House holiday 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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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, 146 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.

Guest favourite
The front exterior of the house is shown, featuring a well-maintained garden with green grass and flowering vines. A concrete pathway leads up to the entrance, where seating can be seen through the large, sliding glass doors. A roof provides shade over the porch area.
Home in Kurnell
4.9 out of 5 average rating, 316 reviews

Salt Air-Kurnell. Entire home opp. the beach.

PID-STRA-11204 One of Sydney's best kept secrets, Kurnell is located on the beautiful shores of Botany Bay and only 6 minutes from Cronulla. The house is directly opposite the netted baths, viewing platform and ramp to the beach. Salt Air is a sunny, spacious one bedroom house set 20 metres behind the main house with access for parking one car right at your front door. Sit outside at the private entertaining area and enjoy the sunshine and sea breezes as you plan your time in Kurnell.

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, 108 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

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.

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, 174 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, 157 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
A bright living area features a turquoise sofa and natural light flooding through expansive glass doors. Lush plants are situated beside a woven area rug, while soft textures and warm lighting create a calming atmosphere, inviting relaxation.
Home in Waterloo
4.88 out of 5 average rating, 131 reviews

City Cottage

Enjoy a stylish experience at this centrally located place. The inner city is at your door step including parks, pubs, breweries and restaurants. Our home provides space to unwind and relax. You can enjoy the sun outback or close up and cool down with a flow of air conditioning. The kitchen is all new and state of the art cooking appliances by smeg. We loved living in the area and hope you will too when you stay. *****Strictly no parties please*****

Top guest favourite
A dining table set for two is depicted, featuring woven placemats and dinnerware with fresh fruit and cheese. A bottle of wine and two glasses stand ready for guests. Soft light emanates from the interior space, creating a cozy ambiance.
Home in Alexandria
4.96 out of 5 average rating, 503 reviews

Studio 54x2

Our beautiful studio is located at the rear of our house in one of the finest streets in Alexandria, just a short stroll to the Australian Technology Park. The studio is completely separate from our house with private access to a landscaped courtyard. We are a 5 minute walk from the Waterloo Metro Station and a 10 minute walk from Redfern Station.

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, 154 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.

Top guest favourite
Home in Maroubra
4.97 out of 5 average rating, 221 reviews

Light comfortable & convenient

Large bright bedroom plus sunroom & separate lounge opening onto front lawn (not enclosed). Kitchenette offers microwave, kettle, coffee machine, toaster, air fryer, cook top, and bar fridge. Cable TV with Netflix. The apartment is connected to the main house but has a private entrance and no shared amenities or spaces.

Popular amenities for house rentals in Woolloomooloo

When is the best time to visit Woolloomooloo?

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Avg. price$277 SGD$281 SGD$258 SGD$351 SGD$209 SGD$182 SGD$276 SGD$284 SGD$286 SGD$300 SGD$303 SGD$376 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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