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Family-friendly vacation 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.

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Cottage in Burradoo

4.79 out of 5 average rating, 152 reviews

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.

Sep 5 – 12

R3,205 ZAR per night

Camper/RV in Yellow Rock

4.97 out of 5 average rating, 242 reviews

Illawarra Caravan Stay

Caravan can accommodate 3 people. Move over glamping, this newly refurbished 1970s Caravan at 'Green Mountain stay' at the foothills of the Illawarra Escarpment offers all the conveniences of a quick escape, without any of the fuss. This is a getaway with a difference and ideal for a couple looking to switch off. Set amongst undulating green hills, this country escape is as majestic as it is simple. Unwind and enjoy a Spar in a Japanese Hot Tub. I provide soak in Botanicals. Please no BATH SALTS

Nov 12 – 19

R1,664 ZAR per night

Tent in Sutton Forest

4.95 out of 5 average rating, 333 reviews

Glamping at Rockaway Farm - Southern Highlands

Nestled amongst the beautiful farm land of the Southern Highlands wine country is a camping experience with a luxury twist. Wake up to the sound of nature in your very own luxury canvas tent complete with all the creature comforts including beds, linen, towels, cooking facilities and guest bathroom. Set on 41 acres Surrounded by rolling hills and pine trees, this accomodation is perfect for couples or young families looking to escape and enjoy the great outdoors with all the essentials provided

Oct 20 – 27

R2,436 ZAR per night

Bungalow in High Range

4.97 out of 5 average rating, 351 reviews

Wombiombi Cottage

Free standing one bedroom cottage with private deck and BBQ facilities. Compressed, recycled driveway, suitable for all vehicles. Situated on a 25 acre rural property with large windows overlooking paddocks dotted with kangaroos. 12kms from Bowral and only 12kms from Berrima, on the Southern Highlands Wine Trail. A quiet and tranquil getaway. Native Ducks, Kookaburra's, Eastern and Crimson Rosellas, Kangaroos and Wombats in abundance. Wood fired heating or air conditioned and wi-fi connected.

Dec 20 – 27

R3,356 ZAR per night

Apartment in Mittagong

4.93 out of 5 average rating, 690 reviews

Luxury Overnight Accommodation

This cottage provides comfortable and private accommodation within a short distance of Frensham school and surrounding sporting facilities. - Self contained Accommodation - Full cooking facilities - Reverse cycle air conditioning - Television set - Undercover parking - Rear deck with rural views - Quality linen and towels - An ideal base from which to enjoy the local attractions - Queen bed. - Sofa bed on request $50/per night,Full linen provided. - Full sized bath and large separate shower.

Sep 15 – 22

R2,092 ZAR per night

Guest suite in Robertson

4.97 out of 5 average rating, 438 reviews

The Cloud Pad at Cloud Farm

Cloudfarm is a unique 33 acre property perched on the highest point of the Illawarra escarpment with breathtaking views. A world away, yet conveniently located 7 minutes from Robertson and 25 minutes from Bowral and Moss Vale. Whether it is for a romantic get-away, or to explore the Southern Highlands natural beauty and experience local vineyards, farm produce and chic shopping, Cloudfarm is the perfect base. Immerse yourself in serene ambiance and return home refreshed and revitalised.

Jul 24 – 31

R2,373 ZAR per night

Farm stay in Dunmore

4.99 out of 5 average rating, 629 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.

Aug 30 – Sep 6

R1,940 ZAR per night

Guesthouse in Mittagong

4.94 out of 5 average rating, 215 reviews

Alfred Studio

Our studio is a short walk to Mittagong town centre, situated in the picturesque Southern Highlands. Explore the wide selection of cafes and restaurants. Local shopping includes vintage clothing, antiques, arts and craft. Enjoy a walk to Lake Alexandra or along one of the many bush tracks. Alternatively, jump in the car and visit Bowral, Berrima and the other surrounding towns and villages. You’ll love our place because it is homely, separated from our house, and has a comfy bed.

Apr 18 – 25

R1,948 ZAR per night

Cabin in Berrima

4.9 out of 5 average rating, 193 reviews

Studio 12

Our home is on half an acre of beautiful gardens, with our house on one side and Studio 12 on the other. Studio 12 is studio style accommodation and is one large room that accommodates up to 3 people, and includes a queen and single bed. Tastefully decorated, the kitchenette has microwave, kettle, toaster, bar fridge, electric wok and grill. Linen and towels are supplied. Double french doors open out onto the large garden that separates this accommodation from the main residence.

Sep 1 – 8

R1,836 ZAR per night

Cottage in Mittagong

4.89 out of 5 average rating, 130 reviews

Coppin Cottage Highland Retreat

Our 1950's cottage recently renovated ,coal gas fire lounge, new carpet lounge + bedrooms,New Kitchen + 2 new bathrooms + underfloor heating, Gas heating dinning area,sitting for 8 people, electric heaters bedrooms and bathrooms. Full Kitchen, comfy lounge room,videos, TV, netflix available. BBQ on back deck, large garden, pet friendly on non carpet areas, bird life, private, peaceful, relaxing, cosy home away from home. Also outside fireplace for evening drinks and nibbles.

Apr 12 – 19

R2,501 ZAR per night

Tiny home in Coledale

4.96 out of 5 average rating, 456 reviews

The Bungalow

A truly unique weekend escape only an hour and a half from Sydney CBD. You'll feel your worries melt away driving down the private dirt road to your oasis in the bush. The Bungalow is set in lush surrounds with sweeping ocean views. Freshly renovated with brand new furnishings and linen, you'll have all the comforts of home whilst you enjoy the sounds of nature from your own private deck or from the comfort of your bed perched high up in the loft. A perfect couples retreat.

Sep 25 – Oct 2

R2,198 ZAR per night

Guesthouse in Bowral

4.88 out of 5 average rating, 772 reviews

woodland retreat - guest studio

A chic space with Mt Gibralter as your backdrop, set in a garden full of birdlife and the occasional wallaby. We offer private accommodation, own entry through a shared garden, sitting room with a good selection of books and mags, Wifi and Bluetooth, kitchenette with a dining space, 2 bedrooms and 1 bathroom. Very close to main wedding venues eg Bendooley Estate and Centennial Vineyards. Walking distance to Bowral, and close to Mittagong .

Jul 3 – 10

R1,686 ZAR per night

Vacation rentals for every style

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Popular amenities for Southern Highlands family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Guesthouse in Callala Bay

4.92 out of 5 average rating, 604 reviews

JERVIS BAY STUDIO & SPA- walking distance to shops

Nov 12 – 19

R2,739 ZAR per night

Farm stay in Jamberoo

4.92 out of 5 average rating, 296 reviews

"White cottage" Jamberoo

Jul 6 – 13

R3,302 ZAR per night

Apartment in Stanwell Park

4.86 out of 5 average rating, 264 reviews

Fernleigh Cottage Apartment

Apr 17 – 24

R2,723 ZAR per night

Home in Werri Beach

4.81 out of 5 average rating, 247 reviews

Retreat at Renfrew - w Slide, Spa and Pizza Oven.

Aug 20 – 27

R8,230 ZAR per night

Home in Berry

4.93 out of 5 average rating, 229 reviews

Circa 1890 - Original cottage in heart of Berry

Apr 19 – 26

R4,776 ZAR per night

Home in Coledale

4.95 out of 5 average rating, 99 reviews

Sea Deck Coledale

Oct 15 – 22

R7,132 ZAR per night

Home in Kiama Downs

4.8 out of 5 average rating, 305 reviews

Beachy Keen

Dec 31 – Jan 7

R7,645 ZAR per night

Townhouse in Huskisson

4.91 out of 5 average rating, 142 reviews

Husky Haven - it’s magic!

Sep 12 – 19

R3,684 ZAR per night

Family- and pet-friendly home rentals

Cottage in Fitzroy Falls

4.91 out of 5 average rating, 187 reviews

Twin Oaks Cottage - Fitzroy Falls NSW

Nov 3 – 10

R3,323 ZAR per night

Cabin in Colo Vale

4.95 out of 5 average rating, 173 reviews

Falling Waters Colo Vale

Jul 8 – 15

R3,698 ZAR per night

Cottage in Kangaroo Valley

4.99 out of 5 average rating, 283 reviews

The Stables @ Kookaburra House

Jun 23 – 28

R5,635 ZAR per night

Cottage in Bowral

4.89 out of 5 average rating, 330 reviews

The Hidden Door Bowral Cottage - The❤️of Bowral

Jan 1 – 8

R5,689 ZAR per night

Home in Bowral

4.91 out of 5 average rating, 210 reviews

Bunya House Historic Home - Bowral walk to town

Dec 28 – Jan 4

R8,655 ZAR per night

Home in Kangaroo Valley

4.98 out of 5 average rating, 152 reviews

The Tailor's Terrace Kangaroo Valley

Feb 2 – 9

R6,120 ZAR per night

Apartment in Windang

4.94 out of 5 average rating, 937 reviews

A Perfect Getaway @ Ocean Breeze Apartment

Oct 4 – 11

R2,386 ZAR per night

Home in Bowral

4.96 out of 5 average rating, 216 reviews

Arborea Country House 14 - 16 large groups

Jan 19 – 26

R9,837 ZAR per night

Family-friendly home rentals with a pool

Cabin in Kangaroo Valley

4.8 out of 5 average rating, 499 reviews

Breathe again, Cabin cuteness, entire cottage

Jul 26 – Aug 2

R2,513 ZAR per night

Guesthouse in Bowral

4.9 out of 5 average rating, 121 reviews

Beatrice Park - The Annexe

Sep 13 – 20

R2,261 ZAR per night

Home in Kangaroo Valley

4.88 out of 5 average rating, 297 reviews

The Treehouse Kangaroo Valley on Kangaroo River

Dec 15 – 22

R6,422 ZAR per night

Guesthouse in Berry

4.92 out of 5 average rating, 295 reviews

Windsor Cottage

Mar 7 – 14

R2,668 ZAR per night

Guesthouse in Kiama Downs

4.93 out of 5 average rating, 228 reviews

Uninterrupted ocean view, private & quiet. Relax.

Aug 30 – Sep 6

R4,841 ZAR per night

Guest suite in Kangaroo Valley

4.78 out of 5 average rating, 114 reviews

Allambie Gums... a resting place

Jun 27 – Jul 4

R1,949 ZAR per night

Guest suite in Gerringong

4.94 out of 5 average rating, 181 reviews

"The Docks" Drift down, relax, explore, refresh

Jun 23 – 30

R3,150 ZAR per night

Cabin in Kangaroo Valley

4.94 out of 5 average rating, 185 reviews

Rainbow Reach country cabin

Sep 23 – 30

R3,578 ZAR per night

Destinations to explore