Holiday rentals in Hillcrest

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Top-rated holiday rentals in Hillcrest

Guests agree: these stays 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
4.97 out of 5 average rating, 190 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

Guest favourite
The image depicts a spacious garden featuring a swimming pool bordered by stone paving. Lush greenery surrounds the pool, including various plants and trees. A black dog is seen walking across the neatly maintained lawn, adding a serene and natural element to the outdoor space.
Guest suite in Kloof
4.93 out of 5 average rating, 183 reviews

Upstairs on Impangele

Next to Makaranga (currently closed), the unit has 2 bedrooms with a shared bathroom. The kitchen area has a table & chairs, fridge/freezer, kettle, toaster, induction cooker, air fryer & microwave. Stocked with tea, coffee & sugar. Each of the rooms have a king size bed which can be split into 2 singles, so can sleep 4 people. One of the bedrooms has an aircon & the other a fan and heater. Deck has a bistro table & chairs as well as a daybed for relaxing. Off street parking for 1 car.

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, 154 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!

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, 359 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 modern lounge area features a comfortable dark gray sofa adorned with textured cushions. A small table is placed beside the sofa, while light wood flooring complements the soft color palette. Kitchen space is visible in the background, showcasing sleek cabinetry and modern appliances.
Guest house in Everton
4.97 out of 5 average rating, 107 reviews

dreamaway on Everton - Deluxe Private Apartment

Surrounded by luscious greenery and birdlife, with an interior upmarket touch of Africa, this property features an open plan lounge, kitchen and dining area, with a separate large and sunny bedroom with aircon, walkthrough dressing area/office, and bathroom with bath and shower. The private entrance includes a patio with outdoor dining area and braai (barbeque). Solar back-up power provides continued lights, TV and internet access during power outages or loadshedding.

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
4.88 out of 5 average rating, 182 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
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
4.89 out of 5 average rating, 131 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
A loft room is presented with sloped ceilings and wooden flooring. A double bed is neatly dressed with a light blanket and decorative pillows. A comfortable couch with yellow and patterned cushions is placed near a small coffee table. Soft lighting from bedside lamps enhances the cozy ambiance.
Loft in Hillcrest
4.95 out of 5 average rating, 174 reviews

The Owl House - Modern unit in a tranquil setting

Based in central Hillcrest, the Owl House is a recently renovated loft room located on a well secured property, with a large verdant garden. The space is private and well equipped with modern features for the discerning traveler, whether it be for business, leisure or sport functions. 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.

Top guest favourite
A spacious bedroom features exposed brick walls and large windows offering a view of the ocean. A king bed is dressed in neutral tones, while a decorative pendant light hangs above. A small dining area with a table and chairs is positioned near the window, surrounded by greenery.
Cabin in Umdloti Beach
4.98 out of 5 average rating, 127 reviews

Seaside Heaven

Take it easy at this unique and tranquil getaway! Our cabin is situated directly on the spectacular Indian Ocean, in a safe and peaceful location and has everything you need to rest and relax. Seaside Heaven offers a modern well equipped kitchen, 1 x sea facing king bed, outdoor braai area and is a short walk to the heart of Umdloti ! The Cabin can only be accessed via walking stairs (100 to be exact).

Guest favourite
A modern room is highlighted by large windows, providing a view of the horizon at sunset. A spacious bed is positioned near the window, with neutral tones and striped pillows. A cozy seating area is visible, along with a small workspace complemented by plants and wooden shelves.
Guest suite in Westville
4.85 out of 5 average rating, 506 reviews

The Hidden Lookout (Green Room)

This modern, creative space is one of two hidden gems in the leafy suburb of Westville (also see Yellow Room at 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 a fast and dependable WiFi & work station & GENERATOR if necessary.

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 Waterfall
4.96 out of 5 average rating, 109 reviews

Alegria Barn Self-catering house -Solar Power

Alegria Barn is a tranquil retreat on a serene small holding, bordering the Crestholme Conservancy. This 2018 converted barn features an open-plan, double-volume space perfect for short or long stays. With thoughtful touches, it's ideal for professionals, couples and small families. It is fully equipped for a relaxing stay being popular with returning expat families visiting loved ones.

Top guest favourite
Guest house in Hillcrest
5 out of 5 average rating, 13 reviews

Tall Trees Cottage | King Beds | Private Patios

Escape the chaos & unwind beneath the Tall Trees. Tucked away in the heart of Hillcrest, our peaceful 2 bedroom retreat offers: - Stylish en-suite rooms with king beds and private patios - A well-equipped kitchen for slow mornings and coffee rituals - A garden oasis perfect for relaxing and reconnecting - Close to top restaurants, shops and Midlands Meander adventure

Popular amenities for Hillcrest holiday rentals

Frequently Asked Questions

  • What are the best places to stay in Hillcrest?

    Staying near central Hillcrest places guests close to markets, restaurants, and local parks. Countryside accommodations around the outskirts have scenic garden settings and quick access to nature trails.

  • What are the best things to do in Hillcrest with kids?

    Families often explore nature reserves, playgrounds, and wildlife centers in and around Hillcrest. Interactive farm visits, local craft markets, and beginner-friendly hiking spots are also frequently suggested for children.

  • What are some of the best things to do in Hillcrest?

    Explore outdoor markets, picnic in community parks, or discover historic sites reflecting Hillcrest’s rural roots. Visitors also enjoy nature reserves and taking in views around the Valley of a Thousand Hills.

  • How is the weather in Hillcrest?

    Hillcrest generally has mild weather, with cool winters and warm summers. Packing layers helps accommodate some rainfall and temperature changes throughout your stay.

  • When is the best time to visit Hillcrest?

    Milder temperatures and seasonal greenery often draw visitors to Hillcrest during temperate months. Local outdoor events and festivals are also more frequent during these periods.

  • What are the best places to visit in Hillcrest?

    Frequently suggested places include local nature reserves, vibrant weekend markets, and the Valley of a Thousand Hills. Art galleries and heritage centers highlight the area’s creative community.

  • What are some hiking trails in Hillcrest?

    Nature lovers can explore scenic trails at local nature reserves, such as those leading through indigenous forests and gentle hills. These paths often have picnic spots and wildlife viewing opportunities.

  • What are some family activities we can do in Hillcrest?

    Families in Hillcrest often explore nature reserves, enjoy bike rides on easy trails, or visit animal farms. Playgrounds, community events, and local craft workshops are also popular choices.

  • What are some of the best day trip ideas from Hillcrest?

    Explore the surrounding Valley of a Thousand Hills, visit local game reserves, or spend time at botanical gardens near Hillcrest. Art galleries and craft markets in the greater region are also frequently suggested.

  • Are there any pet friendly accommodations available in Hillcrest?

    Many vacation rentals and guesthouses in Hillcrest welcome travelers with pets. Several walking trails and open parks around the area make it convenient for guests bringing dogs.

  • What are some local tips for visiting Hillcrest?

    Bring a reusable shopping bag for local markets and be ready for changes in weather. Early mornings are quieter at popular spots, and many places welcome casual, comfortable dress.

  • What is Hillcrest known for?

    Hillcrest is known for its lush scenery, local food markets, and proximity to the Valley of a Thousand Hills. The community has a laid-back atmosphere with a blend of rural and small-town traditions.

  • What are the best hidden gems to explore in Hillcrest?

    Artisan craft studios, lesser-known gardens, and neighborhood cafés are some of Hillcrest's quieter treasures. Locals also enjoy tucked-away walking paths and small community art galleries.

  • What are the best foods to try in Hillcrest?

    Hillcrest has traditional South African dishes like bunny chow, grilled meats, and locally baked goods. Farmers’ markets, cafés, and family-run eateries often feature these favorites alongside seasonal produce.

  • What should I bring for a trip to Hillcrest?

    Pack comfortable walking shoes, sun protection, and a light rain jacket as weather conditions can change. A reusable water bottle and casual clothing work well for outdoor markets and scenic areas.

  • What is the nightlife in Hillcrest like?

    Hillcrest has a relaxed nightlife scene, with casual pubs, local restaurants, and live music venues where community gatherings are common. The area is known for friendly atmospheres and weekend social events.

  • What are the most popular events or festivals in Hillcrest?

    Hillcrest hosts seasonal food and craft markets, garden shows, and community festivals, especially during holidays and spring. Outdoor music events and family fairs are also highlights throughout the year.

  • Are there family friendly vacation rentals in Hillcrest?

    Hillcrest has a variety of family-friendly vacation rentals, including spacious homes and cottages with gardens. Many properties offer self-catering options to make group stays comfortable.

Quick stats about holiday rentals in Hillcrest

  • Total holiday rentals

    Explore 120 holiday rentals in Hillcrest

  • Nightly prices starting at

    Hillcrest holiday rentals start at £15 per night before taxes and fees

  • Verified guest reviews

    Over 3,900 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Holiday rentals with a pool

    50 properties feature pools

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wifi availability

    110 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!