Guesthouse vacation rentals in Southern Highlands

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Top-rated guesthouse rentals in Southern Highlands

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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, 213 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

Top guest favorite
A view from the window showcases a well-maintained lawn in the foreground, bordered by neatly trimmed bushes. Beyond the lawn, a grove of mature poplar trees stands tall, their bare branches creating a serene backdrop under clear blue skies.
Guesthouse in Burradoo
4.85 out of 5 average rating, 474 reviews

Country Highlands Lodge

Having 3 beds this is the perfect place for your visit to the Highlands, open plan, 1 queen bed, 2 double sofa beds ….. 3 beds in total. Only 5 mins from Bowral center, our cosie lodge sleeps up to 4/5 people - extra guests pay $ 10 per head child under 14. $20 per adult …. wood fire, heater, kitchenette and bathroom. Dogs and Horses ARE accepted, after messaging the breed and announcing you are bringing your pet. Relax and enjoy 10 acres in the Southern Highlands.

Guest favorite
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
4.93 out of 5 average rating, 379 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 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, 116 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.

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, 431 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
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, 163 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.

Top guest favorite
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, 193 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
The kitchen features a modern design with ample counter space and cabinetry. A dishwasher, gas stove, and microwave are visible. Natural light enters through a window, showcasing green plants outside. Decorative elements include a vase of flowers and kitchen appliances in soft colors.
Guesthouse in Wollongong
4.95 out of 5 average rating, 505 reviews

Casa Verde: Escape to tranquility

Nestled on peaceful Mangerton Hill, this light-filled, self-contained apartment offers a serene escape just minutes from Wollongong’s city centre. Walk to the train (500m), free shuttle bus (700m), hospital, and CBD. Enjoy a fully equipped kitchen, cosy living area, and a queen bedroom with ensuite, built-in robe, workspace, and washing machine. Secure bike storage included. A perfect blend of comfort, calm, and convenience.

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
4.96 out of 5 average rating, 179 reviews

Kate’s Cottage with spectacular countryside views

Peaceful studio cottage adjacent to the homestead, with scenic country views on a tranquil 20-acre property featuring treelined walks and stunning drystone walls. Enjoy alfresco cooking under a covered outdoor BBQ area. Just minutes from Moss Vale (6.3 km) and Sutton Forest (5.6 km), this charming retreat on beautiful Oldbury Road is perfect for a relaxing country escape.

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
4.98 out of 5 average rating, 404 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.

Top guest favorite
An ornate black metal gate stands open, framed by stone pillars. Beyond the gate, a gravel driveway leads toward a charming building surrounded by well-kept gardens. A friendly Newfoundland dog is visible at the gate, providing a welcoming presence.
Guesthouse in Bowral
4.92 out of 5 average rating, 155 reviews

The Annexe at Beatrice Park, Bowral

Welcome to The Annexe at Beatrice Park Perfect for Couples or Solo Travelers 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.

Top guest favorite
The exterior of the studio displays a modern, dark-toned facade complemented by large windows. A welcoming pathway lined with greenery leads to the front door, framed by well-maintained gardens and tall trees in the background, inviting guests into the serene setting.
Guesthouse in Bowral
4.95 out of 5 average rating, 257 reviews

Sauna Haus with Scandinavian design

The Sauna Haus, completed in October 2021, is situated on a 1 acre property, shared with our residential home. It is perfect for couples and small families wanting to retreat from the world whilst being a short 5 min. drive/15 min. walk to Bowral and surrounding attractions including vineyards, boutiques, cafe's and golf clubs.

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