Family-friendly holiday rentals in Observatory

Find and book unique family-friendly homes on Airbnb

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

  • Total holiday rentals

    Explore 150 holiday rentals in Observatory

  • Nightly prices starting at

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

  • Verified guest reviews

    Over 2,050 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Holiday rentals with a pool

    40 properties feature pools

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wifi availability

    140 of Observatory holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Observatory rentals

  • 4.7 Average rating

    Observatory stays receive an average rating of 4.7 out of 5 from guests

Top-rated family-friendly rentals in Observatory

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

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Guest favourite
A bright living area highlights a comfortable white sofa adorned with green cushions. A wooden coffee table is centered over a black and white striped rug. Large windows offer views of the garden, while plants are positioned throughout the space, enhancing the tranquil atmosphere.
Flat in Oranjezicht
4.96 out of 5 average rating, 168 reviews

Spacious Garden Apartment with View of Table Mountain

Go for a refreshing dip in a turquoise pool and relax in the garden under lush greenery. The tropical feel continues inside with hanging plants, original art, and casual furniture. This bright, breezy apartment is well ventilated and serviced daily. The space was purpose designed for Guests with simplicity and comfort in mind. The interior style is unique in that it combines Scandinavian and Dutch design influences with unique South African design products and furniture. The space is uncluttered yet personable and homely with creative interior and design touches throughout. Exceptionally spacious, the apartment is ideal for longer stay guest and people with families or babies. The garden and grounds are at full disposal of guests and the tranquil setting against the backdrop of Table mountain makes this a really beautiful place to stay. The apartment is serviced on a daily basis by a dedicated housekeeper who's responsibility it is to look after our guests. Guests have full access to the garden apartment on garden level, the pool and braai facilities. Laundry facilities are at an additional cost and do not have direct guest access. The housekeeper can arrange for washing, ironing or dry cleaning at an additional cost. Guests are welcomed and checked-in personally by myself or the Housekeeper, Fiona. I usually try to make contact at least once during the guests stay, but otherwise we give the guests their space and privacy until they need us. The apartment is serviced on a daily basis, so the guests will have daily interaction with the housekeeper to attend to any needs. I will be on standby if the guests require my advice, help or assistance. Oranjezicht, on the slopes of Table Mountain, is the oldest most historic neighbourhood of Cape Town. It boasts spectacular views of the mountain and ocean. Nature is literally on the doorstep. The apartment is also close to the city centre. The MyCity bus system is Cape Town's main form public transport in and around the city. There is a MyCity busstop 100 meters from the house. The Uber Taxi service is also very efficient, affordable and easy to use. Many tourist sites or attractions in the City are within walking distance of the property. The property is on 2 levels. The apartment and garden is on the "downstairs" level of the property and the garden and pool area is shared space on that level. There is a 3 bedroom house on the top level, also rented to guests at certain times of the year.

Top guest favourite
The spacious open-plan lounge features large windows that offer striking ocean views. A comfortable dark sofa and armchair provide seating, while a textured wall art piece adds visual interest. Natural light floods the area, enhancing the welcoming atmosphere.
Flat in Sea Point
4.97 out of 5 average rating, 155 reviews

Gaze Across the Atlantic from a Glass-Walled Haven

Both bedrooms lead to balconies, the views are spectacular. We are connected to a 24 hour security service that will escort you into the apartment if you are coming home late or alone. The whole apartment is available. Open plan lounge dining kitchen and two en-suite bathrooms, entry area and deck. I am an artist, so my studio (opposite to apartment entry) will be locked as I will use it as a storeroom. Located just a few kilometers west of Cape Town CBD, Fresnaye is one of the city's most affluent neighborhoods. The loft is just a short stroll from high-end Sea Point eateries. Head to Saunders’ Rock Tidal Pool on hot days for a refreshing dip. Unfortunately we only have street parking, but we are 100m from the MyCiti bus stop and we have found that most guests find using Uber, most convenient. If you prefer a personalized tour guide or shuttle service, we can organize that as well. Please note there will be extra outdoor furniture added to deck before your stay. There is air conditioning in all rooms

Guest favourite
A well-maintained garden area surrounds a brick firepit with wooden benches. Sunbeds are positioned nearby, and a covered seating area is visible, creating a relaxed outdoor environment. Clear skies provide ample light, enhancing the inviting space for gatherings.
Farm stay in Noordhoek
4.94 out of 5 average rating, 139 reviews

Faraway Cottage with Animal Farmyard & Hot Tub

Situated on a unique 5-acre family property, this cottage is perfect for a couple/small family. Main bedroom (King) with desk, kids bedroom (with double + 3/4 bunk bed), campcot on request, 1 bathroom with shower + bath, TV room & open-plan kitchen/lounge/dining & fireplace. A tranquil outdoor setting with hot tub, firepit, trampoline & astro football pitch/tennis court. Horses, pigs, dwarf goats, bunnies, family dogs & cats make Camp Faraway a true paradise for families who love space & nature.

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 Table Mountain
4.94 out of 5 average rating, 156 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
A modern living area is furnished with a pink sofa and a blue accent chair, inviting relaxation. A wooden coffee table sits in front. Lush greenery hangs from shelves and decorates the space, creating a tranquil atmosphere. The open layout leads to a bright kitchen area.
Home in Woodstock
4.97 out of 5 average rating, 118 reviews

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.

Top guest favourite
Cabin in Cape Town
4.99 out of 5 average rating, 100 reviews

Boutique Wellness Cabin - Sauna, Plunge, Hot Tub.

Asana Treehouse is private, design-led wellness retreat on the foothills of Signal Hill, created for rest, reset, and exceptional sleep. This boutique cabin combines panoramic views with a full private at-home spa experience, including sauna, hot tub/jacuzzi, cold plunge, and a hotel-grade Coco-Mat king bed designed for deep, uninterrupted rest. Fully heated for winter and completely private, it’s a rare escape just minutes from Kloof Street, but a world away from it.

Guest favourite
An expansive wooden deck offers stunning views of the ocean and the surrounding mountains. A modern stone fire pit is positioned on the deck, surrounded by decorative pebbles, as the sun sets, casting warm hues across the sky.
Home in Camps Bay
4.92 out of 5 average rating, 438 reviews

Mountain House

Mountain House is perched at the top of Camps Bay . The house has three bedrooms two with queen size beds, one with a double bed . It has two bathroom areas, two showers one bath , two toilets. A fully equipped kitchen. A fireplace for those chilly nights. It has all the bells and whistles in terms of internet,wi fi , cable TV , webber gas braai, great outdoor areas to chill and of course a pool . There is a battery inverter for the property to mitigate power outages .

Top guest favourite
The living area features a comfortable grey sofa paired with a yellow accent chair. Round mirrors and framed art adorn the walls, while decorative cushions add a pop of color. A glass table sits atop a soft rug, surrounded by hardwood flooring.
Home in Woodstock
4.94 out of 5 average rating, 174 reviews

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.

Top 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, 410 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.

Top guest favourite
The cottage features a wooden deck with seating, surrounded by vibrant greenery and colorful flowering plants. A large circular window adds interest to the facade, while the backdrop of the mountain creates a serene setting.
Cottage in Hout Bay
4.96 out of 5 average rating, 465 reviews

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.

Guest favourite
The charming exterior of a historical cottage is displayed, featuring a light yellow facade and a covered porch adorned with lush green vines. Decorative iron railings line the front, complemented by small shrubs in the garden area. A clear blue sky is visible above.
Home in Rondebosch
4.93 out of 5 average rating, 107 reviews

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!

Guest favourite
The exterior of a chic coastal home is illuminated by dusk, showcasing a private pool reflecting the evening sky. The open-plan living area features large doors that connect to a spacious wooden deck, ideal for dining and relaxation, surrounded by tropical vegetation.
Home in Clifton
4.91 out of 5 average rating, 112 reviews

Bungalow 21 - Clifton 3rd by Steadfast Collection

Bungalow 21 feels like a hidden gem amongst Cape Town’s most prestigious coastline. Nestled above Clifton 3rd beach, the bungalow offers sweeping ocean views while you listen to the waves tumble in the bay. Within easy walking distance or a short drive to nearby shops, restaurants and bars, yet secluded enough to unwind to in peace, with its private swimming pool, which is a rare find within Clifton’s prestigious bungalows.

Popular amenities for Observatory family-friendly rentals

When is the best time to visit Observatory?

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Avg. price$154 SGD$148 SGD$127 SGD$82 SGD$78 SGD$77 SGD$83 SGD$86 SGD$86 SGD$114 SGD$123 SGD$157 SGD
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