Family-Friendly Vacation Rentals in Waterford Wine Estate, Stellenbosch: Compare 10+ Sites & Save

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369 Best Family Vacation Rentals in Waterford Wine Estate (Starting from $43)

Farm Keerweer
Farm Keerweer
Apartment
Stellenbosch, South Africa
1.3k from Waterford Wine Estate 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
2.9k from Waterford Wine Estate 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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Mountain Cottages at Haskell Vineyard
Mountain Cottages at Haskell Vineyard
House
Stellenbosch, South Africa
1.4k from Waterford Wine Estate 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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Val de Vine Guesthouse
Val de Vine Guesthouse
House
Drie Lande Farm, R44, Stellenbosch, 7599, South Africa
3.5k from Waterford Wine Estate 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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Family home in Stellenbosch Winelands
Family home in Stellenbosch Winelands
Villa
Stellenbosch, South Africa
2.2k from Waterford Wine Estate center

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

3 Bedrooms8 Guests
New to Booking
$325
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
3.8k from Waterford Wine Estate 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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Viettz Suite
Viettz Suite
House
Waterford Wine Estate, Stellenbosch, Western Cape (province), South Africa
2.2k from Waterford Wine Estate center

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

1 Bedroom3 Guests
9.0

Fabulous

85 reviews

$80
Average price / night
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San Gabriel Homestead
San Gabriel Homestead
Cottage
R44, Stellenbosch, 7600, South Africa
5.4k from Waterford Wine Estate 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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Viettz Suite Annex
Viettz Suite Annex
Apartment
Waterford Wine Estate, Stellenbosch, Western Cape (province), South Africa
2.2k from Waterford Wine Estate center

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

1 Bedroom4 Guests
9.2

Superb

25 reviews

$59
Average price / night
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Baruch Guest House on Rhodes Noord
Baruch Guest House on Rhodes Noord
House
35 Rhodes North, Stellenbosch, 7613, South Africa
5.4k from Waterford Wine Estate center

AC, Bar, Breakfast Available, Business Services, Free Parking, Housekeeping, Internet, Laundry, Living Area

9.4

Superb

19 reviews

$171
Average price / night
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Cape Winelands Mountain View Getaway
Cape Winelands Mountain View Getaway
Villa
Dalsig, South Africa
2.7k from Waterford Wine Estate center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings

3 Bedrooms7 Guests
9.3

Superb

3 reviews

$297
Average price / night
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Baruch Guesthouse on Lovell
Baruch Guesthouse on Lovell
House
29 Lovell Avenue, Stellenbosch, 7600, South Africa
5.7k from Waterford Wine Estate center

AC, Breakfast Available, Business Services, Crib, Free Parking, Housekeeping, Internet, Laundry, Outdoor Space

9.8

Exceptional

14 reviews

$153
Average price / night
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Webersburg
Webersburg
House
Waterford Wine Estate, Stellenbosch, Western Cape (province), South Africa
2.9k from Waterford Wine Estate center

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

23 Bedrooms51 Guests
8.7

Fabulous

318 reviews

$186
Average price / night
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Enjoy privacy in your own small garden apartment in the heart of Stellenbosch
Enjoy privacy in your own small garden apartment in the heart of Stellenbosch
Apartment
Stellenbosch, 7600, South Africa
5.9k from Waterford Wine Estate center

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

2 Bedrooms4 Guests
New to Booking
$253
Average price / night
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Rest at Chabivin
Rest at Chabivin
House
Stellenbosch, South Africa
3.0k from Waterford Wine Estate center

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

8 Bedrooms16 Guests
8.7

Fabulous

367 reviews

$90
Average price / night
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Cozy garden apartment in the heart of Stellenbosch
Cozy garden apartment in the heart of Stellenbosch
Apartment
Stellenbosch, 7600, South Africa
5.9k from Waterford Wine Estate center

AC, Crib, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

1 Bedroom2 Guests
10.0

Exceptional

1 reviews

$241
Average price / night
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Lorenza's Place
Lorenza's Place
Apartment
Stellenbosch, South Africa
3.1k from Waterford Wine Estate center

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

1 Bedroom2 Guests
9.0

Fabulous

15 reviews

$43
Average price / night
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Spacious apartment in walking distance to wonderful restaurants in Stellenbosch
Spacious apartment in walking distance to wonderful restaurants in Stellenbosch
Apartment
Stellenbosch Central, 7600, South Africa
6.2k from Waterford Wine Estate center

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

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$327
Average price / night
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Anesta House
Anesta House
Villa
Waterford Wine Estate, Stellenbosch, Western Cape (province), South Africa
3.3k from Waterford Wine Estate center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings

4 Bedrooms9 Guests
9.2

Superb

45 reviews

$190
Average price / night
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Perfect area in the heart of historic Stellenbosch. The place to be!
Perfect area in the heart of historic Stellenbosch. The place to be!
Apartment
Stellenbosch Central, 7600, South Africa
6.3k from Waterford Wine Estate center

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

2 Bedrooms4 Guests
New to Booking
$253
Average price / night
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Best location in Stellenbosch. Enjoy the vibe from your very spacious balcony.
Best location in Stellenbosch. Enjoy the vibe from your very spacious balcony.
Apartment
Stellenbosch Central, 7600, South Africa
6.4k from Waterford Wine Estate center

AC, Balcony, Crib, Dryer, Elevator, Free Parking, Heater, Internet, Kitchen

2 Bedrooms4 Guests
10.0

Exceptional

3 reviews

$428
Average price / night
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Definitely the perfect spot in central Stellenbosch with your own balcony
Definitely the perfect spot in central Stellenbosch with your own balcony
Apartment
Stellenbosch Central, 7600, South Africa
6.4k from Waterford Wine Estate center

AC, Balcony, Crib, Dryer, Elevator, Free Parking, Heater, Internet, Kitchen

2 Bedrooms4 Guests
7.0

Good

2 reviews

$379
Average price / night
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Soak in the Stellenbosch vibe from your own apartment with private balcony
Soak in the Stellenbosch vibe from your own apartment with private balcony
Apartment
Stellenbosch Central, 7600, South Africa
6.4k from Waterford Wine Estate center

AC, Balcony, Crib, Dryer, Elevator, Free Parking, Heater, Internet, Kitchen

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$305
Average price / night
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Beautiful two-bedroom self-catering unit in the heart of Historic Stellenbosch
Beautiful two-bedroom self-catering unit in the heart of Historic Stellenbosch
Apartment
Stellenbosch Central, 7600, South Africa
6.4k from Waterford Wine Estate center

AC, Balcony, Crib, Dryer, Elevator, Free Parking, Heater, Internet, Kitchen

2 Bedrooms4 Guests
10.0

Exceptional

3 reviews

$304
Average price / night
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Super Cute Apartment in most loved Church Street  - walk to restaurants
Super Cute Apartment in most loved Church Street - walk to restaurants
Apartment
Stellenbosch Central, 7600, South Africa
6.4k from Waterford Wine Estate center

AC, Balcony, Dryer, Elevator, Free Parking, Heater, Internet, Kitchen, Laundry

1 Bedroom2 Guests
10.0

Exceptional

2 reviews

$224
Average price / night
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Beautiful apartment in the heart of Historic Stellenbosch
Beautiful apartment in the heart of Historic Stellenbosch
Apartment
Stellenbosch Central, 7600, South Africa
6.4k from Waterford Wine Estate center

AC, Crib, Dryer, Elevator, Free Parking, Heater, Internet, Kitchen, Laundry

1 Bedroom2 Guests
10.0

Exceptional

1 reviews

$180
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
6.5k from Waterford Wine Estate 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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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 Waterford Wine Estate.

Where to stay in Waterford Wine Estate? Best neighborhoods & areas

Waterford Wine Estate Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 369 verified family-friendly vacation rentals in Waterford Wine Estate. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Waterford Wine Estate vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $43 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Waterford Wine Estate 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 Waterford Wine Estate 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 Waterford Wine Estate often include amenities such as Child Friendly, Balcony/Terrace, and Internet. 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.