Family-friendly holiday rentals in Chartwell AH

Top Guest favourite

Guest favourite

The Thatch House on the Park

Located in a quiet cul-de-sac and secure. Dining area and fully equipped kitchen with gas stove. Cosy lounge with Smart TV, Showmax/Netflix/YT. Free, fast uncapped WiFi. 3 Upstairs bedrooms each with a desk opening onto a pyjama lounge. Main bedroom with King bed, own full bathroom, Jet bath & balcony. Private walled garden with large brick BBQ/braai and furnished Lapa. Gate access to park. Washing machine, rotary clothes line. Single auto garage. Great for groups, families, long & short stays!

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.

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Guest favourite

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.

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 - a beautiful bedroom with a view! Our Treehouse is now completely off-grid, free parking, e-hailing friendly location and is a stones throw from restaurants and other convenient locations.

Lux Signature Stay | Fourways | 1 Bed | Soft Linen

Escape to a stylish Fourways apartment, perfectly located for a romantic getaway or convenient business stay. Enjoy comfort, privacy and easy access to everything Fourways has to offer. Relax in your beautiful apartment with a queen-size bed, fully equipped kitchen and modern bathroom. Unwind on the private patio or cosy up on the couch with Netflix and YouTube. Backup power keeps the TV and Wi-Fi running during outages. Book Unit 275 Ventura today for a luxurious and effortless stay!

Cosy Garden villa Guesthouse Parkhurst

Secure Safe Family Garden Family Oasis , Restaurant mecca, Quiet Private and secure suburb near Sandton. Remote working, Exercise, Leafy surroundings, Birdwatching Private Patio & Heated Pool. 24/7 Power Superfast uncapped WIFI 6 Guests Max 1 King - Bedroom 1 Inc en-suite Jacuzzi bath 1 Queen - Bed 2 2 singles generally for children (1 mobile 1 in Lounge) BABY Equipped - New Born baby cot, bath, high chair etc AC in bedrooms Netflix Armed response 🚓 Owners cottage on property

Luxury solar powered villa with pool and sauna

Solar powered battery inverter to escape load-shedding and forget your worries in this spacious, peaceful and centrally located place. A stone's throw from the best restaurants, shopping centres, sports facilities, and hospitals. Let the children play in the jungle gym and lush garden. Relax in the sauna and take a dip in a pool to cool down. Exercise at the gym and play pool. We look forward to welcoming you to our perfectly hidden getaway in the middle of bustling city landscapes.

Peaceful escape w/ padel, pool, gym & 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.

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Guest favourite

Spacious Kyalami Retreat with Pool

Escape to your own private retreat in Kyalami, where space, comfort and effortless living come together. Unwind in 5 individually styled en-suite bedrooms with crisp white linen, spend lazy afternoons beside the sparkling pool, enjoy sundowners at the house bar or dine alfresco under the covered patio. Add a home gym, pool & table-tennis, 24-hour security and complimentary daily housekeeping, and you have everything you need to truly switch off and enjoy your stay.

Soulful Sanctuary

Welcome to your luxury retreat at this fully furnished, contemporary apartment nestled in a serene and secure environment near Fourways Mall and Lanseria Airport. Ideal for both short and long stays, this ground-floor unit ensures a blend of comfort and convenient experience with 24/7 security. For entertainment and convenience, the apartment offers amenities such as a smart 80-inch TV (with Netflix and connectivity to your own DSTV), uncapped fiber WiFi.

Top Guest favourite

Guest favourite

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!