Family-friendly holiday rentals in Pearly Beach

4.91 out of 5 average rating, 143 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.

Indoor spacesKitchenAir conditioning

4.97 out of 5 average rating, 174 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.

KitchenFamilyOutdoor spaces

4.84 out of 5 average rating, 281 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.

KitchenIndoor spacesSleep quality

Cabin in Overstrand Local Municipality

Picturesque Lagoon Cabin on Klein River Hermanus

Make some memories at this unique and family-friendly place. Very peaceful and relaxing with plenty of bird and marine life at your doorstep. A paddle in our double seated kayak is a must when the tide and weather conditions permit. Paddle a short distance across to the island or to the mouth of the lagoon and enjoy a picnic under one of our sun umbrellas. Have a dip in the mix of the fresh lagoon water and the Atlantic Ocean. In certain months of the year enjoy windsurfing at our door step

FamilyIndoor spacesOutdoor spaces

4.9 out of 5 average rating, 107 reviews

4.95 out of 5 average rating, 146 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 spacesDecor

Guest suite in De Kelders

The bedroom features a spacious bed dressed in rich blue and gold linens. A woven pendant light hangs above, while a tall wardrobe and soft drapes complement the decor. A colorful rug adds warmth and character to the space, with natural light filtering through a window.

Serenity 465

Our private, self-catering flatlet has a modern, sumptuous interior with high ceilings. We provide a cooling fan, heaters, and electric blankets (in winter). The private sliding-door entrance is accessed off the street via a spacious and private patio under a large veranda. There is parking on the premises. The flatlet is only 100 metres from the coastline and paved walkways stretch for more than a kilometre along the stunning clifftop views, where whales can be seen close by in season.

KitchenFamilyAir conditioning

4.92 out of 5 average rating, 133 reviews

4.92 out of 5 average rating, 183 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!

FamilyKitchenCheck-in

4.93 out of 5 average rating, 119 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)

Fountainbush cottage is a self catering, eco friendly, family farm stay situated between Stanford and Gansbaai. The cottage is very safe and private overlooking a small farm dam, with horses and sheep wandering past your front gate. Our animals are all tame and your children can get up close and personal with mini pigs, chickens, sheep, horses and dogs. The cottage is well stocked with books, board games, a dress up basket for kids and everything a family needs to relax.

FamilyIndoor spacesDecor

4.91 out of 5 average rating, 146 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

Have fun & relax at this stylish seaside home. Our 16 sleeper includes 4 upstairs bedrooms, all en suite with walk-in showers & double basins, plus 2 family rooms downstairs (each sleeps 4). All bedrooms offer King Sized beds with stunning views of the bay or mountains. The open plan kitchen leads to a dining room & outdoor pool deck with breathtaking views. The home is steps away from the cliff path which leads to beautiful Stanfords Cove beach. Back up power available.

KitchenFamilyCondition

4.95 out of 5 average rating, 120 reviews

An open-plan living area features large stacking doors, framing sunset views over the ocean and mountains. A dining table occupies the space, while a glass of white wine is set on the table. Clothing hangs outside, and guests can be seen relaxing in chairs on the deck.

Home in Kleinbaai

Sharks First! Stunning Views in Kleinbaai

Escape to Kleinbaai, a peaceful seaside hamlet just over 200 km from Cape Town. Our modern open-plan home offers ocean and mountain views, just steps from the tidal pool, golf course, and harbour for world-famous shark cage diving. Walk to acclaimed restaurants, explore nearby hiking trails, or simply relax on the deck with cool breezes and balmy evenings. Perfect for couples, families, or adventurers seeking a unique coastal getaway.

Indoor spacesFamilyView

Farm stay in Baardskeerdersbos

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 spacesFamilySleep quality

4.94 out of 5 average rating, 123 reviews

Cottage in Overstrand Local Municipality

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 spacesValue

4.99 out of 5 average rating, 254 reviews

Popular amenities for Pearly Beach family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.99 out of 5 average rating, 111 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

Indoor spacesKitchenBreakfast

4.98 out of 5 average rating, 145 reviews

Cottage in Sandbaai

Cosy Seaside Cottage | Hot Tub & Fire Pit

FamilyKitchenBeach

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.

Fijnbox eco-cabin

KitchenIndoor spacesQuiet

4.98 out of 5 average rating, 132 reviews

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.

Concordia Dam Cottage

Indoor spacesFamilyGetting around

4.85 out of 5 average rating, 168 reviews

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

Indoor spacesFamilyGetting around

4.95 out of 5 average rating, 169 reviews

An outdoor area features a hexagonal hot tub surrounded by grassy space. A picnic table with benches is positioned beneath a large umbrella, while a braai area with a grill stands nearby, offering a scenic view of the surrounding landscape.

Cottage in Caledon

Treyntjes River Cottages

Indoor spacesKitchenBiking

4.88 out of 5 average rating, 201 reviews

A charming house is viewed from an inviting garden filled with vibrant flowers. A covered verandah, furnished for relaxation, extends along the front. Lush green grass surrounds the property, enhancing its tranquil outdoor appeal, while the distant hills provide a serene backdrop.

Home in Hermanus

Veranda House

Indoor spacesFamilyComfort

4.93 out of 5 average rating, 191 reviews

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

FamilyKitchenComfort

Family- and pet-friendly home rentals

4.96 out of 5 average rating, 411 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

KitchenFamilyAccuracy

4.8 out of 5 average rating, 125 reviews

A covered deck area features three lounge chairs arranged on a wooden floor. A stone braai unit is visible in the background, offering a space for outdoor cooking. A large window allows natural light to fill the area.

Home in De Kelders

The Beach House

Indoor spacesKitchenQuiet

4.93 out of 5 average rating, 144 reviews

A spacious backyard showcases a well-maintained lawn with vibrant greenery. A pink umbrella provides shade over the swimming pool, which features a floating decoration. The two-story home is visible in the background, with large glass doors leading to outdoor seating areas.

Home in Hermanus

Storm

Indoor spacesKitchenPets

4.87 out of 5 average rating, 108 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.

KitchenIndoor spacesLocation

4.78 out of 5 average rating, 153 reviews

A picturesque farmhouse is surrounded by lush green fields and gentle hills, with the Akkedisberg mountains rising in the background. The structure features a classic design, with a green roof and multiple sections, nestled among trees and open space.

Farm stay in Stanford

Boskloof Farm Escape

FamilyIndoor spacesGetting around

4.85 out of 5 average rating, 150 reviews

An outdoor seating area is depicted with white wooden chairs arranged around a small table. Large glass doors open to a spacious interior featuring a dining table and comfy lounge. Natural light floods the space, emphasizing the connection between indoor and outdoor living.

Villa in Onrus

Breathe Cottage

KitchenIndoor spacesHiking

4.9 out of 5 average rating, 186 reviews

Home in Hermanus

House Vos, luxury family holiday home

FamilyKitchenCleanliness

Home in Overstrand Local Municipality

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.

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

FamilyKitchenValue

4.91 out of 5 average rating, 139 reviews

Family-friendly home rentals with a pool

Cabin in Overstrand Local Municipality

Flamingo Lake Cabin near Hermanus & Beaches

FamilyIndoor spacesCheck-in

4.92 out of 5 average rating, 212 reviews

Guest suite in Overstrand Local Municipality

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.

House Atlantic

Indoor spacesKitchenAir conditioning

4.89 out of 5 average rating, 174 reviews

4.99 out of 5 average rating, 269 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.

Guesthouse in Hermanus

Cottage on Fir Hermanus

FamilyKitchenHospitality

A modern swimming pool reflects the clear blue sky, bordered by a sleek concrete patio. Tall sliding doors lead to the open indoor spaces, allowing for a seamless transition between the pool area and the living and dining areas.

4.93 out of 5 average rating, 102 reviews

14 On Marine Drive, Hermanus

Indoor spacesFamilyCleanliness

The image captures a coastal scene featuring waves crashing against a rocky shore. The ocean water reflects shades of blue and green, with white foam produced by the waves. A distant mountainous landscape is visible under a clear sky.

4.83 out of 5 average rating, 469 reviews

69 Whale Rock Estate, Hermanus

KitchenFamilyBeach

4.94 out of 5 average rating, 106 reviews

The image showcases the exterior of a rondawel with a thatched roof, featuring a circular design and large windows. A stone patio leads to a separate building, which includes large boat-house doors, with views of the tranquil lily pond and surrounding greenery in the background.

Tiny home

Fynbos Paradise

KitchenIndoor spacesBiking

4.87 out of 5 average rating, 120 reviews

A wooden log cabin is nestled among trees, featuring a spacious balcony with wooden railings. The exterior showcases large windows, and a hammock is visible nearby, inviting relaxation. Natural surroundings contribute to a serene atmosphere, enhancing the connection to nature.

Cabin in Mereenbosch

Belle Cabine - Log Cabin in the Milkwood Trees

KitchenIndoor spacesView

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.