Family-Friendly Vacation Rentals in Whalehaven Winery, Hermanus: Compare 10+ Sites & Save

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  3.  South Africa

  4.  Western Cape

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  6.  Whalehaven Winery

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467 Best Family Vacation Rentals in Whalehaven Winery (Starting from $41)

Two Horizons Apartment 6
Two Horizons Apartment 6
Apartment
Hermanus, South Africa
0.1k from Whalehaven Winery center

Apartments, Cheap, Accommodations, Parking, Lodgings, Places to stay, Family

1 Bedroom2 Guests
9.0

Fabulous

3 reviews

$67
Average price / night
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Kennedy's Beach Villa
Kennedy's Beach Villa
Villa
5 Disa Street, Hermanus, 7201, South Africa
2.2k from Whalehaven Winery center

AC, Barbecue, Free Parking, Heater, Housekeeping, Internet, Laundry, Microwave, No Smoking

1 Bedroom3 Guests
9.0

Fabulous

18 reviews

$307
Average price / night
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Heaven & Earth Apartment 8
Heaven & Earth Apartment 8
Apartment
Hermanus, South Africa
0.1k from Whalehaven Winery center

Apartments, Cheap, Accommodations, Parking, Lodgings, Places to stay, Family, Self-catering

1 Bedroom2 Guests
10.0

Exceptional

1 reviews

$70
Average price / night
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Zo'luha - Spacious family home | Mountain View
Zo'luha - Spacious family home | Mountain View
House
Hermanus, 7200, South Africa
2.5k from Whalehaven Winery center

Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

4 Bedrooms8 Guests
New to Booking
$263
Average price / night
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Valley's Embrace Apartment 7
Valley's Embrace Apartment 7
Apartment
Hermanus, South Africa
0.1k from Whalehaven Winery center

Apartments, Cheap, Accommodations, Parking, Lodgings, Places to stay, Family, Self-catering

1 Bedroom2 Guests
9.7

Exceptional

6 reviews

$68
Average price / night
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First Group Hermanus Beach Club
First Group Hermanus Beach Club
Apartment
Hermanus, Hermanus, 7200, South Africa
3.2k from Whalehaven Winery center

Arcade, Fitness Equipment, Heater, Housekeeping, Internet, Kids Pool, Kitchen, Microwave, Patio

2 Bedrooms4 Guests
New to Booking
$153
Average price / night
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Aurora Valley Escape Apartment 9
Aurora Valley Escape Apartment 9
Apartment
Hermanus, South Africa
0.1k from Whalehaven Winery center

Apartments, Cheap, Accommodations, Parking, Lodgings, Places to stay, Family

2 Bedrooms4 Guests
9.0

Fabulous

3 reviews

$75
Average price / night
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Whale Rock Luxury Lodge
Whale Rock Luxury Lodge
House
26 Springfield Ave, Hermanus, 7200, South Africa
3.2k from Whalehaven Winery center

Bar, Barbecue, Breakfast Included, Free Parking, Housekeeping, Internet, Laundry, Outdoor Space, Pool

9.4

Superb

114 reviews

$145
Average price / night
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Daisy Cottage
Daisy Cottage
Apartment
Hermanus, South Africa
0.1k from Whalehaven Winery center

Apartments, Cheap, Accommodations, Parking, Cottages, Lodgings, Vacation rentals, Places to stay, Family

1 Bedroom2 Guests
9.1

Superb

29 reviews

$77
Average price / night
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Luxury Ocean front Villa, 2-6 Bedrooms, Hermanus Cliffpath
Luxury Ocean front Villa, 2-6 Bedrooms, Hermanus Cliffpath
Villa
Hermanus, 7200, South Africa
3.5k from Whalehaven Winery center

Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

6 Bedrooms12 Guests
9.8

Exceptional

27 reviews

$378
Average price / night
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Hornbill House Self Catering Accommodation
Hornbill House Self Catering Accommodation
Apartment
Whalehaven Winery, Hermanus, Western Cape (province), South Africa
0.1k from Whalehaven Winery center

Apartments, Accommodations, Parking, Boutique, Lodgings, Vacation rentals, Places to stay, Family, Self-catering

7 Bedrooms21 Guests
9.1

Superb

102 reviews

$79
Average price / night
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Hoy House - Tranquil Luxury at This Coastal Retreat
Hoy House - Tranquil Luxury at This Coastal Retreat
House
Hermanus, 7200, South Africa
3.7k from Whalehaven Winery center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Internet, Kitchen, Laundry

5 Bedrooms8 Guests
New to Booking
$1341
Average price / night
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Hemel en Aarde Village Accommodation
Hemel en Aarde Village Accommodation
House
Hermanus, South Africa
0.2k from Whalehaven Winery center

B&bs, Accommodations, Parking, Guest houses, Homestays, Lodgings, Vacation rentals, Places to stay, Family

6 Bedrooms16 Guests
8.8

Fabulous

189 reviews

$47
Average price / night
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Coastal Mellows | A piece of Italy | Near town centre
Coastal Mellows | A piece of Italy | Near town centre
Villa
Hermanus, 7200, South Africa
4.1k from Whalehaven Winery center

AC, Balcony, Barbecue, Crib, Dryer, Extra Bed, Fireplace, Free Parking, Heater

6 Bedrooms10 Guests
New to Booking
$1614
Average price / night
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Out of Africa in Sandbaai, Hermanus
Out of Africa in Sandbaai, Hermanus
House
Hermanus, South Africa
0.9k from Whalehaven Winery center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay

3 Bedrooms6 Guests
8.0

Good

1 reviews

$147
Average price / night
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Awesome Luxury  Self Catering ,Child friendly Home ,Superb outdoor living areas.
Awesome Luxury Self Catering ,Child friendly Home ,Superb outdoor living areas.
Villa
Hermanus, 7200, South Africa
4.2k from Whalehaven Winery center

AC, Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet

5 Bedrooms12 Guests
10.0

Exceptional

5 reviews

$730
Average price / night
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Hermanus Holiday Home
Hermanus Holiday Home
House
Hermanus, South Africa
0.9k from Whalehaven Winery center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay

3 Bedrooms8 Guests
New to Booking
$147
Average price / night
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Heaven's Gate - Pool | Jacuzzi | Lush garden
Heaven's Gate - Pool | Jacuzzi | Lush garden
House
Vermont, 7201, South Africa
4.6k from Whalehaven Winery center

Balcony, Barbecue, Dryer, Fireplace, Free Parking, Internet, Kitchen, Laundry, Living Area

4 Bedrooms9 Guests
New to Booking
$277
Average price / night
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Rosa Villa
Rosa Villa
House
Hermanus, South Africa
1.0k from Whalehaven Winery center

B&bs, Cheap, Accommodations, Parking, Guest houses, Homestays, Lodgings, Places to stay, Family

1 Bedroom2 Guests
8.6

Fabulous

14 reviews

$41
Average price / night
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Superb villa with private heated pool, 27-hole golf course nearby.
Superb villa with private heated pool, 27-hole golf course nearby.
Villa
Hermanus, 7200, South Africa
4.6k from Whalehaven Winery center

AC, Arcade, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Internet, Kitchen

5 Bedrooms8 Guests
9.2

Superb

5 reviews

$512
Average price / night
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Hemingway House
Hemingway House
House
Hermanus, 7200, South Africa
5.4k from Whalehaven Winery center

Arcade, Balcony, Barbecue, Dryer, Fireplace, Heater, Hot Tub, Internet, Kitchen

6 Bedrooms16 Guests
New to Booking
$694
Average price / night
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Inviting holiday home near the beach - Voelklip
Inviting holiday home near the beach - Voelklip
House
Hermanus, 7200, South Africa
6.9k from Whalehaven Winery center

Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
9.6

Exceptional

4 reviews

$157
Average price / night
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Voëlvry | Tranquil Mountain Escape | Ocean View
Voëlvry | Tranquil Mountain Escape | Ocean View
House
Hermanus, 7200, South Africa
7.3k from Whalehaven Winery center

Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms8 Guests
New to Booking
$269
Average price / night
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144 on 10th | Spacious Coastal Retreat | Ocean & Mountain Views
144 on 10th | Spacious Coastal Retreat | Ocean & Mountain Views
House
Hermanus, 7200, South Africa
7.6k from Whalehaven Winery center

Balcony, Barbecue, Fireplace, Internet, Kitchen, Microwave, No Smoking, Outdoor Space, TV

3 Bedrooms6 Guests
New to Booking
$207
Average price / night
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Poplar House | Comfort and style | Pool
Poplar House | Comfort and style | Pool
House
Hermanus, 7200, South Africa
7.7k from Whalehaven Winery center

Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Microwave

5 Bedrooms12 Guests
New to Booking
$349
Average price / night
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High Season Farm
High Season Farm
Cottage
Hemel and Aarde Valley Road, Hermanus, 7200, South Africa
8.0k from Whalehaven Winery center

Barbecue, Business Services, Crib, Free Parking, Heater, Housekeeping, Internet, Kitchen, Laundry

1 Bedroom4 Guests
9.6

Exceptional

9 reviews

$190
Average price / night
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Villa Armonia | Grotto beach | Large sun deck with pool
Villa Armonia | Grotto beach | Large sun deck with pool
Apartment
Hermanus, 7200, South Africa
8.9k from Whalehaven Winery center

Balcony, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave

4 Bedrooms8 Guests
8.0

Good

1 reviews

$329
Average price / night
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Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Family Vacation Rentals in Whalehaven Winery.

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Frequently Asked Questions

You can explore 467 verified family-friendly vacation rentals in Whalehaven Winery. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Whalehaven Winery vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $41 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Whalehaven Winery offer baby-friendly items such as high chairs, cribs, or pack-and-play options. Availability can vary, so it’s helpful to check the listing details before booking.

Yes, some rentals in Whalehaven Winery are well suited for multi-generational stays, offering multiple bedrooms, separate living areas, and enough space for larger groups to stay comfortably together.

For busy travel periods such as school holidays or summer breaks, booking 90 to 120 days in advance is recommended to secure the best options. Availability may be more flexible during quieter times of the year.

Family-friendly rentals in Whalehaven Winery often include amenities such as Child Friendly, Internet, and Balcony/Terrace. These features help make stays more convenient and enjoyable for both adults and children.

You can use search filters to find rentals that offer features like game rooms, playgrounds, or entertainment areas. Checking property descriptions can also help you identify homes that are well suited for families with children.