
House vacation rentals in Woolloomooloo
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Top-rated house rentals in Woolloomooloo
Guests agree: these houses are highly rated for location, cleanliness, and more.

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.

Inner city cottage hideaway
The best of both worlds: Inner city cottage in a quiet subtropical oasis. A secure house with all the comfortable mod-cons you need & very close to all Sydney city has to offer. Staying here feels like a private refuge which is airy, open and steeped in green surrounds whilst being a perfect base for exploring hip Redfern and Inner Sydney. Redfern Station is a 5 min walk away, 10 to Central, and moments to beautiful parks, shops, bars & restaurants of Redfern. Airport is 12mins by train.

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 ✅

Cozy Home for 8 people
This three-bedroom, two-bathroom terrace house in Woolloomooloo accommodates up to eight guests. The ground floor has a living room with two fold-out beds, a dining area, and a kitchen that opens to an outdoor space with city views. The first floor has two queen bedrooms (one with a balcony), a toilet, and a full bathroom with a washing machine. The second floor features another bedroom with a balcony and a second bathroom. All bedrooms have A/C. Paid parking is available in front.

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.

Heavenly Stay Near Carriageworks
Relax at this beautiful 2-bedroom house near the University, CBD and Newtown. Perfect for a peaceful getaway, the home is fully equipped to make you feel comfortable. Enjoy cooking in the spacious kitchen, cozy up in the living room for a movie, or unwind in a dedicated space to chill or read a book. Although a private garage isn't available, we provide parking permits, so you can park all day for free without any hassle, ensuring a smooth and enjoyable stay.

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.

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.
Popular amenities for Woolloomooloo house rentals
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

Stylish Townhouse - Pool, Gym, Sauna & City Views

Guest House in bush setting with use of pool

The Palms Poolside Stay in Strathfield
Weekly house rentals

The Harvey - Architect’s Unique Luxury Home

Awardwinning DesignerHouse in Paddo near Bondi+CBD

2 bedroom house opposite Carriageworks, Newtown.

Designers own unique art, light filled terrace.

Big luxurious 2 bedroom house, excellent location

Ultimo 1bed ensuite with carport, kitchen& laundry

Sky & Stone – Luxury House in Darlinghurst

Beautiful Terrace House in an Inner City Village
Private house rentals

Cliff house & Grand harbour view

Charming City Terrace with Garden

Charming Victorian Terrace

The Rocks Charming Retreat Terrace with Courtyard

Vernon House

Perfect base for families exploring Sydney

The Parkside Terrace - Chic Inner City Oasis

Parking | Darlinghurst| Work desk| Close to CBD
When is the best time to visit Woolloomooloo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R3,656 ZAR | R3,707 ZAR | R3,402 ZAR | R4,621 ZAR | R2,759 ZAR | R2,403 ZAR | R3,639 ZAR | R3,741 ZAR | R3,774 ZAR | R3,961 ZAR | R3,994 ZAR | R4,959 ZAR |
| 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 vacation rentals
Explore 30 vacation rentals in Woolloomooloo

Nightly prices starting at
Woolloomooloo vacation rentals start at R508 ZAR per night before taxes and fees

Verified guest reviews
Over 980 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Woolloomooloo vacation rentals include wi-fi 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
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- Manly Beach
- Tamarama Beach
- Darling Harbour
- Sydney Opera House
- Avalon Beach
- Bronte Beach
- Wollongong Beach
- Terrigal Beach
- South Cronulla Beach
- Maroubra Beach
- Copacabana Beach
- Dee Why Beach
- Newport Beach
- Bulli Beach
- Queenscliff Beach
- Freshwater Beach
- Mona Vale Beach
- Narrabeen Beach
- Coledale Beach
- Austinmer Beach
- Little Manly Beach
- Windang Beach
- South Beach
- Taronga Zoo




