House holiday rentals in Woolloomooloo

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Top-rated house rentals in Woolloomooloo

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Top guest favourite
A comfortable sofa adorned with decorative cushions sits against a stone wall. A large framed black-and-white photograph hangs above. A neutral-color vase with dried flowers is positioned on a nearby table, complemented by a stack of magazines.
Home in Fairlight
4.92 out of 5 average rating, 311 reviews

Fairlight Maison

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.

Top guest favourite
A spacious living room features a mix of textures and colors, with a brown leather sofa and a gray fabric couch positioned around a round coffee table. A large TV is mounted on a white media console. Natural light filters through the window, highlighting indoor plants and decorative artwork.
Home in Manly
4.98 out of 5 average rating, 108 reviews

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!

Guest favourite
A modern living space features a spacious grey sofa accompanied by a vibrant red chair. Indirect lighting highlights the textured walls and minimalist decor. A low coffee table sits on a blue rug, with a small green plant adding a touch of nature to the room.
Home in Darlinghurst
4.89 out of 5 average rating, 132 reviews

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

Guest favourite
A serene view of the cottage is captured, showcasing its charming architecture surrounded by lush greenery. A stone patio with a small round table and two chairs is visible, creating an inviting outdoor space. The garden is adorned with various potted plants, enhancing the tranquil ambiance.
Home in Waverton
4.95 out of 5 average rating, 145 reviews

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.

Top guest favourite
An inviting living space features a plush sofa adorned with cushions, complemented by an intricate area rug. Potted plants are strategically placed around the room, offering a sense of greenery. The open layout is enhanced by natural light, leading to the outdoor space through sliding doors.
Home in Redfern
4.97 out of 5 average rating, 108 reviews

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.

Guest favourite
A lounge area features a brown leather sofa paired with a round, light-colored coffee table. Black-and-white framed photographs adorn the wall. A large television sits atop the mantel above a decorative fireplace. A view of the kitchen area can be seen in the background.
Home in Woolloomooloo
4.92 out of 5 average rating, 265 reviews

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 ✅

Guest favourite
A newly renovated kitchen showcases a large fridge and sleek cabinetry. A window offers a view of greenery outside, with a bowl of fresh fruit placed on the counter. The floor features patterned tiles, contributing to the overall modern aesthetic.
Home in Bondi Beach
4.89 out of 5 average rating, 107 reviews

Neat and Cosy at Bondi Beach

1 Bedroom Apartment with private entry. New kitchen fully kitted with large fridge, stove, oven and dishwasher. New Bathroom and Laundry with Washing/Dryer Machine. Separate Bedroom with Queen Bed and double Built-in wardrobe with drawers and hanging space. Spacious living & dining room and Balcony to relax Unrestricted street parking available Unlimited broadband Wifi Walk to Bus Stop, Bondi Beach, cafes, shops, top restaurants, easy trip to Sydney CBD and close to Sydney Harbour

Guest favourite
An open-plan living area features modern furnishings, including a glass dining table surrounded by blue chairs. A well-equipped kitchen is visible, with sleek cabinetry and appliances. Natural light is enhanced by skylights above, and a comfortable seating area is positioned near a fireplace.
Home in Darlinghurst
4.87 out of 5 average rating, 132 reviews

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.

Superhost
An outdoor dining area is showcased under a wooden pergola, featuring a large table surrounded by six woven chairs. Lush greenery includes potted plants and trees, adding a vibrant touch to the serene space. A built-in kitchen and BBQ area are also visible.
Home in King's Cross
4.85 out of 5 average rating, 246 reviews

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.

Top guest favourite
A comfortable living area features light wood flooring and a cozy armchair. Sliding glass doors open to the backyard, inviting natural light. A small round table holds snacks and a plant, while a soft rug adds texture to the space.
Home in Mosman
4.94 out of 5 average rating, 155 reviews

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.

Top guest favourite
A spacious living area is showcased, featuring a comfortable sofa and a round ottoman. Large floor-to-ceiling windows provide stunning ocean views, while natural light fills the room. A neutral color palette with light wood flooring enhances the airy atmosphere, inviting relaxation.
Home in Tamarama
4.94 out of 5 average rating, 156 reviews

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.

Guest favourite
Aerial view captures the vibrant harbor of Sydney, showcasing the iconic Harbour Bridge and the Sydney Opera House. Towering buildings and lush greenery line the waterfront, while numerous vessels navigate the shimmering waters. The historic terrace houses of Millers Point are visible in the foreground.
Home in Millers Point
4.78 out of 5 average rating, 260 reviews

Luxury Colonial Terrace House in the Rocks

Historic elegance meets contemporary luxury in the heart of Sydney. Step into a rare piece of Sydney’s heritage with this stunning 3-bedroom terrace house, built in 1866 and proudly state heritage-listed. Perfectly positioned in the heart of Millers Point, it offers unparalleled access to Circular Quay, The Rocks, the Opera House, Harbour Bridge, and all the cultural and culinary delights Sydney has to offer.

Popular amenities for house rentals in Woolloomooloo

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Avg. price$279 SGD$283 SGD$260 SGD$353 SGD$211 SGD$184 SGD$278 SGD$286 SGD$288 SGD$303 SGD$305 SGD$379 SGD
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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 $39 SGD 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

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