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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, 105 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
4.84 out of 5 average rating, 209 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, 181 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.

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, 230 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
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
4.94 out of 5 average rating, 380 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, 319 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.

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, 422 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
A horse wearing a gray blanket stands near a wooden fence, surrounded by lush greenery and paddocks. Tall trees provide shade, and a clear blue sky with scattered clouds enhances the rural landscape. The paddocks extend into the background, dotted with additional trees.
Barn in Penrose
4.96 out of 5 average rating, 164 reviews

The Shed at Penrose

Cosy self Contained Apartment on a small 5 acre working horse training property based in Penrose, Southern Highlands NSW Our apartment can accomodate a couple or a family of 4 making it an easy choice for somewhere to stay whilst visiting the beautiful Southern Highlands. Be greeted in the morning by our small family of horses or bring your own horses for a riding holiday, where an accredited coach is also available for lessons and the Penrose forest is on our doorstep.

Top guest favourite
A charming cottage is nestled among mature trees and lush greenery. A welcoming porch is visible, framed by garden beds and wooden fencing. The sloped roof and white exterior contribute to a peaceful, inviting ambiance in this tranquil garden setting.
Cottage in Berrima
4.98 out of 5 average rating, 474 reviews

Ardleigh Cottage in Berrima Village

Situated in the heart of historic Berrima, Ardleigh Cottage offers the discerning traveller all of the comforts of home in a tranquil and relaxing garden setting. Quiet yet very close to the many attractions of Berrima, this private abode is the perfect place for your Highlands stay. A historic pub, a cellar door, galleries, speciality shops, cafes, restaurants, historical places of interest and beautiful bush walks are all within walking distance from the cottage.

Top guest favourite
Several kangaroos are visible in a grassy paddock, with a mix of adults and young joeys. The landscape features a soft blurred background of trees and meadows, enhancing the serene rural setting.
Bungalow in High Range
4.97 out of 5 average rating, 414 reviews

Wombiombi Cottage

Free standing one bedroom cottage with large windows overlooking paddocks dotted with kangaroos. Situated 10 minutes from Berrima and Bowral - very handy for wedding guests. On the Southern Highlands Wine Trail. A quiet and tranquil getaway. Compressed/recycled cement driveway, suitable for all cars. Native Ducks, Kookaburra's, Eastern and Crimson Rosellas, Kangaroos and Wombats in abundance. Wood fired heating or air conditioned and wi-fi (Star Link) connected.

Top guest favourite
A couple stands closely together in a lush garden, surrounded by vibrant greenery and decorative stone features. In the background, a charming glass structure with a gabled roof is nestled among the trees, contributing to the serene atmosphere of the setting.
Place to stay in Fitzroy Falls
4.99 out of 5 average rating, 627 reviews

Japanese Studio Fitzroy Falls

Relax in our private beautiful Japanese Studio , open plan bedroom and living room with seperate small bathroom. NOT suitable for children or pets. The Studio has a bar fridge , microwave, toaster, coffee pod machine and kettle. No kitchen. .Enjoy stunning 9 acres of gardens . Perfect location for photo shoots, wedding & ceremonies We also have 'The Dairy' which is a 1 bedroom (1 queen bed) cottage with a kitchen and fireplace. Strictly Non smoking. STRA 6648

Top guest favourite
Cottage in Welby
4.99 out of 5 average rating, 139 reviews

The Carriage House at Welby Park Manor

The Carriage House at the historic homestead, Welby Park Manor has been lovingly restored and renovated. Oozing with character and charm, the Carriage House is self-contained, private, dog-friendly and fully fenced. On-site parking is available, wood is supplied for the slow-combustion fireplace and outdoor fire pit. you will be welcomed with drinks on arrival. Need extra accommodation? please look up The Chapel, (on the same property), on Airbnb.

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