Holiday rentals in Paddington

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Top-rated holiday rentals in Paddington

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Top guest favourite
A modern living area features a spiral staircase leading to an upper level. A green velvet sofa complements the warm wooden flooring, while a tasteful painting adorns the wall. Lush greenery is visible in the foreground, contributing to a serene ambiance.
Home in Paddington
4.97 out of 5 average rating, 95 reviews

Unique - Boutique Bespoke 5* - Paddington

Bespoke LUXE 1 bedroom home with its own private courtyard . Located in historical Paddington. Minutes from Five Ways, great local restaurants, & boutique shopping , William & Oxford Street on your doorstep. ARCHITECTURALLY DESIGNED ONE BEDROOM HOME 100% 5 * reviews - people love our unique property with it’s own private entry via historical lanes . Contemporary kitchen , stunning private courtyard garden & easybus & train access. On street parking available. Insta: thebarnpaddington

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, 91 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 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.
Guest house in Paddington
4.91 out of 5 average rating, 172 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
4.95 out of 5 average rating, 108 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
A light-filled studio with a pitched ceiling features a spacious bed with neatly arranged towels. A wall-mounted television is positioned opposite. A small dining table with white chairs sits next to the large window, offering views of the outdoor surroundings.
Guest suite in Paddington
4.8 out of 5 average rating, 529 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 well-lit corner of the studio features a simple writing desk with a lamp and a sheet of paper. Next to a spacious bed with crisp white bedding, a power outlet panel is mounted on the wall, providing easy access to charging points.
Guest suite in Paddington
4.92 out of 5 average rating, 179 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, 125 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
The entrance showcases bi-fold doors that open to a compact dining area with a decorative rug and dining chairs. Large windows allow natural light to illuminate the space, framed by greenery from the small garden outside.
Home in Paddington
4.91 out of 5 average rating, 43 reviews

The Harvey - Architect’s Unique Luxury Home

Welcome to The Harvey, a stunning retreat in the heart of Paddington. Architecturally designed, this space is perfectly presented for a unique, luxurious stay. The Harvey is a quiet retreat set back on a laneway and features independent boutiques, cafes and restaurants right on our door step. Oxford Street is a few minutes walk away and Centennial Park is around 15 minutes. We look forward to welcoming you. Please reach out with any questions.

Guest favourite
A panoramic view showcases vibrant jacaranda trees in full bloom, with clusters of purple flowers standing out against lush greenery. In the background, the harbor glimmers under a soft sky, framed by towering buildings that hint at the nearby cityscape.
Flat in Paddington
4.78 out of 5 average rating, 132 reviews

Treetop Paddo Studio

Sunny treetop, north facing little studio with harbour views provides a warm and really delightful space for 1-2 people. This inner city studio is within easy walking distance to Rushcutters Bay and the harbour, Oxford st, Five Ways village, cafes and art galleries plus it's a one minute walk to Glenmore Rd and buses that take you to Bondi Junction and then onto Bondi Beach or the city. A quiet cul-de-sac with prolific bird life.

Guest favourite
A bright living area features two green sofas adorned with patterned cushions, positioned around a colorful, zigzag patterned rug. A wall-mounted television displays vibrant imagery. A small plant and shelves filled with books are visible, creating a cozy and welcoming space.
Townhouse in Paddington
4.93 out of 5 average rating, 169 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
Flat in Paddington
4.95 out of 5 average rating, 110 reviews

Stylish and spacious Paddington oasis

With its village streets, boutique fashion stores, trendy art galleries, vamped up bars, and chic eateries, Paddington is the capital of everything decadent, designer and delicious. Beautifully peaceful and private, this unique apartment is nestled in the victorian era heart of 'Paddo'; adjacent to the Internationally awarded Paddington Reservior Gardens, and opposite the heritage listed Paddington Town Hall and Post Office.

Guest favourite
The exterior of an elegant terrace house is depicted, featuring a contemporary charcoal facade and vintage wooden door. A charming yellow door stands adjacent, while ornate wrought-iron railings line the steps leading to the entrance. A window reflects natural light, enhancing the inviting atmosphere.
Home in Paddington
4.84 out of 5 average rating, 86 reviews

Designers own unique art, light filled terrace.

A beautiful and classic 1890's light filled terrace house situated in the Paris end of William Street in the heart of Paddington. Used as a salon for bespoke Wedding Dresses when not occupied by the owner, whose travel means that this amazing and unique space can be shared with the world. Old world features combined with art adorned walls and with a recent renovation which ensures a unique and luxurious experience.

Popular amenities for Paddington holiday rentals

When is the best time to visit Paddington?

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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Paddington?

    Paddington has more than 280 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in hotel rentals in Paddington?

    Experience the best of Paddington with our hotel rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Paddington?

    Four-legged friends are welcome in Paddington. Choose from more than 120 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Paddington?

    Yes! Work meets play with ease at over 340 vacation rentals in Paddington featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Paddington apartment rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 120 apartment rentals with pools in Paddington, available on Airbnb. Make a splash and soak up the sun in style!

  • What types of vacation rentals are available in Paddington?

    Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Paddington. From over 220 house rentals to over 590 apartment rentals, we've got you covered.

  • Do hotel rentals in Paddington have air conditioning?

    Absolutely! We offer over 10 hotel rentals with air conditioning in Paddington. Enjoy a tailored experience with all the comforts you desire.

  • Do loft rentals in Paddington have a kitchen?

    Absolutely! We offer over 10 loft rentals with a kitchen in Paddington. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Paddington have wifi?

    Absolutely! We offer over 570 apartment rentals with wifi in Paddington. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Paddington have free parking?

    Absolutely! We offer over 50 house rentals with free parking in Paddington. Enjoy a tailored experience with all the comforts you desire.

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 $25 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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