
House vacation rentals in Woollahra
Find and book unique houses on Airbnb
Quick stats about house rentals in Woollahra

Total vacation rentals
Explore 70 vacation rentals in Woollahra

Nightly prices starting at
Woollahra vacation rentals start at G$4,175 GYD per night before taxes and fees

Verified guest reviews
Over 890 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
60 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 house rentals in Woollahra
Guests agree: these houses are highly rated for location, cleanliness, and more.

Collected Places Woolloomooloo in heart of Syd
A beautifully restored Federation home in the heart of Woolloomooloo — one of Sydney's most storied inner-city neighbourhoods. Three floors of design-led living with warm, curated interiors, 3 generous bedrooms, 2.5 bathrooms, & open-plan living that flows to a private terrace. Fully equipped kitchen, 4 dedicated work spaces, premium linens, & climate control in every room. Steps from the Finger Wharf, Royal Botanic Garden, Opera House, Potts Point's celebrated dining scene, and a direct line to
LocationFamilySolo travel

Elegant 3-Bed Terrace | Parking Included
Stay in the Heart of Surry Hills! Welcome to your stunning three-story terrace on Crown Street, the heartbeat of Sydney’s coolest neighborhood. Surrounded by buzzing cafes, restaurants on every corner, trendy bars, and boutique shops, you’ll feel the vibrant energy at every turn. With public transport at your door and the CBD just a 20-minute stroll away, everything you need is within reach. Live like a local, savor the flavors, and experience the best of Surry Hills right outside your doorstep!
ValueFamilyQuiet

Modern retreat in prime location
Conveniently located in the heart of Rozelle, this modern retreat offers a perfect blend of trendy cafes and boutiques on Darling Street and the tranquille Bay Run, Dawn Fraser Baths and newly opened Rozelle Parklands. A 10-minute bus ride takes you to the center of Sydney, providing easy access to iconic landmarks like the Opera House and Harbour Bridge. Whether you're exploring the city or unwinding in the peaceful surroundings of Rozelle, this is the perfect base for your Sydney adventure.
FamilyLocationParks

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!
LocationFamilyGetting around

Inner city cottage hideaway
The best of both worlds: Inner city cottage in a quiet subtropical oasis. A secure house with all the comfortable mod-cons you need & very close to all Sydney city has to offer. Staying here feels like a private refuge which is airy, open and steeped in green surrounds whilst being a perfect base for exploring hip Redfern and Inner Sydney. Redfern Station is a 5 min walk away, 10 to Central, and moments to beautiful parks, shops, bars & restaurants of Redfern. Airport is 12mins by train.
LocationFamilyAccuracy

The Copper House
This stunning property is a finalist in the 2015 NSW Architectural Awards. Architecturally designed, two bedroom, copper clad residence. Fully air-conditioned and free wifi Please note that the approach to this peaceful nook is via a pathway past a front residence and involves two flights of steps (about 30 in all). If you have mobility issues or have significant amounts of luggage / strollers please factor this into your decision to book. Well worth the effort if you're up for it. 😊
FamilyLocationAccuracy

Harbour Terrace 2BR Central Woolloomooloo
- Harbour side location, easy stroll to cafes and bars ✅ - Free to use full sized tennis and basketball court 1 minute walk with 4 X tennis racquets and Basketball supplied ✅ - Playground for the kids ✅ - Award winning matress' with fresh high quality linen ✅ - Full kitchen with all essentials, coffee, tea etc ✅ - Each bedroom has 32" Smart TV with Netflix ✅ - Washer/Dryer combo with liquid supplied ✅ - Fresh Towels ✅ - Beautiful walkable location close to Opera house and botanic gardens ✅
LocationFamilyView

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
LocationValueOutdoor spaces

Terrace House w Incredible Garden Near Kings Cross
Stay in the heart of Darlinghurst, just moments from Hyde Park, Oxford Street, Surry Hills, Sydney CBD, the Royal Botanic Garden, Circular Quay, the Sydney Opera House, and Harbour Bridge. This spacious three-storey terrace sleeps up to 8 guests with 3 bedrooms, 2 bathrooms, plus two additional sleeping spaces in the living area: a standard sofa and a single pull-out sofa chair bed. Enjoy a private courtyard and easy access to Sydney's best cafés, dining, and nightlife.
LocationValueAccess

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!
FamilyValueWifi

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.
ValueFamilyWifi

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.
ValueFamilyKitchen
Popular amenities for Woollahra house rentals
House rentals with a pool

Fairlight Maison
FamilyValuePool

Gladesville By The Water
ValueFamilySleep quality

Cozy 2 bedrooms Grannyflat with air-con & pool
LocationValueBathroom

3 Bd home with pool and fireplace heart of Bondi
FamilyLocationHot tub

An Artistic Hideaway in Paddington
LocationFamilyKitchen

Salty Views on Cross St Bronte
FamilyLocationIndoor spaces

Stylish, spacious comfort. Ideal location.
LocationFamilyParking

Stunning Views in Watsons Bay with Beach Access
FamilyLocationView
Weekly house rentals

Mosman retreat close to harbour
FamilyLocationAir conditioning

Ultimate Luxury Just 100 Steps from Manly Beach
ValueFamilyOutdoor spaces

Luxurious & Huge Warehouse Conversion
LocationValueBeach

Woollahra Home with Idyllic Secret Garden
FamilyValueNearby

Charming Family Home | Walk to Westfields & Train
LocationHospitalityComfort

Spicer House - Woollahra Village
FamilyLocationComfort

The Harvey - Architect’s Unique Luxury Home
FamilyLocationKitchen

Executive 3BR Luxury Retreat | Iconic Sydney Views
LocationValueParking
Private house rentals

The Glenmore | Heritage 4BR Steps to Oxford St
LocationCheck-inHospitality

Stylish Sydney Escape in Heart of Darlinghurst
LocationFamilyCleanliness

Billionaire's Harbour Retreat in Woolloomooloo
LocationAmenitiesAir conditioning

Red Door Paddington
LocationFamilyCheck-in

Story Book Cottage in the Heart of Paddington
LocationValueBreakfast

Bronte Ocean Garden Unique Escape
LocationFamilyView

Luxury Architectural City Escape - Brand New Home
ValueLocationAmenities

Charming Retreat in Paddington
FamilyLocationWalkability
When is the best time to visit Woollahra?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$67,852 GYD | G$58,874 GYD | G$55,952 GYD | G$50,106 GYD | G$52,611 GYD | G$44,260 GYD | G$46,348 GYD | G$54,073 GYD | G$49,271 GYD | G$53,237 GYD | G$54,281 GYD | G$66,181 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 |
Destinations to explore
- Sydney Vacation rentals
- Wollongong Vacation rentals
- Cessnock Vacation rentals
- Port Macquarie Vacation rentals
- Coffs Harbour Vacation rentals
- Canberra Vacation rentals
- Blue Mountains Vacation rentals
- Kiama Vacation rentals
- Hunter valley Vacation rentals
- Nelson Bay Vacation rentals
- Jervis Bay Vacation rentals
- Jindabyne Vacation rentals
- Darling Harbour
- Manly Beach
- Sydney Opera House
- Avalon Beach
- Wollongong Beach
- Accor Stadium
- Bronte Beach
- Terrigal Beach
- Maroubra Beach
- Qudos Bank Arena
- Copacabana Beach
- Sydney Town Hall
- Icc Sydney
- University of New South Wales
- South Cronulla Beach
- The University of Sydney
- Clovelly Beach
- Dee Why Beach
- Newport Beach
- Coledale Beach
- Tamarama Beach
- Sydney Harbour Bridge
- Freshwater Beach
- Mona Vale Beach





