
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.

Woollahra Sanctuary
Woollahra is a leafy suburb next to Bondi Junction, and part of inner Sydney. Railway and Bus Depots, 100's of shops, restaurants and Westfield Ceare only a few minutes walk. Beaches are close. The outlook over the city and eastern suburbs will keep you on the deck. It is a comfortable and well presented premium apartment. My place is good for couples, business travelers, and families. There's so much around us, many beaches, our glittering harbour, the city and so many parks and beautiful walks

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

Stylish Paddington Oasis.
Walking distance to everything with views to the harbour. This stylish apartment is close to Oxford St., Kings Cross, Potts Point is a 10min walk to Allianz Stadium and SCG. Walk to CBD. Fully equipped kitchen, super comfortable adjustable bed. Tasteful Art. Everything you need for a longer stay. Walk through Paddo's fashion shops and famous galleries. Dine at local cafes and pubs. Enjoy the harbour breeze from balcony. Harbour beaches, all your favorite tourist spots are all close by.

Stylish Art Deco apartment
Double Bay is a stylish harbourside enclave on the foreshore of Sydney Harbour. The apartment is located in a charming and very well kept art deco building. Marmle entry, wooden panels all this is part of the typical charm of the building. Our apartment is very well kept and has everything you need for a comfortable stay. As we love to sleep well while we are away from home we invested in a first quality bed, mattress and a very quiet sleeping bed room :)! Love a good bed and quietness!

Dreamy Bondi: The Sunrise - Oceanview Studio
Welcome to the most post-able studio in Bondi, where every detail is designed to impress. This newly renovated, designer studio may be compact, but its genius layout maximizes comfort and style. From the moment you step in, you'll be captivated by the sweeping views over Bondi Beach, perfectly framed by the banquette and dining table by the window—your own private lookout. This is more than just a place to stay; it’s a retreat where the views and the space itself are equally photo-worthy.

Taylor - Paddington
This charming three bedroom, three bathroom terrace in the heart of Paddington is perfect for central and peaceful stay. Conveniently located near local shops and with easy access to Sydney CBD and Bondi the location is hard to beat. Nestled in the quiet and picturesque streets of Paddington boasting a gorgeous outdoor courtyard, spacious living and dining rooms and generously sized bedrooms with built-in wardrobes, this heritage home is a stunning place to stay for your Sydney getaway.

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.

Private central Bondi spot
Private entry to queen size room with private ensuite bathroom and mini kitchenette. Mini fridge, jug, toaster and microwave. (Does not have oven or hot plates/cooking hob). Quiet leafy outlook on culdesac street. Constiata doors overlook our private garden and pool. Peaceful, leafy quiet sanctuary. 2 min to train, bus, restaurants and bars. Internet access. Please also be advised the entrance sliding door is also used by elderly mother and not lockable. Bedroom is lockable.

Stunning One Bedroom Art Deco Apartment
A gorgeous apartment on the border of Elizabeth Bay and Potts Point, one of the most vibrant and sought after areas to live in Sydney. The apartment is completely renovated and stylishly furnished with timber floors ,new kitchen and bathroom. Located on the 4th floor of an iconic Art deco building overlooking the stunning pool and manicured gardens which are the perfect space for entertaining and relaxing after a day exploring Sydney. The building has security access and 2 lifts.

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

Paddington Retreat with Sun-filled Skyline Balcony

Paddington Oasis. Terrace + Pool Near Bondi & CBD.

Luxury Woolloomooloo waterfront

Story Book Cottage in the Heart of Paddington

Stunning 1 bed plus study in Double Bay

Stylish Art Deco 2 Bed Apt in Edgecliff

Paddington Terrace: amazing location

Tranquil Parkside Retreat
When is the best time to visit Woollahra?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $253 NZD | $228 NZD | $217 NZD | $215 NZD | $195 NZD | $193 NZD | $197 NZD | $208 NZD | $210 NZD | $240 NZD | $251 NZD | $319 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
Do house rentals in Woollahra have wifi?
Absolutely! We offer over 70 house rentals with wifi in Woollahra. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Woollahra have free parking?
Absolutely! We offer over 80 apartment rentals with free parking in Woollahra. Enjoy a tailored experience with all the comforts you desire.
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!
How much does it cost to stay in hotel rentals in Woollahra?
Experience the best of Woollahra with our hotel rentals, starting at about $130 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 apartment rentals in Woollahra?
Four-legged friends are welcome in Woollahra. Choose from more than 20 apartment rentals for guests traveling with pets.
What are the most popular amenities for Serviced Apartment Rentals in Woollahra?
Enhance your stay in our Serviced Apartment Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with a kitchen, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there house rentals with a dedicated workspace in Woollahra?
Yes! Work meets play with ease at over 20 house rentals in Woollahra featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do serviced apartment rentals in Woollahra have air conditioning?
Absolutely! We offer over 10 serviced apartment rentals with air conditioning in Woollahra. Enjoy a tailored experience with all the comforts you desire.
Do condo rentals in Woollahra have a kitchen?
Absolutely! We offer over 10 condo rentals with a kitchen in Woollahra. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Woollahra?
Woollahra has more than 40 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Quick stats about holiday rentals in Woollahra

Total holiday rentals
Explore 370 holiday rentals in Woollahra

Nightly prices starting at
Woollahra holiday rentals start at $33 NZD per night before taxes and fees

Verified guest reviews
Over 7,610 verified reviews to help you choose

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

Pet-friendly accommodation
Find 50 rentals that welcome pets

Holiday rentals with a pool
70 properties feature pools

Rentals with dedicated workspaces
110 properties have a dedicated workspace

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

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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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