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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.

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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.

17–24 Feb

$308 NZD per night

Guest favourite

Campervan/RV in Yellow Rock

4.98 out of 5 average rating, 241 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

11–18 Jan

$175 NZD per night

Guest favourite

Tent in Sutton Forest

4.95 out of 5 average rating, 332 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

25 Sep – 2 Oct

$229 NZD per night

Guest favourite

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. 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. A wonderful get away for either a weekend or longer stay.

13–20 Dec

$266 NZD per night

Guest favourite

Apartment in Mittagong

4.93 out of 5 average rating, 689 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.

11–18 Sep

$189 NZD per night

Guest favourite

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.

16–23 Jul

$214 NZD per night

Guest favourite

Guesthouse in Bowral

4.9 out of 5 average rating, 121 reviews

Beatrice Park - The Annexe

THE ANNEXE is perfect for couples or single travellers. ASK ABOUT OUR LAST MINUTE RATES & WELCOME PACK In the HERITAGE LISTED GARDENS of BEATRICE PARK but separate enough for your privacy to be guaranteed. A perfect RETREAT for a week end or a week away: ANTIQUES GALLERIES FOOD & VINEYARDS BOOKSHOPS FESTIVALS - MUSIC - SHAKESPEARE GOLF BUSHWALKS FISHING HORSERIDING CYCLING POLO MARKETS BONG BONG RACES We cater for people on business in the HIGHLANDS for stays longer than 2 nights.

5–12 Apr

$223 NZD per night

Guest favourite

Cottage in Kangaroo Valley

4.98 out of 5 average rating, 429 reviews

The Tailor's Cottage, Kangaroo Valley

The Tailor's Cottage is a self-contained beautifully renovated heritage cottage located in the heart of the Kangaroo Valley village. It has been designed to feel like a home away from home. Much care and attention to detail has been poured into the design and function of the property so you can enjoy an effortless stay. Experience all the village has to offer with just a very short walk (100m) to the village cafes, restaurants, hotel, and more. Find us on @tailor_made_Kangaroo_Valley

8–15 Aug

$352 NZD per night

Guest favourite

Guesthouse in Mittagong

4.94 out of 5 average rating, 214 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.

22–29 Dec

$184 NZD per night

Guest favourite

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.

25 Sep – 2 Oct

$170 NZD per night

Guest favourite

Tiny home in Coledale

4.96 out of 5 average rating, 455 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.

13–20 Sep

$206 NZD per night

Guest favourite

Guesthouse in Bowral

4.88 out of 5 average rating, 769 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 .

16–23 Jul

$160 NZD per night

Holiday rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Villas

Luxurious estates for the ultimate escape

Apartments

Convenient locations with everyday essentials

Popular amenities for Southern Highlands family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Guest favourite

Farm stay in Jamberoo

4.92 out of 5 average rating, 295 reviews

"White cottage" Jamberoo

8–15 Oct

$298 NZD per night

Guest favourite

Guesthouse in Callala Bay

4.92 out of 5 average rating, 602 reviews

JERVIS BAY STUDIO & SPA- walking distance to shops

21–28 Feb

$314 NZD per night

Guest favourite

Apartment in Stanwell Park

4.87 out of 5 average rating, 262 reviews

Fernleigh Cottage Apartment

10–17 Apr

$261 NZD per night

Guest favourite

Home in Berry

4.93 out of 5 average rating, 228 reviews

Circa 1890 - Original cottage in heart of Berry

18–25 Apr

$446 NZD per night

Home in Werri Beach

4.81 out of 5 average rating, 246 reviews

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

17–24 Jan

$1,745 NZD per night

Guest favourite

Home in Coledale

4.95 out of 5 average rating, 99 reviews

Sea Deck Coledale

15–22 Dec

$923 NZD per night

Guest favourite

Home in Kiama Downs

4.8 out of 5 average rating, 305 reviews

Beachy Keen

27 Jul – 3 Aug

$557 NZD per night

Guest favourite

Townhouse in Huskisson

4.91 out of 5 average rating, 142 reviews

Husky Haven - it’s magic!

15–22 May

$340 NZD per night

Family- and pet-friendly home rentals

Guest favourite

Cottage in Kangaroo Valley

4.99 out of 5 average rating, 282 reviews

The Stables @ Kookaburra House

24 Jun – 1 Jul

$492 NZD per night

Guest favourite

Cottage in Fitzroy Falls

4.91 out of 5 average rating, 186 reviews

Twin Oaks Cottage - Fitzroy Falls NSW

12–19 Jan

$356 NZD per night

Guest favourite

Cottage in Mittagong

4.89 out of 5 average rating, 128 reviews

Coppin Cottage Highland Retreat

8–15 Oct

$262 NZD per night

Guest favourite

Cabin in Colo Vale

4.95 out of 5 average rating, 171 reviews

Falling Waters Colo Vale

24–31 Oct

$341 NZD per night

Guest favourite

Cottage in Bowral

4.89 out of 5 average rating, 329 reviews

The Hidden Door Bowral Cottage - The❤️of Bowral

14–21 Feb

$451 NZD per night

Guest favourite

Apartment in Windang

4.94 out of 5 average rating, 936 reviews

A Perfect Getaway @ Ocean Breeze Apartment

29 May – 5 Jun

$163 NZD per night

Guest favourite

Home in Bowral

4.91 out of 5 average rating, 210 reviews

Bunya House Historic Home - Bowral walk to town

12–19 Apr

$805 NZD per night

Guest favourite

Home in Bowral

4.96 out of 5 average rating, 215 reviews

Arborea Country House 14 - 16 large groups

31 Jan – 7 Feb

$878 NZD per night

Family-friendly home rentals with a pool

Guest favourite

Cabin in Kangaroo Valley

4.8 out of 5 average rating, 499 reviews

Breathe again, Cabin cuteness, entire cottage

14–21 Jul

$221 NZD per night

Home in Kangaroo Valley

4.88 out of 5 average rating, 296 reviews

The Treehouse Kangaroo Valley on Kangaroo River

21–28 Nov

$578 NZD per night

Guest favourite

Guest suite in Kangaroo Valley

4.78 out of 5 average rating, 114 reviews

Allambie Gums... a resting place

21–28 Jun

$193 NZD per night

Guest favourite

Guest suite in Gerringong

4.94 out of 5 average rating, 181 reviews

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

25 Jun – 2 Jul

$292 NZD per night

Guest favourite

Guesthouse in Kiama Downs

4.93 out of 5 average rating, 226 reviews

Uninterrupted ocean view, private & quiet. Relax.

8–15 Jun

$405 NZD per night

Guest favourite

Home in Kangaroo Valley

4.98 out of 5 average rating, 108 reviews

Romantic hideaway at HAMPDEN HOUSE

2–9 Oct

$627 NZD per night

Guest favourite

Cabin in Kangaroo Valley

4.93 out of 5 average rating, 184 reviews

Rainbow Reach country cabin

30 Dec – 6 Jan

$337 NZD per night

Guest favourite

Guesthouse in Engadine

4.94 out of 5 average rating, 139 reviews

Suburban Bush Retreat Guest House

26 Jun – 3 Jul

$146 NZD per night

Destinations to explore