Family-friendly holiday rentals in Observatory

Sunny Victorian cottage in hip neighbourhood

Charming Victorian cottage in the heart of Observatory, one of Cape Town's most characterful suburbs. This peaceful home features two private gardens, large living spaces with high ceilings, fireplaces, and a modern bathroom. A fully equipped kitchen and secure off-street parking add everyday ease. The City Centre is just 10 minutes away, while the walkable neighbourhood is full of independent cafés, restaurants, bars, and shops. A rare blend of period character, comfort, and a true local feel.

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.

Private Villa & Heated Pool, Steps Away from Beach

Part of the YOLO Spaces Collection. Clifton is Cape Town’s jewel, no matter how many sunsets you have seen, it’s simply different here. The Private Villa is located near the promenade, in a wind free pocket, in the heart of energetic Clifton. Less than 2 minutes walking distance to the famous 4 Clifton Beaches. It is +/- 5 min drive from restaurants, shopping, entertainment & nightlife; 10 to 15 min drive to city centre; 25 to 30 min to the airport & is central to nearby tourist attractions.

Magnificent Clifton Retreat with Unparalleled Ocean Views

A perfect haven for couples or individuals seeking a holiday that will be truly memorable. Ezulwini is set in central Clifton, an exclusive area 5 minutes from Town and the V&A Waterfront. The apartment offers unrivalled sea and beach views. The interior is flooded with natural light, beautifully curated in a rich beachside palette of sandy hues with a touch of something nautical. Safety wise, the apartment is a lock up and go and there is battery Back with solar to deal with load shedding.

cozy garden cottage in Upper Woodstock with pool

We have added a small, cozy guest suite to our family home in upper Woodstock and welcome guests from all over the world. We, that is Kent and Susanne with our daughter Alba (10) and our lovely dog Vivienne Westwood (Vivi). Our approximately 25 square meter cottage is located in our beautiful shared garden with saltwater pool and has its own bathroom and kitchenette. Our guests appreciate the Upper Woodstock location and the garden while having us around for questions. Streetparking

Cozy living in a boutique heritage Woodstock home

Modern living in this neat Pinterest style home in upper woodstock. The two cozy bedrooms are bright and have a queen and a double sized bed and workspace areas. The entire space has recently been renovated so expect a beautiful modern bathroom, kitchen and lounge. This entire space is perfect for those who like houses with lots of sunshine and and a ton of greenery. Ideal for a small family travelling or a group of friends looking for a nice, stylish space close to the city.

Mountain and Harbour Views - Grand Vue Cottage

The property is situated in Cape Town's Walmer Estate suburb, high up the mountain below Devil's Peak. The views from the property are spectacular, you can see Lion's Head, Signal Hill, Table bay and Cape Town harbour. The property has great decor and furniture for your comfort and it's ideal for families or groups who want to be near the city but also to escape it and relax. Solar panels and battery backup system is fitted to escape electricity outages.

Delightful self catering guest cottage

This tastefully decorated cottage is set in a safe, beautiful and quiet residential area of Hout Bay. The well-equipped cottage with 24/7 electricity and air conditioning is located next to a private family home. It sleeps 2 adults and 2 children can be accommodated in the open-plan loft. The cottage has access to several hikes onto Table Mountain National park, 8 minutes away from the beach, some beautiful restaurants and shops.

Charming Rosebank Cottage

Sunny, characterful cottage in a quiet street, with a private leafy courtyard. Walking distance to shops, Rondebosch Common, and public transport. Easy access into the centre of town, as well as the southern and northern suburbs. 20 minute drive to Cape Town International Airport. Close to UCT, Hartleyvale Stadium, Bishops, Rustenberg Girls and Rondebosch Boys. The cats shown in some of the pictures are no longer in the house!

Spacious city loft with large terrace

PLEASE DO NOT USE INSTANT BOOK- Please send a message first to discuss details of your trip. The apartment is located in Upper Woodstock on the border with Salt River, within walking distance of the lively Roodebloem Road. Woodstock has become Cape Town's design hub and a vibrant and trendy neighbourhood with markets and designer boutiques. The loft has been completely renovated and consists of three levels.

Hillside Penthouse with Spectacular Table Mountain Views

Gaze out on Cape Town from this exclusive retreat high above the city. This quiet cocoon is a place to relax, featuring contemporary furnishings, sliding floor-to-ceiling windows, terrace walkouts, panoramic views of Table Mountain, and a private splash pool. You have an expansive space over two levels to enjoy. Experience the urban buzz or the peace of the great outdoors, both just minutes from the apartment.

Solar-Powered Table Mountain Retreat

Beautifully styled with boho charm, this unique home feels carved into the mountain side. Filled with natural materials and treasures from global travels, it offers space, beauty, and a deep sense of calm. It’s also a kids’ paradise, with a dedicated playroom, trampoline, cot, and plenty of toys.