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House vacation rentals in Woolloomooloo

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Top-rated house rentals in Woolloomooloo

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A staircase with wooden steps and a metal railing is framed by white brick walls and large windows above, allowing natural light to illuminate the space. The design features a blend of polished concrete and minimalist aesthetics, highlighting the industrial heritage of the property.

Home in Darlinghurst

4.88 out of 5 average rating, 118 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 favorite

A charming cottage is nestled among vibrant greenery, featuring a stone pathway leading up to the front porch. The light-colored wooden exterior is complemented by a dark roof and well-maintained garden beds filled with pink flowers and leafy plants.

Home in Waverton

4.95 out of 5 average rating, 130 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 favorite

The exterior showcases a modern two-level structure with a combination of exposed brick and wooden elements. A blue door leads into the entrance, while large windows invite natural light into the adjacent indoor space. A small courtyard garden adds greenery to the setting.

Home in Paddington

4.93 out of 5 average rating, 61 reviews

Little Edie charming architect designed cottage

A gorgeous, free-standing two level stables converted into a chic, fully self contained cottage in the heart of Paddington's leafy streets, Little Edie is an architecturally designed jewel box for grown ups providing the perfect place to rest and relax during your next visit to Sydney. Centrally located, it is two blocks from Oxford Street's boutiques, bars, restaurants, public transport and just a few minutes from the city, sports stadiums and glorious beaches. We love giving local tips too!

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

4.89 out of 5 average rating, 303 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.

A wooden dining table with seating for four is positioned against a white wall, complemented by framed black-and-white artwork above. A floor lamp stands nearby, and a staircase with a textured runner is visible, enhancing the area’s minimalist design.

Home in Woolloomooloo

4.91 out of 5 average rating, 251 reviews

2 Bedroom Terrace In The Heart Of 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 ✅

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, 241 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.

An open-plan living area features exposed brick walls that add character. A dark sofa with cushions is positioned across from a modern TV on a stand. Nearby, glass doors provide access to a private terrace, complemented by natural light illuminating the space.

Home in Darlinghurst

5 out of 5 average rating, 7 reviews

Sky & Stone – Luxury House in Darlinghurst

Welcome to Sky & Stone, an urban retreat that blends heritage charm with modern style in the heart of Darlinghurst. Enjoy exposed brick walls, soft lighting, and a cozy, curated interior. Sip coffee or wine on the sunny private terrace surrounded by greenery. Inside, relax in the open-plan living area, read in a quiet corner, or cook in the fully equipped kitchen. Upstairs, a plush bedroom offers hotel-style comfort and natural light. Ideal for couples, solo or business stays.

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.

4.94 out of 5 average rating, 140 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.

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, 140 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.

A bright and inviting dining area features a large table paired with two chairs. Custom window seats with cushions provide a comfortable spot to relax. Natural light floods the space through large windows, offering views of greenery and neighboring buildings.

Home in King's Cross

5 out of 5 average rating, 10 reviews

Sun drenched Art Deco apart with pool and garden

I moved out of this gorgeous heritage listed Art Deco 1 bedroom apartment last year and fully renovated the kitchen. It is designed for longer stays 1-6 months free from April 2025 onwards. I have lived here for 6 years and it is an amazing apartment to live in. It is spacious, sun drenched, plenty of space to work from home and has a beautiful outlook both East and North facing.

Top guest favorite

A narrow outdoor space is lined with various greenery, including potted plants and small trees. Four high bar stools are positioned along a ledge, providing a space for enjoying the surroundings. Natural light filters through the area, enhancing the tranquil atmosphere.

Home in Darlinghurst

4.99 out of 5 average rating, 70 reviews

the little blue house

This special place is close to everything, making it easy to plan your visit. Enjoy staying in an incredibly central location with a vibrant and plentiful mix of cafes, restaurants, pubs, galleries, nightlife and transport on your doorstep you can truly live like a local in one of Sydney's few remaining original 1840's workers cottages. Long stays discounts available

Top guest favorite

A private entrance is depicted with a light-colored exterior and large glass doors leading to the interior. A small wooden deck features a bistro table with two folding chairs, accented by potted plants on either side, contributing to a welcoming outdoor space.

Home in Maroubra

4.97 out of 5 average rating, 210 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.

Vacation rentals for every style

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Spaces that are more than just a place to sleep

Popular amenities for Woolloomooloo house rentals

Free parking on premises

Air conditioning

House rentals with a pool

A serene outdoor area features a sparkling pool alongside a light-colored deck. Comfortable lounge chairs are positioned nearby, inviting relaxation. Large glass sliding doors lead to an airy living space, with views of the ocean beyond. Bright natural light enhances the tranquil atmosphere.

Home in Collaroy Plateau

4.94 out of 5 average rating, 31 reviews

Pacific Ocean Masterpiece

An inviting living area is showcased with two plush chairs and a light wooden coffee table. Natural light filters through large glass doors, connecting to a courtyard with outdoor seating. A dining area is visible through an open entrance, enhancing the spacious feel.

Home in Woollahra

4.93 out of 5 average rating, 28 reviews

3 Bedroom home with pool oasis in heart of Bondi

An aerial view captures the modern, minimalistic design of the free-standing home. The outdoor area features a pool surrounded by sun loungers and seating, with glass panels enhancing natural light. Lush greenery frames the property, contributing to a serene atmosphere.

4.95 out of 5 average rating, 57 reviews

Salty Views on Cross St Bronte

A sunlit outdoor dining area features a wooden table set with plates of fresh fruit and wine, overlooking Sydney's skyline. The backdrop includes views of the Harbour and Anzac Bridge, framed by greenery and potted plants, creating a serene space for relaxation.

Home in Balmain

4.93 out of 5 average rating, 15 reviews

Stylish Balmain Townhouse with Pool & City Views

A modern dining area features a round wooden table surrounded by minimalist chairs. Natural light floods the space through large windows, highlighting the polished wooden floor. The open layout connects to a cozy living area, which is visible in the background.

Home in Maroubra

4.67 out of 5 average rating, 9 reviews

Stunning 4BR Waterfront House w/pool in Sth Coogee

The two-story home is showcased from the pool area, featuring a wooden exterior and large glass doors that open to the living space. Sun loungers are placed on a stone terrace, while the tranquil blue pool reflects the clear sky above.

Home in Tamarama

4.93 out of 5 average rating, 41 reviews

Stunning Tamarama Beach House

Top guest favorite

A serene outdoor space features a swimming pool surrounded by lush greenery. The pool, with steps leading in, reflects sunlight. A modern pool house is visible in the background, framed by palm trees, creating a tropical atmosphere. The area is well-maintained and inviting.

Home in Chatswood

5 out of 5 average rating, 39 reviews

Guest House in bush setting with use of pool

The entrance features a wooden door framed by decorative elements and a vibrant orange archway. Potted plants and a small seating area add greenery, while a fence surrounds the property. Bicycles and outdoor toys are visible, emphasizing a family-friendly environment.

Home in Annandale

4.9 out of 5 average rating, 190 reviews

Central three bedroom garden retreat

Weekly house rentals

A corner of the dining area is showcased, featuring a vintage marble table and a stylish black chair. Artistic pieces adorn the walls, while a decorative vase holds white flowers, enhancing the space's aesthetic. Natural light filters through the window, illuminating the room.

Home in Paddington

4.83 out of 5 average rating, 78 reviews

Designers own unique art, light filled terrace.

Top guest favorite

A bright, open living and dining area is highlighted by wooden flooring and natural light. An elegant dining table is surrounded by wooden chairs, and the contemporary kitchen features a large island. Lush plants add greenery, enhancing the inviting atmosphere.

4.98 out of 5 average rating, 100 reviews

MANLY BEACH HOUSE - 8 min walk to Manly Beach!

A spacious dining area features a large wooden table surrounded by six chairs, illuminated by a lavish chandelier. A stylish mirror adorns the wall. The living space is visible in the background, showcasing a comfortable sofa and a subtle telescope.

Home in Paddington

4.89 out of 5 average rating, 91 reviews

Charming Victorian Terrace

Home in Darlington

4.91 out of 5 average rating, 56 reviews

Terrace House - Carriageworks Caboose

A modern kitchen features sleek white cabinetry and a black sink. Natural light floods the space through glass doors, which open to a green backyard. The dining area includes a glass table with white chairs and a small decorative plant, creating a minimalist and inviting ambiance.

Home in Paddington

4.93 out of 5 average rating, 54 reviews

Luxury Living in the Heart of Paddington

A light-filled living area features a comfortable sofa draped in a soft throw, accompanied by a low coffee table. Large windows illuminate the space, revealing an outdoor area with greenery and a colorful mural on the wall, enhancing the room's relaxed ambiance.

4.93 out of 5 average rating, 86 reviews

Light Filled House in Enmore

Home in Redfern

5 out of 5 average rating, 3 reviews

Master suite at Grand Parkside

A bright bedroom features a spacious bed dressed in a turquoise coverlet, flanked by two pillows. Large windows offer views of greenery outside. A private deck includes a barbecue and a smooth wooden surface, enhancing the room's open and airy feel.

Home in Darlinghurst

4.97 out of 5 average rating, 31 reviews

Roof Top Terrace House+perfect Location+AC+Parking

Private house rentals

Top guest favorite

A traditional front courtyard is framed by a distinctive spear-point iron fence. A small round table and a chair sit nearby, complemented by potted plants on the ground, offering a welcoming entry to the home.

Home in Annandale

4.98 out of 5 average rating, 82 reviews

Contemporary Victorian Charm

A welcoming entryway features a rich, patterned rug over hardwood flooring. A comfortable brown sofa and a yellow accent chair are positioned near a window, with greenery adding a refreshing touch. An ornate mirror hangs on the wall, enhancing the sense of space.

Home in Surry Hills

4.92 out of 5 average rating, 13 reviews

Portuguese-style house

Top guest favorite

Home in Newtown

5 out of 5 average rating, 72 reviews

2 bedroom house opposite Carriageworks, Newtown.

The bedroom features a spacious bed with light linens and two decorative pillows. Flanking the bed are two nightstands adorned with vibrant lamps. Artwork is displayed on the wall above the bed, and a cushioned bench is positioned at the foot.

Home in Centennial Park

5 out of 5 average rating, 6 reviews

Cottage Pie

A bright dining area features a round white table surrounded by three wooden chairs. A wall-mounted shelf displays decorative items. Soft light is provided by a modern ceiling fixture, while a large window offers natural light and views towards a hallway.

Home in Pyrmont

4.9 out of 5 average rating, 20 reviews

Pyrmont: Cozy and central 2 bedroom home

A modern, open-concept space is highlighted by a light-filled area with polished cement flooring. A sleek dining table with four chairs is positioned near the staircase, which features a glass railing and soft, recessed lighting, enhancing the contemporary design.

Home in Alexandria

4.85 out of 5 average rating, 34 reviews

2 Bedroom Renovated Cottage - 1 Stop to Central

A welcoming corner features a red chair with a light cushion, positioned next to a round mirror. A spiral staircase ascends, framed by a decorative shelf displaying various items. Stacked logs provide an earthy element, contributing to the cozy ambiance of the space.

4.94 out of 5 average rating, 69 reviews

7 mins walk to Darling Harbour, ICC, Terrace House

Top guest favorite

A renovated heritage cottage is set behind a white picket fence, featuring a gabled roof and traditional design. The exterior showcases a blend of grey and white tones, with a spacious front porch and large windows that provide light to the interior.

Home in North Sydney

5 out of 5 average rating, 16 reviews

Cosy Heritage Cottage

Quick stats about house rentals in Woolloomooloo

Total rentals
20 properties
Nightly prices starting at
R518 ZAR before taxes and fees
Total number of reviews
880 reviews
Family-friendly rentals
10 properties are a good fit for families
Wifi availability
20 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool

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