Holiday houses in Annandale

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Top-rated holiday rentals in Annandale

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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, 377 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 Lilyfield
4.97 out of 5 average rating, 33 reviews

Ultra modern light-filled inner city pad

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.

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 home in Annandale
4.9 out of 5 average rating, 97 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
4.98 out of 5 average rating, 94 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
A panoramic view of Sydney's iconic skyline and harbour is captured from a balcony. The scene showcases the Harbour Bridge and the Sydney Opera House against a backdrop of clear blue skies, with charming homes and sailboats dotting the vibrant water in the foreground.
Apartment in Mosman
5 out of 5 average rating, 37 reviews

Mosman - stylish studio and rooftop harbour views

Experience Unparalleled Sydney Living at Our Stylish Mosman Studio! Step into a serene retreat that combines modern comfort with breathtaking vistas. Nestled in the harbourside heart of Mosman, this newly renovated studio apartment boasts a light-filled, northeast-facing design and private elevated district views that radiate tranquility. Indulge in the shared rooftop terrace, where you'll enjoy panoramic views of Sydney Harbour, the iconic Harbour Bridge, and the world-famous Opera House.

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
4.98 out of 5 average rating, 44 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
4.95 out of 5 average rating, 373 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
An open-plan living area features high ceilings and large glass doors that connect to an outdoor space. A comfortable grey sofa is adorned with plants and decorative items, while a dining area is complemented by wooden chairs and a vibrant rug. Natural light illuminates the room.
Casa particular in Annandale
4.94 out of 5 average rating, 77 reviews

Huge amazing art-filled Annandale warehouse

AMAZING and HUGE - Unique residential warehouse. 2 bedrooms, 2 bathrooms (a huge luxurious bath), laundry & backyard. Artistically decorated, huge open plan space. Lovely modern kitchen, 3 dining areas for entertaining, wifi, Cable (foxtel), apple tv. Unlimited street parking (with local permit). Walking distance to Annandale village, Glebe, Newtown, Sydney Uni, RPA Hospital. Located 15 minutes by bus to the CBD, 10 minutes by car, or 40 minutes walk. Very quiet and private.

Guest favourite
A spacious studio is highlighted, featuring a large white bed with soft linens and neatly arranged towels. A wooden bookshelf is visible in the background, alongside a kitchenette equipped with modern appliances, including a washing machine. Natural light fills the room through well-positioned windows.
Guesthouse in Annandale
4.86 out of 5 average rating, 187 reviews

Stylish Studio in Heart of Annandale Village

This stylish and comfortable oversized studio is in the heart of Annandale Village was completely renovated in 2019 and is perfect for the travelling business person, holidaying individual or couple. This accommodation is in very close proximity to Sydney CBD, Sydney University, University of Technology Sydney, RPA Hospital, Broadway Shopping Centre and the new foodie stop - Tramsheds. All home away from home comforts are provided for in this secure apartment.

Superhost
A two-story traditional worker's terrace is showcased, featuring intricate wrought-iron balcony details. The facade is painted a soft hue, with large windows adorned by gentle drapery. Lush greenery, including flowering plants, surrounds the entrance, enhancing the welcoming street appeal of the home.
Home in Annandale
4.83 out of 5 average rating, 29 reviews

This Charming Terrace Annandale

Feel comfortable and welcomed in our character filled two-story traditional worker's terrace in the popular leafy Inner West suburb of Annandale. Close to cafes, pubs, public transport, walkways, cycleways and the beautiful Rozelle Bay parklands and Tramsheds, our house is a unique property with heritage in one of Sydney's funkiest neighbourhoods. This listing is pet friendly, so you don’t have to leave your furry friend at home.

Guest favourite
Guest suite in Glebe
4.81 out of 5 average rating, 179 reviews

Private, well lit Studio Loft w/kitchenette

Private studio loft above garage, well lit with skylights from above with attached bathroom and kitchenette. 5 min walk to the bus stop and light rail. Short walk to Glebe shops, Tram sheds with IGA supermarket and restaurants. Short distance to Jubilee park with harbour views where you can Run, Jog or Walk. Bus ride into city is 25 mins & Light rail into Chinatown (city) takes 20 mins.

Top Guest favourite
A tranquil swimming pool is surrounded by lush tropical landscaping, featuring vibrant red and green foliage. Two lounge chairs are positioned near the edge of the pool, complemented by a wooden deck, creating a peaceful retreat for relaxation.
Guesthouse in Annandale
4.98 out of 5 average rating, 300 reviews

The Royal Suite - modern studio, private access.

Fit for the King, a Queen or both, The Royal Suite is a newly built studio above the garage with it's own private entrance which provides a luxury retreat to relax in after a day of work, touring or visiting family and friends. Located in quiet, leafy Annandale, 4kms to the Sydney CBD, two minutes walk to shops, transport and one of Sydney's biggest & best harbour parks.

Popular amenities for Annandale holiday rentals

When is the best time to visit Annandale?

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Avg. price$185 NZD$164 NZD$166 NZD$224 NZD$169 NZD$171 NZD$188 NZD$187 NZD$190 NZD$178 NZD$173 NZD$228 NZD
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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 house rentals with a dedicated workspace in Annandale?

    Yes! Work meets play with ease at over 10 house 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 wifi?

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

  • 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 free parking?

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

  • Do house rentals in Annandale have a kitchen?

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

  • Are there family-friendly apartment rentals in Annandale?

    Annandale has more than 10 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Quick stats about holiday rentals in Annandale

  • Total holiday rentals

    Explore 60 holiday rentals in Annandale

  • Nightly prices starting at

    Annandale holiday rentals start at $34 NZD per night before taxes and fees

  • Verified guest reviews

    Over 2,620 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Annandale holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi 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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