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Results: 134 Rentals

  • Eridge Lodge Burradoo- Heritage Cottage central located
    From $385 per night (USD)

    VRBO

    Eridge Lodge Burradoo- Heritage Cottage central located

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    10

    You will fall in love with this charming heritage gatehouse, completely modernised and ideal for three couples ... but c ...

    From $385 per night (USD)

    VRBO

    Details
  • Belle in Bowral - walk to town
    From $267 per night (USD)

    Expedia

    Belle in Bowral - walk to town

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    8

    Relax and enjoy all the comforts, in our beautifully decorated 3 bedroom home, with some local treats to sample on arriv ...

    From $267 per night (USD)

    Expedia

    Details
  • Heart of the Southern Highlands, 14 to 16 guests. Specialising in large groups.
    From $532 per night (USD)

    VRBO

    Heart of the Southern Highlands, 14 to 16 guests. Specialising in large groups.

    Bedrooms:
    2
    Bathrooms:
    6
    Sleeps:
    14

    For your added security, this property is only managed in Australia and we never request payments be made to overseas ba ...

    From $532 per night (USD)

    VRBO

    Details
  • the cabin - eco oasis
    Click For Pricing

    Expedia

    the cabin - eco oasis

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    The Cabin is an ecoluxe self-contained studio located on 2 acres of beautiful gardens. The Space This delightful self ...

    Click For Pricing

    Expedia

    Details
  • Hart Haus - Close to Bowral CBD
    From $334 per night (USD)

    VRBO

    Hart Haus - Close to Bowral CBD

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Boutique style accomodation just a short stroll to town... Hart Haus is a beautifully styled, contemporary home with al ...

    From $334 per night (USD)

    VRBO

    Details
  • 'Bradman Views' Bowral
    From $359 per night (USD)

    Expedia

    'Bradman Views' Bowral

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Overlooking Bradman Oval in the heart of the town, 'Bradman Views' is within walking distance of the main shopping stree ...

    From $359 per night (USD)

    Expedia

    Details
  • Woodbine Cottage - ' The Perfect Weekender '
    From $254 per night (USD)

    VRBO

    Woodbine Cottage - ' The Perfect Weekender '

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Woodbine Cottage is perfectly located in a quiet street in Bowral - no more than 300 metres from the heart of town - a 2 ...

    From $254 per night (USD)

    VRBO

    Details
  • Magnolia Corner Bowral - Family home in the heart of Bowral
    From $225 per night (USD)

    Expedia

    Magnolia Corner Bowral - Family home in the heart of Bowral

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    7

    Magnolia Corner is your home away from home, surrounded by private gardens in a peaceful residential street. The proper ...

    From $225 per night (USD)

    Expedia

    Details
  • Casa Antica, 200m walk to Bowral Township, family and PET friendly UPON REQUEST
    From $241 per night (USD)

    VRBO

    Casa Antica, 200m walk to Bowral Township, family and PET friendly UPON REQUEST

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    8

    I look forward to welcoming you to my property. A spacious lovely old world charm brick home, built in 1927. It has soa ...

    From $241 per night (USD)

    VRBO

    Details
  • Stanhope Bowral - Luxury Home with 360 Views
    From $857 per night (USD)

    VRBO

    Stanhope Bowral - Luxury Home with 360 Views

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    10

    This grand family home is situated high on top of Mt Gibraltar Bowral. With its 360 degree views as far as the Blue Moun ...

    From $857 per night (USD)

    VRBO

    Details
  • The Potting Shed at Bunya House
    From $177 per night (USD)

    VRBO

    The Potting Shed at Bunya House

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    The Potting Shed at Bunya House is a newly built guest accommodation perfect for a weekend escape to Bowral and the Sout ...

    From $177 per night (USD)

    VRBO

    Details
  • Bunya House, circa 1890, walk to Bowral
    From $421 per night (USD)

    VRBO

    Bunya House, circa 1890, walk to Bowral

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Bunya House is wonderful place to base yourselves to explore Bowral and it’s surrounds. This three bedroom property is ...

    From $421 per night (USD)

    VRBO

    Details
  • www.arafelpark.com.au
    From $668 per night (USD)

    VRBO

    www.arafelpark.com.au

    Bedrooms:
    5
    Bathrooms:
    6
    Sleeps:
    14

    Arafel Park is a stunningly renovated original Southern Highlands 1930's estate. Proudly sitting on 2 acres of cold clim ...

    From $668 per night (USD)

    VRBO

    Details
  • Sherwood Park - A rural atmosphere in town / set on 2 acres
    From $514 per night (USD)

    Expedia

    Sherwood Park - A rural atmosphere in town / set on 2 acres

    Bedrooms:
    2
    Bathrooms:
    6
    Sleeps:
    13

    "BEST VALUE IN TOWN WITHOUT COMPROMISE" The property is positioned close to historic ...

    From $514 per night (USD)

    Expedia

    Details
  • Lou Lou's Cottage, Bowral, Southern Highlands
    From $680 per night (USD)

    VRBO

    Lou Lou's Cottage, Bowral, Southern Highlands

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    10

    Lou Lou's Cottage, Bowral, Southern Highlands - 4pm check out Sundays and Public Holidays, except Summer Season Lou Lo ...

    From $680 per night (USD)

    VRBO

    Details
  • Highlands NSW
    From $612 per night (USD)

    Expedia

    Highlands NSW

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    6

    Highlands location, walking distance to all town amenities, cafes and restaurants... Lovely garden views, peaceful surr ...

    From $612 per night (USD)

    Expedia

    Details
  • Self Contained One Bedroom Cottage in Garden Setting
    From $159 per night (USD)

    VRBO

    Self Contained One Bedroom Cottage in Garden Setting

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Anahoe Stables is a welcoming property. The property being a renovated stable, home comforts and wonderful gardens on 1 ...

    From $159 per night (USD)

    VRBO

    Details
  • Hathaway - resort style getaway
    From $989 per night (USD)

    Expedia

    Hathaway - resort style getaway

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    10

    Please ask for a discount for stays OVER 2 nights (not available in peak periods). The property has a weekly discount al ...

    From $989 per night (USD)

    Expedia

    Details
  • Villa 6 Milton Park situated in the beautiful & historic Milton Park Grounds
    From $441 per night (USD)

    VRBO

    Villa 6 Milton Park situated in the beautiful & historic Milton Park Grounds

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    THE MILTON PARK ESTATE Stays of MORE than 2 days, discount applies (except in high season) Please enquire for your dis ...

    From $441 per night (USD)

    VRBO

    Details
  • ☘️\KILMEEDY\ Take time to smell the roses🌹 in Bowral-Walk to town-Pet friendly.
    From $227 per night (USD)

    Expedia

    ☘️\"KILMEEDY\" Take time to smell the roses🌹 in Bowral-Walk to town-Pet friendly.

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    ☘️ Kilmeedy ☘️ Comfortable and charming, 1 queen and 1 double bedroom accommodation. Perfect for couples or a family of ...

    From $227 per night (USD)

    Expedia

    Details
  • The Carriage House -  ask for a discount for 4 or more days
    From $1233 per night (USD)

    VRBO

    The Carriage House - ask for a discount for 4 or more days

    Bedrooms:
    7
    Bathrooms:
    7
    Sleeps:
    14

    Manager on site. Please request a price for longer stays over 2 nights. Please note this property no longer does weddin ...

    From $1233 per night (USD)

    VRBO

    Details
  • Walking distance to town and Bradman Oval
    From $215 per night (USD)

    VRBO

    Walking distance to town and Bradman Oval

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Sheffield cottage is a newly renovated front half of house, well equipped kitchen, heated floor bathroom and air-conditi ...

    From $215 per night (USD)

    VRBO

    Details
  • Milton Park Villa 2 stylish & renovated in the historic Milton Park
    From $436 per night (USD)

    VRBO

    Milton Park Villa 2 stylish & renovated in the historic Milton Park

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Please contact me for your discount for stays More than 2 nights. Not available in high season. There is already a 7 day ...

    From $436 per night (USD)

    VRBO

    Details
  •  Luxury 1870's sandstone cottage, 2 bedrooms, 5 star  kitchen & bathroom, garden
    From $222 per night (USD)

    Expedia

    Luxury 1870's sandstone cottage, 2 bedrooms, 5 star kitchen & bathroom, garden

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Appletree Cottage is an 1870's sandstone cottage in the Lake Alexandra heritage precinct. Retaining original features of ...

    From $222 per night (USD)

    Expedia

    Details
  • Located in the heart of Bowral mins to town
    From $369 per night (USD)

    VRBO

    Located in the heart of Bowral mins to town

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    THE LITTLE COTTAGE BOWRAL is a cute cottage mins to town, shops and cafes and restaurants. This three bedroom home with ...

    From $369 per night (USD)

    VRBO

    Details
  • Lochanside Estate Berrima
    From $141 per night (USD)

    VRBO

    Lochanside Estate Berrima

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Lochanside Estate, in the quaint township of Berrima in New South Wales. While you are visiting the Southern Highlands, ...

    From $141 per night (USD)

    VRBO

    Details
  • Sauna Haus with Scandinavian design
    From $184 per night (USD)

    VRBO

    Sauna Haus with Scandinavian design

    Bedrooms:
    1
    Bathrooms:
    0
    Sleeps:
    0

    The Sauna Haus is situated at the back of our 1 acre property. It is perfect for couples wanting to retreat from the wor ...

    From $184 per night (USD)

    VRBO

    Details
  • Fairview luxury Hamptons style home in Bowral's exclusive Retford Park Estate
    From $495 per night (USD)

    VRBO

    Fairview luxury Hamptons style home in Bowral's exclusive Retford Park Estate

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    11

    Located 3 mins drive from Bowral town centre, Fairview is a newly built 5 Bedroom luxury Hamptons style home in Bowral's ...

    From $495 per night (USD)

    VRBO

    Details
  • Spacious Homely Quality Cosy  Family Home. Walking distance to Bowral  CBD
    From $642 per night (USD)

    VRBO

    Spacious Homely Quality Cosy Family Home. Walking distance to Bowral CBD

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    12

    The well appointed 'Hamptons' style home has everything you need. The 5 bedroom house including the separate guest cott ...

    From $642 per night (USD)

    VRBO

    Details
  • The Nook – Stay 3, Pay 2!
    From $309 per night (USD)

    Expedia

    The Nook – Stay 3, Pay 2!

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Bonus Night Special Promo! Check in Friday or Saturday → Sunday night is free Check in Sunday, Monday or Tuesday → Stay ...

    From $309 per night (USD)

    Expedia

    Details
  • Windermere – stunning and garden setting
    From $508 per night (USD)

    VRBO

    Windermere – stunning and garden setting

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Welcome to Windermere - a stunning luxury property located in Burradoo. This home features a spacious floorplan, with be ...

    From $508 per night (USD)

    VRBO

    Details
  • Studio Rouge in heart of old Bowral only minutes walk to shops and restaurants
    From $135 per night (USD)

    Expedia

    Studio Rouge in heart of old Bowral only minutes walk to shops and restaurants

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This accommodation is built on a property that is part of the history of Old Bowral which goes back to around 1890's. It ...

    From $135 per night (USD)

    Expedia

    Details
  • A unique Southern Highlands experience
    From $112 per night (USD)

    VRBO

    A unique Southern Highlands experience

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Enjoy the comfort, coziness, character and privacy of a generous sized yurt/cabin in a quiet spring garden setting locat ...

    From $112 per night (USD)

    VRBO

    Details
  • Stroll to Bowral, Cherry Tree Walk, Mt Gibraltar
    From $148 per night (USD)

    VRBO

    Stroll to Bowral, Cherry Tree Walk, Mt Gibraltar

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    3

    This newly-renovated, light, private guest suite is in a quiet area, in walking distance of pool, cafes, Bowral town cen ...

    From $148 per night (USD)

    VRBO

    Details
  • Withycombe, Bowral, Southern Highlands
    From $961 per night (USD)

    VRBO

    Withycombe, Bowral, Southern Highlands

    Bedrooms:
    3
    Bathrooms:
    6
    Sleeps:
    12

    Withycombe, Bowral - 4pm check out Sundays and Public Holidays, except Summer Season Welcoming guests from February 20 ...

    From $961 per night (USD)

    VRBO

    Details
  • Misty Pines 8 - A Relaxing Country Escape
    From $356 per night (USD)

    VRBO

    Misty Pines 8 - A Relaxing Country Escape

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    Misty Pines 8 is a two-storey home located in a quiet street on the northern slopes of Mount Gibraltar with expansive vi ...

    From $356 per night (USD)

    VRBO

    Details
  • Lulu's Cottage, a hidden gem — short stroll to Bowral CBD
    From $368 per night (USD)

    VRBO

    Lulu's Cottage, a hidden gem — short stroll to Bowral CBD

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Lulu’s Cottage boasts a quiet, leafy location. Only a short walk to Bowral Village, it offers a spacious yet cosy, comfo ...

    From $368 per night (USD)

    VRBO

    Details
  • Mittagong Villa Centrale- Sun-drenched Town Views
    From $312 per night (USD)

    Expedia

    Mittagong Villa Centrale- Sun-drenched Town Views

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    7

    The Southern Highlands has endless outdoor opportunities- Bushwalking , bike riding trails, wine cellar tastings, golf, ...

    From $312 per night (USD)

    Expedia

    Details
  • Old Bowral History in the heart of town xx
    From $238 per night (USD)

    VRBO

    Old Bowral History in the heart of town xx

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Our Cottage, which was built over One Hundred Years ago is both intimate and elegant having recently been fully renovate ...

    From $238 per night (USD)

    VRBO

    Details
  • The Hidden Door Bowral Villa - the Heart of Bowral
    From $254 per night (USD)

    Expedia

    The Hidden Door Bowral Villa - the Heart of Bowral

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Our architect designed Villa built for relaxation and entertaining incorporates both an Alfresco area and a beautiful ga ...

    From $254 per night (USD)

    Expedia

    Details
  • Amber Cottage - Stay 3 Pay 2
    From $505 per night (USD)

    VRBO

    Amber Cottage - Stay 3 Pay 2

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    9

    Bonus Night Special Promo! Check in Friday or Saturday → Sunday night is free Check in Sunday, Monday or Tuesday → Stay ...

    From $505 per night (USD)

    VRBO

    Details
  • Canary Cottage - Stay 3, Pay 2!
    From $635 per night (USD)

    Expedia

    Canary Cottage - Stay 3, Pay 2!

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Bonus Night Special Promo! Check in Friday or Saturday → Sunday night is free Check in Sunday, Monday or Tuesday → Stay ...

    From $635 per night (USD)

    Expedia

    Details
  • Que Sera – Stay 3, Pay 2!
    From $367 per night (USD)

    VRBO

    Que Sera – Stay 3, Pay 2!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Bonus Night Special Promo! Check in Friday or Saturday → Sunday night is free Check in Sunday, Monday or Tuesday → Stay ...

    From $367 per night (USD)

    VRBO

    Details
  • That Pink House! – Stay 3, Pay 2!
    From $671 per night (USD)

    Expedia

    That Pink House! – Stay 3, Pay 2!

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Bonus Night Special Promo! Check in Friday or Saturday → Sunday night is free Check in Sunday, Monday or Tuesday → Stay ...

    From $671 per night (USD)

    Expedia

    Details
  • Plum Tree Cottage –pets welcome, WiFi
    From $450 per night (USD)

    VRBO

    Plum Tree Cottage –pets welcome, WiFi

    Bedrooms:
    3
    Bathrooms:
    6
    Sleeps:
    16

    Plum Tree Cottage is a well-loved and spacious cottage only moments from Bowrals CBD. With a cosy and quaint cottage fee ...

    From $450 per night (USD)

    VRBO

    Details
  • Hollyoak Cottage — Stay 3 Pay 2
    From $226 per night (USD)

    Expedia

    Hollyoak Cottage — Stay 3 Pay 2

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Special Offer – Stay 3, Pay 2! Book a 2-night stay and get the 3rd night free for reservations made between 1st–30th Jun ...

    From $226 per night (USD)

    Expedia

    Details
  • Lovett — Stay 3, Pay 2!
    From $244 per night (USD)

    VRBO

    Lovett — Stay 3, Pay 2!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Bonus Night Special Promo! Check in Friday or Saturday → Sunday night is free Check in Sunday, Monday or Tuesday → Stay ...

    From $244 per night (USD)

    VRBO

    Details
  • Saint Eloi - Le studio
    From $219 per night (USD)

    Expedia

    Saint Eloi - Le studio

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Saint Eloi - le studio is set on leafy Chisholm Hill in Burradoo, a sought-after enclave in Bowral. Upon entering the pr ...

    From $219 per night (USD)

    Expedia

    Details
  • Old Mansfield Loft - gardens, gazebo and getaway
    From $110 per night (USD)

    VRBO

    Old Mansfield Loft - gardens, gazebo and getaway

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Set on over 2 acres of glorious grounds and gardens, Old Mansfield Loft is ideal for those looking for a peaceful and af ...

    From $110 per night (USD)

    VRBO

    Details
  • Amaroo - modern, luxurious and chic
    From $756 per night (USD)

    Expedia

    Amaroo - modern, luxurious and chic

    Bedrooms:
    4
    Bathrooms:
    6
    Sleeps:
    12

    Weekend Special Offer - Stay 3 Pay 2. Book for 3 nights (Friday - Sunday) and get your Sunday night for free. Contact ou ...

    From $756 per night (USD)

    Expedia

    Details
  • Misty Pines 6 - A Relaxing Country Escape
    From $300 per night (USD)

    VRBO

    Misty Pines 6 - A Relaxing Country Escape

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Misty Pines 6 is the upper floor of a two-storey home located in a quiet street on the northern slopes of Mount Gibralta ...

    From $300 per night (USD)

    VRBO

    Details
  • The Grange country retreat, with a birds eye view!
    From $616 per night (USD)

    Expedia

    The Grange country retreat, with a birds eye view!

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    10

    Presenting this quintessential highland hideaway on a quiet street nestled into Mount Gibraltar of the Southern Highland ...

    From $616 per night (USD)

    Expedia

    Details
  • The Cottage at Arcadia - Luxurious Country Escape.
    From $186 per night (USD)

    VRBO

    The Cottage at Arcadia - Luxurious Country Escape.

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    The Cottage at Arcadia, is a brand new cottage situated on our family property on the beautiful Mount Gibraltar. Suited ...

    From $186 per night (USD)

    VRBO

    Details
  • York Cottage. A Country Retreat, Close to Bowral
    From $456 per night (USD)

    Expedia

    York Cottage. A Country Retreat, Close to Bowral

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    10

    York Cottage is a very special older property that sits on 2 acres amongst beautiful gardens with specialty trees and sh ...

    From $456 per night (USD)

    Expedia

    Details
  • The Coach House at The Rift Estate
    From $799 per night (USD)

    VRBO

    The Coach House at The Rift Estate

    Bedrooms:
    4
    Bathrooms:
    6
    Sleeps:
    13

    Set in rambling heritage-listed gardens at The Rift Estate, The Coach House is an elegant, charming country retreat. Gou ...

    From $799 per night (USD)

    VRBO

    Details
  • Greenview Bowral Southern Highlands
    From $1278 per night (USD)

    Expedia

    Greenview Bowral Southern Highlands

    Bedrooms:
    4
    Bathrooms:
    9
    Sleeps:
    24

    'Greenview' is an architecturally designed property that sleeps families and groups with it's flexible layout and magnif ...

    From $1278 per night (USD)

    Expedia

    Details
  • One The Avenue - a quaint country lane 5 minutes to Bowral
    From $427 per night (USD)

    VRBO

    One The Avenue - a quaint country lane 5 minutes to Bowral

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Stays for MORE than 2 days, discounts apply excluding - Christmas, Easter & public holidays. The property has a weekly d ...

    From $427 per night (USD)

    VRBO

    Details
  • Kookaburra Cottage — Stay 3, Pay 2!
    From $766 per night (USD)

    Expedia

    Kookaburra Cottage — Stay 3, Pay 2!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    9

    Bonus Night Special Promo! Check in Friday or Saturday → Sunday night is free Check in Sunday, Monday or Tuesday → Stay ...

    From $766 per night (USD)

    Expedia

    Details
  • Hillside Farm — Stay 3, Pay 2!
    From $402 per night (USD)

    VRBO

    Hillside Farm — Stay 3, Pay 2!

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    11

    Bonus Night Special Promo! Check in Friday or Saturday → Sunday night is free Check in Sunday, Monday or Tuesday → Stay ...

    From $402 per night (USD)

    VRBO

    Details
  • Highlands Beauty - FREE Wi-Fi
    From $497 per night (USD)

    VRBO

    Highlands Beauty - FREE Wi-Fi

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Great home with plenty of space and comfort. Walking distance to the Scottish Arms. Close to Milton Park and walking tra ...

    From $497 per night (USD)

    VRBO

    Details
  • Architecturally designed Brand New Hamptons Luxury with lift
    From $1181 per night (USD)

    VRBO

    Architecturally designed Brand New Hamptons Luxury with lift

    Bedrooms:
    4
    Bathrooms:
    6
    Sleeps:
    12

    Built to enjoy the gardens and bush vista from every room. Light filled north facing to make to the most of the sun and ...

    From $1181 per night (USD)

    VRBO

    Details
  • Bowral - Amazing warm family house
    Click For Pricing

    Expedia

    Bowral - Amazing warm family house

    Bedrooms:
    3
    Bathrooms:
    6
    Sleeps:
    14

    Wonderful spacious house with plenty of room for friends and family to relax or to explore the beauty of Bowral. This 6- ...

    Click For Pricing

    Expedia

    Details
  • Fabulous Villa in central Bowral, all  modern conveniences with fenced yard
    From $171 per night (USD)

    VRBO

    Fabulous Villa in central Bowral, all modern conveniences with fenced yard

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Whether for a romantic getaway, a local wedding, or looking for a great place to relax ,The Grange is a modern, well equ ...

    From $171 per night (USD)

    VRBO

    Details
  • Lauretana House & Cottage -Grand Homestead w/ Multiple Entertaining Areas, Pool, Moments from Bowral
    From $635 per night (USD)

    Expedia

    Lauretana House & Cottage -Grand Homestead w/ Multiple Entertaining Areas, Pool, Moments from Bowral

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    12

    Behind imposing gates Lauretana House & Cottage can be found positioned in a Burradoo garden estate only 5 minutes’ driv ...

    From $635 per night (USD)

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    Details
  • Saint Eloi - le jardin
    From $315 per night (USD)

    VRBO

    Saint Eloi - le jardin

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Holiday Rental Specialists are pleased to present Saint Eloi, le jardin, a peaceful, retreat for families and groups. T ...

    From $315 per night (USD)

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  • KERRISDALE BOWRAL -Large historic home in a perfect Bowral location
    From $769 per night (USD)

    Expedia

    KERRISDALE BOWRAL -Large historic home in a perfect Bowral location

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    12

    Graciously settled into more than an acre of mature gardens on the prestigious Centennial Road, historic Kerrisdale offe ...

    From $769 per night (USD)

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  • Villa 3 Milton Park
    From $416 per night (USD)

    VRBO

    Villa 3 Milton Park

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    THE MILTON PARK ESTATE Stays of MORE than 2 days, discount applies (except in high season) Please enquire for your disc ...

    From $416 per night (USD)

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  • 'Highgate' - As featured on the Cover of Highlife Magazine. World Class Highlands living.
    From $338 per night (USD)

    Expedia

    'Highgate' - As featured on the Cover of Highlife Magazine. World Class Highlands living.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    This home has been prominently featured in Highlife Magazine for its unique design, showcasing the best in luxury countr ...

    From $338 per night (USD)

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    Details
  • Bluebell – centrally located apartment
    From $256 per night (USD)

    VRBO

    Bluebell – centrally located apartment

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Holiday Rental Specialists are pleased to present Bluebell, an apartment ideal for couples, families and groups. The Pr ...

    From $256 per night (USD)

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    Details
  • Centennial Cottage 1 Octavia - Walk to town
    From $142 per night (USD)

    Expedia

    Centennial Cottage 1 Octavia - Walk to town

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Centennial Cottage 1 Octavia is one of three private cottages located on a greater estate on Centennial Road. The cottag ...

    From $142 per night (USD)

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    Details
  • Centennial Cottage 2 Botanica - walk to town
    From $127 per night (USD)

    VRBO

    Centennial Cottage 2 Botanica - walk to town

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Centennial Cottage 2 Botanica is one of three private cottages located in a historical building on a greater estate on C ...

    From $127 per night (USD)

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    Details
  • Villa Luita – luxurious country retreat with an incredible pool house
    From $1181 per night (USD)

    Expedia

    Villa Luita – luxurious country retreat with an incredible pool house

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    10

    Holiday Rental Specialists are pleased to present Villa Luita, ideal for large groups and families. The Property Feat ...

    From $1181 per night (USD)

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    Details
  • The Barn in Burradoo, Southern Highlands
    From $156 per night (USD)

    VRBO

    The Barn in Burradoo, Southern Highlands

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    The Barn, Burradoo - 4pm check out Sundays and Public Holidays, except Summer Season Escape on a romantic weekend to ...

    From $156 per night (USD)

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  • Maple Rose, Bowral, Southern Highlands
    From $453 per night (USD)

    Expedia

    Maple Rose, Bowral, Southern Highlands

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    8

    Maple Rose, Bowral -4pm check out Sundays and Public Holidays, except Summer Season Maple Rose is a casual and comfort ...

    From $453 per night (USD)

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    Details
  • Marloo - Beautifully styled home
    From $831 per night (USD)

    VRBO

    Marloo - Beautifully styled home

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Holiday Rental Specialists are pleased to present Marloo, which is ideal for families and groups. The Property Featu ...

    From $831 per night (USD)

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    Details
  • Kilmarth Hideaway —Stay 5, Pay 4
    From $905 per night (USD)

    Expedia

    Kilmarth Hideaway —Stay 5, Pay 4

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    July School Holiday Special Offer – Stay 5, Pay 4! Book 5 nights Sunday to Thursday night and get the 5th night free for ...

    From $905 per night (USD)

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    Details
  • Hollydale, Burradoo, Southern Highlands
    From $695 per night (USD)

    VRBO

    Hollydale, Burradoo, Southern Highlands

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    8

    Hollydale, Burradoo - 4pm check out Sundays and Public Holidays, except Summer Season Hollydale is a light-filled, co ...

    From $695 per night (USD)

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    Details
  • Self Contained Cottage in Bowral with Fireplace
    From $154 per night (USD)

    Expedia

    Self Contained Cottage in Bowral with Fireplace

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Beautiful new self contained cottage set on large grounds, conveniently situated midway between Mittagong and Bowral and ...

    From $154 per night (USD)

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    Details
  • Historic Sandstone cottage fully appointed for all needs & pet friendly as well
    From $193 per night (USD)

    VRBO

    Historic Sandstone cottage fully appointed for all needs & pet friendly as well

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Meticulously restored & renovated to provide all the desired comfort of today & retain the beauty of a earlier time. Ori ...

    From $193 per night (USD)

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  • HabitAt Merrigang, Bowral
    From $225 per night (USD)

    Expedia

    HabitAt Merrigang, Bowral

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    7

    HABITat Merrigang - the place for you and your family to come and make yourself at home. A clean and spacious 3-bedroom ...

    From $225 per night (USD)

    Expedia

    Details
  • Romantic Stone Cottage Overlooking Pond. 5mins to Town
    From $366 per night (USD)

    VRBO

    Romantic Stone Cottage Overlooking Pond. 5mins to Town

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Cozy, romantic stone and exposed beams set the mood for a relaxing stay. Curl up in front of the fire or relax on the de ...

    From $366 per night (USD)

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  • Milton Park Villa 12
    From $515 per night (USD)

    Expedia

    Milton Park Villa 12

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    <p>Located in Bowral, this welcoming villa lets you experience it all. With convenient covered onsite parking, you'll be ...

    From $515 per night (USD)

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    Details
  • The timeless Bowral Lodge
    From $934 per night (USD)

    VRBO

    The timeless Bowral Lodge

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    10

    With its graciously curved driveway, manicured lawns, bright white weatherboard and luxurious interiors, Bowral Lodge is ...

    From $934 per night (USD)

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    Details
  • Family, Pet  & EV Friendly Home in Bowral Centre
    From $294 per night (USD)

    Expedia

    Family, Pet & EV Friendly Home in Bowral Centre

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    8

    Your family will be close to everything when you stay at this centrally located property. This timeless, stand-alone sup ...

    From $294 per night (USD)

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    Details
  • Blue Hen – A charming and central cottage
    From $179 per night (USD)

    VRBO

    Blue Hen – A charming and central cottage

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Holiday Rental Specialists are pleased to present Blue Hen, ideal for couples and small families. The Property Feat ...

    From $179 per night (USD)

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    Details
  • 6 Bed, 4 Bath, 3 Level Renovated Barn, 1400m to Bowral Centre, 320m2, Peaceful
    From $540 per night (USD)

    Expedia

    6 Bed, 4 Bath, 3 Level Renovated Barn, 1400m to Bowral Centre, 320m2, Peaceful

    Bedrooms:
    3
    Bathrooms:
    6
    Sleeps:
    11

    Bowral Barn is a recently restored 1880’s milking dairy that has been converted to a 6 bedroom, 4 bathroom family home w ...

    From $540 per night (USD)

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  • Whitehaven . 4 min to Bowral
    From $347 per night (USD)

    VRBO

    Whitehaven . 4 min to Bowral

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    6

    Whitehaven is a stylish 4 bedroom family getaway with room to bring your pet. Large open back yard for Rover and kids to ...

    From $347 per night (USD)

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  • Quiet Location That's Family & Group Friendly
    From $382 per night (USD)

    Expedia

    Quiet Location That's Family & Group Friendly

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Just 25 mins to walk into Bowral and less than 10 to get a coffee. Perfectly situated to host a couple of families or a ...

    From $382 per night (USD)

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    Details
  • Quarryman Cottage @ 102\n
    From $112 per night (USD)

    VRBO

    Quarryman Cottage @ 102\n

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Steeped in history, this quaint, cosy, older style late 1800’s workman’s cottage was once home to the Mount Gibraltar Tr ...

    From $112 per night (USD)

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    Details
  • Beautiful pet friendly accommodation in Mittagong's blue ribbon precinct
    From $254 per night (USD)

    Expedia

    Beautiful pet friendly accommodation in Mittagong's blue ribbon precinct

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Beautifully renovated stables from the 1800s. Metres from all cafes, restaurants, Lake Alexander and many more attractio ...

    From $254 per night (USD)

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    Details
  • Bowral Beauty with Fire Place
    From $869 per night (USD)

    VRBO

    Bowral Beauty with Fire Place

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Summary: Escape to Arborea House in Bowral, a charming three-bedroom house with two bathrooms, ideally suited for a peac ...

    From $869 per night (USD)

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  • Luxury 10-Person Haven w/ Pool
    From $726 per night (USD)

    Expedia

    Luxury 10-Person Haven w/ Pool

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    10

    "The Wattle " Set on almost an acre of land located less than 5-minute drive from the heart of Bowral, this home promi ...

    From $726 per night (USD)

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    Details
  • Bluebird Cottage — Stay 3, Pay 2
    From $238 per night (USD)

    VRBO

    Bluebird Cottage — Stay 3, Pay 2

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Bonus Night Special Promo! Check in Friday or Saturday → Sunday night is free Check in Sunday, Monday or Tuesday → Stay ...

    From $238 per night (USD)

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    Details
  • Maison de Celine — Stay 3, Pay 2!
    From $844 per night (USD)

    Expedia

    Maison de Celine — Stay 3, Pay 2!

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    9

    Bonus Night Special Promo! Check in Friday or Saturday → Sunday night is free Check in Sunday, Monday or Tuesday → Stay ...

    From $844 per night (USD)

    Expedia

    Details
  • Soho House – Stay 3 Pay 2
    From $567 per night (USD)

    VRBO

    Soho House – Stay 3 Pay 2

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    Bonus Night Special Promo! Check in Friday or Saturday → Sunday night is free Check in Sunday, Monday or Tuesday → Stay ...

    From $567 per night (USD)

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    Details
  • Highlands on Alice — Stay 3, Pay 2!
    From $878 per night (USD)

    Expedia

    Highlands on Alice — Stay 3, Pay 2!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Bonus Night Special Promo! Check in Friday or Saturday → Sunday night is free Check in Sunday, Monday or Tuesday → Stay ...

    From $878 per night (USD)

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    Details
  • Hall House – A place for private luxury relaxation
    From $394 per night (USD)

    VRBO

    Hall House – A place for private luxury relaxation

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Our boutique home is a gorgeous secluded recently fully renovated ultra-luxury three bedroom cottage with Italian Tiles ...

    From $394 per night (USD)

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  • Fair Linden's Morrow
    From $111 per night (USD)

    Expedia

    Fair Linden's Morrow

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Fair Linden's Morrow is a comfortable well appointed Studio in Bowral. The pleasant northerly aspect provides a lovely f ...

    From $111 per night (USD)

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    Details
  • Burradoo Loft with king size bed. \nClose to Southern Highlands wineries.
    From $154 per night (USD)

    VRBO

    Burradoo Loft with king size bed. \nClose to Southern Highlands wineries.

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Down a lovely tree lined drive, sitting on one acre, a beautiful loft apartment awaits you. Fully self contained with it ...

    From $154 per night (USD)

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  • Avonlea, Bowral, Southern Highlands
    From $1384 per night (USD)

    Expedia

    Avonlea, Bowral, Southern Highlands

    Bedrooms:
    3
    Bathrooms:
    6
    Sleeps:
    12

    Avonlea, Bowral, Southern Highlands - 4pm check out Sundays and Public Holidays, except Summer Season Situated on 2 ac ...

    From $1384 per night (USD)

    Expedia

    Details