Guesthouse holiday rentals in Bowral - Mittagong

A modern cabin features a wooden exterior set among tall, lush trees. A spacious deck with outdoor seating is visible, complemented by a barbecue grill nearby. A path of stepping stones leads through a grassy area to the entrance, enhancing a connection with nature.

4.98 out of 5 average rating, 248 reviews

Bespoke Highlands Cabin

Newly refurbished self-contained cabin combining the beauty of country with the comforts of town. Enjoy trees, abundant bird life, cosy fireplace, luxurious king bed, kitchenette, bath and tv. Exclusive use tennis court; Bowral's best walks at your doorstep; and 5 min drive to fine restaurants, pubs and great shopping. Easy access to Milton Park; Bong Bong Racecourse; Ngununggula Regional Art Gallery; Bradman Museum and Corbett Gardens. Private, cosy and beautiful, it's Bowral's hidden gem.

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A well-lit living area features a navy sofa adorned with colorful cushions. A wooden dining table is paired with cross-back chairs, while a substantial wall clock adds a touch of character. Nearby, a large television is positioned against a light-coloured wall, creating a cozy atmosphere.

4.98 out of 5 average rating, 120 reviews

The Croft on Elm - Bowral

Are you looking for a quiet place to stay whilst in the beautiful southern highlands town of Bowral? The Croft on Elm is a perfect, low cost option for a couple looking to get away and explore the town, or for a family trip away. An ideal place to stay when attending functions in the area as the location is easily accessible from the Bowral shopping area. This property is independent from the main house upstairs and you have full and private access to your own kitchen, bathroom and two bedrooms.

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A kitchen area is shown with contemporary cabinetry and a vibrant red backsplash. An induction cooktop and coffee machine are visible on the countertop. A dining table with metal and orange seats is included, along with a side door leading to another room.

5.0 out of 5 average rating, 203 reviews

Contemporary self contained apartment, Old Bowral

The Loft on Jasmine is a fully self-contained apartment, just 10 minutes walk from beautiful Bowral in the Southern Highlands of NSW. In the style of 'Old Bowral' the Loft is weatherboard, has raked ceilings, internal lining boards and sky lights. Hydronic heating , heated towel rail and underfloor heating in the bathroom keeps you warm in winter, while reverse cycle air conditioning maintains comfort in summer. There is a separate bedroom, kitchen with continental breakfast and lounge with TV.

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4.97 out of 5 average rating, 123 reviews

An open-plan living space features a modern kitchen with updated appliances, a dining area with a table and chairs, and a comfortable seating arrangement. Expansive glass doors provide a view of lush green hills and natural light, enhancing the room's airy feel.

Guesthouse in Mittagong

La Casetta - New Designer Guest House Mittagong

La Casetta, is a newly renovated self contained guest house in the sought-after Southern Highlands. Overlooking 50 acres of green hills, paddocks, picture perfect dams and views stretching to the south coast, this charming property is conveniently located just a 5 min drive to the main streets of Mittagong, Bowral and key wedding venues. The Italian inspired property has been renovated with contemporary furnishings, a brand new kitchen and 2 bathrooms. A large deck overlooking the stunning view

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A cozy sitting area features a blue sofa adorned with green cushions, facing vibrant artwork on the walls. A low bookshelf holds a collection of books. A small dining space is visible in the background, hinting at the kitchenette's functionality.

4.88 out of 5 average rating, 917 reviews

woodland retreat - guest studio

A chic space with Mt Gibralter as your backdrop, set in a garden full of birdlife and the occasional wallaby. We offer private accommodation, own entry through a shared garden, sitting room with a good selection of books and mags, Wifi and Bluetooth, kitchenette with a dining space, fresh bread and condiments, also on request an Air Fryer. 2 bedrooms and 1 bathroom. Very close to main wedding venues eg Bendooley Estate and Centennial Vineyards. Walking distance to Bowral centre.

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4.92 out of 5 average rating, 435 reviews

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.

Guesthouse in Burradoo

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.

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A contemporary two-bedroom guest wing features a warm wooden exterior, complemented by large windows. A pathway leads through a landscaped garden, framed by lush greenery. Sunlight casts a soft glow on the façade, highlighting the modern design and tranquil surroundings.

4.98 out of 5 average rating, 181 reviews

Contemporary Rural Luxury in Lush Garden

Nestled on the edge of beautiful Bowral, this contemporary two-bedroom space is your idyllic escape. Enjoy modern amenities, including an EV charger, in our stylish and sunny self-contained Guest Wing. Your backyard? Step out onto stunning walking trails in Mansfield Reserve and immerse yourself in nature's serenity. And you're just a 10-minute drive from Bowral's vibrant cafes and shops. This property offers the perfect blend of rural tranquillity and urban convenience.

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A lush garden path is flanked by vibrant pink flowering trees, leading through a well-maintained landscape. Green grass and neatly trimmed hedges create an inviting space surrounded by various plants and trees, providing a serene natural environment.

5.0 out of 5 average rating, 484 reviews

Buskers End

This cottage is nestled in a breathtaking 2.5 acre established garden. It is perfect for couples wanting to retreat from the world or it is close to Bowral and surrounding attractions including golf clubs and vineyards. The cottage is well appointed with all necessities, such as tea, coffee and toiletries. Large bathroom with spa bath and separate shower. Fully equipped kitchen Wifi Gas fire Air conditioning We would love you to wander and enjoy this beautiful property.

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4.96 out of 5 average rating, 286 reviews

The cottage exterior is framed by an array of seasonal foliage, with vibrant autumn leaves scattered across the gravel pathway. Potted plants line the entrance, adding a welcoming touch to the white brick facade and large windows that bring in natural light.

Guesthouse in Burradoo

Coppins Cottage - Your Southern Highlands Stay

A cosy cottage perfect for a weekend away. The cottage sleeps four people but more comfortably two and is separate to the main house, perfectly set up for your privacy. We are walking distance from Bowral centre and a 10-15 minute drive to all the wineries the Southern Highlands has to offer. We are here to make your weekend one to remember, indulge in our cosy cottage, sit back and watch TV and have a glass of wine from your complimentary bottle of wine on arrival.

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4.92 out of 5 average rating, 175 reviews

The Annexe at Beatrice Park, Bowral

Welcome to The Annexe at Beatrice Park Perfect for Couples or Solo Traveller’s ASK ABOUT OUR SPECIALS Nestled within the heritage-listed gardens of Beatrice Park, The Annexe offers a private retreat ideal for a weekend escape or an extended stay. Whether you're here for leisure or business, you’ll find The Annexe a tranquil and comfortable home away from home. Don’t BELIEVE US - Read our reviews

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A charming exterior is shown, characterized by a blend of brick and paneling. Flower beds with rose bushes are visible in the front yard, adding a touch of color. A spacious driveway leads up to a three-car garage, with trees and greenery surrounding the property.

4.89 out of 5 average rating, 102 reviews

Tudor-style Bowral studio

Welcome to our charming studio flat, nestled in a tranquil corner of Bowral. Enjoy the peaceful ambiance, fresh air and country living, all while being a five-minute drive or, if you’re feeling energetic, a thirty-minute walk from local cafes and shops. Set behind the free-standing garage, on the same property as our home. A new build completed in 2023, with modern amenities.

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A private cottage is set within a grassy landscape, surrounded by manicured shrubs and trees. A covered porch features seating, inviting relaxation. The exterior showcases a simple, functional design with a neutral brick façade and windows allowing natural light inside.