Holiday rentals in Constantia

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Top-rated holiday rentals in Constantia

Guests agree: these stays are highly rated for location, cleanliness and more.

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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
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
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, 106 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 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 Hout Bay
4.93 out of 5 average rating, 442 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, 129 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, 122 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
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
A private balcony features a wooden bench adorned with green cushions, providing a comfortable spot to relax. A wooden barrel serves as a decorative table. The space is bathed in natural light, with sliding glass doors leading into the interior of the cottage.
Guest house in Constantia
4.94 out of 5 average rating, 635 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.

Top guest favourite
A private swimming pool is set within a lush green lawn, surrounded by trees and showcasing distant mountains. Sun loungers line the pool area, inviting relaxation. Clear blue skies provide a vibrant backdrop, creating a serene outdoor space.
Home in Constantia
4.96 out of 5 average rating, 152 reviews

Constantia Klein 4 Bedroom Villa on the Vineyards

"NO Airbnb fees are added to the price you see" Constantia Klein Villa is a beautiful self-catering 4 bedroom ensuite house with private swimming pool , large covered patio and BBQ facilities. Surrounded by the tranquility of Groot Constantia, Buitenverwachting and Klein Constantia Wine Farms. Walk from the garden into the Groot Constantia Vineyards or to Klein Constantia Wine Farm.

Superhost
A residence features a tranquil pool surrounded by neatly arranged lounge chairs. Lush greenery frames the property, while a white exterior enhances the bright atmosphere under clear blue skies.
Home in Constantia
4.82 out of 5 average rating, 143 reviews

Plough Hill Manor, Constantia by Steadfast

The epitome of a Constantia home, this expansive and elegant home sits in a magnificent garden with magical mountain views. Classically decorated with refined charm, the house is a warm and inviting space. Situated in a highly sought after residential area, the property is secure and peaceful and looked after beautifully by a dedicated team, ensuring maximum ease and enjoyment.

Top guest favourite
A modern house is set amidst a lush garden, featuring large windows that provide ample natural light. A serene swimming pool reflects the surrounding greenery, framed by blooming flowers. The outdoor space includes seating for relaxation and easy access to the pool area.
Home in Constantia
4.96 out of 5 average rating, 106 reviews

Upper Constantia Greenbelt

The property is situated adjacent to the beautiful Bel Ombre greenbelt with spectacular views down the valley as well as the lower lying Cape flats with the Hottentots Hollands mountain range as a backdrop. We have also installed an off grid power generation unit which means we are no longer affected by Load shedding.

Popular amenities for Constantia holiday rentals

When is the best time to visit Constantia?

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Avg. price$226 SGD$174 SGD$155 SGD$124 SGD$107 SGD$107 SGD$108 SGD$110 SGD$110 SGD$111 SGD$119 SGD$229 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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