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Vacation rentals in Annandale

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Annandale

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

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Superhost
Apartment in Annandale
4.8 out of 5 average rating, 15 reviews

Bright & Sunny 1bdr with City Views Mins to CBD

Heritage charm & steps from Jubilee Park which enjoy stunning views of the iconic Harbour Bridge, Anzac Bridge, & Centrepoint Tower. Perfect for scenic walks along the harbour to Tramsheds for local cafes, restaurants, & groceries. Light rail access to the new Fish Markets, Pyrmont, Glebe, and Central. Quick to Newtown, Broadway, RPA, UTS & USYD. Only 12 mins drive to the airport. Ideal Inner West spot for locals or international visitors looking for convenience outside of the hustle of the CBD.

Guest favourite
The garden chalet is surrounded by lush greenery, with a wooden facade and multiple glass doors. Natural light fills the interior space, while vibrant plants enhance the inviting outdoor atmosphere.
Guesthouse in Glebe
4.92 out of 5 average rating, 394 reviews

Leafy garden chalet in InnerWest with water views

Charming self-contained garden chalet in Inner Sydney in small leafy backyard off Blackwattle Bay. Access through house. Cook St is off Glebe Pt Rd with its cafes, pubs, bookshops, amenities, and Broadway Shopping Centre. 10 min walk thru park to TramSheds. Ferry to Barangaroo at bottom of road. Buses, lightrail to fish markets, Darling Harbour, markets, Central. Universities close. Friendly neighbours, parrots, possums, kookaburras. Happy dog, owner onsite. Will sleep 3 but 2 most comfortable.

Top guest favourite
An open-plan living area features a comfortable sofa and a round wooden coffee table. Large windows provide natural light and a view of the greenery outside. A doorway leads to the kitchen area, while a separate space showcases the main bedroom with a cozy, inviting atmosphere.
Apartment in Leichhardt
4.98 out of 5 average rating, 44 reviews

Ultra modern light-filled inner city apartment

Welcome to The Lilypad, our ultra modern one bed apartment in exclusive Lilyfield. Nestled in a peaceful neighbourhood our stylish retreat offers all the amenities you need for a first class stay in the heart of Sydney. Our newly built home is high spec, high tech and thoughtfully designed for your comfort. Walk to cafes or take light rail, ebike or bus and be in Sydney CBD in minutes. Enjoy local bars and restaurants, try Balmain and Leichardt, or the wonderful parks right across the street.

Top guest favourite
A private balcony offers outdoor dining with a table set for two, accompanied by vibrant views of the water and distant city skyline. Lush greenery frames the scene, while tranquil blue waters reflect the clear sky.
Condo in Mosman
4.98 out of 5 average rating, 190 reviews

Absolute Harbourfront Apartment with Fabulous Panoramic Views

Magnificent piece of paradise at the waters' edge. Heart stopping views from every room (Guest 2017) Bright & sunny, idyllic waterfront sanctuary Separate home office All linens and unit professionally cleaned Alfresco balcony perfect for drinks/meals BBQ dining, sun lounges, harbour pool Onsite parking: max. car height 1.7 metres Bus & ferry close Fireworks often seen, spectacular on New Year's Eve & Australia Day Peaceful by day, stunning by night Come and chill out – you won't want to leave!

Guest favourite
A cozy sleeping area features a spacious bed with a green bedspread and decorative pillows. A small dining table with two chairs is positioned nearby. Natural light floods the room through a large window, while a fan provides additional comfort.
Tiny homes in Annandale
4.9 out of 5 average rating, 109 reviews

Serenity Studio, Granny flat

Serenity studio is a tranquil place with an independent entrance, perfect for solo travellers or couples looking for a quiet stay in the inner west, close to the city. Wake up in air conditioned comfort in a cozy queen bed to views of the park and the sounds of birds chirping. Spot the kookaburra if you can. The kitchenette is equipped with a coffee machine, toaster, microwave and mini fridge. Perfect for breakfast and light meals. We’re always happy to share tips on food and things to do!

Top guest favourite
A cozy living area features a gray sofa paired with two tan leather chairs, enhancing the relaxed atmosphere. A round black coffee table with a textured surface is centered on a light area rug. Warm light is provided by a ceiling fixture, illuminating the art decor.
Home in Annandale
4.97 out of 5 average rating, 106 reviews

Contemporary Victorian Charm

Kick back and relax in this calm, stylish space. This charming Victorian two bedroom single level terraced house is located close to the city in the historical village of Annandale. This cute as a button home sits near the Tramshed's chic eateries, tramline, bus which whisks you into the city. This home possesses light contemporary interiors complimented by a deep, shaded rear garden, alfresco terrace and auto door off-street parking within a tranquil location in a broad, tree-lined avenue.


Top guest favourite
An aerial view captures the scenic blend of waterways and urban skyline, showcasing the Sydney Harbour and tall city buildings. Lush greenery lines the shore, contrasting with the bustling harbor and intricate bridge structures, highlighting both natural beauty and city life.
Apartment in Glebe
4.93 out of 5 average rating, 151 reviews

BEAUMELSYN - an Oasis in Glebe

BEAUMELSYN - Large Victorian Terrace in eclectic Glebe - self contained 1 bedroom basement garden APARTMENT. A extra bedroom available @ fee . Glebe oldest suburb in Sydney - professionals, students, mainstream & bohemian. Minutes to the CBD, Harbour , foreshore parks, Opera House, Sydney University. 5 min Walk to VILLAGE ,cafes, bars, shops , restaurants , supermarket , pubs, more than 10 restaurants, bikes, buses, Light Rail, ferry. Quiet leafy Harbourside neighbourhood.

Guest favourite
A bright living area features a cozy sofa and a coffee table, with large glass doors that open to a private balcony. The dining space is seen in the background, furnished with a table and chairs. Sunlight streams in, highlighting the soft color palette.
Apartment in Annandale
4.95 out of 5 average rating, 66 reviews

Modern One-Bedroom with Balcony

Stylish one-bedroom apartment Located in a quiet boutique building. -Open-plan living with air conditioning. -Private balcony for relaxation. -Fully equipped kitchen with high quality appliances & gas cooking. -Comfortable bedroom with mirrored robes & an ensuite bathroom with Leif products. -Only a short walk to Annandale’s village, shops, & cafes. ->Buses nearby for easy access to the city. Perfect for a peaceful stay with everything you need for comfort. Host on premises 180d/year

Top guest favourite
A charming courtyard is framed by vibrant green plants and flowering shrubs. A light-colored door serves as an entry point, with a small seating area visible to the side. The stone pathway leads to a textured surface, enhancing the outdoor tranquility.
Guesthouse in Annandale
4.96 out of 5 average rating, 404 reviews

Annandale Self Contained flat & area 'Old Stable"

A self-contained separate flat with its own relaxed Courtyard. Combined Kitchenet for light eating ,incl, toaster,microwave, kettle,Coffee Pod Machine, Bathroom & Laundry.(Dryer, W/Mach,iron& Board)Hair dryer and straightener Air Conditioned and courtyard. Close to SYD/CBD. Ideal for Sydney City Festivals, MWS/ Long w/e ,close to city bus stops. Annandale Village 300 m away. Buses & Lightrail very close. Close to RPA Hospital. Ideal for a comfortable stay if renovating in the area.

Top guest favourite
Guesthouse in St Ives
4.99 out of 5 average rating, 141 reviews

Luxury Garden Cottage Retreat - Romantic & Restful

Arriving through antique gates, wander down wisteria covered walkway to your home away from home. Outdoor tiled undercover area with dining/living space, lit in evenings with silk lanterns invite you outside for a special occasion. Light-filled cottage, open plan living/dining area. Bedroom boasts plush queen bed for a blissful nights' sleep. Bathroom invites indulgence with a rainforest shower. Fully equipped kitchen with washing machine. Thoughtful touches throughout.

Guest favourite
Home in Newtown
4.84 out of 5 average rating, 164 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.

Guest favourite
Guesthouse in Leichhardt
4.95 out of 5 average rating, 19 reviews

Annandale Studio

Centrally located in the heart of Annandale, this gorgeous courtyard oasis is the perfect base for your next Sydney stay. With multiple transport options a short stroll away and less than 5kms from the city, you can explore far and wide or just chill locally at the many famed inner west cafes and pubs. Originally stables, this studio sits to the rear of an occupied terrace. With privacy assured, it exudes character, comfort and charm!

Popular amenities for Annandale vacation rentals

When is the best time to visit Annandale?

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Frequently Asked Questions

  • How much does it cost to stay in apartment rentals in Annandale?

    Experience the best of Annandale with our apartment rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

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

    Yes! Work meets play with ease at over 30 vacation rentals in Annandale featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Annandale?

    Four-legged friends are welcome in Annandale. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Do house rentals in Annandale have air conditioning?

    Absolutely! We offer over 20 house rentals with air conditioning in Annandale. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Annandale have a kitchen?

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

  • Do house rentals in Annandale have wifi?

    Absolutely! We offer over 30 house rentals with wifi in Annandale. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Annandale have free parking?

    Absolutely! We offer over 10 apartment rentals with free parking in Annandale. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly vacation rentals in Annandale?

    Annandale has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

Quick stats about vacation rentals in Annandale

  • Total vacation rentals

    Explore 70 vacation rentals in Annandale

  • Nightly prices starting at

    Annandale vacation rentals start at $28 CAD per night before taxes and fees

  • Verified guest reviews

    Over 2,820 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    60 of Annandale vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Annandale rentals

  • 4.8 Average rating

    Annandale stays are highly rated by guests—averaging 4.8 out of 5!

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