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
4.99 out of 5 average rating, 129 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, 593 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

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, 155 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, 782 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.

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, 125 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, 130 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, 141 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
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.
Guest house in Burradoo
4.93 out of 5 average rating, 381 reviews

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.

Top guest favourite
Farm stay in Exeter
4.99 out of 5 average rating, 130 reviews

Woodland Studio & Farm | Exeter NSW | Pet Friendly

Woodland Studio Exeter is set on a tree studded small farm 20mins from Bowral & only 3kms from charming Exeter Village. The perfect escape for a family of 4 OR romantic getaway for couples. Indulge inside or step outside to feed the Suffolk sheep & alpacas Albert & Archie, a highlight for many. Explore the farm, orchard, veg, beehives, bocce & native wildlife. Mid week rates, breakfast provisions, small dogs welcome - please ask. Highlife June 2025 Country Style Mag May 2022

Top guest favourite
A panoramic view showcases the expansive landscape, featuring rolling green hills gradually descending to the coastline. The horizon stretches beyond, blending the blue sky with the shimmering ocean. Vegetation frames the foreground, enhancing the sense of openness in this serene setting.
Farm stay in Robertson
4.97 out of 5 average rating, 186 reviews

The Escarpment Above & Beyond - all about the view

Nestled on an escarpment at the top of Macquarie Pass, with views reaching over the Great Dividing Range and spanning across to the coast, 'The Escarpment - Above & Beyond' is a deluxe two-bedroom residence and is an ideal escape for couples and families. Set on 14 acres of lush countryside, you will feel the cares of the world fade away. The location is the best of two worlds; country living with close proximity to the most beautiful beaches within a 30-40 minutes drive.

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 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
4.98 out of 5 average rating, 419 reviews

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.

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