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

Olifantskop Cottage - Cosy Farm Stay
Enjoy the best of the Cape Winelands in this cosy 2 bedroom (4 people) farm cottage. Situated between two big dams, the cottage offers beautiful views stretching as far as Table Mountain on a sunny day. We allow catch-and-release Bass fishing and you are welcome to take a stroll around the farm to see the cows and many calves that roams next to the dams. The farm is 75 km from Cape Town International Airport and 6 km outside Wellington - the closest town. We'd love to host you on our farm!

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.

Hidden gem in the heart of the winelands..
A little forest in the heart of the Winelands cuddles this secret gem #jangroentjiecottage close to a dam fed by the fynbos covered Helderberg. a Selfcatering hideaway that sleeps two with a fireplace, braai and a woodfired hottub. Within walking distance from Taaibosch, Pink Valley and Avontuur Wine and stud farm. Just across the R44 Ken Forrester Wines is luring. For the outdoor enthusiasts Helderberg provide trails for hiking and mtbiking and our dam covers swimming, rowing and sundowners.

Watersmeet On the beach at Klein Slangkop, Kommetjie
Modern wood and glass home with solar-heated pool on the beach in Klein Slangkop private security estate. Step from the front deck onto beautiful beach sand and direct access to some of the most pristine beaches in the Cape. Breathtaking views. Great surfing. Nature. Stunning sunsets. Situated on the west coast of the Peninsular 50 minutes to Cape Town City Center one way and 25 mins to Cape Point gate the other way. Noordhoek beach is to the right and Long Beach to the left of the house.

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.

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.
Popular amenities for Drakenstein family-friendly rentals
Family-friendly home rentals with a hot tub

Bungalow with spectacular views.

Lakeside cabin with wood fired Hottub

Crown Retreat: Pool & Jacuzzi for Two

Hoogwater Cottage

Exquisite panoramic one bedroom Mountain Eco Pod

Coot Cottage

Faraway Cottage with Animal Farmyard & Hot Tub

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

Potato Patch Self Catering Cottage

Contemporary Barn style house

Charming Villa - Mountain Views

Hill Cottage

Trendy private container home! Riverstone House.

Die Wasbak, place of solitude, old world values.

Mieke's Cottage

Orchards View - 4 pax
Family-friendly home rentals with a pool

De Villiers House

Blackwood Log Cabin

Newly renovated, dreamy 3 bedroom house with Solar

Berghuis - Mountain Hideaway

Beautiful country house set in lush garden

Villa Verde, farm stay with views for days.

The Magical Glass House

Rust du Stal
When is the best time to visit Drakenstein?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $206 SGD | $206 SGD | $194 SGD | $160 SGD | $159 SGD | $158 SGD | $158 SGD | $156 SGD | $163 SGD | $171 SGD | $176 SGD | $215 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 |
Destinations to explore
- Cape Town Holiday rentals
- Overstrand Local Municipality Holiday rentals
- Stellenbosch Holiday rentals
- Saldanha Bay Local Municipality Holiday rentals
- Greater Plettenberg Bay Holiday rentals
- Franschhoek Holiday rentals
- Langebaan Holiday rentals
- Plettenberg Bay Holiday rentals
- George Holiday rentals
- Hermanus Holiday rentals
- Knysna Holiday rentals
- Langeberg Local Municipality Holiday rentals
- Rentals with a firepit Drakenstein
- Chalet rentals Drakenstein
- Rentals with outdoor seating Drakenstein
- Rentals with a beach view Drakenstein
- Farm stay rentals Drakenstein
- Rentals with a patio Drakenstein
- Boutique hotels Drakenstein
- Private suite rentals Drakenstein
- Rentals with pools Drakenstein
- Rentals with a washing machine and dryer Drakenstein
- Rentals with breakfast Drakenstein
- Cabin rentals Drakenstein
- House rentals Drakenstein
- Waterfront rentals Drakenstein
- Flat rentals Drakenstein
- Tent rentals Drakenstein
- Guest house rentals Drakenstein
- Cottage rentals Drakenstein
- Villa rentals Drakenstein
- Rentals with lake access Drakenstein
- Bed and breakfasts Drakenstein
- Pet-friendly rentals Drakenstein
- Smoking-friendly rentals Drakenstein
- Rentals with a sauna Drakenstein
- Rentals with a hot tub Drakenstein
- Rentals with a fireplace Drakenstein
- Fitness-friendly rentals Drakenstein
- 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
- Clifton 4th
- Hout Bay Beach
- St James Beach
- Babylonstoren
- Canal Walk Shopping Centre
- Atlantic Seaboard Community
- Noordhoek Beach
- District Six Museum
- Jonkershoek Nature Reserve
- Long Beach
- Glen Beach
- Cavalli Estate
- Things to do Drakenstein
- Things to do Cape Winelands District Municipality
- Food and drink Cape Winelands District Municipality
- Nature and outdoors Cape Winelands District Municipality
- Things to do Western Cape
- Sightseeing Western Cape
- Sports activities Western Cape
- Art and culture Western Cape
- Food and drink Western Cape
- Tours Western Cape
- Entertainment Western Cape
- Nature and outdoors Western Cape
- Things to do South Africa
- Sports activities South Africa
- Food and drink South Africa
- Art and culture South Africa
- Sightseeing South Africa
- Nature and outdoors South Africa
- Tours South Africa







