
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$10,458 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.

King or 2 single beds-own bathroom-10 mins to CBD
The perfect 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, bathroom, small kitchenette and a shared outdoor space. Set up as 1 king or 2 single beds with access to free parking and laundry. Located on the fringe of Woollahra, 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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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!
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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.
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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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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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Neat and Cosy at Bondi Beach
1 Bedroom Apartment with private entry. New kitchen fully kitted with large fridge, stove, oven and dishwasher. New Bathroom and Laundry with Washing/Dryer Machine. Separate Bedroom with Queen Bed and double Built-in wardrobe with drawers and hanging space. Spacious living & dining room and Balcony to relax Unrestricted street parking available Unlimited broadband Wifi Walk to Bus Stop, Bondi Beach, cafes, shops, top restaurants, easy trip to Sydney CBD and close to Sydney Harbour
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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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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!
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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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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

Sydney Darling Harbour Sydney Views
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Spa Serenity Cottage with Private Pool & Spa
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Stunning View, Modern, Heart of City
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Little Manly Retreat, with direct beach access
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Ultimate Luxury Just 100 Steps from Manly Beach
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Supreme Sydney Rocks Suite + Spectacular Pool View
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180 degree ocean views.
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Penthouse Living in the Heart of Surry Hills
Indoor spacesFamilyParking
Family- and pet-friendly home rentals

Rainforest Tri-level Townhouse.
FamilyKitchenLocation

Neighbourhood By TWT- The Vegemite Heritage Studio
FamilyIndoor spacesLaundry

Bondi mid-century modern snug
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Absolute Tamarama Beachfront on Bondi Coastal Walk
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Bondi Heaven Beachfront Apartment
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Sunrise Absolute Beachfront at Coogee
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Sydney City Penthouse, vast City & Harbor Views
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Miss Baker's Bondi - Deluxe Studio
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Family-friendly home rentals with a pool

Stunning Unit City Harbour Views + Parking +BBQ
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Stunning 1bdr w/ Amazing View
FamilyIndoor spacesAir conditioning

Harbourview Sydney | Pool + Opera Views
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Stylish Harbourside Apartment in Elizabeth Bay
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Resort Style Apt with View & Car Space
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Stunning One Bedroom Art Deco Apartment
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Beach side private house with pool access
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Prime location 180° Sydney Views
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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$61,701 GYD | G$53,544 GYD | G$53,126 GYD | G$46,851 GYD | G$45,387 GYD | G$43,923 GYD | G$43,505 GYD | G$42,250 GYD | G$40,786 GYD | G$43,505 GYD | G$42,250 GYD | G$61,074 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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