Guesthouse vacation rentals in Southern Highlands

5 out of 5 average rating, 190 reviews

A modern bathroom features a freestanding bathtub against a textured stone wall. A skylight illuminates the space, complemented by elegant fixtures in brushed brass. A round sink is situated on a wooden vanity, alongside a small plant on a wooden stool, creating a serene atmosphere.

Guesthouse in Minnamurra

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

A functional kitchenette is presented with sleek surfaces and modern appliances. The space includes a microwave, kettle, toaster, and single induction cooktop. Open shelving displays cookware and utensils, while a small table offers extra preparation space. The large window allows ample natural light.

4.93 out of 5 average rating, 142 reviews

Luxemburg Stables Guesthouse - Country Retreat

Newly renovated 38sqm separate dwelling situated away from the main house on a leafy acre set back from the street. This private, open plan space is an easy 1km walk to Bowral shops, cafes, restaurants and station. Close to Cherry Tree Walk that winds around 'Old Bowral' to Bradman Oval with several lovely side walks leading back to town. A very short drive to local wineries, golf clubs and the Mt Gibraltar lookout and walking tracks. Perfect for visiting wedding guests or a country escape.

Guesthouse in Saint Georges Basin

The exterior of the studio apartment is surrounded by lush greenery, featuring a variety of tropical plants and ferns. The building's modern design is complemented by natural elements, with tall trees providing a serene backdrop.

4.97 out of 5 average rating, 185 reviews

Island Point Studio

Brand new architect designed studio apartment. Situated on the shores of the beautiful St Georges Basin, this stunning apartment sleeps 2 guests and is the ideal coastal getaway. Kayaking, nature walks, bike trails are all on your doorstep ( two fully equipped kayaks provided ) A 1 min drive will see you either at the boat ramp or the large IGA/bottle shop. The boutique town of Huskisson/Jervis Bay/Boodaree National Park, Hyams beach are a mere 10 minute drive from the studio.

4.95 out of 5 average rating, 109 reviews

A garden area features a stone-paved patio surrounded by lush green shrubs and flowering plants. A circular firepit is present at the center, with seating provided by two wicker chairs tucked nearby. A covered verandah is seen in the background, enhancing outdoor comfort.

Guesthouse in Kiama

Beach Kharma Kiama - Luxury garden 1 Bed Cottage

Luxurious cottage built for family and friends to enjoy our beautiful south coast. In the true spirit of Airbnb we invite you to stay too. Designed with privacy and comfort in mind, kick back and relax in this calm, stylish space. Hampton style beach cottage with separate entrance, at side of main house, overlooking shared tropical garden. 3 mins walk to Kendalls Beach. Fully self-contained with verandahs to relax and catch the sea-breeze. Ideal seaside couples retreat.

4.98 out of 5 average rating, 122 reviews

A bright living area features hardwood accents with a medium-toned table, complementing a sleek television mounted on the wall. Two framed artworks in soft hues hang above a low table, while a small plant adds a touch of greenery, enhancing the inviting ambience.

Guesthouse in Vincentia

Summercloud Guest House, Vincentia

Relax in this brand new beautiful, sunny north facing guest house with luxurious amenities. Enjoy complete privacy on the deck overlooking landscaped gardens. Summercloud is a short 2 minute level stroll to Collingwood Beach, and a 5 minute drive to the cafes and shops of Huskisson. The glorious glittering white sands of Hyams Beach and Booderee National Park a 10 – 15 minute drive. Perfect for a romantic couples getaway and everything you need for a long term stay.

4.93 out of 5 average rating, 339 reviews

An inviting pool is surrounded by lush greenery and manicured lawns. Two lounge chairs are positioned under a large umbrella, providing shaded seating. The pool area is enclosed by a decorative fence, enhancing privacy.

Guesthouse in Berry

Windsor Cottage

Cosy, country cottage style two bedroom cottage within easy 1km walk to Berry town centre. Would suit a couple with two children or two couples. A great base for accessing all the area has to offer. Recently refurbished with new carpet, paint and kitchenette. Access to pool and outdoor entertaining area. Friendly local hosts who are happy to recommend attractions including beaches, wineries, restaurants and the amazing new Boongaree Rotary Nature Park.

A lush garden path meanders through vibrant greenery, bordered by colorful flowers and plants. Tall trees provide shade, while decorative stones line the edge of the pathway, creating a natural, inviting space that encourages exploration and relaxation.

4.88 out of 5 average rating, 833 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, 2 bedrooms and 1 bathroom. Very close to main wedding venues eg Bendooley Estate and Centennial Vineyards. Walking distance to Bowral, and close to Mittagong .

4.94 out of 5 average rating, 176 reviews

The outdoor pool area is surrounded by a neat, paved deck. Lush greenery and potted plants line the edges, while a shaded seating area offers a place to relax. A small rock feature adds texture to the landscape, complementing the tranquil water.

Guesthouse in Engadine

Suburban Bush Retreat Guest House

Comfortable, small self-contained guest house behind and separate to our family home, with access to the pool and entertainment area. In the leafy suburb of Engadine, in Sydney's south, our property is located on the doorstep of the Royal National Park and Heathcote National Park. Either relax by the pool or spend the day walking in the National Parks (or both), or simply stay with us if you're looking for a comfortable bed in the area.

Superhost

A spacious wooden deck extends from the guest house, featuring a small outdoor dining setup with bar stools and a table. The white exterior of the house contrasts with the lush greenery of palm trees in the background, creating a serene environment.

Guesthouse in Kiama Heights

4.81 out of 5 average rating, 140 reviews

Heights Guesthouse - Hideaway in Kiama Heights

Hide away amongst the palm trees and listen to the surf roll in. A cosy, fully-equipped guest house, dripping with light and kitted out with everything you need for an idyllic beach getaway. A 5 minute walk to stunning coastline walking tracks, 15 minutes down to the crystal clear waters of Easts Beach, a 4 minute drive to Kiama townships pristine beaches, iconic cafes and restaurants, darling shops, and of course the blowhole.

Guesthouse in Saint Georges Basin

A serene beach scene features a calm turquoise sea with gentle waves. A person on a paddleboard glides across the water, while two individuals sit on the sand, enjoying the tranquil surroundings. Lush greenery lines the opposite shore, enhancing the natural beauty.

4.87 out of 5 average rating, 265 reviews

Seabreeze Studio (Private Hot Tub / Water Views)

Take it easy and take in the tranquility at this unique studio getaway. Situated in Jervis bays beautiful St George’s Basin, Seabreeze studio is a detached studio. Some water views, 5 min stroll ( 1 min drive ) to the beautiful waterfront park with cooking facilities/picnic tables/boat ramp/The Pelican cafe/public toilets and all Jervis Bay has to offer at a very affordable price. Off road parking next to studio.

4.9 out of 5 average rating, 374 reviews

A charming cottage is surrounded by leafy greenery and well-maintained hedges. The entrance features a door with a circular window and is complemented by soft outdoor lighting strung above the patio, creating a welcoming atmosphere in a tranquil setting.

Guesthouse in Burradoo

Fresh, new studio cottage with fireplace and spa

Be some of our first guests in our new, cosy highlands getaway cottage with leafy surroundings in Burradoo. Our spacious studio is equipped with an all new fitout and is close to town, making it perfect as a base to explore from. Relax in the spa, warm up by the fire and get comfortable with one of our own bottles of Shiraz.

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Apartments

Convenient locations with everyday essentials

Houses

A space thats all yours, with room for everyone

Popular amenities for Southern Highlands guesthouse rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly guest house rentals

4.88 out of 5 average rating, 188 reviews

The entrance features a charming combination of glass sliding doors and decorative plants. Hanging pots filled with vibrant flowers are situated alongside the doorway, while the brick facade adds warmth to the tranquil atmosphere. The surrounding greenery contributes to a serene outdoor entrance.

Guesthouse in Cronulla

The Cronulla Garden Studio

4.86 out of 5 average rating, 621 reviews

Gentle waves lap against the sandy shore, reflecting hues of green and blue. The tranquil water is framed by rocky outcrops and scattered trees in the background, creating a serene coastal landscape under a partly cloudy sky.

Guesthouse in Huskisson

BEACH PARADISE heart of Jervis Bay!

4.95 out of 5 average rating, 138 reviews

A table with two glasses of red wine is positioned between two white lounge chairs, offering unobstructed views of the calm ocean waters. The gentle waves reflect a blue sky, creating a serene coastal atmosphere.

Guesthouse in Bundeena

Fire @ Ethel & Ode's

Guesthouse in East Corrimal

The exterior of a modern studio is presented, featuring a covered carport with a parked vehicle. A simple wooden bench is situated on a small deck, surrounded by low maintenance landscaping and native plants. The house showcases a welcoming façade with large windows.

4.87 out of 5 average rating, 326 reviews

Private studio in native garden, close to beach.

4.95 out of 5 average rating, 228 reviews

A spacious bed is dressed with quality linen and two neatly rolled towels placed on top. A small side table with a lamp is situated nearby. Sliding glass doors lead to an outdoor area with a small table and chairs, framed by lush greenery.

Guesthouse in Mittagong

Alfred Studio

A spacious living area features exposed wooden beams and modern lighting. A comfortable blue sofa and green armchair are positioned around a wooden table. A television is mounted on the wall, and a vibrant area rug adds warmth to the space.

4.91 out of 5 average rating, 140 reviews

The Annexe at Beatrice Park, Bowral

4.87 out of 5 average rating, 156 reviews

A single-story detached dwelling features a covered front porch and large windows allowing natural light. The exterior showcases a blend of neutral siding and landscaped greenery, with neat plants placed near the entry. A spacious lawn extends in front, enhancing the inviting appearance.

Guesthouse in Thirroul

Seamist by the Ocean

4.94 out of 5 average rating, 469 reviews

Guesthouse in Wollongong

Casa Verde: Escape to tranquility

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Guest house rentals with a patio

Large glass doors lead to a private outdoor area, showcasing a well-maintained grassy lawn with shrubbery. A small table with two chairs sits on the patio, surrounded by natural greenery, allowing for peaceful outdoor moments.

4.98 out of 5 average rating, 287 reviews

Cosy Bowral Hideaway

4.88 out of 5 average rating, 136 reviews

The open-plan studio features a comfortable seating area with a soft blue sofa adorned with decorative pillows. A round coffee table sits in front, surrounded by a light area rug, while large windows allow natural light to fill the space, drawing attention to the outdoor views.

Guesthouse in Bundeena

That Beach Shack - Tranquil Pool & Beach Getaway

Guesthouse in Albion Park Rail

An outdoor area features a modern architectural design, with a covered patio and two sleek chairs. Lush tropical plants surround the space, and a unique outdoor shower is visible. Natural sunlight illuminates the surroundings, highlighting the warmth of the wood and stone elements.

4.93 out of 5 average rating, 280 reviews

Modern and Stylish Accomodation with Outdoor Bath

4.99 out of 5 average rating, 75 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

5 out of 5 average rating, 29 reviews

A tranquil garden area is visible, featuring a mix of greenery including trees and shrubs. A pathway of mulch can be seen winding through the plants, with flowering pots placed strategically on the wooden deck, contributing to a serene outdoor setting.

Guesthouse in Robertson

Little House

The cottage exterior is framed by landscaped gardens featuring various plants and bushes. A wooden deck leads to sliding glass doors, providing access to the interior. The driveway is gravel, with ample space for parking and turning around.

4.89 out of 5 average rating, 149 reviews

Private 2 Bedroom Cottage

Superhost

A bright bedroom is featured, showcasing a spacious bed adorned with dark pillows and a cozy grey throw. A circular mirror reflects the natural light streaming through a skylight. Additional furnishings include a dresser, a kitchenette area, and a hanging rack for storage.

Guesthouse in Vincentia

4.89 out of 5 average rating, 124 reviews

Bamboo Studio located across the road from the beach. Fully self contained and modern amenities. Quite location and small walk to local shops. Perfect for a couples retreat near the beach.