
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.

Stunning 3BR Terrace House w Garden
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.

Collected Places Woolloomooloo in heart of Syd
A beautifully restored Federation home in the heart of Woolloomooloo — one of Sydney's most storied inner-city neighbourhoods. Three floors of design-led living with warm, curated interiors, 3 generous bedrooms, 2.5 bathrooms, & open-plan living that flows to a private terrace. Fully equipped kitchen, 4 dedicated work spaces, premium linens, & climate control in every room. Steps from the Finger Wharf, Royal Botanic Garden, Opera House, Potts Point's celebrated dining scene, and a direct line to

Urban Farmhouse Flair—Surry Hills Terrace Serenity
This luxe terrace in Surry Hills strikes the perfect balance between industrial & rustic charm. Footsteps from the vibrant dining and entertainment precinct of Crown Street, it offers everything you need right on your doorstep. Inside, the home features three bedrooms with its own ensuite. The living and dining areas are designed for year-round comfort, enhanced by a striking hanging fireplace. Enjoy the rooftop patio, perfect for soaking up Sydney’s sunny days or savouring cool evening breezes.

Modern retreat in prime location
Conveniently located in the heart of Rozelle, this modern retreat offers a perfect blend of trendy cafes and boutiques on Darling Street and the tranquille Bay Run, Dawn Fraser Baths and newly opened Rozelle Parklands. A 10-minute bus ride takes you to the center of Sydney, providing easy access to iconic landmarks like the Opera House and Harbour Bridge. Whether you're exploring the city or unwinding in the peaceful surroundings of Rozelle, this is the perfect base for your Sydney adventure.

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.

Little Edie charming architect designed cottage
A gorgeous, free-standing two level stables converted into a chic, fully self contained cottage in the heart of Paddington's leafy streets, Little Edie is an architecturally designed jewel box for grown ups providing the perfect place to rest and relax during your next visit to Sydney. Centrally located, it is two blocks from Oxford Street's boutiques, bars, restaurants, public transport and just a few minutes from the city, sports stadiums and glorious beaches. We love giving local tips too!

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 ✅

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.

Ultimate Luxury Just 100 Steps from Manly Beach
100M from iconic Manly Beach, a contemporary remake of a 1917 terrace house offers an indulgent break. The location, on the flat, in Manly is exceptional. Easy walking distance to a huge variety of restaurants and cafes, and of course world-class beaches, bike paths, trails and more. However you imagine spending your days The Manly House may be just what you need. Enjoy the space and serenity of an entire home, perfectly located & exquisitely appointed. You deserve it.

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 Woolloomooloo house rentals
House rentals with a pool

Coastal Zen Oasis with Saltwater Pool & Hot Tub

Poolside oasis - outdoor living at its best

Cozy 2 bedrooms Grannyflat with air-con & pool

Gladesville By The Water

Gordons Bay Vista

3 Bedroom home with pool oasis in heart of Bondi

Salty Views on Cross St Bronte

4 BR, Peaceful, Centrally located family retreat
Weekly house rentals

Maritime Manor | Coastal Terrace

Luxury Architectural City Escape - Brand New Home

Penthouse Near Taronga Zoo w/ Iconic Harbour Views

Luxury 3BR Family Home With Rooftop, Garden & BBQ

Charming Victorian Terrace

Designer 1BD Terrace | A/C + Private Outdoor Patio

Stylish ocean view cottage, couple’s retreat

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

Inner City Oasis (Surry Hills)

Designers own unique art, light filled terrace.

Charming Retreat in Paddington

Beach house Bundeena, Royal National Park

Sky & Stone – Luxury House in Darlinghurst

Heart of Sydney CBD

unique, sandstone cottage in the heart of Sydney

Beautiful oasis in the heart of Surry Hills.
When is the best time to visit Woolloomooloo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$47,451 GYD | G$50,796 GYD | G$47,451 GYD | G$57,067 GYD | G$34,073 GYD | G$29,683 GYD | G$44,943 GYD | G$46,197 GYD | G$46,615 GYD | G$52,050 GYD | G$49,751 GYD | G$65,010 GYD |
| 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 G$6,271 GYD per night before taxes and fees

Verified guest reviews
Over 1,260 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

4.5 Average rating
Woolloomooloo stays receive an average rating of 4.5 out of 5 from guests
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- Darling Harbour
- Manly Beach
- Sydney Opera House
- Wollongong Beach
- Avalon Beach
- Bronte Beach
- Terrigal Beach
- Maroubra Beach
- Qudos Bank Arena
- Copacabana Beach
- South Cronulla Beach
- Accor Stadium
- Clovelly Beach
- Dee Why Beach
- Sydney Town Hall
- Newport Beach
- Icc Sydney
- The University of Sydney
- Coledale Beach
- Tamarama Beach
- Mona Vale Beach
- University of New South Wales
- Bulli Beach
- Taronga Zoo Sydney
- Things to do Woolloomooloo
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