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Family-friendly holiday rentals in Annandale

Find and book unique family-friendly homes on Airbnb

Quick stats about holiday rentals that are family-friendly in Annandale

  • Total holiday rentals

    Explore 30 holiday rentals in Annandale

  • Nightly prices starting at

    Annandale holiday rentals start at $90 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,020 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    30 of Annandale holiday 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!

Top-rated family-friendly rentals in Annandale

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Top guest favourite
A small timber deck with a lockable cover for the plunge pool is seen, surrounded by lush green grass and stepping stones leading to a cabin. Dense greenery, including a magnolia tree, adds natural elements to the outdoor space, creating a harmonious environment.
Guest suite in Petersham
4.95 out of 5 average rating, 394 reviews

Light Drenched and Private Cabin

Our cabin is spacious & light drenched. It offers a queen size bed, comfy lounge, built in wardrobe, small kitchenette (w/ bar fridge, microwave, kettle, toaster), bathroom, study area, air con, Wifi & a smart tv (Netflix, Disney, Stan & Prime. It has timber floors, a timber deck & outdoor seating & windows with fly screens. There is easy access down a shared driveway to come and go as you please. We have two children, a poodle cross dog, 2 cats, who you may catch a glimpse of if you’re lucky

Top guest favourite
Flat in Glebe
4.93 out of 5 average rating, 233 reviews

2 bedroom garden apartment in the centre of Glebe

Located in the centre of Glebe 30 seconds from bus stop, 4 minutes walk from light rail, 20 - 30 minutes from airport by taxi. Near cafes, restaurants, hotels & bars, Broadway shopping centre, Sydney University, UTS, Notre Dame University, Sydney Fish Markets, Star City Casino, Darling Harbour and in walking distance of Sydney CBD. You’ll love its convenient location, its olde world charm and its accessibility by public transport. Property is good for couples, couples and a friend and families.

Top guest favourite
A light-filled living area features a comfortable sofa draped in a soft throw, accompanied by a low coffee table. Large windows illuminate the space, revealing an outdoor area with greenery and a colorful mural on the wall, enhancing the room's relaxed ambiance.
Home in Enmore
4.94 out of 5 average rating, 113 reviews

Light Filled House in Enmore

Light filled 2-bedroom Victorian home situated on a quiet street, and a short walk to bustling Enmore Road. Close to a wide array of bars and restaurants, and the famous Enmore Theatre. Conveniently located close to the CBD via Newtown station. Free street parking available on one side of street. Home includes: -2 bedrooms with 2 queen sized beds -Open plan living space with fully equipped kitchen including Nespresso machine with pods -Outdoor dining area with a Heston Blumenthal charcoal bbq

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.
Guest house 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
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.
Apartment 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 home 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
4.98 out of 5 average rating, 105 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 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.
Guest house in Annandale
4.96 out of 5 average rating, 401 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.

Superhost
Cottage in Newtown
4.67 out of 5 average rating, 295 reviews

Historic cottage, park view, 10 mins to city

Our 2 bedroom, inner-city cottage is like staying amongst history with modern comforts. Paid parking vouchers, allowing 24 hr parking, on request. View of a large beautiful park, with a kid's playground, 10 minutes to the city centre. 5 minutes walk to trains, buses and easy airport access. The cottage is peaceful, but only a minute's walk from the action of Newtown and its restaurants, bars, cafes and shopping. The modern artwork and artefacts reflect the creative nature of the area.

Guest favourite
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 Camperdown
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.

Top guest favourite
The exterior of the house is shown, featuring a muted gray facade with white trim. A set of steps leads to the front door, framed by two arch-top windows. Lush greenery and colorful flowers are planted in front of a decorative iron fence.
Home in Newtown
4.99 out of 5 average rating, 101 reviews

2 bedroom house opposite Carriageworks, Newtown.

This renovated, sun-filled two bedroom house is comfortable, well equipped, quiet and is the perfect place to relax and access everything Sydney has to offer. It is a short walk to RPA Hospital, Chris O’ Brien LifeHouse. Located on a beautiful wide street, the house is opposite Carriageworks arts cultural precinct and a short walk to vibrant King Street. The city and harbour are easily accessible via public transport (bus trains and ferries).

Top guest favourite
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 Camperdown
4.95 out of 5 average rating, 486 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 family-friendly rentals