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Cottage holiday rentals in Wingecarribee Shire Council

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Top-rated cottage rentals in Wingecarribee Shire Council

Guests agree: these cottages are highly rated for location, cleanliness and more.

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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

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.

4.84 out of 5 average rating, 211 reviews
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

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.

4.99 out of 5 average rating, 344 reviews
Top guest favourite
Cottage in Berrima

Lyre's Cottage | Private Berrima Escape

Beautifully appointed, Lyre’s Cottage is the perfect retreat in the idyllic Southern Highlands. The spacious studio features a generous living area, a secluded queen sleeping area, well-equipped kitchenette, slow-combustion fireplace, and private garden with an outdoor fire pit. Just a short stroll from the historic pubs, restaurants and cafés of Berrima village, Lyre’s Cottage offers the best of both worlds—village convenience in a peaceful bush setting, surrounded by native birdlife.

5.0 out of 5 average rating, 126 reviews
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

"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.

4.95 out of 5 average rating, 388 reviews
Top 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 Bundanoon

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.

4.97 out of 5 average rating, 326 reviews
Top guest favourite
A charming cottage is framed by lush greenery, featuring a distinctive round window and a warm wooden exterior. A welcoming outdoor seating area is set around a firepit, where smoke gently rises. Soft light reflects off the exterior, enhancing the tranquil atmosphere.
Cottage in Sutton Forest

Fantoosh

Welcome to your blissful getaway! This beautifully designed picture-perfect cottage is nestled in the heart of Sutton Forest, the ideal fit for anyone looking to relax and unwind. Enjoy the heated floors and an Internal fire at the press of a button. Firepit outside awaits, sizzle a steak or toast marshmallows under the stars. Snuggle up on the couch, stream a movie you never got to see or work on the super fast internet. Take a walk along the country lanes and enjoy the fresh air.

4.99 out of 5 average rating, 165 reviews
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

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.

4.98 out of 5 average rating, 484 reviews
Top guest favourite
A comfortable living area features a mix of seating options, including a blue couch and white armchair. A coffee table is adorned with books and decorative items. Large windows invite natural light, while a colorful rug adds warmth. A view of the garden is visible through the glass.
Cottage in Burradoo

Little Rosewood - Charming Private Cottage Bowral

Whether it's you’re first visit or a return stay at our blissful hideaway in the garden, you’ll always feel as if you’ve stumbled upon something special. Our delightfully appointed cottage is cosy and intimate, with the perfect amount of room for you to steal away by yourself, with the one you love, a girls' get together or with special friends or family. Close to everything the Highlands has to offer, yet quiet and tucked away, it's truly an escape from the city!

4.99 out of 5 average rating, 234 reviews
Top guest favourite
Cottage in Welby

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.

4.98 out of 5 average rating, 161 reviews
Top guest favourite
A charming entrance is framed by lush greenery, featuring a decorative gate that opens onto a pathway. The cottage, with a light exterior, is partially visible through the foliage, along with a cozy seating area beneath the trees, inviting relaxation.
Cottage in Berrima

"The Birdsnest Cottage" Berrima

"The Birdsnest" is located in the heart of the historic Berrima Village. "The Birdsnest" is an 1890s heritage listed building. The cottage is a calm and relaxing space with two bedrooms and two bathrooms. The cottage is located near popular Southern Highland wedding/function venues. Bendooley Estate is a 10 minute drive away. Peppergreen is a neighbour. The “Birdsnest”is perfectly located to explore Berrima and the Southern Highlands.

4.98 out of 5 average rating, 265 reviews
Top guest favourite
A charming cottage is nestled among lush greenery, highlighted by a staircase bordered with flowering plants. A large tree stands prominently, while manicured lawns and a backdrop of vibrant gardens enhance the peaceful outdoor setting.
Cottage in Fitzroy Falls

Converted Dairy Fitzroy Falls

The Dairy sits within approximately 9 acres of beautiful ,private gardens on a 29 acre property . The one bedroom cottage is light and bright with a small kitchen, a wood burning fire, reverse cycle airconditioning, ceiling fans and gas heating. There is additional accommodation in the Japanese Studio . NOT suitable for children or pets..20 mins to Bowral and Moss Vale Linen provided. Strictly non smoking property. STRA PID -6648

4.98 out of 5 average rating, 449 reviews
Guest favourite
Cottage in Bowral

Hopewood Cottage | Architecturally Designed

Designed by award-winning Tziallas Architects, this cottage is in a prime location! This gorgeous one-bedroom features a full chef's kitchen, a luxury king-sized bedroom, outdoor spaces to relax, and private off-street parking. Hopewood Cottage is located close enough to walk to pubs, restaurants and cafes, but tucked away from the hustle and bustle of town. insta: @hopewood_cottage

4.94 out of 5 average rating, 135 reviews

Popular amenities for cottage rentals in Wingecarribee Shire Council

KitchenWifiPoolFree parking on premisesAir conditioning

Cottage rentals with a hot tub

Top guest favourite
A collage showcases various elements of Ella Cottage, including a wooden sign featuring the cottage name, warm sunsets visible through decorative screens, and cozy interior details like a side table with a woven throw. A fire pit area is highlighted, along with a dessert display.
Cottage in Hill Top, Southern Highlands

Cosy country getaway-private hot tub, wine, b'fast

4.97 out of 5 average rating, 77 reviews
Guest favourite
A comfortable living area features two dark leather sofas with decorative cushions, arranged around a light wood coffee table. Large glass doors and windows invite natural light and provide views of the surrounding bushland, while light gray curtains frame the windows.
Cottage in Kangaroo Valley

Banksia Park Cottages - Echidna Cottage

4.9 out of 5 average rating, 21 reviews
Superhost
Cottage in Moss Vale

Little Possum Retreat | Spa, Fire & Pet Friendly

New place to stay
Superhost
A spacious cottage is reflected in the landscape, featuring a large overhanging roof and a bullnose verandah. Four lounge chairs are arranged on the porch, providing views of the surrounding native bush. A paved pathway leads to the entrance from the open grassy area.
Cottage in Kangaroo Valley

Banksia Park Cottages - Kookaburra Cottage

4.8 out of 5 average rating, 15 reviews
Superhost
A comfortable living area is presented with large windows, allowing natural light to fill the space. A coffee table sits between two dark leather sofas, complemented by decorative cushions. A ceiling fan and a television are also visible, with views of the surrounding bushland accessible through the windows.
Cottage in Kangaroo Valley

Banksia Park Cottages - Goanna Cottage

5.0 out of 5 average rating, 7 reviews
Superhost
A modern kitchen area is presented, featuring a stainless steel dishwasher, gas stove, and oven. A wooden dining table is accompanied by multiple chairs. Large windows allow natural light to illuminate the space, while a nearby shelf holds decorative items.
Cottage in Kangaroo Valley

Banksia Park Cottages - Wombats Cottage

4.67 out of 5 average rating, 3 reviews

Pet-friendly cottage rentals

Top guest favourite
The cottage exterior is shown, featuring a dark grey façade complemented by a vibrant green tree. A clear view of the expansive green hills can be seen in the background under a partially cloudy sky.
Cottage in Werai

Mungo Lodge, pet friendly and accessible

4.95 out of 5 average rating, 338 reviews
Top guest favourite
Cottage in Kangaroo Valley

The Rectory Park Cottage

5.0 out of 5 average rating, 648 reviews
Guest favourite
The cottage features a charming exterior with a welcoming porch and a distinctive green door. A bench is positioned on the porch, and white picket fencing borders the garden area. Soft lighting enhances the inviting atmosphere as dusk approaches, creating a cozy ambiance.
Cottage in Bowral

The Hidden Door Bowral Cottage - The❤️of Bowral

4.91 out of 5 average rating, 419 reviews
Top guest favourite
A kitchen space features a wooden dining table with curved chairs, complemented by a vase of yellow lilies. Natural light filters through a window adorned with a simple blind, while a sink and kitchen drawers are visible in the background.
Cottage in Kangaroo Valley

Tailor's Cottage | Kangaroo Valley

4.98 out of 5 average rating, 505 reviews
Guest favourite
Morning mist envelops the lush farmlands, revealing a cluster of buildings nestled among green trees. The spacious fields extend into the horizon, framed by dense forest, creating a serene rural environment.
Cottage in Fitzroy Falls

Twin Oaks Cottage - Fitzroy Falls NSW

4.9 out of 5 average rating, 271 reviews
Superhost
An outdoor deck is seen, featuring a round table with two chairs and a view of the garden. Sliding glass doors provide access to the interior living area, while greenery surrounds the space, enhancing the connection to nature.
Cottage in Kangaroo Valley

Myrtle Cottage, Kangaroo Valley

4.79 out of 5 average rating, 230 reviews
Guest favourite
A self-contained cottage is set amid a snowy landscape, surrounded by tall gum trees. A covered veranda extends from the cottage, with a driveway curving through the snowy ground, leading towards the property. The scene captures a peaceful, wintry atmosphere.
Cottage in Canyonleigh

Morton Park Rural Retreat

4.84 out of 5 average rating, 124 reviews
Top guest favourite
A charming cottage built in the 1890s showcases a wide, wrap-around verandah with decorative trim. Lush greenery surrounds the property, with a well-maintained garden visible in front. The structure features light-colored brick walls and a gabled roof, contributing to its quaint character.
Cottage in Kangaroo Valley

Auntie Eileen's Farm Cottage

4.99 out of 5 average rating, 96 reviews

Private cottage rentals

Top guest favourite
A cozy bedroom features sloped wooden ceilings and warm tones. A spacious bed with soft bedding is positioned against a window adorned with blinds. Two bedside tables with lamps flank the bed, complemented by a mirror and decorative wall art.
Cottage in Bundanoon

Pear Tree Cottage

4.95 out of 5 average rating, 413 reviews
Top guest favourite
The cottage's exterior is showcased, featuring a charming grey facade with a metal roof. A covered porch is accented by vibrant flowers and leafy greenery, while a gravel driveway leads to the entrance, enhancing the inviting atmosphere of the property.
Cottage in Mittagong

The Cottage at Nattai Lodge

5.0 out of 5 average rating, 139 reviews
Top guest favourite
An open-plan living area is showcased with black and white checkered flooring and a vibrant area rug. A dining table is set for meals, while a comfortable seating arrangement invites relaxation. Decorative mirrors and art pieces enhance the space along with natural light from the windows.
Cottage in Exeter

The Shack at Bimbimbi in semi rural Exeter.

4.98 out of 5 average rating, 188 reviews
Guest favourite
A spacious living area features a large, comfortable sectional sofa with decorative cushions. Natural light fills the room through multiple windows. A dining table for six is positioned nearby, while a cozy armchair and a gas heater provide warmth and comfort.
Cottage in Bowral

Blue Door Cottage @ Bowral - easy walk to town

4.91 out of 5 average rating, 128 reviews
Guest favourite
The kitchen area features white cabinetry and a modern stove. Decorative elements, including baskets and a framed artwork, enhance the space. A cozy seating option is positioned nearby, adorned with textured throws and neutral tones, while sunlight filters through a window, adding warmth.
Cottage in Mittagong

Pavilions Garden Cottages - Olaf and Tilia

4.95 out of 5 average rating, 147 reviews
Superhost
The cottage features a light-colored exterior with a metal roof, surrounded by lush greenery and seasonal flowers. Large windows complement the inviting facade, while outdoor seating areas are visible. The surrounding landscape includes a well-maintained garden and a clear blue sky enhances the charming rural ambiance.
Cottage in Sutton Forest

Cottage @ The Old Daffodil Farm

4.87 out of 5 average rating, 299 reviews
Top guest favourite
A rustic cottage is framed by lush greenery, showcasing weathered wooden siding and a metal roof. Large windows invite natural light, while a small seating area and barbeque are positioned on the front deck. Surrounding gardens feature a variety of ornamental plants.
Cottage in Jamberoo

Falls Cottage, in the rainforest at Jamberoo

4.98 out of 5 average rating, 396 reviews
Top guest favourite
A charming cottage exterior is framed by manicured green lawns and vibrant foliage. Double glass doors open onto a small patio with a table and chairs, inviting leisurely outdoor moments. A sheltering pergola and lush trees are visible in the background, enhancing the garden's tranquility.
Cottage in Burrawang

The Folly

4.98 out of 5 average rating, 294 reviews

Destinations to explore