Family-friendly holiday rentals in Overstrand Local Municipality

4.99 out of 5 average rating, 203 reviews

Double doors with glass panels open to a cozy lounge area visible through the entrance. A wooden deck features a dining table with chairs, surrounded by lush greenery that provides a sense of privacy.

Flat in Onrus

Oak & Owl Self-catering Cottage

Come see the whales and taste the wine! Romantic, self-catering cottage with quality finishes in secure estate, Onrus – 30 min walk to beach. Nestled among trees, safe, private, own entrance. Sleeps 2 adults in en-suite bedroom + 2 adults/children on bunk beds in lounge (no children under 2 years plse). Free sherry & firewood! Wi-fi, DSTV, Netflix, free parking. Sun deck with gas BBQ. Quality linen. Aircon. Markets, wine routes & nature walks. Note: There are stairs. GENERATOR FOR LOADSHEDDING

Indoor spacesFamilyBiking

4.91 out of 5 average rating, 139 reviews

A spacious deck features a dining table beneath a large umbrella, overlooking the ocean. Soft sunlight casts a warm glow on the tile flooring, while a decorative candle holder and a stack of books add subtle details to the inviting outdoor space facing the sea.

Home in Gansbaai

Ons C-Huis: Gansbaai Seafront Accommodation

This beautifully renovated seafront holiday house is situated between Gansbaai and De Kelders in the Overberg region of the Western Cape. Overlooking Walker Bay, the generous elevated deck allows for the best seaview and up close whale watching opportunities from August to November each year. There are two barbeque (braai ) areas, indoors and outdoors on the seaview deck. Enjoy uninterrupted seaviews from the lounge and wake-up to the soothing sounds of the ocean in the two seafront bedrooms.

FamilyIndoor spacesLocation

4.97 out of 5 average rating, 173 reviews

Home in Stanford

Ferrybridge river house

FERRYBRIDGE HOUSE Loadshedding proof • pet friendly • family friendly • remote work friendly • ideal for birdwatchers • not available over public holiday weekends, Christmas and New Years. Located right on the river with sweeping views, our beloved family holiday home is ideal for family getaways, gatherings with friends, business retreats, and quiet weekends away. Please note we don’t accommodate parties, and only accept guests over 25 years of age, with prior reviews and a 4.5+ rating.

Indoor spacesKitchenComfort

4.85 out of 5 average rating, 275 reviews

Home in Pearly Beach

Beachfront Home overlooking Ocean

A safe, secluded beachfront house sleeping up to 6 persons. Enjoy the ocean from each room. Breathtaking sunsets over the ocean. Long walks on the beach across the road. One of the best-situated properties in Pearly Beach. Across the prestigious Blue flag status beach, Castle Beach. "Blue Flag Status" is an eco-label for beaches recognized as a trusted symbol of clean quality, environmental awareness, and environmental practices. Cleaned according to AirBnB's C-19 Enhanced Cleaning Protocol.

Indoor spacesKitchenComfort

4.99 out of 5 average rating, 106 reviews

A spacious bedroom features a canopied bed draped in soft fabric, complemented by natural wooden accents. A vintage-style bathtub is positioned nearby, and a small wooden table with a chair is visible. Large windows allow natural light to illuminate the earthy tones of the interior.

Earthen home in Stanford

Vineyard Cottage | Goodluck Homestead

Off-grid eco cottage situated on a working regenerative farm in the heart of the Overberg, with panoramic views towards Walker Bay and the Kleinriviersberg mountains. Surrounded by fynbos and vineyards, this cottage has pure spring fed water, a wood fired hot tub, solar power so is not affected by load shedding. Guests are welcome to wander around the farm, swim and fish in the dams, and meander through the veggie gardens We regret no babies, children or pets are allowed for safety reasons.

KitchenIndoor spacesLong stay

4.99 out of 5 average rating, 265 reviews

The garden cottage is framed by neatly manicured greenery, with a sparkling swimming pool in the foreground. Sun loungers and an umbrella provide shaded seating. Large glass doors open to a spacious patio area, enhancing the connection between indoor and outdoor living.

Guest house in Hermanus

Cottage on Fir Hermanus

Superb non-smoking garden cottage at the back of the main house. It sleeps 4 guests in two very luxurious en-suite double bedrooms (Air conditioned) with spacious TV- lounge and small kitchenette. (Well equipped). Expect good quality linen and fluffy towels and unexpected little luxuries. A sparkling pool, free parking and Fibre Wi-Fi on the premises. Guests can enjoy the garden and pool at leisure. It is completely separate and private as only one other person resides in the main house.

FamilyIndoor spacesAccess

4.94 out of 5 average rating, 138 reviews

The villa is situated on a hillside surrounded by lush greenery, offering expansive ocean views. Its architectural design features a thatched roof and spacious deck area, which includes a private pool. The surrounding landscape creates a serene coastal atmosphere.

Home in De Kelders

Oceanfront Villa 4br/4ba pool wifi, solar power

Whale Huys is a Self-catering, direct oceanfront villa with panoramic views of Walker Bay and the Klein Rivier Mountains. Perfect for a relaxing holiday away, just 2 hours from Cape Town. With its stunning views and just the sounds of nature, Whale Huys seems far removed from the busy hustle and bustle of our daily lives. but is close to the wineries and renowned country restaurants the area is famous for. Outdoor and cultural activities abound. Just 5 min. from Gansbaai for shopping.

FamilyIndoor spacesValue

4.98 out of 5 average rating, 141 reviews

Cottage in Sandbaai

Cosy Seaside Cottage | Hot Tub & Fire Pit

A neat comfortable flat in a peaceful neighbourhood, a 500m walk away from the Onrus to Sandbaai coastal path. Great locations for swimming, surfing, diving or just catching some sun rays. If you like mountain biking or hiking the mountains are also just around the corner. The stoep features a wood fired hot tub and fire pit and looks towards the mountains and a stand of bluegums which attracts a lot of bird life. The flat is on our property but is completely separate with secure parking.

Indoor spacesKitchenQuiet

4.92 out of 5 average rating, 181 reviews

The exterior of the homestead is showcased, featuring a thatched roof and whitewashed walls set against lush green lawns and trees. A pathway leads to the entrance, surrounded by manicured gardens that enhance the serene atmosphere of the property.

Farm stay in Stanford

Gledsmuir Spacious Homestead

Magnificent 47 hectare property set on the banks of the Klein River. The Thatched Homestead dates circa 1890’s and boast an ancient Oak Forest. Private and secure. The home offers 7 generous en suite bedrooms, a” Voorkamer”, dining room, two lounges, spacious modern farm styled kitchen in American Walnut plus separate Garden Cottage. The North side of the home features large garden, a covered Veranda with bar overlooking a large 12 metre swimming pool with water features. Book now!

KitchenIndoor spacesComfort

4.92 out of 5 average rating, 205 reviews

Cabin in Hermanus

Flamingo Lake Cabin near Hermanus & Beaches

Escape to a Scandinavian-inspired log cabin perched on South Africa's Bot River Lagoon, where wild horses roam, flamingos glide, and the ocean is minutes away. This intimate nature retreat offers 2 bedrooms, 2 bathrooms, and a mezzanine, fully equipped with Wi‑Fi, Netflix, kayaks, and everything you need for a restorative getaway. Explore a 1000‑hectare estuary, stroll to empty beaches, or enjoy the estate's pool and tennis courts. Just 90 minutes from Cape Town.

KitchenIndoor spacesLong stay

Farm stay in Baardskeerdersbos

4.94 out of 5 average rating, 121 reviews

Mini House Fynbos at SURYA - Nature Estate

Wake to wide views, fynbos hills, and the slow rhythm of the farm. FYNBOS is for those who want space to breathe — and a warm, off-grid sanctuary when the rest of the world feels stormy. Modern Mini House on a beautiful lifestyle farm with stunning views into the valley. 30 min walking distance to the quaint little village Baardskeerdersbos,

Indoor spacesFamilyOutdoor spaces

4.99 out of 5 average rating, 253 reviews

Cottage in Hermanus

COSY Kaleidoscope cottage, near beach and trials

Welcome to freestanding Kaleidoscope Cottage, nestled among the Hibiscus trees with a private varandah overlooking a 25 m pool. It is part of Wil Ahhh - a private property, 5minutes from Grotto Beach. It is designed to celebrate the outdoor lifestyle of Voëlklip, the beach suburb of Hermanus and its beautiful sea and mountain landscape.

FamilyIndoor spacesCheckout

Popular amenities for Overstrand Local Municipality family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Home in Overberg District Municipality

A wood-fired hot tub is positioned on a wooden deck, overlooking expansive views of the rolling hills and valleys below. The cloudy sky adds depth to the landscape, while greenery borders the foreground, creating a serene environment.

4.94 out of 5 average rating, 216 reviews

Berseba The Buchu Box

KitchenIndoor spacesOutdoor spaces

4.98 out of 5 average rating, 121 reviews

A scenic view of the surrounding mountains and lush landscapes is presented, featuring tall trees in the foreground and a range of hills in the distance. Soft clouds hover above the peaks, with a clear blue sky providing a serene backdrop.

Farm stay in Hermanus

Great escape with breathtaking view

KitchenIndoor spacesCheck-in

4.93 out of 5 average rating, 118 reviews

An aerial view showcases a cottage beside a small dam, surrounded by lush vegetation. The cottage features a simple, functional design with a light-colored exterior. A kayak is visible on the water, complementing the serene landscape of greenery and reflective water.

Farm stay in Gansbaai

Fountainbush Cottage @ Amàre (Stanford/Gans Bay)

FamilyIndoor spacesCleanliness

Shipping container in Baardskeerdersbos

An aerial view showcases a secluded eco cabin nestled on the mountainside, surrounded by open fields and trees. A winding gravel path leads to the cabin, which features a tent-like structure over an outdoor area. The sun sets behind distant hills, casting a warm light.

4.98 out of 5 average rating, 127 reviews

Fijnbox eco-cabin

Indoor spacesKitchenCondition

4.93 out of 5 average rating, 179 reviews

Modern large cottage with Hot Tub, (-Flora studio)

FamilyKitchenBathroom

Farm stay in Baardskeerdersbos

A cozy cottage stands against a backdrop of rolling hills, featuring a spacious porch with wooden beams. Green grass surrounds the cottage, complemented by vibrant fynbos and protea plants. Large windows allow natural light to enhance the inviting exterior.

4.85 out of 5 average rating, 165 reviews

Concordia Dam Cottage

Indoor spacesKitchenCheckout

4.87 out of 5 average rating, 379 reviews

A wood-fired hot tub is situated on a concrete patio, framed by large glass windows that showcase expansive mountain views. Soft light filters through the space, enhancing the natural elements of stone and greenery just outside.

Cabin in Bot River

Berseba Lavender Cottage

Indoor spacesFamilyCheckout

4.94 out of 5 average rating, 109 reviews

A hot tub with a sleek design is positioned on a deck, surrounded by lush greenery and offering expansive views of mountains and the coastline. A bottle of wine sits beside it, suggesting a relaxing atmosphere. Clear skies and warm sunlight enhance the inviting setting.

Home in Pringle Bay

The Queen of Pringle

FamilyIndoor spacesBeach

Family- and pet-friendly home rentals

4.81 out of 5 average rating, 115 reviews

A large, rectangular window offers a sweeping view of the Atlantic Ocean and surrounding landscape. The sunlight illuminates the space, highlighting a wooden table adorned with several candles and decorative shells. A soft lamp sits on the table, adding a gentle touch.

Home in Betty's Bay

Thalassa, rustic ocean-front haven of calm

FamilyKitchenParks

4.87 out of 5 average rating, 104 reviews

The coastal cottage is present at night, with warm light glowing from its windows. A pergola extends over the entrance, and the inviting pool reflects the surroundings. Lush greenery and potted plants frame the scene, contributing to a tranquil outdoor atmosphere.

Cottage in Hermanus

Eastcliff cottage with pool, garden & solar power.

Indoor spacesKitchenHospitality

4.9 out of 5 average rating, 133 reviews

A person with long hair stands barefoot on a wooden deck beside a turquoise pool, holding a glass of wine. Striped towels and a hat are hung on the wall, enhancing the relaxed ambiance.

Home in Hermanus

5 Bed Beach Bungalow w/ pool, fire-pit & solar

KitchenFamilyAir conditioning

4.84 out of 5 average rating, 171 reviews

An aerial view captures a spacious bungalow set against a coastal landscape. Ocean waves can be seen meeting rocky shores in the distance. Surrounding greenery and a dirt path lead towards the horizon, highlighting the serene natural environment.

Cottage in Rooi-Els

Rooiels Dream Cottage

Indoor spacesFamilyCheck-in

4.96 out of 5 average rating, 404 reviews

A small bird with bright yellow-green plumage is perched above its nest, surrounded by vibrant green foliage. Two chicks with open beaks can be seen in the nest, nestled within soft twigs and leaves, awaiting nourishment from their parent.

Guest suite in Stanford

Studio suite, kingsize bed, private garden

Indoor spacesKitchenCheck-in

4.87 out of 5 average rating, 121 reviews

A shaded outdoor patio features a wooden table and two white chairs, offering unobstructed views of the sparkling ocean and surrounding mountains. The area is bathed in natural light and showcases the beautiful coastal landscape, enhancing the tranquil setting.

Home in Betty's Bay

Penguin House

FamilyKitchenTV

4.85 out of 5 average rating, 183 reviews

The exterior of a two-story house is depicted, featuring large glass doors and windows that provide natural light. A spacious balcony overlooks lush greenery and rolling hills, with outdoor seating under a large umbrella. The mountain landscape serves as a backdrop, adding to the peaceful setting.

Home in Hermanus

Well positioned home with awesome views!

Indoor spacesFamilyComfort

4.91 out of 5 average rating, 183 reviews

Home in Hermanus

House Vos, luxury family holiday home

FamilyIndoor spacesTV

Family-friendly home rentals with a pool

A small balcony features a round table with a yellow mug and a jar. Two wooden chairs are nearby, and a blanket is draped over one. The scene includes a view of the sea through a wide opening, enhancing the relaxing atmosphere.

4.95 out of 5 average rating, 551 reviews

Westcliff Balcony Room

Indoor spacesKitchenView

4.89 out of 5 average rating, 171 reviews

A tranquil garden is framed by lush greenery and colorful flowering plants, leading to views of the ocean in the distance. The edge of a pristine pool is visible, reflecting the clear blue sky above.

Guest suite in Hermanus

House Atlantic

Indoor spacesFamilyAccess

4.9 out of 5 average rating, 119 reviews

A spacious outdoor area features a swimming pool surrounded by sunloungers and umbrellas. The stylish two-story cottage is framed by a backdrop of rugged mountains and lush greenery, creating a serene outdoor atmosphere for relaxation.

Guest suite in Hermanus

PROTEA Loft Cottage @ Grotto Beach

Indoor spacesKitchenCondition

4.89 out of 5 average rating, 222 reviews

Apartment in Hermanus

Cliff Path Cottage

Indoor spacesKitchenParking

A balcony is visible, featuring two wooden chairs facing the ocean. The view highlights expansive blue water and distant landforms, with a clear sky above. The glass door allows natural light to create a bright and open atmosphere within the apartment.

4.86 out of 5 average rating, 105 reviews

Little Blue Gem

Indoor spacesKitchenPool

A spacious living area features a large flat-screen television on a wooden console. A cozy brown ottoman complements the room. Floor-to-ceiling glass doors provide a view of the ocean, while a small outdoor table is seen on the balcony. Soft natural light filters through the curtains.

4.9 out of 5 average rating, 136 reviews

Sea view apartment in Whale Rock Estate Hermanus.

Indoor spacesKitchenWifi

4.91 out of 5 average rating, 142 reviews

The outdoor pool area features a rectangular pool surrounded by a wooden deck and lounge chairs. A fenced lawn area offers a view of the distant mountains and ocean under a clear blue sky.

Holiday home in Gansbaai

Stunning 6 Bedroom Seaside Family Home with Pool

FamilyKitchenLocation