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Family-friendly vacation rentals in Annandale

Find and book unique family-friendly homes on Airbnb

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

  • Total vacation rentals

    Explore 40 vacation rentals in Annandale

  • Nightly prices starting at

    Annandale vacation rentals start at G$10,460 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,020 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    40 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!

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 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

Annandale Self Contained flat & area ‘Old Stable’

A separate flat with its own relaxed Courtyard. Combined Kitchenet for light eating, toaster,microwave, kettle,Coffee Pod Machine, Bathroom & Laundry.(Dryer, W/Mach,iron& Board)Hair dryer & straightener Queen size bed (Murphy bed)which turns into a couch Air Con 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.

FamilyIndoor spacesLocation

4.96 out of 5 average rating, 416 reviews
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

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.

FamilyKitchenBackyard

4.92 out of 5 average rating, 405 reviews
Top guest favorite
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 Newtown

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

KitchenFamilyCleanliness

4.94 out of 5 average rating, 120 reviews
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

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!

Indoor spacesKitchenCheck-in

4.89 out of 5 average rating, 121 reviews
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

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.


KitchenIndoor spacesComfort

4.96 out of 5 average rating, 121 reviews
Top guest favorite
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

BEAUMELSYN - an Oasis in Glebe

BEAUMELSYN - Large Victorian Terrace in eclectic Glebe - self contained 1 bedroom basement garden APARTMENT. Enquire COST ATTACHED EXTRA DOUBLE BEDROOM GLEBE oldest suburb in Sydney - professionals, students, mainstream & bohemian. Minutes to CBD, Harbour , foreshore parks, Opera House, Sydney University. 5 min Walk to VILLAGE ,cafes, bars, markets, shops , restaurants , supermarket , pubs, 100m Go get ,bikes, buses, light rail, ferry Quiet leafy Harbourside neighbourhood.

FamilyIndoor spacesBathroom

4.93 out of 5 average rating, 153 reviews
Guest favorite
Guesthouse in Leichhardt

Boutique Cottage | Pool | 15 mins to Sydney CBD

Your Private Boutique Cottage Tucked away in a peaceful leafy garden just 15 minutes from Sydney CBD, Mr Muddy Lion is a private cottage designed for travellers seeking comfort, privacy and thoughtful luxury. Enjoy free onsite parking, Sheridan linen and towels, Thankyou amenities and full use of the swimming pool. Optional paid extras include heated spa experiences from $45 per couple, continental breakfast from $25 per person and airport transfers from $75 one way. Full details below.

FamilyIndoor spacesValue

4.86 out of 5 average rating, 108 reviews
Top guest favorite
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.
Apartment in Rozelle

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

Indoor spacesFamilyGetting around

4.96 out of 5 average rating, 187 reviews
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 Newtown

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.

Indoor spacesFamilyAccess

4.83 out of 5 average rating, 172 reviews
Top guest favorite
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

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).

KitchenIndoor spacesAmenities

4.99 out of 5 average rating, 107 reviews
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 Camperdown

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.

KitchenIndoor spacesValue

4.95 out of 5 average rating, 509 reviews
Guest favorite
Guest suite in Glebe

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.

Indoor spacesFamilyRiver

4.82 out of 5 average rating, 195 reviews

Popular amenities for Annandale family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Guest favorite
A tranquil view is presented from the outdoor pool area, showcasing a curvy pool reflecting the twilight sky. Lush greenery surrounds the space, and adjacent to the pool, a stylish house offers expansive glass doors leading into the interior, creating a seamless indoor-outdoor connection.
Home in Seaforth

World Class Villa HarbourView Private Beach Manly

Indoor spacesFamilyBathroom

4.83 out of 5 average rating, 159 reviews
Top guest favorite
An indoor pool area is framed by large glass panels, offering a view of the iconic Sydney Harbour Bridge. Comfortable seating is positioned nearby, allowing for relaxation while enjoying the scenery. The space features elegant columns and subtle greenery, creating a soothing atmosphere.
Apartment in The Rocks

Supreme Sydney Rocks Suite + Spectacular Pool View

FamilyIndoor spacesShared spaces

5.0 out of 5 average rating, 187 reviews
Top guest favorite
Guest suite in Wahroonga

Resort style self-contained unit. Pets welcome.

Indoor spacesFamilyParking

4.91 out of 5 average rating, 481 reviews
Guest favorite
A spacious living area features a comfortable leather couch and a geometric coffee table. Bright wall art adds a modern touch, while large glass doors provide access to a balcony overlooking the city skyline. A television is mounted on a sleek entertainment unit.
Apartment in Pyrmont

Luxury Apartment Overlooking City and Darling Harbour

Indoor spacesFamilyOutdoor spaces

4.98 out of 5 average rating, 270 reviews
Guest favorite
A dining area features a round table surrounded by four transparent chairs. A cozy seating area is seen with two accent chairs and a colorful rug. Large windows allow natural light to illuminate the space, showcasing views of the city skyline.
Apartment in Pyrmont

Darling Harbour Goldsbrough Luxury Resort pool,spa

KitchenFamilyLong stay

4.85 out of 5 average rating, 162 reviews
Top guest favorite
Apartment in Surry Hills

Hyde Park Tree-Top Views

KitchenIndoor spacesAir conditioning

4.98 out of 5 average rating, 133 reviews
Guest favorite
A spacious outdoor area presents a shimmering pool surrounded by tiled decking. The pristine white exterior of the villa contrasts with the blue water. Large windows and decorative arches are visible, contributing to the elegant architectural style. Lush palm trees provide a tropical feel.
Villa in East Killara

Killara Luxurious 8BR House 360 degree view

FamilyIndoor spacesGetting around

4.92 out of 5 average rating, 100 reviews
Guest favorite
A panoramic view captures the bustling skyline of Sydney, featuring tall buildings and distinctive architecture. The vibrant colors of flags line the waterfront, and the iconic Sydney Tower stands tall against a clear blue sky, complementing the serene water below.
Apartment in Pyrmont

Sydney Darling Harbour Sydney Views

Indoor spacesKitchenSleep quality

4.9 out of 5 average rating, 324 reviews

Family- and pet-friendly home rentals

Top guest favorite
An outdoor seating area features a sectional couch with soft cushions, complemented by a coffee table. Lush greenery is seen along the back, providing privacy. A large umbrella shades the seating space, and wooden decking offers a warm, inviting touch.
Home in Rozelle

Modern retreat in prime location

Indoor spacesFamilyHospitality

4.98 out of 5 average rating, 118 reviews
Top 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

Inner city cottage hideaway

Indoor spacesFamilyLayout

4.97 out of 5 average rating, 127 reviews
Guest favorite
A light and airy corner of the studio features a seamlessly integrated kitchenette with modern cabinetry. A decorative leaf motif adorns the wall, complemented by a potted plant on a slim shelving unit. Natural light filters through the sheer curtains, enhancing the inviting space.
Guesthouse in Earlwood

Leafy riverside oasis on Wanstead Reserve

Indoor spacesKitchenOutdoor spaces

4.88 out of 5 average rating, 215 reviews
Guest favorite
An aerial view showcases a long, narrow property bordered by lush greenery. Surrounding homes are visible, with a park nearby offering open green spaces. The layout reveals proximity to tree-lined streets and neighboring structures, highlighting the residential context of the area.
Home in Birchgrove

Balmain Spacious 3 Bedroom House close to harbour

KitchenFamilyPets

4.81 out of 5 average rating, 159 reviews
Guest favorite
A spacious living area features a white sectional sofa adorned with a soft throw. Natural light filters through the window, illuminating a decorative side table with a floral arrangement. A stylish cabinet adds an elegant touch to the warm wooden floors.
Guest suite in Enmore

Sunny Inner-City Sanctuary Sydney

KitchenFamilyShared spaces

4.92 out of 5 average rating, 536 reviews
Guest favorite
A charming Victorian terrace house is surrounded by a neat garden and wrought iron fence. The front door is painted bright pink, providing a vibrant contrast to the exterior's muted tones. A small table and chairs are visible on the porch, inviting outdoor relaxation.
Home in Sydenham

Rare Inner City Terrace House Oasis

FamilyIndoor spacesDecor

4.86 out of 5 average rating, 162 reviews
Guest favorite
A bright living area features a cozy sofa with wooden armrests, positioned opposite two comfortable chairs and a circular coffee table. A well-equipped kitchen is visible, showcasing stainless steel appliances and stone countertops. Light pours in through double French doors, leading to a serene outdoor space.
Guesthouse in Dulwich Hill

Private cottage on the park

FamilyKitchenOutdoor spaces

4.87 out of 5 average rating, 266 reviews
Guest favorite
Home in Newtown

Magnificent Newtown Terrace Home

Indoor spacesKitchenWalkability

4.88 out of 5 average rating, 212 reviews

Family-friendly home rentals with a pool

Top guest favorite
A spacious lounge area features a comfortable grey sofa positioned on a light-colored rug. Nearby, a dining table with black chairs and a kitchen area equipped with modern appliances are visible. Natural light floods the room through two skylights, enhancing the open layout.
Guesthouse in Mascot

Spacious 1 bedroom guesthouse

KitchenFamilyBackyard

4.96 out of 5 average rating, 324 reviews
Superhost
A clear swimming pool is surrounded by lush greenery, featuring palm trees and a wooden cabana. The pool area is enveloped by the building's architecture, with a relaxing atmosphere created by the natural landscaping and tranquil water.
Apartment in Camperdown

WALK to Central station+Sydney Uni & UTS

Indoor spacesKitchenAir conditioning

4.86 out of 5 average rating, 230 reviews
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

Absolute Harbourfront Apartment with Fabulous Panoramic Views

FamilyKitchenAmenities

4.98 out of 5 average rating, 195 reviews
Superhost
The living area features large glass windows that offer views of the water and surrounding greenery. A modern black sectional sofa and sleek chairs are arranged around a circular glass coffee table, which is adorned with a floral centerpiece and magazines.
Home in Gladesville

Gladesville By The Water

FamilyIndoor spacesValue

4.8 out of 5 average rating, 406 reviews
Superhost
A modern living area is arranged with a sectional sofa covered in dark upholstery, complemented by patterned cushions. A wooden coffee table is positioned in front, adorned with decorative items. Light from large windows creates a bright atmosphere, highlighting the textured area rug underneath.
Apartment in Ultimo

Ultimo

KitchenIndoor spacesSolo travel

4.9 out of 5 average rating, 169 reviews
Guest favorite
Condo in Wynyard

urban serenity: quiet stay in central Sydney

Indoor spacesFamilyCleanliness

4.95 out of 5 average rating, 123 reviews
Superhost
A scenic view captures the Sydney Harbour Bridge framed by greenery. The clear blue water reflects the bridge, with a glimpse of the iconic Sydney Opera House in the background. Adjacent cars and a nearby boat dock are visible along the waterfront.
Apartment in McMahons Point

Cosy Stays @ Sydney Harbour |Pool| Views| Parking

FamilyIndoor spacesParking

4.81 out of 5 average rating, 134 reviews
Top guest favorite
Guest suite in Cremorne Point

Opera House Views | Harbourfront Cremorne Point

KitchenFamilyAccuracy

4.96 out of 5 average rating, 126 reviews

Destinations to explore