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Southern Highlands Holiday Homes

More than just hotels
Apartments, cabins, holiday rentals and more, plus millions of reviews from Aussie & Kiwi travellers

Flexibility matters
Free cancellation on select hotels and 24/7 support, so you can book with confidence

Relax with our Price Promise
Find a lower price on a hotel or package online, before your stay, and we'll refund the difference^

Featured Holiday Homes in Southern Highlands

Estimated price for 1 night / 2 adults
Old Bowral Charm - Aitken Adventure
Old Bowral Charm - Aitken Adventure
26 Aitken Road, Bowral, NSW
The price is AU$156 per night

Old Bowral Charm - Aitken Adventure: Holiday home with parking and 1 bathroom. Guests love the central location!

5/5Exceptional! (1 review)
Old Bowral Charm - Aitken Adventure
Linden Hall
Linden Hall
3.5 out of 5
166 McEvilly Road, Robertson, NSW

Linden Hall: Holiday home with free WiFi and free parking.

5/5Exceptional! (1 review)
Linden Hall
Loch Lomond - Breakfast, Pool, Park-like Grounds
Loch Lomond - Breakfast, Pool, Park-like Grounds
Loch Lomond, 1 Manor Rise, Bowral, Bowral, NSW

Loch Lomond - Pool and Park Like Grounds: Family holiday home with private pools and parking.

No reviews
Loch Lomond - Breakfast, Pool, Park-like Grounds
The Wee Hoose not so Small 60sq Metres
The Wee Hoose not so Small 60sq Metres
9 Bedford Pl, Burradoo, NSW
The price is AU$195 per night

The Wee Hoose not so Small 60sq Metres: Holiday home with TVs and 1 bathroom.

No reviews
The Wee Hoose not so Small 60sq Metres
Crossways Estate - Bowral - Only Moments From Town but a World Away
Crossways Estate - Bowral - Only Moments From Town but a World Away
74 Kangaloon Rd, Bowral, NSW

Crossways Estate - Bowral - Only Moments From Town but a World Away: Romantic holiday home with an outdoor pool and WiFi. Guests love the location!

No reviews
Crossways Estate - Bowral - Only Moments From Town but a World Away
Amaroo - Modern, Luxurious and Chic
Amaroo - Modern, Luxurious and Chic
6 Earl Street, Bowral, NSW

Amaroo - Modern, Luxurious and Chic: Family holiday home with a hot tub and parking.

No reviews
Amaroo - Modern, Luxurious and Chic
Freshly Renovated, Spotlessly Clean Entire Home
Freshly Renovated, Spotlessly Clean Entire Home
10 Brisbane St, Berrima, NSW
The price is AU$301 per night

Freshly Renovated, Spotlessly Clean Entire Home: Romantic holiday home with parking and a garden.

No reviews
Freshly Renovated, Spotlessly Clean Entire Home
THE Garden Keeper's Cottage
THE Garden Keeper's Cottage
6 Belmore St, Bowral, NSW

THE Garden Keeper's Cottage: Holiday home with parking and DVD players. Guests love the helpful staff!

No reviews
THE Garden Keeper's Cottage
THE Maple Lodge 4 Friendly Alpacas, Pig, 2 Goats, 2 Ponies & Huge Pizza Oven ?
THE Maple Lodge 4 Friendly Alpacas, Pig, 2 Goats, 2 Ponies & Huge Pizza Oven ?
Muasdale Lane, Robertson, NSW
The price is AU$722 per night

THE Maple Lodge 4 Friendly Alpacas, Pig, 2 Goats, 2 Ponies & Huge Pizza Oven ?: Romantic holiday home with a water park and parking. Located near theme ...

No reviews
THE Maple Lodge 4 Friendly Alpacas, Pig, 2 Goats, 2 Ponies & Huge Pizza Oven ?
Notts House - Historic Bowral Home With Cottage Garden
Notts House - Historic Bowral Home With Cottage Garden
30 Mount Rd, Bowral, NSW

Notts House - Historic Bowral Home With Cottage Garden: Romantic holiday home with parking and a garden. Guests love the location!

No reviews
Notts House - Historic Bowral Home With Cottage Garden
Hardigreen Park - Spacious With Tennis Court
Hardigreen Park - Spacious With Tennis Court
Hardigreen Park, 12 Charlotte St, Burradoo, Burradoo, NSW

Hardigreen Park - Spacious With Tennis Court: Family holiday home with parking and DVD players.

No reviews
Hardigreen Park - Spacious With Tennis Court
Mountain View Country Cottage in Bowral
Mountain View Country Cottage in Bowral
12 Ascot Rd, Bowral, NSW

Mountain View Country Cottage in Bowral: Pet-friendly holiday home with parking and a garden.

No reviews
Mountain View Country Cottage in Bowral

Holiday Accommodation Southern Highlands

You’re the type of person who wants to be right in the middle of it all, but still have your own space. You want to be able to take care of everything yourself, but also get plenty of R&R. Well, holiday rentals in Southern Highlands are ready to roll out the welcome mat. We mean that literally—they probably do have a welcome mat. It’s all those little things that will make you fall in love with this type of accommodation, and with Southern Highlands itself. Once you’ve stayed in a holiday rental, you’ll wonder why you ever stayed anywhere else.

Southern Highlands holiday houses have everything you could need in a place to stay, along with several things you probably never even thought you needed. Towels and linens? Check. Cooking utensils? Check. Dog treats for the pupper? Well, you might want to bring your own to your pet-friendly holiday house, just in case. (He’s a picky little prince anyway, right?) But otherwise you’re good to go. You might even find some games for the little ones, if you’re bringing the family along.

If you are bringing the kids, don’t let that dissuade you from looking for the finer things. Luxury is the name of the game in Southern Highlands, and house accommodation is no different. Sure, it should feel like a home away from home—but more like a really fancy home, where you don’t have to worry about cleaning or mowing the lawn. Yes, it’s as great as it sounds.

Make your next getaway truly your own. We’ve got plenty of holiday accommodation in Southern Highlands with your name on it, so pack up your favourite books, wine and that playlist of summer hits from 2003. It’s your time to shine.

Top Trending Hotels in Southern Highlands

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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