
Wingecarribee Shire Council Rentals

- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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)VRBO
- 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)Expedia
- 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)VRBO
- 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
- 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)VRBO
- 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)Expedia
- 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)VRBO
- Click For Pricing
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 PricingExpedia
- 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)VRBO
- 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)Expedia
- 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)VRBO
- 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)VRBO
- 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)VRBO
- 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
- 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
- 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
- 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)VRBO
- 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
- 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)VRBO
- 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
- 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)VRBO
- 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
- 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)VRBO
- 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
- 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)VRBO
- 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)VRBO
- Click For Pricing
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 PricingVRBO
- 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)Expedia
- 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
- 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
- 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)VRBO
- 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)Expedia
- 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)VRBO
- 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)Expedia
- 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
- 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)VRBO
- 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
- 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