Family-friendly holiday rentals in Hillcrest

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Hillcrest

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite
A cozy bedroom showcases a plush bed adorned with decorative pillows and a soft throw blanket. A wooden bench is positioned at the foot of the bed. A sliding barn door leads to a modern bathroom, and a large mirror reflects the serene atmosphere.
Guest house in Hillcrest
4.96 out of 5 average rating, 165 reviews

Stacey's Cornerstone Apartment

Step into our new, timelessly decorated luxurious apartment with Grand doors & exquisitely high ceilings. Indulge in a calming shower, snuggle on decadently large plush daybeds, watch your fav Netflix series, enjoy uncapped WIFI or fall into a peaceful sleep. Slip into our lush Queen bed for a rejuvenating night while gazing at the stars. Create perfect lighting for a romantic rendezvous or a working holiday, & don't forget to savour a cup of the finest filter coffee in our quaint private garden

Top guest favourite
Shipping container in Westville
4.92 out of 5 average rating, 209 reviews

Container Cottage

Come and experience the cute little 20ft shipping container that has been turned into a cozy stay for a single or couples. The functional kitchen with all the basic necessities will be all you need to create a romantic dinner, or even just a coffee for yourself - both of which can be enjoyed with a tree-top view from the deck. The shower is surprisingly spacious and the gas geyser ensures hot water always. This space aims to delight and invoke a sense of serenity as you focus on the basics.

Top guest favourite
An open plan interior space is illuminated by natural light, featuring high ceilings with exposed beams. A dining table is surrounded by wooden chairs, while a kitchen is visible in the background, equipped with modern appliances. Decorative elements, such as a lamp and art pieces, add character.
Home in Crestholme
4.96 out of 5 average rating, 101 reviews

Alegria Barn Self-catering house -Solar Power

Alegria Barn is set on a quiet smallholding situated right on the edge of the Crestholme Conservancy. The Barn was once a farm building which was recently converted into an open plan, double volume space that's perfect for both long & short term stays. The personal touches make the space perfect for professionals needing to travel for business. It is also ideal for couples & small families wanting to travel. It is equipped with everything needed to make your stay relaxing and enjoyable.

Top guest favourite
A spacious bedroom features a large bed adorned with patterned pillows and a coordinating blanket. A sleek mirror stands nearby, reflecting natural light from the window. An elegant workspace is provided with a small table and chair, creating a functional living area.
Flat in Kloof
4.98 out of 5 average rating, 148 reviews

Tamarind Self Catering Apartment

Beautifully furnished apartment, nestled in a well established indigenous garden, situated on the tree lined bank of a local stream, overlooking the Krantzkloof Nature Conservancy who's entrance is a mere 5 minute walk away and gives access to many amazing nature walks upon which you will see prolific bird life and sightings of zebra. If you are staying for business, bird watching or just wanting to relax in peaceful environs then Tamarind apartment is the perfect booking for you!

Top guest favourite
A spacious wooden deck overlooks a lush green valley, surrounded by trees. A wooden picnic table is centered on the deck, offering a serene space for relaxation and enjoying nature views. The horizon features a distant glimpse of the sea, under a partly cloudy sky.
Flat in Westville
4.95 out of 5 average rating, 466 reviews

Jungle Oasis

Located in a quiet, access controlled cul de sac this upstairs maisonette has spectacular views from the outside deck. This is an upstairs unit above the main house, with 13 steps walk up access. The private entrance with allocated parking, gives you privacy and peace of mind. The ensuite bathroom has access to a very spacious and comfortable bedroom with a queen sized bed. There is a separate open plan lounge/dining/kitchen area. The lounge has a sleeper couch for the kids.

Top guest favourite
An iconic caravan is depicted with a unique glass roof that offers a view of the night sky. Surrounding vegetation is illuminated softly, highlighting the natural setting. The caravan features large windows, providing glimpses of the cozy interior.
Place to stay in Gillitts
4.94 out of 5 average rating, 341 reviews

Masinga - a uniquely beautiful experience

Beyond a uniquely beautiful space, Masinga is a restorative experience. It’s about how it makes you feel. Many of our guest reviews speak of this quality and experience. Sleep in a pimped caravan with it’s clear & elevated roof to watch the night sky. Air conditioning for summer, electric blankets for winter & a Turkish chandelier - well - that’s for all occasions. Set in beautiful yellowwood trees with your private lapa & deck extending into and around the trees. Inspired.

Guest favourite
A cozy seating area features a blue sofa adorned with yellow geometric cushions. Natural light enters through nearby windows, illuminating the space. Decorative plants and wall-mounted shelves with greenery add to the tranquil ambiance of the cottage.
Cottage in Hillcrest
4.87 out of 5 average rating, 170 reviews

Tennis Cottage - Surrounded by a verdant garden.

Based in central Hillcrest, the Tennis Court Cottage is a recently renovated, self catering garden cottage located on a well secured property within a lush, green garden. The space is a private and peaceful, equipped with all the amenities required by the business or leisure traveler. Self check in and out is quick and easy via a keypad at the main gate, a key box is located at the entrance to the unit. Due to its size the unit is ideally suited for short term stays.

Guest favourite
An open glass door reveals a spacious living area, adorned with light furnishings and soft textiles. A cozy seating arrangement is visible, alongside a dining space. Outside, lush greenery and a tranquil atmosphere contribute to a serene environment.
Guest suite in Pinetown
4.91 out of 5 average rating, 148 reviews

Eggersheim

Eggersheim (pronounced Eggers-heim) means "Eggers' home," and that's exactly what we offer—a home away from home. Enjoy a luxurious stay in Cowies Hill Estate in a stylish, 1-bedroom, open-plan, self-catering suite. Ideal for executives or traveling couples, it’s located in a safe, quiet neighborhood. Surrounded by lush greenery and vibrant birdlife, this peaceful retreat lets you escape the city while staying within its reach.

Guest favourite
A spacious bedroom is highlighted by a plush headboard and soft bed linens. Two bedside tables with matching lamps frame the bed. Decorative pillows add subtle elegance, while a wall-mounted bull skull provides a unique focal point. Warm tones are introduced through a textured throw blanket.
Apartment in Kloof
4.84 out of 5 average rating, 104 reviews

Contemporary & Spacious Courtyard Unit

This beautifully decorated unit is modern, clean and spacious. It offers a separate bedroom en suite and dressing room. The lounge area opens out onto a private courtyard area with a peaceful outlook. There is a sleeper couch which could accommodate young children on request. The kitchenette has all the essentials and a table area for eating/workspace. There is secure parking for one car. Situated close to the M13 and shops.

Guest favourite
A bright seating area features oversized glass doors that open to a view of the surrounding trees and distant landscape. Two wooden chairs flank a glass coffee table, while a small side table complements the cozy atmosphere, inviting relaxation in a calm, natural setting.
Apartment in Westville
4.87 out of 5 average rating, 454 reviews

The Hidden Lookout (Yellow Room)

This modern, creative space is one of two hidden gems in the leafy suburb of Westville (also see “the Green Room” in the Hidden Lookout). Up high in the trees, our space is a tranquil, beautiful, simple space perfect for a break from the city, but close enough to everything to still have fun! If you are coming for business we have fast and dependable WiFi. We also have a GENERATOR for load shedding if necessary.

Guest favourite
A bright room features a comfortable queen-size bed with a soft blanket, facing a garden view through glass sliding doors. A wooden dining table with chairs and a cozy armchair enhance the inviting layout, complemented by light curtains and indoor plants.
Guest suite in Kloof
4.91 out of 5 average rating, 117 reviews

Guest suite in Kloof

Comfortable, garden-facing room with separate entrance adjacent to the main house. Sleeps 2 guests comfortably in a queen-size bed. Accommodation includes an ensuite bathroom, coffee/tea station, fridge, microwave, airfryer, free WiFi and secure parking. Peaceful and quiet neighbourhood with easy access to shopping, main routes, nearby parks and short drive to Hillcrest Hospital and other medical facilities.

Top guest favourite
An elegantly designed thatched-roof home is visible, featuring large windows and a spacious balcony overlooking the garden. The natural stone accents blend harmoniously with the lush surroundings. A private pool is seen in the foreground, reflecting the evening sky.
Home in Bothas Hill
4.83 out of 5 average rating, 140 reviews

★ uMfula Lodge in a secure Private SAFARI Park ★

Make this magnificent home yours for some serious chill time. Sun-facing fantastic views across the impressive Valley of a Thousand Hills. Be prepared to share your garden with zebra, impala, wildebeest and even giraffe, Your own private pool. Log burner fireplace in the lounge. Indoor BBQ/Braai in the pub. The ideal Family venue.

Popular amenities for Hillcrest family-friendly rentals

Quick stats about holiday rentals that are family-friendly in Hillcrest

  • Total holiday rentals

    Explore 30 holiday rentals in Hillcrest

  • Nightly prices starting at

    Hillcrest holiday rentals start at € 17 per night before taxes and fees

  • Verified guest reviews

    Over 1,030 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    30 of Hillcrest holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Hillcrest rentals

  • 4.8 Average rating

    Hillcrest stays are highly rated by guests – averaging 4.8 out of 5!