Family-friendly holiday rentals in Bowral

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.

Bradman Studio -tranquil garden, easy walk to town

Host of the Year Finalist 2025! Located in the charming Old Bowral precinct, Bradman Studio is a level, easy 10 min walk to Bowral's main street and only 100m from picturesque Bradman Cricket Oval. Spacious open layout, abundant natural light and wide views over our mature, very private rear garden. Adjoining deck for outdoor dining. A/C and double glazed windows assure comfort year round. KS bed, heated bathroom floor, beautiful quality bedlinen & well equipped kitchenette. On-site EV charger.

29 on Shepherd

29 On Shepherd is a small original 1940’s , cosy cottage within easy walking distance to the centre of Bowral. The owner lives in the back 2 storey extension connected by a solid door with total privacy for both and is often away. Noise is not an issue! The two guest bedrooms have one king and 2 king single very comfortable beds, reverse cycle air conditioning, overhead fans, and wardrobe space. A full bathroom with bath, shower and toilet + powder room. Kitchenette, eating area and lounge.

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.

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.

Sedalia Farm Cottage - stunning rural retreat

Enjoy the serenity and truly picturesque backdrop of captivating rural vistas at this unique charming, private stand alone cottage that sits separately from the main farm house. It is only a short ten minute drive to Bowral or Mittagong. Wake up to the sounds of nature and enjoy the lush gardens that provides a quiet sanctuary in an incredibly tranquil location. Sedalia Farm has 3 Alpacas, 1 horse, 1 miniature donkey and 2 Huskies who all live on the property!

The Potting Shed at Bunya House Bowral

The Potting Shed at Bunya House is a purpose built guest accommodation with every amenity covered to make your stay in Bowral an enjoyable one. Positioned overlooking a beautiful vegetable garden designed by renowned Australian garden designer Paul Bangay The Potting Shed Polished concrete floors, weatherboard walls, a King bed that can be split into King Singles, a kitchenette with breakfast making facilities. Walk to town.

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.

The Annexe at Beatrice Park, Bowral

Welcome to The Annexe at Beatrice Park Perfect for Couples or Solo Traveller’s ASK ABOUT OUR SPECIALS 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. Don’t BELIEVE US - Read our reviews

Orchard Cottage & Gardens

Orchard Cottage, set in beautiful private gardens in a quiet and exclusive street just 2 mins drive to Moss Vale CBD. It is part of an historic former farmhouse dating from 1917 and originally part of the 1000 acre Throsby Park Homestead, which can be viewed from the garden. The accommodation is extremely comfortable, warm in the winter, cool in the summer.

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.