
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$4,185 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

Light Filled House in Enmore
Light filled 2-bedroom Victorian home situated on a quiet street, and a short walk to bustling Enmore Road. Close to a wide array of bars and restaurants, and the famous Enmore Theatre. Conveniently located close to the CBD via Newtown station. Free street parking available on one side of street. Home includes: -2 bedrooms with 2 queen sized beds -Open plan living space with fully equipped kitchen including Nespresso machine with pods -Outdoor dining area with a Heston Blumenthal charcoal bbq

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!

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.

Narrabeen Luxury Beachpad
Between the lagoon and the ocean…. Clever architectural design with full size well equipped kitchen and beautiful private sunny balcony. This is a one bedroom freestanding fully self contained private elevated dwelling amongst the giant bamboo, Bangalow palms and bromeliads with lake glimpses and ocean breezes. If you're looking for somewhere out of the ordinary, in an outstanding location just minutes walk to the beach, and a little more special than the rest, you will not be disappointed.

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. 😊

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 ✅

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

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.

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!

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.

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

Gladesville By The Water

3 Bd home with pool and fireplace heart of Bondi

Stylish, spacious comfort. Ideal location.

Seaforth Harbour View Pool 8 Guests 10min Manly

Stunning 3 br home near beach with pool and sauna

Stunning Views in Watsons Bay with Beach Access

South Coogee

Coastal Zen Oasis with Saltwater Pool & Hot Tub
Weekly house rentals

Inner city cottage hideaway

Luxurious & Huge Warehouse Conversion

Woollahra Home with Idyllic Secret Garden

Serene Double Bay Home w/ Private Garden Courtyard

Spicer House - Woollahra Village

Talia - Luxury Bondi Beach Retreat & Parking

Peaceful Darling Point Retreat with Harbour Views

Luxury Living in the Heart of Paddington
Private house rentals

The Mosman Cottage in Sydney Harbour’s North Shore

Modern 3BR/3BA Paddington Home, close to City

Luxury 3BR Home - Rooftop, Garden, Office, BBQ

Charming Retreat in Paddington

Queens Park Retreat

Panoramic Coastal and City Views

Story Book Cottage in the Heart of Paddington

Stylish Sydney Escape in Heart of Darlinghurst
When is the best time to visit Woollahra?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$68,001 GYD | G$59,004 GYD | G$56,075 GYD | G$50,216 GYD | G$52,727 GYD | G$44,357 GYD | G$46,450 GYD | G$54,191 GYD | G$49,379 GYD | G$53,355 GYD | G$54,401 GYD | G$66,327 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
- Sydney Opera House
- Manly Beach
- Wollongong Beach
- Avalon Beach
- Bronte Beach
- Terrigal Beach
- Accor Stadium
- Maroubra Beach
- Qudos Bank Arena
- Copacabana Beach
- Sydney Town Hall
- Icc Sydney
- South Cronulla Beach
- The University of Sydney
- Clovelly Beach
- Dee Why Beach
- University of New South Wales
- Newport Beach
- Tamarama Beach
- Coledale Beach
- Sydney Harbour Bridge
- Mona Vale Beach
- Freshwater Beach





