Vacation Rentals in Herolds Bay

155 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • stayz
  • expedia
  • hotelscom
  • tripadvisor
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelopia
Herolds Bay holiday rentals
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

155 Holiday rentals and Airbnb in Herolds Bay

The Best Family-Focused Holiday Rentals in Herolds Bay, South Africa

Browse family holiday rentals in Herolds Bay, South Africa with space for everyone to relax.

Grace At Herolds Bay - Herolds Bay
8.0 1 review

Grace At Herolds Bay

apartment, Herolds Bay
This apartment in Herolds Bay is conveniently located 2240 metres from Herolds Bay Beach and 17.7 kilometres from George Airport, offering a private check-in and check-out service.
This family-friendly holiday home accommodates up to seven guests with one bedroom and two bathrooms, featuring a fully equipped kitchen, complimentary WiFi, and an on-site garden with an outdoor seating area and children's playground, with windsurfing opportunities nearby.
Agape Holiday House - Herolds Bay
9.3 19 reviews

Agape Holiday House

house, Herolds Bay
Agape holiday house is situated in Herolds Bay, a 16-minute walk from Herolds Bay Beach and 18 kilometres from the Outeniqua Pass.
This family-friendly house offers a private entrance, a terrace with garden views, a fully equipped kitchen, a children’s playground, and an on-site restaurant.
Apartment Ozone - Herolds Bay
9.5 58 reviews

Apartment Ozone

apartment, Herolds Bay
This Herolds Bay apartment is situated just 3 kilometres from the beach, offering direct access to the beautiful coastline and proximity to the Outeniqua Pass and George Golf Club, both within a 20 kilometre radius. Guests consistently rate the property excellent for location, cleanliness, and overall experience.
The property offers a spacious 120 square metre layout, comfortably accommodating up to four guests in a single bedroom and bathroom. Amenities include a fully equipped kitchen, a private terrace, a garden, a swimming pool, and parking, providing everything you need for a relaxing and enjoyable stay.
Makisaki Beach House - Herolds Bay
9.4 38 reviews

Makisaki Beach House

house, Herolds Bay
The MakiSaki Beach House is a recently renovated holiday home located in Herolds Bay, just a short walk from the beach and 19 kilometres from the scenic Outeniqua Pass. The property has received very good user ratings and excellent location and cleanliness ratings.
This 250 square metre house has three bedrooms, two bathrooms, and can comfortably accommodate up to 13 guests. It offers a range of amenities including a swimming pool, terrace, garden, private parking, and a fully equipped kitchen with a dishwasher, oven, and microwave.

Holiday Rentals with a Pool in Herolds Bay, South Africa

Spend your days alternating between the sun loungers and the water at holiday rentals with a pool in Herolds Bay, South Africa.

Golf Estate Simplicity - Herolds Bay
9.6 27 reviews

Golf Estate Simplicity

apartment
This three-bedroom, two-bathroom apartment in Oubaai Golf Estate is situated a 6.4km drive from George Airport, near the Oubaai Hotel and a 3.2km drive from Heroldsbay Beach.
The self-catering property sleeps six guests and boasts a fully equipped kitchen (including dishwasher), private garden, access to a swimming pool and fitness centre, plus on-site parking and proximity to walking trails, a children’s play park, and whale-watching decks.
28 On Symonds Luxstudio 1 - Herolds Bay
9.6 74 reviews

28 On Symonds Luxstudio 1

apartment, George
This apartment is located in the Symonds district of George, just 600 metres from the George Museum and 1.8 km from the Outeniqua Transport Museum, making it a convenient base for exploring the town's attractions. It has consistently received excellent ratings for cleanliness, location and user experience.
The self-catering property is 65 square metres in size and comfortably accommodates up to 3 guests. It features a range of amenities, including a private entrance, a spacious layout, a terrace, a garden, a swimming pool, a barbecue area, a fireplace, and a fully equipped kitchen.
Protea Cottage - Herolds Bay
9.2 90 reviews

Protea Cottage

apartment, George
Protea Cottage is situated in George, just a short distance from the Outeniqua Pass and George Golf Club, and around 10 kilometres from the airport. This self-catering apartment has consistently received excellent ratings for its location, cleanliness, and overall experience.
The one-bedroom apartment offers 35 square metres of space and comfortably accommodates two guests. Enjoy a refreshing dip in the private pool, relax in the garden, or prepare meals in the fully equipped kitchenette.
York Escape - Townhouse 26 - Herolds Bay
9.4 17 reviews

York Escape - Townhouse 26

apartment, George
York Escape - Townhouse 26 is a 2-bedroom townhouse situated in George, offering convenient access to local attractions and George's natural beauty.
This 100 square meter property includes a kitchen with a fridge, microwave oven, and dishwasher, a private patio with garden access, a swimming pool, free WiFi, and parking, accommodating up to 7 guests.

Frequently asked questions about holiday rentals in Herolds Bay

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

    Most vacation rentals in Herolds Bay will have basic amenities like a kitchen, bathroom, and bedrooms. Many also have a braai area (barbecue) and a swimming pool. Some might even have ocean views. You can find a variety of options depending on your budget and preferences.
  • What are the best Airbnb and holiday rentals in Herolds Bay?

    Herold's Bay House - Garden Route, Dolphin View and Family Home In The Heart Of Herolds Bay are among the best Airbnb and holiday rentals in Herolds Bay.

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

    Herolds Bay is a great place to visit year-round, but the best time is during the summer months (December to February) when the weather is warm and sunny. The shoulder seasons (March-May and September-November) are also good options, as you'll find fewer crowds and more affordable prices.
  • What are the most popular Airbnbs in Herolds Bay?

    Among the Airbnbs in Herolds Bay, Herold's Bay House - Garden Route, Family Home In The Heart Of Herolds Bay and Beach Apartment On Top are the most popular ones.

  • What are the local dishes in Herolds Bay region?

    You must try the seafood, especially the fresh oysters. The area is also known for its delicious lamb dishes, and you can find plenty of traditional South African cuisine like boerewors and biltong. And of course, no trip to the Garden Route is complete without trying some local wine.
  • What are the best holiday rentals with a pool in Herolds Bay?

  • 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, Family Home In The Heart Of Herolds Bay and High C Flat.

  • What are the best rentals or Airbnbs with a jacuzzi in Herolds Bay?

    Grace At C and Nearby Herolds Bay Self-catering Guest House are the best holiday rentals or Airbnb with a jacuzzi in Herolds Bay.

Popular destinations

Holiday Rentals with a Balcony in Herolds Bay, South Africa

Wake up to the soothing sight of the blue horizon right from your private rental balcony in Herolds Bay, South Africa.

Eike Cottage - Herolds Bay
8.8 91 reviews

Eike Cottage

apartment, George
Eike Cottage is a short walk from the George Golf Club and Cape Palette Art & Picture Framing, offering easy access to local attractions and a peaceful setting. This apartment consistently receives excellent ratings for its location, cleanliness, and overall guest experience.
The one-bedroom apartment spans 35 square metres and comfortably accommodates up to two guests. The property features a private garden, a fully equipped kitchen, free Wi-Fi, and private parking, ensuring a relaxing and convenient stay.
Apartment Sapphire - Herolds Bay
9.2 10 reviews

Apartment Sapphire

apartment, Herolds Bay
Apartment Sapphire in Herolds Bay is a 1.3 kilometre walk to Herolds Bay Beach, 17.7 kilometres from George Golf Club and 38.6 kilometres from Botlierskop Private Game Reserve, with George Airport and Outeniqua Pass also 17.7 kilometres away.
This 70 square metre, family-friendly flat offers two bedrooms, one bathroom, free WiFi, a kitchen with a fridge and microwave, a balcony with sea views, an outdoor dining area with barbecue facilities, and free private parking for up to seven guests.
Earls Court Corner - Herolds Bay
No reviews

Earls Court Corner

apartment, George
This Earls Court Corner flat in George is located within Kingswood Golf Estate, a 3-minute walk from the golf course, 2.7 kilometres from George Golf Club, 5.9 kilometres from Outeniqua Pass, and 8.9 kilometres from George Airport.
This 120 square metre apartment offers accommodation for up to three guests, featuring one bedroom, one bathroom, a fully equipped kitchen with an oven and microwave, air conditioning, free WiFi, a private balcony with garden views, and is a short walk from George Museum and Cape Palette Art & Picture Framing.
Makarios On Sea - Herolds Bay
9.5 39 reviews

Makarios On Sea

studio, Herolds Bay
Makarios on Sea is a beachfront flat in Herolds Bay, situated a short walk from the beach, 19 kilometres from the Outeniqua Pass, and 21 kilometres from George Golf Club.
This family-friendly self-catering apartment offers a private patio, free Wi-Fi, a well-equipped kitchen including a dishwasher, and outdoor play equipment, with George Airport being 19 kilometres away.

Best Herolds Bay holiday rentals with parking

Bo Kant - Hooggety - Herolds Bay
9.1 6 reviews

Bo Kant - Hooggety

apartment, George
Bo Kant - Hooggety, situated in George, offers a self-catering apartment a short 1.4km walk from Herolds Bay Beach and within a 19km radius of George Golf Club and George Airport.
This 77 square metre flat boasts two bedrooms, three bathrooms, sleeps eleven guests and includes a fully equipped kitchen, private parking, Wi-Fi, and a terrace with sea and garden views.
Booked In Time At Earls Court Corner Unit 1 - Herolds Bay
9.5 2 reviews

Booked In Time At Earls Court Corner Unit 1

apartment, George
This George apartment is situated 2.3 kilometres from George Golf Club, offering mountain views and easy access to local attractions such as Outeniqua Pass (5.8 kilometres) and the National Park Lakes Area (33 kilometres).
This family-friendly residence provides 60 square meters of living space with two bedrooms, one bathroom, and a capacity for five guests, featuring complimentary Wi-Fi, a kitchen, a terrace, garden, and on-site parking.
Makarios On Sea - Herolds Bay
9.4 11 reviews

Makarios On Sea

apartment, Herolds Bay
This beachfront Herolds Bay apartment is situated adjacent to a golf course and within 3km of Oubaai Golf Estate, Diaz Beach, and Freesia Spa, with The Links and Kingswood Golf Estates within a 20km radius.
The self-catering flat offers free Wi-Fi, parking, a fully equipped kitchen including a dishwasher, and a terrace; on-site amenities include laundry facilities and barbecue grills.
Beaumont House - Herolds Bay
10 1 review

Beaumont House

house, George
Beaumont House is located in George, 4.8 kilometres from George Golf Club and 6.9 kilometres from George Airport, with Outeniqua Pass 8.4 kilometres away.
This spacious 370 square metre, 4-bedroom villa offers accommodation for 15 guests and features a fully equipped kitchen with a dishwasher, air conditioning, a terrace with mountain views, an outdoor barbecue, and complimentary WiFi.

Discover Luxury Holiday Rentals in Herolds Bay, South Africa

Bask in absolute tropical privacy with upscale coastal design at luxury holiday rentals in Herolds Bay, South Africa.

Sixtyoneat1- George Central - Herolds Bay
9.4 15 reviews

Sixtyoneat1- George Central

house, George

Downtown Holiday Rentals in Herolds Bay, South Africa

Stay steps away from local fish markets, surf shops, and seashore bars at holiday rentals in the heart of Herolds Bay, South Africa.

Huis Marais - Herolds Bay
9.3 34 reviews

Huis Marais

apartment, Herolds Bay
Coastal Home W Views: Ideal For Families & Couples - Herolds Bay
9.7 27 reviews

Coastal Home W Views: Ideal For Families & Couples

apartment
Stay At The Herold 706 - Herolds Bay
9.1 19 reviews

Stay At The Herold 706

apartment, Herolds Bay
Stay At The Herold 605 - Herolds Bay
8.5 4 reviews

Stay At The Herold 605

apartment, Herolds Bay

Seashore Holiday Rentals in Herolds Bay, South Africa

Walk directly out of your living room straight onto the soft sand at seashore holiday rentals in Herolds Bay, South Africa.

Glentana Beach House - Herolds Bay
No reviews

Glentana Beach House

house
6 𝓞𝓷 𝓣𝓱𝓮 𝓑𝓮𝓪𝓬𝓱 Top - Herolds Bay
9.7 51 reviews

6 𝓞𝓷 𝓣𝓱𝓮 𝓑𝓮𝓪𝓬𝓱 Top

apartment
Arbeidsgenot, Unit 2 - Herolds Bay
9.2 39 reviews

Arbeidsgenot, Unit 2

apartment, Herolds Bay
Djinn Palace - Herolds Bay
No reviews

Djinn Palace

house

Holiday Rentals with a Hot Tub in Herolds Bay, South Africa

Soak under a canopy of stars just steps from the ocean waves at holiday rentals with a hot tub in Herolds Bay, South Africa.

Palms Manor On Kingswood Golf Estate - Herolds Bay
8.8 34 reviews

Palms Manor On Kingswood Golf Estate

house, George
Nearby Herolds Bay Self-catering Guest House - Herolds Bay
10 2 reviews

Nearby Herolds Bay Self-catering Guest House

house, Herolds Bay
©2026 cozycozy.com