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Family-friendly holiday rentals in Southern Highlands

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Southern Highlands

Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite
A bright kitchen features white shiplap walls and large windows that provide ample natural light. A round table with two chairs is set with a small plate, croissants, and a coffee cup. Potted plants and decorative artworks add character to the space.
Cottage in Burradoo

Luxstowe Cottage

Luxstowe House is a historic cottage surrounded by wild, sprawling gardens on acres of land hidden just 5 mins drive from Bowral. Brimming with beautiful artworks and an abundance of books - it's a home you will never want to leave! The sweet country cottage is set at the bottom of a tree-lined drive and below an old barn once used as a sculpture studio and now as a tree nursery. Only 1.5 hours from Sydney, it will transport you to another world so you can relax & recharge on your next getaway.

Indoor spacesKitchenHeating

4.84 out of 5 average rating, 211 reviews
Guest favourite
A modern barn stands amid a green landscape, with two donkeys grazing nearby. Large windows reflect the natural light, providing views of the surrounding trees and the tranquil setting. This peaceful scene is framed by the foliage of nearby plants.
Barn in Exeter

Basil's Folly

Hi I'm Basil. I live with my donkey family on a beautiful property in Exeter. Come and stay in a lovely private barn beside my paddock. It has 2 queen beds, a spacious & warm living area, with a kitchenette and a stylish bathroom. Escape the stresses of the modern world & enjoy the view over the pond. Curl up on the couch in front of the wood fire. Explore the delights of the Southern Highlands-cafes, restaurants, lovely drives and walks. We are only 10mins from beautiful Morton National Park.

Indoor spacesFamilyQuiet

4.96 out of 5 average rating, 193 reviews
Top Guest favourite
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.

FamilyKitchenHospitality

5.0 out of 5 average rating, 239 reviews
Top Guest favourite
A wide view of a lush green field under a dramatic sky is presented, featuring a vibrant rainbow arching across the horizon. Dense trees line the edges, and distant hills are partially visible, with varying shades of green and gold from the sunlight filtering through the clouds.
Cottage in Woodlands

"The Burrow", Mittagong, Southern Highlands, NSW

“The Burrow” is a self-contained cottage on a 100 acre wildlife sanctuary just 5km from the centre of Mittagong. Once you arrive, it's just you and a few hundred kangaroos and a wombat or two. We invite you to take in nature at your own pace in this peaceful & private setting. “The Burrow” is a hand-built, mud-brick cottage set on the Southern Highlands of NSW. It's quirky yet very comfortable. With nature & wildlife all around we want you to feel like you're 1000 miles from anywhere.

KitchenFamilyQuiet

4.95 out of 5 average rating, 388 reviews
Top Guest favourite
The cottage features a modern design with a welcoming entrance. A stone chimney complements the black exterior, while a covered porch invites relaxation. Lush greenery surrounds the property, which overlooks open fields with grazing animals in the distance, framed by tall trees.
Cottage in Bundanoon

Contemporary Country Experience

Contemporary country experience Enjoy the simplicity and restoration that rural peace offers without getting your hands dirty (*unless you want to!). This design inspired cottage provides a place for up to 6 people to take in the sunset sitting by the open fire, then wake to collect fresh eggs and watch the horses, cows and kangaroos graze, or wander down to the creek for a picnic. The cottage is fully enclosed in a fenced area 800m2. We have changed the fencing so none is electric.

KitchenIndoor spacesAccuracy

4.97 out of 5 average rating, 326 reviews
Top Guest favourite
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.

FamilyKitchenCheckout

4.95 out of 5 average rating, 413 reviews
Guest favourite
A modern tiny house is situated amid a spacious green landscape, framed by tall trees and large rocks. A gravel path leads toward the house, which features a deck and a peaceful, natural setting that encourages outdoor exploration.
Tiny home in Joadja

Sugarloaf - Luxury Off-Grid Tiny House

Reconnect with nature at this unforgettable escape in the beautiful Joadja Valley. This large tiny house offers accommodation for 6 people. The rural views from every angle will take your breath away. Enjoy all that modern living offers, off grid! Relax in comfort and style with the high end finishes throughout the tiny house. Explore the idyllic Wingecarribee River, just a short walk from Sugarloaf. Bring the kids, or just yourselves. Sugarloaf offers a getaway you won't forget.

FamilyKitchenHiking

4.97 out of 5 average rating, 145 reviews
Guest favourite
The exterior of the guesthouse is showcased, featuring light green siding, double barn-style doors, and two small windows. A wall-mounted light is positioned above the entrance. Neatly trimmed shrubs line the base, and a clear blue sky enhances the serene setting.
Guesthouse in Burradoo

The Stables at Long Paddock

The Stables is a self contained guesthouse situated on our family property in beautiful Burradoo. Suited to either a family of up to four or two couples, the guesthouse is fully equipped for a weekend away in the countryside. Located midway between Bowral and Moss Vale, the Stables is set on 10 picturesque acres and surrounded by unspoilt farmland, with views to Oxley Hill and surrounds - yet Bowral’s boutiques, homewares stores, restaurants and cafes are just 5 minutes away.

Indoor spacesFamilyView

4.92 out of 5 average rating, 432 reviews
Top Guest favourite
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 spacesSleep quality

4.98 out of 5 average rating, 179 reviews
Top Guest favourite
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.

KitchenFamilyParks

4.96 out of 5 average rating, 170 reviews
Top Guest favourite
A charming cottage is nestled among mature trees and lush greenery. A welcoming porch is visible, framed by garden beds and wooden fencing. The sloped roof and white exterior contribute to a peaceful, inviting ambiance in this tranquil garden setting.
Cottage in Berrima

Ardleigh Cottage in Berrima Village

Situated in the heart of historic Berrima, Ardleigh Cottage offers the discerning traveller all of the comforts of home in a tranquil and relaxing garden setting. Quiet yet very close to the many attractions of Berrima, this private abode is the perfect place for your Highlands stay. A historic pub, a cellar door, galleries, speciality shops, cafes, restaurants, historical places of interest and beautiful bush walks are all within walking distance from the cottage.

Indoor spacesKitchenRiver

4.98 out of 5 average rating, 484 reviews
Top Guest favourite
A couple stands closely together in a lush garden, surrounded by vibrant greenery and decorative stone features. In the background, a charming glass structure with a gabled roof is nestled among the trees, contributing to the serene atmosphere of the setting.
Place to stay in Fitzroy Falls

Japanese Studio Fitzroy Falls

Relax in our private beautiful Japanese Studio , open plan bedroom and living room with seperate small bathroom. NOT suitable for children or pets. The Studio has a bar fridge , microwave, toaster, coffee pod machine and kettle. No kitchen. .Enjoy stunning 9 acres of gardens . Perfect location for photo shoots, wedding & ceremonies We also have 'The Dairy' which is a 1 bedroom (1 queen bed) cottage with a kitchen and fireplace. Strictly Non smoking. STRA 6648

FamilyIndoor spacesAmenities

4.99 out of 5 average rating, 633 reviews

Popular amenities for Southern Highlands family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Guest favourite
A scenic view captures a sunset over rolling mountains, with a foreground of lush greenery. Lavender and other plants are visible, providing texture to the landscape. The sky is filled with soft clouds reflecting warm hues, creating a serene backdrop to the natural setting.
Guesthouse in High Range

Farm stay at Melaleuca cottage

KitchenIndoor spacesWi-Fi

4.96 out of 5 average rating, 109 reviews
Top Guest favourite
A luxury outdoor spa is shown against a vibrant sunset backdrop. The round spa features an inviting whirlpool, with serene green fields and scattered trees visible in the distance.
Villa in Penrose

The Villa @ The Vale Penrose

Indoor spacesFamilyCleanliness

4.99 out of 5 average rating, 337 reviews
Top Guest favourite
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

FamilyIndoor spacesAmenities

4.98 out of 5 average rating, 121 reviews
Guest favourite
A custom-built cabin is partially visible among tall Australian Scribbly Gums. A wooden deck features a chair, inviting relaxation in a serene outdoor setting. A fire pit surrounded by logs is located nearby, adding to the rustic ambiance.
Farm stay in Penrose

ARUNA Estate off-grid cabins

FamilyIndoor spacesRiver

4.89 out of 5 average rating, 135 reviews
Guest favourite
Farm stay in Jamberoo

Jamberoo Valley Farm Cottage w/ Hot Tub

FamilyKitchenGetting around

4.93 out of 5 average rating, 286 reviews
Guest favourite
A tiny house positioned on a grassy area, featuring a large undercover deck with several outdoor chairs. Dense trees provide a natural backdrop, creating a sense of privacy amid the bushland. The structure is designed with a modern aesthetic, blending into the tranquil surroundings.
Tiny home in Tallong

Wildernest "T1" - Off-Grid Wilderness Experience

Indoor spacesKitchenNearby

4.92 out of 5 average rating, 361 reviews
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

Indoor spacesFamilyOutdoor spaces

4.85 out of 5 average rating, 472 reviews
Guest favourite
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.
Home in Kangaroo Valley

Mike's - A luxurious cabin surrounded by nature

KitchenFamilyCondition

4.95 out of 5 average rating, 161 reviews

Family- and pet-friendly home rentals

Top Guest favourite
Cottage in Welby

The Carriage House at Welby Park Manor

Indoor spacesKitchenParks

4.98 out of 5 average rating, 161 reviews
Guest favourite
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

FamilyIndoor spacesHiking

4.88 out of 5 average rating, 140 reviews
Guest favourite
A historic cottage is partially obscured by lush greenery, featuring a classic corrugated iron roof. A well-maintained garden surrounds the property, showcasing established trees and shrubs. The front yard includes a grassy area with a vibrant yellow flowering bush, creating a natural and inviting setting.
Home in Berrima

'Rosevilla' in Berrima.

FamilyKitchenAccuracy

4.89 out of 5 average rating, 266 reviews
Guest favourite
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!

Indoor spacesFamilyOutdoor spaces

4.95 out of 5 average rating, 355 reviews
Top Guest favourite
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

FamilyKitchenAccuracy

4.98 out of 5 average rating, 306 reviews
Guest favourite
An architecturally designed barn is set against a clear blue sky, featuring a wooden exterior. Flowering trees line the pathway leading to the entrance, surrounded by lush green grass. The gravel driveway provides access to the spacious property, emphasizing its serene country setting.
Barn in Exeter

Vineyard Stay, Designer Barn

FamilyIndoor spacesSleep quality

4.97 out of 5 average rating, 127 reviews
Guest favourite
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

KitchenIndoor spacesBreakfast

4.9 out of 5 average rating, 168 reviews
Guest favourite
Morning mist envelops the lush farmlands, revealing a cluster of buildings nestled among green trees. The spacious fields extend into the horizon, framed by dense forest, creating a serene rural environment.
Cottage in Fitzroy Falls

Twin Oaks Cottage - Fitzroy Falls NSW

FamilyKitchenCheck-in

4.9 out of 5 average rating, 271 reviews

Family-friendly home rentals with a pool

Guest favourite
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

FamilyKitchenRiver

4.92 out of 5 average rating, 263 reviews
Guest favourite
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.
Home in Kangaroo Valley

Farm Escape - Spacious Cottage in Kangaroo Valley

FamilyIndoor spacesSleep quality

4.9 out of 5 average rating, 208 reviews
Top Guest favourite
A serene landscape features a grassy pathway lined by trees, leading toward a soft horizon. A subtle rainbow arcs across the sky, offering a gentle splash of color against the backdrop of cloudy skies.
Guest suite in Berrima

Spacious Unit on Horse Property

Indoor spacesFamilyPool

4.96 out of 5 average rating, 402 reviews
Top Guest favourite
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

FamilyIndoor spacesLayout

4.97 out of 5 average rating, 182 reviews
Top Guest favourite
An outdoor seating area features comfortable, dark wicker chairs arranged around a fire pit. A wooden table with a barbecue grill and scattered items is present. A partially smoked hookah and smoke can be seen around the seating, with a backdrop of a wooden house and tall trees.
Farm stay in Brayton

Amazing getaway at the farm

FamilyIndoor spacesCheck-in

4.96 out of 5 average rating, 196 reviews
Top Guest favourite
Guesthouse in Bowral

The Annexe at Beatrice Park, Bowral

Indoor spacesKitchenHospitality

4.92 out of 5 average rating, 175 reviews
Top Guest favourite
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.
Home in Kangaroo Valley

Romantic hideaway at HAMPDEN HOUSE

Indoor spacesKitchenHospitality

4.98 out of 5 average rating, 124 reviews
Top Guest favourite
Home in Robertson

Wollemi House - in forest and waterways with pool

FamilyIndoor spacesAmenities

4.98 out of 5 average rating, 162 reviews

Destinations to explore