House holiday rentals in Woolloomooloo

The Bath House - Cozy Luxe Garden Cottage near CBD

The Bath House – LOCATION & CHARM near stunning harbour views. Nestled in a peaceful garden, this charming self-contained cottage offers a unique bath experience and a romantic patio with fairy lights. Located in a historic precinct, just 500m from Waverton Station (3 stops to Sydney CBD). This boutique retreat has private access and is surrounded by the vibrant cafes and restaurants of Waverton/Kirribilli area. Only a short walk to Luna Park, the Harbour Bridge, Sydney Harbour and ferries.

Amazing Location - Terrace in Paddington

This charming 2 bedroom light-filled Paddington terrace is brilliantly located in the best suburb in Sydney. In less than 5 minutes, you can walk to Oxford Street’s best restaurants, pubs, cafes and the famous Paddington markets and Centennial Park. Bathed in natural light with new interiors, you will have access to a fully equipped kitchen. The house is a smaller style terrace and the stairs are steeper than modern homes and can sometimes be an issue for young children or elderly guests.

Harbour Terrace 2BR Central Woolloomooloo

- Harbour side location, easy stroll to cafes and bars ✅ - Free to use full sized tennis and basketball court 1 minute walk with 4 X tennis racquets and Basketball supplied ✅ - Playground for the kids ✅ - Award winning matress' with fresh high quality linen ✅ - Full kitchen with all essentials, coffee, tea etc ✅ - Each bedroom has 32" Smart TV with Netflix ✅ - Washer/Dryer combo with liquid supplied ✅ - Fresh Towels ✅ - Beautiful walkable location close to Opera house and botanic gardens ✅

Heritage Terrace with City & Park on your doorstep

Experience the charm of Sydney’s history with a stay in this beautifully renovated apartment, the original home of Alfred Short, the builder of Shorts Terrace in the 1870s. This luxurious apartment has been meticulously updated to offer modern comforts while preserving its heritage character. Perfectly located in the heart of The Rocks, Barangaroo, and within walking distance of the CBD, it’s the ideal base to access all Sydney has to offer—whether you're in town for business or leisure.

Collected/Places Woolloomooloo - The heart of Syd

Located in the heart of Sydney, this award-winning 3-bedroom, 2.5-bathroom townhouse blends modern comfort with stylish design. Features include luxe linens & ammenities, climate control, fully equipped kitchen & open-plan indoor & outdoor living. Located in Woolloomooloo, home to Australia's oldest pub, the house is just minutes to the best bars and restaurants, Sydney Harbour, Sydney Opera House, the CBD & transport with a direct line to Bondi. Ideal for a luxurious city stay.

Sky & Stone – Luxury House in Darlinghurst

Welcome to Sky & Stone, an urban retreat that blends heritage charm with modern style in the heart of Darlinghurst. Enjoy exposed brick walls, soft lighting, and a cozy, curated interior. Sip coffee or wine on the sunny private terrace surrounded by greenery. Inside, relax in the open-plan living area, read in a quiet corner, or cook in the fully equipped kitchen. Upstairs, a plush bedroom offers hotel-style comfort and natural light. Ideal for couples, solo or business stays.

Inner City Oasis (Surry Hills)

Located in the heart of hip and happening Surry Hills, this lovely little cottage with a lush garden courtyard gives you easy walking access to the best of everything that Sydney has to offer + just a 10 min walk from Central Station. The property has been recently renovated with brand new kitchen, laundry, bathroom and ensuite + a retractable glass wall so you can make the most of the beautiful garden. It's on a really cute street with great neighbours and is pet friendly.

Absolute Tamarama Beachfront on Bondi Coastal Walk

LOCATION LOCATION! No better LOCATION! Immerse yourself in the breathtaking beauty of Tamarama Beach, Sydney's exclusive coastal gem. Our Absolute Tamarama Beachfront provides direct access to the mesmerising ocean waves, just steps away. Relax on the full-sized balcony and enjoy uninterrupted views from the Bondi Coast Walk to Tamarama, Bronte, Clovelly, and Coogee. Experience Sydney's iconic eastern surfing coastline from our captivating holiday home.

Skyline on Forbes - 4 bedroom home Darlinghurst

Nestled in the heart of Darlinghurst, ‘Skyline’ on Forbes offers the ultimate inner-city lifestyle. With its prime location, this terrace is a seamless blend of heritage charm and urban convenience, placing you within walking distance of vibrant cafes, theatres, boutique shopping, the cultural buzz of Oxford Street and the CBD. Whatever the reason is for your Darlinghurst stay, you will find Skyline an ideal choice for a memorable and relaxing stay.