Family-friendly holiday rentals in Woollahra

Guest suite in Bondi Junction

Bondi Beach or CBD in 10mins-King or 2 single beds

A private hotel-style room, conveniently located for easy access to both to Bondi Beach and the CBD. Recently renovated, the guest room has a private entrance, own bathroom, small kitchenette and shared outdoor space. Set up as 1 king or 2 single beds with access to free parking and laundry. The perfect location to explore Sydney, 2mins to Bondi Junction bus and train station, 2mins to Westfields, 10mins to the CBD, 30mins to the airport and a short bus ride or 20min walk to Bondi Beach.

KitchenFamilyWi-Fi

4.97 out of 5 average rating, 109 reviews

4.96 out of 5 average rating, 108 reviews

The open living area features a small dining table surrounded by wooden chairs, complemented by a spacious blue sofa. A vibrant wall artwork adds a pop of color, while the adjacent kitchen with sleek furnishings can be seen in the background.

Home in Paddington

Little Edie charming architect designed cottage

A gorgeous, free-standing two level stables converted into a chic, fully self contained cottage in the heart of Paddington's leafy streets, Little Edie is an architecturally designed jewel box for grown ups providing the perfect place to rest and relax during your next visit to Sydney. Centrally located, it is two blocks from Oxford Street's boutiques, bars, restaurants, public transport and just a few minutes from the city, sports stadiums and glorious beaches. We love giving local tips too!

Indoor spacesKitchenWalkability

4.89 out of 5 average rating, 28 reviews

A cozy outdoor seating area features a dark wooden bench adorned with white cushions, creating a comfortable space for relaxation. A round table sits in front, topped with a bowl of fresh fruits. Lush greenery surrounds the area, enhancing the serene atmosphere.

Apartment in Woollahra

Whimsical Woollahra short/long term

Elegant garden apartment in a coveted Victorian boutique block. Boasting high ceilings and spacious rooms flowing out to two outdoor entertaining areas. The grand study/office room has a day bed for an extra guest. Two generous living spaces. Ideal for the discerning guest. Plus Laundry Room. Walk to the vibrant cafes, restaurants and boutique shops of Queen Street. Nearby to Centennial Park as well as Bondi Junction. Your ideal Woollahra pad. "Sydney's hidden White Lotus" Guest comment!

Indoor spacesKitchenWalkability

4.87 out of 5 average rating, 200 reviews

A bright living space features a comfortable grey sofa adorned with orange and grey cushions. A wooden dining table with chairs is nearby, accompanied by a small television and a decorative rug. Large windows allow natural light to fill the room.

Condo in Double Bay

Stylish Art Deco apartment

Double Bay is a stylish harbourside enclave on the foreshore of Sydney Harbour. The apartment is located in a charming and very well kept art deco building. Marmle entry, wooden panels all this is part of the typical charm of the building. Our apartment is very well kept and has everything you need for a comfortable stay. As we love to sleep well while we are away from home we invested in a first quality bed, mattress and a very quiet sleeping bed room :)! Love a good bed and quietness!

KitchenIndoor spacesDecor

4.98 out of 5 average rating, 139 reviews

Apartment in Waverley

Designer Coastal Apartment

This designer apartment is newly renovated and positioned on the top floor facing N/E nestled amongst the tree tops with ocean glimpses on the horizon. A quiet and private location with free street parking and only a 10 minute walk to the beach. Enjoy Charing Cross with its boutique shops, cafes, restaurants, pubs and public transport. Bondi junction Westfield and train station is an easy 20 minute walk. Busses are available from nearby streets. *Not suitable for children and infants.

KitchenFamilyCheckout

Tiny home in Centennial Park

Centennial Park Ultra Stylish Close to Beach/City

ULTRA STYLISH Home Free-standing STATE OF THE ART located in quiet safe leafy cul de sac ARCHITECTURALLY UNIQUE North facing Cool, airy, light-filled, separate living + sleeping + Indoor/outdoor space Perfect for FILM peeps: FOX studios, 30 min walk/10 min cycle thru park 1 min WALK- CENTENNIAL/QUEENS PARKS, 8 min drive-Bronte beach, 10 min walk-Bondi Junction/trains 10 min to city On street parking available & free Designed for working, relaxing + attractions

KitchenFamilyAccuracy

4.86 out of 5 average rating, 139 reviews

4.89 out of 5 average rating, 70 reviews

The exterior of a Victorian residence is displayed, featuring ornate architectural details and wrought-iron balconies. A flowering tree enhances the scene, with greenery surrounding the entrance, providing a welcoming appearance. The structure is flanked by lush foliage, inviting a sense of tranquility.

Apartment in Woollahra

The Art Flat, Woollahra

The Art Flat, Woollahra is the perfect bolt hole to explore Sydney's Eastern Suburbs. Found at the rear of a gracious Victorian residence - 'Edgemont’ - it is a charming two bedroom apartment with garden views. A joy to stay at with modern amenities. It is a 10-15m walk to Westfield Bondi Junction, Edgecliff station, Paddington & Double Bay. There is unmetered parking on Wallaroy Rd. There are 2 sets of exterior stairs from street level down to the flat.

Indoor spacesFamilyHospitality

Guest suite in Paddington

A well-lit corner of the studio features a simple writing desk with a lamp and a sheet of paper. Next to a spacious bed with crisp white bedding, a power outlet panel is mounted on the wall, providing easy access to charging points.

Designer 1st floor Guest Studio Paddington Sydney

The Carriage House Studio displays contemporary architectural design. Self contained 1st floor studio in the heart of SYDNEY'S Paddington, situated at the rear of one of Paddington's most historic grand terraces, Park Villa 1873. Lux queen size bed, Italian linen, writing desk, free fast Wifi. Streaming TV. Fully air conditioned. Kitchenette, mini dishwasher, espresso machine microwave. Stylish designer bathroom. Own entrance. Contactless check in .

FamilyIndoor spacesTV

4.92 out of 5 average rating, 195 reviews

4.94 out of 5 average rating, 149 reviews

An open-plan living and dining area is illuminated by natural light, featuring a modern couch and a round dining table with four chairs. A sleek kitchen is visible in the background. A private balcony with greenery is accessible through sliding glass doors.

Condo in Paddington

Paddington Parkside

Super quiet, ultra convenient, walk to everywhere location, this apartment provides the ultimate Paddington pad handy to Oxford St shops & restaurants, Centennial Park, historic pubs, the SCG, Allianz Stadium & a 30 min easy walk to the CBD. Tucked away to the rear of the building with a northerly aspect, it is very quiet, private and bathed in natural light. It features modern, recently renovated interiors and is dressed in fresh neutral décor.

KitchenFamilyDecor

4.99 out of 5 average rating, 186 reviews

A spacious living area features large glass doors that open to a private garden. Natural light floods the space, illuminating a neutral sofa and a striped area rug. Soft greenery and stone pathways are visible outside, creating a serene outdoor environment.

Guesthouse in Mosman

Balmoral Slopes Guesthouse

This beautiful new airconditioned guesthouse designed by renowned Sydney architect Luigi Rosselli is a detached separate dwelling located near our private home. Ideal for couples and families with babies and small children. - Bus stop 50m from doorstep - will take you into Mosman village and the CBD. - 400m walk to Balmoral Beach cafes & restaurants. - Street parking available close to the guesthouse. Secure access via security gate.

KitchenFamilyParks

4.95 out of 5 average rating, 189 reviews

Large glass doors provide an unobstructed view of the beach, where waves gently lap against the shore. Spacious seating in the living area faces the water, inviting relaxation. Soft curtains frame the scene, and natural light fills the room, enhancing the airy atmosphere.

Home in Bronte

Amazing view beach house footsteps to Bronte Beach

Welcome to Casa Brisa! A unique and spacious beachfront home with uninterrupted views overlooking the iconic Bronte Beach -perfect for holidays and longer stays. Settle into the coastal lifestyle with refreshing ocean dips, scenic coastal walks just steps from your door and easy access to Bronte’s cafés, rockpool and Tamarama Beach. Make this your home by the beach while enjoying space, comfort and oceanfront living.

FamilyIndoor spacesCheck-in

4.95 out of 5 average rating, 183 reviews

A small lounge area features a black two-seater sofa adorned with patterned cushions and a bright red armchair. A floor lamp stands beside the chair, providing additional lighting. Light brown wooden flooring complements the neutral wall colors and contemporary artwork above the sofa.

Apartment in Paddington

Spacious 1 Bedroom apartment

Central fully furnished 1 bedroom apartment (ground floor), fully equipped kitchen and own courtyard in a terrace house. We live upstairs. Private secure entrance. Check in 2pm -6pm! Located in the prestigious Queen St. 20 minutes from the CBD and 20 minutes from Bondi Beach. Great buses. 1-2 people. No children (0-12). Wifi Smart TV Please read The Space and Guest Access.

FamilyIndoor spacesAmenities

Popular amenities for Woollahra family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Apartment in Woolloomooloo

Large windows frame a scenic view of the marina and the Sydney skyline. The image captures the gentle sway of yachts bobbing in the water, with lush greenery of the Botanical Gardens visible in the backdrop.

Luxury Woolloomooloo waterfront

Indoor spacesKitchenHot tub

4.97 out of 5 average rating, 101 reviews

4.83 out of 5 average rating, 160 reviews

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

FamilyKitchenBeach

4.91 out of 5 average rating, 112 reviews

An expansive view of the ocean coastline is presented, highlighting the clear blue water meeting the rocky shore. Modern homes are positioned along the cliffs, offering a glimpse of the vibrant landscape under a bright sky.

Home in Vaucluse

180 degree ocean views.

KitchenIndoor spacesCheckout

5.0 out of 5 average rating, 191 reviews

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

KitchenIndoor spacesHot tub

4.98 out of 5 average rating, 136 reviews

Apartment in Surry Hills

Hyde Park Tree-Top Views

KitchenIndoor spacesComfort

4.99 out of 5 average rating, 158 reviews

A rooftop spa invites relaxation with bubbling water, framed by sleek railings and wooden decking. The horizon reveals a scenic view under a partly cloudy sky, enhancing the serene atmosphere of this elevated retreat.

Apartment in Surry Hills

Sensational Hyde Park Oasis | Balcony + Pool & Gym

FamilyKitchenCheck-in

4.96 out of 5 average rating, 380 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

Indoor spacesFamilyBathroom

4.98 out of 5 average rating, 210 reviews

An outdoor terrace is displayed, featuring a large seating area with a sofa and various armchairs. A wooden coffee table sits at the center, surrounded by potted greenery. The space offers views over the city skyline, with a patterned outdoor rug adding texture.

Apartment in Surry Hills

Penthouse Living in the Heart of Surry Hills

Indoor spacesFamilyGetting around

Family- and pet-friendly home rentals

Apartment in Bondi Junction

An ornate heritage facade showcases intricate golden architectural details and sculptures beneath a clear blue sky. The building features numerous arched windows, creating a striking contrast with the modern structures surrounding it.

Neighbourhood By TWT- The Vegemite Heritage Studio

Indoor spacesKitchenPets

4.83 out of 5 average rating, 156 reviews

4.9 out of 5 average rating, 148 reviews

A bright and airy dining area is showcased, featuring a round wooden table surrounded by white wire chairs. A large television is positioned on a light wooden cabinet, complemented by a colorful wall art piece and a tall green plant, adding a touch of nature.

Apartment in Coogee

Spacious Coogee Beach Escape | Private Garage

KitchenFamilyLocation

4.91 out of 5 average rating, 136 reviews

A spacious living area features a light brown sofa with colorful cushions and a textured throw. A round glass coffee table sits on a patterned rug, while plantation shutters frame a view of greenery outside. Natural light brightens the room through large windows.

Apartment in North Bondi

Bondi Bliss: Quiet & Chic Stay

Indoor spacesKitchenParking

4.97 out of 5 average rating, 129 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

Indoor spacesFamilyLayout

4.99 out of 5 average rating, 224 reviews

A balcony area features two yellow loungers and a small white table, offering views of Coogee Beach below. The ocean is visible, with the shoreline lined by trees and beachgoers enjoying the day under a partly cloudy sky.

Apartment in Coogee

Beach House | Absolute Beachfront | 2BR | Parking

FamilyKitchenComfort

Apartment in Darlinghurst

Sydney City Penthouse, vast City & Harbor Views

KitchenFamilyLayout

4.99 out of 5 average rating, 345 reviews

Townhouse in Darlinghurst

Charming Terrace Home @Great Location+Parking+BBQ

KitchenFamilyHeating

4.94 out of 5 average rating, 150 reviews

Hotel room in Bondi Beach

An aerial view showcases the Bondi Pacific QT building, nestled close to the sandy shores of Bondi Beach. The vibrant blue ocean stretches out beside the property, highlighting the prime coastal location and its proximity to the beach and surrounding amenities.

Miss Baker's Bondi - Deluxe Studio

Indoor spacesFamilyLocation

4.85 out of 5 average rating, 598 reviews

Family-friendly home rentals with a pool

4.93 out of 5 average rating, 270 reviews

The image features a well-lit corner of the studio with large windows showcasing views of the harbour and boats. A decorative plant branch adds a touch of nature, while a stylish lamp rests on a bedside table, enhancing the serene atmosphere.

Apartment in Potts Point

Self Contained Chic & Cozy Hotel Studio Apartment

KitchenFamilyPool

Apartment in Darlinghurst

Central l Pool l Rooftop Harbour Views

FamilyIndoor spacesAir conditioning

4.85 out of 5 average rating, 991 reviews

4.98 out of 5 average rating, 195 reviews

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

KitchenIndoor spacesGetting around

4.95 out of 5 average rating, 133 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

Indoor spacesKitchenLocation

Guest suite in Cremorne Point

Opera House Views | Harbourfront Cremorne Point

KitchenFamilyAir conditioning

4.96 out of 5 average rating, 127 reviews

4.98 out of 5 average rating, 124 reviews

The living area features large windows offering views of the Sydney skyline and the Harbour Bridge. A comfortable seating arrangement includes a sofa, a television, and a minimalist dining table with chairs. Natural light fills the space, enhanced by neutral decor and a plush rug.

Apartment in Potts Point

Prime location 180° Sydney Views

KitchenFamilyGetting around

4.95 out of 5 average rating, 126 reviews

Condo in Wynyard

urban serenity: quiet stay in central Sydney

FamilyIndoor spacesCheckout