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Guesthouse vacation rentals in Southern Highlands

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in Southern Highlands

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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The spacious living area features a wood-burning fireplace, surrounded by comfortable seating. A large bookshelf displays an assortment of books, while natural light floods the room through multiple windows. Decorative wall accents and pendant lights add character to the contemporary design.

Guesthouse in Mittagong

4.96 out of 5 average rating, 182 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.

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

4.92 out of 5 average rating, 358 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.

Top guest favorite

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.

Guesthouse in Bowral

5 out of 5 average rating, 414 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.

Top guest favorite

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

4.96 out of 5 average rating, 240 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.

Top guest favorite

A cottage is framed by a wooden fence and lush greenery, featuring a light-colored exterior and a sloped roof. Large windows invite natural light, while outdoor seating and garden areas enhance the landscape. Surrounding native bushland adds to the serene atmosphere.

Guesthouse in Berrima

4.99 out of 5 average rating, 143 reviews

The Snug in Historic Berrima. Couples only.

Welcome to “The Snug” nestled privately into the corner of our secured property. The Snug is situated on the Wingecarribee river in Berrima and is surrounded by native bushland and landscaped gardens. Come and escape the bustle of the city to unwind and relax. The Snug is perfectly located within walking distance to the historic village of Berrima giving you great dining options, local wineries, the oldest licensed country pub, antiques, arts, cafes and shops.

An open-plan space features two comfortable armchairs facing a small round table. A sliding wooden door leads to an ensuite area, with a mirror above a sink observable in the background. Ambient lighting is provided by hanging fixtures, and cabinetry is seen on the wall opposite.

Guesthouse in Mittagong

4.95 out of 5 average rating, 176 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.

Top guest favorite

A large, mature tree provides shade beside a rustic stone wall, which curves along the landscape. Lush green grass covers the ground, and soft sunlight illuminates the scene, highlighting the textures of the tree bark and the stone wall.

Guesthouse in Sutton Forest

4.95 out of 5 average rating, 163 reviews

Kate’s Cottage with spectacular countryside views

A self-contained studio cottage, adjacent to the main homestead with district and country landscape views. The 20-acre property includes treelined walks and a sweeping drystone ha-ha and feature drystone walls. There are numerous places of interest in the surrounding towns and villages. Moss Vale is 6.3kms and Sutton Forest village is 5.6kms. Oldbury Road is a beautiful country road. Relax and enjoy this unique and tranquil country getaway.

Top guest favorite

The cottage features a welcoming facade with a gabled roof and a covered entryway. Lush greenery surrounds the entrance, providing a natural setting. A gravel driveway leads up to the front door, enhancing the inviting atmosphere of this tranquil retreat.

Guesthouse in Mittagong

4.93 out of 5 average rating, 835 reviews

Alpha Cottage - Mittagong Escape

This cosy cottage provides comfortable and private accommodation. Perfect for an escape to the Southern Highlands. Enjoy a fully self-contained private stay overlooking rural scenery. This cottage has full amenities including cooking facilities, television, heating and under cover parking. An ideal base from which to explore the Southern Highlands. About a 3 minute drive into town and only 7 minutes to Bowral.

The exterior of Welby Park Manor is framed by lush greenery and blooming flowers. Stone pillars support the covered porch, featuring comfortable seating. The charming roofline and wooden accents highlight the historical character, creating a welcoming first impression for guests.

Guesthouse in Welby

4.84 out of 5 average rating, 748 reviews

The Chapel at Welby Park Manor

Built in the 1870's/80’s, Welby Park Manor is one of the oldest homes in the Highlands. The Chapel is a freestanding sandstone guest cottage with private entry and outdoor area. The property is a two-minute drive from the Mittagong shops, a seven-minute drive to both Bowral and Berrima, and close to local wineries etc. Our guests come here to enjoy the country life in the Chapel of an historical home.

A modern retreat is presented with a sleek corrugated exterior, surrounded by lush greenery. A spacious deck extends from the structure, offering outdoor seating and a cozy gathering area, inviting a connection with nature.

Guesthouse in Jamberoo

4.96 out of 5 average rating, 187 reviews

JACARANDA AT JAMBEROO

Treat yourself to an unforgettable escape. Set in the emerald green countryside just moments from historic Jamberoo, this romantic converted dairy is perfect for couples. Slide open the spacious living areas glass doors and bring the outside in. This relaxed contemporary self contained retreat is tucked into dairy country with a view across a waterlily filled pond, up to the Saddleback escarpment.

Top guest favorite

The studio is framed by vibrant flowering plants, with a path leading to a wooden deck. White patio chairs are positioned outside, inviting relaxation. Soft light filters through lush greenery, enhancing the serene garden setting.

Guesthouse in Bowral

4.97 out of 5 average rating, 398 reviews

The Shed @ Bowral

The Shed @ Bowral is a very comfortable and cosy industrial style studio with lovely garden views and a ‘cool’ private semi enclosed verandah area. Quiet and peaceful location close to the town centre and across the road from the Cherry Tree walking/bike path. The accomodation is an easy 15 minute walk to Bowral town centre and the train station.

A spacious studio layout features a plush bed with layered bedding, positioned near glass doors leading to a deck. A dining table with chairs is visible, along with a comfortable armchair. Natural wood flooring and beams enhance the inviting, modern décor.

Guesthouse in Burradoo

4.9 out of 5 average rating, 399 reviews

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

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Quaint homes, peaceful surroundings

Popular amenities for Southern Highlands guesthouse rentals

Free parking on premises

Air conditioning

Family-friendly guest house rentals

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

4.88 out of 5 average rating, 188 reviews

The Cronulla Garden Studio

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

4.86 out of 5 average rating, 633 reviews

BEACH PARADISE heart of Jervis Bay!

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

4.95 out of 5 average rating, 147 reviews

Fire @ Ethel & Ode's

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.

Guesthouse in Bowral

4.88 out of 5 average rating, 846 reviews

woodland retreat - guest studio

Top guest favorite

The open-plan living area features a sofa and a dining table set for four. A well-equipped kitchen is seen, with cabinetry and a stylish backsplash depicting elephants. Natural light enters through a window, illuminating the warm wooden beams overhead.

Guesthouse in Engadine

4.94 out of 5 average rating, 182 reviews

Suburban Bush Retreat Guest House

Top guest favorite

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.

Guesthouse in East Corrimal

4.87 out of 5 average rating, 325 reviews

Private studio in native garden, close to beach.

Top guest favorite

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

4.95 out of 5 average rating, 230 reviews

Alfred Studio

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

4.87 out of 5 average rating, 157 reviews

Seamist by the Ocean

Guest house rentals with a patio

Top guest favorite

A well-lit bedroom is seen with wooden beam ceilings and a queen bed covered in a textured white duvet. An accent chair in blue complements the space, while a desk and lamp are positioned beside a large glass door leading to an outdoor area.

Guesthouse in Bulli

4.97 out of 5 average rating, 173 reviews

Bulli Beach Getaway.

A private covered courtyard features a wooden deck with a table and two chairs. Steps lead down to the gravel area, with a barbecue grill positioned nearby. The entrance to the studio is framed by black railings and large glass doors.

Guesthouse in Saint Georges Basin

4.87 out of 5 average rating, 292 reviews

Seabreeze Studio (Private Hot Tub / Water Views)

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

4.89 out of 5 average rating, 148 reviews

That Beach Shack - Tranquil Pool & Beach Getaway

Top guest favorite

A charming exterior view of a contemporary flat is presented. The flat features a light-colored facade, large windows, and a welcoming entrance. Surrounding the flat is a manicured lawn with a wooden deck, and a small outdoor seating area is visible, framed by blooming trees.

Guesthouse in Picton

4.96 out of 5 average rating, 232 reviews

Coull Cottage 2-bedroom guesthouse in Picton CBD

An open living space features a dining area with a wooden table surrounded by black chairs. A cozy seating area includes a large, rounded chair with a striped cushion. Natural light enters through windows, highlighting the textured ceiling beams and a pendant light.

Guesthouse in Bowral

4.9 out of 5 average rating, 108 reviews

Chic Artist Studio in the Beautiful Bowral.

Top guest favorite

An open living area features large windows that invite natural light. A comfortable pink sofa is complemented by a chic coffee table and cozy decor. A modern entertainment unit is mounted on the wall, while a dining table for two enhances the inviting atmosphere.

Guesthouse in Minnamurra

5 out of 5 average rating, 201 reviews

Harvest Moon Guesthouse-Minnamurra

Top guest favorite

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.

Guesthouse in Bowral

4.97 out of 5 average rating, 98 reviews

Contemporary Rural Luxury in Lush Garden

A scenic view captures a sunset over rolling mountains, with a foreground of lush greenery. Lavender and other plants are visible, providing texture to the landscape. The sky is filled with soft clouds reflecting warm hues, creating a serene backdrop to the natural setting.

Guesthouse in High Range

4.96 out of 5 average rating, 45 reviews

Farm stay at Melaleuca cottage

Guest house rentals with a washer and dryer

A bright bedroom features a spacious bed with a light blanket and decorative cushions. A cozy chair sits nearby, with wall art depicting green leaves and colorful flowers. Natural light floods the room, highlighting the warm wood floors and patterned area rug.

Guesthouse in Wollongong

4.84 out of 5 average rating, 112 reviews

Stylish Studio 10mins walk to Wollongong Hospital

Top guest favorite

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.

Guesthouse in Bowral

4.99 out of 5 average rating, 385 reviews

Cottage at Number 20 - Only minutes to Bowral

Top guest favorite

The image showcases a spacious studio with wide, fold-back glass doors that open towards an outdoor dining area. Inside, a modern kitchen is visible, complemented by a dining table and chairs. Natural light floods the area, highlighting the clean lines and cozy furnishings.

Guesthouse in Warilla

4.97 out of 5 average rating, 133 reviews

Little Lake Sands - Pet Friendly.

A private courtyard is visible through a window, featuring a wooden table and chairs set against a backdrop of greenery. A bottle of wine and glasses sit on the table beside a cheese board with grapes, enhancing the tranquil atmosphere.

Guesthouse in Kiama Downs

4.87 out of 5 average rating, 160 reviews

Jones Beach Bungalow

Top guest favorite

A landscape view captures the sun rising over the bush, casting soft rays through the mist. Lush greenery is visible in the foreground, creating a serene and tranquil atmosphere. The sky features a gradient of light with wispy clouds, enhancing the natural beauty of the scene.

Guesthouse in Engadine

4.96 out of 5 average rating, 102 reviews

Peaceful Bush Retreat - Beautiful Views & Private

Top guest favorite

A spacious living area features a cozy cream leather sofa and a wooden coffee table adorned with flowers. A wood fire heater stands against the wall, and the kitchen area is visible in the background, defined by large windows that allow natural light.

Guesthouse in Nowra

4.97 out of 5 average rating, 117 reviews

Longreach Riverside Retreat Cottage

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

4.88 out of 5 average rating, 137 reviews

Modern chic studio in the escarpment of Keiraville

Top guest favorite

A serene bedroom is presented with a spacious bed adorned with decorative pillows and a textured blanket. Natural light filters through the window, complemented by elegant shutters. Framed artwork is displayed on the wall, providing a clean and calming aesthetic.

Guesthouse in Helensburgh

4.99 out of 5 average rating, 101 reviews

Luxury Cosy Hampton’s Getaway

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