
Vacation rentals with a pool in Chartwell
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Chartwell
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
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Popular amenities for Chartwell rentals with a pool
House rentals with a pool

Luxurious Hideaway Villa (4 King Beds)
We had a wonderful stay at this unique home in Kyalami. The place felt like a private lodge, with quirky decor that added so much charm and character. We especially loved spotting the deer and tortoises roaming around—it gave the whole experience a peaceful, nature-filled vibe. The garden, pool, and outdoor area were perfect for relaxing and enjoying the stunning African sunsets. The 4-bedroom house was spacious, comfortable, and well-equipped for a group. Gary, the host, was incredibly responsive and helpful throughout our stay. Highly recommend if you’re looking for a tranquil, one-of-a-kind getaway close to nature.

Luxury 5-Bedroom Home in Kyalami + Back-Up Power
The property was simply amazing. The rooms were big each with lovely ensuite bathrooms. It has a well appointed kitchen and a large dining room table that would sit 10 people very comfortably. An added bonus is the dining room table converts to a pool table. The area is extremely quiet away from the hussle and bustle of Johannesburg and superbly situated to get to the various golf courses we were playing as well as some great restaurants. It has all the facilities for entertaining outside including a swimming pool which would be amazing in the summer months, as well as a large garden. The house is kept spotless by housekeeping who came in every day (except Sunday) to clean and make up the rooms. Finally, I cannot say enough about our host Charmaine. Very friendly and responsive throughout the whole process. Thank you Charmaine, you were brilliant and we all thank you for letting us feel so at home!

Deluxe home in the heart of Bryanston, Sandton
This was our second stay at Maddy's place. Beautiful home, large bedrooms enough to accommodate my large family. Very clean. Great communication throughout and they accommodated our awkward check out time due to our flights out. Highly recommend!

Modern Farmhouse in Glenfareness next to Kyalami
What a fantastic stay! Me and my friends really had a great time at this beautiful home. The customer service was great, very attentive and a real gem of a home

Tranquil 4 bed 3 bath family home with a hot tub.
I loved her and she was amazing and very responsive. I had a small hiccup my first night and it wasn’t anything short of amazing on how fast she fixed the problem herself. She made sure we were comfortable and everything was to my liking. I will def be returning and using her home again…

Johannesburg Norwood Luxury Home with Pool & Solar
What a great find. A really beautiful, clean, modern house. Veronica, the manager, was absolutely excellent. I would visit again and recommend to others.

Lazy Rhino of Linden
It was a pleasure staying at Charmaine’s. The house is spacious, very well equipped and comfortable - a real home away from home. The garden was also a welcome distraction for the kids. I would stay there again with pleasure. Thank you for everything Charmaine and Stefan we were so grateful for the house during a difficult few days. We felt safe and comfortable.

Golf Estate: spectacular views (+ Solar)
We enjoyed our stay. The accommodation was comfortable, and the host was very responsive and assisted when needed. Thank you for allowing us to stay in your home.
Condo rentals with a pool

Cosy & PVT Fully Equip | 2BR 2BT Apt near Sandton
I enjoyed staying at Jane’s place. The apartment has a tasteful decor. Sufficient crockery and clean towels. The gym and restaurant inside the estate makes the place amazing.

Bright and cozy studio apartment
I had a wonderful stay at Tia and Mandy’s place. Both hosts were always very responsive and immediately took action if anything required it (which there was very little need for). The location of this studio apartment is also perfect for someone that needs to be close to amenities like a pharmacy, great restaurants and grocery stores. I had friendly neighbors and the security at the complex is top notch. Please note that the washing machine is not in the unit but within a laundry room in the complex. I wont hesitate to recommend this little gem to anyone needing a weekend away or a short stay with all the comforts of home.

Modern,Warm and Cozy one bedroom apartment
I had a fantastic stay at this Airbnb! Muofhe was incredibly kind, always available, and went out of their way to make sure we felt welcome and comfortable. From the moment I booked, they were incredibly responsive and proactive with communication, always available to answer questions . It’s clear the host genuinely cares about their guests’ experience. I wouldn’t hesitate to stay here again or recommend it to others. Thanks for such a smooth and welcoming stay!😊

Luxury Haven at Ellipse Waterfall
I had a wonderful stay at Lebogang's place! The home was exactly as described clean, comfortable, and thoughtfully set up with everything I needed. The location was great, and [ Hosts was incredibly welcoming and responsive throughout my stay. It’s clear they truly care about their guests’ experience. I’d absolutely stay here again and highly recommend it to anyone visiting the area. Thanks again for a fantastic stay!

Chic modern 1 Bed Apartment in Lonehill, Sandton
Second time staying at Bernie's place. nice apartment, with great sunlight during the day. enjoying the breakfasts in the balcony. The apartment is kept warm during winter days

Haven on 9th - Sandton - Backup power - Wi-Fi
We had a beautiful stay at Niks place

Central, Stylish, Comfortable & fully Equipped
My family and I had the most amazing stay. Michelle is a fabulous host will definitely be back . The place was everything I expected it to be and more.

Luxury AirConditioned Unit @ Ellipse MallOfAfrica
Clean and beautiful space. Perfectly situated and literally next door to the Mall of Africa. I'll book again.
Quick stats about vacation rentals with a pool in Chartwell
Total rentals
70 properties
Total number of reviews
1K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Wifi availability
60 properties include access to wifi
Destinations to explore
- Sandton Vacation rentals
- Pretoria Vacation rentals
- Randburg Vacation rentals
- Midrand Vacation rentals
- Hartbeespoort Vacation rentals
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- Rentals with outdoor seating Chartwell
- Kid-friendly rentals Chartwell
- Rentals with a washer and dryer Chartwell
- Smoking-friendly rentals Chartwell
- Pet-friendly rentals Chartwell
- Fitness-friendly rentals Chartwell
- Rentals with a patio Chartwell
- Family-friendly rentals Chartwell
- Apartment rentals Chartwell
- Rentals with pools City of Johannesburg Metropolitan Municipality
- Rentals with pools Gauteng
- Rentals with pools South Africa
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- House Rentals with a Pool United States
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- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
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- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Maboneng Precinct
- Montecasino
- Gold Reef City
- Dinokeng Game Reserve
- Irene Country Club
- Kyalami Country Club
- Observatory Golf Club
- Johannesburg Zoo
- Ebotse Golf & Country Estate
- Parkview Golf Club
- Acrobranch Melrose
- Ruimsig Country Club
- The River Club Golf Course
- Royal Johannesburg & Kensington Golf Club
- Dainfern Golf & Residential Estate
- Pretoria Country Club
- Voortrekker Monument
- Glendower Golf Club
- Killarney Country Club
- Wild Waters - Boksburg
- Randpark Golf Club
- Sterkfontein Caves
- Sandy Lane Golf Club
- Pines Resort