Holiday rentals with a pool in Chartwell AH

Find and book unique homes with a pool on Airbnb

Quick stats about holiday rentals with a pool in Chartwell AH

  • Total holiday rentals

    Explore 80 holiday rentals in Chartwell AH

  • Nightly prices starting at

    Chartwell AH holiday rentals start at $13 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,500 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    70 of Chartwell AH holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Chartwell AH rentals

  • 4.7 Average rating

    Chartwell AH stays receive an average rating of 4.7 out of 5 from guests

Top-rated rentals with a pool in Chartwell AH

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite
A spacious sleeping area features a large bed with neutral bedding, complemented by gold accent pillows. Two comfortable chairs and small tables are arranged invitingly, while natural light filters through floor-to-ceiling curtains. A touch of greenery is provided by a potted plant in the corner.
Home in Bryanston
4.92 out of 5 average rating, 105 reviews

Blessed House Luxury into Nature in Sandton

Kick back and relax in this calm, stylish space Luxurious house in the mist of nature, green, trees, birds, in Bryanston, one of the best residential suburbs of Sandton, near most best central places to visit No Loadshedding, permanent electricity, purified borehole water, drinkable and unlimited, wonderful garden,etc This house is exactly worth it for your vacation, rest, retreat, calm, work,etc The house contains almost all you need to stay in peacefully. I'll thank you for your 5 stars review

Top guest favourite
A cozy bedroom features a spacious bed adorned with pillows and a decorative throw. Beside the bed stands a wooden nightstand holding a small plant. Soft pendant lights hang from the ceiling, illuminating the natural textures of the room, while a window allows for gentle light to enter.
Guest suite in Irene
4.95 out of 5 average rating, 197 reviews

Tranquil One Bedroom Apartment

This light-filled apartment is fully private with its own entrance, separate from the main house—perfect for peace and quiet. Inside, you’ll find a cozy bedroom with an en-suite bathroom, plus a spacious living area with a dining space and a kitchenette for your convenience. The apartment is powered by solar backup electricity and a solar geyser, so you can enjoy a comfortable stay without the hassle of load shedding. We share our home with two dogs and a cat—friendly family pets who love people

Guest favourite
An open-plan living area features a round dining table surrounded by sleek black chairs. Natural light illuminates the space, highlighting a decorative vase of dry foliage at the center. Stylish kitchen elements are visible in the background, providing a modern aesthetic.
Apartment in Morningside
4.87 out of 5 average rating, 148 reviews

Lux 10th floor sunset condo (full backup power)

Gorgeous sunsets from this luxurious apartment on the 10th floor. Includes 2 bedrooms, a balcony, flat-screen TV, smeg equipped kitchen with a dishwasher + microwave, washing machine, 2 bathrooms with a shower (and one bath) and guest toilet. Includes a full backup power system! Masingita features an outdoor pool and the property is home to the renowned restaurant Bowl'd, which also provides a bar. Masingita is situated just a stone throw away from the Gautrain and 3.2km from Sandton City Mall.

Top guest favourite
A bright living area is furnished with two cozy armchairs and a stylish coffee table. Textured artwork adorns the walls, and large windows allow natural light to brighten the space. A warm area rug anchors the room, complemented by greenery in decorative pots.
Home in Parkhurst
4.98 out of 5 average rating, 111 reviews

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.

Guest favourite
A modern kitchen and living area are showcased in this open-plan layout. A round glass dining table with four chairs is complemented by sleek cabinetry and contemporary appliances. Large sliding doors provide a view of the patio and garden, bringing natural light into the space.
Flat in Sandton
4.93 out of 5 average rating, 166 reviews

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.

Guest favourite
Flat in Sandton
4.91 out of 5 average rating, 167 reviews

Earth & Ember | garden | Nespresso*Inverter*XL bed

Bright, airy 1-Bedroom Ground Floor Apartment in Fourways. Just 2.1 km from Fourways Mall, near Montecasino & top shopping spots. Relax in a sunny garden with braai. Self-catering. Extra-length queen bed, bathroom with bath & shower. Inverter keeps TV & WiFi running during loadshedding. Free WiFi, Smart TV with Netflix & YouTube. Enjoy the estate’s communal pool and gym. Ideal for couples, friends, or business stays. Book your stay and experience comfort, convenience & a touch of luxury!

Guest favourite
Flat in Chartwell AH
4.85 out of 5 average rating, 53 reviews

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!

Top guest favourite
A clear swimming pool is framed by a modern patio area, with lush greenery surrounding the space. A view of the open-plan living area is visible through large glass doors, showcasing a bright and airy ambiance. Logos for streaming services and WiFi are prominently displayed.
Home in Northcliff
4.93 out of 5 average rating, 195 reviews

Poolside Villa

Escape to this off-grid retreat powered by solar energy and surrounded by lush greenery. Relax by the shared pool, enjoy a game of pool on the patio, or use the braai for outdoor dining. The open-plan kitchen includes a gas stove, and the living area offers cozy seating and a smart TV with high-speed WiFi. With sleek bedrooms and modern bathrooms, this eco-friendly getaway is perfect for couples or remote workers seeking tranquility and modern comforts in a peaceful, stylish setting.

Guest favourite
Flat in Chartwell AH
4.94 out of 5 average rating, 18 reviews

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

Guest favourite
An outdoor dining area is presented with a round table surrounded by six white metal chairs. A refreshing pool sits nearby, with two lounge chairs positioned for relaxation. Large glass doors provide a view into the brightly lit interior, displaying an inviting open-plan living space.
Home in Parkhurst
4.92 out of 5 average rating, 122 reviews

Cloud 9

Now with full Solar backup. A beautiful home tucked away in the peaceful leafy avenues of Parkhurst, Johannesburg’s most sort after neighbourhood, within walking distance of the bustling bars and cafe’s of 4th Ave high street, and right next door to the beautiful Delta Park for with runners, cyclists, horse riders. Secure off street parking for 2 cars, this central location is just 5mins from Rosebank, 15mins from Sandton, and has everything you need in a stylish comfortable home.

Superhost
A contemporary living area is presented, featuring a large flat-screen TV mounted on a white wall. A light-colored sofa is adorned with decorative cushions, while a small table holds vibrant red flowers. Floor-to-ceiling windows offer expansive views of the surroundings.
Apartment in Morningside
4.87 out of 5 average rating, 480 reviews

Luxurious Sandton Apartment

This luxurious new apartment is in Masingita towers which is situated just a stone throw away from the Gautrain and 3.2 km from Sandton City Mall. INVERTER FOR LOAD SHEDDING Masingita features an outdoor pool, free WiFi, and a 24-hour front desk. The property is home to the renowned restaurant Bowl'd. It has 2 bedrooms, a balcony, a flat-screen TV, an equipped kitchen with a dishwasher and a microwave, a washing machine, 2 bathrooms with a shower and a guest toilet.

Top guest favourite
An open-plan living area features a spacious grey sectional sofa and a glass dining table surrounded by black chairs. Natural light floods the space through large windows, highlighting the modern kitchen equipped with sleek appliances and a decorative wall clock.
Guest house in Bryanston
4.97 out of 5 average rating, 119 reviews

Mulberry cottage.Modern,cozy hideaway.

This stylish, spacious (100nm2)brand new cottage to stay is perfect for a single person/corporate individual or a couple. Safe and secure accommodation in a quiet and peaceful area in Bryanston East. We are in a boomed-off area with 24/7 security patrols.PLEASE NOTE:Strictly No Parties,No Events and No Laud music on the property.We cater for short term rentals 1-3 months and long term rentals 6 months and 12 months,depending on the individuals requirements.

Popular amenities for Chartwell AH rentals with a pool