Family-friendly vacation rentals in Observatory

4.86 out of 5 average rating, 194 reviews

Home 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.

Indoor spacesFamilyLayout

4.94 out of 5 average rating, 162 reviews

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

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.

FamilyKitchenLocation

4.86 out of 5 average rating, 106 reviews

A private garden courtyard is featured, surrounded by lush greenery. Two white chairs and a small table are present, with sunlight casting playful shadows on the brick paving. A shaded area offers a tranquil spot for relaxation within this secluded outdoor space.

Apartment in Mowbray

Mowbray. Self-catering, tranquil garden cottage

Welcome to my home! Part of my house is a tranquil apartment, ideal for short and long stays. Perfect for a couple, friends, solo adventurer, business traveller. Comprises Living/Dining Room, Bedroom with full en-suite Bathroom, fully equipped kitchen, opening onto shaded private garden courtyard. Mowbray is very central; minutes away from all freeways; 10 minutes from Cape Town Airport and City Centre. 5 minutes walk to vibey shops, restaurants and bars. Central to several hospitals.

FamilyIndoor spacesCheckout

4.89 out of 5 average rating, 148 reviews

A serene garden scene features a refreshing salt-water pool surrounded by lush greenery and colorful plants. A small seating area is visible, offering a cozy spot to relax. The inviting pool reflects the clear sky, creating a peaceful atmosphere for guests.

Guest suite in Woodstock

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

FamilyIndoor spacesSleep quality

4.97 out of 5 average rating, 124 reviews

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

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.

KitchenIndoor spacesSleep quality

4.77 out of 5 average rating, 173 reviews

A rooftop deck is seen, featuring a wooden floor with seating provided by two metal-framed chairs and a small table. Potted plants add greenery to the space, while a wooden railing offers a view of the surroundings under a partly cloudy sky.

Apartment in Rondebosch

Quirky Courtyard Studio with Deck

This well-equipped, cottage-style studio opens onto a sheltered courtyard and offers access to a rooftop deck — ideal for relaxing or working outdoors. Set in leafy Rosebank, known for its Victorian homes and views of Table Mountain, the studio is within walking distance of UCT and close to the city centre and attractions. Perfect for short or longer stays, with all essentials included and optional weekly cleaning and laundry services. Pets are welcome if well supervised.

FamilyIndoor spacesHiking

4.94 out of 5 average rating, 181 reviews

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

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.

FamilyKitchenCheck-in

4.96 out of 5 average rating, 475 reviews

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

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.

FamilyIndoor spacesBreakfast

4.94 out of 5 average rating, 111 reviews

Home in Rondebosch

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!

Indoor spacesKitchenCheckout

4.98 out of 5 average rating, 108 reviews

An open-plan living area features wooden flooring and a high, wood-paneled ceiling. A comfortable sofa is positioned beside a circular coffee table. A dining table with black chairs is set up nearby, while natural light filters through large windows showcasing greenery outside.

Home in Vredehoek

Serene Oasis | Nestled Under Table Mountain

Welcome to our serene one-bedroom sanctuary, nestled just beneath the iconic Table Mountain. Immerse yourself in the tranquillity of Japanese-inspired design while enjoying the breathtaking natural beauty of Cape Town. Unwind in a charming garden retreat, offering a private sanctuary perfect for meditation or yoga. This unique haven combines cultural elegance with stunning scenery, creating a truly inviting escape.

KitchenIndoor spacesBathroom

4.94 out of 5 average rating, 112 reviews

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

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.

Indoor spacesKitchenAccess

4.71 out of 5 average rating, 28 reviews

A modern living area is presented with a light color palette, featuring a comfortable sofa and a woven chair beside a sleek television unit. A dining table is set with tableware, while soft lighting accentuates the space, complemented by a wall-mounted artwork depicting a bicycle.

Apartment in Observatory

Paragon LUXE Modern Rooftop Pool

A contemporary, light and airy unit, with lots of natural light, a fully equipped kitchen, uncapped WiFi, and cable television (DSTV/ Smart TV). Stylishly furnished one bedroom, modern apartment. Centrally located, easy access to major transport routes, close to UCT and Groote Schuur Hospital. You have full use of the gym and swimming pool area for the duration of your stay.

KitchenIndoor spacesAccuracy

Popular amenities for Observatory family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Luxe

Villa in Clifton

4.91 out of 5 average rating, 121 reviews

Private Villa & Heated Pool, Steps Away from Beach

Indoor spacesFamilyAccess

Apartment in Bishopscourt

An open lounge area features comfortable white sofas and a rustic wooden coffee table. Large windows allow ample natural light, framed by patterned blinds, with a view of the lush garden outside. A chandelier hangs from the ceiling, adding elegance to the space.

5.0 out of 5 average rating, 128 reviews

Romantic Cape Town Cottage with Mountain Views

KitchenIndoor spacesDecor

4.99 out of 5 average rating, 128 reviews

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.

Guesthouse in Constantia

Luxury serviced cottage heated pool Cecelia Forest

FamilyKitchenAccess

4.87 out of 5 average rating, 150 reviews

A modern villa exterior is showcased, featuring a blend of timber cladding and large sliding glass doors. A spacious lawn area is visible in the foreground, flanked by tropical greenery and outdoor loungers positioned for relaxation.

Home in Gardens

Modern Contemporary Zen Tree House with Pool

KitchenFamilyBathroom

4.95 out of 5 average rating, 109 reviews

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

Upper Constantia Greenbelt

KitchenFamilyValue

4.88 out of 5 average rating, 159 reviews

An inviting outdoor living area features comfortable seating and a table, overlooking a private pool. Sun loungers line the deck beside the pool, with the ocean visible in the background. A large awning provides shaded areas, enhancing the space’s relaxation potential.

Home in Camps Bay

Glen Beach Bungalow Main House

Indoor spacesKitchenCheckout

4.95 out of 5 average rating, 175 reviews

A spacious wooden deck is showcased, featuring a dining table surrounded by woven chairs. A cozy seating area is included, with a unique hanging chair providing a relaxing spot. Lush greenery and views of Lion's Head are visible in the background, creating a serene outdoor environment.

Home in Camps Bay

Stunning Ocean Views from Camps Bay Retreat

FamilyKitchenLong stay

4.95 out of 5 average rating, 320 reviews

Apartment in Green Point

Luxury Waterfront Apartment w/ Balcony & Marina

Indoor spacesKitchenSleep quality

Family- and pet-friendly home rentals

Guest suite in Rondebosch

The historic Mount Pleasant manor is surrounded by lush greenery and flowering plants. Its impressive white façade features arched windows and climbing vines, merging harmoniously with the natural landscape. Table Mountain can be seen in the background, enhancing the picturesque setting.

4.97 out of 5 average rating, 168 reviews

Elegant guest wing with own private garden & pool.

Indoor spacesFamilyBreakfast

4.94 out of 5 average rating, 232 reviews

An open plan kitchen and lounge area features a long white table with seating. Large glass doors lead to an outdoor space, allowing natural light to flow in. A comfortable seating area is visible, along with tasteful decor and wooden flooring that enhances the inviting atmosphere.

Guesthouse in Claremont

White Cottage, Bishopscourt

FamilyKitchenGetting around

4.93 out of 5 average rating, 409 reviews

An outdoor seating area features a small round table with two white chairs, surrounded by pebbled ground. Green shrubs and a wall-mounted planter with decorative accents are visible. The entrance gate is light blue, complemented by an air conditioning unit mounted high on the wall.

Home in Rondebosch

Jamieson Cottage, your quiet cottage accommodation

KitchenIndoor spacesLong stay

Place to stay in Woodstock

The entrance to a cottage is framed by a bamboo fence and white stucco walls. A wooden gate is open, leading to a pathway covered in light-colored stone. Potted plants with greenery are placed on either side of the gate, enhancing the welcoming aspect of the entrance.

4.81 out of 5 average rating, 134 reviews

Walmer - Charming Cottage with Garden

FamilyKitchenTV

4.88 out of 5 average rating, 124 reviews

A spacious outdoor dining area features a long wooden table with benches and is shaded by a white, high ceiling. The scenic view showcases a swimming pool and Lions Head mountain in the background. Soft lighting from string lights adds a relaxed ambiance.

Villa in Camps Bay

Your Dream Home in Sunny Camps Bay

Indoor spacesFamilyGrill

4.86 out of 5 average rating, 106 reviews

A serene view of Clifton 4th beach is captured, with its soft sandy shore meeting calm waves. The horizon presents a gentle gradient from the blue ocean to the sky. Rocky outcrops and distant hillside buildings are visible, complementing the tranquil seaside scene.

Villa in Clifton

Clifton 4th Bungalow with Ocean Views on the Beach

Indoor spacesFamilyAir conditioning

4.84 out of 5 average rating, 210 reviews

A spacious dining area features a wooden table surrounded by six brown chairs. A large light fixture hangs above the table, complemented by a decorative vase housing greenery. A geometric area rug adds warmth to the wooden floor, while an open kitchen space is visible in the background.

Home in Claremont

Family Home between Wineries/Beaches and the City

FamilyKitchenDecor

4.86 out of 5 average rating, 176 reviews

A welcoming living area features bright yellow sofas with blue accent pillows, arranged around a wooden coffee table. Natural light fills the space through multiple windows. A vibrant rug adds color, while a wood-burning fireplace offers warmth. The open kitchen is visible, showcasing green cabinetry.

Home in Oranjezicht

Artistic Victorian Oasis In the City (Solar Power)

KitchenFamilyValue

Family-friendly home rentals with a pool

4.99 out of 5 average rating, 114 reviews

The villa showcases a contemporary design with multiple balconies, allowing for natural light to fill the spaces. The spacious garden is lined with potted plants, leading toward an inviting fenced pool area, ideal for relaxation and outdoor gatherings.

Villa in Camps Bay

Unforgettable family memories - Beach, Pool, Views

Indoor spacesKitchenHeating

Apartment in Lagoon Beach

4.96 out of 5 average rating, 223 reviews

Tideline No. 202, Cape Town

KitchenFamilyWifi

4.96 out of 5 average rating, 169 reviews

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.

Apartment in Oranjezicht

Garden Apartment with View of Table Mountain

KitchenIndoor spacesBeach

Condo in Cape Town City Centre

4.96 out of 5 average rating, 104 reviews

Signature Home @ Waterfront Canals

KitchenFamilyWalkability

Apartment in Cape Town City Centre

A spacious balcony is viewed at night, featuring a comfortable lounge suite and glass coffee table. City lights and the illuminated waterfront create a vibrant backdrop, with palm trees softly framing the scene. The sound of water from a nearby pool can be conveyed.

5.0 out of 5 average rating, 144 reviews

The Ultimate View Waterfront Marina G204

KitchenIndoor spacesSleep quality

4.92 out of 5 average rating, 120 reviews

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

Bungalow 21 - Clifton 3rd by Steadfast Collection

Indoor spacesFamilyWalkability

Condo in Cape Town City Centre

The image captures a serene waterfront view featuring calm waters alongside a promenade. Colorful buildings line the canal, with greenery and trees enhancing the scenery. Boats are docked along the water, and pathways invite leisurely walks along the water's edge.

4.96 out of 5 average rating, 106 reviews

V&A Marina - Gulmarn 101 - With Power Backup

FamilyIndoor spacesCheckout