
Family-friendly holiday rentals in Woollahra
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Woollahra

Total holiday rentals
Explore 110 holiday rentals in Woollahra

Nightly prices starting at
Woollahra holiday rentals start at $64 SGD per night before taxes and fees

Verified guest reviews
Over 2,370 verified reviews to help you choose

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
110 of Woollahra holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Woollahra rentals

4.8 Average rating
Woollahra stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated family-friendly rentals in Woollahra
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.
Absolute Harbourfront Apartment with Fabulous Panoramic Views
Magnificent piece of paradise at the waters' edge. Heart stopping views from every room (Guest 2017) Bright & sunny, idyllic waterfront sanctuary Separate home office All linens and unit professionally cleaned Alfresco balcony perfect for drinks/meals BBQ dining, sun lounges, harbour pool Onsite parking: max. car height 1.7 metres Bus & ferry close Fireworks often seen, spectacular on New Year's Eve & Australia Day Peaceful by day, stunning by night Come and chill out – you won't want to leave!

Centennial Park Ultra Stylish Close to Beach/City
ULTRA STYLISH Home NOW WITH AIR-CONDITIONER 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

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

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!

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.

Art-Filled Designer Terrace in Chic Woollahra
This unique Heritage-Listed Terrace in the Heart of Woollahra, has a style all of its own. Experience the charm of a heritage-listed terrace house in Woollahra, perfectly situated just moments from Centennial Park and a short trip to the beach. This spacious and stylish two-bedroom home offers a unique blend of comfort, character, and history. Please note: while the house is exceptionally comfortable and full of character, it may not be the best fit for families with young children.

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.

BRAND NEW Ultimate Paddington Pad
Set off iconic and heritage listed Paddington Street, the loft is a light and airy self contained studio above the garage (double bed with bathroom) overlooking a lush garden. Accommodation is one block from bus (10mins Bondi Beach, 10 mins CBD), Sydney's best restaurants, Queen Street, Five Ways, Westfield, Sydney Harbour. The space is modern, well designed and perfect for a weeks stay to explore the spectacular harbour city. Walking distance from major attractions.

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.

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.

Modern Light-Filled Apartment by Rushcutters Bay
Experience the best of Sydney’s harbourside lifestyle in this beautifully renovated one-bedroom apartment directly opposite Rushcutters Bay. Wake to sparkling water views, enjoy a brand-new designer kitchen, light-filled living spaces and a private balcony - perfect for slow breakfasts or sunset wine. A calm, stylish retreat with cafés, parks and the marina only steps away, offering the ideal blend of relaxation and convenience.

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.
Popular amenities for Woollahra family-friendly rentals
Family-friendly home rentals with a hot tub

Sydney Darling Harbour Sydney Views

Spa Serenity Cottage with Private Pool & Spa

World Class location+Pool, Spa+Harbour Bridge View

Inner city luxury In Mascot City

Supreme Sydney Rocks Suite + Spectacular Pool View

Stylish, Spacious, Spectacular Views Parking & Bbq

World Class Villa HarbourView Private Beach Manly

Luxury Apartment Overlooking City and Darling Harbour
Family- and pet-friendly home rentals

Explore Bondi and Sydney from this stylish home.

Splash 2Bdr opposite Bondi Beach. Balcony w views

Studio cottage close to the beach

Resort Style Apt with View & Car Space

Inner city cottage hideaway

Bondi mid-century modern snug

Bundeena Beachside Oasis

Neighbourhood By TWT- The Milk Bar Heritage Studio
Family-friendly home rentals with a pool

3 Bedroom home with pool oasis in heart of Bondi

Stunning One Bedroom Art Deco Apartment

Contemporary Potts Point Apartment with a Rooftop Pool

Sydney Harbour View Penthouse

Cliffside Escape w/ Pool & Panoramic Ocean Views

Palm Pavilion: architectural rainforest retreat

Prime location 180° Sydney Views

Spacious 1 bedroom guesthouse
When is the best time to visit Woollahra?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $377 SGD | $327 SGD | $324 SGD | $266 SGD | $236 SGD | $253 SGD | $266 SGD | $258 SGD | $249 SGD | $266 SGD | $258 SGD | $373 SGD |
| Avg. temp | 24°C | 24°C | 22°C | 20°C | 17°C | 14°C | 14°C | 15°C | 17°C | 19°C | 21°C | 23°C |
Destinations to explore
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- Family-friendly rentals New South Wales
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- Manly Beach
- Icc Sydney
- Sydney Opera House
- Sydney Town Hall
- Darling Harbour
- Bronte Beach
- Avalon Beach
- Wollongong Beach
- Terrigal Beach
- Maroubra Beach
- Clovelly Beach
- Qudos Bank Arena
- South Cronulla Beach
- Accor Stadium
- Copacabana Beach
- Sydney Harbour Bridge
- Sydney Showground
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- Mona Vale Beach
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- Freshwater Beach
- Tamarama Beach
- Taronga Zoo Sydney





