Guesthouse vacation rentals in Bowral - Mittagong

Bespoke Highlands Cabin

Newly refurbished self-contained cabin combining the beauty of country with the comforts of town. Enjoy trees, abundant bird life, cosy fireplace, luxurious king bed, kitchenette, bath and tv. Exclusive use tennis court; Bowral's best walks at your doorstep; and 5 min drive to fine restaurants, pubs and great shopping. Easy access to Milton Park; Bong Bong Racecourse; Ngununggula Regional Art Gallery; Bradman Museum and Corbett Gardens. Private, cosy and beautiful, it's Bowral's hidden gem.

The Chapel at Welby Park Manor

Recently renovated. Built in the 1870'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 and restaurants. The newly renovated bathroom was completed December 2025 and has under floor heating and heated towel rail, kitchenette & cast iron outdoor fire.

La Cabane-studio in the Southern Highlands

Located in a quiet suburb of Balaclava, central to Mittagong. La Cabane is a studio retreat, perfect for a getaway for two. (not suitable for children) La Cabane is situated on the back of a property featuring quality fixtures throughout, reverse-cycle air conditioning, and a fire pit. La Cabane is the perfect spot, to relax & unwind. With a plethora of wineries, pubs and restaurants in the vicinity, experience all that the Highlands has to offer with its diverse food and wine culture.

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.

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.

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.

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.

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.

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.

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.

Dunrana Cottage Bowral

Cosy studio cottage lies close to the hub of Old Bowral. Enjoy the 700m stroll to the CBD with its restaurants, cafés and boutiques, gorgeous parks, museums, galleries, vineyards + golf courses. A 50m walk to Cherry Tree Walk and the local swimming pool. This intimate setting is perfect for a romantic weekend away. The cottage has a fully fenced courtyard.

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.