
Holiday houses in Southern Highlands
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Top-rated holiday rentals in Southern Highlands
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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.
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Unique'Danglestone' Couples Hideaway in the Forest
Awe inspiring views surrounded by nature. Nestled in the lush greenery of a private forest this modern architecturally designed cabin is luxury at its best. With the warmth of the heated floor & indoor gas fire you will be toasty warm all year round. Sutton Forest is very near several vineyards and villages. An ideal location to escape the city. PETS allowed but please disclose when booking- Max 2 people only (not suitable for infants) 1 Queen bed only MASSAGE available nearby (plse ask)
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Creek side Tiny House in a sub-tropical rainforest
Located creekside in a rainforest our Escape Pod (tiny house) is in one of the most beautiful locations the region has to offer. You will feel your worries ebb away while you listen to the natural surrounds, or your fave tunes. What you get up to during the day is totally up to you, go hiking, explore the local beaches, shops, cafés and eateries or simply sit by the fire with a good book and be alone with your thoughts! Your off-grid venture awaits – This is not your normal hotel stay!!
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"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.
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Fantoosh
Welcome to your blissful getaway! This beautifully designed picture-perfect cottage is nestled in the heart of Sutton Forest, the ideal fit for anyone looking to relax and unwind. Enjoy the heated floors and an Internal fire at the press of a button. Firepit outside awaits, sizzle a steak or toast marshmallows under the stars. Snuggle up on the couch, stream a movie you never got to see or work on the super fast internet. Take a walk along the country lanes and enjoy the fresh air.
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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.
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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
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The Carriage House at Welby Park Manor
The Carriage House at the historic homestead, Welby Park Manor has been lovingly restored and renovated. Oozing with character and charm, the Carriage House is self-contained, private, dog-friendly and fully fenced. On-site parking is available, wood is supplied for the slow-combustion fireplace and outdoor fire pit. you will be welcomed with drinks on arrival. Need extra accommodation? please look up The Chapel, (on the same property), on Airbnb.
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The Villa @ The Vale Penrose
Set on five acres of beautifully landscaped grounds in the Southern Highlands, The Villa @ The Vale Penrose is a refined country escape designed for couples seeking space, privacy, and understated luxury. Part of The Vale Penrose—an established boutique farm stay welcoming guests since 2019—the Villa offers a balance of contemporary design and rural tranquillity, with expansive interiors and uninterrupted views over rolling hills.
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Southern Highlands Vineyard Cabin by Outpost
Welcome to our premium country cabin nestled within the picturesque wineries of the Southern Highlands! Set amongst the vines of Exeter Vineyard & Cellar Door, our cosy, private retreat offers a unique experience where you can unwind, sip local wines, and bask in the breath-taking beauty of the Australian countryside. Please Note: We offer a discounted nightly rate for mid-week bookings (Sun-Thurs).
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The Hideaway at Sylvan Glen Estate
Romantic couples retreat | Outdoor bath | Southern Highlands escape Escape to your own private retreat in the Southern Highlands. Wake up to birdsong, soak in the outdoor bath under the stars, and spend cozy evenings by the fire pit overlooking the countryside. Less than two hours from Sydney and Canberra, it’s the perfect countryside getaway for a romantic weekend, anniversary or relaxing escape.
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Hideout 1.0 - Luxury Tiny Home
NOTE- Please check our profile for more available tiny homes on the property. The first of its kind in the Southern Highlands. Hideout is an exclusive luxury tiny home in an idyllic farm setting. This tiny home is set on a beautiful dam of a working horse farm, situated on over 150 acres. Guests are able to interact as much or as little as they like with the surroundings.
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Popular amenities for Southern Highlands holiday rentals
Other great holiday rentals in Southern Highlands

Basil's Folly
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The Stables at Long Paddock
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Farm stay at Melaleuca cottage
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Pepper Tree Passive House
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Ardleigh Cottage in Berrima Village
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Infinity on Willowvale
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Lyre's Cottage | Private Berrima Escape
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Luxury Country Escape at Colyersdale Cottage
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Destinations to explore
- Sydney Holiday rentals
- Wollongong Holiday rentals
- Cessnock Holiday rentals
- Blue Mountains Holiday rentals
- Canberra Holiday rentals
- Hunter valley Holiday rentals
- Kiama Holiday rentals
- Bright Holiday rentals
- Jindabyne Holiday rentals
- Jervis Bay Holiday rentals
- Port Macquarie Holiday rentals
- Bowral Holiday rentals
- Rentals with lake access Southern Highlands
- Apartment rentals Southern Highlands
- Luxury rentals Southern Highlands
- Farmstay rentals Southern Highlands
- Barn rentals Southern Highlands
- Bed and breakfasts Southern Highlands
- Villa rentals Southern Highlands
- Rentals with a sauna Southern Highlands
- Family-friendly rentals Southern Highlands
- House rentals Southern Highlands
- Cabin rentals Southern Highlands
- Guesthouse rentals Southern Highlands
- Pet-friendly rentals Southern Highlands
- Rentals with a hot tub Southern Highlands
- Rentals with pools Southern Highlands
- Private suite rentals Southern Highlands
- Cottage rentals Southern Highlands
- Rentals with breakfast 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
- Jones Beach
- Merribee
- Ocean Farm
- Fo Guang Shan Nan Tien Temple
- Mt Keira Lookout
- Minnamurra Rainforest Centre
- Shoalhaven Zoo
- Stanwell Park Beach
- The International Cricket Hall of Fame
- Illawarra Fly Treetop Adventures
- Fitzroy Falls
- Figure Eight Pools
- Berry
- The Boneyard Beach
- Shellharbour North Beach





