We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Southern Highlands House Rentals

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
Check In Check Out
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    View Map
    Location
    Any Distance
    from
    Price
    per night
    $330 Average
    |||
    |||
    $0$1,000+
    Suitability
    More filters
    Southern Highlands is popular with travelers just like you. Don’t let them get your perfect place first—book today!
    22 Matching Rentals in Southern HighlandsView all 29 rentals
    Sort by:
    Default
    Sirmione – a gorgeous country house in the stunning NSW Southern Highlands.1 / 13
    (1)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Stately Bowral Designer Home1 / 32
    (3)Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Garden Keepers Cottage1 / 11
    (5)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Mountain Views
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    • Cable/satellite TV
    • Grill
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 14, 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 August 15, 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...
    See all reviews
    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...
    View all property information
    Location Information
    Bowral, Southern Highlands 2576
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
    Make Inquiry
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    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...
    View all property information
    Location Information
    Bowral, Southern Highlands 2576
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Make Inquiry
    Berrima Retreat Luxury Group Accommodation from $49pp1 / 16
    (2)Excellent
    14 Bedrooms, 4 Bathrooms, Sleeps 50 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    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 April 13, 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...
    Reviewed January 31, 2018
    We stayed here with our whole extended family for our nieces wedding. House was so comfortable for all of us- must make special mention that EVERY bed in the house was...
    See all reviews
    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...
    View all property information
    Location Information
    Berrima, Southern Highlands 2577
    Rental Home - 14 Bedrooms, 4 Bathrooms, Sleeps 50
    Make Inquiry
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    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...
    View all property information
    Location Information
    Mittagong, Southern Highlands 2575
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 10
    Make Inquiry
    Dixieland Estate1 / 10
    (1)Excellent
    8 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Secure Parking
    • Patio
    • Air Conditioning
    • Washer
    • Balcony
    • Terrace
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 13, 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...
    See all reviews
    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...
    View all property information
    Location Information
    Berrima, Southern Highlands 2577
    Rental Home - 8 Bedrooms, 5 Bathrooms, Sleeps 16
    Make Inquiry
    Bluebird Escape, Southern Highlands1 / 31
    (4)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    other traveler has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Patio
    • Wi-Fi
    • Washer
    • Mountain Views
    • DVD Player
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 14, 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 June 16, 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...
    See all reviews
    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.
    View all property information
    Location Information
    Canyonleigh, Southern Highlands 2577
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Inquiry
    The Retreat at Robertson1 / 16
    (5)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Outdoor Dining Area
    • Air Conditioning
    • Shared Yard
    • Washer
    • DVD Player
    • Terrace
    • Balcony
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 24, 2015
    My dealings with the owner (Kim) were delightful. The 'Retreat' felt like home, except more luxurious! It was comfortable, relaxing and very cosy. The garden and surroundings...
    Reviewed May 25, 2014
    I have been going down to "the retreat at roberstson" for quite a while now, and every time I feel so much joy when I'm there.It has a real sense of magic...so seculded...
    See all reviews
    About this property
    Large 4 bedroom house on 7 acres, close to the village of Roberston. House has 2 bedrooms with queen beds and 2 bedrooms each with 2 single beds and two bathrooms. Great location for a quiet break as a couple or with a group of family and friend. Makes an excellent base to explore the Southern...
    View all property information
    Location Information
    Robertson, Southern Highlands 2577
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Inquiry
    Save time - get the best Southern Highlands rentals sent straight to your email!
    Get the List
    Mirriyindi - Unique Berrima escape for 7 in the Southern Highlands - 4pm check o1 / 24
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    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...
    See all reviews
    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...
    View all property information
    Location Information
    Berrima, Southern Highlands 2577
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 7
    Make Inquiry
    Brenchley Farm - modern farmhouse on 100 acres1 / 18
    (1)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Central Heating
    • Balcony
    • Washer
    • Housekeeping Included
    • Terrace
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 days ago
    Lovely, comfortable farmhouse with good, modern amenities. It was fairly cold outside while we were there but the double sided fireplace made it beautifully snug inside. There...
    See all reviews
    About this property
    Brenchley Farm is perfect for families, friends or couples looking for a special getaway. It's your country retreat in the heart of the Southern Highlands offering peace and tranquility, comfort and convenience. Enjoy the modern, well equipped, 4 bedroom, 2 bathroom home set on 100 acres of...
    View all property information
    Location Information
    Robertson, Southern Highlands 2577
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    Make Inquiry
    Sassafras House, a quiet country retreat for the extended family or large group1 / 16
    (2)Excellent
    5 Bedrooms, 2 Bathrooms, Sleeps 16 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Private Yard
    • Cable/satellite TV
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 28, 2018
    perfect for our extended family and soo many toys for the kids.we all really appreciated the cleanliness and comforts .Thank you very much Jess
    Reviewed March 9, 2017
    We loved our girls stay at Sassafras! It was such a beautiful, quiet spot with an immaculate garden. The house was spotless and had everything we needed. It's deceivingly big...
    See all reviews
    About this property
    Sassafras House, Robertson is the perfect family retreat for the extended family or large group. With a fully equipt kitchen and large dining table it's ready for a large dinner party. With every bed made with your comfort in mind you will relax and unwind without having to pack half the house...
    View all property information
    Location Information
    Robertson, Southern Highlands 2577
    Rental Home - 5 Bedrooms, 2 Bathrooms, Sleeps 16
    Make Inquiry
    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    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?...
    View all property information
    Location Information
    Canyonleigh, Southern Highlands 2577
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 12
    Make Inquiry
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    other traveler has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Private Yard
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
    View all property information
    Location Information
    Robertson, Southern Highlands 2577
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Inquiry
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Wi-Fi
    • Housekeeping Included
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our newly renovated, 100 year old weatherboard cottage lies close to the hub of Bowral, with its many restaurants, cafés and boutiques, and its gorgeous parks, museums, galleries, vineyards and golf courses. My place is both intimate and elegant, and is perfect for a romantic weekend away, or for a...
    View all property information
    Location Information
    Bowral, Southern Highlands 2576
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Make Inquiry
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    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...
    View all property information
    Location Information
    Sutton Forest, Southern Highlands 2577
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Inquiry
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    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...
    View all property information
    Location Information
    Berrima, Southern Highlands 2577
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Inquiry
    4 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
    Check in Check out
    Show Prices
    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...
    View all property information
    Location Information
    Berrima, Southern Highlands 2577
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 9
    Make Inquiry
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    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...
    View all property information
    Location Information
    Bowral, Southern Highlands 2576
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Make Inquiry
    List your property for free!
    List your vacation rental where TripAdvisor travelers can find it.
    Add a Listing
    Arcadian Cabin Canyonleigh - Southern Highlands River Retreat1 / 14
    (4)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Housekeeping Included
    • Terrace
    • DVD Player
    • Grill
    • Patio
    • Parking
    • Washer
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 29, 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 July 17, 2018
    A cosy and very quiet cottage on a farm away from everything. Warm. Comfy bed. Clean and tidy. Lovely
    See all reviews
    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...
    View all property information
    Location Information
    Canyonleigh, Southern Highlands 2577
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Make Inquiry
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    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...
    View all property information
    Location Information
    Berrima, Southern Highlands 2577
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    Make Inquiry
    Southern Highlands Flight and Weather Info
    Low airfares recently found by TripAdvisor travelers

    Additional Southern Highlands Info

    Go to map view
    • Local time: 12:35 PM (AEDT)
    • Exchange rate: 1 Australian Dollars = 0.72 U.S. Dollars
    List your property
    Owner log in