
House holiday rentals in Woolloomooloo
Find and book unique houses on Airbnb
Top-rated house rentals in Woolloomooloo
Guests agree: these houses are highly rated for location, cleanliness and more.

Terrace House in Vibrant Neighbourhood
This spacious 3-bedroom, 2-bathroom terrace house offers a tastefully decorated interior with a mix of contemporary furnishings and classic design elements. Accommodating up to 8 guests, the master bedroom has a king-size bed, while the other bedrooms feature queen-size beds. Additional sleeping space includes a single fold-out bed and a single-person sofa bed in the living room. Located in Darlinghurst, surrounded by trendy cafes, shops, and nightlife, with Sydney CBD just a short walk away.

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!

Contemporary Victorian Charm
Kick back and relax in this calm, stylish space. This charming Victorian two bedroom single level terraced house is located close to the city in the historical village of Annandale. This cute as a button home sits near the Tramshed's chic eateries, tramline, bus which whisks you into the city. This home possesses light contemporary interiors complimented by a deep, shaded rear garden, alfresco terrace and auto door off-street parking within a tranquil location in a broad, tree-lined avenue.

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.

Bundeena Beachside Oasis
This newly renovated home provides timeless beach house appeal: sweeping water views, indoor/outdoor living and that all-round 'oasis' feel. Special bonus... being able to experience an equally dreamy sunrise and sunset! The property's rare balance of modernity and warmth makes you instantly feel at home. Whether you're soaking up rays on the seaside terrace or seeking a moment of shaded tranquility in the lush, cascading garden - every aspect of this house offers a little bit of magic.

Narrabeen Luxury Beachpad
Between the lagoon and the ocean…. Clever architectural design with full size well equipped kitchen and beautiful private sunny balcony. This is a one bedroom freestanding fully self contained private elevated dwelling amongst the giant bamboo, Bangalow palms and bromeliads with lake glimpses and ocean breezes. If you're looking for somewhere out of the ordinary, in an outstanding location just minutes walk to the beach, and a little more special than the rest, you will not be disappointed.

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 ✅

Exclusive living in a Historic Home
With 180 degree views of Barangaroo and Balmain and a courtyard for enjoying afternoon drinks, this 3 storey home is fitted with all the modcons including smart TV, WIFI, luxury Egyptian cotton linen, air con, washer/dryer, marble kitchen, wooden floors, rain shower heads, customised wardrobes, a clawfoot bathtub and Victorian fireplaces. 5 min walk to Barangaroo, 10 mins to Circular Quay and CBD and around the corner from some of the best restaurants and bars that Sydney has to offer.

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.

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.

World Class Villa HarbourView Private Beach Manly
Sitting in an exclusive harbourfront cul-de-sac, you will have a great time with your family and friends in this resort style house. Convenient and close to the shops, restaurants, beaches and reserves. Plenty of local spots for having family time with the children. Spectacular harbour and city skyline view, grand entertainment area and pool cabana, Manhattan stylish courtyard in holiday vibes. We are looking forward to your reservation for a relaxing getaway!
Popular amenities for house rentals in Woolloomooloo
House rentals with a pool

Cozy 2 bedrooms Grannyflat with air-con & pool

Collaroy Luxe Pool House

Gladesville By The Water

'ISLA' South Coogee

3 Bedroom home with pool oasis in heart of Bondi

Spacious 4BR Waterfront House w/pool in Sth Coogee

Bundeena Base Art House Sea View Solar Heated Pool

6BR Stunning Waterview with Private Pool in Mosman
Weekly house rentals

Harbourside retreat

Inner City Oasis (Surry Hills)

Luxury 3BR Family Home With Rooftop, Garden & BBQ

Sydney meets New York: Luxurious Sandstone Terrace

Surry Hills Local Retreat

Beach house Bundeena, Royal National Park

Unique - Boutique Bespoke 5* - Paddington

Parking | Darlinghurst| Work desk| Close to CBD
Private house rentals

Red Door Paddington

Heritage Home w/ Modern Comforts | Great Location

2 Bedroom Renovated Cottage - 1 Stop to Central

Designers own unique art, light filled terrace.

Luxury Living in the Heart of Paddington

Beautiful Balmain East Terrace House

Charming Retreat in Paddington

Modern 3BR/3BA Paddington Home, close to City
When is the best time to visit Woolloomooloo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $275 SGD | $279 SGD | $256 SGD | $348 SGD | $208 SGD | $181 SGD | $274 SGD | $282 SGD | $284 SGD | $317 SGD | $303 SGD | $396 SGD |
| 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 $38 SGD per night before taxes and fees

Verified guest reviews
Over 1,080 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

4.5 Average rating
Woolloomooloo stays receive an average rating of 4.5 out of 5 from guests
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- House rentals New South Wales
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- Manly Beach
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- Icc Sydney
- Sydney Opera House
- Chinatown
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- The University of Sydney
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- University of New South Wales
- Accor Stadium
- Copacabana Beach
- Qudos Bank Arena
- Sydney Harbour Bridge
- Dee Why Beach
- Hordern Pavilion
- Newport Beach
- Mona Vale Beach
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