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Holiday rentals in Paddington

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Top-rated holiday rentals in Paddington

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Flat in Paddington
4.96 out of 5 average rating, 114 reviews

Stylish Paddington Oasis | Dining, Shops & Beaches

Hidden behind the iconic Reservoir Gardens, this oversized designer apartment sits in the heart of Paddington, one of Sydney’s most loved neighbourhoods. Cafés spill onto the footpaths, fashion boutiques line Oxford Street, and some of Australia’s best restaurants, wine bars and galleries are moments away. Buses to the CBD, Bondi Beach and Circular Quay are right outside. Spacious, quiet and thoughtfully curated, the apartment combines hotel-level comfort with the warmth of a lived-in home.

Top guest favourite
Home in Paddington
4.96 out of 5 average rating, 98 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!

Guest favourite
A cozy seating area features two plush armchairs positioned near a large window, providing unobstructed views of the ocean and cliffs. A small side table holds two glasses of wine, and a potted plant adds a touch of greenery.
Flat in Vaucluse
4.97 out of 5 average rating, 122 reviews

Stunning 1bdr w/ Amazing View

Bright and airy one bedroom apartment nestled on top of Diamond Bay Cliffs with breathtaking ocean views. The stunning view overlooking the cliffs and the soothing sound of waves, provide an incredible connection to the ocean from awe inspiring sunrises to frolicking whales throughout the day. Relax with a wine or coffee in this beautifully styled home surrounded in comfort and serenity. Take a dip in the pool overlooking the ocean or take a walk along the cliff walkway. Free street parking

Guest favourite
Flat in Paddington
4.83 out of 5 average rating, 6 reviews

Stylish 3BR Apartment w Free Parking next to SCG

🌿 WELCOME TO “PADDO AIR” The moment you walk through the entrance, the first thing you’ll notice is the beautiful natural light flowing through the apartment, creating a warm and uplifting space to relax and unwind. Perfectly positioned in the heart of Paddington this stylish apartment sits opposite Allianz Stadium & SCG. Enjoy the vibrant buzz of the neighbourhood during the day and return home to a calm and quiet retreat by night - the perfect balance of energy and relaxation.

Top guest favourite
A spacious living area is featured, showcasing a large, modern sectional couch in neutral tones. A floor-to-ceiling wall of shelves displays a mix of artwork and decor, alongside a sleek television. Industrial details are highlighted by the open staircase and large windows allowing natural light to fill the space.
Home in Paddington
4.97 out of 5 average rating, 60 reviews

Luxurious & Huge Warehouse Conversion

HUGE Luxury 4 bedroom warehouse conversion where every bedroom enjoys the comfort of a King bed & it’s own private full size bathroom to ensure the comfort of all guests during their stay. Unique in designed, this home offers near 7m ceilings, an abundance of natural light and immense privacy in lush surrounds right in the centre of it all. Paddington is home to Sydney’s finest restaurants, designers, bars & cafes & sits between Sydney CBD & a variety of Sydney’s best beaches.

Guest favourite
A bright living area features comfortable white seating and a wooden side table. Large glass doors reveal a balcony with outdoor seating, while artwork adorns the walls. Natural light fills the room, highlighting the wooden floor and decorative elements.
Guest house in Paddington
4.91 out of 5 average rating, 177 reviews

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.

Top guest favourite
A spacious living area features a decorative fireplace and a large round mirror above it. An elegant patterned wallpaper complements the wood flooring, while a dark coffee table and two armchairs provide seating. The adjoining kitchen and dining area can be seen in the background.
Holiday home in Paddington
4.96 out of 5 average rating, 115 reviews

The Pavilion End - Central Paddington Apartment

“The Pavilion End”, while only a short walk from the Sydney Cricket Ground (SCG) and the Allianz Stadium, is a spacious, yet cosy, apartment surrounded by all that Paddington has to offer. This is an ideal spot for easy access to restaurants, cafes, bookshops, galleries, cinemas, Oxford Street, designer clothes shops, Centennial Park, St. Vincent’s Hospital , The Entertainment Quarter and public transport to Bondi Beach, the City/Opera House, harbour ferries and elsewhere.

Superhost
Guest suite in Paddington
4.8 out of 5 average rating, 535 reviews

BRAND NEW Ultimate Paddington Pad

Set off iconic and heritage listed Paddington Street, the loft is a light and airy self contained studio above the garage (double bed with bathroom) overlooking a lush garden. Accommodation is one block from bus (10mins Bondi Beach, 10 mins CBD), Sydney's best restaurants, Queen Street, Five Ways, Westfield, Sydney Harbour. The space is modern, well designed and perfect for a weeks stay to explore the spectacular harbour city. Walking distance from major attractions.

Guest favourite
A historic terrace house is framed by lush greenery, with tall trees and shrubs lining the front. The architectural details include arched windows and a decorative facade, while a wrought iron fence separates the property from the street.
Guest suite in Paddington
4.92 out of 5 average rating, 187 reviews

Designer 1st floor Guest Studio Paddington Sydney

The Carriage House Studio displays contemporary architectural design. Self contained 1st floor studio in the heart of SYDNEY'S Paddington, situated at the rear of one of Paddington's most historic grand terraces, Park Villa 1873. Lux queen size bed, Italian linen, writing desk, free fast Wifi. Streaming TV. Fully air conditioned. Kitchenette, mini dishwasher, espresso machine microwave. Stylish designer bathroom. Own entrance. Contactless check in .

Guest favourite
An open-plan living and dining area is illuminated by natural light, featuring a modern couch and a round dining table with four chairs. A sleek kitchen is visible in the background. A private balcony with greenery is accessible through sliding glass doors.
Apartment in Paddington
4.96 out of 5 average rating, 134 reviews

Paddington Parkside

Super quiet, ultra convenient, walk to everywhere location, this apartment provides the ultimate Paddington pad handy to Oxford St shops & restaurants, Centennial Park, historic pubs, the SCG, Allianz Stadium & a 30 min easy walk to the CBD. Tucked away to the rear of the building with a northerly aspect, it is very quiet, private and bathed in natural light. It features modern, recently renovated interiors and is dressed in fresh neutral décor.

Guest favourite
A charming mews-style street lined with Victorian terrace homes. Lush greenery surrounds the pathway, while potted plants and ornamental details accentuate the entrance of each home. Sunlight filters through the trees, creating a serene atmosphere in this quaint enclave.
Townhouse in Paddington
4.93 out of 5 average rating, 172 reviews

Character Victorian Terrace in central Paddington

This 1900 heritage terrace home is ensconced in the heart of a pedestrian-only enclave that enjoys the idyllic ambience of a small and secluded European village. Small yet Cute! Central location to enjoy the iconic wonders of Sydney city, major Sporting events, the lifestyle and boutique shopping of Paddington and the Eastern Suburbs as well as being less than 30mins from the buzzing iconic Bondi Beach. Superfast WIFI @500Mbps!

Guest favourite
A spacious studio is revealed through French doors, featuring a queen bed dressed in deep blue linens. Two bedside lamps provide soft lighting beside the bed. A small desk and chair are positioned against the wall, near a bookshelf and a large window with a view.
Flat in Surry Hills
4.84 out of 5 average rating, 154 reviews

Tranquil courtyard studio, close to city

Discover a tranquil oasis in the heart of bustling Paddington. This spacious studio apartment opens through expansive French doors onto your own private courtyard. Oxford Street and South Dowling are within walking distance, but you'll wake to only bird song in this charming garden retreat. Cafes, boutiques and galleries are a stroll away, and nearby bus routes will get you to the best of Sydney's beaches.

Popular amenities for Paddington holiday rentals

When is the best time to visit Paddington?

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Avg. price$218 SGD$227 SGD$208 SGD$165 SGD$157 SGD$160 SGD$161 SGD$177 SGD$171 SGD$194 SGD$204 SGD$240 SGD
Avg. temp24°C24°C22°C20°C17°C14°C14°C15°C17°C19°C21°C23°C

Frequently Asked Questions

  • What are the best places to stay in Paddington?

    Paddington has a range of stays, from charming terrace houses to contemporary apartments. Many accommodations are near cafés, shops, and galleries, with options suited for families, couples, and solo travelers.

  • What are the best things to do in Paddington with kids?

    Paddington has green parks for play, creative arts workshops, and cozy bookshops that welcome children. Families often explore weekend markets and try hands-on food experiences at local cafés.

  • What are some of the best things to do in Paddington?

    Explore boutique-lined streets, browse contemporary galleries, and wander through lively weekend markets that showcase locally made goods. Historic terraces, green spaces, and independent bookstores add to the neighborhood’s character.

  • How is the weather in Paddington?

    Paddington has mild, humid summers with temperatures ranging from 65–82°F (18–28°C), and cooler winters averaging 48–67°F (9–20°C). Rainfall is higher from late autumn to early spring, so packing a light waterproof layer is often suggested.

  • When is the best time to visit Paddington?

    Spring and early summer are often recommended for milder temperatures and outdoor activities. Weekend markets and seasonal exhibitions draw visitors throughout the year, but the warm, dry months tend to highlight Paddington’s lively atmosphere.

  • What are the best places to visit in Paddington?

    Explore heritage streets lined with Victorian terraces, contemporary art galleries, and lively weekend markets. Parks and local cafés around Paddington invite visitors to experience the neighborhood’s creative culture.

  • What are some hiking trails in Paddington?

    Paddington has urban walking routes along tree-lined streets and through small parks. For hiking, nearby areas feature coastal or bushland trails, often suggested for those wanting nature experiences close to the city.

  • What are some family activities we can do in Paddington?

    Families can explore local parks, attend weekend markets, and discover child-friendly art workshops around Paddington. Many cafés and bookstores create welcoming spaces for all ages.

  • What are some of the best day trip ideas from Paddington?

    Explore nearby beaches, botanical gardens, or museums for a change of scenery. Coastal walks, historic sites, and vibrant shopping districts are often suggested as day trip options around Paddington.

  • Are there any pet friendly accommodations available in Paddington?

    Paddington has pet friendly accommodations, including apartments and terrace houses where pets are welcome. Nearby parks and walking areas make it convenient for guests traveling with animals.

  • What are some local tips for visiting Paddington?

    Locals often advise wearing comfortable shoes for strolling through sloped streets and browsing markets early for unique finds. Sampling food from different cafés and exploring galleries can uncover both classic and contemporary Paddington experiences.

  • What is Paddington known for?

    Paddington is known for heritage Victorian terraces, vibrant galleries, and stylish local boutiques. The neighborhood’s creative scene and historic architecture attract visitors interested in art, shopping, and distinctive urban culture.

  • What are the best hidden gems to explore in Paddington?

    Explore laneways with street art, tucked-away bookstores, and independent cafés serving locally inspired dishes. Green corners and small gardens around residential blocks reveal serene spaces amid city life.

  • What are the best foods to try in Paddington?

    Paddington has a creative food scene, often recommended for its artisan baked goods, fresh brunch plates, and diverse flavors from modern Australian to Italian and Asian cuisine. Locally roasted coffee and inventive gelato shops are frequently suggested for a treat.

  • What should I bring for a trip to Paddington?

    Bring comfortable walking shoes for exploring streets and markets, a light waterproof layer for unpredictable weather, and a reusable bag for shopping at local boutiques. Sunscreen and a hat are useful for sunny days in outdoor spaces.

  • What is the nightlife in Paddington like?

    Paddington's nightlife is shaped by stylish bars, creative cocktail lounges, and venues hosting live music or art events. Evening entertainment often centers around local theaters and intimate spots for conversation and dining.

  • What are the most popular events or festivals in Paddington?

    Paddington frequently hosts art exhibitions, weekend markets, and pop-up cultural events. Annual festivals and seasonal celebrations, including gallery openings and food fairs, are often suggested for visitors interested in the local creative scene.

  • Are there family friendly vacation rentals in Paddington?

    Paddington has family friendly vacation rentals, including apartments and townhouses designed for comfort and convenience. Many stays have easy access to parks, community spaces, and local attractions.

Quick stats about holiday rentals in Paddington

  • Total holiday rentals

    Explore 920 holiday rentals in Paddington

  • Nightly prices starting at

    Paddington holiday rentals start at $26 SGD per night before taxes and fees

  • Verified guest reviews

    Over 35,580 verified reviews to help you choose

  • Family-friendly holiday rentals

    280 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 120 rentals that welcome pets

  • Holiday rentals with a pool

    140 properties feature pools

  • Rentals with dedicated workspaces

    340 properties have a dedicated workspace

  • Wifi availability

    890 of Paddington holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Paddington rentals

  • 4.7 Average rating

    Paddington stays receive an average rating of 4.7 out of 5 from guests

  • Nearby attractions

    Paddington’s top spots include Cinema Paris, Verona Cinema and Edgecliff Station

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