
Holiday houses in Southern Highlands
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Southern Highlands
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

Basil's Folly
Hi I'm Basil. I live with my donkey family on a beautiful property in Exeter. Come and stay in a lovely private barn beside my paddock. It has 2 queen beds, a spacious & warm living area, with a kitchenette and a stylish bathroom. Escape the stresses of the modern world & enjoy the view over the pond. Curl up on the couch in front of the wood fire. Explore the delights of the Southern Highlands-cafes, restaurants, lovely drives and walks. We are only 10mins from beautiful Morton National Park.

2-Bedroom apartment located in the heart of Bowral
Located in the heart of Bowral, this charming 2-bedroom home is perfectly positioned within walking distance to the town centre, local cafes and shopping as well as renowned Bradman Oval. Offering a timeless contemporary feel, the space features a relaxing living area with accompanying fireplace, modern kitchen, sun soaked deck, 2 bathrooms and spacious dining area. The home is surrounded by a beautiful, mature and private garden and is a short distance walk to the town's Cherry Tree walk.

Luxury Country Escape at Colyersdale Cottage
Set on a 350 acre cattle property 10 minutes from Moss Vale you will find this purpose built, luxurious Hampton’s style cottage. With a 2 car connected garage and indoor/outdoor sandstone fireplace, it comprises 2 large king bedrooms each with a walk-in robe and ensuite. There is ducted air conditioning, fully appointed kitchen, open plan living dining, concealed laundry, outdoor dining terrace, swinging seat and BBQ. Perfect for 2 couples or a family of 4 or 5. Message me for longer stays.

Kangaroo Cabin - Luxurious Simplicity in Berrima
A peaceful retreat that’s only a 5 minute walk to the centre of Berrima, 3 minute drive to Bendooley Estate and 6 min’s to Centennial Vineyards. It’s a space that’s been designed to help you relax, and get away from it all, although you’ll still find every modern convenience you could possibly need. It also feels surprisingly large for a tiny home, with light streaming in the windows from your own private garden and the bushland beyond. And, yes, there are Kangaroos out there, all the time.

Lyre's Cottage | Private Berrima Escape
Beautifully appointed, Lyre’s Cottage is the perfect retreat in the idyllic Southern Highlands. The spacious studio features a generous living area, a secluded queen sleeping area, well-equipped kitchenette, slow-combustion fireplace, and private garden with an outdoor fire pit. Just a short stroll from the historic pubs, restaurants and cafés of Berrima village, Lyre’s Cottage offers the best of both worlds—village convenience in a peaceful bush setting, surrounded by native birdlife.

"The Burrow", Mittagong, Southern Highlands, NSW
“The Burrow” is a self-contained cottage on a 100 acre wildlife sanctuary just 5km from the centre of Mittagong. Once you arrive, it's just you and a few hundred kangaroos and a wombat or two. We invite you to take in nature at your own pace in this peaceful & private setting. “The Burrow” is a hand-built, mud-brick cottage set on the Southern Highlands of NSW. It's quirky yet very comfortable. With nature & wildlife all around we want you to feel like you're 1000 miles from anywhere.

Contemporary Country Experience
Contemporary country experience Enjoy the simplicity and restoration that rural peace offers without getting your hands dirty (*unless you want to!). This design inspired cottage provides a place for up to 6 people to take in the sunset sitting by the open fire, then wake to collect fresh eggs and watch the horses, cows and kangaroos graze, or wander down to the creek for a picnic. The cottage is fully enclosed in a fenced area 800m2. We have changed the fencing so none is electric.

The Stables at Long Paddock
The Stables is a self contained guesthouse situated on our family property in beautiful Burradoo. Suited to either a family of up to four or two couples, the guesthouse is fully equipped for a weekend away in the countryside. Located midway between Bowral and Moss Vale, the Stables is set on 10 picturesque acres and surrounded by unspoilt farmland, with views to Oxley Hill and surrounds - yet Bowral’s boutiques, homewares stores, restaurants and cafes are just 5 minutes away.

Buskers End
This cottage is nestled in a breathtaking 2.5 acre established garden. It is perfect for couples wanting to retreat from the world or it is close to Bowral and surrounding attractions including golf clubs and vineyards. The cottage is well appointed with all necessities, such as tea, coffee and toiletries. Large bathroom with spa bath and separate shower. Fully equipped kitchen Wifi Gas fire Air conditioning We would love you to wander and enjoy this beautiful property.

Ardleigh Cottage in Berrima Village
Situated in the heart of historic Berrima, Ardleigh Cottage offers the discerning traveller all of the comforts of home in a tranquil and relaxing garden setting. Quiet yet very close to the many attractions of Berrima, this private abode is the perfect place for your Highlands stay. A historic pub, a cellar door, galleries, speciality shops, cafes, restaurants, historical places of interest and beautiful bush walks are all within walking distance from the cottage.

Japanese Studio Fitzroy Falls
Relax in our private beautiful Japanese Studio , open plan bedroom and living room with seperate small bathroom. NOT suitable for children or pets. The Studio has a bar fridge , microwave, toaster, coffee pod machine and kettle. No kitchen. .Enjoy stunning 9 acres of gardens . Perfect location for photo shoots, wedding & ceremonies We also have 'The Dairy' which is a 1 bedroom (1 queen bed) cottage with a kitchen and fireplace. Strictly Non smoking. STRA 6648
Popular amenities for Southern Highlands holiday rentals
Other great holiday rentals in Southern Highlands

Laurel Cottage, Southern Highlands

Unique'Danglestone' Couples Hideaway in the Forest

The Villa @ The Vale Penrose

Cosy Bowral Hideaway

'Rosevilla' in Berrima.

Spiral House – Mountain Hideaway for Two

The Artist's House, Bundanoon NSW

Fantoosh
Destinations to explore
- Sydney Holiday rentals
- Wollongong Holiday rentals
- Cessnock Holiday rentals
- Port Macquarie Holiday rentals
- Blue Mountains Holiday rentals
- Canberra Holiday rentals
- Hunter valley Holiday rentals
- Kiama Holiday rentals
- Nelson Bay Holiday rentals
- Jindabyne Holiday rentals
- Bright Holiday rentals
- Jervis Bay Holiday rentals
- Luxury rentals Southern Highlands
- Farmstay rentals Southern Highlands
- Rentals with lake access Southern Highlands
- Apartment rentals Southern Highlands
- Rentals with a sauna Southern Highlands
- Family-friendly rentals Southern Highlands
- Barn rentals Southern Highlands
- Pet-friendly rentals Southern Highlands
- Rentals with pools Southern Highlands
- Private suite rentals Southern Highlands
- Bed and breakfasts Southern Highlands
- Villa rentals Southern Highlands
- Cottage rentals Southern Highlands
- Rentals with breakfast Southern Highlands
- House rentals Southern Highlands
- Rentals with a hot tub Southern Highlands
- Cabin rentals Southern Highlands
- Guesthouse rentals Southern Highlands
- Rentals with a kayak Southern Highlands
- Waterfront rentals Southern Highlands
- Tiny house rentals Southern Highlands
- Wollongong Beach
- Coledale Beach
- Windang Beach
- Wombarra Beach
- Jamberoo Action Park
- Sea Cliff Bridge
- Killalea Beach
- Bombo Beach
- Kangaroo Valley Golf And Country Retreat
- Merribee
- Jones Beach
- Ocean Farm
- Fo Guang Shan Nan Tien Temple
- Minnamurra Rainforest Centre
- Shoalhaven Zoo
- Stanwell Park Beach
- The International Cricket Hall of Fame
- Fitzroy Falls
- Figure Eight Pools
- Mount Annan Botanic Garden
- Kiama Surf Beach
- Shellharbour North Beach
- Hars Aviation Museum
- Carrington Falls Picnic Area





