
Family-friendly holiday rentals in Drakenstein
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Drakenstein
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Obiekwa Country House
Obiekwa Country House is located in the picturesque, quaint village of Riebeek Kasteel; with its wine estates and gourmet restaurants. It is set in a quiet cul-de-sac and overlooking an adjoining vineyard. Although it is set in peaceful, rural surroundings, It is a fifteen minute walk to the village square. NO LOADSHEDDING A solar energy system is in place. Please note that advertised prices are for 2 persons sharing a bedroom. If 2 guests would like 2 bedrooms, please book for 3 people.

Seaside Mountain Retreat in Misty Cliffs w/ Sauna
Seaside mountain retreat in exclusive Misty Cliffs nature reserve with endless views, pool and large fynbos garden with private path down to the beach. This architect designed wooden bungalow is perfect for exploring Cape Point and the Southern Peninsula or just switching off and relaxing in the verdant immersion of a conservation village. Featuring 2 large en-suite bedrooms as well as a cosy loft and additional bunkbeds for the kids. The house is just 45 minutes from Cape Town city centre.

Heidi's Barn, Franschhoek
Situated on a small holding 5km outside Franschhoek, opposite the exquisite La Motte Wine Estate, Heidi’s Barn offers the perfect self-catering base from which to explore the Winelands. A fire pit, outdoor dining area and a large swimming pool (shared with one other cottage) are perfect for summertime relaxation while an indoor wood-burning fireplace and wooden floors throughout make for a cosy winter escape. The barn runs on mains power with solar back up for load shedding.

The Moongazing Cabin @ 9 Mount Bain
The Moongazing Cabin is a tranquil timber mountain cabin located on the 660ha Mount Bain Private Nature Reserve in the Bain's Kloof Valley overlooking the Waaihoek and Witzenberg Mountain Ranges. The area provides excellent choices for hiking, swimming, kloofing, birding, driving, wine tasting, seeing snow in winter or just relaxing. The cottage is equipped with gas stove, fridge and hot water and has a solar panel installation for charging electronic devices.

DeUitzicht Country cottage in the winelands
A new cottage with a quaint old country feel. Situated on a beautiful smallholding close to Southern Paarl / Klapmuts. The setting is really peaceful with beautiful views of Simonsberg and the surrounding countryside. Should you need some entertainment, we're at the gateway to most well known wine routes and all the activities the winelands have to offer. The cottage is beautifully appointed with everything you'll need for a relaxing country get-away.

Vineyard Cottage at Bosman Wines
A serene, beautifully styled cottage with layered textures, soft neutral tones, and thoughtful finishes throughout. It features a cosy lounge, a well-appointed kitchen, and a dreamy en-suite bedroom designed for restful comfort. Set on the 8th generation Bosman Family Vineyards, the cottage offers sweeping vineyard views and an authentic sense of countryside living. A scenic 10-minute walk leads to the cellar, where a complimentary tasting awaits.

Beautiful country house set in lush garden
This stylish home located near the Wellington town center, schools, Huguenot College and CPUT, is hosted by Antoinette. It's the ideal spot for professional long stays, parents of students, wedding guests or explorers of the winelands looking for accommodation in the beautiful country town of Wellington, South Africa. [This property do have a back-up power system, therefor guests won't experience any loadshedding.]

Romantic cottage with a pool AND an open air tub!
RiverStone Cottage lies at the foot of the majestic Simonsberg mountain with panoramic views in all directions. Whether you are relaxing under vast oaks or at the plunge pool and watching the sunset turn the mountains pink or are an early bird and watching the sun rise behind cheeky, pointed Botmanskop, there are moments aplenty to ooh and aah at the majesty that surrounds this very special place.

Bainskloof Mountain Eco Retreat - Black Pearl
Welcome to the Black Pearl! Discover a special place that boasts breathtaking mountain views from every room. This beautifully appointed cabin is equipped with all the amenities you could want and is thoughtfully designed to provide all the comforts you need for a rejuvenating getaway. Escape the ordinary and immerse yourself in the serenity of this remarkable destination.

Magical Bainskloof Pass Getaway at Rocky Falls #1
Rocky Falls Cottage is an off-grid, spacious cottage offering ideal holiday accommodation. It is large enough for a family or group of friends, but it's still cosy enough for a couples getaway. Tucked away in the mountains of Bainskloof, Rocky Falls Cottage is set within a beautiful private nature reserve, offering peace, privacy, and natural surroundings.

Denneboom Stable Cottage
The cottage offers the charm of reed ceilings and wooden shutters, and an authentic farm atmosphere with private swimming pool. The cottage is situated in a private game reserve and surrounded by Eland, Zebra, Wildebeest & Springbok. This cottage is equipped with solar panels, an inverter and batteries to assist with power during loadshedding.

Orchard Stay
We offer country living at its best. A self-catering guesthouse nestled between pear orchards, Orchard Stay offers you space and freedom inside and out. Comfort is a priority in this two bedroom farm house with both rooms having en-suite bathrooms and wow factor views of the orchards and Mostertshoek Mountain.
Popular amenities for Drakenstein family-friendly rentals
Family-friendly home rentals with a hot tub

Lakeside cabin with wood fired Hottub

Crown Retreat: Pool & Jacuzzi for Two

Watersmeet On the beach at Klein Slangkop, Kommetjie

Bullrush Cottage

Exquisite panoramic one bedroom Mountain Eco Pod

Hidden gem in the heart of the winelands..

Faraway Cottage with Animal Farmyard & Hot Tub

Steenbok Farm Cottages- Steenbok cottage,hot tub
Family- and pet-friendly home rentals

Brookelands Stone Cottage

The heart of Franschhoek

Luxury 2 bed Villa & pool, Sandstone, Franschhoek

Lantern Tides beach bungalow Smitswinkel Bay

Hill Cottage

A Touch of Country - Pets welcome

Trendy private container home! Riverstone House.

Cheerful Open-plan Beach Cottage
Family-friendly home rentals with a pool

'Lodge on the Liefde' in a private nature reserve

farm-living right in the Franschhoek village!

Blackwood Log Cabin

Villa Isidora

Berghuis - Mountain Hideaway

Olifantskop Cottage - Cosy Farm Stay

Villa Verde, farm stay with views for days.

Comice Cottage with Hot Tub on Deck @ Under Oak
When is the best time to visit Drakenstein?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $204 SGD | $204 SGD | $192 SGD | $159 SGD | $158 SGD | $156 SGD | $156 SGD | $155 SGD | $162 SGD | $169 SGD | $174 SGD | $213 SGD |
| Avg. temp | 22°C | 22°C | 21°C | 18°C | 15°C | 13°C | 13°C | 13°C | 15°C | 17°C | 19°C | 21°C |
Quick stats about holiday rentals that are family-friendly in Drakenstein

Total holiday rentals
Explore 590 holiday rentals in Drakenstein

Nightly prices starting at
Drakenstein holiday rentals start at $26 SGD per night before taxes and fees

Verified guest reviews
Over 12,750 verified reviews to help you choose

Pet-friendly holiday rentals
Find 100 rentals that welcome pets

Holiday rentals with a pool
350 properties feature pools

Rentals with dedicated workspaces
270 properties have a dedicated workspace

Wifi availability
550 of Drakenstein holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Drakenstein rentals

4.8 Average rating
Drakenstein stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
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- Family-friendly rentals Cape Winelands District Municipality
- Family-friendly rentals Western Cape
- Family-friendly rentals South Africa
- Fish Hoek Beach
- GrandWest Casino and Entertainment World
- V & A Waterfront
- Boulders Beach
- Cape Town International Convention Centre
- Green Point Park
- Glencairn Beach
- Bloubergstrand Beach
- Cbd
- Cape Town Stadium
- Muizenberg Beach
- Stellenbosch University
- Hout Bay Beach
- Clifton 4th
- St James Beach
- Babylonstoren
- Canal Walk Shopping Centre
- Atlantic Seaboard Community
- Noordhoek Beach
- District Six Museum
- Jonkershoek Nature Reserve
- Tyger Waterfront Apartments Deck
- Long Beach
- Glen Beach
- Things to do Drakenstein
- Things to do Cape Winelands District Municipality
- Nature and outdoors Cape Winelands District Municipality
- Food and drink Cape Winelands District Municipality
- Things to do Western Cape
- Tours Western Cape
- Nature and outdoors Western Cape
- Art and culture Western Cape
- Entertainment Western Cape
- Sightseeing Western Cape
- Food and drink Western Cape
- Sports activities Western Cape
- Things to do South Africa
- Sightseeing South Africa
- Nature and outdoors South Africa
- Sports activities South Africa
- Food and drink South Africa
- Tours South Africa
- Art and culture South Africa







