Family-friendly holiday rentals in Bowral - Mittagong

Hopewood Cottage | Architecturally Designed

Designed by award-winning Tziallas Architects, this cottage is in a prime location! This gorgeous one-bedroom features a full chef's kitchen, a luxury king-sized bedroom, outdoor spaces to relax, and private off-street parking. An abundant potager garden is perfect for guests to wander and harvest seasonal fruits, vegetables, and herbs. Hopewood Cottage is located close enough to walk to pubs, restaurants and cafes, but tucked away from the hustle and bustle of town. insta: @hopewood_cottage

Little Gem at Retford Park Estate. Bowral-5 Min

New apartment located in the prestige "Redford Park Estate" a walk away to the heart of Bowral or 2 min drive to its Restaurants, cafes, boutiques, parks, museums, galleries, vineyards and golf courses.Also 5 min walk within the Estate to visit the Regional Gallery & cafe and explore the stunning gardens and House at "Retford Park", National Trust. The space it is modern, airy , relaxing and stylish. Main bedroom- King bed. Living with large queen sofa bed. Warm and cosy, just come and relax

2-Bedroom apartment located in the heart of Bowral

Located in the heart of Bowral, this charming 2-bedroom home is perfectly positioned within walking distance to the town centre, local cafes and shopping as well as renowned Bradman Oval. Offering a timeless contemporary feel, the space features a relaxing living area with accompanying fireplace, modern kitchen, sun soaked deck, 2 bathrooms and spacious dining area. The home is surrounded by a beautiful, mature and private garden and is a short distance walk to the town's Cherry Tree walk.

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.

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.

Southern Highlands Get-a-Way —Breakfast Supplies—

A pet friendly, comfortable and well-appointed, self-contained apartment for rent amongst the gum trees. Only a short walk to Mittagong train station, Sturt Gallery, shops, restaurants and galleries. Newly renovated, the apartment has reverse cycle air-conditioner, a private entrance, designated parking area and a private outdoor outlook. Wi-fi and Netflix all included. Comfortable, private, quiet get-a-away so stay a week or more. No cleaning fee.

woodland retreat - guest studio

A chic space with Mt Gibralter as your backdrop, set in a garden full of birdlife and the occasional wallaby. We offer private accommodation, own entry through a shared garden, sitting room with a good selection of books and mags, Wifi and Bluetooth, kitchenette with a dining space, 2 bedrooms and 1 bathroom. Very close to main wedding venues eg Bendooley Estate and Centennial Vineyards. Walking distance to Bowral, and close to Mittagong .

La Goichère AirBnB

This is a comfortable self-contained studio, formerly an actual artist's studio, underneath the main residence, with its own shower and toilet, as well as a kitchenette. It has a queen bed, a king single that doubles as a sofa, and a single trundle bed. It has a small dining table and four chairs. It now boasts a camping washing machine for light loads, and an airer, as well as a dehumidifier. I also added an air fryer!

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.

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 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.