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

Total vacation rentals
Explore 120 vacation rentals in Woollahra

Nightly prices starting at
Woollahra vacation rentals start at G$10,439 GYD per night before taxes and fees

Verified guest reviews
Over 2,470 verified reviews to help you choose

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
110 of Woollahra vacation rentals include wi-fi 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.

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.
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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!
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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!
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The Sanctuary, Private Garden Apartment at Bondi Beach
Soak up the North sun, have an outdoor shower and Chilax on the comfy hammock & sun beds. Enjoy a delicious BBQ in your private, large, tropical backyard. Our spacious, bright and airy apartment is fully self contained with a very recent renovation & redecoration and everything provided. We are on the South Bondi end amongst trees and a peaceful neighborhood, yet so close to Beaches, CBD, Harbour Transport, shopping & Restaurants. We live in the main house, upstairs and happy to help you.
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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.
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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.
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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
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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.
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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.
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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.
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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.
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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.
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Popular amenities for Woollahra family-friendly rentals
Family-friendly home rentals with a hot tub

180 degree ocean views.
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World Class Villa HarbourView Private Beach Manly
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Supreme Sydney Rocks Suite + Spectacular Pool View
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Hyde Park Tree-Top Views
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Penthouse Living in the Heart of Surry Hills
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World Class location+Pool, Spa+Harbour Bridge View
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Sydney Darling Harbour Sydney Views
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Little Manly Retreat, with direct beach access
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Family- and pet-friendly home rentals

Beautiful 3 bedroom apartment in Bondi
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Bondi Bliss: Quiet & Chic Stay
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Breathtaking Bondi VIEWS + Pet friendly
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Sydney City Penthouse, vast City & Harbor Views
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Beach House | Absolute Beachfront | 2BR | Parking
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Spacious Coogee Beach Escape | Private Garage
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Neighbourhood By TWT- The Vegemite Heritage Studio
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Unique studio at Historic Wharf
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Family-friendly home rentals with a pool

Central l Pool l Rooftop Harbour Views
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Absolute Harbourfront Apartment with Fabulous Panoramic Views
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Self Contained Chic & Cozy Hotel Studio Apartment
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Stunning 1bdr w/ Amazing View
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Light Filled Studio On Trendy & Vibrant Macleay St
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Opera House Views | Harbourfront Cremorne Point
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Prime location 180° Sydney Views
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urban serenity: quiet stay in central Sydney
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When is the best time to visit Woollahra?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$61,591 GYD | G$53,448 GYD | G$53,031 GYD | G$46,767 GYD | G$45,306 GYD | G$43,844 GYD | G$43,427 GYD | G$42,174 GYD | G$40,712 GYD | G$43,427 GYD | G$42,174 GYD | G$60,964 GYD |
| 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 |
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- Clovelly Beach
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