Family-friendly holiday rentals in Bowral - Mittagong

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Top-rated family-friendly rentals in Bowral - Mittagong

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite
A modern cabin features a wooden exterior set among tall, lush trees. A spacious deck with outdoor seating is visible, complemented by a barbecue grill nearby. A path of stepping stones leads through a grassy area to the entrance, enhancing a connection with nature.
Guest house in Bowral
4.97 out of 5 average rating, 224 reviews

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.

Top guest favourite
An outdoor deck features a round table surrounded by four iron chairs. Lush greenery creates a backdrop, with a garden of blooming flowers and mature trees visible in the distance. Natural light brightens the scene, enhancing the peaceful ambiance.
Guest suite in Bowral
5 out of 5 average rating, 260 reviews

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.

Top guest favourite
Guest suite in Bowral
4.97 out of 5 average rating, 710 reviews

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.

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
4.91 out of 5 average rating, 128 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
Home in Bowral
4.86 out of 5 average rating, 111 reviews

Magnolia Cottage - Your private Bowral getaway!

Enjoy some time away in the beautiful Southern Highlands in this single bedroom cottage tucked away in Bowral and only moments away from shops, cafes, pubs and restaurants. It's a quaint and simple cottage, comfortably furnished and styled with everything you need for a little getaway. The cottage is completely private with a full kitchen and bathroom, relaxing loungeroom and an undercover outdoor area to soak in the country air with peaceful views over beautiful established gardens.

Top guest favourite
The exterior of a charming residence is visible, framed by manicured gardens. A symmetrical layout showcases two vibrant trees with red foliage, while the building features light-colored walls, a metal roof, and inviting entry doors. Surrounding greenery adds to the serene atmosphere.
Guest suite in Bowral
4.95 out of 5 average rating, 152 reviews

Arcadia at Hopewood House

Situated near to the original Hopewood Residence, lies ‘Arcadia’. Self-contained with private entry from the garden - ‘Arcadia’ - perfect for a couples escape. Set on the beautiful, private estate of one of Australia's most renowned landscape artists, this is truly a unique opportunity to explore the grounds of curated sculptures, artwork and rare botanicals. If you would like to visit the private Hopewood Gallery of Tim Storrier while you are staying please contact Janet .

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, 446 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
A weathered wooden dock extends over still water, bordered by lush greenery and distant trees. Reflections on the water create a serene atmosphere, while a steel railing leads towards the edge, inviting moments of contemplation surrounded by nature.
Cottage in Mittagong
5 out of 5 average rating, 314 reviews

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!

Top guest favourite
A charming guest accommodation is visible, featuring weatherboard walls and a pitched roof. Large glass doors provide access to the interior, framed by neatly trimmed hedges and a small garden area. Surrounding greenery contributes to a sense of tranquility.
Home in Bowral
4.89 out of 5 average rating, 400 reviews

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.

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, 272 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
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.
Guest house in Bowral
4.92 out of 5 average rating, 161 reviews

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

Superhost
A serene sleeping area is highlighted by a spacious bed with white linens and decorative pillows. Beside the bed, two bedside tables support elegant black lamps. A green velvet lounge chair adds a touch of color, while large windows provide natural light.
Guest house in Bowral
4.85 out of 5 average rating, 350 reviews

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.

Popular amenities for Bowral - Mittagong family-friendly rentals

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Quick stats about holiday rentals that are family-friendly in Bowral - Mittagong

  • Total holiday rentals

    Explore 250 holiday rentals in Bowral - Mittagong

  • Nightly prices starting at

    Bowral - Mittagong holiday rentals start at $76 SGD per night before taxes and fees

  • Verified guest reviews

    Over 19,940 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 80 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    110 properties have a dedicated workspace

  • Wifi availability

    240 of Bowral - Mittagong holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Bowral - Mittagong rentals

  • 4.9 Average rating

    Bowral - Mittagong stays are highly rated by guests – averaging 4.9 out of 5!

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