Cottage vacation rentals in Southern Highlands

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Top-rated cottage rentals in Southern Highlands

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Guest favorite
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
4.82 out of 5 average rating, 184 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 favorite
A cozy bedroom corner is highlighted by a spacious bed adorned with a colorful floral quilt and fluffy pillows. A stylish wall lamp provides soft lighting, while a potted plant adds a touch of greenery to the ambiance.
Cottage in Bowral
4.97 out of 5 average rating, 107 reviews

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. An abundant potager garden is perfect for guests to wander and harvest seasonal fruits, vegetables, and herbs. 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

Guest favorite
A modern gray structure is set against green pastures and distant hills. Large windows reflect natural light and provide views of the surrounding landscape. A wooden deck leads to a lawn area, featuring a firepit and seating, ideal for outdoor relaxation.
Cottage in Gerringong
4.92 out of 5 average rating, 496 reviews

Infinity on Willowvale

Gorgeous boutique stay in Gerringong. Custom-built for a couple, Infinity on Willowvale has a king-size bed, bath for two, private firepit, and a huge deck to take in the views and sunsets. Everything is designed for relaxation. Infinity is set among the rolling green hills on the idyllic Willowvale Road, which boasts dairy farms and the stunning Crooked River Winery. Ten minutes to Kiama and Berry on the NSW South Coast. Just 5 minutes from the beach, you'll feel a million miles from anywhere.

Top guest favorite
The living area features high wooden beams and an open plan layout, with two leather sofas arranged around a central coffee table. A patterned red and blue rug adds warmth, while large windows invite natural light and offer views of the surrounding countryside.
Cottage in Kangaroo Valley
4.99 out of 5 average rating, 307 reviews

The Stables @ Kookaburra House

‘The Stables @ Kookaburra House', is a unique and beautifully appointed barn style cottage located in a private setting amongst the tranquil country side of Kangaroo Valley. 5 km from Kangaroo Valley village and 1 km from the golf club. The Stables includes a large open fireplace, well appointed open plan country kitchen, spacious dining and lounge areas, outdoor fire pit, spacious grounds and breathtaking views of the valley from the outdoor furnished deck. Breakfast staples are provided.

Guest favorite
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, 332 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.

Top guest favorite
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
4.98 out of 5 average rating, 123 reviews

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.

Top guest favorite
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, 406 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 favorite
A weathered wooden dock extends over still water, bordered by lush greenery and distant trees. Reflections on the water create a serene atmosphere, while a steel railing leads towards the edge, inviting moments of contemplation surrounded by nature.
Cottage in Mittagong
5 out of 5 average rating, 293 reviews

Sedalia Farm Cottage - stunning rural retreat

Enjoy the serenity and truly picturesque backdrop of captivating rural vistas at this unique charming, private stand alone cottage that sits separately from the main farm house. It is only a short ten minute drive to Bowral or Mittagong. Wake up to the sounds of nature and enjoy the lush gardens that provides a quiet sanctuary in an incredibly tranquil location. Sedalia Farm has 3 Alpacas, 1 horse, 1 miniature donkey and 2 Huskies who all live on the property!

Top guest favorite
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
4.98 out of 5 average rating, 411 reviews

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

Top guest favorite
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
4.99 out of 5 average rating, 334 reviews

Falls Cottage, in the rainforest at Jamberoo

Falls Cottage was built by a Jamberoo local in the 1980s and has grown in charm and character with every passing year. We have lovingly restored it with a country cottage kitchen, hand crafted interior finishes, a comfortable mezzanine bedroom and a deck and barbeque area to maximise guests’ enjoyment of the beautiful rainforest surrounds. We now have an EV charging station on the property . Type 2 , up to 22 KW an hr. Costs apply .

Top guest favorite
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
5 out of 5 average rating, 104 reviews

The Cottage at Nattai Lodge

Relax or work remotely in this stunning yet cosy cottage with its beautiful location on 1 acre of landscaped gardens, in the NSW Southern Highlands. The Cottage at Nattai Lodge has NBN, log fireplace, loft bedroom with vaulted ceilings, beautiful country kitchen with all the mod cons plus a dedicated work area if you'd like a mid week work escape.

Top guest favorite
A dining room is filled with natural light, featuring a large wooden table surrounded by four wooden chairs. A bookshelf lined with various books occupies one wall, complemented by potted plants that add a touch of greenery.
Cottage in Moss Vale
4.99 out of 5 average rating, 140 reviews

Fox Cottage, Moss Vale

Fox Cottage is just a five minute walk to pubs, restaurants and lifestyle stores in Moss Vale. This 110 year old country cottage is filled with old and new treasures to give you a home away from home in the Highlands. The railway station with direct trains to Sydney is within easy walking distance.

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