House holiday rentals in Woolloomooloo

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Top-rated house rentals in Woolloomooloo

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Top Guest favourite
The image depicts the exterior of a Granny Flat featuring a light-colored façade, large windows, and a private entrance. A wooden deck extends from the building, accompanied by outdoor seating. Lush greenery and a patio umbrella provide shade, creating a peaceful outdoor space.
Home in Kingsgrove
5 out of 5 average rating, 221 reviews

The Cozy Granny Flat

PLEASE READ!!! We have building works next to our property and we don’t know how this will affect your stay. The hours are from 7am-5pm Mon-Fri and on Sat from 8am-3pm. Completed by Nov’25. Situated at the rear of the property our cozy 60 sqm Granny Flat is a private and enclosed space with separate access from the main house. Kingsgrove train station is located just 10 minutes walk then 5 stops to Domestic / International Airport. Sydney CBD is approx. 25 mins via train. Free street parking.

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.

Superhost
An inviting entrance showcases a copper-clad wall beside a stone pathway leading to an outdoor area. Lush greenery is present, adding to the natural ambiance. The space is illuminated by soft light filtering through glass doors, creating a seamless connection between indoors and outdoors.
Home in Coogee
4.81 out of 5 average rating, 392 reviews

The Copper House

This stunning property is a finalist in the 2015 NSW Architectural Awards. Architecturally designed, two bedroom, copper clad residence. Fully air-conditioned and free wifi Please note that the approach to this peaceful nook is via a pathway past a front residence and involves two flights of steps (about 30 in all). If you have mobility issues or have significant amounts of luggage / strollers please factor this into your decision to book. Well worth the effort if you're up for it. 😊

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

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, 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.

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, 220 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 Woolloomooloo house rentals

When is the best time to visit Woolloomooloo?

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Avg. price$370 NZD$375 NZD$344 NZD$467 NZD$279 NZD$243 NZD$368 NZD$378 NZD$382 NZD$401 NZD$404 NZD$502 NZD
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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 $51 NZD 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 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, Wi-Fi 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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