
Holiday houses in Woollahra
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Top-rated holiday rentals in Woollahra
Guests agree: these stays are highly rated for location, cleanliness and more.

A stylish and well located 2-level loft apartment
Located in a cul-de-sac, this apartment is at the front of the property and enjoys extensive views from both balconies. Private stairs from street level take you to a bright open-plan living and dining area with a fully equipped kitchen. The area opens to a large balcony with a gas barbecue. Another staircase takes you to an equally bright airy master suite. The modern bathroom has a shower, large spa bath and double sinks. There is a television on each level and a Sonos sound system throughout.

The Salty Dog
As seen on Ch7 Morning Sunrise, House&Garden, Inside Out, Homes to Love Au, My Favourite Stays Au & NZ, Stayawhile magazines and Sommerhusmagasinet (Europe) The smell of salt air, the sound of water lapping, the sun glinting off ripples that surround you...a feeling of peace and the world left behind. The Salty Dog is a space that is both cosy and open to the water, a wooden boathouse for two that invites you to relax and just 'be', to go off grid and reconnect with mother nature at her best.

Whimsical Woollahra short/long term
Elegant garden apartment in a coveted Victorian boutique block. Boasting high ceilings and spacious rooms flowing out to two outdoor entertaining areas. The grand study/office room has a day bed for an extra guest. Two generous living spaces. Ideal for the discerning guest. Plus Laundry Room. Walk to the vibrant cafes, restaurants and boutique shops of Queen Street. Nearby to Centennial Park as well as Bondi Junction. Your ideal Woollahra pad. "Sydney's hidden White Lotus" Guest comment!

Centennial Park Ultra Stylish Close to Beach/City
ULTRA STYLISH Home NOW WITH AIR-CONDITIONER 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

Stunning 1bdr w/ Amazing View
Bright and airy one bedroom apartment nestled on top of Diamond Bay Cliffs with breathtaking ocean views. The stunning view overlooking the cliffs and the soothing sound of waves, provide an incredible connection to the ocean from awe inspiring sunrises to frolicking whales throughout the day. Relax with a wine or coffee in this beautifully styled home surrounded in comfort and serenity. Take a dip in the pool overlooking the ocean or take a walk along the cliff walkway. Free street parking

Designer Coastal Apartment
This designer apartment is newly renovated and positioned on the top floor facing N/E nestled amongst the tree tops with ocean glimpses on the horizon. A quiet and private location with free street parking and only a 10 minute walk to the beach. Enjoy Charing Cross with its boutique shops, cafes, restaurants, pubs and public transport. Bondi junction Westfield and train station is an easy 20 minute walk. Busses are available from nearby streets. *Not suitable for children and infants.

Art-Filled Designer Terrace in Chic Woollahra
This unique Heritage-Listed Terrace in the Heart of Woollahra, has a style all of its own. Experience the charm of a heritage-listed terrace house in Woollahra, perfectly situated just moments from Centennial Park and a short trip to the beach. This spacious and stylish two-bedroom home offers a unique blend of comfort, character, and history. Please note: while the house is exceptionally comfortable and full of character, it may not be the best fit for families with young children.

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.

Stylish Paddington Oasis.
Walking distance to everything with views to the harbour. Full north facing Sun. Enjoy the sun and harbour breeze while having breakfast. Get to know the curious Rainbow Lorikeets who will visit you morning and afternoon. Fully equipped kitchen, super comfortable adjustable bed. Tasteful Art. And stylish furniture by MCM. Everything you need for a short or longer stay. Surrounded by Paddington’s fashion shops, cafes and famous galleries. Sydney is made for walking.

BRAND NEW Ultimate Paddington Pad
Set off iconic and heritage listed Paddington Street, the loft is a light and airy self contained studio above the garage (double bed with bathroom) overlooking a lush garden. Accommodation is one block from bus (10mins Bondi Beach, 10 mins CBD), Sydney's best restaurants, Queen Street, Five Ways, Westfield, Sydney Harbour. The space is modern, well designed and perfect for a weeks stay to explore the spectacular harbour city. Walking distance from major attractions.

The Art Flat, Woollahra
The Art Flat, Woollahra is the perfect bolt hole to explore Sydney's Eastern Suburbs. Found at the rear of a gracious Victorian residence - 'Edgemont’ - it is a charming two bedroom apartment with garden views. A joy to stay at with modern amenities. It is a 10-15m walk to Westfield Bondi Junction, Edgecliff station, Paddington & Double Bay. There is unmetered parking on Wallaroy Rd. There are 2 sets of exterior stairs from street level down to the flat.

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.
Popular amenities for Woollahra holiday rentals
Other great holiday rentals in Woollahra

Sunny Darlinghurst Warehouse Apartment

Anna's Paddington Studio Apartment

Bright 2BR Paddington Retreat, Balcony & Near Park

Light-filled One-Bedroom Apt Surrounded By Parks

Bondi Junction Retreat | Chic Luxury & City Views

Paddington Terrace: amazing location

Bright & Quiet Art Deco Apt in Double Bay + PRKNG

Darling Point Rd | Elegant Apartment
When is the best time to visit Woollahra?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $260 NZD | $235 NZD | $223 NZD | $221 NZD | $201 NZD | $199 NZD | $202 NZD | $214 NZD | $216 NZD | $247 NZD | $259 NZD | $328 NZD |
| 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 |
Frequently Asked Questions
Are there family-friendly vacation rentals in Woollahra?
Woollahra has more than 110 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in townhouse rentals in Woollahra?
Experience the best of Woollahra with our townhouse rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Woollahra?
Four-legged friends are welcome in Woollahra. Choose from more than 40 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Woollahra?
Yes! Work meets play with ease at over 110 vacation rentals in Woollahra featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Woollahra apartment rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 50 apartment rentals with pools in Woollahra, available on Airbnb. Make a splash and soak up the sun in style!
Do house rentals in Woollahra have air conditioning?
Absolutely! We offer over 30 house rentals with air conditioning in Woollahra. Enjoy a tailored experience with all the comforts you desire.
Do townhouse rentals in Woollahra have a kitchen?
Absolutely! We offer over 10 townhouse rentals with a kitchen in Woollahra. Enjoy a tailored experience with all the comforts you desire.
Do townhouse rentals in Woollahra have wifi?
Absolutely! We offer over 10 townhouse rentals with wifi in Woollahra. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Woollahra have free parking?
Absolutely! We offer over 20 house rentals with free parking in Woollahra. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Hotel Rentals in Woollahra?
Enhance your stay in our Hotel Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about holiday rentals in Woollahra

Total holiday rentals
Explore 360 holiday rentals in Woollahra

Nightly prices starting at
Woollahra holiday rentals start at $34 NZD per night before taxes and fees

Verified guest reviews
Over 7,770 verified reviews to help you choose

Family-friendly holiday rentals
110 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 40 rentals that welcome pets

Holiday rentals with a pool
60 properties feature pools

Rentals with dedicated workspaces
110 properties have a dedicated workspace

Wi-Fi availability
330 of Woollahra holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Woollahra rentals

4.7 Average rating
Woollahra stays receive an average rating of 4.7 out of 5 from guests
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- Manly Beach
- Tamarama Beach
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- Darling Harbour
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- Qudos Bank Arena
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