Holiday rentals in Constantia

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Top-rated holiday rentals in Constantia

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Top guest favourite
A charming cottage is seen amidst a landscaped garden, with a large tree providing shade. Several potted plants are positioned near the building, and outdoor seating is arranged on a stone path, inviting relaxation in a serene setting.
Cottage in Constantia
5 out of 5 average rating, 72 reviews

Walk Through the Vineyards from Historic Designer Cottage

South African style and updated amenities shine in this fully restored 300-year-old cottage with gorgeous views from every room. Outside, enjoy the Groot Constantia vineyards, a farm, and tennis court with breathtaking mountains as a backdrop. This is the perfect place to relax in the heart of the wine country. You are completely secluded from the hustle and bustle, yet only 25 minutes away from the city centre, 15 minutes from the beach and 10 minutes from three championship golf courses. Take long strolls in the vineyards right from your back door, or just enjoy the mountain views from your private garden. The house is spacious (145sqm) and quiet, with views from every window, and is flooded with natural light. Exposed brick walls show the history of the cottage that used to be stables in the 1700’s and formed part of the original Hope Of Constantia farm. The cottage is serviced weekly with a full clean and change of linen. The garden is also serviced weekly, unless otherwise requested. Access all areas in the cottage including kitchen, living room, study, bedrooms, a private garden, as well as full access to the surrounding farm. There is also a secure garage for parking your car and the house is fully-alarmed. This cottage is situated in a gated private lane with four other homes where the other residents value their peace and tranquility. You are welcome to explore the surrounding area but please respect the residents' privacy. The owners of the cottage live just 100m away with their dog Rafiki. They will welcome you on arrival and show you around. You can enjoy com The cottage is located in a private lane on the border of Groot Constantia wine farm, with the winery just a short walk away. And the historic Constantia neighbourhood boasts stunning scenery, local shops, and sparkling beaches all within driving distance. Best would be to rent a car as this allows easy access to the more secluded parts of the peninsula. But if you prefer to take a taxi there are private companies that you can use or make use of Uber. We provide coffee and tea for our guests, as well as a simple breakfast for your first morning at the cottage. Groceries can be purchased in advance of your arrival at an additional fee. The cottage is located in a private lane on the border of Groot Constantia wine farm, with the winery just a short walk away. The historic Constantia neighbourhood boasts stunning scenery, local shops, and sparkling beaches all within driving distance.

Top guest favourite
A modern cottage exterior is shown, featuring a small private swimming pool surrounded by a brick border. Comfortable lounge chairs are positioned nearby under a shaded umbrella. Lush greenery and terracotta pathways create a welcoming atmosphere, complemented by a light blue sky and scattered clouds.
Cottage in Constantia
5 out of 5 average rating, 106 reviews

Cottage Constantia Private pool Off the grid

Stay in the heart of Constantia, Cape Town’s famed wine area when you book this newly built, modern cottage. Within five minute’s drive of the gorgeous historical wine route & just a 25 minute drive to the beautiful Atlantic Seaboard beaches or quaint little Kalk Bay. Feel at home & relaxed in our peaceful suburb as the cottage overlooks a picturesque greenbelt trail where you can enjoy a evening walk or sip a glass of local wine on the spacious patio. This property is off the electricity grid.

Top guest favourite
Guest house in Constantia
4.93 out of 5 average rating, 120 reviews

Modern & Secure Apartment with Beautiful views.

Luxurious, light, spacious, air conditioned self-catering 2 bedroom apartment situated on our property. Close to Constantia wine route, excellent restaurants & shopping centres. If you interested in Mountain Biking or hiking, the Tokai & Kirstenbosch trails are on our doorstep as well as greenbelt walks. 20 to 30 minute drive to Cape Town City centre, Hout Bay & Muizenberg Beaches, Simon's Town & Kalk Bay, Tokai & Newlands Forest, Kirstenbosch Gardens, V&A Waterfront & CT International Airport.

Top guest favourite
A spacious living area features large windows allowing natural light to fill the room. Comfortable seating is arranged around a coffee table, with a television mounted above a fireplace. A chandelier hangs from the ceiling, adding a contemporary touch to the warm environment.
Villa in Newlands
4.94 out of 5 average rating, 155 reviews

Table Mountain Villa

Set on the slopes of Table Mountain bordering the national park, this spectacular property offers panoramic views of the mountain, forest and city. Guests have a private entrance to mountain trails. A short walk from Kirstenbosch Botanical Gardens. 5-10 min drive to Constantia Wine Estates; Newlands Cricket, Rugby Stadiums; 1 traffic light to the city centre ; 15-20 min to the city's iconic beaches. Comprehensive security; unlimited WIFI, basement parking. A perfect base to explore Cape Town.

Top guest favourite
The kitchen features a blue cabinetry design with modern appliances and countertops. A central island provides seating with three stools. Natural light pours in through large windows, illuminating the exposed brick wall and enhancing the inviting atmosphere of the space.
Guest house in Constantia
4.96 out of 5 average rating, 105 reviews

Le Vine Constantia: Luxury guest house

Ideally located in the Constantia winelands, this luxury guest house has extraordinary views over the winelands, the mountains, and the ocean. This elegant home is bright and airy, featuring high-trussed ceilings and a contemporary, open-plan living and dining area. A sheer panel of sliding doors spanning the entire living area opens to a vast patio and entertainment space, where guests are invited to savor a glass of local wine while watching the sunset. Full solar power - NO loadshedding!

Top guest favourite
A deck area featuring a large outdoor table and chairs is depicted, surrounded by lush greenery. In the background, majestic mountain ranges can be seen partially covered by clouds, creating a serene landscape. Potted plants are located on the railings, adding to the natural setting.
Guest suite in Cape Town
4.96 out of 5 average rating, 428 reviews

Cabin in the Woods

This is a unique "cabin in the woods" tree house style home nestled high up on a property making up part of the Table Mountain Reserve, overlooking the world heritage site "Orange Kloof" effectively the back of the Table Mountain reserve Despite its apparent remoteness, it lies just 7 min from Houtbay central district and 12 minutes from Constantia shopping centre. Home has immediate access to walking trails and Vlakenberg hiking trail. All bedrooms have stunning views onto mountain ranges.

Top guest favourite
A spacious bedroom features a large bed with soft bedding, light-colored walls, and natural light flowing in from shuttered doors. Nearby, a small table with a television and plants add a touch of greenery. The outdoor area is visible, showcasing a dining set under a canopy.
Guest suite in Constantia
4.97 out of 5 average rating, 405 reviews

Constantia Garden Lodge

Constantia Garden Lodge is the ideal base from which to explore Constantia and the Cape Town area. Relax in the spacious lodge or unwind outside in the private leafy courtyard while you plan your day’s outings – the most stressful part will be trying to fit everything in! Whether you enjoy active experiences like hiking or trail running; or great food and wine; or simply taking in the magnificent Cape Town sights and scenery, Constantia Garden Lodge is the perfect hub to start from.

Top guest favourite
A spacious balcony features two modern lounge chairs facing a panoramic view of the Hout Bay Valley and Helderberg mountains. The area is enclosed by a sleek railing, and the sliding glass doors provide seamless access to the interior space.
Flat in Cape Town
4.93 out of 5 average rating, 441 reviews

Endless Views & Privacy

Our studio apartment opens up onto a 40sq meter balcony with a panoramic view of the Hout Bay Valley and the Helderberg mountains beyond. Large sliding doors disappear into the walls creating an unimpeded indoor/outdoor flow while the elevated position protects your privacy. The open plan bathroom faces onto an enclosed secret garden which includes a frame-less glass shower. The unit has a fully equipped kitchenette and is serviced daily except weekends and public holidays.

Top guest favourite
A vibrant display of bird of paradise flowers emerges from lush, green foliage. The plants showcase striking orange and blue blooms, contrasting with long, arching leaves that create a natural, tropical setting.
Cottage in Constantia
4.99 out of 5 average rating, 128 reviews

Solar-Powered 'Garden Cottage' in Upper Constantia

The Garden Cottage has electricity supplied by solar energy and inverter with back-up batteries during scheduled national power outages. Escape to a peaceful garden cottage on a large secluded private estate in a rural setting of verdant trees, seasonal flowers, exuberant birdlife and magnificent vistas. Settle in a sanctuary comfortably furnished in a timeless way. The 'Garden Cottage' is ideal for nature enthusiasts, business travelers, couples, and adventurous spirits.

Top guest favourite
Guest house in Constantia
4.94 out of 5 average rating, 121 reviews

Riverside

Enjoy a peaceful stay surrounded by a green belt and mountains. Central to lots of activities such as hikes/walks, wine farms, local restaurants and shops. We have many pets on the property, 4 friendly dogs which is, 1 ridgeback, 1 Labrador and 2 medium mixed breeds, 3 cats and 2 bunnies. It is very family friendly, but also perfect for a relaxing getaway. There is parking inside the property. Regarding safety, we have a security guard on our road whom Patrol all the time

Guest favourite
A wooden cabin is nestled among lush greenery and tall trees, showcasing a welcoming exterior with a covered deck. Large windows reflect the surrounding natural landscape, with the sun casting a warm light on the structure. The adjacent mountains provide a scenic backdrop.
Home in Hout Bay 7806 Cape Town
4.86 out of 5 average rating, 409 reviews

Blackwood Log Cabin

A tranquil and private mountain retreat where water, forest and mountains will re-awaken the soul. Set high on the mountain slopes of Constantia Nek, Blackwood Log Cabin has panoramic views across the lush valley to the mountains beyond. The 2 bedroomed house sleeps 4 with 2 bathrooms. Power outages are being experienced by SA - the oven/stove is gas, the hot water is gas, the internet is solar driven and we have 2 battery lights for guests use.

Guest favourite
An open plan living area is highlighted by a wooden dining counter with three stools. A cozy lounge space features a sofa and an ottoman, while large windows allow natural light to fill the room. Green plants and framed artwork add subtle touches of decor.
Guest house in Constantia
4.94 out of 5 average rating, 633 reviews

Kai Cottage

Kai Cottage is a contemporary, stylish, light & relaxing space located in the beautiful neighbourhood of Constantia Hills. It is a self-catering 1 bed studio apartment with a shower bathroom, a well-fitted kitchen, a comfy lounge and a private balcony/garden courtyard. It is best suited for professionals and couples. It is an open plan area, therefore recommended for a maximum of 2 adults.

Popular amenities for Constantia holiday rentals

When is the best time to visit Constantia?

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Avg. price$223 SGD$172 SGD$153 SGD$123 SGD$106 SGD$106 SGD$107 SGD$109 SGD$109 SGD$110 SGD$117 SGD$226 SGD
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Quick stats about holiday rentals in Constantia

  • Total holiday rentals

    Explore 1,170 holiday rentals in Constantia

  • Nightly prices starting at

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

  • Verified guest reviews

    Over 24,950 verified reviews to help you choose

  • Family-friendly holiday rentals

    760 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 160 rentals that welcome pets

  • Holiday rentals with a pool

    830 properties feature pools

  • Rentals with dedicated workspaces

    670 properties have a dedicated workspace

  • Wifi availability

    1,140 of Constantia holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Constantia rentals

  • 4.9 Average rating

    Constantia stays are highly rated by guests – averaging 4.9 out of 5!

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