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Family-friendly holiday rentals in Observatory

Find and book unique family-friendly homes on Airbnb

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 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
4.93 out of 5 average rating, 137 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.

Guest favourite
A white cottage is positioned beside a calm swimming pool, reflecting the clear blue sky and fluffy clouds above. Large windows provide natural light, and a decorative plant enhances the entrance. The pool area is surrounded by tiled decking, offering a clean and inviting outdoor space.
Guest house in Constantia
4.99 out of 5 average rating, 128 reviews

Luxury serviced cottage + heated pool Constantia

The little Guinea fowl Cottage is part of a high security villa located in the select Upper Constantia area. Set at the foot of the densely forested eastern slopes of Table Mountain, the property is half surrounded by the Green Belt, opposite to Cecelia Forest and less than 2km away from the world famous Kirstenbosch Garden. We have an inverter as a back up during load shedding + our own water treatment plant for high quality water directly from the tap, better than any plastic bottled water.

Guest favourite
A modern wooden cabin is situated amidst lush greenery, featuring large glass windows that invite natural light. Surrounding flora showcases indigenous plants, and pathways meander through the landscape. A neighboring pod is partially visible in the background, enhancing the serene ambiance of the outdoor space.
Tiny home in Hout Bay
4.86 out of 5 average rating, 281 reviews

The Fynbos Pod, Cyphia Close Cabins, Hout Bay

Stay at Cyphia Close Cabins in Hout Bay, in a unique, architect designed pod with magnificent outdoor spaces, sea & mountain views, surrounded by beaches, sand dunes, mountains & fynbos, while still close to town & CBD Featuring a twin/king bed(s), bathroom, living area, kitchen, deck & wood-fired outdoor bath Internet:500MB down/250MB up. Inverter for loadshedding Not secluded; we have other cabins and we have animals onsite No free stays for social media posts Please read full listing

Top guest favourite
A spacious bedroom features large glass windows offering panoramic views of the ocean and surrounding greenery. A comfortable chair sits beside the bed, which is adorned with decorative pillows. Natural light fills the room, highlighting the inviting decor and tranquil atmosphere.
Serviced apartment in Clifton
4.98 out of 5 average rating, 408 reviews

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.

Top guest favourite
A bright bedroom features two spacious three-quarter beds with light-colored bedding and neatly arranged towels. Natural light streams through two windows, adorned with sheer curtains, and a ceiling fan provides comfort. A painting and small artwork add subtle character to the welcoming space.
Guest suite in Rondebosch
4.92 out of 5 average rating, 183 reviews

Quaint garden guest suite near middle campus UCT

The apartment has a fantastic location situated a mere 400m below UCT, it is ideal for visitors to UCT and Cape Town looking for a central location. Baxter theatre and Rustenberg Junior very close proximity. Private entrance, off street parking, the apartment has a sunny bedroom with two three-quarter beds, modern bathroom and a living room/ kitchen area, that makes for an extremely comfortable short or long stay. A short walk down to main road with various restaurants, shops, bus routes.

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
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, 172 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.

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.

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, 106 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 spacious loft showcases an open layout with a clean white aesthetic. A large bathtub is placed near a window, providing natural light. Below, a comfortable seating area features wooden accents, and a textured rug adds warmth to the polished wooden floor.
Loft in Salt River
4.94 out of 5 average rating, 112 reviews

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.

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$84 SGD$86 SGD$86 SGD$114 SGD$123 SGD$157 SGD
Avg. temp22°C22°C21°C18°C15°C13°C13°C13°C15°C17°C19°C21°C

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