Family-friendly holiday rentals in Cape Winelands District Municipality

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Cape Winelands District Municipality family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favourite
Guest suite in Stellenbosch
4.93 out of 5 average rating, 177 reviews

@Leisure guest suite/apartment in Stellenbosch

NathanRating, 5 stars1 month ago
Greta place right across from a park and near the city center
Guest favourite
Cottage in Montagu
4.98 out of 5 average rating, 45 reviews

Stone Cottage on Olive Stone Farm

SjRating, 5 stars3 weeks ago
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
Top Guest favourite
Farm stay in Swellendam
5 out of 5 average rating, 17 reviews

Frog Mountain Getaway - Willow Lodge

HazelRating, 5 stars2 months ago
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!
Superhost
Cottage in Wolseley
4.84 out of 5 average rating, 143 reviews

Hoogwater Cottage

GabriellaRating, 5 stars1 week ago
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.
Guest favourite
Cottage in Swellendam
4.85 out of 5 average rating, 189 reviews

Hermitage Huisies: Rose Cottage

LaurianeRating, 5 stars1 month ago
Lovely place to stay. Great for two legged and your legged kids! and very convenient location.
Superhost
Farm stay in Montagu
4.88 out of 5 average rating, 103 reviews

Malachite Kingfisher Cottage, Langhoogte Farm

TarrynRating, 5 stars1 month ago
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.
Guest favourite
Cabin in Sir Lowry's Pass
5 out of 5 average rating, 50 reviews

Ezantsi Lodge - Hide away close to Cape Town

Lauren CourtneyRating, 5 stars1 month ago
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. ☀️☀️
Top Guest favourite
Home in Robertson
4.96 out of 5 average rating, 216 reviews

Skyroo Stud "Gemsbok" Country Cottage

SurikaRating, 5 stars1 week ago
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

Top Guest favourite
Home in Stellenbosch
4.97 out of 5 average rating, 146 reviews

Lynette's place

Bjoern W.Rating, 5 stars2 months ago
The perfect location for families with young kids - my daughter loved her own room and the playing area outside
Guest favourite
Home in Robertson
4.97 out of 5 average rating, 101 reviews

Silwerstrand Golf Estate Robertson - Muscat Manor

PatriciaRating, 5 stars4 months ago
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!
Superhost
Home in Cape Winelands
4.88 out of 5 average rating, 48 reviews

Robertson Stays

DhanyalRating, 5 stars5 months ago
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.
Guest favourite
Home in McGregor
4.76 out of 5 average rating, 88 reviews

De Vrede Farmhouse - Charming & Romantic

BrigitteRating, 5 stars3 weeks ago
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!
Guest favourite
Home in Wolseley
4.93 out of 5 average rating, 60 reviews

Luxury country. Private 8sleeper.

JustineRating, 5 stars1 month ago
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.
Superhost
Apartment in Franschhoek
4.83 out of 5 average rating, 124 reviews

Sunkiss Cottage

ShelleyRating, 5 stars2 months ago
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.
Superhost
Farm stay in Swellendam
4.97 out of 5 average rating, 29 reviews

Joubertsdal Country Estate - Little Bess Manor

JessicaRating, 5 stars2 months ago
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!
Top Guest favourite
Farm stay in Hexrivier
4.95 out of 5 average rating, 81 reviews

The Pines Manor House Hex River Valley

HennieRating, 5 stars3 months ago
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

Guest favourite
Home in Franschhoek
4.95 out of 5 average rating, 65 reviews

Visit Local Vineyards from a Luxe Poolside Villa

JoostRating, 5 stars4 months ago
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!
Superhost
Home in Clanwilliam
4.72 out of 5 average rating, 82 reviews

Clanwilliam Dam House

TomRating, 5 stars1 month ago
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!
Top Guest favourite
Bungalow in Cape Town
4.93 out of 5 average rating, 129 reviews

Hillside Cottage

JordanRating, 5 stars1 month ago
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!
Guest favourite
Cottage in Montagu
5 out of 5 average rating, 76 reviews

Honeymoon Cottage

IlseRating, 5 stars1 month ago
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.
Superhost
Chalet in Swellendam
4.83 out of 5 average rating, 131 reviews

Self catering cottage 1. Farm

LieslRating, 5 stars1 month ago
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.
Superhost
Home in Stellenbosch
4.8 out of 5 average rating, 49 reviews

Large space, relaxing house in Stellenbosch

MaryKateRating, 5 stars1 week ago
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!
Superhost
Cottage in Franschhoek
4.85 out of 5 average rating, 307 reviews

Gorgeous Cottage in the ❤️ of Town

KarynRating, 5 stars1 month ago
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
Guest favourite
Villa in Stellenbosch
4.93 out of 5 average rating, 57 reviews

House on Charme - Mountain Range & Vineyard views

SeanRating, 5 stars3 months ago
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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