Family-friendly holiday rentals in Chartwell AH

Willowild Cottage

Your Simple, Serene Johannesburg Retreat Whether you’re in Joburg for business, visiting friends and family, or sightseeing, Willowild Cottage offers a peaceful, centrally-located escape. Just 5.6km from Sandton City and the Gautrain—an 8-minute drive—this charming retreat is nestled in a garden paradise, where guests can enjoy organically grown fruit and vegetables. With secure parking and private cottage access, Willowild Cottage blends simplicity, comfort, and tranquility for an ideal stay.

Artsy oasis in chilled Parkhurst

Our home is a canvas of tasteful decoration, adorned with unique furniture pieces that infuse the space with character and charm. The enchanting outdoor space is a haven for al fresco dining and relaxation by the sparkling pool. Only a 1-minute stroll away, you'll find yourself on the vibrant 4th Avenue – Parkhurst's beating heart. Indulge in the best fine dining and explore art galleries. Power supply is uninterrupted. Child-friendly, and with a dedicated workspace for business travelers.

Calm & Luxurious | Garden Unit 257 | Power Backup

We welcome you to relax in our calm and luxurious space situated in a quiet section of Fourways. The apartment is uniquely and tastefully designed with amenities that radiate style and comfort. Treat yourself to this stunning apartment with a queen size bed, a fully equipped kitchen and a modern bathroom. Unwind on the patio or on the couch and enjoy a TV with Netflix and Youtube. The apartment has electricity backup that runs the TV and the Wi-Fi. Book your stay today and indulge in luxury.

Gecko Cottage

Take it easy at this unique and tranquil getaway. Where one can get away from the hustle and bustle while still being conveniently located within easy access to all amenities and business districts. Enjoy evenings with the sound of crickets and river frogs while dining on scrumptious salads, a home cooked hearty dish or the best pizza in town, by prior arrangement. Or simply self cater in the fully equipped kitchen, whatever your reason, work, stopover or relaxation, we’ve got you covered.

Guest favourite Cosy, Classy and spacious Haven.

Kick back and relax in this calm, stylish garden flat in the sought after Fourways area. Enjoy uninterrupted power, and modern amenities that include a gym, lap pool, padel courts, bike tracks. You’ll have uncapped wifi and a private garden. It is set in a secure, 24 hr access-controlled estate, within 10 minute reach of malls - Fourways, Dainfern, Montecasino, Broadacres, a major hospital & a Spa. The unit is ideal for couples, business travelers and small families. We welcome you!

Luxe 2 Bed 2 Bath with Gym, Pool, Backup Power

Tocara Luxe Living is a serene two-bedroom, two-bathroom sanctuary tucked within secure Tocara Estate in Chartwell, Fourways. Designed in warm, earthy layers and soft textures, the space invites you to slow down and settle in. Enjoy uninterrupted power, fast WiFi, a private balcony for quiet mornings, and a fully equipped kitchen for effortless stays. Estate amenities include a lap pool, padel courts, gym and 24-hour security — all just minutes from Steyn City and Lanseria Airport

Executive Retreat in Broadacres, Fourways

Relax and unwind in this serene executive apartment, which features an open-concept living space and a sizeable balcony. The kitchen is open plan and fully equipped for self catering. Queen bed bedroom, stylish bathroom with walk-in shower, and secure parking space. WiFi throughout the apartment, a smart TV with Netflix, YouTube. A perfect stay home condo. The complex is perfectly surrounded by restaurants and shopping centers, Fourways mall and Monte Casino close in proximity.

Lux Signature Stay | Fourways | 1 Bed | Soft Linen

Experience a luxurious stay at this Fourways apartment, perfect for couples or business travelers. Enjoy the convenience of being located in the center of Fourways. Retreat to your stunning apartment with 1 queen size bed, a fully equipped kitchen, and a modern bathroom. Unwind on the patio or on the couch and enjoy a TV with Netflix and Youtube. The apartment has electricity power back-up that runs the TV and the WiFi. Book your stay today and indulge in comfort and luxury.

Leopard Lounge Warm & Cozy Ground floor_garden

Tranquil and inviting garden unit near Fourways. Experience rich safari-inspired charm in this elegant 1-bedroom garden escape. Enjoy uninterrupted power (inverter supports Wi-Fi, TV, and lights). Includes gas hobs, a washer, and dishwasher. 24-hour security offers complete peace of mind. Padel courts, a clubhouse with pool, lap pool, gym, and co-working spaces with Wi-Fi. Children’s play zone. Upscale shopping centres nearby complete this premium getaway.

Incredible Treehouse getaway immersed in nature

Welcome to a peaceful sanctuary away from the bustling city. Discover our Tiny regenerative farm just minutes from the Mall of Africa. Prepare to be enchanted as you retreat to our tranquil tree house, where you'll be immersed in nature's embrace and surrounded by an astonishing variety of bird species. Our Treehouse is now completely off-grid, providing you with an opportunity to embrace sustainable living and disconnect from conventional power sources.

Stunning cottage with Sandton skyline vista

The cottage is a self contained, 2 bedroom cottage, with pool and separate garden in the lush suburb of Bryanston, Sandton. It is suitable for well socialised dogs. Absolutely NO cats. The established garden offers abundant birdlife. Easy access to Sandton, Rosebank CBD and Fourways. Kildoon Cottage is a short driving distance from St Stithians College, St Davids, Brescia House, this offers the perfect family accommodation for School Festivals.

Urban Serenity

Experience modern elegance and comfort at The Urban Oasis. Nestled in a serene setting, our stylish apartment offers the perfect blend of convenience and luxury. Enjoy the selection of pools, a gym, clubhouse, coffee shop and padel courts. Our ground floor location is easily accessible, with back up power and a dedicated workspace. A fully equipped kitchen and washing machine provide added convenience. Make The Urban Oasis your home away from home!