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Southern Highlands House Rentals

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    Southern Highlands is popular with travellers just like you. Don’t let them get your perfect place first—book today!
    21 Matching Rentals in Southern HighlandsView all 29 rentals
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    Sassafras House, a quiet country retreat for the extended family or large group1 / 16
    (3)Excellent
    5 Bedrooms, 2 Bathrooms, Sleeps 16 Quick View
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    The Retreat at Robertson1 / 16
    (5)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Stately Bowral Designer Home1 / 32
    (4)Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Sirmione – a gorgeous country house in the stunning NSW Southern Highlands.1 / 14
    (2)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Private Garden
    • Wi-Fi
    • Parking
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 November 2018
    We used Sirmione as our home base during our son's wedding at nearby Mali Brae Farm. Sirmione is full of charm and character and the attention to detail is amazing. It felt like...
    Reviewed 27 June 2018
    We had a great stay at this house with our friends for a Christmas in July weekend. It was the perfect size for 6 adults, 4 children and a baby with lots of different areas to...
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    About this property
    Sirmione is a beautiful, large 4 bedroom and 3 bathroom, modern homestead style house. Surrounded by stunning landscaped gardens, the house sleeps 8 with facilities to accommodate 2 extra guests. It has 3 large bathroom, 2 en suite and one with a bath. There are two large family living areas each...
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    Burrawang, Southern Highlands 2577
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Garden Keepers Cottage1 / 11
    (5)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Washer
    • Mountain Views
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    • Cable/satellite TV
    • Grill
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 November 2017
    Great and charming little cottage with everything you could want, including coffee and wine and electric blankets for the not so hot weather and a warm and flexible welcome by...
    Reviewed 16 August 2017
    thanks to Jan for our stay at the Gate Keepers, it was a perfect sunny afternoon on the terrace sheltered by the garden for book reading lunch & dozing in the winter...
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    About this property
    Built originally in 1926 the beautifully presented Garden Keepers Cottage is just a stone's throw from Bowral shops and restaurants a minute to Harris Farm, a continental butcher a fantastic Italian restaurant - Café Rosso and a Chambers Liquor outlet, not to mention a Chemist and Medical Centre...
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    Bowral, Southern Highlands 2576
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Internet Access
    • Washer
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Escape for a weekend to Springfield Farm in Bundanoon, Southern Highlands. A farmhouse with old-world charm merely two hours drive from Sydney. Springfield Farm is a five bedroom house located on a stunning 170 acre country estate with four bathrooms and spacious living and dining areas. It is the...
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    Bundanoon, Southern Highlands 2578
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    Dixieland Estate1 / 10
    (1)Excellent
    8 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    • Cable/satellite TV
    • Secure Parking
    • Patio
    • Air Conditioning
    • Washer
    • Balcony
    • Terrace
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 June 2017
    This house is truly wonderful and the photos do not do it justice. We were a family of 19 and it was so perfect. The lounge room Was massive and the the dining areas and kitchen...
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    About this property
    Dixieland estate is a beautifully appointed holiday letting located at the heart of historic Berrima in the Southern Highlands of NSW. Set in a rolling landscape, our property exudes warmth and modern ambiance combined with the charm of country elegance. Dixieland Estate is a magnificent 27-acre...
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    Berrima, Southern Highlands 2577
    Holiday Rental House - 8 Bedrooms, 5 Bathrooms, Sleeps 16
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Washer
    • Parking
    • Cable/satellite TV
    • Grill
    • DVD Player
    • Internet Access
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Only 60 minutes from Sydney Airport Baynton Cottage is a luxurious Southern Highlands retreat set high on the exclusive enclave of Mt Gibraltar, Baynton Cottage is a brilliant retreat offering a classic Southern Highlands experience. With its lush rolling laws and stunning formal gardens, this is...
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    Location Information
    Bowral, Southern Highlands 2576
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Berrima Retreat Luxury Group Accommodation from $49pp1 / 16
    (3)Excellent
    14 Bedrooms, 4 Bathrooms, Sleeps 50 Quick View
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    Amenities & Details
    • Mountain Views
    • Wi-Fi
    • Washer
    • Air Conditioning
    • Patio
    • Private Outdoor Pool (Unheated)
    • Housekeeping Included
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 October 2018
    We have just returned from one amazing stay at this beautiful retreat.We are a large family and we were looking at many properties to accomodate us for my mother in laws 80th...
    Reviewed 14 April 2018
    Great house in beautiful Berrima. A great house for large groups and for kids too. We stayed with family, loved the pool, games room (especially the table tennis). Great big...
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    About this property
    Sleeping 28 standard comfortably without the need for roll aways or sofa beds, or optionally 55 guests in other rooms with King Beds, King singles, bunks etc. Berrima Retreat provides premier self-contained accommodation for large groups. Berrima Retreat makes a great base for attending weddings at...
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    Berrima, Southern Highlands 2577
    Holiday Rental House - 14 Bedrooms, 4 Bathrooms, Sleeps 50
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    Bluebird Escape, Southern Highlands1 / 31
    (4)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Balcony
    • Patio
    • Wi-Fi
    • Washer
    • Mountain Views
    • DVD Player
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 August 2018
    A must go, we as a family had plenty of room for own space and wonderful room for dining and chill time. Our doggies had the time of their lives. The main room was as warm as...
    Reviewed 17 June 2017
    My family and I have been coming to Bluebird Escape for over 2 years now - and as often as we can. We celebrate life's milestones here, come here after stressful work periods to...
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    About this property
    Secluded, modern, Australian luxury home in the Southern Highlands (Canyonleigh) near Berrima and Bowral, just under 2 hours from Sydney. 3 bdr, spacious living, chef's kitchen, 100+ acres of bush, uninterrupted views, fully equipped. Perfect for a romantic sojourn, families & friends, or just you.
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    Location Information
    Canyonleigh, Southern Highlands 2577
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Laurel View Farm Stay1 / 12
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • DVD Player
    • Private Garden
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 November 2018
    Laurel View was a great place for our family to stay for the weekend. Vicki was so responsive and stocked the place with some beautiful goodies (including sausages and bacon...
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    About this property
    Laurel View is a working farm running beef and lamb which is sold directly through our own butcher shop, Maugers Meats. The farm house is surrounded by stunning views of the countryside and paddocks dotted with cattle and sheep. It is a quick trip to Burrawang for lunch or a drink at the Burrawang...
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    Robertson, Southern Highlands 2577
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • DVD Player
    • Grill
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Summerlees Cottage is a fully self contained 3 bedroom , 2 bathroom cottage set within the Historical Summerlees Estate. Enjoy 8 acres of private park like gardens on a 70 acre property. Perfect garden wedding location. Winner of the Southern Highlands Business Awards for Excellence in...
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    Sutton Forest, Southern Highlands 2577
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • DVD Player
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Full of character and charm, Bourne Cottage is the perfect base for your Southern Highlands getaway. Mittagong town centre is a five minute walk away.Bowral town centre, wedding venues and wineries are all a short drive. Sleeping ten people across four rooms, with spacious living areas this home is...
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    Mittagong, Southern Highlands 2575
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Washer
    • Patio
    • Parking
    • Central Heating
    • Grill
    • Balcony
    • Mountain Views
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Thinking of a holiday with families and friends in a private and charming farm house, enjoying the never-same sunrise, sunset and mountain view from your own bedroom windows and a cup of tea while overlooking the flowery backyard? Or want a dream country style celebration outside of the city noise?...
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    Canyonleigh, Southern Highlands 2577
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 12
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    4 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    Amenities & Details
    • DVD Player
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Down the driveway, under the weeping willow, through the poplar trees and the cherry blossoms, an idyllic and beautifully restored property is awaiting you. Set in just under two acres of lovely country gardens, the house and two cottages are all positioned with privacy in mind, yet there is also...
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    Berrima, Southern Highlands 2577
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 9
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    Mirriyindi - Unique Berrima escape for 7 in the Southern Highlands - 4pm check o1 / 24
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 October 2018
    Loved this place! Mirriyindi is a beautiful quiet getaway from the busy world! Our family of four adults, five kids and three fur babies spent a cold, wet but great weekend in...
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    About this property
    Down the driveway, under the weeping willow, through the poplar trees and the cherry blossoms, an idyllic and beautifully restored property is awaiting you. Set in just under two acres of lovely country gardens, the house and separate cottage are positioned with privacy in mind, yet there is also...
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    Location Information
    Berrima, Southern Highlands 2577
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Patio
    • Terrace
    • Secure Parking
    • Grill
    • Balcony
    • DVD Player
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A beautiful luxurious COUNTRY HOUSE set in the heart of Historic Berrima moments away from all the amenities this village has to offer. Located close to many of the Southern Highlands wedding venues, golf courses and wineries. A great multi generational home to gather with your family or large...
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    Berrima, Southern Highlands 2577
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Down the driveway, under the weeping willow, through the poplar trees and the cherry blossoms, an idyllic and beautifully restored property is awaiting you. Set in just under two acres of lovely country gardens, Mirriyindi is the perfect getaway for small families or couples. 'Pay for 2, stay for...
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    Berrima, Southern Highlands 2577
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    29 on Shepherd is a stylish, well equipped home within the Bowral town centre. With local shops and cafes only a short stroll away, and many Southern Highlands attractions close by, 29 on Shepherd is a great option for one or two couples - sorry no children. 'Pay for 2, stay for 3' special -this...
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    Location Information
    Bowral, Southern Highlands 2576
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Arcadian Cabin Canyonleigh - Southern Highlands River Retreat1 / 14
    (4)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Housekeeping Included
    • Terrace
    • DVD Player
    • Grill
    • Patio
    • Parking
    • Washer
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 July 2018
    I couldn't think of a better way to spend a relaxing weekend away, and it was as perfect as I pictured it!We drove through Bowral to pickup some amazing produce, and local...
    Reviewed 18 July 2018
    A cosy and very quiet cottage on a farm away from everything. Warm. Comfy bed. Clean and tidy. Lovely
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    About this property
    Your retreat is brand new, self-contained, luxurious, and is the perfect weekend or mid-week getaway in a secluded country setting. Picnic amongst the eucalypt and pine trees, or wander along the 2km stretch of the beautiful Wollondilly River. Only 1.5 hours from Sydney or Canberra, and 30...
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    Location Information
    Canyonleigh, Southern Highlands 2577
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Private Garden
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bowerbird Cottage is a character-filled restored workers cottage located in the picturesque Southern Highlands village of Bundanoon. Located within easy walking distance of the center of the village, the cottage is the perfect spot for walking, cycling and recharging and is an ideal base to explore...
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    Location Information
    Bundanoon, Southern Highlands 2578
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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