
Guest house holiday rentals in Southern Highlands
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Top-rated guest house rentals in Southern Highlands
Guests agree: these guest house rentals are highly rated for location, cleanliness and more.

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.
LocationFamilyView
4.98 out of 5 average rating, 248 reviews
Kiamala Cottage
Nestled in the heart of picturesque Burradoo, Kiamala Cottage is located on the property of a cherished 19th-century Southern Highlands homestead. This charming property exudes timeless elegance, offering guests the opportunity to embrace its historic charm and refined living. The beautifully presented cottage is surrounded by meticulously landscaped gardens and a thoughtfully designed sitting area. A striking outdoor fireplace invites aperitivo by the fire, soaking in the serene outdoor space.
LocationFamilyIndoor spaces
4.97 out of 5 average rating, 114 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
FamilyValueAccess
4.97 out of 5 average rating, 123 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.
ValueLocationQuiet
4.97 out of 5 average rating, 118 reviews
Harvest Moon Guesthouse-Minnamurra
Welcome to HarvestMoon, our stylish guesthouse and couples retreat built with heart and soul. We completed Harvest in January 2022, so this is a new beginning for ourselves and guests-we look forward to welcoming you! The space is sheltered by our majestic lemon-scented ghost gum, which hosts a variety of birdlife, that you can watch from your own private deck. Do so why your bbq is cooking, or unwind in a bubblebath while watching the stars. HarvestMoon was a finalist for 2023 Host of the Year
ValueLocationAmenities
5.0 out of 5 average rating, 255 reviews
Farm stay at Melaleuca cottage
Escape to our cozy cottage on a 100-acre farm, where mountain views greet you at every turn. Cool off in the plunge pool or soak in the wood-fired hot tub under open skies. As the sun sets, gather around the fire pit and enjoy the tranquility of the starlit night. Surrounded by Nattai National Park, you’ll be immersed in nature – with birdsong, fresh air, and stunning scenery. Whether you're after adventure or a peaceful retreat, this setting offers the perfect blend of comfort and relaxation.
LocationDecorCheck-in
4.96 out of 5 average rating, 109 reviews
The Banksias - Stylish & Cosy Highlands Retreat
Cosy up in this contemporary yet homely self-contained, split-level guesthouse, styled with a sleek Australiana feel. A former artist's studio, the space features soaring ceilings and an abundance of natural light. Best of all is the location - The Banksias is a mere 5 minute walk to Mittagong town centre, where fabulous cafes and restaurants await. Also within an easy stroll are Mount Gibraltar and Lake Alexandra with their stunning bushwalking tracks, and only a 5 minute drive into Bowral.
FamilyValueDecor
4.94 out of 5 average rating, 260 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.
ValueLocationIndoor spaces
4.92 out of 5 average rating, 432 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.
FamilyLocationAccess
4.98 out of 5 average rating, 179 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.
FamilyLocationAmenities
5.0 out of 5 average rating, 480 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.
ValueFamilyParking
4.96 out of 5 average rating, 282 reviews
Chagall's Shed
A rustic hideaway at the bottom of our half-acre garden under gum trees filled with native birds. There's a small private garden at the rear, a sprawling vege patch and the fire pit in front. The 5x8 metre building has a small ensuite and bar fridge. There's no TV but the WIFI is fast and a projector with HDMI connection is discretely placed to project streamed cinema onto the wall. We are just 2km from the town's best cafes and Mittagong Station.
LocationValueHospitality
4.95 out of 5 average rating, 222 reviewsPopular amenities for guest house rentals in Southern Highlands
Family-friendly guest house rentals

woodland retreat - guest studio
FamilyValueHiking
4.88 out of 5 average rating, 914 reviews
Alpha Cottage - Mittagong Escape
FamilyLocationHeating
4.93 out of 5 average rating, 999 reviews
The Treehouse Studio
FamilyLocationParking
4.99 out of 5 average rating, 217 reviews
JACARANDA AT JAMBEROO
LocationValueAccuracy
4.95 out of 5 average rating, 208 reviews
The Shed @ Bowral
LocationFamilyPool
4.97 out of 5 average rating, 430 reviews
Uninterrupted ocean view, private & quiet. Relax.
LocationFamilyLong stay
4.93 out of 5 average rating, 304 reviews
Contemporary self contained apartment, Old Bowral
LocationFamilyHiking
5.0 out of 5 average rating, 201 reviews
Dunrana Cottage Bowral
LocationValueCondition
4.85 out of 5 average rating, 375 reviewsGuest house rentals with a patio

Private 2 Bedroom Cottage
LocationFamilyBiking
4.89 out of 5 average rating, 245 reviews
Tudor-style Bowral studio
ValueLocationParking
4.89 out of 5 average rating, 98 reviews
The Snug in Historic Berrima. Couples only.
LocationBreakfastAccuracy
5.0 out of 5 average rating, 205 reviews
Chic Artist Studio in the Beautiful Bowral.
FamilyValueAir conditioning
4.89 out of 5 average rating, 149 reviews
Station Road Loft
LocationFamilySolo travel
4.93 out of 5 average rating, 109 reviews
La Cabane-studio in the Southern Highlands
ValueFamilyHospitality
4.88 out of 5 average rating, 118 reviews
Coull Cottage 2-bedroom guesthouse in Picton CBD
ValueFamilyIndoor spaces
4.95 out of 5 average rating, 339 reviews
No16 | Pizza Oven Hire, Hot Outdoor Shower, Beach
LocationValueTV
4.96 out of 5 average rating, 102 reviewsGuest house rentals with a washing machine and dryer

The Annexe at Beatrice Park, Bowral
ValueLocationHiking
4.92 out of 5 average rating, 175 reviews
Cottage at Number 20 - Only minutes to Bowral
ValueLocationOutdoor spaces
4.99 out of 5 average rating, 446 reviews
Gorgeous Villa Starbright @Berry Showground
FamilyValueWalkability
4.99 out of 5 average rating, 145 reviews
♥️ Jens B&B ♥️
FamilyLocationDecor
4.97 out of 5 average rating, 107 reviews
Longreach Riverside Retreat Cottage
FamilyValueSleep quality
4.98 out of 5 average rating, 145 reviews
Windsor Cottage
FamilyLocationAccess
4.92 out of 5 average rating, 397 reviews
Beach Kharma Kiama - Luxury garden 1 Bed Cottage
FamilyValueCheck-in
4.96 out of 5 average rating, 167 reviews
Jones Beach Bungalow
FamilyLocationBeach
4.9 out of 5 average rating, 241 reviewsDestinations to explore
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- Wollongong Beach
- Coledale Beach
- Windang Beach
- Wombarra Beach
- Jamberoo Action Park
- Sea Cliff Bridge
- Killalea Beach
- Bombo Beach
- Kangaroo Valley Golf And Country Retreat
- Merribee
- Jones Beach
- Ocean Farm
- Fo Guang Shan Nan Tien Temple
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- Shoalhaven Zoo
- Stanwell Park Beach
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- Kiama Surf Beach
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