House holiday rentals in Woolloomooloo

Unique - Boutique Designer - The Barn Paddington

Our ultra comfortable LUXE 1 bedroom home with private courtyard , located in historical Paddington. Minutes from Five Ways, great local restaurants, & shops with William & Oxford Street on your doorstep. BRAND NEW ARCHITECTURALLY DESIGNED LUXE ONE BEDROOM HOME Bespoke furnishings , our unique property has it’s own private entry via historical lanes . Contemporary kitchen , stunning private courtyard garden & easybus & train access. On street parking available. Insta : thebarnpaddington

MANLY BEACH HOUSE - 8 min walk to Manly Beach!

Relax and unwind in our contemporary Manly Beach House. Set on a peaceful, tree-lined enclave, surrounded by beautiful heritage homes, this amazing home offers tranquility+privacy, whilst being only minutes from all of the very best Manly has to offer! Glorious golden sand beaches, clear blue ocean, stunning coastal walk ways, parklands +marine reserves along with a vibrant coastal atmosphere, cosmopolitan buzz, yet relaxed vibe. Plus Manly Ferries, every 15 mins to Sydney Opera House+Bridge!

Australia Architecture Award Winner Heritage House

You will be staying in a unique house that won the 2019 National Heritage Architecture Award. The house is tucked away in the quiet alleys of a residential area, amidst a blend of Georgian, Victorian terraces. The residence boasts lofty ceilings, custom finishes, and a touch of history, promising an exceptional living environment. Houses Awards: Alts + Adds Winner 2019; House in a Heritage Context Winner 2019; AIA NSW Awards (Heritage: Adaptive Reuse); Francis Greenaway Named Award Winner 2019

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.

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.

Immaculate 3 Bed City Home - Close to Everything!

Our Home is a late Victorian style three bedroom house situated in the inner city. Our home is very clean and comfortable. We've made a concerted effort to ensure that anyone who stays feels like this is their home away from home. We are a family with 2 children living nearby, we are friendly, welcoming and happy to help anytime. We've lived in Redfern for 20 years and we'd be delighted to help you experience all of the magical places our area and the rest of Sydney has to offer.

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.

5* Lux 3BR home w rooftop terrace + garden + BBQ

WELCOME TO “THE DARLING” Where Heritage Meets Modern Luxury Originally built in 1900, THE DARLING is a beautifully restored 3 story, 3 bedroom, 2.5 bathroom family home that blends timeless elegance with high-end contemporary finishes. Thoughtfully renovated to the highest standards with smart technology, this stylish residence features a private garden with built-in BBQ area, a dedicated WFH office and a stunning rooftop terrace off the master suite - perfect all year round!

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.

Parking | Cathedral, Mins to Wharf & Royal Botanic

Stylish urban retreat in vibrant Woolloomooloo, moments from Sydney Harbour. This contemporary space offers modern comfort with heritage charm, perfectly positioned between the CBD and eastern beaches. Walk to world-class dining at Finger Wharf, explore the Royal Botanic Gardens, or catch ferries to Circular Quay. Ideal for business travelers and tourists seeking authentic Sydney living with unbeatable connectivity to the city's best attractions.

unique, sandstone cottage in the heart of Sydney

Charming sandstone cottage in the heart of Sydney. Originally a horse stable for the adjacent church, the cottage has been renovated and styled to provide an interesting, comfortable, open-planned home. With timber floors throughout, internal sandstone walls and exposed timber ceiling beams the cottage offers a quaint retreat from the city’s buzz. The cottage isn’t a party house, as we have elderly neighbours directly opposite and next door.