Guest house holiday rentals in Southern Highlands

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Top-rated guest house rentals in Southern Highlands

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Guest favourite
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.
Guest house in Mittagong
4.95 out of 5 average rating, 225 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.

Guest favourite
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.
Guest house in Bowral
4.92 out of 5 average rating, 130 reviews

Chic Artist Studio in the Beautiful Bowral.

You'll love this unique and romantic escape. Walking distance to the beautiful town centre of Bowral. This artist studio is a private studio with barn style interior that is super cute and romantic. Close to the wonderful shops, pubs and restaurants of Bowral with off street parking included. The studio has 1 separate bedroom. There is a double sofa bed in the living room that can sleep 2 additional people comfortably. This is not a separate room. This is great for a family with kids.

Guest favourite
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.
Guest house in Burradoo
4.92 out of 5 average rating, 401 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 favourite
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.
Guest house in Bowral
5 out of 5 average rating, 456 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 favourite
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.
Guest house in Burradoo
4.96 out of 5 average rating, 262 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.

Guest favourite
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.
Guest house in Bowral
4.94 out of 5 average rating, 280 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. Please include in your booking that you are bring a furry friend. See further notes below.

Top guest favourite
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.
Guest house in Bowral
4.99 out of 5 average rating, 426 reviews

Cottage at Number 20 - Only minutes to Bowral

Enjoy tranquility in a quiet semi rural setting while only a few minutes from all the amenities and locations Bowral and the Southern Highlands has to offer. The private stand alone cottage is on a one acre property, separated from the main house, and set within lawns and gardens with a lovely outlook over paddocks and Mt Gibraltar. The perfect weekend getaway for couples.

Top guest favourite
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.
Guest house in Sutton Forest
4.96 out of 5 average rating, 191 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 favourite
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.
Guest house in Bowral
4.98 out of 5 average rating, 415 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.

Guest favourite
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.
Guest house in Burradoo
4.91 out of 5 average rating, 466 reviews

Fresh, cosy 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.

Top guest favourite
The studio is nestled among tall trees, featuring a wooden deck with two chairs and a small table. The light wood finish of the deck contrasts with the natural surroundings. A soft, pink sunset paints the sky in the background, enhancing the tranquil atmosphere.
Guest house in Mittagong
4.99 out of 5 average rating, 199 reviews

The Treehouse Studio

Enjoy a peaceful stay at the beautiful Treehouse Studio on Mount Gibraltar, Mittagong. This stand alone guesthouse is located on a tranquil property while still being within walking distance to Mittagong's cafes and restaurants. Located a short drive from Bowral, Berrima and Moss Vale. A perfect weekend getaway for couples.

Top guest favourite
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.
Guest house in Bowral
4.97 out of 5 average rating, 418 reviews

Cosy Bowral Hideaway

Private near-new guesthouse located only 15 minutes walking distance to the town centre and down the road from Hopewood House and Centennial Vineyards. Experience everything Bowral has to offer, being only a stone's throw away yet enjoying the quiet tranquillity that the area sounding Centennial Road has to offer.

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