House holiday rentals in Southern Highlands

Find and book unique houses on Airbnb

Top-rated house rentals in Southern Highlands

Guests agree: These houses are highly rated for location, cleanliness and more.

0 of 0 items showing

1 of 3 pages

Guest favourite

Home in Jamberoo

4.96 out of 5 average rating, 112 reviews

Dales Run - A tranquil retreat to restore & relax

With the iconic seaside town of Kiama just 3 minutes drive, Dales Run is the perfect retreat to get away, reconnect, relax & restore. With a superb high outlook, water views to the East & country views to the West, you will feel on top of the world - enjoy the best of both worlds. Come back from an ocean swim in summer for an outdoor shower or enjoy a drink by the fireplace in winter. A wellness room hosts a three person infrared sauna & daybed for you to relax and unwind. Lots for you to enjoy!

5 – 12 Aug

$3,017 AUD total

Guest favourite

Home in Berrima

4.99 out of 5 average rating, 125 reviews

Burragum-Close to Vineyards & Wedding Venues

Burragum is located less than 1.8km from Historic Berrima. Near Wingecarribee River where you can enjoy Kayaking, Swimming, picnics and bushwalks. You are just 5 minutes from venues such as Bendooley Estate , close to Centennial Vineyards, Restaurants, cafes and other Highland villages.Take advantage of the two living/dinning areas, 3 bedrooms and spacious outdoor entertainment area. The Rural 5 acre property offers a Bush view from every window as well as range of native and domestic animals

3 – 10 Jan

$3,819 AUD total

Guest favourite

Home in Exeter

4.98 out of 5 average rating, 123 reviews

Ellery Farm - Third Night Free*

* Book a weekend (Fri/Sat) stay and get a third night free. Valid for stays before 3 June 2024 Ellery Farm is an architecturally designed luxury retreat situated on a stunning 25 acre property in the Southern Highlands. It is located an easy 90 minute drive from Sydney and Canberra in the beautiful township of Exeter, just 10 minutes from Moss Vale and 20 minutes from Bowral, with an array of restaurants, cafes, wineries, shops and just about anything else you could possibly desire close by.

15 – 22 Nov

$7,521 AUD total

Guest favourite

Home in Moss Vale

4.92 out of 5 average rating, 115 reviews

Tilly's Cottage - Your Southern Highlands getaway

Enjoy some time away in the beautiful Southern Highlands in this 2 bedroom country cottage tucked away in Moss Vale and only a block or two away from shops, cafes, pubs and restaurants. It's a quaint and simple cottage with the character of its 1890's heritage but has been comfortably refurbished and styled. She has a new kitchen and bathroom, little study nook, undercover balcony, relaxing loungeroom and a pebbled outdoor area to soak in the country air and lovley little 'secret garden.

13 – 20 Aug

$2,066 AUD total

Guest favourite

Home in Bowral

4.94 out of 5 average rating, 175 reviews

Greenview Bowral

Greenview is the perfect house for your Bowral getaway located close to Bowral town, cafés and restaurants. Bendooley Estate 5 minutes away. Walk to Centennial winery, Peppers Graigeburn and Gibraltar Hotel or simply relax with family and friends. We would love to host you and help wherever we can. Please note parties and events are not allowed. We recommend all travellers purchase travel insurance to protect themselves from unforeseen circumstances and Covid 19 restrictions and lockdowns.

1 – 8 Feb

$11,405 AUD total

Guest favourite

Home in Mount Kembla

4.99 out of 5 average rating, 258 reviews

'The Bower' Stylish garden bungalow Mount Kembla

'The Bower' is located in lush gardens in the historic village of Mt Kembla. This stylish bungalow is the perfect relaxing retreat or home base to explore the Illawarra and South Coast. Walk to the Historic Mount Kembla Hotel for dinner and a drink or explore the many bush walks located in and around the area. Wake up amongst the trees and end your evenings relaxing on the large deck or around the fire pit. Only fifteen minutes away from Wollongong CBD or beautiful beaches of the area.

25 June – 2 July

$2,414 AUD total

Guest favourite

Home in Kiama

4.95 out of 5 average rating, 299 reviews

Cumberland Cottage One or Two Bedroom Option

A light filled charming cottage in the beautiful coastal town of Kiama, close to beaches and cafes. 5 minute walk to Kendalls Beach, 10 minute walk to Surf Beach & Kiama shops & markets. Walk along the spectacular Kiama Coastal Walk to the Blow Hole. Kiama Farmers Markets at Surf Beach every Wednesday afternoon. Short drive to Jamberoo Action Park & Saddleback Mountain lookout. 10 minute drive to Crooked River Winery at Gerringong. 15 minute drive to the delightful shops & cafes in Berry.

6 – 13 Oct

$1,182 AUD total

Guest favourite

Home in Bundanoon

4.93 out of 5 average rating, 123 reviews

"Like a luxury tree house" - walk to village/Park

Leafy location just one kilometer from the heart of the village and just under two to the main entrance to Morton National Park. The property has been ftted out with quality furniture and a well equipped kitchen together with Sleeping Duck mattresses and fine bed linen. Ducted hot & cool air and a wood stove will keep you cool in summer and cosy in winter. There is also a good sized deck off the living area and large pet friendly garden with patio and fire pit.

10 – 17 July

$1,947 AUD total

Guest favourite

Home in Colo Vale

4.89 out of 5 average rating, 153 reviews

The Highland House

This stunning Highland home is a beautiful combination of stone, glass and timber. We are one of the few Southern Highlands homes with a pool. The Highlands House uses design features and classic styling with the large group in mind. We have an oversized entertaining room, 3 slow combustion wood heaters and reverse-cycle air conditioning. The decks give rural views over glorious gardens, dam and swimming pool, spa and sauna.

11 – 18 Jan

$12,394 AUD total

Superhost

Home in Bowral

4.88 out of 5 average rating, 308 reviews

The Potting Shed at Bunya House Bowral

The Potting Shed at Bunya House is a purpose built guest accommodation with every amenity covered to make your stay in Bowral an enjoyable one. Positioned overlooking a beautiful vegetable garden designed by renowned Australian garden designer Paul Bangay The Potting Shed Polished concrete floors, weatherboard walls, a King bed that can be split into King Singles, a kitchenette with breakfast making facilities. Walk to town.

10 – 17 Nov

$1,963 AUD total

Guest favourite

Home in Berrima

4.94 out of 5 average rating, 158 reviews

'Rosevilla' at Berrima.

Built in 1883, this gorgeous historic cottage is right in the heart of Berrima village, within easy walking distance of exceptional restaurants and cafes, quaint local shops, historic buildings, the beautiful river and Australia's oldest continually licensed inn. Bendooley Estate is only a 5-minute drive away, making the cottage an ideal choice for wedding guests. Numerous wineries and Berkelouw Book Barn are all close by.

17 – 24 Jan

$1,764 AUD total

Guest favourite

Home in Moss Vale

4.92 out of 5 average rating, 231 reviews

2 Bedroom Newly Renovated Cottage

Newly renovated 2-bedroom cottage situated in the heart of Moss Vale, Southern Highlands. Offering two bedrooms, including one queen & one double, cosy living area, separate designated work space/snug, newly renovated kitchen and laundry space. Outside you will find a large deck showcasing an outdoor entertainment area with a four person spa, fire pit and barbeque.

6 – 13 Mar

$1,518 AUD total