
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$4,183 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.

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, 330 reviews
3 Bd home with pool and fireplace heart of Bondi
@fernplaces Unbeatable location with a 2 minute walk to Bondi Junction shopping centre + transport. Charming Spanish style home, multiple living spaces, stacking doors connect to courtyard + pool. Amazingly stocked fireplace in living and bedroom as well as airconditioning. - 3 Bedrooms (King, Double and King Single) - Heated Pool - 2 Fireplaces - Informal dining + living areas flow, entertaining + pool - Euro gas appliances, open-plan kitchen - Daikin split system airconditioning
4.77 out of 5 average rating, 39 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
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.
4.75 out of 5 average rating, 136 reviews
Ultimate Luxury Just 100 Steps from Manly Beach
100M from iconic Manly Beach, a contemporary remake of a 1917 terrace house offers an indulgent break. The location, on the flat, in Manly is exceptional. Easy walking distance to a huge variety of restaurants and cafes, and of course world-class beaches, bike paths, trails and more. However you imagine spending your days The Manly House may be just what you need. Enjoy the space and serenity of an entire home, perfectly located & exquisitely appointed. You deserve it.
4.97 out of 5 average rating, 105 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 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
An Artistic Hideaway in Paddington
5.0 out of 5 average rating, 3 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

The Harvey - Architect’s Unique Luxury Home
4.91 out of 5 average rating, 47 reviews
Woollahra Home with Idyllic Secret Garden
4.97 out of 5 average rating, 68 reviews
Spicer House - Woollahra Village
5.0 out of 5 average rating, 4 reviews
Charming Family Home | Walk to Westfields & Train
5.0 out of 5 average rating, 4 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
Luxury Living in the Heart of Paddington
4.94 out of 5 average rating, 68 reviews
Peaceful Darling Point Retreat with Harbour Views
5.0 out of 5 average rating, 22 reviewsPrivate house rentals

Billionaire's Harbour Retreat in Woolloomooloo
5.0 out of 5 average rating, 5 reviews
Luxury Architectural City Escape - Brand New Home
4.99 out of 5 average rating, 92 reviews
Red Door Paddington
4.85 out of 5 average rating, 34 reviews
An Air Of Elegance In Paddington
4.74 out of 5 average rating, 88 reviews
Elegant Victorian Oasis in Exclusive Glebe Estate
5.0 out of 5 average rating, 20 reviews
Stylish garden residence - Rose Bay
4.98 out of 5 average rating, 47 reviews
Bronte Ocean Garden Unique Escape
4.98 out of 5 average rating, 45 reviews
Talia - Garden Retreat With Ocean Views & Parking
5.0 out of 5 average rating, 27 reviewsWhen is the best time to visit Woollahra?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$67,981 GYD | G$58,987 GYD | G$56,058 GYD | G$50,202 GYD | G$52,712 GYD | G$44,345 GYD | G$46,436 GYD | G$54,176 GYD | G$49,365 GYD | G$53,339 GYD | G$54,385 GYD | G$66,308 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





