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Family-friendly holiday rentals in Wingecarribee Shire Council

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Wingecarribee Shire Council

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Top guest favourite
A spacious dining area is highlighted by a large wooden table that seats ten, surrounded by black chairs. Large windows offer sweeping views of the rural landscape and escarpments, with natural light enhancing the inviting atmosphere. A sleek fireplace is visible in the background.
Home in Kangaroo Valley
4.98 out of 5 average rating, 100 reviews

Nalya Kangaroo Valley - Stunning house & views

Escape your everyday and immerse yourself in the rural centre of Kangaroo Valley but know you are only 2.5 km from the village and all that it has to offer - cafes, fresh bread & coffee, general store, antiques & old wares, canoe hire and the Pub - that’s if you can drag yourself away from the open fires, expansive rural vistas & the stunning escarpment, and the ever changing light & sky. Large & stylish the property is perfect for friends and family gatherings. However it it cozy enough for a couple or family getway. The house can accommodate up to 8 adults and 2 children. All bedrooms have views. Bedroom Set Up (8 persons): Master Suite - King bed with ensuite and bath (open to bedroom) - large window to eastern valley Bedroom 2 - King bed or two single beds with ensuite - large window to escaparpments Bedroom 3 - King bed or two single beds - window looking out to eastern Valley Bedroom 4 - Two single beds - window to western paddocks There are two single fold out beds that can be used for two children. (These are the 9th & 10th persons and linen is provided). We leave these for the guests to place where best suits. Main house bathroom has a bath. The two separate living areas are large enough for everyone to be together but also enable separate entertainment environments. The main living area includes a dining table that comfortably seats 10, a stunning fireplace, extensive floor to ceiling windows, large lounges, TV and incredible views. This room is a pleasure no matter what the weather. The second living area has books, many board games, TV and Lego. The kitchen features a large gas stove, large oven, dishwasher, large fridge, bar fridge, Nespresso pod machine, rice cooker, sandwich press, Chasseur French Oven and extensive cookware. It's a fabulous kitchen for those that love to cook and the views are breathtaking. The central island bench in the kitchen is where everyone loves to gather and there are up to 10 stools. Internet access is generally excellent. It's a fabulous place to work from! The outdoor deck area has breathtaking views and includes a BBQ, smoker, fire pit and outdoor dining table. The large lawns are suitable for games and the house has croquet, quoits, jenga and bocce sets. There is a large trampoline (netted). Great river swimming is located 1km from the property (there are many great river swimming locations in the valley) and swimming towels are provided. The footpath from Kangaroo Valley village finishes at the property driveway enabling a flat walk or cycle to town (2.5kms to village centre). The house is surrounded by farms offering uninterrupted views. Note: Peak periods can have minimum night stays. If you are having trouble with your booking or require something different, send a message and I'll see what I can do. Animals on the property include chickens and cows. Policy number: PID-STRA-10977

Guest favourite
A bright kitchen features white shiplap walls and large windows that provide ample natural light. A round table with two chairs is set with a small plate, croissants, and a coffee cup. Potted plants and decorative artworks add character to the space.
Cottage in Burradoo
4.83 out of 5 average rating, 205 reviews

Luxstowe Cottage

Luxstowe House is a historic cottage surrounded by wild, sprawling gardens on acres of land hidden just 5 mins drive from Bowral. Brimming with beautiful artworks and an abundance of books - it's a home you will never want to leave! The sweet country cottage is set at the bottom of a tree-lined drive and below an old barn once used as a sculpture studio and now as a tree nursery. Only 1.5 hours from Sydney, it will transport you to another world so you can relax & recharge on your next getaway.

Top guest favourite
A modern barn stands amid a green landscape, with two donkeys grazing nearby. Large windows reflect the natural light, providing views of the surrounding trees and the tranquil setting. This peaceful scene is framed by the foliage of nearby plants.
Barn in Exeter
4.97 out of 5 average rating, 168 reviews

Basil's Folly

Hi I'm Basil. I live with my donkey family on a beautiful property in Exeter. Come and stay in a lovely private barn beside my paddock. It has 2 queen beds, a spacious & warm living area, with a kitchenette and a stylish bathroom. Escape the stresses of the modern world & enjoy the view over the pond. Curl up on the couch in front of the wood fire. Explore the delights of the Southern Highlands-cafes, restaurants, lovely drives and walks. We are only 10mins from beautiful Morton National Park.

Guest favourite
A tiny house positioned on a grassy area, featuring a large undercover deck with several outdoor chairs. Dense trees provide a natural backdrop, creating a sense of privacy amid the bushland. The structure is designed with a modern aesthetic, blending into the tranquil surroundings.
Tiny home in Tallong
4.93 out of 5 average rating, 346 reviews

Wildernest "T1" - Off-Grid Wilderness Experience

Looking for an adventure, an escape, or just an opportunity to reconnect with nature? ‘Wildernest’ offers a unique off-grid experience, staying in a tiny house (nicknamed "T1") nestled amongst the bushland on the edge of the Wingello Forest. A perfect sanctuary to relax and rejuvenate. Or as a base for an adventure - bush walking, mountain biking, wildlife spotting - or perhaps exploring the Southern Highlands foodie hot spots is more your thing. Come with friends and book Wildernest "T2" too!

Top guest favourite
A Hampton’s style cottage is showcased, surrounded by lush green landscaping. The white exterior features a dark roof and a stone fireplace. A spacious veranda runs along the front, providing shaded areas for relaxation amid the scenic countryside.
Farm stay in Moss Vale
5 out of 5 average rating, 226 reviews

Luxury Country Escape at Colyersdale Cottage

Set on a 350 acre cattle property 10 minutes from Moss Vale you will find this purpose built, luxurious Hampton’s style cottage. With a 2 car connected garage and indoor/outdoor sandstone fireplace, it comprises 2 large king bedrooms each with a walk-in robe and ensuite. There is ducted air conditioning, fully appointed kitchen, open plan living dining, concealed laundry, outdoor dining terrace, swinging seat and BBQ. Perfect for 2 couples or a family of 4 or 5. Message me for longer stays.

Top guest favourite
The spacious living area features a mix of cozy seating with a sofa, armchairs, and a coffee table. Large windows allow natural light to fill the room, and a wood heater provides warmth. A tasteful chandelier hangs from the ceiling above a warm color palette.
Cottage in Mittagong
4.99 out of 5 average rating, 329 reviews

Laurel Cottage, Southern Highlands

Experience this private stylish new two bedroom cottage nestled in a spacious park like setting. King and Queen beds, chef's kitchen, and comfy lounges. Relax by the fire with expansive views across rolling pasture to Gibbergunyah Nature Reserve. Located a short drive from Bowral, Berrima, Moss Vale and all the restaurants, shops, wineries with bush walks and bike tracks nearby. Your neighbours will be the local mob of kangaroos or newborn calves in the paddock adjacent to Laurel Cottage.

Top guest favourite
A wide view of a lush green field under a dramatic sky is presented, featuring a vibrant rainbow arching across the horizon. Dense trees line the edges, and distant hills are partially visible, with varying shades of green and gold from the sunlight filtering through the clouds.
Cottage in Woodlands
4.95 out of 5 average rating, 372 reviews

"The Burrow", Mittagong, Southern Highlands, NSW

“The Burrow” is a self-contained cottage on a 100 acre wildlife sanctuary just 5km from the centre of Mittagong. Once you arrive, it's just you and a few hundred kangaroos and a wombat or two. We invite you to take in nature at your own pace in this peaceful & private setting. “The Burrow” is a hand-built, mud-brick cottage set on the Southern Highlands of NSW. It's quirky yet very comfortable. With nature & wildlife all around we want you to feel like you're 1000 miles from anywhere.

Guest favourite
The cottage features a modern design with a welcoming entrance. A stone chimney complements the black exterior, while a covered porch invites relaxation. Lush greenery surrounds the property, which overlooks open fields with grazing animals in the distance, framed by tall trees.
Cottage in Exeter
4.97 out of 5 average rating, 313 reviews

Contemporary Country Experience

Contemporary country experience Enjoy the simplicity and restoration that rural peace offers without getting your hands dirty (*unless you want to!). This design inspired cottage provides a place for up to 6 people to take in the sunset sitting by the open fire, then wake to collect fresh eggs and watch the horses, cows and kangaroos graze, or wander down to the creek for a picnic. The cottage is fully enclosed in a fenced area 800m2. We have changed the fencing so none is electric.

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, 160 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.

Guest favourite
The exterior of the guesthouse is showcased, featuring light green siding, double barn-style doors, and two small windows. A wall-mounted light is positioned above the entrance. Neatly trimmed shrubs line the base, and a clear blue sky enhances the serene setting.
Guest house in Burradoo
4.92 out of 5 average rating, 415 reviews

The Stables at Long Paddock

The Stables is a self contained guesthouse situated on our family property in beautiful Burradoo. Suited to either a family of up to four or two couples, the guesthouse is fully equipped for a weekend away in the countryside. Located midway between Bowral and Moss Vale, the Stables is set on 10 picturesque acres and surrounded by unspoilt farmland, with views to Oxley Hill and surrounds - yet Bowral’s boutiques, homewares stores, restaurants and cafes are just 5 minutes away.

Top guest favourite
Farm stay in Exeter
4.99 out of 5 average rating, 134 reviews

Woodland Studio & Farm | Exeter NSW | Pet Friendly

Woodland Studio Exeter is set on a tree studded small farm 20mins from Bowral & only 3kms from charming Exeter Village. The perfect escape for a family of 4 OR romantic getaway for couples. Indulge inside or step outside to feed the Suffolk sheep & alpacas Albert & Archie, a highlight for many. Explore the farm, orchard, veg, beehives, bocce & native wildlife. Mid week rates, breakfast provisions, small dogs welcome - please ask. Highlife June 2025 Country Style Mag May 2022

Top guest favourite
A luxury outdoor spa is shown against a vibrant sunset backdrop. The round spa features an inviting whirlpool, with serene green fields and scattered trees visible in the distance.
Villa in Penrose
4.99 out of 5 average rating, 327 reviews

The Villa @ The Vale Penrose

Set on five acres of beautifully landscaped grounds in the Southern Highlands, The Villa @ The Vale Penrose is a refined country escape designed for couples seeking space, privacy, and understated luxury. Part of The Vale Penrose—an established boutique farm stay welcoming guests since 2019—the Villa offers a balance of contemporary design and rural tranquillity, with expansive interiors and uninterrupted views over rolling hills.

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