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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.

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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, 105 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, 124 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

Top guest favourite
Home in Kogarah
4.91 out of 5 average rating, 117 reviews

Studio w/ private bathroom & kitchen (Rm 0)

We’re a Christian family, blessed by Christ’s love ❤️. Family-owned, we live next door 🏡 — we own, manage, and clean ourselves to ensure a spotless, fully stocked home and caring, local hospitality. 🌟 💸 DISCOUNT FOR BOOKINGS OVER 28 NIGHTS and 90 NIGHTS Check-in anytime and check-out by 4 pm 🏠 Studio Private Kitchen🍳 Private bathroom 🚿 Private entrance 🚪 All amenities 🎛️ 📍 Prime Location: Near shopping, beaches, restaurants & public transport 🛍️🏖️🍽️ Near airport ✈️ & hospitals 🏥

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, 140 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.

Superhost
A bright kitchen features white cabinetry and a marble countertop, complemented by stainless steel appliances. Natural light filters through a skylight. An adjacent dining area is visible, furnished with a wooden table and several chairs. The wooden floor enhances the open and airy atmosphere.
Home in Paddington
4.73 out of 5 average rating, 113 reviews

Amazing Location - Terrace in Paddington

This charming 2 bedroom light-filled Paddington terrace is brilliantly located in the best suburb in Sydney. In less than 5 minutes, you can walk to Oxford Street’s best restaurants, pubs, cafes and the famous Paddington markets and Centennial Park. Bathed in natural light with new interiors, you will have access to a fully equipped kitchen. The house is a smaller style terrace and the stairs are steeper than modern homes and can sometimes be an issue for young children or elderly guests.

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
4.91 out of 5 average rating, 258 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 ✅

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, 244 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, 150 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.

Guest favourite
A spacious bedroom features a wooden bed with a light-colored comforter positioned next to a stylish area rug. Two leather recliners in a neutral tone are positioned to invite relaxation, while soft lighting and wooden flooring enhance the overall ambiance.
Home in Chatswood
4.87 out of 5 average rating, 170 reviews

Quiet Private Independent

Brand new, private very spacious bedroom with ensuite bathroom and a walk-in closet. Very quiet location close to Westfield Shopping Centre Chatswood (15 min) and only 5 mins to a Buss Stop. Direct trains to CBD. This property is presented to you with the highest level of hygiene and cleanliness, managed onsite. This place comes with the best features such as central air conditioning, a new kitchen, washing machine and high-speed Wi-Fi NBN network. No children under 12.

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, 152 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.

Superhost
The entrance of the terrace home is framed by decorative ironwork. A warm interior glow is visible through the open door, leading into the living space. The house number is clearly displayed as '37,' and a picket fence provides a welcoming boundary.
Home in Camperdown
4.83 out of 5 average rating, 135 reviews

Stylish Aircon Terrace Near Newtown, Train to City

Peaceful 2 bedroom terrace for 4 people. Only 8 min walk to popular Newtown shopping and train. Only 5 min train ride to Sydney Harbour Featuring: * 2 full bedrooms with queen beds * fully equipped kitchen * internal washer * beautiful, sunny garden with atrium * separate living and dining space * smart TV with Netflix etc. * WiFi * 5-10 min walk to Newtown centre * close to public transport/train station * Quiet narrow st with 24hr parking.

Guest favourite
Large glass doors provide an unobstructed view of the beach, where waves gently lap against the shore. Spacious seating in the living area faces the water, inviting relaxation. Soft curtains frame the scene, and natural light fills the room, enhancing the airy atmosphere.
Home in Bronte
4.95 out of 5 average rating, 152 reviews

Amazing view beach house footsteps to Bronte Beach

Welcome to Casa Brisa! A unique spacious beachfront house with uninterrupted views overlooking the iconic Bronte Beach. Enjoy the coastal lifestyle and take-in the most of this unique location with refreshing ocean dips and scenic coastal walks a few footsteps from the door; also only moments to Bronte’s cafes, the rockpool and Tamarama Beach.

Popular amenities for Woolloomooloo house rentals

When is the best time to visit Woolloomooloo?

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Avg. price$305 CAD$309 CAD$283 CAD$385 CAD$230 CAD$200 CAD$303 CAD$312 CAD$314 CAD$330 CAD$333 CAD$413 CAD
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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 $42 CAD 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 and kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    30 of Woolloomooloo vacation 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