
Family-friendly holiday rentals in Observatory
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Top-rated family-friendly rentals in Observatory
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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

Glen Beach Penthouse A on Glen Beach in Camps Bay
The penthouse is situated in Camps Bay, which has become a famous landmark with internationally recognised restaurants, crystal sand beaches, and exceptional sunsets. The gorgeous local scenery makes it a fine destination for scenic coastal walks. Please note that a breakage deposit of R20 000.00 will need to be signed on arrival. Please make sure that you have a Master or Visa Credit Card available for this. No Debit Cards accepted. Please note that this villa is for Accommodation only and we do not allow Function Venues.

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.

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.

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.

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.

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.

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.

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.

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.
Popular amenities for Observatory family-friendly rentals
Family-friendly home rentals with a hot tub

Crown Retreat: Pool & Jacuzzi for Two

Watersmeet On the beach at Klein Slangkop, Kommetjie

Modern Contemporary Zen Tree House With Pool

Spacious family haven in the heart of Camps Bay!

Coastal haven with hot tub, deck & views

Luxury serviced cottage + heated pool Constantia

Victorian row house with roof deck and jacuzzi

Upper Constantia Greenbelt
Family- and pet-friendly home rentals

Camps Bay Family Beach home with great views.

Mountain and Sea view apartment 1

Elegant guest wing with own private garden & pool.

Millstone Beach Cottage - Nature, Oceans, Bliss!

Fairfield Cottage

Jamieson Cottage, your quiet cottage accommodation

Faraway Urban Oasis; relax, entertain & snuggle.

Kuusiku, at the foot of Table Mountain
Family-friendly home rentals with a pool

Luxury coastal escape/ Breathtaking Ocean Views

Magnificent Clifton Retreat with Unparalleled Ocean Views

Bungalow 21 - Clifton 3rd by Steadfast Collection

Chic Penthouse with Private Pool & Breathtaking Views

Mountain House

Solar-Powered 'Garden Cottage' in Upper Constantia
Solar-Powered Mountain Retreat with Natural Pool

Spacious Garden Apartment with View of Table Mountain
When is the best time to visit Observatory?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 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 |
| Avg. temp | 22°C | 22°C | 21°C | 18°C | 15°C | 13°C | 13°C | 13°C | 15°C | 17°C | 19°C | 21°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
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- Cbd
- Cape Town Stadium
- Bloubergstrand Beach
- Fish Hoek Beach
- V & A Waterfront
- GrandWest Casino and Entertainment World
- Muizenberg Beach
- Glencairn Beach
- Green Point Park
- Long Beach
- Boulders Beach
- Cape Town International Convention Centre
- Clifton 4th
- St James Beach
- Hout Bay Beach
- Stellenbosch University
- Babylonstoren
- District Six Museum
- Noordhoek Beach
- Tyger Waterfront Apartments Deck
- Jonkershoek Nature Reserve
- Cavalli Estate
- Glen Beach
- Mojo Market





