
Holiday rentals in Southern Highlands
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Top-rated holiday rentals in Southern Highlands
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Razor Ridge Retreat-Tiny House- Pet Friendly-Views
PET FRIENDLY!!! "RAZOR RIDGE RETREAT" / "A LITTLE SLICE OF AUSTRIA" is the first of its kind in the Razorback area. It's a cosy, luxury "Tiny House" located in an idyllic bush setting on a 5 acre property in the Razorback ranges, about an hour's drive from Sydney. The tiny house is nestled safely on the edge of a ridge where day & night, spectacular uninterrupted views to the Sydney skyline can be enjoyed by you with magical sunrises and sunsets seen from your bed and also the wild birdlife.

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.

Farm stay at Melaleuca cottage
Escape to our cozy cottage on a 100-acre farm, where mountain views greet you at every turn. Cool off in the plunge pool or soak in the wood-fired hot tub under open skies. As the sun sets, gather around the fire pit and enjoy the tranquility of the starlit night. Surrounded by Nattai National Park, you’ll be immersed in nature – with birdsong, fresh air, and stunning scenery. Whether you're after adventure or a peaceful retreat, this setting offers the perfect blend of comfort and relaxation.

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 or getaway. We also have 'The Dairy' which is a 1 bedroom cottage with a kitchen and fireplace. Strictly Non smoking. All guests to be COVID vaccinated. STRA 6648

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.

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)

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.

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.

Hideout 2.0 - Luxury Off Grid Tiny Home
NOTE- Please check our profile for more available tiny homes on the property. Hideout 2.0 is set on a working horse farm in the Southern Highlands of New South Wales. The tiny home is architecturally designed featuring white washed birch plywood, concrete style panels and brushed nickel fixtures. Our large deck and awning allows you to sit out and enjoy the fresh air regardless of the weather. The views span across the rolling highland hills and paddocks filled with horses.

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.

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.

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).
Popular amenities for Southern Highlands holiday rentals
Other great holiday rentals in Southern Highlands

Tiny house in Exeter

The Artist's House, Bundanoon NSW

"The Burrow", Mittagong, Southern Highlands, NSW

The Stables at Long Paddock

Pepper Tree Passive House

The Lair - luxury retreat with stunning views

Infinity on Willowvale

Ardleigh Cottage in Berrima Village
Destinations to explore
- Sydney Holiday rentals
- Wollongong Holiday rentals
- Canberra Holiday rentals
- Cessnock Holiday rentals
- Blue Mountains Holiday rentals
- Hunter valley Holiday rentals
- Kiama Holiday rentals
- Mudgee Holiday rentals
- Bright Holiday rentals
- Jervis Bay Holiday rentals
- Jindabyne Holiday rentals
- Lakes Entrance Holiday rentals
- Smoking-friendly rentals Southern Highlands
- Luxury rentals Southern Highlands
- Rentals with a firepit Southern Highlands
- Farm stay rentals Southern Highlands
- Rentals with lake access Southern Highlands
- Flat rentals Southern Highlands
- Rentals with outdoor seating Southern Highlands
- Rentals with a sauna Southern Highlands
- Family-friendly rentals Southern Highlands
- Barn rentals Southern Highlands
- Pet-friendly rentals Southern Highlands
- Rentals with a fireplace Southern Highlands
- Rentals with pools Southern Highlands
- Private suite rentals Southern Highlands
- Bed and breakfasts Southern Highlands
- Fitness-friendly rentals Southern Highlands
- Rentals with a washing machine and dryer Southern Highlands
- Rentals with a patio Southern Highlands
- Villa rentals Southern Highlands
- Cottage rentals Southern Highlands
- Rentals with an EV charger Southern Highlands
- Rentals with breakfast Southern Highlands
- House rentals Southern Highlands
- Rentals with a kayak Southern Highlands
- Cabin rentals Southern Highlands
- Guest house rentals Southern Highlands
- Rentals with a hot tub Southern Highlands
- Waterfront rentals Southern Highlands
- Tiny house rentals Southern Highlands
- Wollongong Beach
- Coledale Beach
- Bulli Beach
- Windang Beach
- Austinmer Beach
- Wombarra Beach
- Warilla Beach
- Jamberoo Action Park
- Sea Cliff Bridge
- Towradgi Beach
- Killalea Beach
- Bombo Beach
- Jones Beach
- Kangaroo Valley Golf And Country Retreat
- Merribee
- Ocean Farm
- Fo Guang Shan Nan Tien Temple
- Minnamurra Rainforest Centre
- Mt Keira Lookout
- Shoalhaven Zoo
- Sandon Point
- WIN Sports & Entertainment Centres
- Stanwell Park Beach
- The International Cricket Hall of Fame





