House holiday rentals in Chippendale

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Top-rated house rentals in Chippendale

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Guest favourite
A stylish living area is presented with a dark accent wall and a mix of comfortable seating options. Plush sofas are adorned with decorative pillows, while a vibrant area rug anchors the space. Colorful artwork and plants add character, complemented by soft lighting from recessed fixtures.
Home in Surry Hills
4.78 out of 5 average rating, 386 reviews

526 Lovely 3 Bedroom Terrace. Location Plus.

Stay in the Heart of Surry Hills! Welcome to your stunning three-story terrace on Crown Street, the heartbeat of Sydney’s coolest neighborhood. Surrounded by buzzing cafes, restaurants on every corner, trendy bars, and boutique shops, you’ll feel the vibrant energy at every turn. With public transport at your door and the CBD just a 20-minute stroll away, everything you need is within reach. Live like a local, savor the flavors, and experience the best of Surry Hills right outside your doorstep!

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Home in Woolloomooloo
4.85 out of 5 average rating, 268 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

ValueFamilyQuiet

Guest favourite
The open-plan living area features a pair of gray sofas positioned around a wooden coffee table, complemented by decorative accents. A gas fireplace is set within a white mantel, and a television is visible on a console. Art adorns the wall, enhancing the inviting atmosphere.
Home in Surry Hills
4.79 out of 5 average rating, 160 reviews

Stunning Terrace close to city, rail and cafes

Air-conditioned terrace has been thoughtfully fitted out to suite the comfort of our guests. Situated in the heart of Crown Street Surry Hills, with a lovely village feel and the convenience to popular local cafes, restaurants, bars and transport, trains and light rail. -8min walk to central station & 50m to tram station, bus stop outside -Older style Terrace ( unique living condition) -courtyard, pets on request -Full photo ID is required to be provided host with home address central location

LocationFamilyCleanliness

Top Guest favourite
A spacious living room features a mix of textures and colors, with a brown leather sofa and a gray fabric couch positioned around a round coffee table. A large TV is mounted on a white media console. Natural light filters through the window, highlighting indoor plants and decorative artwork.
Home in Manly
4.98 out of 5 average rating, 128 reviews

MANLY BEACH HOUSE - 8 min walk to Manly Beach!

Relax and unwind in our contemporary Manly Beach House. Set on a peaceful, tree-lined enclave, surrounded by beautiful heritage homes, this amazing home offers tranquility+privacy, whilst being only minutes from all of the very best Manly has to offer! Glorious golden sand beaches, clear blue ocean, stunning coastal walk ways, parklands +marine reserves along with a vibrant coastal atmosphere, cosmopolitan buzz, yet relaxed vibe. Plus Manly Ferries, every 15 mins to Sydney Opera House+Bridge!

LocationFamilyParking

Top Guest favourite
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.
Home in Newtown
4.94 out of 5 average rating, 117 reviews

Light Filled House in Enmore

Light filled 2-bedroom Victorian home situated on a quiet street, and a short walk to bustling Enmore Road. Close to a wide array of bars and restaurants, and the famous Enmore Theatre. Conveniently located close to the CBD via Newtown station. Free street parking available on one side of street. Home includes: -2 bedrooms with 2 queen sized beds -Open plan living space with fully equipped kitchen including Nespresso machine with pods -Outdoor dining area with a Heston Blumenthal charcoal bbq

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Top 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, 127 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.

FamilyValueLong stay

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, 103 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!

FamilyLocationComfort

Guest favourite
The living area showcases a blend of modern furnishings, featuring a vibrant orange chair and a black lounge chair with patterned cushions. A round glass table rests on an area rug, complemented by a colorful artwork above the fireplace. Natural light filters through the window, creating a bright ambiance.
Home in Darlington
4.89 out of 5 average rating, 104 reviews

Spacious 3-bed terrace house on a quiet street

Stay at this stylish, architect-designed 3-bedroom house with a spacious living and dining area. Perfect for families or groups. The home features AC (heating and cooling) in every room, shower & toilet on each level, and a private garden for relaxing or kids to play. Located on a quiet street in Darlington, near Redfern, it’s a central location just a 30-min walk to the city center or a 7-min walk to Redfern train station, with direct 10-min trains to Sydney Harbour and the Opera House.

FamilyValueHospitality

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
4.92 out of 5 average rating, 324 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 ✅

FamilyValueNearby

Guest favourite
Home in Surry Hills
4.93 out of 5 average rating, 150 reviews

Charming 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.

FamilyLocationWi-Fi

Guest favourite
A modern kitchen area features sleek cabinetry and high-end Miele appliances. A round dining table is surrounded by green upholstered chairs. Large windows invite natural light, offering views of an outdoor seating area with greenery visible beyond.
Home in Glebe
4.83 out of 5 average rating, 112 reviews

Architectural Designer Terrace By Fish Market

*This is a QUIET RESIDENTIAL PROPERTY. PARTIES, EVENTS, AND EXCESSIVE NOISE ARE STRICTLY NOT PERMITTED.* Stay in this architecturally designed 4-bedroom terrace, just a 2–3 minute walk from the new Sydney Fish Market. Explore Blackwattle Bay, Glebe's cafés, Chinatown, Darling Harbour, and the CBD with ease. Featuring spacious living areas across three levels, a furnished balcony, and secure parking for two cars, it's ideal for families, groups, and business travellers.

FamilyValueAccess

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, 155 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!

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Popular amenities for Chippendale house rentals