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Holiday rentals with breakfast in Woolloomooloo

Find and book unique Holiday Accommodation with Breakfast on Airbnb

Quick stats about holiday rentals with breakfast included in Woolloomooloo

  • Total holiday rentals

    Explore 20 holiday rentals in Woolloomooloo

  • Nightly prices starting at

    Woolloomooloo holiday rentals start at $71 AUD per night before taxes and fees

  • Verified guest reviews

    Over 380 verified reviews to help you choose

  • Wi-Fi availability

    10 of Woolloomooloo holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Woolloomooloo rentals

  • 4.9 Average rating

    Woolloomooloo stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated Holiday Accommodation with Breakfast in Woolloomooloo

Guests agree: These breakfast rentals are highly rated for location, cleanliness and more.

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Superhost
Apartment in Potts Point

Chic Potts Point Studio – Sydney’s Hidden Gem Stay

Wake up in the heart of one of Sydney’s most vibrant neighbourhoods, surrounded by award-winning cafés, renowned restaurants, & hidden local gems. Start your day with a refreshing dip in the pool, then enjoy a scenic stroll to the Royal Botanic Gardens, CBD, or Opera House. This light-filled 22sqm studio in Potts Point is stylish & thoughtfully designed for comfort, with every detail carefully considered. Perfect for solo travellers, business stays, or couples seeking an R&R Sydney city escape.

4.84 out of 5 average rating, 526 reviews
Guest favourite
Guest suite in Cammeray

Self-Contained Cammeray Guesthouse near CBD and Beaches

Relax on the sun-drenched veranda of this charming federation guesthouse overlooking Green Park. Perfect for couples, business travellers, small families and dog owners, this fully self-contained retreat offers a private entrance, no shared living spaces, free all-day street parking and all the comforts of home. Enjoy direct access to parklands, playgrounds and walking paths, while Cammeray's cafés, restaurants and public transport are just moments away. North Sydney and Sydney CBD are close by.

4.92 out of 5 average rating, 214 reviews
Top Guest favourite
A charming courtyard is framed by vibrant green plants and flowering shrubs. A light-colored door serves as an entry point, with a small seating area visible to the side. The stone pathway leads to a textured surface, enhancing the outdoor tranquility.
Guesthouse in Annandale

Annandale Self Contained flat & area ‘Old Stable’

A separate flat with its own relaxed Courtyard. Combined Kitchenet for light eating, toaster,microwave, kettle,Coffee Pod Machine, Bathroom & Laundry.(Dryer, W/Mach,iron& Board)Hair dryer & straightener Queen size bed (Murphy bed)which turns into a couch Air Con Close to SYD/CBD. Ideal for Sydney City Festivals, MWS/ Long w/e ,close to city bus stops. Annandale Village 300 m away. Buses & Lightrail very close. Close to RPA Hospital. Ideal for a comfortable stay if renovating in the area.

4.95 out of 5 average rating, 420 reviews
Top Guest favourite
A private balcony offers outdoor dining with a table set for two, accompanied by vibrant views of the water and distant city skyline. Lush greenery frames the scene, while tranquil blue waters reflect the clear sky.
Condo in Mosman

Absolute Harbourfront Apartment with Fabulous Panoramic Views

Magnificent piece of paradise at the waters' edge. Heart stopping views from every room (Guest 2017) Bright & sunny, idyllic waterfront sanctuary Separate home office All linens and unit professionally cleaned Alfresco balcony perfect for drinks/meals BBQ dining, sun lounges, harbour pool Onsite parking: max. car height 1.7 metres Bus & ferry close Fireworks often seen, spectacular on New Year's Eve & Australia Day Peaceful by day, stunning by night Come and chill out – you won't want to leave!

4.98 out of 5 average rating, 195 reviews
Guest favourite
A spacious sleeping area features a large bed adorned with leafy green and white bedding. A cozy dining setup with black chairs is positioned near the kitchenette, which is equipped with modern appliances. Natural light illuminates the room through a skylight and window.
Tiny home in Surry Hills

Terrance studio in the popular 'Paddinghurst’

Welcome to our studio in 'Paddinghurst'! - Restful Retreat after Nightlife: 1-min walk to Tayler Square. - Prime Location: 10-min walk to Allianz Stadium, Moore Park, Hyde Park, Museum Station. 15-min walk to Central Station, Paddington Market, Woolloomooloo. 20-min walk to QVB, Darling Harbor, Westfield (Sydney Tower), Potts Point. 30-min walk to the Royal Botanic Garden. Buses provide easy access to all major Sydney attractions, such as Bondi Beach in just a 22-min bus ride (13 mins drive).

4.92 out of 5 average rating, 191 reviews
Top Guest favourite
A stylish living area features large glass sliding doors, offering a view of lush greenery outside. A comfortable sectional sofa and a round coffee table provide a cozy seating arrangement. Natural light fills the space, enhancing the warm wooden accents throughout.
Home in Narrabeen

Narrabeen Luxury Beachpad

Between the lagoon and the ocean…. Clever architectural design with full size well equipped kitchen and beautiful private sunny balcony. This is a one bedroom freestanding fully self contained private elevated dwelling amongst the giant bamboo, Bangalow palms and bromeliads with lake glimpses and ocean breezes. If you're looking for somewhere out of the ordinary, in an outstanding location just minutes walk to the beach, and a little more special than the rest, you will not be disappointed.

4.98 out of 5 average rating, 247 reviews
Guest favourite
Apartment in Darlinghurst

Central l Pool l Rooftop Harbour Views

My “small” one bedroom apartment is centrally located to every area of the inner city, sprinkled with cafes, parks, bars and restaurants. This 1930's art deco building has a lift and an amazing rooftop terrace with pool and fantastic views of Sydney harbour. If you have an early flight you’re welcome to drop off your luggage earlier and make use of the shower and bathroom in my massage studio next door in 502. This service is also available for luggage storage after check out.

4.85 out of 5 average rating, 991 reviews
Guest favourite
A bright bedroom features a spacious bed adorned with decorative cushions. Large glass doors open to a private balcony with views of the surrounding area. Artwork and plants add character, complemented by natural light streaming through the windows.
Guesthouse in Paddington

Stylish Paddington Oasis.

Walking distance to everything with views to the harbour. Full north facing Sun. Enjoy the sun and harbour breeze while having breakfast. Get to know the curious Rainbow Lorikeets who will visit you morning and afternoon. Fully equipped kitchen, super comfortable adjustable bed. Tasteful Art. And stylish furniture by MCM. Everything you need for a short or longer stay. Surrounded by Paddington’s fashion shops, cafes and famous galleries. Sydney is made for walking.

4.91 out of 5 average rating, 197 reviews
Top Guest favourite
The exterior of the Regents Court building is showcased, featuring classic brick architecture and multiple large windows. The entrance, marked by the sign 'REGENTS COURT', is framed by greenery, enhancing the building's welcoming presence under a clear blue sky.
Apartment in Potts Point

Beautiful studio in historic building Potts Point.

- Gorgeous studio (34 metres/375 square feet) in classic Regents Court art deco building - Queen size Deep Dream super comfortable bed - Large (65 inch) TV with Bose soundbar/Stan streaming service - Separate Kitchenette - Stunning communal rooftop with city views - Private bathroom unlimited hot water with small bath (combo) - 3 minutes walk to Kings Cross station with access Sydney CBD in minutes. - Reverse cycle air conditioning/heating - Lift access

4.97 out of 5 average rating, 286 reviews
Top Guest favourite
A traditional 1880’s terrace house is captured in this image, showcasing intricate ironwork on the balcony. The structure is bordered by a large tree, while a white vehicle is parked in front. A decorative fence lines the property, adding to the historic charm.
Apartment in Surry Hills

Ultra convenient location #1

Five minutes walk to trains, trams, bus, gym, swimming pool, parkland, cafes, bars, supermarket, church, leading theatre, and eclectic retailers. Amidst all this is our apartment which is the upper half of a traditional 1880’s terrace house. The apartment has its own private entrance, a covered balcony, and a courtyard. It is furnished with vintage pieces to create a stylish and relaxed interior. DM me to discuss any particular needs.

4.96 out of 5 average rating, 139 reviews
Superhost
Apartment in Elizabeth Bay

Stylish Harbourside Apartment in Elizabeth Bay

Family-friendly Elizabeth Bay apartment with harbour views, pool & secure parking. Bright sunlit interiors with greenery in every room, premium bedding & full kitchen with German appliances. Enjoy Apple TV, high-speed WiFi & lift access in a secure building. Steps to Elizabeth Bay Marina, Macleay Street cafés & Kings Cross Station for easy Sydney access. Perfect for families wanting comfort, safety & convenience by Sydney Harbour.

4.82 out of 5 average rating, 215 reviews
Top Guest favourite
Apartment in Bondi Beach

Breathtaking Bondi VIEWS + Pet friendly

Dynamic water views captivate every window Step into this apartment and be enthralled by a spectacular 180 degree panorama capturing Bondi Beach and an uninterrupted ocean expanse. This elevated beach pad is bathed in natural light from a north east aspect and holds the ultimate coastal address. Fall asleep to the sound of crashing waves.

4.89 out of 5 average rating, 154 reviews

Popular amenities for Woolloomooloo Holiday Accommodation with Breakfast

KitchenWi-FiPoolFree parking on premisesAir conditioning

Holiday House Rentals with breakfast

Guest favourite
The façade of a charming heritage terrace home is framed by mature trees, providing natural shade. A boutique tailoring shop is visible through large windows, alongside a small white building. The street is lined with a gentle slope, enhancing accessibility.
Home in Balmain

Balmain 3 b'room Terrace, spectacular views

4.9 out of 5 average rating, 210 reviews
Guest favourite
Home in Newtown

Magnificent Newtown Terrace Home

4.88 out of 5 average rating, 212 reviews
Top Guest favourite
Home in Bass Hill

Large three bedroom home, people & pet friendly!

4.88 out of 5 average rating, 250 reviews
Guest favourite
Home in Ultimo

CBD Paradise | Minutes from Darling Harbour / CBD

5.0 out of 5 average rating, 9 reviews
Guest favourite
A spacious bedroom is accented by a large piece of artwork above the bed, featuring neutral tones. The bed is adorned with decorative pillows and a colorful throw. Two bedside lamps provide soft lighting, while a small desk and chair are positioned nearby, along with a sliding glass door leading to the deck.
Home in Rose Bay

TREETOPS PENTHOUSE 3 BEDROOMS ROSE BAY SYDNEY

4.87 out of 5 average rating, 52 reviews
Superhost
A private swimming pool surrounded by lush greenery provides a refreshing oasis. The pool features clear blue water and is enclosed by a glass barrier for safety. Comfortable lounge furniture is positioned nearby, inviting relaxation in a tranquil outdoor setting.
Home in Maroubra

Stunning 3 br home near beach with pool and sauna

4.88 out of 5 average rating, 58 reviews
Guest favourite
Home in Eastwood

Newly Renovated 5-Bedroom Home in Eastwood

5.0 out of 5 average rating, 8 reviews
Superhost
A comfortable living area is presented with a brown sofa accented by colorful throw pillows and a yellow blanket. A glass coffee table sits atop a textured rug, with a side table and lamp nearby. The open layout leads to the dining space in the background.
Home in St Peters

Stylish terrace home in inner Sydney

4.86 out of 5 average rating, 50 reviews

Apartment rentals with breakfast

Top Guest favourite
A light-filled living area features a white leather sofa adorned with decorative pillows. A small white side table holds a potted plant. A rustic blue console table with decorative items is positioned against the wall, complemented by a large mirror and heart-shaped wall decor.
Apartment in Castlecrag

Stylish and Comfortable Bushland Retreat Close to the City

4.93 out of 5 average rating, 183 reviews
Top Guest favourite
A scenic view features Sydney Harbour lined with sailboats, along with a backdrop of city buildings and greenery. The image captures the essence of the coastal landscape, showcasing a blend of urban architecture and natural surroundings under a cloudy sky.
Apartment in Balgowlah

North Harbour Studio Apartment

4.96 out of 5 average rating, 143 reviews
Top Guest favourite
A living area features a comfortable sofa and a flat-screen television on a light wood media console. Large glass doors allow natural light to fill the space and provide access to an outdoor area. A woven pendant light hangs above the seating area.
Apartment in Tamarama

Tamarama Beach Getaway

4.99 out of 5 average rating, 242 reviews
Top Guest favourite
A well-appointed living area features a tan leather sofa facing a wooden coffee table, set on a textured rug. A dining table for four is situated nearby, and large stained glass windows allow natural light to filter in, complemented by indoor plants.
Apartment in Manly

Elegant, Federation Apartment - Manly Wharf

4.93 out of 5 average rating, 236 reviews
Guest favourite
Apartment in Mascot

Inner city luxury In Mascot City

4.88 out of 5 average rating, 208 reviews
Guest favourite
A bright living area features a modern sofa adorned with yellow and striped cushions. A coffee table sits in front, while large windows offer views of lush greenery outside. A flat-screen TV and a potted plant complete the inviting space.
Apartment in Manly

Manly Harbourside- unbeatable location!

4.88 out of 5 average rating, 104 reviews
Guest favourite
Apartment in Bondi Beach

Bondi Beach Apartment+Parking In Perfect Location.

4.94 out of 5 average rating, 108 reviews
Top Guest favourite
A spacious living area features three art prints of wildlife, including a rabbit, a bird, and a koala. Lush green vines adorn the wall, creating a natural element. A flat-screen TV is positioned on a white entertainment unit, with a floor fan nearby.
Apartment in Brighton-le-sands

Brighton-Le-Sands Beach Pad with Elevator

4.93 out of 5 average rating, 184 reviews

Bed and breakfast rentals with breakfast

Top Guest favourite
A private outdoor deck is framed by lush greenery, featuring a wooden seating area with two chairs. A natural stone wall adds texture, while a large tree provides shade, creating a serene spot for relaxation. The surrounding hedges enhance privacy in this tranquil retreat.
Guest suite in Manly Vale

Urban Escape in Manly Vale. Spring fresh.

4.98 out of 5 average rating, 163 reviews
Guest favourite
A spacious bedroom features a large bed topped with light-colored bedding. A decorative lamp stands on a bedside table beside the bed. Natural light floods the room through a circular stained glass window, illuminating the wooden floors and highlighting the minimalist decor.
Guesthouse in Fairlight

Private, quiet, boutique home 2 BR

4.94 out of 5 average rating, 107 reviews
Guest favourite
A panoramic view showcases the ocean, complemented by a collection of coastal homes arranged along the shoreline. The horizon merges blue seas and sky, while the calming waves create a serene backdrop for the neighborhood.
Home in Malabar

♥️Brand NEW VIP Luxury 5/5 Star Beachside Escape🧘

4.94 out of 5 average rating, 81 reviews
Top Guest favourite
A spacious lounge area is furnished with a sleek green leather sofa and an elegant glass coffee table. The vivid blue carpet enhances the modern décor, while tasteful artwork adorns the walls. A bright, open layout is visible, leading to the kitchen and bedroom areas.
Townhouse in Paddington

Lux Terrace Darlinghurst Rushcutters b/f & snacks

5.0 out of 5 average rating, 138 reviews
Guest favourite
A bright bedroom features a queen bed with a blue patterned coverlet. Two bedside tables are positioned on either side, each with a lamp. Natural light filters through a large window adorned with green detailing, creating a serene atmosphere.
Private room in Queens Park

Quiet, private entrance, 2 rooms, nr Bondi Jnctn.

4.97 out of 5 average rating, 177 reviews
Guest favourite
A spacious bedroom features soft pink walls and a large bed adorned with white linens and a decorative cushion. A hangers' rack and ladder display are present, along with a bedside table and lamp. Natural light enters from a window, illuminating potted plants visible outside.
Private room in Glebe

Incredible luxury room with own bathroom

4.91 out of 5 average rating, 212 reviews
Guest favourite
A modern house exterior is showcased, featuring a well-maintained garden with various plants and flowers. A wooden fence runs along the front, providing a natural touch. Large windows invite light into the interior, while a distinctive roofline adds character to the structure.
Private room in Bondi

ADRIFT EASTnew house nestled between2 beaches

4.82 out of 5 average rating, 256 reviews
Guest favourite
A spacious bedroom is presented, featuring a queen bed with a textured gray quilt and decorative pillows. A bedside lamp is positioned next to a wooden dresser. Natural light filters through the window, illuminating the light-colored walls and bamboo flooring.
Private room in Frenchs Forest

Quiet area - one large room & PRIVATE bathroom

4.8 out of 5 average rating, 362 reviews

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