Family-friendly vacation rentals in Woollahra

4.96 out of 5 average rating, 103 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 spacesFamilyBeach

4.98 out of 5 average rating, 152 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.

Indoor spacesKitchenLocation

4.86 out of 5 average rating, 196 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!

FamilyKitchenWalkability

4.96 out of 5 average rating, 128 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

Bright and airy one bedroom apartment nestled on top of Diamond Bay Cliffs with breathtaking ocean views. The stunning view overlooking the cliffs and the soothing sound of waves, provide an incredible connection to the ocean from awe inspiring sunrises to frolicking whales throughout the day. Relax with a wine or coffee in this beautifully styled home surrounded in comfort and serenity. Take a dip in the pool overlooking the ocean or take a walk along the cliff walkway. Free street parking

Indoor spacesFamilyWalkability

Apartment in Darling Point

A light-filled living area is furnished with a spacious white sectional sofa. A natural fiber rug complements the timber flooring. An open kitchen island with marble detailing is visible, while glass doors provide access to the outdoor deck and views of the surrounding greenery.

4.96 out of 5 average rating, 184 reviews

Luxury Apartment - Harbour and City Skyline Views

Elanora - A Gracious Apartment A historic building but completely reconfigured and renovated. One of only 4 apartments in the building. 130 m² / 1400ft² A large, open timber deck looks out over Rushcutters Bay and through yachts and out to the northern end of theHarbour Bridge. Two generous bedrooms and bathrooms and an open plan living, dining and kitchen space. We are close to beautiful Rushcutters Bay Park and the CYCA. Timber floors throughout, aircondtioning, Foxtel and Netflix.

FamilyKitchenSleep quality

Guest suite in Watsons Bay

A sandy beach area is lined with trees and homes, where individuals enjoy the water and sun. The shoreline curves gently, leading to clearer waters that reveal rocky formations. In the distance, the outline of a city skyline is visible against a bright blue sky.

4.98 out of 5 average rating, 275 reviews

Camp Cove Tropical Retreat at Watsons Bay

A spacious contemporary apartment with a large under cover verandah, and private tropical garden. The living area is filled with natural light and looks out to a beautiful and tranquil palm-filled garden. We are located 100m from beautiful Camp Cove Beach and just a 5 minute walk to the Watsons Bay ferry service accessing harbour suburbs and the CBD - just 20 minutes away. If you are attending a wedding or getting married we are a short stroll to all of Watsons Bay's wedding venues.

FamilyIndoor spacesParking

Tiny home in Centennial Park

4.86 out of 5 average rating, 136 reviews

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

Indoor spacesKitchenHeating

4.84 out of 5 average rating, 155 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

Sitting in an exclusive harbourfront cul-de-sac, you will have a great time with your family and friends in this resort style house. Convenient and close to the shops, restaurants, beaches and reserves. Plenty of local spots for having family time with the children. Spectacular harbour and city skyline view, grand entertainment area and pool cabana, Manhattan stylish courtyard in holiday vibes. We are looking forward to your reservation for a relaxing getaway!

Indoor spacesKitchenOutdoor spaces

4.94 out of 5 average rating, 185 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

LOCATION LOCATION! No better LOCATION! Immerse yourself in the breathtaking beauty of Tamarama Beach, Sydney's exclusive coastal gem. Our Absolute Tamarama Beachfront provides direct access to the mesmerising ocean waves, just steps away. Relax on the full-sized balcony and enjoy uninterrupted views from the Bondi Coast Walk to Tamarama, Bronte, Clovelly, and Coogee. Experience Sydney's iconic eastern surfing coastline from our captivating holiday home.

KitchenFamilyAccess

4.96 out of 5 average rating, 142 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.

KitchenIndoor spacesLaundry

4.94 out of 5 average rating, 179 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.

Indoor spacesKitchenAccuracy

Guesthouse in Bondi Junction

The airy studio features a spacious bed covered in dark green bedding, complemented by a yellow throw. A cozy yellow sofa is positioned beside a wooden coffee table, enhancing the relaxed setting. Natural light filters through a skylight, illuminating the warm wooden floors.

4.98 out of 5 average rating, 104 reviews

New, stylish, quiet studio in heritage area

The Hygge is a new free standing studio in a heritage conservation area close to Bondi Junction CBD. Westfield and Bondi Junction Bus and Train Interchange only a level, 8 minute walk. Bondi Road’s bars, cafés and restaurants are five minutes away. A walk to Bondi Beach takes about 20 minutes. Sydney CBD is just a 10 minute train ride.

Indoor spacesKitchenCondition

Popular amenities for Woollahra family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.98 out of 5 average rating, 100 reviews

An aerial view reveals the apartment's proximity to Little Manly Beach, with a clear shoreline and tranquil water. The surrounding area features residential buildings and greenery, highlighting the peaceful setting. A road runs along the beach, providing access to nearby amenities.

Apartment in Manly

Little Manly Retreat, with direct beach access

KitchenFamilyLocation

4.98 out of 5 average rating, 131 reviews

Apartment in Surry Hills

Hyde Park Tree-Top Views

FamilyIndoor spacesCheckout

4.97 out of 5 average rating, 102 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

Indoor spacesKitchenBathroom

5.0 out of 5 average rating, 186 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

FamilyKitchenCheck-in

4.89 out of 5 average rating, 302 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

Indoor spacesKitchenCheck-in

4.98 out of 5 average rating, 268 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

KitchenIndoor spacesWalkability

4.98 out of 5 average rating, 207 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 spacesFamilyPool

4.91 out of 5 average rating, 477 reviews

Guest suite in Wahroonga

Resort style self-contained unit. Pets welcome.

Indoor spacesKitchenWalkability

Family- and pet-friendly home rentals

Apartment in Bondi Junction

The heritage building showcases intricate architectural details with ornate decorations and vibrant colors. The facade features arched windows and classic sculptures, providing a glimpse into its historical charm amid the modern developments surrounding it.

4.78 out of 5 average rating, 165 reviews

Neighbourhood By TWT- The Milk Bar Heritage Studio

Indoor spacesFamilyCheckout

Apartment in Darlinghurst

4.99 out of 5 average rating, 340 reviews

Sydney City Penthouse, vast City & Harbor Views

Indoor spacesKitchenComfort

4.89 out of 5 average rating, 151 reviews

Apartment in Bondi Beach

Breathtaking Bondi VIEWS

FamilyIndoor spacesBathroom

4.96 out of 5 average rating, 240 reviews

A tranquil bedroom features a spacious wooden bed dressed with crisp white linens and accent pillows. Natural light floods the room through tall sheer curtains. Beside the bed, wooden nightstands hold lamps, adding a touch of warmth. Air conditioning is visible on the wall.

Apartment in Bondi

Beautiful 3 bedroom apartment in Bondi

Indoor spacesFamilyAir conditioning

4.97 out of 5 average rating, 236 reviews

A modern studio space is shown, featuring a spacious bed topped with decorative pillows. A wooden trunk and two fabric stools provide seating options. A kitchenette is visible along one wall, highlighted by light fixtures. A decorative rug adds warmth to the concrete floor.

Guesthouse in Bondi

Luxury Studio in Bondi Beach

FamilyIndoor spacesHeating

4.96 out of 5 average rating, 181 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

Indoor spacesKitchenView

4.98 out of 5 average rating, 160 reviews

Apartment in Coogee

Sunrise Absolute Beachfront at Coogee

KitchenFamilyOutdoor spaces

4.91 out of 5 average rating, 131 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

FamilyKitchenAccuracy

Family-friendly home rentals with a pool

4.98 out of 5 average rating, 193 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

Indoor spacesKitchenHospitality

Guest suite in Cremorne Point

4.96 out of 5 average rating, 124 reviews

Opera House Views | Harbourfront Cremorne Point

FamilyKitchenAccess

4.99 out of 5 average rating, 162 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

KitchenIndoor spacesBackyard

4.97 out of 5 average rating, 119 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

KitchenIndoor spacesValue

Apartment in Elizabeth Bay

A bright living area featuring a textured white sofa with decorative cushions and a custom organic-shaped coffee table. A small dining table for two sits beside large windows, offering panoramic views of the harbor. An art piece hangs on the wall, adding a splash of color.

4.87 out of 5 average rating, 125 reviews

Chic Sydney Stay: Water Views & Rooftop Pool

Indoor spacesFamilyView

Apartment in Darlinghurst

A view of the harbour showcases various boats anchored in the water, framed by lush greenery and contemporary buildings. Tall residential structures rise in the background under a clear blue sky, contributing to the vibrant coastal atmosphere.

4.94 out of 5 average rating, 466 reviews

Resort Style Apt with View & Car Space

FamilyIndoor spacesLaundry

4.89 out of 5 average rating, 285 reviews

The exterior of a modern guest house is displayed, featuring a spacious lawn with neatly trimmed grass. A covered seating area with outdoor cushions is visible, along with tropical plants placed around. Large glass doors lead into the interior, blending nature with design.

Tiny home in Malabar

Beach side private house with pool access

Indoor spacesFamilySleep quality