House holiday rentals in Chippendale

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Top-rated house rentals in Chippendale

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Home in Woolloomooloo
4.85 out of 5 average rating, 264 reviews

Collected Places Woolloomooloo in heart of Syd

A beautifully restored Federation home in the heart of Woolloomooloo — one of Sydney's most storied inner-city neighbourhoods. Three floors of design-led living with warm, curated interiors, 3 generous bedrooms, 2.5 bathrooms, & open-plan living that flows to a private terrace. Fully equipped kitchen, 4 dedicated work spaces, premium linens, & climate control in every room. Steps from the Finger Wharf, Royal Botanic Garden, Opera House, Potts Point's celebrated dining scene, and a direct line to

Top guest favourite
An outdoor seating area features a sectional couch with soft cushions, complemented by a coffee table. Lush greenery is seen along the back, providing privacy. A large umbrella shades the seating space, and wooden decking offers a warm, inviting touch.
Home in Rozelle
4.98 out of 5 average rating, 118 reviews

Modern retreat in prime location

Conveniently located in the heart of Rozelle, this modern retreat offers a perfect blend of trendy cafes and boutiques on Darling Street and the tranquille Bay Run, Dawn Fraser Baths and newly opened Rozelle Parklands. A 10-minute bus ride takes you to the center of Sydney, providing easy access to iconic landmarks like the Opera House and Harbour Bridge. Whether you're exploring the city or unwinding in the peaceful surroundings of Rozelle, this is the perfect base for your Sydney adventure.

Guest favourite
An inviting living space features a plush sofa adorned with cushions, complemented by an intricate area rug. Potted plants are strategically placed around the room, offering a sense of greenery. The open layout is enhanced by natural light, leading to the outdoor space through sliding doors.
Home in Redfern
4.97 out of 5 average rating, 124 reviews

Inner city cottage hideaway

The best of both worlds: Inner city cottage in a quiet subtropical oasis. A secure house with all the comfortable mod-cons you need & very close to all Sydney city has to offer. Staying here feels like a private refuge which is airy, open and steeped in green surrounds whilst being a perfect base for exploring hip Redfern and Inner Sydney. Redfern Station is a 5 min walk away, 10 to Central, and moments to beautiful parks, shops, bars & restaurants of Redfern. Airport is 12mins by train.

Top guest favourite
The open living area features a small dining table surrounded by wooden chairs, complemented by a spacious blue sofa. A vibrant wall artwork adds a pop of color, while the adjacent kitchen with sleek furnishings can be seen in the background.
Home in Paddington
4.96 out of 5 average rating, 101 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!

Top 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 Potts Point
4.93 out of 5 average rating, 309 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
The living room features two black leather sofas, a decorative rug, and a vintage-style fireplace. Natural light fills the space, highlighting potted plants and colorful cushions. A mirrored wall reflects the light, and the open layout leads toward a dining area in the background.
Home in Surry Hills
4.93 out of 5 average rating, 148 reviews

Immaculate 3 Bed City Home - Close to Everything!

Our Home is a late Victorian style three bedroom house situated in the inner city. Our home is very clean and comfortable. We've made a concerted effort to ensure that anyone who stays feels like this is their home away from home. We are a family with 2 children living nearby, we are friendly, welcoming and happy to help anytime. We've lived in Redfern for 20 years and we'd be delighted to help you experience all of the magical places our area and the rest of Sydney has to offer.

Guest favourite
An open-plan living area features modern furnishings, including a glass dining table surrounded by blue chairs. A well-equipped kitchen is visible, with sleek cabinetry and appliances. Natural light is enhanced by skylights above, and a comfortable seating area is positioned near a fireplace.
Home in Darlinghurst
4.87 out of 5 average rating, 135 reviews

Designer house in quiet street on city doorstep

Located in a quiet and historic East Sydney laneway, this ultra-modern house is around the corner from Stanley St eateries and within walking distance of iconic Sydney landmarks, St Vincent's Hospital and the CBD. Surrounded by historic 1850s terraces, the house is on two levels with good security. The bedrooms are downstairs, with a light and airy open-plan living area upstairs flowing onto a deck with a gas barbecue. Resident parking permit available on request per night of stay.

Guest favourite
Home in Redfern
4.86 out of 5 average rating, 293 reviews

The Atrium: Spacious 3Br Light Filled Terrace!

Eclectic inner city terrace house - full of light due to an internal atrium. Close to Redfern train station, Sydney's trendiest small bars, city lifestyle and bustling arts and culture scene. Amazing cafes and some of Sydney's best coffee right on your doorstep. A great place for a group of friends, a family or a couple to explore the best of Sydney and the bustling inner west. Make yourself at home and feel a part of this City of Villages. Home uses its own solar power!

Guest favourite
A tranquil view is presented from the outdoor pool area, showcasing a curvy pool reflecting the twilight sky. Lush greenery surrounds the space, and adjacent to the pool, a stylish house offers expansive glass doors leading into the interior, creating a seamless indoor-outdoor connection.
Home in Seaforth
4.84 out of 5 average rating, 154 reviews

World Class Villa HarbourView Private Beach Manly

Sitting in an exclusive harbourfront cul-de-sac, you will have a great time with your family and friends in this resort style house. Convenient and close to the shops, restaurants, beaches and reserves. Plenty of local spots for having family time with the children. Spectacular harbour and city skyline view, grand entertainment area and pool cabana, Manhattan stylish courtyard in holiday vibes. We are looking forward to your reservation for a relaxing getaway!

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 Alexandria
4.88 out of 5 average rating, 149 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*****

Guest favourite
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 Newtown
4.84 out of 5 average rating, 165 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.

Top guest favourite
The exterior of the house is shown, featuring a muted gray facade with white trim. A set of steps leads to the front door, framed by two arch-top windows. Lush greenery and colorful flowers are planted in front of a decorative iron fence.
Home in Newtown
4.99 out of 5 average rating, 102 reviews

2 bedroom house opposite Carriageworks, Newtown.

This renovated, sun-filled two bedroom house is comfortable, well equipped, quiet and is the perfect place to relax and access everything Sydney has to offer. It is a short walk to RPA Hospital, Chris O’ Brien LifeHouse. Located on a beautiful wide street, the house is opposite Carriageworks arts cultural precinct and a short walk to vibrant King Street. The city and harbour are easily accessible via public transport (bus trains and ferries).

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