Family-friendly vacation rentals in Annandale

4.93 out of 5 average rating, 234 reviews

Apartment in Glebe

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.

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.

4.94 out of 5 average rating, 115 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

4.92 out of 5 average rating, 395 reviews

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.

4.9 out of 5 average rating, 110 reviews

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!

4.97 out of 5 average rating, 106 reviews

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. 

4.98 out of 5 average rating, 149 reviews

A spacious living area features large sliding glass doors opening to a deck with water views. Seating includes a hanging chair and various woven chairs around a glass table, complemented by decorative plants on the tabletop.

Home in Bundeena

Bundeena Beachside Oasis

This newly renovated home provides timeless beach house appeal: sweeping water views, indoor/outdoor living and that all-round 'oasis' feel. Special bonus... being able to experience an equally dreamy sunrise and sunset! The property's rare balance of modernity and warmth makes you instantly feel at home. Whether you're soaking up rays on the seaside terrace or seeking a moment of shaded tranquility in the lush, cascading garden - every aspect of this house offers a little bit of magic.

4.98 out of 5 average rating, 122 reviews

A light-filled living space features a comfortable sofa and two armchairs crafted from natural wood. A coastal artwork adorns the wall, and a coffee table sits at the center. Large windows frame expansive ocean views, while a cozy bay window nook offers additional seating with decorative cushions.

Apartment in Manly

Luxury Manly Oceanfront Getaway

Be mesmerised by endless ocean views across to iconic Manly Beach and beyond from this newly renovated top floor apartment. Perfectly positioned on the oceanfront walk between Manly and Shelly Beach, there are plenty of cafes and outdoor activities within an easy scenic stroll. Enjoy the sights and sounds of what the Northern Beaches has to offer from the luxury of your own piece of paradise. Sydney Harbour ferries within walking distance and world class swimming/snorkeling on your doorstep.

4.93 out of 5 average rating, 151 reviews

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. 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.

4.96 out of 5 average rating, 405 reviews

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 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.

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.

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.

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.

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).

Guest suite in Camperdown

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.

4.95 out of 5 average rating, 489 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

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.89 out of 5 average rating, 289 reviews

A modern kitchen area features a dark stone countertop, with a kettle and decorative plant positioned near a large glass window. Beyond the window, a private pool is visible, surrounded by wooden decking and tropical trees, creating a serene outdoor space.

Tiny home in Seaforth

Spa Serenity Cottage with Private Pool & Spa

Superhost

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

4.9 out of 5 average rating, 316 reviews

Sydney Darling Harbour Sydney Views

4.88 out of 5 average rating, 177 reviews

Apartment in Mascot

Inner city luxury In Mascot City

Place to stay in Bundeena

A deck area is shown, featuring stylish outdoor seating and a spa. Vibrant flowering plants add color and texture, while views of the water are visible in the background. The scene is bright and inviting, framed by lush greenery.

4.83 out of 5 average rating, 865 reviews

Bundeena Treehouse with Outdoor Spa and Views

4.97 out of 5 average rating, 100 reviews

An outdoor garden space is illuminated by soft lighting, featuring lush tropical plants and a comfortable seating area. The backyard flows seamlessly into the interior, showcasing an inviting living space visible through large glass doors.

Home in Manly

Ultimate Luxury Just 100 Steps from Manly Beach

4.98 out of 5 average rating, 260 reviews

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

5 out of 5 average rating, 101 reviews

A view from the entrance showcases a stone pathway leading toward the ocean, framed by lush greenery and colorful plants. The bright blue sky enhances the scenery, while a glimpse of the water is visible at the end of the path.

Home in Cronulla

Spacious beachside Airbnb with Hottub, Ocean views

4.93 out of 5 average rating, 541 reviews

A warm living area features wooden beams and blue walls that complement a brown leather sofa. Two wooden ladders lead to loft sleeping areas, while framed artwork and mirrors add character. A cabinet and lamp provide functional accents against the inviting backdrop.

Guesthouse in Windsor

1830's converted barn with sauna

Family- and pet-friendly home rentals

4.79 out of 5 average rating, 275 reviews

Aerial view captures the vibrant harbor of Sydney, showcasing the iconic Harbour Bridge and the Sydney Opera House. Towering buildings and lush greenery line the waterfront, while numerous vessels navigate the shimmering waters. The historic terrace houses of Millers Point are visible in the foreground.

Home in Millers Point

Luxury Colonial Terrace House in the Rocks

4.92 out of 5 average rating, 207 reviews

A bright living area features large windows allowing natural light to flood in. A dark blue sofa offers ample seating alongside a stylish coffee table. A kitchenette with modern appliances is present, while artwork adorns the walls, adding a touch of character.

Guest suite in Cammeray

Self-Contained Cammeray Guesthouse near CBD and Beaches

4.97 out of 5 average rating, 121 reviews

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

4.8 out of 5 average rating, 152 reviews

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

4.94 out of 5 average rating, 179 reviews

A spacious living area is showcased, featuring a comfortable sofa and a round ottoman. Large floor-to-ceiling windows provide stunning ocean views, while natural light fills the room. A neutral color palette with light wood flooring enhances the airy atmosphere, inviting relaxation.

Home in Tamarama

Absolute Tamarama Beachfront on Bondi Coastal Walk

4.87 out of 5 average rating, 134 reviews

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

A living area features a soft blue sofa and a round coffee table atop light wood flooring. Large glass doors open to a secluded patio with outdoor seating, shaded by an umbrella. Natural light floods the space, accentuated by potted greenery visible outside.

4.89 out of 5 average rating, 142 reviews

Cosy home close to Sydney’s CBD and Newtown

Apartment in Darlinghurst

4.99 out of 5 average rating, 328 reviews

Sydney City Penthouse, vast City & Harbor Views

Family-friendly home rentals with a pool

4.97 out of 5 average rating, 124 reviews

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

Stunning 1bdr w/ Amazing View

4.96 out of 5 average rating, 362 reviews

A panoramic view displays the Sydney Harbour, featuring the iconic Sydney Opera House and Sydney Harbour Bridge. The landscape includes a mix of historic and modern buildings, with the water reflecting sunlight. The vibrant atmosphere is enhanced by boats navigating the harbour.

Apartment in The Rocks

World Class location+Pool, Spa+Harbour Bridge View

Apartment in Marrickville

The historic Globe Mills building is shown from below, featuring a classic brick façade and large windows that bring in natural light. Surrounding trees provide greenery, framing the structure against a clear blue sky.

5 out of 5 average rating, 103 reviews

Mills Corner

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

4.81 out of 5 average rating, 399 reviews

Gladesville By The Water

4.99 out of 5 average rating, 154 reviews

A modern living space showcases a well-furnished area with a comfortable lounge chair, small side table, and a textured rug beneath. A stylish kitchen is visible in the background, illuminated by soft lighting. Green plants add a fresh touch near the window, enhancing the vibrant atmosphere.

Apartment in Potts Point

Stunning One Bedroom Art Deco Apartment

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

4.89 out of 5 average rating, 158 reviews

Last

4.97 out of 5 average rating, 347 reviews

A spacious outdoor deck features a multifaceted seating arrangement with white lounge chairs and a dining setup. The house's open design allows for unobstructed views of the garden and infinity pool. Lush greenery surrounds the space, enhancing the serene atmosphere.

Cottage in Palm Beach

The Secret. Enjoy a Winter Hot Pool Indulgence