retreat and High C Flat.

  • What are the local dishes in Herolds Bay region?

    The local cuisine in the Herolds Bay area is a mix of South African and European influences. You can find fresh seafood dishes, like grilled snoek or grilled calamari. There are also a lot of traditional South African dishes, like bobotie or bunny chow. And, of course, you can't forget the braai, which is a South African barbecue.
  • What are the best rentals or Airbnbs with a jacuzzi in Herolds Bay?

    The best vacation rental or Airbnb with a jacuzzi in Herolds Bay is Nearby Herolds Bay Self-catering Guest House.

Destinations nearby

Best Herolds Bay vacation rentals with parking

Oppiesee Selfcatering Apartments - Herolds Bay
9.5 116 reviews
Herolds Bay
08/24 – 09/04
$147/nighttotal: $1617 (11 )

Oppiesee Selfcatering Apartments

1 2
apartment , Herolds Bay
Oppiesee Selfcatering Apartments are located in Heroldsbaai, just a short walk from the beach and a convenient drive from Mossel Bay and Wilderness. These apartments consistently receive excellent ratings for location, cleanliness, and overall user experience.
The apartments come in a variety of sizes, ranging from one to five bedrooms, making them ideal for families or groups of friends. Guests can enjoy access to a swimming pool, terrace, garden, restaurant, bar, and free parking, along with amenities like a fully equipped kitchen, a BBQ area, and free Wi-Fi.
Suite Serenity - Herolds Bay
9.7 12 reviews
Herolds Bay
08/24 – 09/04
$47/nighttotal: $517 (11 )

Suite Serenity

1 2
apartment , George
Suite Serenity, a 390 sq ft apartment in George, is located 2.1 miles from George Golf Club and 6.2 miles from George Airport, offering a tranquil garden setting with convenient access to the Outeniqua Pass and proximity to Lakes Area National Park and Botlierskop Private Game Reserve. This one-bedroom, one-bathroom unit accommodates up to four guests and features a fully equipped kitchen, private patio, terrace, outdoor dining area, complimentary private parking, and free WiFi for a comfortable stay.
York Escape - Townhouse 26 - Herolds Bay
9.9 8 reviews
Herolds Bay
08/24 – 09/04
$118/nighttotal: $1298 (11 )

York Escape - Townhouse 26

2 2
apartment , George
This townhouse is located in George, offering convenient access to local attractions.
This 1080 sq ft residence features 2 bedrooms, 2 bathrooms, and accommodates up to 7 guests, with amenities including a kitchen with a fridge, microwave, and dishwasher, a swimming pool, terrace, garden, and free private parking.
Topiary Lux Studio 16! - Herolds Bay
8.8 5 reviews
Herolds Bay
08/24 – 09/04
$99/nighttotal: $1089 (11 )

Topiary Lux Studio 16!

1 2
studio , Herolds Bay
This studio apartment in Herolds Bay is located 1.4 miles from Herolds Bay Beach and 11 miles from Outeniqua Pass and George Airport.
This 750 square foot studio accommodates two guests and features air conditioning, free WiFi, a balcony with garden views, and access to on-site spa facilities and an African cuisine restaurant.

Check Out Vacation Rentals with a Pool in Herolds Bay

Choose a vacation rental with a pool in Herolds Bay to perfectly complement your day of adventures.

Menza Self-catering - Herolds Bay
10 1 review
Herolds Bay
08/24 – 09/04
$83/nighttotal: $913 (11 )

Menza Self-catering

1 2
apartment , George
Menza Self-Catering is located in George, 3.2 miles from George Golf Club and 5.4 miles from Outeniqua Pass.
This 760 square foot apartment accommodates two guests and features a kitchen with a fridge and microwave, complimentary WiFi, a swimming pool, parking, an outdoor fireplace, barbecue facilities, and a darts game.
Townhouse 87 - 1 On York - Herolds Bay
8.5 15 reviews
Herolds Bay
08/24 – 09/04
$165/nighttotal: $1815 (11 )

Townhouse 87 - 1 On York

2 2
apartment , George
Townhouse 87, a two-bedroom rental in George, South Africa, is conveniently located 5 miles from George Airport, 3.1 miles from the George Golf Club, and 5.8 miles from the Outeniqua Pass.
This 2-bedroom, 1-bathroom unit sleeps 7, features a private garden, terrace, swimming pool, parking, full kitchen, and outdoor fireplace, offering easy access to local attractions and amenities.
Bergwood Inn - Herolds Bay
8.9 171 reviews
Herolds Bay
08/24 – 09/04
$73/nighttotal: $803 (11 )

Bergwood Inn

1 2
resort , Great Brak River
Bergwood Inn is situated in Great Brak River, a short walk from Outeniqua Beach and a short drive from Glentana Beach.
The one-bedroom inn offers a spacious 320 square foot floor plan with a private balcony featuring sea views, a swimming pool, a Jacuzzi, a sauna, a spa, a restaurant, a bar, and free parking.
303 The Meadows George - Herolds Bay
9.0 39 reviews
Herolds Bay
08/24 – 09/04
$74/nighttotal: $814 (11 )

303 The Meadows George

2 2
apartment , George
This apartment in The Meadows is located within a half-mile of George’s city center and 2.3 miles from the George Golf Club, offering easy access to both urban attractions and outdoor activities. The apartment has consistently received excellent ratings for cleanliness and user experience, ensuring a comfortable and enjoyable stay.
The two-bedroom, two-bathroom apartment provides 540 square feet of living space, comfortably accommodating up to six guests. Amenities include a rooftop pool with mountain views, a well-equipped kitchen, a private balcony, free Wi-Fi, and on-site parking, making this an ideal choice for families or groups of friends.

Top-Rated Oceanfront Vacation Rentals in Herolds Bay

These seaside vacation rentals in Herolds Bay provide an excellent base for exploring the coast. Browse top local properties and plan your beach-town trip.

Beach Front Flat - Herolds Bay
9.5 46 reviews
Herolds Bay
08/24 – 09/04
$57/nighttotal: $627 (11 )

Beach Front Flat

1 2
apartment , Afrique du Sud
Louwtel Annex - Herolds Bay
9.3 3 reviews
Herolds Bay
08/24 – 09/04
$305/nighttotal: $3355 (11 )

Louwtel Annex

5 2
house , Glentana
Makisaki Beach House - Herolds Bay
9.4 36 reviews
Herolds Bay
08/24 – 09/04
$230/nighttotal: $2530 (11 )

Makisaki Beach House

3 2
house , Herolds Bay
Ocean At Doors Step - Herolds Bay
9.6 9 reviews
Herolds Bay
08/24 – 09/04
$201/nighttotal: $2211 (11 )

Ocean At Doors Step

3 2
apartment , Great Brak River

Discover 5-Star Vacation Rentals in Herolds Bay

Refined interiors and prime locations make these luxury waterfront vacation rentals in Herolds Bay the ideal choice for your stay.

Stay At The Herold 706 - Herolds Bay
9.0 17 reviews
Herolds Bay
08/24 – 09/04
$120/nighttotal: $1320 (11 )

Stay At The Herold 706

2 2
apartment , Herolds Bay

Best Vacation Rentals with a Steam Room in Herolds Bay

Relax in style with an on-site sauna at these premium Herolds Bay vacation rentals near the water.

Oppi Plaas See Uitsig Seemeeu - Herolds Bay
8.0 32 reviews
Herolds Bay
08/24 – 09/04
$67/nighttotal: $737 (11 )

Oppi Plaas See Uitsig Seemeeu

3 2
house , Great Brak River
©2026 cozycozy.com