
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.

Fairlight House
Beautifully decorated and is equipped with everything you'd need for a home away from home stay. There are two bedrooms with queen size beds. Separate living room with a cosy fireplace and dinning room for 6 people. A charming study with a small daybed, a desk and printer. Well equipped kitchen good enough for any chefs. Sunny balcony off the master bedroom to sit and enjoy a cup of coffee. A plunge pool with sunbed in the rear courtyard garden for soaking up the sun or alfresco entertaining & relaxation. We provide luxurious bedding linen, Egyptian Cotton bath towels, high end bathroom amenities including a hairdryer. Unfortunately we do not provide beach towels and we don't have a BBQ. There is a Nespresso Coffee machine in the kitchen and we provide a few coffee pods to get you started but you will have to purchase the additional pods at our local supermarket, Coles. Instant coffee and a small selection of tea are there for you to use of course. Guests will have access to the entire house by themselves. Guests will have full privacy. The house is conveniently located within a 10-20 minute walk of the famous Manly Beach precinct, home to a multitude of trendy cafes, restaurants, and boutiques. In addition, there's easy access to outdoor activities, such as bushwalking and surfing. If you don't want to do the 10-20mins walk to Manly, there is a local free bus shuttle (Hop Skip & Jump Bus) that takes you to directly to Manly Beach and Manly ferry. The bus stops right across the street in front of the house and comes around every 30mins. To go into the city there is also a public bus stop just around the corner but we suggest you take the scenic ferry ride across the Harbour into Sydney and you'll be in the heart of Sydney's tourist attractions. If you have a car you can park on the street in front of the house. There is always plenty of parking available. Fairlight La Maison is a terrace house on 3 levels so there are steep narrow stairs which might not be suitable for young children not used to stairs and elderly people. We have a gas fireplace. There is a Nespresso machine but only a sample of pods will be provided to get you started. If you would like use the Nespresso Coffee machine then you will need to buy extra coffee pods at the local supermarket. We don't have a BBQ. You will also need to bring your own beach towels as we do not provide beach towels at the house. We don't own a cat but our neighbours do. Nero is the black cat and Oscar is the grey marble cat. They are super friendly cats and often wander into the house if the doors and windows are left open. If you are allergic to cats we suggest you don't allow them in the house.

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.

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.

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!

Light Filled House in Enmore
Light filled 2-bedroom Victorian home situated on a quiet street, and a short walk to bustling Enmore Road. Close to a wide array of bars and restaurants, and the famous Enmore Theatre. Conveniently located close to the CBD via Newtown station. Free street parking available on one side of street. Home includes: -2 bedrooms with 2 queen sized beds -Open plan living space with fully equipped kitchen including Nespresso machine with pods -Outdoor dining area with a Heston Blumenthal charcoal bbq

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.

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.

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 Woolloomooloo house rentals
House rentals with a pool

Poolside oasis - outdoor living at its best

Cozy 2 bedrooms Grannyflat with air-con & pool

Luxury escape home with internal lift and pool

Collaroy Luxe Pool House

Gladesville By The Water

Spacious 4BR Waterfront House w/pool in Sth Coogee

Stylish Townhouse - Pool, Gym, Sauna & City Views

Hills Family Retreat | Pool | Fast Wifi | Sleeps 8
Weekly house rentals

Heritage Home w/ Modern Comforts | Great Location

Inner City Oasis (Surry Hills)

Luxury Architectural City Escape - Brand New Home

Designers own unique art, light filled terrace.

Surry Hills Local Retreat

Modern 3BR/3BA Paddington Home, close to City

Unique - Boutique Bespoke 5* - Paddington

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

2 Bedroom Renovated Cottage - 1 Stop to Central

Ultimate Luxury Just 100 Steps from Manly Beach

2 bedroom house opposite Carriageworks, Newtown.

Heart of Newtown Terrace

Luxury Living in the Heart of Paddington

Charming Retreat in Paddington

Queens Park Retreat

Heart of Sydney CBD
When is the best time to visit Woolloomooloo?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $302 AUD | $306 AUD | $281 AUD | $381 AUD | $228 AUD | $198 AUD | $300 AUD | $309 AUD | $312 AUD | $348 AUD | $333 AUD | $435 AUD |
| 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 $42 AUD per night before taxes and fees

Verified guest reviews
Over 1,260 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Woolloomooloo holiday 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
Destinations to explore
- Sydney Holiday rentals
- Blue Mountains Holiday rentals
- Sydney Harbour Holiday rentals
- Hunter valley Holiday rentals
- South West Holiday rentals
- Bondi Beach Holiday rentals
- Mid North Coast Holiday rentals
- Canberra Holiday rentals
- Manly Holiday rentals
- Central Coast Holiday rentals
- Wollongong Holiday rentals
- Surry Hills Holiday rentals
- Smoking-friendly rentals Woolloomooloo
- Rentals with pools Woolloomooloo
- Pet-friendly rentals Woolloomooloo
- Waterfront rentals Woolloomooloo
- Rentals with breakfast Woolloomooloo
- Rentals with a hot tub Woolloomooloo
- Apartment rentals Woolloomooloo
- Rentals with a washing machine and dryer Woolloomooloo
- Family-friendly rentals Woolloomooloo
- Rentals with a patio Woolloomooloo
- Fitness-friendly rentals Woolloomooloo
- Rentals with outdoor seating Woolloomooloo
- House rentals New South Wales
- House rentals Australia
- Manly Beach
- Tamarama Beach
- Icc Sydney
- Sydney Opera House
- Darling Harbour
- Sydney Town Hall
- Bronte Beach
- Avalon Beach
- Wollongong Beach
- Terrigal Beach
- Maroubra Beach
- South Cronulla Beach
- The University of Sydney
- Clovelly Beach
- Qudos Bank Arena
- Accor Stadium
- Copacabana Beach
- Sydney Harbour Bridge
- Dee Why Beach
- Hordern Pavilion
- Newport Beach
- Mona Vale Beach
- Freshwater Beach
- Coledale Beach
- Things to do Woolloomooloo
- Things to do New South Wales
- Food and drink New South Wales
- Tours New South Wales
- Art and culture New South Wales
- Sports activities New South Wales
- Sightseeing New South Wales
- Nature and outdoors New South Wales
- Things to do Australia
- Sports activities Australia
- Nature and outdoors Australia
- Sightseeing Australia
- Art and culture Australia
- Tours Australia
- Entertainment Australia
- Food and drink Australia






