
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.

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.

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 or getaway. We also have 'The Dairy' which is a 1 bedroom cottage with a kitchen and fireplace. Strictly Non smoking. All guests to be COVID vaccinated. STRA 6648

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.

Pepper Tree Passive House
Awards & Acknowledgements - Sustainable Architecture Award 2022 from the Institute of Architects - Energy Efficiency Award 22/23 from Grand Designs - People’s Choice Award 22/23 from Grand Designs - People's Choice Award 2022 Habitus House of the Year - Single Dwelling Sustainability Award 2022 - Best of the Best Sustainability Award 2022 - Excellence In Sustainability 2022 Master Builders Association NSW - National Sustainability Residential Building Award 2022 Master Builders Australia

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.

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.

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.

Little Shed on Woodhill
For those longing for a country escape with the comforts of city living, Little Shed sits mountain-side just 5km out of Berry township. A true farm-stay, gaze upon paddocks, bushland and the sea; or catch a glimpse of our roaming Scottish Highlander Cattle. Soak up the view, visit the famous Seven-mile Beach and return for a night by the fireplace. If you derive comfort from the country, Susie the Goat and Stephanie the Deer will be there to greet you, any time of the day.

Sedalia Farm Cottage - stunning rural retreat
Enjoy the serenity and truly picturesque backdrop of captivating rural vistas at this unique charming, private stand alone cottage that sits separately from the main farm house. It is only a short ten minute drive to Bowral or Mittagong. Wake up to the sounds of nature and enjoy the lush gardens that provides a quiet sanctuary in an incredibly tranquil location. Sedalia Farm has 3 Alpacas, 1 horse, 1 miniature donkey and 2 Huskies who all live on the property!

Modern farm house overlooking Kangaroo Valley
Sassafras country retreat. Only 2 hours drive from Sydney and 10 minutes to the quaint country village of Kangaroo Valley. Sassafras is a 5 bedroom contemporary farm house design by award winning architects on a stunning 98 acre private country estate. Situated in an exceptional location at the foothills of the Barrengarry escarpment with mind blowing views over Kangaroo Valley.

Hideout 1.0 - Luxury Tiny Home
NOTE- Please check our profile for more available tiny homes on the property. The first of its kind in the Southern Highlands. Hideout is an exclusive luxury tiny home in an idyllic farm setting. This tiny home is set on a beautiful dam of a working horse farm, situated on over 150 acres. Guests are able to interact as much or as little as they like with the surroundings.

The Villa @ The Vale Penrose
The Vale is a masterpiece of rural design, encompassing expansive manicured grounds, an eclectic mix of farm animals and wildlife, and a range of luxurious accommodations to suit the most discerning taste. Spend some time by the fire, or enjoy the sunset in your private luxury outdoor Spa. Treat yourself to something special.
Popular amenities for Southern Highlands family-friendly rentals
Family-friendly home rentals with a hot tub

Tranquil Tiny House in Berry

Mike's - A luxurious cabin surrounded by nature

Haven Bundanoon Southern Highlands

Wildernest "T2" - Off-Grid Wilderness Experience

The Hideaway at Sylvan Glen Estate

Ralphie’s Villa 2 bed 2 bath with Valley views

Jamberoo Valley Farm Dairy Cottage w/ Hot Tub

Creek side Tiny House in a sub-tropical rainforest
Family- and pet-friendly home rentals

Unique'Danglestone' Couples Hideaway in the Forest

The Little House - Pet friendly*/Mid-week special!

The Annexe at Beatrice Park, Bowral

Sauna Haus with Scandinavian design

Woodland Studio & Farm | Exeter NSW | Pet Friendly

The Lazy Duck, Bundanoon

WATERSHED - Robertson

Sensational Views - Best in the Southern Highlands
Family-friendly home rentals with a pool

"Seacliff" - Cliff Top Beach House

The Treehouse Kangaroo Valley on Kangaroo River

Wollemi House - in forest and waterways with pool

Spacious Unit on Horse Property

SkyView Villa - WOW Views & Comfort

Kiama Oceanview Retreat – Romantic & Private

Amazing getaway at the farm

Breathe again, Cabin cuteness, entire cottage
Destinations to explore
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- Villa rentals Southern Highlands
- House rentals Southern Highlands
- Private suite rentals Southern Highlands
- Fitness-friendly rentals Southern Highlands
- Flat rentals Southern Highlands
- Barn rentals Southern Highlands
- Rentals with pools Southern Highlands
- Smoking-friendly rentals Southern Highlands
- Rentals with a firepit Southern Highlands
- Cabin rentals Southern Highlands
- Guest house rentals Southern Highlands
- Bed and breakfasts Southern Highlands
- Rentals with breakfast Southern Highlands
- Waterfront rentals Southern Highlands
- Rentals with outdoor seating Southern Highlands
- Rentals with a washing machine and dryer Southern Highlands
- Rentals with lake access Southern Highlands
- Cottage rentals Southern Highlands
- Rentals with a kayak Southern Highlands
- Pet-friendly rentals Southern Highlands
- Farm stay rentals Southern Highlands
- Tiny house rentals Southern Highlands
- Rentals with a patio Southern Highlands
- Rentals with a fireplace Southern Highlands
- Rentals with an EV charger Southern Highlands
- Rentals with a hot tub Southern Highlands
- Family-friendly rentals Wingecarribee Shire Council
- Family-friendly rentals New South Wales
- Family-friendly rentals Australia
- Wollongong Beach
- Werri Beach
- Bulli Beach
- Coledale Beach
- Austinmer Beach
- Windang Beach
- Warilla Beach
- Wombarra Beach
- Jamberoo Action Park
- Sea Cliff Bridge
- Bombo Beach
- Towradgi Beach
- Jones Beach
- Killalea Beach
- Ocean Farm
- Shoalhaven Zoo
- Minnamurra Rainforest Centre
- WIN Sports & Entertainment Centres
- Merribee
- Kangaroo Valley Golf And Country Retreat
- Centennial Vineyards
- Fo Guang Shan Nan Tien Temple
- Sandon Point
- Stanwell Park Beach




