
House holiday rentals in Woolloomooloo
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Top-rated house rentals in Woolloomooloo
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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.

Designer house in quiet street on city doorstep
Located in a quiet and historic East Sydney laneway, this ultra-modern house is around the corner from Stanley St eateries and within walking distance of iconic Sydney landmarks, St Vincent's Hospital and the CBD. Surrounded by historic 1850s terraces, the house is on two levels with good security. The bedrooms are downstairs, with a light and airy open-plan living area upstairs flowing onto a deck with a gas barbecue. Resident parking permit available on request per night of stay.

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!

Mosman retreat close to harbour
Take a ferry ride with a cup of coffee to the city, listen to the lions roar in the zoo with a French glass of wine in the garden are just few of the lovely activities while staying at our BnB. Staying in a historic home with modern finishes and comfortable provincial styling is the perfect base to explore the city of Sydney and return to a quiet retreat at night. Your French-Australian host will do their best to make sure your stay is comfortable and you will want to return.

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.

the little blue house
This special place is close to everything, making it easy to plan your visit. Enjoy staying in an incredibly central location with a vibrant and plentiful mix of cafes, restaurants, pubs, galleries, nightlife and transport on your doorstep you can truly live like a local in one of Sydney's few remaining original 1840's workers cottages. Long stays discounts available

Amazing view beach house footsteps to Bronte Beach
Welcome to Casa Brisa! A unique spacious beachfront house with uninterrupted views overlooking the iconic Bronte Beach. Enjoy the coastal lifestyle and take-in the most of this unique location with refreshing ocean dips and scenic coastal walks a few footsteps from the door; also only moments to Bronte’s cafes, the rockpool and Tamarama Beach.
Popular amenities for house rentals in Woolloomooloo
House rentals with a pool

Pacific Ocean Masterpiece

Cozy 2 bedrooms Grannyflat with air-con & pool

'ISLA' South Coogee

3 Bedroom home with pool oasis in heart of Bondi

Salty Views on Cross St Bronte

Guest House in bush setting with use of pool

The Palms Poolside Stay in Strathfield

Central three bedroom garden retreat
Weekly house rentals

The Cottage - By Naz Residences

The Harvey - Architect’s Unique Luxury Home

Luxury Architectural City Escape - Brand New Home

Designers own unique art, light filled terrace.

Story Book Cottage in the Heart of Paddington

Kensington Lux Studio - King Bed Studio & Parking

Terrace in Surry Hills near CBD

Stylish 3BR Paddington Townhouse
Private house rentals

Awardwinning DesignerHouse in Paddo near Bondi+CBD

Charming City Terrace with Garden

2 bedroom house opposite Carriageworks, Newtown.

Cliff house & Grand harbour view

Charming Victorian Terrace

7 mins walk to Darling Harbour, ICC, Terrace House

The Rocks - Stylish Modern Terrace with balcony

Ultimo 1bed ensuite with carport, kitchen& laundry
When is the best time to visit Woolloomooloo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £164 | £166 | £153 | £207 | £124 | £108 | £163 | £168 | £169 | £178 | £179 | £223 |
| Avg. temp | 24°C | 24°C | 22°C | 20°C | 17°C | 14°C | 14°C | 15°C | 17°C | 19°C | 21°C | 23°C |
Quick stats about house rentals in Woolloomooloo

Total holiday rentals
Explore 30 holiday rentals in Woolloomooloo

Nightly prices starting at
Woolloomooloo holiday rentals start at £23 per night before taxes and fees

Verified guest reviews
Over 980 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 of Woolloomooloo holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Woolloomooloo rentals

4.6 Average rating
Woolloomooloo stays receive an average rating of 4.6 out of 5 from guests
Destinations to explore
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- House rentals New South Wales
- House rentals Australia
- Manly Beach
- Darling Harbour
- Sydney Opera House
- Avalon Beach
- Bronte Beach
- Wollongong Beach
- Terrigal Beach
- South Cronulla Beach
- Maroubra Beach
- Copacabana Beach
- Newport Beach
- Dee Why Beach
- Queenscliff Beach
- Bulli Beach
- Tamarama Beach
- Freshwater Beach
- Mona Vale Beach
- Narrabeen Beach
- Coledale Beach
- South Beach
- Little Manly Beach
- Windang Beach
- Wamberal Beach
- Taronga Zoo




