
Guesthouse vacation rentals in Bowral - Mittagong
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Top-rated guesthouse rentals in Bowral - Mittagong
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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.
4.98 out of 5 average rating, 248 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.
4.97 out of 5 average rating, 119 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.
5.0 out of 5 average rating, 203 reviews
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
4.97 out of 5 average rating, 123 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.
4.88 out of 5 average rating, 917 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.
4.92 out of 5 average rating, 435 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.
4.98 out of 5 average rating, 181 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.
5.0 out of 5 average rating, 483 reviews
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.
4.96 out of 5 average rating, 285 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
4.92 out of 5 average rating, 175 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.
4.89 out of 5 average rating, 102 reviews
Cottage at Number 20 - Only minutes to Bowral
Enjoy tranquility in a quiet semi rural setting while only a few minutes from all the amenities and locations Bowral and the Southern Highlands has to offer. The private stand alone cottage is on a one acre property, separated from the main house, and set within lawns and gardens with a lovely outlook over paddocks and Mt Gibraltar. The perfect weekend getaway for couples.
4.99 out of 5 average rating, 446 reviewsPopular amenities for Bowral - Mittagong guesthouse rentals
Family-friendly guest house rentals

Chagall's Shed
4.96 out of 5 average rating, 224 reviews
The Shed @ Bowral
4.97 out of 5 average rating, 432 reviews
Kiamala Cottage
4.98 out of 5 average rating, 122 reviews
Kate’s Cottage with spectacular countryside views
4.96 out of 5 average rating, 214 reviews
Luxemburg Stables Guesthouse - Country Retreat
4.94 out of 5 average rating, 160 reviews
Alpha Cottage - Mittagong Escape
4.93 out of 5 average rating, 1002 reviews
Fresh, cosy studio cottage with fireplace and spa
4.91 out of 5 average rating, 506 reviews
The Cottage at Melrose Lodge
4.97 out of 5 average rating, 100 reviewsGuest house rentals with a patio

Chic Artist Studio in the Beautiful Bowral.
4.89 out of 5 average rating, 150 reviews
The Banksias - Stylish & Cosy Highlands Retreat
4.94 out of 5 average rating, 266 reviews
Farm stay at Melaleuca cottage
4.96 out of 5 average rating, 111 reviews
La Cabane-studio in the Southern Highlands
4.88 out of 5 average rating, 120 reviews
Harvest Moon Guesthouse-Minnamurra
5.0 out of 5 average rating, 256 reviews
The Snug in Historic Berrima. Couples only.
5.0 out of 5 average rating, 207 reviews
Coull Cottage 2-bedroom guesthouse in Picton CBD
4.95 out of 5 average rating, 344 reviews
Station Road Loft
4.92 out of 5 average rating, 110 reviewsGuest house rentals with a washer and dryer

♥️ Jens B&B ♥️
4.97 out of 5 average rating, 107 reviews
Longreach Riverside Retreat Cottage
4.98 out of 5 average rating, 145 reviews
Gorgeous Villa Starbright @Berry Showground
4.99 out of 5 average rating, 147 reviews
Modern chic studio in the escarpment of Keiraville
4.87 out of 5 average rating, 177 reviews
Jones Beach Bungalow
4.9 out of 5 average rating, 244 reviews
Windsor Cottage
4.92 out of 5 average rating, 399 reviews
Beach Kharma Kiama - Luxury garden 1 Bed Cottage
4.96 out of 5 average rating, 170 reviews
Little Lake Sands - Pet Friendly.
4.96 out of 5 average rating, 183 reviewsDestinations to explore
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