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House holiday rentals in Wingecarribee Shire Council

Find and book unique houses on Airbnb

Top-rated house rentals in Wingecarribee Shire Council

Guests agree: These houses are highly rated for location, cleanliness and more.

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Guest favourite
The cottage exterior features a dark blue facade with white French doors opening onto a wooden deck. Two Adirondack chairs are positioned outside, surrounded by neatly arranged shrubs and gravel landscaping with decorative stones.
Home in Moss Vale
4.92 out of 5 average rating, 114 reviews

Cottage on Kings

Cottage on Kings is situated on Moss Vale's premiere street. A short stroll to cafes, bars, homewares and fashion boutiques and 2kms to The Briars, the highlands most popular country pub. A one bedroom cottage with seperate living area, kitchenette and large deck overlooking a beautiful oak tree. Luxe Queen bed and large linen sofa, cushions, blankets will ensure you relax in comfort. TV in bed or on the lounge. Bluetooth and wifi for streaming music, or your favourite program in peace.

Top Guest favourite
Home in Mittagong
5 out of 5 average rating, 105 reviews

Views, 4/5 queen bedrooms and a boutique vibe

Welcome to BBH - with multiple living spaces, fully equipped kitchen with coffee machine, pool table, ducted heating & fans, north facing and made for relaxing. Lush gardens and private setting, hot tub & firepit. **Please note: For 4 bedrooms/ main house, select up to 8 guests. To book the separate Shack/5th bed, select 9 guests, price will automatically update. Rates includes cleaning and linen. If not booked, Shack remains empty - property is all yours. Licence number PID-STRA-8519

Guest favourite
Home in Bowral
4.99 out of 5 average rating, 146 reviews

The Cottage: luxury & Heritage in Bowral's heart

Immerse yourself in the quintessential Bowral lifestyle. 'THE COTTAGE' combines historic elegance & charm with custom curated equine themed luxury decor brands, positioned perfectly for those attending weddings, exploring 'Tulip Time' or seeking a sophisticated village haven. This spacious & cosy 3 bedroom home accommodates 6 guests in the exclusive high-end 'old Bowral', featuring a ready-to-light fireplace, a large entertaining deck & a quiet, tranquil tree-lined central location to the CBD

Top Guest favourite
Two wooden lounge chairs are positioned on a grassy area, providing a view of the expansive landscape. Rolling hills and a gentle river can be seen in the distance, framed by lush trees and colorful foliage under a clear blue sky.
Home in Kangaroo Valley
4.98 out of 5 average rating, 124 reviews

Romantic hideaway at HAMPDEN HOUSE

This magnificent country home provides a blessed setting for an unforgettable Kangaroo Valley experience .The comforts of modern country living with all the charm of yesteryear .Your own private POOL,sun dried linen wood fire ,treats of French bubbly and locally handmade chocolates await you .WiFi,coffee machine ,three acres of gardens and lawns,RIVER FRONTAGE .Hampden House is only a 10 min stroll or bike ride to the village and get remains a peaceful little world of its own. PID-STRA-589

Top Guest favourite
The exterior of a charming cottage features a covered porch with a comfortable bench and a rocking chair. Lush greenery and white flowering plants frame the entrance. A few steps lead up to the inviting front door, enhancing the welcoming appearance of the home.
Home in Kangaroo Valley
4.99 out of 5 average rating, 168 reviews

Rosewood Cottage - on a working regenerative farm

Renovated 2 bedroom 1930s Cottage, perched on the gentle slopes of a lush 120 acre working regenerative farm, where happy sheep and cows graze on chemical-free pasture. Relaxing, family-friendly, off-grid, with breathtaking views of the beautiful Kangaroo Valley escarpment. Only 4kms from the charming Kangaroo Valley Village and 20min from historic Berry and its nearby beaches. Rosewood Cottage will offer you a comfortable and cosy stay with everything you need for a short getaway.

Top Guest favourite
A charming guest accommodation is visible, featuring weatherboard walls and a pitched roof. Large glass doors provide access to the interior, framed by neatly trimmed hedges and a small garden area. Surrounding greenery contributes to a sense of tranquility.
Home in Bowral
4.9 out of 5 average rating, 421 reviews

The Potting Shed at Bunya House Bowral

The Potting Shed at Bunya House is a gorgeous purpose built guest accommodation with every amenity covered to make your stay in Bowral an enjoyable one. Positioned overlooking a beautiful vegetable garden designed by the renowned Australian garden designer Paul Bangay, The Potting Shed with it's polished concrete floors, weatherboard walls, king bed and kitchenette with breakfast making facilities is the perfect spot for a mini vacay. Parking on site, and an easy walk to town.

Guest favourite
An architectural structure is framed by tall trees, featuring a distinctive glass wall that provides a view of the surrounding landscape. A large natural rock sits prominently in the gravel driveway, complementing the modern design of the house.
Home in Kangaroo Valley
4.98 out of 5 average rating, 105 reviews

The Lair - luxury retreat with stunning views

The Lair, Kangaroo Valley is situated on 14 acres of pristine bushland. Nestled high it enjoys 180 degrees views into the Valley below. Architecturally designed, by Alexander Michael, with a Scandi aesthetic. Featuring 6 metre high ceilings, polished concrete floors and birch ply walls, along with extensive use of glass that adds a wonderful sense of space and warmth, allowing the light to stream in from sunrise to sunset. It offers the perfect getaway Winter or Summer.

Top Guest favourite
A two-storey manor is set against a backdrop of tall green trees, with a well-kept garden adorned with a variety of plants. The driveway leads to a detached garage, showcasing a harmonious blend of natural and architectural elements within the outdoor space.
Home in Mittagong
4.95 out of 5 average rating, 100 reviews

Stunning Highlands Manor-Accommodates 2-12 people

A Quintessential Southern Highlands property on the sunny slopes of Mt Gibraltar. A magnificent two-storey manor, exquisitely furnished, surrounded by picturesque gardens featured in several house & garden magazines over the years. Just moments from the convenience of Bowral & Mittagong town centres, popular wedding venues, wineries and amazing restaurants. Ideal venue for group family/friends get-togethers, wedding stays, golf weekends & the likes

Superhost
A welcoming outdoor area is presented with a covered porch featuring comfortable seating and a small table. Neatly trimmed hedges line the space, framed by planters. The lawn extends beyond the porch, creating an inviting outdoor environment.
Home in Welby
4.9 out of 5 average rating, 310 reviews

A Cheerful 3 Bedroom, Newly Renovated Cottage

A cheerful 3 bedroom, newly renovated, and self-contained cottage awaits! Nestled in the heart of the stunning Southern Highlands, within minutes of the regions best restaurants, wineries and cafes. Take a 10 minute walk to Artemis Wines or enjoy nature and the beautiful views along the Boxvale Bush Track just a short walk from your stay. The Town Centre is under 2km away with access to local shops, Woolworths and Boutiques.

Guest favourite
A historic cottage is partially obscured by lush greenery, featuring a classic corrugated iron roof. A well-maintained garden surrounds the property, showcasing established trees and shrubs. The front yard includes a grassy area with a vibrant yellow flowering bush, creating a natural and inviting setting.
Home in Berrima
4.89 out of 5 average rating, 257 reviews

'Rosevilla' in Berrima.

Built in 1883, this gorgeous historic cottage is right in the heart of Berrima village, within easy walking distance of exceptional restaurants and cafes, quaint local shops, historic buildings, the beautiful river and Australia's oldest continually licensed inn. Bendooley Estate is only a 5-minute drive away, making the cottage an ideal choice for wedding guests. Numerous wineries and Berkelouw Book Barn are all close by.

Top Guest favourite
A serene bedroom setting features a spacious bed layered with white linens and decorative pillows in soft tones. A textured pink throw drapes casually over the bed. Above, a black-and-white photograph depicting a tree-lined path adds a contemplative touch.
Home in Bowral
4.99 out of 5 average rating, 123 reviews

Hall House – A place for private luxury relaxation

Our boutique home is a gorgeous secluded recently fully renovated ultra-luxury three bedroom cottage with Italian Tiles and Plush Carpet which are both underfloor heated together with Dimmable Downlights throughout, ideal for anyone wanting to escape to the country for luxury relaxation with private indoor and outdoor dining, gardens and a new six seater 81 jet luxury heated Hydrotherapy spa.

Guest favourite
A spacious outdoor deck is showcased, featuring a small table with two chairs set for a meal. An expansive view of the Kangaroo Valley escarpment is visible in the background, with the warm hues of sunset casting a serene glow across the landscape.
Home in Kangaroo Valley
4.98 out of 5 average rating, 227 reviews

The Tailor's Terrace | Valley Views | Fire Pit

A beautifully designed architect home with sweeping escarpment views, rated 4.98 stars by 200+ guests and an Airbnb Guest Favourite. Sleeps 5 across 2 bedrooms – each with a private ensuite – plus a third bathroom, fire pit, BBQ deck, full laundry and a backyard. 81 Mbps WiFi. 100m to the village. Community pool across the road. Can be booked with The Tailor's Cottage for up to 7 guests.

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