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Family-friendly vacation rentals in Southern Highlands

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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 favorite
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.

FamilyKitchenWalkability

4.84 out of 5 average rating, 212 reviews
Top guest favorite
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.

KitchenIndoor spacesWifi

4.96 out of 5 average rating, 199 reviews
Top guest favorite
Guest suite in Bowral

29 on Shepherd

29 On Shepherd is a small original 1940’s , cosy cottage within easy walking distance to the centre of Bowral. The owner lives in the back 2 storey extension connected by a solid door with total privacy for both and is often away. Noise is not an issue! The two guest bedrooms have one king and 2 king single very comfortable beds, reverse cycle air conditioning, overhead fans, and wardrobe space. A full bathroom with bath, shower and toilet + powder room. Kitchenette, eating area and lounge.

KitchenIndoor spacesLocation

4.97 out of 5 average rating, 753 reviews
Top guest favorite
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.

FamilyIndoor spacesOutdoor spaces

5.0 out of 5 average rating, 241 reviews
Top guest favorite
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.

KitchenFamilyNearby

4.95 out of 5 average rating, 392 reviews
Top guest favorite
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.

FamilyIndoor spacesLayout

4.97 out of 5 average rating, 328 reviews
Guest favorite
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 spacesFamilySleep quality

4.92 out of 5 average rating, 435 reviews
Top guest favorite
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.

Indoor spacesFamilyParks

4.98 out of 5 average rating, 182 reviews
Top guest favorite
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 spacesLaundry

4.96 out of 5 average rating, 173 reviews
Top guest favorite
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.

KitchenIndoor spacesCheck-in

4.98 out of 5 average rating, 491 reviews
Top guest favorite
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

KitchenIndoor spacesBeach

4.99 out of 5 average rating, 636 reviews
Guest favorite
Cottage in Welby

The Carriage House at Welby Park Manor

The Carriage House at the historic homestead, Welby Park Manor has been lovingly restored and renovated. Oozing with character and charm, the Carriage House is self-contained, private, dog-friendly and fully fenced. On-site parking is available, wood is supplied for the slow-combustion fireplace and outdoor fire pit. you will be welcomed with drinks on arrival. Need extra accommodation? please look up The Chapel, (on the same property), on Airbnb.

Indoor spacesFamilySleep quality

4.98 out of 5 average rating, 168 reviews

Popular amenities for Southern Highlands family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Guest favorite
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 spacesWifi

4.96 out of 5 average rating, 111 reviews
Top guest favorite
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

KitchenIndoor spacesGetting around

4.99 out of 5 average rating, 341 reviews
Top guest favorite
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

FamilyKitchenAccuracy

4.98 out of 5 average rating, 121 reviews
Guest favorite
Farm stay in Jamberoo

Jamberoo Valley Farm Cottage w/ Hot Tub

KitchenIndoor spacesBackyard

4.93 out of 5 average rating, 286 reviews
Top guest favorite
A modern exterior of the accommodation is highlighted, featuring a blend of metal and wood materials. Large glass windows provide views into the interior. A covered outdoor area with seating extends from the building, surrounded by greenery and trees, enhancing the connection with nature.
Tiny home in Penrose

The Hideaway at Sylvan Glen Estate

FamilyKitchenTV

4.99 out of 5 average rating, 158 reviews
Guest favorite
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 spacesLocation

4.89 out of 5 average rating, 138 reviews
Top guest favorite
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

Indoor spacesKitchenQuiet

4.97 out of 5 average rating, 276 reviews
Guest favorite
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

KitchenIndoor spacesAmenities

4.92 out of 5 average rating, 362 reviews

Family- and pet-friendly home rentals

Superhost
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 spacesPets

4.87 out of 5 average rating, 141 reviews
Guest favorite
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

FamilyIndoor spacesGrill

4.91 out of 5 average rating, 170 reviews
Top guest favorite
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' at Berrima.

FamilyKitchenLaundry

4.9 out of 5 average rating, 272 reviews
Guest favorite
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—

Indoor spacesKitchenNearby

4.93 out of 5 average rating, 1057 reviews
Guest favorite
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

KitchenIndoor spacesWifi

4.97 out of 5 average rating, 128 reviews
Guest favorite
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 spacesFamilyPets

4.95 out of 5 average rating, 356 reviews
Guest favorite
A modern cottage is viewed from a gravel driveway, featuring wooden siding and large windows. An outdoor seating area is visible beside the entrance, with the landscape unfolding into distant hills under a clear blue sky.
Tiny home in Bundanoon

The Lazy Duck, Bundanoon

FamilyIndoor spacesNearby

4.9 out of 5 average rating, 164 reviews
Top guest favorite
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

Indoor spacesKitchenLaundry

4.98 out of 5 average rating, 306 reviews

Family-friendly home rentals with a pool

Top guest favorite
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

FamilyKitchenLocation

4.97 out of 5 average rating, 187 reviews
Guest favorite
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

Indoor spacesFamilyAir conditioning

4.92 out of 5 average rating, 266 reviews
Guest favorite
Home in Kangaroo Valley

Moosewood House, Kangaroo Valley

Indoor spacesFamilyHeating

4.91 out of 5 average rating, 203 reviews
Guest favorite
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

Indoor spacesFamilyTV

4.9 out of 5 average rating, 208 reviews
Top guest favorite
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

KitchenFamilyLayout

4.98 out of 5 average rating, 124 reviews
Top guest favorite
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

KitchenFamilyCondition

4.96 out of 5 average rating, 199 reviews
Top guest favorite
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

FamilyKitchenHeating

4.96 out of 5 average rating, 403 reviews
Guest favorite
A spacious outdoor area features lush green grass and a private plunge pool. Countryside views showcase rolling hills under a clear blue sky, with a timber deck nearby. The glass fencing ensures a safe and tranquil environment for relaxation.
Cottage in Meroo Meadow

Mercer Cottage at Silvermist Farm South Coast

FamilyIndoor spacesLocation

4.94 out of 5 average rating, 220 reviews

Destinations to explore