
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.

Tiny Cabin Exeter Outdoor Bath and Horse Property
@littleburrow_cabinandcottage A relaxing couples retreat at this stylish tiny house on 6 peaceful acres of our boutique equestrian property 2km from the charming rural village of Exeter with its popular cafe. Surrounded by small farms and the peace of the countryside while still being only a drive-(Bundanoon 10mins Mossvale 15min drive) to the charming towns of the Southern Highlands. Its especially quiet at night-enjoy the firepit & outdoor bath while gazing at the stars. Small dogs on request

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

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.

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.

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!

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

Hall House – A place for private luxury relaxation

The Hideaway at Sylvan Glen Estate

Back Forest Barn

"White cottage" Jamberoo

ARUNA Estate off-grid cabins
Family- and pet-friendly home rentals

Little Gem at Retford Park Estate. Bowral-5 Min

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

'Rosevilla' in Berrima.

Woodland Studio & Farm | Exeter NSW | Pet Friendly

WATERSHED - Robertson

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

Spacious Unit on Horse Property

The Annexe at Beatrice Park, Bowral

SkyView Villa - WOW Views & Comfort

Kiama Oceanview Retreat – Romantic & Private

Amazing getaway at the farm
Destinations to explore
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- Cottage rentals Southern Highlands
- Farm stay rentals Southern Highlands
- Smoking-friendly rentals Southern Highlands
- Bed and breakfasts Southern Highlands
- Rentals with lake access Southern Highlands
- Rentals with a firepit Southern Highlands
- Cabin rentals Southern Highlands
- Guest house rentals Southern Highlands
- Rentals with a fireplace Southern Highlands
- Waterfront rentals Southern Highlands
- House rentals Southern Highlands
- Rentals with breakfast Southern Highlands
- Fitness-friendly rentals Southern Highlands
- Rentals with a washing machine and dryer Southern Highlands
- Flat rentals Southern Highlands
- Rentals with an EV charger Southern Highlands
- Barn rentals Southern Highlands
- Villa rentals Southern Highlands
- Pet-friendly rentals Southern Highlands
- Rentals with a patio Southern Highlands
- Private suite rentals Southern Highlands
- Rentals with a kayak Southern Highlands
- Rentals with a hot tub Southern Highlands
- Tiny house rentals Southern Highlands
- Rentals with outdoor seating Southern Highlands
- Rentals with pools 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




