Holiday rentals with a kayak in Wingecarribee Shire Council

Unique, Peaceful Stables Conversion Woodlands

Charming transformed stables amidst bushland and paddocks, nearby premier wedding venues. Flexible space for couples, families or groups. Includes 2 rooms with cozy living areas and bedrooms, 2 bathrooms, and covered outdoor kitchen /dining area for your private use. Potbelly stove, dishwasher, BBQ, and all modern amenities for a comfortable stay. Unwind in the fire-pit-fed outdoor bath, by the crackling bonfire, or simply indoors with TVs or projector. Close to local attractions. Pets welcome.

Wine Country Cottage in the Southern Highlands

Relax and unwind in our freshly renovated cottage located within mins of the region's best restaurants, wineries and wedding venues. Outdoor activities are close including Boxvale Walking Track and Welby Mountain Bike Trails. After a day of exploring you can curl up by the gas fireplace or sip wine on the sundrenched verandah. Our well appointed kitchen features everything needed to cook a gourmet meal and our luxurious bedding will reward you with an excellent night’s sleep. Quaint and Cosy!

Liberté Farm - Winter luxury retreat for two

Escape to calm A beautiful country escape for two. Nature Lovers, Mountain bike Enthusiasts or those just seeking a little R&R. Located 1.5hrs from Sydney and 25mins from Berrima, Moss Vale and Marulan. Down a quiet County lane, you will find a private Country Estate behind a formal gated entrance. Enjoy exploring and relaxing on 125 pristine acres of green sweeping meadows adjoining 1.5km river frontage. This Grand spacious home offers everything a couple needs, furnished for luxury!

The Cottage Bowral

Country living at its best.Enjoy your stay at The Cottage only 6km from Bowral and 3km from Mossvale. Cecil Hoskins Nature reserve is at the bottom of the drive where you can also access the cycle track to Bowral. Wander around this 10acre property feed the goats and other animals. Tour the vegetable garden and sample some of the organic produce. You can also try your hand at catching Yabbies in the dam. After enjoying the local area relax in front of the fire with a glass of local red wine.

Sunnybank@Jingella - Eco cabin in Kangaroo Valley

Sunnybank, the original cabin on Jingella Estate, Kangaroo Valley, off-grid experience on 146 acres -private golf course, nature walks & wild swimming in our private creek rock pool. Sunnybank is a recently renovated 1 bedroom cabin that sleeps up to 2 King bed can be split into 2 singles on request Change to check in/out times -pls ask Ensuite Covered patio with outdoor dining Log fire Firepit Fan in bedroom TV Wifi BBQ Towels & linen Iron Fully-equipped kitchen - oven, microwave, cooktop

Pinebar Farm - big 3 brm barn, huge fenced yard.

Get away from it all when you stay under the stars and enjoy home away from home in nature at this pet friendly stay., This barn is located on a pretty 10 acres separate from the main house with a private dog safe yard. Pheasants Nest is located near the thriving town of Tahmoor, situated centrally from local shops, swimming holes, bush walking, the Southern Highlands, wineries, wedding venues, shops, markets, restaurants and more. Enjoy your private stay to unwind and relax.

Palya @ Jingella - EcoLuxe Villa - Kangaroo Valley

Jingella Estate, Kangaroo Valley offers new luxury country modern style accommodation - stunning views from every room & unique off-grid experience on 146 acres - private golf course nature walks & wild swimming in private creek rock pool. PALYA is a 2 bed villa sleeping up to 4. Rate is for one bedroom unless you book for 3-4 King beds unless you ask to split them at booking time Ensuites Covered patio Log fire Firepit Aircon TV Wifi BBQ Towels & linen Garment steamer

Yaama @ Jingella - EcoLuxe Villa - Kangaroo Valley

Jingella Estate, Kangaroo Valley offers new luxury accommodation - stunning views from every room & off-grid experience on 146 acres - private golf course, nature walks & wild swimming in our private creek rock pool. YAAMA a 3 bed villa sleeps up to 6 Rate is for two bedrooms unless you book for 5-6 King beds unless you ask to split them at booking time Ensuites Covered patio Log fire Firepit Aircon TV Wifi BBQ Towels & linen Garment steamer Fully-equipped kitchen

Osborne Manor

Escape to Osborne Manor — a refined Southern Highlands retreat where timeless architecture, curated interiors and luxurious comfort come together in the heart of Burradoo. This five-bedroom residence offers an elevated country escape designed for slow mornings, long lunches and relaxed evenings by the fire. Generous living spaces, elegant finishes and tranquil garden surrounds create a sense of warmth, privacy and effortless sophistication throughout.

Quarryman Cottage, Bowral

Steeped in history, this quaint late-1800s workman’s cottage was once home to the Mount Gibraltar Trachyte Quarries quarrymen, located at the foot of Mount Gibraltar in Bowral, in the heart of the Southern Highlands. Full of character and heritage charm, Quarryman Cottage is just a 10-minute walk to Bowral’s vibrant main street with its cafés, boutiques, and restaurants, and only minutes from the Bowral Swimming Pool and the scenic Cherry Tree Walk.

Kaya @ Jingella - EcoLuxe Villa - Kangaroo Valley

Jingella Estate, Kangaroo Valley offers new luxury accommodation with stunning views from every room and a unique off-grid experience on 146 acres incl. private golf course, nature walks & wild swimming in our private creek rock pool. KAYA is a 2 bedroom villa sleeps up to 4 Rate is for one bedroom unless you book for 3-4 King beds unless you ask to split them at booking time Ensuites Covered patio Log fire Firepit Aircon TV Wifi BBQ Towels&linen

Allawah @ Kangaroo Valley

Character filled mudbrick and timber home set on five acres of grounds in beautiful Kangaroo valley, a short distance from town. The owner's separate residence is located on the same property but you will have the house to yourself. Situated in a quiet and tranquil location, you will have access to all of the surrounding grounds and lawns.