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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.

Dec. 6 – 13

$252 CAD per night

Guest favourite

Camper/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

Nov. 16 – 23

$143 CAD 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

Sep. 12 – 19

$187 CAD 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.

Dec. 15 – 22

$218 CAD per night

Guest favourite

Cottage in Kangaroo Valley

4.99 out of 5 average rating, 282 reviews

The Stables @ Kookaburra House

‘The Stables @ Kookaburra House', is a unique and beautifully appointed barn style cottage located in a private setting amongst the tranquil country side of Kangaroo Valley. 5 km from Kangaroo Valley village and 1 km from the golf club. The Stables includes a large open fireplace, well appointed open plan country kitchen, spacious dining and lounge areas, outdoor fire pit, spacious grounds and breathtaking views of the valley from the outdoor furnished deck. Breakfast staples are provided.

Jun. 24 – Jul. 1

$403 CAD 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.

Feb. 11 – 18

$155 CAD 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.

Jun. 5 – 12

$204 CAD per night

Guest favourite

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.

Feb. 6 – 13

$149 CAD 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.

Sep. 25 – Oct. 2

$140 CAD per night

Guest favourite

Cottage in Mittagong

4.89 out of 5 average rating, 128 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.

Feb. 12 – 19

$213 CAD per night

Guest favourite

Tiny homes 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.

Jul. 27 – Aug. 3

$182 CAD 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 .

Jul. 14 – 21

$131 CAD per night

Vacation rentals for every style

Get the amount of space that is right for you.

Apartments

Convenient locations with everyday essentials

Cottages

Quaint homes, peaceful surroundings

Villas

Luxurious estates for the ultimate escape

Popular amenities for Southern Highlands family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Guest favourite

Guesthouse in Callala Bay

4.92 out of 5 average rating, 602 reviews

JERVIS BAY STUDIO & SPA- walking distance to shops

Oct. 11 – 18

$199 CAD per night

Guest favourite

Farm stay in Jamberoo

4.92 out of 5 average rating, 295 reviews

"White cottage" Jamberoo

Sep. 7 – 14

$244 CAD per night

Guest favourite

Apartment in Stanwell Park

4.86 out of 5 average rating, 263 reviews

Fernleigh Cottage Apartment

Sep. 10 – 17

$214 CAD per night

Guest favourite

Home in Berry

4.93 out of 5 average rating, 229 reviews

Circa 1890 - Original cottage in heart of Berry

Feb. 26 – Mar. 5

$366 CAD per night

Home in Werri Beach

4.81 out of 5 average rating, 246 reviews

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

Oct. 18 – 25

$702 CAD per night

Guest favourite

Home in Coledale

4.95 out of 5 average rating, 99 reviews

Sea Deck Coledale

Jan. 24 – 31

$757 CAD per night

Guest favourite

Home in Old Erowal Bay

4.9 out of 5 average rating, 208 reviews

BALI BY THE BAY - Jervis Bay ☀️ (deluxe hot Spa)

Jun. 27 – Jul. 4

$511 CAD per night

Guest favourite

Townhouse in Huskisson

4.91 out of 5 average rating, 142 reviews

Husky Haven - it’s magic!

May 31 – Jun. 7

$270 CAD per night

Family- and pet-friendly home rentals

Guest favourite

Cabin in Colo Vale

4.95 out of 5 average rating, 171 reviews

Falling Waters Colo Vale

Apr. 11 – 18

$280 CAD per night

Guest favourite

Cottage in Bowral

4.89 out of 5 average rating, 329 reviews

The Hidden Door Bowral Cottage - The❤️of Bowral

Nov. 21 – 28

$339 CAD per night

Guest favourite

Cottage in Fitzroy Falls

4.91 out of 5 average rating, 186 reviews

Twin Oaks Cottage - Fitzroy Falls NSW

Jan. 13 – 20

$292 CAD per night

Guest favourite

Home in Bowral

4.91 out of 5 average rating, 210 reviews

Bunya House Historic Home - Bowral walk to town

Mar. 7 – 14

$659 CAD per night

Guest favourite

Home in Kangaroo Valley

4.98 out of 5 average rating, 151 reviews

The Tailor's Terrace Kangaroo Valley

Mar. 4 – 11

$468 CAD per night

Guest favourite

Home in Bowral

4.96 out of 5 average rating, 215 reviews

Arborea Country House 14 - 16 large groups

Jan. 31 – Feb. 7

$720 CAD per night

Guest favourite

Apartment in Windang

4.94 out of 5 average rating, 937 reviews

A Perfect Getaway @ Ocean Breeze Apartment

Jan. 14 – 21

$187 CAD per night

Guest favourite

Cottage in Currarong

4.96 out of 5 average rating, 192 reviews

Blue Whale Cottage

Oct. 26 – Nov. 2

$254 CAD 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

Jun. 28 – Jul. 5

$171 CAD per night

Guest favourite

Guesthouse in Bowral

4.9 out of 5 average rating, 121 reviews

Beatrice Park - The Annexe

Jul. 24 – 31

$182 CAD per night

Home in Kangaroo Valley

4.88 out of 5 average rating, 296 reviews

The Treehouse Kangaroo Valley on Kangaroo River

Nov. 3 – 10

$474 CAD per night

Guest favourite

Guest suite in Kangaroo Valley

4.78 out of 5 average rating, 114 reviews

Allambie Gums... a resting place

Jan. 24 – 31

$145 CAD per night

Guest favourite

Guest suite in Gerringong

4.94 out of 5 average rating, 181 reviews

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

Jun. 13 – 20

$239 CAD per night

Guest favourite

Guesthouse in Kiama Downs

4.93 out of 5 average rating, 228 reviews

Uninterrupted ocean view, private & quiet. Relax.

Aug. 18 – 25

$367 CAD per night

Guest favourite

Guesthouse in Berry

4.92 out of 5 average rating, 294 reviews

Windsor Cottage

Feb. 4 – 11

$204 CAD per night

Guest favourite

Home in Kangaroo Valley

4.98 out of 5 average rating, 108 reviews

Romantic hideaway at HAMPDEN HOUSE

May 27 – Jun. 3

$514 CAD per night

Destinations to explore