
Family-friendly holiday rentals in Cape Winelands District Municipality
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Cape Winelands District Municipality
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Popular amenities for Cape Winelands District Municipality family-friendly rentals
Family-friendly home rentals with a hot tub

@Leisure guest suite/apartment in Stellenbosch
Greta place right across from a park and near the city center

Stone Cottage on Olive Stone Farm
What a wonderful unexpected stay. Perfectly located with breathtaking surroundings/ well planned house with everything and more you could possibly need. Probably one if the best (if not the best) air bnb’s we have ever stayed at! Will definitely be back again, if i could give you 10 starts, I would! Thank you

Frog Mountain Getaway - Willow Lodge
We loved Gabrielle’s place. Surrounded by nature, the frogs sang us to sleep. It was lovely sitting outside on the stoop and spacious to be all together. And was also lovely and cosy sitting around the indoor fireplace. Will definitely go back!

Hoogwater Cottage
This is really the perfect stay if you want a break away from the city. The farm was quiet, and private. The hot tub and indoor fireplace was the highlight to add that cosiness to a good winter holiday. The cottage was well equipped with everything you need for a short stay. Madri was also a great host and easy to reach when needed.

Hermitage Huisies: Rose Cottage
Lovely place to stay. Great for two legged and your legged kids! and very convenient location.

Malachite Kingfisher Cottage, Langhoogte Farm
Such a lovely Eco-friendly cottage in the most beautiful location. Fully fenced if you are taking doggo's along, with amazing walking routes on the farm. Could stay here for weeks! Friendly hosts and a little shop on the farm too, selling their local trout products.

Ezantsi Lodge - Hide away close to Cape Town
Thank you so much for just an amazing weekend stay. 🥰 it was such a beautiful accommodation, the view is amazing, and just the overall atmosphere is exceptional. We will Def be back in next few months. ☀️☀️

Skyroo Stud "Gemsbok" Country Cottage
Had a wonderful stay! Was very peaceful and we could totally relax. Eveything was clean and we really appreciated the extra touches such as complimentary champagne! The kol-kol was the highlight!
Family- and pet-friendly home rentals

Lynette's place
The perfect location for families with young kids - my daughter loved her own room and the playing area outside

Silwerstrand Golf Estate Robertson - Muscat Manor
This is already our fourth time staying in Rigby's beautiful house. It is wonderfully located on the golf course, offering a peaceful atmosphere. It's a great starting point for many activities. Rigby and Jean-André are always easily reachable. We are looking forward to our next visit!

Robertson Stays
Great place to unwind. Comfortable living area for socializing. Nice hiking in the area. Wonderful sunsets in the valley. Pool is a bit small and doors are not well secured for windy days.

De Vrede Farmhouse - Charming & Romantic
We had a wonderful stay at De Vrede - as a plantswoman myself, the garden must've been my favourite part of the whole property. Expansive, wild and prescribed a slower temporal pace I found incredibly fruitful. The cottage itself was delightful too, where we spent most of the chilly evenings by the fireplace. Highly recommend and would most definitely stay here again!

Luxury country. Private 8sleeper.
A lovely home nestled in a quiet and picturesque location — the ideal base for exploring Tulbagh and the surrounding areas. With excellent wine estates just a short drive away and Tulbagh’s rich history and charm, it’s a destination well worth visiting. A perfect spot for a peaceful and memorable escape.

Sunkiss Cottage
Perfect location, close to town but still far away so that you could relax. Farm is beautiful, with an amazing spot to have sundowners while surrounded by the majestic Franschoek mountains. Manager was responsive, super helpful and flexible.

Joubertsdal Country Estate - Little Bess Manor
Absolutely incredible! The spectacular mountain view is really unbeatable! The house is beautifully decorated and there's plenty space in the kitchen! It offers place to enjoy the outside as well as curl up on the inside if it rains. The little walking route on the farm was also a treat. The house was well equipped with everything you could possibly need!

The Pines Manor House Hex River Valley
The Pines is a wonderful venue for a breakaway with a group of friends or family. The old farm-style homestead is in impeccable condition, with the trappings you expect from a much more modern house. Everything was spotless, from the bedroom linens and towels, to the well equipped kitchen, and the outside area. The weather was fantastic, so most time was spent in and around the pool, on the tennis court, and in the cool quiet of the house. Do: 1. spend an early morning with fresh coffee on the stoep, waiting for the sun to start painting the glorious mountains right in front of you; 2. make communal meals and eat under the ancient trees in the afternoon and at the huge dining room table in the evenings, where our stories mingled with those that had come before us; 3. bring your - well behaved - furry friends, they will get as much from the large expanse of lawn and, since the property is fully fenced, the can explore as much as they want to; and 4. braai next to the pool. Enjoy!
Family-friendly home rentals with a pool

Visit Local Vineyards from a Luxe Poolside Villa
We had an incredible stay at this beautiful Airbnb! The house is stunning, with decor that perfectly blends style and comfort. The kitchen was fully stocked with everything we needed, making it easy to enjoy meals. The pool was a dream—perfect for cooling off after a day of exploring the vineyards. Every detail was thoughtfully curated, making it a truly relaxing stay!

Clanwilliam Dam House
Absolutely beautiful property; if anything the pictures cannot do justice to the panorama of the lake and surrounding hills. We were lucky with the weather and the place has everything that you need! Tim was also and hand to help out with the hot tub etc. Simply superb!

Hillside Cottage
Katherine's place is a gem, absolutely beautiful little home away from home. It had everything that we needed and more. Katherine and Jacques were wonderful hosts, always responsive, friendly and helpful. Couldn't recommend this place more highly!

Honeymoon Cottage
We had the loveliest stay at 360 on 62. The cottage is quaint and beautifully styled with antique furniture and thoughtful finishes. We especially loved soaking in the hot tub under the stars – absolutely magical! It's a great base for exploring the Langeberg area, with plenty to do nearby. The honesty shop is such a charming touch too. Highly recommended.

Self catering cottage 1. Farm
William is a great communicator, we had all the instructions on how to get to Fonteinskloof and who to speak to on arrival. Everything was as advertised. The onsite Manager Michael was super welcoming and helpful, we felt at home very quickly. Michael checked in with us regularly to make sure we were comfortable and had everything we needed. The surroundings were beautiful. Zebra, waterbuck, blue wildbeest and Oryx were visible from the accommodation. Two walking trails were clearly marked. The unit was spotless, the beds super comfortable, beautiful bathroom. Braai facilities and wood was available and also a wood fire inside for heat. There is a games room with a pool table, foosball table and TV. There is a beautiful pool with a kids jungle gym and trampoline. 10 minutes from Swellendam. Will definitely be visiting again. It was beautiful and super relaxing.

Large space, relaxing house in Stellenbosch
We had a great stay at Deborah’s home. There was plenty of space for 3 adults and 2 children, and the lofted cinema was a huge hit with the kids. The home were spacious, clean, and well equipped for our stay in Stellenbosch. The neighborhood felt very safe and family-friendly. It’s a short 5 minute drive into the city center, and an easy drive to many great wineries and vineyards in the area. Deborah was responsive and highly accommodating - she let us store our luggage in the garage after we checked out, so we could go into town for lunch. I would highly recommend this property!

Gorgeous Cottage in the ❤️ of Town
The cottage was indeed "Gorgeous" clean and tastefully decorated, and Belindas welcoming touches like rusks and milk were much appreciated. We had a lovely stay

House on Charme - Mountain Range & Vineyard views
Fantastic location, great views and super functional home for families. My family stayed at Ann’s home and the house was fully stocked with all our needs (travelled with little kids). Ann was extremely easy to communicate with and provided everything we needed for us to enjoy our stay.
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