Family-friendly holiday rentals in Annandale

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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, 364 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

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, 370 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.

Superhost
The rear view of a modern two-story house is illustrated, featuring large glass doors that open to a spacious balcony. The well-maintained garden showcases green grass and tropical plants, framing a comfortable outdoor seating area. A cantilevered umbrella provides shade for relaxation.
Home in Annandale
4.9 out of 5 average rating, 190 reviews

Central three bedroom garden retreat

Light, spacious and tranquil, our house is less than ten minutes to Sydney CBD, and a few minutes walk to the Annandale café and restaurant hub. and Wayward brewery! We are central, but on a very quiet street. We also have two kids under 9; the toys are tidied away, but your kids are welcome to play with them if they want. The bunk bed is a King Single so reasonably roomy. Travel Cot also available if needed. Pool available October till March; packed away for Winter but swapped for Spa.

Top guest favourite
A spacious studio apartment features a cozy sleeping area with a colorful quilt on the bed. A comfortable couch and an armchair are arranged around a television displaying a sports event. Natural light filters through the window blinds, highlighting the wood flooring.
Flat in Rozelle
4.96 out of 5 average rating, 170 reviews

Rainforest Retreat: PID-STRA-1986-3

Rozelle is inner-western Sydney, just 3 busstops from the CBD; set in a rainforest garden, overlooking a quiet park and fishpond, our studio apartment is fully self-contained-a quiet,comfortable, relaxed place to stay, yet close to all the action of the city, the cafes, Markets, BayRun walks of the neighbourhood. There is your own private deck and a shared deck, with BBQ, where you can interact with your hosts if you'd like; or, you can remain totally self-contained, unwind in tranquility

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.
Flat in Glebe
4.92 out of 5 average rating, 144 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.

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
4.95 out of 5 average rating, 366 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
A bedroom features a spacious bed with white linens, complemented by a decorative headboard. Natural light filters in from a nearby glass door that opens to a small outdoor area. Artwork on the wall adds a touch of color to the neutral decor.
Flat in Stanmore
4.91 out of 5 average rating, 212 reviews

Light Filled Terrace Pad near Enmore Rd

The apartment is a beautiful, light filled space with lots of character, right in the heart of the Inner West. It sits on the bottom floor of a Victorian Era terrace that has been converted into two apartments. Car space included! A few minutes walk to Enmore Rd, you'll find plenty of great bars and restaurants. The iconic Enmore Theatre is 6 minute walk away. 10 minute walk to Stanmore Station. 16 minutes to Newtown Station. 4 minutes to bus stops that take you to the CBD.

Superhost
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
4.83 out of 5 average rating, 133 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
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
4.94 out of 5 average rating, 443 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.

Guest favourite
Guest suite in Glebe
4.81 out of 5 average rating, 178 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.
Guest house in Annandale
4.98 out of 5 average rating, 292 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.

Guest favourite
A light-filled bedroom features a spacious bed with a white duvet, flanked by two bedside tables with lamps. A wooden writing desk and chair are positioned against one wall. Large bi-fold doors open to the garden, inviting natural light and greenery indoors.
Guest house in Ashfield
4.96 out of 5 average rating, 271 reviews

Garden Studio in Ashfield

Hello from the hosts of the Garden Studio! If the dates you need accommodation for show as unavailable, send us an inquiry anyway as we may be able to host you. The studio has a double bed, a kitchenette (fridge, microwave and kettle) and a full bathroom. It is about a 10 - 15 minute walk from Ashfield Station, and a 12 minute train ride into the city.

Popular amenities for Annandale family-friendly rentals

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 $39 SGD per night before taxes and fees

  • Verified guest reviews

    Over 900 verified reviews to help you choose

  • 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!