Guesthouse vacation rentals in Southern Highlands

5 out of 5 average rating, 192 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.

4.95 out of 5 average rating, 111 reviews

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

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, 341 reviews

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, 837 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

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

Guesthouse in Kiama Heights

4.81 out of 5 average rating, 144 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

4.87 out of 5 average rating, 268 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.

4.96 out of 5 average rating, 159 reviews

A spacious bathroom features a glass-enclosed shower and a modern wooden vanity. Natural light enters through a window, illuminating the neutral stone walls and floor. A toilet is positioned to one side, and toiletries are neatly arranged on the vanity.

Guesthouse in Mascot

Spacious 1 bedroom guesthouse

Light-filled, spacious, private, beautifully appointed guesthouse with everything you need for your stay. Huge open plan lounge, kitchen, dining. Queen bed. Cot for infants. Beautiful bathroom. Air-conditioning. Private sunny outdoor space with Weber BBQ. Access to pool. 5 mins to Airport. 10 mins to the beach. Free street parking. Suitable for 2 adults and one infant

4.9 out of 5 average rating, 380 reviews

Guesthouse in Burradoo

Fresh, new studio cottage with fireplace and spa

Embrace the beautiful cooler months in the Highlands at our new, cosy 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 a book for a refreshing time away.

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Cottages

Quaint homes, peaceful surroundings

Cabins

Kick off your hiking boots at these rustic lodgings

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, 626 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, 140 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

A charming studio is framed by lush native vegetation, featuring a vibrant bougainvillea in full bloom at the center. The building's exterior is characterized by a combination of natural materials, including a textured wall and a metal roof, set against a clear blue sky.

4.87 out of 5 average rating, 326 reviews

Private studio in native garden, close to beach.

4.84 out of 5 average rating, 334 reviews

An outdoor courtyard features a wooden table surrounded by four wicker chairs. Lush greenery and decorative plants create a serene atmosphere. Soft lighting from hanging lanterns and a subtle water feature enhance the tranquil setting, with views extending toward the waterfront.

Guesthouse in Kurnell

Waterfront on Botany Bay.

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

4.88 out of 5 average rating, 102 reviews

An aerial view captures the coastline with bright turquoise waters gently lapping against sandy shores. Lush greenery lines the beach, surrounding the area, with residential structures visible in proximity to the water. The scene conveys a serene coastal environment.

Guesthouse in Vincentia

Nelson’s Oasis by the beach Studio

The living area showcases a comfortable couch adorned with patterned cushions, complemented by a wooden dining table. Large glass doors lead to a private outdoor space, framed by lush greenery. A flat-screen TV is mounted on the wall, with artwork enhancing the ambiance.

4.92 out of 5 average rating, 143 reviews

The Annexe at Beatrice Park, Bowral

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Guest house rentals with a patio

The exterior of the guesthouse features a crisp white facade with several window blinds visible. Lush greenery surrounds the structure, including a vibrant shrubbery with red leaves in the foreground. The siding is simple and modern, contributing to a serene atmosphere.

4.97 out of 5 average rating, 298 reviews

Cosy Bowral Hideaway

4.88 out of 5 average rating, 138 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, 283 reviews

Modern and Stylish Accomodation with Outdoor Bath

5 out of 5 average rating, 33 reviews

The exterior of a modern little house is framed by lush greenery, featuring a blend of sleek dark panels and warm wooden accents. A spacious wooden deck is visible, equipped with a standing table and chairs for outdoor seating.

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, 151 reviews

Private 2 Bedroom Cottage

4.87 out of 5 average rating, 128 reviews

A cozy bedroom features a spacious bed dressed in white linens and a dark throw blanket. A bedside table is located next to the bed, with a reading lamp providing soft illumination. A wall clock and a glass block window allow for light while maintaining privacy.

Guesthouse in Keiraville

Modern chic studio in the escarpment of Keiraville

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, 125 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.