Vacation rentals in Annandale

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Top-rated vacation rentals in Annandale

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

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Guest favorite
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, 384 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 favorite
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 favorite
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 home in Annandale
4.9 out of 5 average rating, 100 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 favorite
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
4.98 out of 5 average rating, 101 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.


Guest favorite
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
4.96 out of 5 average rating, 114 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.

Guest favorite
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.
Apartment in Vaucluse
4.96 out of 5 average rating, 110 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

Top guest favorite
Apartment in Darlinghurst
4.99 out of 5 average rating, 313 reviews

Sydney City Penthouse, vast CBD & Harbor Views

Float above a panorama of Sydney City and Sydney Harbor in this 180sqm large, beautifully designed penthouse. Its a free standing house built on top of a flat roof, in Sydney’s best location. You land in the heart of Sydney with restaurants, cafes, bars, museums, parks, even the Opera and tourist attractions at your door step. Recharge , rewind and feel right at home in this unique Australian designer home with expansive and luxurious interiors, high ceilings, touches of Australian art.

Top guest favorite
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, 389 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.

Guest favorite
A bright living area is showcased with large bay windows offering sweeping views of the ocean. A light-colored sofa and decorative cushions are arranged invitingly. Natural light floods the space, highlighting the wooden flooring and a modern television unit. The open door leads to a balcony.
Vacation home in Manly
4.93 out of 5 average rating, 127 reviews

Panoramic Views & Beach Front Fairy Bower

This top floor apartment undoubtably has one of the best views and locations in all of Manly. Featuring eye watering panoramic views over Manly beach as well as Fairy Bower and Shelly beach. Fairy Bower is the perfect swimming spot due to its protected location and ocean pool, which makes it perfect for families. The bay window is perfect for gazing down to the promenade, reminiscent of the Italian coastline with bathers sprawled over the rocks soaking up the summer sun.

Guest favorite
Bright living room features a large bay window that offers expansive ocean views. A comfortable gray sofa is surrounded by decorative pillows and a textured throw. A round coffee table sits in the center, complemented by a flat-screen TV on a wooden console.
Apartment in Manly
4.94 out of 5 average rating, 128 reviews

Unique WATERFRONT Apartment

Situated between Manly South Steyne and Shelly Beach lies the romantic sounding Fairy Bower. Designed for the quintessential Northern Beaches lifestyle, this top-floor unique Manly apartment is an entertainers delight offering a 180-degree ocean view. Take a surf check from the shared rooftop balcony, or just enjoy the iconic breaks of Manly Beach. With this million-dollar view, you won’t even need to leave this coastal sanctuary to feel like you’re at the water’s edge.

Guest favorite
The entrance of the terrace home is framed by decorative ironwork. A warm interior glow is visible through the open door, leading into the living space. The house number is clearly displayed as '37,' and a picket fence provides a welcoming boundary.
Home in Newtown
4.85 out of 5 average rating, 157 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.

Top guest favorite
A spacious studio features a lounge area with a comfortable couch and coffee table, positioned opposite a wall-mounted television. Natural light enters through sheer curtains, illuminating the timber floors. A kitchenette is visible in the background, with minimalistic cabinetry and appliances.
Guest suite in Stanmore
4.95 out of 5 average rating, 474 reviews

Contemporary Camperdown Studio

Beautiful architecturally designed studio in the heart of Camperdown. Separate lane access. Queen size bed, lounge area, TV & Wi-Fi, kitchenette with fridge, microwave & coffee machine and A/C. 10 min walk to Newtown's King Street, Enmore Road and Stanmore Village. Only 6km to Sydney CBD and walking distance to RPA, trains and bus. Explore and enjoy the bars, restaurants and shopping in the heart and soul of Sydney's inner west.

Popular amenities for Annandale vacation rentals

When is the best time to visit Annandale?

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Avg. priceﺩ.ﺇ397ﺩ.ﺇ353ﺩ.ﺇ356ﺩ.ﺇ481ﺩ.ﺇ364ﺩ.ﺇ367ﺩ.ﺇ404ﺩ.ﺇ400ﺩ.ﺇ408ﺩ.ﺇ466ﺩ.ﺇ481ﺩ.ﺇ588
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Frequently Asked Questions

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

    Experience the best of Annandale with our house rentals, starting at about $20 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 house rentals in Annandale have a kitchen?

    Absolutely! We offer over 30 house 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 house rentals in Annandale?

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

Quick stats about vacation rentals in Annandale

  • Total vacation rentals

    Explore 60 vacation rentals in Annandale

  • Nightly prices starting at

    Annandale vacation rentals start at ﺩ.ﺇ73 per night before taxes and fees

  • Verified guest reviews

    Over 2,690 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Annandale vacation rentals include wi-fi 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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