Family-Friendly Vacation Rentals in Helderberg, Western Cape (province): Compare 10+ Sites & Save

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274 Best Family Vacation Rentals in Helderberg (Starting from $64)

Erinvale Luxury Villa
Erinvale Luxury Villa
Villa
Cape Town, South Africa
2.7k from Helderberg center

Luxury, Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings

7 Bedrooms14 Guests
9.6

Exceptional

5 reviews

$855
Average price / night
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De Molen Guest House
De Molen Guest House
House
62 Silverboomkloof Road, Cape Town, 7130, South Africa
3.2k from Helderberg center

AC, Balcony, Bar, Barbecue, Breakfast Available, Business Services, Free Parking, Housekeeping, Internet

9.0

Fabulous

29 reviews

$64
Average price / night
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Spanish Farm Boutique Hotel & Villas
Spanish Farm Boutique Hotel & Villas
House
Somerset West, South Africa
3.0k from Helderberg center

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

9 Bedrooms20 Guests
9.2

Superb

207 reviews

$478
Average price / night
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Luxurious apartment for 2 with dreamlike panorama view
Luxurious apartment for 2 with dreamlike panorama view
Apartment
Western Cape, 7130, South Africa
3.2k from Helderberg center

AC, Balcony, Barbecue, Crib, Dryer, Free Parking, Heater, Hot Tub, Internet

1 Bedroom2 Guests
10.0

Exceptional

2 reviews

$196
Average price / night
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Silver Forest Boutique Hotel and Spa
Silver Forest Boutique Hotel and Spa
Cabin
Somerset West, South Africa
3.1k from Helderberg center

Luxury, Accommodations, Pools, Lodges, Spa, Cabins, 5-star, Lodgings, Places to stay

10 Bedrooms10 Guests
9.1

Superb

333 reviews

$182
Average price / night
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Villa with sea view, 360 sqm, pool, ideal for wine lovers and golfers in Somerset
Villa with sea view, 360 sqm, pool, ideal for wine lovers and golfers in Somerset
Villa
Somerset West, 7129, South Africa
3.4k from Helderberg center

AC, Balcony, Barbecue, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave

4 Bedrooms7 Guests
10.0

Exceptional

1 reviews

$226
Average price / night
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Villa Sonskyn THE cottage on the False Bay
Villa Sonskyn THE cottage on the False Bay
House
Somerset West (Cape Town), 7130, South Africa
3.7k from Helderberg center

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

5 Bedrooms10 Guests
10.0

Exceptional

3 reviews

$294
Average price / night
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Taaibosch Collection
Taaibosch Collection
Villa
Stellenbosch, South Africa
3.2k from Helderberg center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings

11 Bedrooms22 Guests
9.3

Superb

20 reviews

$413
Average price / night
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Villa Helderberg
Villa Helderberg
House
38 Rupert Ave, Cape Town, 7130, South Africa
4.2k from Helderberg center

Barbecue, Breakfast Available, Business Services, Free Parking, Grocery, Heater, Housekeeping, Internet, Laundry

10.0

Exceptional

1 reviews

$84
Average price / night
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Casa Nubia Villa with Pool
Casa Nubia Villa with Pool
Villa
Somerset West, South Africa
3.3k from Helderberg center

Ocean View, Security/Safety, Oceanfront, View, Pool, Pet Friendly, Barbecue/Outdoor Cooking

1 Bedroom6 Guests
New to Booking
$199
Average price / night
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San Gabriel Homestead
San Gabriel Homestead
Cottage
R44, Stellenbosch, 7600, South Africa
4.4k from Helderberg center

AC, Barbecue, Business Services, Fireplace, Free Parking, Housekeeping, Internet, Kitchen, Laundry

1 Bedroom2 Guests
10.0

Exceptional

2 reviews

$105
Average price / night
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Mountain Cottages at Haskell Vineyard
Mountain Cottages at Haskell Vineyard
House
Stellenbosch, South Africa
3.4k from Helderberg center

Cheap, Accommodations, Farm stays, Parking, Cottages, Lodgings, Vacation rentals, Hot tubs, Places to stay

2 Bedrooms4 Guests
9.8

Exceptional

31 reviews

$92
Average price / night
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Tranquil, fully-equipped and spacious garden flat with access to pool.
Tranquil, fully-equipped and spacious garden flat with access to pool.
Apartment
Cape Town, 7130, South Africa
4.5k from Helderberg center

Barbecue, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking, Outdoor Space

1 Bedroom2 Guests
New to Booking
$92
Average price / night
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Glen Abbey Apartments On The Erinvale Golf And Country Estate
Glen Abbey Apartments On The Erinvale Golf And Country Estate
Apartment
Somerset West, South Africa
3.6k from Helderberg center

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

8 Bedrooms4 Guests
8.8

Fabulous

12 reviews

$126
Average price / night
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Perfect Luxury 5 Double Bedroom Villa in Secure Luxury Bel'Aire Winelands Estate
Perfect Luxury 5 Double Bedroom Villa in Secure Luxury Bel'Aire Winelands Estate
Villa
Somerset West, 1798, South Africa
4.6k from Helderberg center

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

5 Bedrooms10 Guests
10.0

Exceptional

6 reviews

$402
Average price / night
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Farm Keerweer
Farm Keerweer
Apartment
Stellenbosch, South Africa
3.7k from Helderberg center

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

3 Bedrooms6 Guests
9.9

Exceptional

18 reviews

$127
Average price / night
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Webersburg Wine Estate
Webersburg Wine Estate
House
Annandale Road, Stellenbosch, 7600, South Africa
4.8k from Helderberg center

AC, Bar, Barbecue, Business Services, Free Parking, Heater, Housekeeping, Internet, Laundry

9.4

Superb

195 reviews

$294
Average price / night
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Navarre Residence
Navarre Residence
House
Stellenbosch, South Africa
3.7k from Helderberg center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

4 Bedrooms8 Guests
New to Booking
$1192
Average price / night
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Confortable villa with stuning views, nice garden and amazing swimming pool
Confortable villa with stuning views, nice garden and amazing swimming pool
Villa
Somerset west, 7130, South Africa
5.7k from Helderberg center

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

4 Bedrooms10 Guests
8.8

Fabulous

8 reviews

$403
Average price / night
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Tuscany Hauss
Tuscany Hauss
Villa
Somerset West, South Africa
3.7k from Helderberg center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals

3 Bedrooms6 Guests
9.5

Superb

4 reviews

$143
Average price / night
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The Country Guesthouse
The Country Guesthouse
House
96 Winery Road, Stellenbosch, 7130, South Africa
6.2k from Helderberg center

AC, Babysitting, Bar, Barbecue, Breakfast Included, Business Services, Crib, Free Parking, Housekeeping

8.8

Fabulous

25 reviews

$123
Average price / night
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5 Rembrandt Guesthouse
5 Rembrandt Guesthouse
House
Somerset West, South Africa
3.8k from Helderberg center

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

4 Bedrooms8 Guests
New to Booking
$100
Average price / night
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Val de Vine Guesthouse
Val de Vine Guesthouse
House
Drie Lande Farm, R44, Stellenbosch, 7599, South Africa
6.7k from Helderberg center

AC, Bar, Breakfast Included, Free Parking, Heater, Housekeeping, Internet, Outdoor Space, Pool

8.0

Good

31 reviews

$93
Average price / night
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Leo' s Holiday Gem
Leo' s Holiday Gem
House
Helderberg, Western Cape (province), South Africa
3.8k from Helderberg center

Pet Friendly, Balcony/Terrace, Smoking, Kitchen, Parking, Air Conditioner, Laundry

4 Bedrooms10 Guests
10.0

Exceptional

2 reviews

$329
Average price / night
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Spacious 5-bedroom family friendly house with Wi-Fi, AC in superb Stellenbosch
Spacious 5-bedroom family friendly house with Wi-Fi, AC in superb Stellenbosch
House
Stellenbosch, 7600, South Africa
7.9k from Helderberg center

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

5 Bedrooms12 Guests
10.0

Exceptional

1 reviews

$550
Average price / night
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Kaniek - Guest Suite
Kaniek - Guest Suite
Apartment
Somerset West, South Africa
3.9k from Helderberg center

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

1 Bedroom7 Guests
10.0

Exceptional

2 reviews

$72
Average price / night
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Entire three bedroom home with pool in Strand, Cape Town, South Africa
Entire three bedroom home with pool in Strand, Cape Town, South Africa
House
Cape Town, 7139, South Africa
8.0k from Helderberg center

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

3 Bedrooms6 Guests
9.4

Superb

3 reviews

$167
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 Helderberg.

Where to stay in Helderberg? Best neighborhoods & areas

Helderberg Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 274 verified family-friendly vacation rentals in Helderberg. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Helderberg vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $64 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Helderberg 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 Helderberg 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 Helderberg often include amenities such as Child Friendly, Balcony/Terrace, and Pool. 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.