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, 86 reviews

Unique - Boutique Designer - The Barn Paddington

Our ultra comfortable LUXE 1 bedroom home with private courtyard , located in historical Paddington. Minutes from Five Ways, great local restaurants, & shops with William & Oxford Street on your doorstep. BRAND NEW ARCHITECTURALLY DESIGNED LUXE ONE BEDROOM HOME Bespoke furnishings , our unique property has it’s own private entry via historical lanes . Contemporary kitchen , stunning private courtyard garden & easybus & train access. On street parking available. Insta : thebarnpaddington

Guest favourite
A modern living space features a spacious grey sofa accompanied by a vibrant red chair. Indirect lighting highlights the textured walls and minimalist decor. A low coffee table sits on a blue rug, with a small green plant adding a touch of nature to the room.
Home in Darlinghurst
4.89 out of 5 average rating, 132 reviews

Australia Architecture Award Winner Heritage House

You will be staying in a unique house that won the 2019 National Heritage Architecture Award. The house is tucked away in the quiet alleys of a residential area, amidst a blend of Georgian, Victorian terraces. The residence boasts lofty ceilings, custom finishes, and a touch of history, promising an exceptional living environment. Houses Awards: Alts + Adds Winner 2019; House in a Heritage Context Winner 2019; AIA NSW Awards (Heritage: Adaptive Reuse); Francis Greenaway Named Award Winner 2019

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
4.94 out of 5 average rating, 72 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 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, 157 reviews

Stylish Paddington Oasis.

Walking distance to everything with views to the harbour. This stylish apartment is close to Oxford St., Kings Cross, Potts Point is a 10min walk to Allianz Stadium and SCG. Walk to CBD. Fully equipped kitchen, super comfortable adjustable bed. Tasteful Art. Everything you need for a longer stay. Walk through Paddo's fashion shops and famous galleries. Dine at local cafes and pubs. Enjoy the harbour breeze from balcony. Harbour beaches, all your favorite tourist spots are all close by.

Superhost
A bright kitchen features white cabinetry and a marble countertop, complemented by stainless steel appliances. Natural light filters through a skylight. An adjacent dining area is visible, furnished with a wooden table and several chairs. The wooden floor enhances the open and airy atmosphere.
Home in Paddington
4.74 out of 5 average rating, 120 reviews

Paddington Terrace: Visitor Parking Permit Inc.

Filled with natural light this charming 2-bedroom Paddington terrace is perfectly located in one of Sydney’s best suburbs. Walk under 3 minutes to Oxford Street’s top restaurants, pubs, cafes, Paddington Markets and Centennial Park. For stays 27 Dec–2 Jan, visitor car parking permits are available. Updated interiors, the home includes a fully equipped kitchen. Please note this is a traditional terrace with steeper stairs, which may not suit young children or elderly guests.

Guest favourite
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
4.81 out of 5 average rating, 511 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
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
4.97 out of 5 average rating, 113 reviews

Paddington Parkside

Super quiet, brand new, 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 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, 173 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
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, 34 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
4.77 out of 5 average rating, 128 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.

Top 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
4.94 out of 5 average rating, 156 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!

Top guest favourite
Flat in Paddington
4.95 out of 5 average rating, 104 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.

Popular amenities for Paddington holiday rentals

When is the best time to visit Paddington?

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Frequently Asked Questions

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

    Yes! Work meets play with ease at over 80 house rentals in Paddington featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do condo rentals in Paddington have a kitchen?

    Absolutely! We offer over 20 condo rentals with a kitchen in Paddington. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly townhouse rentals in Paddington?

    Paddington has more than 20 family-friendly townhouse rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do apartment rentals in Paddington have free parking?

    Absolutely! We offer over 120 apartment rentals with free parking in Paddington. Enjoy a tailored experience with all the comforts you desire.

  • Do townhouse rentals in Paddington have wifi?

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

  • Are there Paddington apartment rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 110 apartment rentals with pools in Paddington, available on Airbnb. Make a splash and soak up the sun in style!

  • Do condo rentals in Paddington have air conditioning?

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

  • Are there pet-friendly house rentals in Paddington?

    Four-legged friends are welcome in Paddington. Choose from more than 50 house rentals for guests traveling with pets.

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

    Experience the best of Paddington with our boutique 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.

  • What are the most popular amenities for House Rentals in Paddington?

    Enhance your stay in our House Rentals with the most popular amenities: over 120 homes with air conditioning, over 200 homes with a kitchen, over 60 homes with free parking, over 200 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Paddington

  • Total holiday rentals

    Explore 880 holiday rentals in Paddington

  • Nightly prices starting at

    Paddington holiday rentals start at $13 SGD per night before taxes and fees

  • Verified guest reviews

    Over 33,240 verified reviews to help you choose

  • Family-friendly holiday rentals

    260 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 110 rentals that welcome pets

  • Holiday rentals with a pool

    130 properties feature pools

  • Rentals with dedicated workspaces

    310 properties have a dedicated workspace

  • Wifi availability

    820 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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