
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.

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.

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.

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

Fantoosh
Welcome to your blissful getaway! This beautifully designed picture-perfect cottage is nestled in the heart of Sutton Forest, the ideal fit for anyone looking to relax and unwind. Enjoy the heated floors and an Internal fire at the press of a button. Firepit outside awaits, sizzle a steak or toast marshmallows under the stars. Snuggle up on the couch, stream a movie you never got to see or work on the super fast internet. Take a walk along the country lanes and enjoy the fresh air.

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.

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

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!

Converted Dairy Fitzroy Falls
The Dairy sits within approximately 9 acres of beautiful ,private gardens on a 29 acre property . The one bedroom cottage is light and bright with a small kitchen, a wood burning fire, reverse cycle airconditioning, ceiling fans and gas heating. There is additional accommodation in the Japanese Studio . NOT suitable for children or pets..20 mins to Bowral and Moss Vale Linen provided. Strictly non smoking property. STRA PID -6648

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.

The Lodge FarmStay
Guests enter via a beautiful tree lined driveway bordered by stud black post and rail fencing. Guests have full access to the property including synthetic grass tennis court, gazebo, (racquets and tennis balls provided), basketball hoop, kids trampoline, bbq and manicured formal gardens. A creek runs through the property.
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

Hall House – A place for private luxury relaxation

Back Forest Barn

Jamberoo Valley Farm Cottage w/ Hot Tub

ARUNA Estate off-grid cabins

Moss Vale 2 Bed Cottage
Family- and pet-friendly home rentals

The Escarpment Above & Beyond - all about the view

Mungo Lodge, pet friendly and accessible

'Rosevilla' in Berrima.

Woodland Studio & Farm | Exeter NSW | Pet Friendly

The Lazy Duck, Bundanoon

Milkwood Barn

The Tailor's Terrace Kangaroo Valley

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

Farm Escape - Spacious Cottage in Kangaroo Valley

Spacious Unit on Horse Property

SkyView Villa - WOW Views & Comfort

The Annexe at Beatrice Park, Bowral

Luxe Kiama Escape – Ocean Views & Lap Pool
Destinations to explore
- Sydney Holiday rentals
- Sydney Harbour Holiday rentals
- Gippsland Holiday rentals
- Blue Mountains Holiday rentals
- Hunter valley Holiday rentals
- South West Holiday rentals
- Bondi Beach Holiday rentals
- Mid North Coast Holiday rentals
- Canberra Holiday rentals
- Manly Holiday rentals
- Wollongong Holiday rentals
- Central Coast Holiday rentals
- Rentals with an EV charger Southern Highlands
- Rentals with a firepit Southern Highlands
- Villa rentals Southern Highlands
- Rentals with pools Southern Highlands
- Pet-friendly rentals Southern Highlands
- Barn rentals Southern Highlands
- Flat rentals Southern Highlands
- Cabin rentals Southern Highlands
- Guest house rentals Southern Highlands
- Rentals with outdoor seating Southern Highlands
- Rentals with a fireplace Southern Highlands
- Waterfront rentals Southern Highlands
- Rentals with a hot tub Southern Highlands
- Smoking-friendly rentals Southern Highlands
- House rentals Southern Highlands
- Rentals with lake access Southern Highlands
- Rentals with a patio Southern Highlands
- Fitness-friendly rentals Southern Highlands
- Rentals with a washing machine and dryer Southern Highlands
- Bed and breakfasts Southern Highlands
- Tiny house rentals Southern Highlands
- Cottage rentals Southern Highlands
- Private suite rentals Southern Highlands
- Rentals with a kayak Southern Highlands
- Rentals with breakfast Southern Highlands
- Farm stay rentals 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
- Wombarra Beach
- Warilla Beach
- Jamberoo Action Park
- Sea Cliff Bridge
- Bombo Beach
- Towradgi Beach
- Jones Beach
- Killalea Beach
- Kiama Surf Beach
- Ocean Farm
- Minnamurra Rainforest Centre
- WIN Sports & Entertainment Centres
- Centennial Vineyards
- Merribee
- Kangaroo Valley Golf And Country Retreat
- Shoalhaven Zoo
- Sandon Point
- Fo Guang Shan Nan Tien Temple




