Family-friendly vacation rentals in Robertson

4.99 out of 5 average rating, 118 reviews

A bright living area features a cozy seating arrangement, including a chair, small table, and sofa, with a gas fireplace enhancing the space. Floor-to-ceiling bifold doors provide unobstructed views of the ocean and a well-maintained outdoor deck, welcoming natural light.

Guest suite in Gerroa

Shelter at Gerroa

Feel the instant relaxation while taking in sweeping coastal views from this stylish living space, just 90 mins south of Sydney and a 700m walk to Seven Mile Beach. Open the bifolds to feel the ocean breeze and extend the space out to an expansive deck. Or get cosy by the fireplace in colder months. With breakfast servery and outdoor lounge area, you’ll be spoilt for places to gather. Your pootch can run wild in the grassy, fully fenced yard, and enjoy time at the region’s dog friendly beaches.

Indoor spacesKitchenOutdoor spaces

5.0 out of 5 average rating, 239 reviews

A Hampton’s style cottage is showcased, surrounded by lush green landscaping. The white exterior features a dark roof and a stone fireplace. A spacious veranda runs along the front, providing shaded areas for relaxation amid the scenic countryside.

Farm stay in Moss Vale

Luxury Country Escape at Colyersdale Cottage

Set on a 350 acre cattle property 10 minutes from Moss Vale you will find this purpose built, luxurious Hampton’s style cottage. With a 2 car connected garage and indoor/outdoor sandstone fireplace, it comprises 2 large king bedrooms each with a walk-in robe and ensuite. There is ducted air conditioning, fully appointed kitchen, open plan living dining, concealed laundry, outdoor dining terrace, swinging seat and BBQ. Perfect for 2 couples or a family of 4 or 5. Message me for longer stays.

Indoor spacesFamilySleep quality

4.98 out of 5 average rating, 162 reviews

Home in Robertson

Wollemi House - in forest and waterways with pool

Escape to your private oasis nestled among beautiful trees and surrounded by breathtaking natural scenery in the Southern Highlands of Robertson. This gorgeous property sits on a sprawling acre of land with a rare Wollemi pine tree in the backyard and a serene creek that winds through the property. With its pool and deck, this tranquil retreat is the perfect place to kick back and relax on warmer days. And when the nights turn chilly, cozy up by the fire pit and gaze up at the stars above.

KitchenFamilyTV

4.97 out of 5 average rating, 542 reviews

Guest suite in Robertson

Cloud Pad – Mountain Retreat at CloudFarm

Welcome to Cloudfarm Cloudfarm is a unique 33-acre sanctuary perched at the highest point of the Illawarra escarpment, offering breathtaking, ever-changing views — where the sky feels close enough to touch. A world away, yet just 7 minutes from Robertson and 25 minutes from Bowral and Moss Vale, it’s the perfect base for a romantic escape or a slow meander through the Southern Highlands — with its cool-climate vineyards, farm gate produce, misty trails, and a touch of chic country charm.

KitchenFamilyBeach

4.86 out of 5 average rating, 137 reviews

The exterior of a modern, single-story residence is illuminated at dusk, showcasing warm light streaming through multiple windows. A gravel driveway leads to the entrance, surrounded by neatly trimmed gardens and a serene evening sky painted with soft hues of orange and pink.

Apartment in Robertson

Luxurious,Cosy & Relaxed Apartment with Spa Access

Are you looking for something a little bit special? Located in picturesque Robertson, an easy 20 minute drive from Bowral, ‘Highlands Meadow View’ is a modern spacious light filled 2 bedroom apartment offering guests a luxurious and quiet getaway in a pretty, rural setting. Situated just 2 minutes by car from the main street of Robertson, it is an ideal base if you’re travelling down for a wedding, exploring the Highlands or visiting Kiama and other beautiful parts of the South Coast.

KitchenIndoor spacesCheckout

The exterior of a charming cottage features a covered porch with a comfortable bench and a rocking chair. Lush greenery and white flowering plants frame the entrance. A few steps lead up to the inviting front door, enhancing the welcoming appearance of the home.

4.99 out of 5 average rating, 176 reviews

Rosewood Cottage - on a working regenerative farm

Renovated 2 bedroom 1930s Cottage, perched on the gentle slopes of a lush 120 acre working regenerative farm, where happy sheep and cows graze on chemical-free pasture. Relaxing, family-friendly, off-grid, with breathtaking views of the beautiful Kangaroo Valley escarpment. Only 4kms from the charming Kangaroo Valley Village and 20min from historic Berry and its nearby beaches. Rosewood Cottage will offer you a comfortable and cosy stay with everything you need for a short getaway.

KitchenIndoor spacesAccuracy

4.95 out of 5 average rating, 413 reviews

A cozy bedroom features sloped wooden ceilings and warm tones. A spacious bed with soft bedding is positioned against a window adorned with blinds. Two bedside tables with lamps flank the bed, complemented by a mirror and decorative wall art.

Cottage in Bundanoon

Pear Tree Cottage

Enjoy a peaceful country retreat in the heart of the Highlands surrounded by nature at its best. This spacious, newly renovated, two-bedroom cottage is a separate dwelling situated on 5 acres of parkland that can sleep up to 5 people. It has a kitchenette, dining table and comfy lounge with a cosy warm fireplace for cold nights and is just a 5 minute drive or 30 minute walk to Bundanoon village. Pear Tree Cottage gets its name from the ornamental pear trees that line the driveway.

FamilyKitchenAir conditioning

4.98 out of 5 average rating, 306 reviews

A modern outdoor seating area is visible, featuring four lounge chairs arranged around a small table. The shingled shed, highlighted by large glass doors, provides access to a comfortable interior space. Lush greenery frames the area, enhancing the inviting outdoor atmosphere.

Barn in Robertson

WATERSHED - Robertson

Welcoming country chic interiors with all the mod cons. You will enjoy luxury finishes in this converted machinery shed. Fully insulated, with double glazed windows & doors. There is a wood fire & heaters. The shed is 80+ metres away from the 1880s farmhouse where we live & so you are far enough way to feel that you have the property to yourselves. There are dogs, alpacas, sheep. A wonderful farm stay property, a walk away into Robertson or a very short drive. @watershedrobertson

KitchenIndoor spacesComfort

4.88 out of 5 average rating, 140 reviews

Two children are seen interacting with a miniature horse in a natural outdoor setting. One child gently offers food to the horse while the other stands beside it, petting its mane. The scene is bathed in warm, golden sunlight, highlighting the grassy area around them.

Farm stay in Berry

100 acre lush mountain paradise all to yourself

Ameroo Farm is the ideal mountain hideaway, perfectly placed 10km from the vibrant township of Berry and the quaint village of Kangaroo Valley. Surrounded by nature with beautiful mountain views and lush green paddocks, Ameroo is a working family farm, with an abundance of wildlife including wombats, kangaroos, wallabies and echidnas. Collect fresh eggs from the chickens, hand feed Patchy the miniature horse and Quinny the cow. Wander the open spaces and enjoy the quiet life.

KitchenIndoor spacesParks

4.98 out of 5 average rating, 179 reviews

A contemporary two-bedroom guest wing features a warm wooden exterior, complemented by large windows. A pathway leads through a landscaped garden, framed by lush greenery. Sunlight casts a soft glow on the façade, highlighting the modern design and tranquil surroundings.

Guesthouse in Bowral

Contemporary Rural Luxury in Lush Garden

Nestled on the edge of beautiful Bowral, this contemporary two-bedroom space is your idyllic escape. Enjoy modern amenities, including an EV charger, in our stylish and sunny self-contained Guest Wing. Your backyard? Step out onto stunning walking trails in Mansfield Reserve and immerse yourself in nature's serenity. And you're just a 10-minute drive from Bowral's vibrant cafes and shops. This property offers the perfect blend of rural tranquillity and urban convenience.

KitchenIndoor spacesBathroom

4.96 out of 5 average rating, 170 reviews

A horse wearing a gray blanket stands near a wooden fence, surrounded by lush greenery and paddocks. Tall trees provide shade, and a clear blue sky with scattered clouds enhances the rural landscape. The paddocks extend into the background, dotted with additional trees.

Barn in Penrose

The Shed at Penrose

Cosy self Contained Apartment on a small 5 acre working horse training property based in Penrose, Southern Highlands NSW Our apartment can accomodate a couple or a family of 4 making it an easy choice for somewhere to stay whilst visiting the beautiful Southern Highlands. Be greeted in the morning by our small family of horses or bring your own horses for a riding holiday, where an accredited coach is also available for lessons and the Penrose forest is on our doorstep.

KitchenIndoor spacesHospitality

4.96 out of 5 average rating, 281 reviews

A panoramic view showcases the Great Dividing Range, featuring a prominent cliff face rising above a lush green landscape. The distant view includes the coastline, with the ocean stretching out towards the horizon, creating a serene natural backdrop.

Farm stay in Robertson

The Escarpment Loft / pet friendly

Nestled on an escarpment overlooking the Great Dividing Range, at the top of Macquarie Pass and set amid 14 acres of lush countryside, this two-bedroom contemporary apartment is an ideal rural escape. Whether you're passing through for a night or you’re taking a few days to recharge, you will feel the cares of the world fade away as you drive through the gates and make your way up the winding road to the residence.

FamilyKitchenAccess

Popular amenities for Robertson family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.93 out of 5 average rating, 286 reviews

Farm stay in Jamberoo

Jamberoo Valley Farm Cottage w/ Hot Tub

FamilyKitchenValue

4.98 out of 5 average rating, 121 reviews

An aerial view captures a spacious property surrounded by green fields. The structure features a modern design, with a clear driveway leading to the entrance. A pool is visible in the backyard, complemented by mature trees and landscaped areas.

Cottage in Moss Vale

Moss Vale 2 Bed Cottage

KitchenIndoor spacesWalkability

4.82 out of 5 average rating, 373 reviews

Home in Werri Beach

Retreat at Renfrew – Spa, Pizza & Sunset Views

Indoor spacesKitchenCheckout

4.99 out of 5 average rating, 164 reviews

The rustic barn is illustrated with a wooden exterior and a gray metal roof. A spacious balcony with a dining area overlooks the surrounding landscape. A light gravel area leads to the entrance, complemented by a tree and gentle vegetation.

Barn in Back Forest

Back Forest Barn

Indoor spacesKitchenBathroom

An outdoor sunken spa, surrounded by lush greenery, is featured on a wooden deck. Two comfortable chairs and a small side table add to the relaxed atmosphere. Water bubbles gently, reflecting the natural light filtering through the trees.

4.95 out of 5 average rating, 161 reviews

Mike's - A luxurious cabin surrounded by nature

KitchenIndoor spacesBathroom

4.93 out of 5 average rating, 180 reviews

The tiny house is framed by lush greenery and vibrant flowers, creating a natural sanctuary. The rustic exterior of the house can be seen in the background, highlighted by the colorful garden that surrounds it. The scene reflects a serene, immersive nature experience.

Tiny home in Berry

Tranquil Tiny House in Berry

Indoor spacesKitchenAir conditioning

Superhost

A serene indoor scene features two guests engaged in a game of chess on a bed adorned with neutral-toned linens. Large windows frame views of the lush rainforest outside, allowing natural light to brighten the wooden interior.

Tiny home in Foxground

Creek side Tiny House in a sub-tropical rainforest

KitchenFamilySleep quality

4.85 out of 5 average rating, 472 reviews

4.97 out of 5 average rating, 275 reviews

The tiny house is set within a lush green landscape, bordered by trees and rolling hills. An outdoor bath is situated on a stone pad, complemented by natural rock formations. The covered deck features large windows, offering views of the serene surrounding nature.

Tiny home in Foxground

Tiny House at Foxground

KitchenIndoor spacesComfort

Family- and pet-friendly home rentals

4.93 out of 5 average rating, 1050 reviews

A serene outdoor area is surrounded by lush greenery and tall gum trees. A pathway meanders through the garden, bordered by a variety of plants. Sunlight filters through the trees, creating dappled patterns on the ground, enhancing the tranquil setting.

Guest suite in Mittagong

Southern Highlands Get-a-Way —Breakfast Supplies—

FamilyIndoor spacesBreakfast

4.96 out of 5 average rating, 164 reviews

A gravel pathway lined with tall eucalyptus trees is shown, fading into a subtle mist. At the entrance, artistic metal sculptures of lyrebirds rest on wooden posts, framing the serene landscape. A dog is seen walking along the path, enhancing the natural setting.

Farm stay in Budgong

The Studio at Lyrebird Ridge Organic Winery

FamilyIndoor spacesCheck-in

4.84 out of 5 average rating, 182 reviews

The living area features large glass doors that open to scenic views of the outdoors. A black sofa and patterned armchair provide seating, while a small dining table is set for two. Light wood flooring adds warmth to the space.

Guest suite in Moss Vale

Kialla Down, rural vista, peace and quiet

KitchenFamilyPets

4.92 out of 5 average rating, 182 reviews

The stone cottage features a rustic facade, constructed from local stone, set against a backdrop of lush green hills. Large windows provide natural light, while a landscaped garden surrounds the entrance, enhancing the tranquil rural environment.

Cottage in Rose Valley

Unique cottage on beautiful farm close to beaches

FamilyKitchenCondition

4.95 out of 5 average rating, 222 reviews

An open-plan space features two comfortable armchairs facing a small round table. A sliding wooden door leads to an ensuite area, with a mirror above a sink observable in the background. Ambient lighting is provided by hanging fixtures, and cabinetry is seen on the wall opposite.

Guesthouse in Mittagong

Chagall's Shed

KitchenIndoor spacesWifi

Home in Upper Kangaroo River

The entrance to The Shed is framed by natural greenery, showcasing a large arched window and vintage wooden doors. A stone pathway leads to the entrance, illuminated by soft evening light, inviting guests to explore the surrounding garden.

The Shed @ Broger's End Kangaroo Valley

KitchenFamilyAccuracy

4.86 out of 5 average rating, 271 reviews

4.95 out of 5 average rating, 355 reviews

An aerial view showcases the expansive grounds, featuring neatly arranged tree lines and a variety of planted areas. Flowering shrubs add color to the landscape, while the property's main building is positioned amidst lush greenery, offering a glimpse of the surrounding fields.

Bungalow in Moss Vale

The Garden Shed + Pets Welcome/Mid-week special!

FamilyIndoor spacesHeating

4.92 out of 5 average rating, 263 reviews

The kitchen features a spacious island with bar seating and wooden shelves displaying woven baskets. Large windows invite natural light and overlook outdoor greenery. Rustic wooden beams and polished concrete floors contribute to a cozy, inviting atmosphere, with vintage decor pieces enhancing the charm.

Home in Broughton Vale

Milkwood Barn

KitchenIndoor spacesHospitality

Family-friendly home rentals with a pool

A vibrant autumn scene showcases a large tree with red and orange foliage, providing shade over a lush green lawn. In the foreground, a goat is seen grazing, while a cozy seating area and firepit are positioned among the landscaped garden.

4.9 out of 5 average rating, 208 reviews

Farm Escape - Spacious Cottage in Kangaroo Valley

KitchenIndoor spacesCheckout

Two wooden lounge chairs are positioned on a grassy area, providing a view of the expansive landscape. Rolling hills and a gentle river can be seen in the distance, framed by lush trees and colorful foliage under a clear blue sky.

4.98 out of 5 average rating, 124 reviews

Romantic hideaway at HAMPDEN HOUSE

Indoor spacesKitchenBiking

4.95 out of 5 average rating, 174 reviews

Cottage in Kiama

Kiama Farmhouse

FamilyKitchenGetting around

4.92 out of 5 average rating, 397 reviews

An outdoor entertaining area is shown, featuring a wooden table with white chairs beneath a shaded pergola. Lush greenery surrounds the area, with various potted plants and flowers visible. In the background, a pool is partially seen, enhancing the inviting ambiance.

Guesthouse in Berry

Windsor Cottage

KitchenFamilyComfort

4.97 out of 5 average rating, 225 reviews

A spacious cottage is set against a clear blue sky, featuring a green roof complemented by solar panels. Lush gardens filled with varied plants and colorful flowers surround the entrance, while a well-maintained lawn offers ample green space in front of the building.

Farm stay in Gerringong

Gerringong Country and Beach

Indoor spacesFamilyBathroom

4.97 out of 5 average rating, 182 reviews

A spacious covered verandah features a large polished concrete table surrounded by comfortable seating. Lush greenery and panoramic views of rolling hills are visible in the background, providing a serene setting for relaxation.

Cabin in Kangaroo Valley

Nostalgia Retreat- Panoramic Views

KitchenIndoor spacesBathroom

4.91 out of 5 average rating, 169 reviews

A modern swimming pool is seen with clear blue water, surrounded by a stone deck. Comfortable outdoor seating is positioned nearby, offering views of the lush green landscape and trees beyond, enhancing relaxation in a serene outdoor setting.

Home in Bundanoon

Kalamunda Estate with Pool, Fire Pit & BBQ Deck

Indoor spacesKitchenLaundry