Family-friendly holiday 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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Top 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
5 out of 5 average rating, 121 reviews

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.

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
4.99 out of 5 average rating, 588 reviews

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

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
5 out of 5 average rating, 207 reviews

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.

Guest favourite
An outdoor terrace is showcased, featuring a 50-year-old pepper tree adorned with soft, glowing lights. Cozy seating areas are arranged on a wooden deck, surrounded by lush greenery, creating a tranquil space for relaxation and enjoyment.
Treehouse in Unanderra
4.95 out of 5 average rating, 153 reviews

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

Top guest favourite
A horse stands beside a wooden fence displaying the sign 'ROY'S RUN.' Vibrant red flowers bloom in the background, contrasting with the greenery surrounding the area. The horse, wearing a purple halter, is positioned to the left, adding a rustic charm to the scene.
Farm stay in Dunmore
4.99 out of 5 average rating, 774 reviews

Roy's Run Farm Stay.

The comfortable one bedroom cottage is located on our 450 acre working cattle property. We are close to the seaside towns of Shellharbour and Kiama. You can enjoy the beaches and then come home and just sit and gaze at the views of the farm. We have many animals for you to get close to if you desire and an abundance of bird life on the property. The cottage has a comfortable veranda for you to relax and watch the horses and cattle graze. A country experience just 2 hrs drive from Sydney.

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
4.94 out of 5 average rating, 332 reviews

"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.

Top guest favourite
A guest is seated on a stylish deck, engaging with a book, flanked by two comfortable rattan chairs. Large glass doors provide a view into the modern cabin, surrounded by greenery. A refreshing drink rests on a side table, complementing the serene outdoor setting.
Cabin in Exeter
5 out of 5 average rating, 122 reviews

Tiny Cabin Exeter Outdoor Bath and Horse Property

@littleburrow_cabinandcottage Enjoy a relaxing couples retreat at this stylish tiny house. Set on 6 peaceful acres of a boutique equestrian property near the charming rural village of Exeter. Surrounded by small farms experience the peace of the countryside while still being only a drive-(Mossvale 13min drive) to the popular towns and destinations of the Southern Highlands. Its especially quiet at night when guests can enjoy the deck, firepit, & outdoor bath while gazing at the stars

Top guest favourite
A charming cottage is framed by lush greenery, featuring a distinctive round window and a warm wooden exterior. A welcoming outdoor seating area is set around a firepit, where smoke gently rises. Soft light reflects off the exterior, enhancing the tranquil atmosphere.
Cottage in Sutton Forest
4.98 out of 5 average rating, 125 reviews

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.

Top guest favourite
The exterior of a charming cottage features a covered porch with a comfortable bench and a rocking chair. Lush greenery and white flowering plants frame the entrance. A few steps lead up to the inviting front door, enhancing the welcoming appearance of the home.
Home in Kangaroo Valley
4.99 out of 5 average rating, 140 reviews

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.

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
4.96 out of 5 average rating, 128 reviews

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.

Top guest favourite
A gravel pathway lined with tall eucalyptus trees is shown, fading into a subtle mist. At the entrance, artistic metal sculptures of lyrebirds rest on wooden posts, framing the serene landscape. A dog is seen walking along the path, enhancing the natural setting.
Farm stay in Budgong
4.96 out of 5 average rating, 139 reviews

The Studio at Lyrebird Ridge Organic Winery

Lyrebird Ridge Organic winery is tucked away in the quiet area known as Budgong. Set back off the road, you feel away from everything. National parks, Budgong Creek and a special view from a nearby lookout are all close by. Take time to visit our cellar door, sit around the firepit or find a quiet seat at one of the five dams. The Studio is one of two listings for accommodation. The Retreat is also on our property and shares the same building as The Studio.

Top guest favourite
A weathered wooden dock extends over still water, bordered by lush greenery and distant trees. Reflections on the water create a serene atmosphere, while a steel railing leads towards the edge, inviting moments of contemplation surrounded by nature.
Cottage in Mittagong
5 out of 5 average rating, 298 reviews

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!

Popular amenities for Southern Highlands family-friendly rentals

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