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Wingecarribee Shire Council Rentals

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Results: 433 Rentals

  • Wrenmallee in The Southern Highlands - Stunning Homestead on 100 acres
    From $578 per night (USD)

    VRBO

    Wrenmallee in The Southern Highlands - Stunning Homestead on 100 acres

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    10

    At the end of a long tree line driveway, at the top of a hill, you will find this fabulous property. Less than 2 year ...

    From $578 per night (USD)

    VRBO

    Details
  • Getaway from the city and retreat to our picturesque cozy farm cottage
    From $183 per night (USD)

    Expedia

    Getaway from the city and retreat to our picturesque cozy farm cottage

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Immerse yourself in this gorgeous Southern Highlands cottage sitting on 30 acres just a few minutes away from major wine ...

    From $183 per night (USD)

    Expedia

    Details
  • Cosy cottage for groups up to 20. Gather under the stars with family and friends
    From $1010 per night (USD)

    VRBO

    Cosy cottage for groups up to 20. Gather under the stars with family and friends

    Bedrooms:
    5
    Bathrooms:
    6
    Sleeps:
    18

    Set in a private 5 acre corner of Sylvan Glen Estate, The Cottage sits on a ridge between the golf course and a neighbou ...

    From $1010 per night (USD)

    VRBO

    Details
  • Guesthouse southern highlands sleeps 40 with functions up to 60 in large grounds
    From $1670 per night (USD)

    Expedia

    Guesthouse southern highlands sleeps 40 with functions up to 60 in large grounds

    Bedrooms:
    5
    Bathrooms:
    13
    Sleeps:
    40

    Highball House is a gracious country home set in idyllic Bundanoon in the Southern Highlands. Eat stay and play within t ...

    From $1670 per night (USD)

    Expedia

    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)

    Expedia

    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)

    Expedia

    Details
  • The Seidler House by Contemporary Hotels
    From $1750 per night (USD)

    VRBO

    The Seidler House by Contemporary Hotels

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Located in the Southern Highlands, this Joadja masterpiece is the most iconic, private home by Australia's architectural ...

    From $1750 per night (USD)

    VRBO

    Details
  • Springfield Farm by Contemporary Hotels
    From $844 per night (USD)

    VRBO

    Springfield Farm by Contemporary Hotels

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    10

    Escape for a weekend to Springfield Farm in Bundanoon, Southern Highlands. A farmhouse with old-world charm merely two h ...

    From $844 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)

    VRBO

    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)

    VRBO

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

    Expedia

    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)

    Expedia

    Details
  • Expansive Hamptons home on acreage, with pool, spa, gym, tennis court & views.
    From $2002 per night (USD)

    VRBO

    Expansive Hamptons home on acreage, with pool, spa, gym, tennis court & views.

    Bedrooms:
    4
    Bathrooms:
    6
    Sleeps:
    18

    Hawthorne Manor is a stunning 6-bedroom, 4-bathroom, country estate in Kangaloon, located 15 minutes from Bowral and 10 ...

    From $2002 per night (USD)

    VRBO

    Details
  • Cherrywood - Luxury retreat - with complimentary EV charging
    From $434 per night (USD)

    Expedia

    Cherrywood - Luxury retreat - with complimentary EV charging

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    9

    Cherrywood is a modern tudor style house nestled in a quiet cul de sac in the beautiful village of Exeter, Southern High ...

    From $434 per night (USD)

    Expedia

    Details
  • Budderoo - Unique with 270 degree views!
    From $251 per night (USD)

    VRBO

    Budderoo - Unique with 270 degree views!

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    8

    Special! Stay 2 nights and receive a third night free! Conditions apply. A recent guests comment: All good. We are sitt ...

    From $251 per night (USD)

    VRBO

    Details
  • Bottlebrush Lodge - Great views and a pool!
    From $717 per night (USD)

    Expedia

    Bottlebrush Lodge - Great views and a pool!

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    10

    Special - Book 2 nights and stay a 3rd night free! *conditions apply. If you are looking for an idyllic get-away in a sp ...

    From $717 per night (USD)

    Expedia

    Details
  • Yeola - Lush location with river access!
    From $594 per night (USD)

    VRBO

    Yeola - Lush location with river access!

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    12

    Special Offer: Stay 2 nights and enjoy a 3rd night free! Conditions apply. Tucked away on 700 acres in the stunning Upp ...

    From $594 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
  • Daisy Hill, Southern Highlands
    From $695 per night (USD)

    Expedia

    Daisy Hill, Southern Highlands

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Daisy Hill, Southern Highlands - 4pm check out Sundays and Public Holidays, except Summer Season About Daisy Hill ...

    From $695 per night (USD)

    Expedia

    Details
  • Warrington Park - country charm and spacious living
    From $758 per night (USD)

    VRBO

    Warrington Park - country charm and spacious living

    Bedrooms:
    3
    Bathrooms:
    6
    Sleeps:
    12

    The Southern Highlands has long been a destination for those who enjoy the ever changing seasons and country charm, now ...

    From $758 per night (USD)

    VRBO

    Details
  • Highlands Lakehouse - Rural Farm Escape
    From $591 per night (USD)

    Expedia

    Highlands Lakehouse - Rural Farm Escape

    Bedrooms:
    1
    Bathrooms:
    5
    Sleeps:
    10

    Located near Bowral, in the beautiful Southern Highlands of New South Wales Australia – The Highlands Lakehouse is a lar ...

    From $591 per night (USD)

    Expedia

    Details
  • Billagunyah - Rainforest Retreat
    From $238 per night (USD)

    VRBO

    Billagunyah - Rainforest Retreat

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    A pure escape. Situated on five acres in a quiet and private enclave in Upper Kangaroo River, this 2-bedroom home is a w ...

    From $238 per night (USD)

    VRBO

    Details
  • Timbalah - a luxurious country retreat
    From $378 per night (USD)

    Expedia

    Timbalah - a luxurious country retreat

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    14

    Timbalah is an exquisite country house that can accommodate up to 14 guests. Located in the heart of stunning Fitzroy Fa ...

    From $378 per night (USD)

    Expedia

    Details
  • Hope - Stay 3, Pay 2
    From $560 per night (USD)

    VRBO

    Hope - Stay 3, Pay 2

    Bedrooms:
    5
    Bathrooms:
    7
    Sleeps:
    20

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

    From $560 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
  • The Farmhouse – Stay 3, Pay 2!
    From $966 per night (USD)

    Expedia

    The Farmhouse – Stay 3, Pay 2!

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    14

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

    From $966 per night (USD)

    Expedia

    Details
  • Robin Hill Manor — Stay5 Pay 4
    From $685 per night (USD)

    VRBO

    Robin Hill Manor — Stay5 Pay 4

    Bedrooms:
    3
    Bathrooms:
    6
    Sleeps:
    12

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

    From $685 per night (USD)

    VRBO

    Details
  • Cooinda - Stay 3, Pay 2
    From $588 per night (USD)

    Expedia

    Cooinda - Stay 3, Pay 2

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    14

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

    From $588 per night (USD)

    Expedia

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

    VRBO

    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)

    VRBO

    Details
  • Duncraig House –open fireplace, spa, pet friendly
    From $1314 per night (USD)

    Expedia

    Duncraig House –open fireplace, spa, pet friendly

    Bedrooms:
    3
    Bathrooms:
    6
    Sleeps:
    14

    Holiday Rental Specialists are pleased to present Duncraig House, ideal for large families and groups.   The Property ...

    From $1314 per night (USD)

    Expedia

    Details
  • Ballogie Lodge - a quality timeless retreat
    From $796 per night (USD)

    VRBO

    Ballogie Lodge - a quality timeless retreat

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Holiday Rental Specialists are pleased to present Ballogie Lodge, ideal for groups and families. The Property Features ...

    From $796 per night (USD)

    VRBO

    Details
  • Poppy Cottage – Stay 3, Pay 2!
    From $242 per night (USD)

    Expedia

    Poppy 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 $242 per night (USD)

    Expedia

    Details
  • Misty Creek of Robertson
    From $391 per night (USD)

    VRBO

    Misty Creek of Robertson

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    12

    Holiday Rental Specialists are pleased to present Misty Creek of Robertson, ideal for families and small groups. The P ...

    From $391 per night (USD)

    VRBO

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

    Expedia

    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)

    Expedia

    Details
  • Bitola — Stay 3, Pay 2!
    From $351 per night (USD)

    VRBO

    Bitola — 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 $351 per night (USD)

    VRBO

    Details
  • Highlands Escape  Moss Vale
    From $120 per night (USD)

    Expedia

    Highlands Escape Moss Vale

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Beautifully located in the heart of Moss Vale. Quiet location and 2 min to main street centre and 10 min to historic Bow ...

    From $120 per night (USD)

    Expedia

    Details
  • Country Escape, Southern Highlands, Cottage at 31, Bundanoon, NSW
    From $209 per night (USD)

    VRBO

    Country Escape, Southern Highlands, Cottage at 31, Bundanoon, NSW

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    An ideal city escape aprox. halfway between Sydney and Canberra in the beautiful Southern Highlands. Situated on the edg ...

    From $209 per night (USD)

    VRBO

    Details
  • The Bunkhouse - quality, contemporary home
    From $267 per night (USD)

    Expedia

    The Bunkhouse - quality, contemporary home

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    The Bunkhouse has the perfect warmth and charm of a countryside home. The ideal getaway for couples to enjoy all year ro ...

    From $267 per night (USD)

    Expedia

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

    VRBO

    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)

    VRBO

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

    Expedia

    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)

    Expedia

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

    VRBO

    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)

    VRBO

    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)

    VRBO

    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)

    VRBO

    Details
  • OLD BAKERY GUEST HOUSE  / THE BIG PART
    From $273 per night (USD)

    VRBO

    OLD BAKERY GUEST HOUSE / THE BIG PART

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    7

    Old Bakery Guest House / THE BIG PART ATHE BACK A converted 1921 Shop / Bakery is now "The Old Bakery Guest House", ...

    From $273 per night (USD)

    VRBO

    Details
  • Newbury Haven — Stay 3 Pay 2
    From $327 per night (USD)

    VRBO

    Newbury Haven — 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 $327 per night (USD)

    VRBO

    Details
  • The Burrows of Penrose – Stay 3, Pay 2!
    From $722 per night (USD)

    Expedia

    The Burrows of Penrose – 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 $722 per night (USD)

    Expedia

    Details
  • Contemporary B&B with Ensuite, Kitchenette and Separate Entrance
    From $149 per night (USD)

    VRBO

    Contemporary B&B with Ensuite, Kitchenette and Separate Entrance

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    We look forward to warmly welcoming you to our guest suite in beautiful Aylmerton. In our modern, split-level home, our ...

    From $149 per night (USD)

    VRBO

    Details
  •  Recently renovated 70 year old cottage on a 1500 acre farm.
    From $319 per night (USD)

    Expedia

    Recently renovated 70 year old cottage on a 1500 acre farm.

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    8

    The Cottage - La Estancia Myruna, was an abandoned 70 year old home on our property that has come back to life with lo ...

    From $319 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
  • Eden Farm – luxurious farmhouse accommodation with an abundance of space and charm
    From $994 per night (USD)

    Expedia

    Eden Farm – luxurious farmhouse accommodation with an abundance of space and charm

    Bedrooms:
    2
    Bathrooms:
    6
    Sleeps:
    16

    Holiday Rental Specialists are pleased to present Eden Farm, which is ideal for families and groups. The Property Fea ...

    From $994 per night (USD)

    Expedia

    Details
  • The River Cottage - Idyllic river side cottage
    From $225 per night (USD)

    VRBO

    The River Cottage - Idyllic river side cottage

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    8

    River Cottage is a luxuriously appointed property just 20 metres from the banks of the Wingecarribee River. The cottage ...

    From $225 per night (USD)

    VRBO

    Details
  • Charming converted country stable located on a 120 acre horse property
    From $289 per night (USD)

    Expedia

    Charming converted country stable located on a 120 acre horse property

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    The Stables is located within the surrounds of an established horse riding property, 5 minutes from Moss Vale. The count ...

    From $289 per night (USD)

    Expedia

    Details
  • THE MAPLE LODGE Farm Stay - Alpacas, Pigs, Goats and Outdoor Pizza Oven
    From $524 per night (USD)

    VRBO

    THE MAPLE LODGE Farm Stay - Alpacas, Pigs, Goats and Outdoor Pizza Oven

    Bedrooms:
    1
    Bathrooms:
    7
    Sleeps:
    16

    WE HOST INTIMATE WEDDINGS & EVENTS. Please enquire for wedding & event fees and packages. Please note the place has b ...

    From $524 per night (USD)

    VRBO

    Details
  • Boutique accommodation and meeting venue with concierge service
    From $298 per night (USD)

    Expedia

    Boutique accommodation and meeting venue with concierge service

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Stylish, self-contained boutique accommodation for 4 adults with the convenience of a complimentary concierge service to ...

    From $298 per night (USD)

    Expedia

    Details
  • Bundanoon Lodge - Stay at this beautiful property where you and your family and friends can enjoy quality time in the NSW Southern Highlands
    From $1060 per night (USD)

    VRBO

    Bundanoon Lodge - Stay at this beautiful property where you and your family and friends can enjoy quality time in the NSW Southern Highlands

    Bedrooms:
    7
    Bathrooms:
    7
    Sleeps:
    16

    Bring your family and friends to Bundanoon Lodge and enjoy a few days of fun and laughter. Spend a few days exploring th ...

    From $1060 per night (USD)

    VRBO

    Details
  • Eco-Luxe Villa  on 146 acres in Kangaroo Valley-breathtaking views,wild swimming
    From $497 per night (USD)

    Expedia

    Eco-Luxe Villa on 146 acres in Kangaroo Valley-breathtaking views,wild swimming

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Jingella Estate, Kangaroo Valley offers brand new luxury country modern style accommodation - stunning views from every ...

    From $497 per night (USD)

    Expedia

    Details
  • EcoLuxe Villa on 146 acres in Kangaroo Valley - breathtaking views,wild swimming
    From $339 per night (USD)

    VRBO

    EcoLuxe Villa on 146 acres in Kangaroo Valley - breathtaking views,wild swimming

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Jingella Estate, Kangaroo Valley offers brand new luxury country modern style accommodation with stunning views from eve ...

    From $339 per night (USD)

    VRBO

    Details
  • Eco-Luxe Villa on 146 acres in Kangaroo Valley-breathtaking views, wild swimming
    From $337 per night (USD)

    Expedia

    Eco-Luxe Villa on 146 acres in Kangaroo Valley-breathtaking views, wild swimming

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Jingella Estate, Kangaroo Valley offers brand new luxury country modern style accommodation - stunning views from every ...

    From $337 per night (USD)

    Expedia

    Details
  • Crabapple Cottage -Lovely self contained cottage on Heritage property
    From $145 per night (USD)

    VRBO

    Crabapple Cottage -Lovely self contained cottage on Heritage property

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Freestanding cottage on 1/2 acre block in Jellore Street, in the heart of Berrima. Also on the property is the Historic ...

    From $145 per night (USD)

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  • Hoddle Lane — Stay 3, Pay 2!
    From $376 per night (USD)

    Expedia

    Hoddle Lane — 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 $376 per night (USD)

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    Details
  • Quiet Southern Highland Cottage
    From $309 per night (USD)

    VRBO

    Quiet Southern Highland Cottage

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    I’m a new host on this platform but look forward to welcoming you. The house is located in the picturesque Southern High ...

    From $309 per night (USD)

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    Details
  • Tree-Scape Retreat – Stay 3, Pay 2!
    From $285 per night (USD)

    Expedia

    Tree-Scape Retreat – 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 $285 per night (USD)

    Expedia

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

    VRBO

    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)

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    Details
  • Willow Tree Cottage. Bright, Airy & Jazzy.
    From $473 per night (USD)

    Expedia

    Willow Tree Cottage. Bright, Airy & Jazzy.

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    This beautiful Cottage in leafy Bundanoon is spacious and charming. Sit inside or out, there is plenty of room. Pictures ...

    From $473 per night (USD)

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    Details
  • Grounds of Robertson. Stylish and Exclusive.
    From $748 per night (USD)

    VRBO

    Grounds of Robertson. Stylish and Exclusive.

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    9

    The Grounds of Robertson is a stunning, beautifully furnished home for larger groups or families. 3 seperate living area ...

    From $748 per night (USD)

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  • Winterlee in Wildes Meadow. Elegant. Exceptional.
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    Expedia

    Winterlee in Wildes Meadow. Elegant. Exceptional.

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Winterlee in beautiful Wildes Meadow is a first class, elegant home perfect for those that travel in style. Nestled on 1 ...

    Click For Pricing

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    Details
  • Quarry Hill Cottage, 1 minute walk into Berrima.
    From $310 per night (USD)

    VRBO

    Quarry Hill Cottage, 1 minute walk into Berrima.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Quarry Hill Cottage will sleep 6 people comfortably. Walk to town for dinner or drinks, or stay home and BBQ on the pati ...

    From $310 per night (USD)

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  • The Junction Canyonleigh. Idyllic Weekends
    From $350 per night (USD)

    Expedia

    The Junction Canyonleigh. Idyllic Weekends

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    The Junction is a stylish contemporary rural property with an abundance of wildlife! Where the Wollondilly and Paddys Ri ...

    From $350 per night (USD)

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    Details
  • Wine Country Cottage in the Southern Highlands
    From $245 per night (USD)

    VRBO

    Wine Country Cottage in the Southern Highlands

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Relax and unwind in our freshly renovated cottage located within minutes of the region's best restaurants, wineries and ...

    From $245 per night (USD)

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  • The Highland House
    From $994 per night (USD)

    VRBO

    The Highland House

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    16

    This stunning Highland home is a beautiful combination of stone, glass and timber. We are one of the few Southern Highl ...

    From $994 per night (USD)

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  • Rockwall - Pet-Friendly - Fire Pit
    From $302 per night (USD)

    VRBO

    Rockwall - Pet-Friendly - Fire Pit

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    2024 Award Winner - Best Country Property. With its large outdoor space for entertaining, TVs and couches aplenty insid ...

    From $302 per night (USD)

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    Details
  • Large, designer home that sleeps 22
    From $901 per night (USD)

    VRBO

    Large, designer home that sleeps 22

    Bedrooms:
    4
    Bathrooms:
    8
    Sleeps:
    22

    Built in the early 1900s, this impressive, large home equipped with a natural pool, outdoor entertaining, electric car c ...

    From $901 per night (USD)

    VRBO

    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)

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    Details
  • Hideaway Cottage - The perfect escape from the Southern Highlands
    From $361 per night (USD)

    Expedia

    Hideaway Cottage - The perfect escape from the Southern Highlands

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Located in the beautiful village of Moss Vale, Hideaway Cottage is full of country comfort and appeal with polished timb ...

    From $361 per night (USD)

    Expedia

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

    VRBO

    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)

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    Details
  • Gerron Park by Contemporary Hotels
    From $1112 per night (USD)

    VRBO

    Gerron Park by Contemporary Hotels

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    10

    This handsome Southern Highlands homestead is perfect for family escapes and sophisticated gatherings with friends. Perc ...

    From $1112 per night (USD)

    VRBO

    Details
  • Unwind at \Woodbury Lodge\
    From $183 per night (USD)

    VRBO

    Unwind at \"Woodbury Lodge\"

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Escape to this charming, architect-designed cottage nestled on 5 picturesque, English-inspired acres in the peaceful vil ...

    From $183 per night (USD)

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

    Expedia

    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)

    Expedia

    Details
  • Coppin Cottage Country Retreat🦜
    From $150 per night (USD)

    VRBO

    Coppin Cottage Country Retreat🦜

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    1950'scountry cottage. Suitable for families, pets, romantic getaway for couples. price is for 2 guests. When booking p ...

    From $150 per night (USD)

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    Details
  • Arcadian Farmstay - Southern Highlands River Retreat
    From $261 per night (USD)

    Expedia

    Arcadian Farmstay - Southern Highlands River Retreat

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Your retreat is a beautiful, self-contained, two bedroom cabin and is the perfect weekend or mid-week getaway in a seclu ...

    From $261 per night (USD)

    Expedia

    Details
  • Luxury Heritage Cottage In The Heart Of Town
    From $305 per night (USD)

    VRBO

    Luxury Heritage Cottage In The Heart Of Town

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    9

    Newly restored with all modern amenities. Curl up in front of the fire for a relaxing weekend or use as a base to explo ...

    From $305 per night (USD)

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    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
  • Glen Oak relaxing getaway
    From $360 per night (USD)

    VRBO

    Glen Oak relaxing getaway

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    Spacious and well-appointed house with 4 double bedrooms and 3 living areas. Plenty of room for families and friends to ...

    From $360 per night (USD)

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    Details
  • La Cabane in the Southern Highlands for a relaxing getaway.
    From $112 per night (USD)

    VRBO

    La Cabane in the Southern Highlands for a relaxing getaway.

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    La Cabane is a lovely space for a relaxing get away for two. The region offers great restaurants , pubs, wineries and bu ...

    From $112 per night (USD)

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    Details
  • Southern Highland NSW retreat
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    VRBO

    Southern Highland NSW retreat

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    8

    Peaceful - clean natural environment - re exergies yourself with clean fresh air from the Morten matinal park forest, w ...

    Click For Pricing

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    Details
  • Sensational Views - Best in the Southern Highlands
    From $229 per night (USD)

    Expedia

    Sensational Views - Best in the Southern Highlands

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Eco Living at its best A truly spectacular place with one of the most majestic, yet rugged, views in the Southern Highl ...

    From $229 per night (USD)

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    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
  • Stonington Cottage, Berrima
    From $318 per night (USD)

    Expedia

    Stonington Cottage, Berrima

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Stonington Cottage, Berrima - 4pm check out Sundays and Public Holidays, except Summer Season Stonington Cottage offer ...

    From $318 per night (USD)

    Expedia

    Details
  • Martha's ......... Your hideaway in the highlands.
    From $483 per night (USD)

    VRBO

    Martha's ......... Your hideaway in the highlands.

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Martha's is a 4 bedroom, 2 bath beautifully appointed home, centrally located in the Highlands only minutes away from Bo ...

    From $483 per night (USD)

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  • Sutton Forest Retreat
    From $3336 per night (USD)

    Expedia

    Sutton Forest Retreat

    Bedrooms:
    16
    Bathrooms:
    29
    Sleeps:
    60

    Set amongst 135 acres of tranquil bushland, Sutton Forest Retreat is an ideal escape for large groups of friends or fami ...

    From $3336 per night (USD)

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    Details
  • Sutton Forest Retreat - Sophie's Farmhouse
    From $1155 per night (USD)

    VRBO

    Sutton Forest Retreat - Sophie's Farmhouse

    Bedrooms:
    4
    Bathrooms:
    10
    Sleeps:
    20

    Set amongst 135 acres of tranquil bushland, Sutton Forest Retreat - Sophie's Farmhouse is an ideal escape for large grou ...

    From $1155 per night (USD)

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    Details
  • The Hideaway at Sutton Forest Retreat
    From $1248 per night (USD)

    Expedia

    The Hideaway at Sutton Forest Retreat

    Bedrooms:
    6
    Bathrooms:
    9
    Sleeps:
    20

    Holiday Rental Specialists are pleased to present The Hideaway at Sutton Forest Retreat which is ideal for families and ...

    From $1248 per night (USD)

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    Details
  • Sutton Forest Retreat - Jimmy's Homestead
    From $1144 per night (USD)

    VRBO

    Sutton Forest Retreat - Jimmy's Homestead

    Bedrooms:
    6
    Bathrooms:
    10
    Sleeps:
    20

    Set amongst 135 acres of tranquil bushland, Sutton Forest Retreat is an ideal escape for large groups of friends or fami ...

    From $1144 per night (USD)

    VRBO

    Details
  • Dixieland Estate - Country Retreat with Hot Tub + Games Room
    From $1124 per night (USD)

    VRBO

    Dixieland Estate - Country Retreat with Hot Tub + Games Room

    Bedrooms:
    5
    Bathrooms:
    8
    Sleeps:
    16

    Nestled in the heart of Berrima in the picturesque Southern Highlands of NSW, Dixieland Estate offers a blend of modern ...

    From $1124 per night (USD)

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  • 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)

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    Details
  • Farm Getaway Southern Highlands, Pet Friendly, Scottish Highland cattle, alpacas
    From $291 per night (USD)

    Expedia

    Farm Getaway Southern Highlands, Pet Friendly, Scottish Highland cattle, alpacas

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Somerton Barn – Stylish Farm Stay with Spectacular Views 🌅 Set on 300 acres of rolling farmland with breathtaking suns ...

    From $291 per night (USD)

    Expedia

    Details