
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$4,184 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
4.85 out of 5 average rating, 273 reviews
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.
4.98 out of 5 average rating, 118 reviews
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!
4.96 out of 5 average rating, 108 reviews
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.
4.97 out of 5 average rating, 129 reviews
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. 😊
4.81 out of 5 average rating, 437 reviews
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 ✅
4.92 out of 5 average rating, 331 reviews
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
4.9 out of 5 average rating, 128 reviews
Luxurious & Huge Warehouse Conversion
HUGE Luxury 4 bedroom warehouse conversion where every bedroom enjoys the comfort of a King bed & it’s own private full size bathroom to ensure the comfort of all guests during their stay. Unique in designed, this home offers near 7m ceilings, an abundance of natural light and immense privacy in lush surrounds right in the centre of it all. Paddington is home to Sydney’s finest restaurants, designers, bars & cafes & sits between Sydney CBD & a variety of Sydney’s best beaches.
4.97 out of 5 average rating, 71 reviews
Mosman retreat close to harbour
Take a ferry ride with a cup of coffee to the city, listen to the lions roar in the zoo with a French glass of wine in the garden are just few of the lovely activities while staying at our BnB. Staying in a historic home with modern finishes and comfortable provincial styling is the perfect base to explore the city of Sydney and return to a quiet retreat at night. Your French-Australian host will do their best to make sure your stay is comfortable and you will want to return.
4.93 out of 5 average rating, 184 reviews
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!
4.83 out of 5 average rating, 160 reviews
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.
4.94 out of 5 average rating, 191 reviews
Stylish Aircon Terrace Near Newtown, Train to City
Peaceful 2 bedroom terrace for 4 people. Only 8 min walk to popular Newtown shopping and train. Only 5 min train ride to Sydney Harbour Featuring: * 2 full bedrooms with queen beds * fully equipped kitchen * internal washer * beautiful, sunny garden with atrium * separate living and dining space * smart TV with Netflix etc. * WiFi * 5-10 min walk to Newtown centre * close to public transport/train station * Quiet narrow st with 24hr parking.
4.83 out of 5 average rating, 177 reviewsPopular amenities for Woollahra house rentals
House rentals with a pool

Fairlight Maison
4.92 out of 5 average rating, 334 reviews
Gladesville By The Water
4.8 out of 5 average rating, 408 reviews
Cozy 2 bedrooms Grannyflat with air-con & pool
4.89 out of 5 average rating, 123 reviews
3 Bd home with pool and fireplace heart of Bondi
4.77 out of 5 average rating, 39 reviews
Salty Views on Cross St Bronte
4.96 out of 5 average rating, 85 reviews
Stylish, spacious comfort. Ideal location.
4.96 out of 5 average rating, 52 reviews
Sun drenched Art Deco apart with pool and garden
5.0 out of 5 average rating, 29 reviews
Seaforth Harbour View Pool 8 Guests 10min Manly
5.0 out of 5 average rating, 20 reviewsWeekly house rentals

Woollahra Home with Idyllic Secret Garden
4.97 out of 5 average rating, 69 reviews
The Harvey - Architect’s Unique Luxury Home
4.91 out of 5 average rating, 47 reviews
Charming Family Home | Walk to Westfields & Train
5.0 out of 5 average rating, 4 reviews
Spicer House - Woollahra Village
5.0 out of 5 average rating, 4 reviews
Serene Double Bay Home w/ Private Garden Courtyard
4.88 out of 5 average rating, 51 reviews
Queens Park Retreat
5.0 out of 5 average rating, 12 reviews
Executive 3BR Luxury Retreat | Iconic Sydney Views
5.0 out of 5 average rating, 33 reviews
Peaceful Darling Point Retreat with Harbour Views
5.0 out of 5 average rating, 22 reviewsPrivate house rentals

The Crown at Woolloomooloo
5.0 out of 5 average rating, 3 reviews
Paddington Townhouse | Stylish 3BR Urban Retreat
4.91 out of 5 average rating, 33 reviews
Red Door Paddington
4.85 out of 5 average rating, 34 reviews
Luxury Architectural City Escape - Brand New Home
4.99 out of 5 average rating, 93 reviews
Pet Friendly Paddo Terrace
4.6 out of 5 average rating, 88 reviews
Modern Designer Terrace Next to Surry Hills
5.0 out of 5 average rating, 5 reviews
An Air Of Elegance In Paddington
4.74 out of 5 average rating, 88 reviews
Bronte Ocean Garden Unique Escape
4.98 out of 5 average rating, 45 reviewsWhen is the best time to visit Woollahra?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$67,990 GYD | G$58,994 GYD | G$56,065 GYD | G$50,208 GYD | G$52,718 GYD | G$44,350 GYD | G$46,442 GYD | G$54,183 GYD | G$49,371 GYD | G$53,346 GYD | G$54,392 GYD | G$66,316 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
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- Darling Harbour
- Manly Beach
- Sydney Opera House
- Avalon Beach
- Wollongong Beach
- Accor Stadium
- Terrigal Beach
- Bronte Beach
- Maroubra Beach
- Qudos Bank Arena
- Copacabana Beach
- Sydney Town Hall
- Icc Sydney
- University of New South Wales
- The University of Sydney
- South Cronulla Beach
- Clovelly Beach
- Dee Why Beach
- Newport Beach
- Coledale Beach
- Tamarama Beach
- Sydney Harbour Bridge
- Freshwater Beach
- Mona Vale Beach





