
Holiday rentals 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

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!

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.

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.

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.

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

The Harvey - Architect’s Unique Luxury Home

Luxury Oceanfront getaway

Anna's Paddington Studio Apartment

Luxe 3BR Full-Floor Suite w/ Views | Darling Point

Superb Location Between City and Bondi Beach

Step free 2 bedGroundFloor Art Deco private garden

Cosy 2 bedroom apartment near Bondi Junction

The Bronte Garden Apartment
When is the best time to visit Woollahra?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £116 | £104 | £99 | £98 | £89 | £88 | £90 | £95 | £96 | £110 | £115 | £146 |
| 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 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.
How much does it cost to stay in serviced apartment rentals in Woollahra?
Experience the best of Woollahra with our serviced apartment rentals, starting at about $120 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.
Are there apartment rentals with a dedicated workspace in Woollahra?
Yes! Work meets play with ease at over 70 apartment rentals in Woollahra featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Woollahra vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 70 vacation homes with pools in Woollahra, available on Airbnb. Make a splash and soak up the sun in style!
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 apartment rentals in Woollahra have a kitchen?
Absolutely! We offer over 210 apartment rentals with a kitchen in Woollahra. Enjoy a tailored experience with all the comforts you desire.
Do serviced apartment rentals in Woollahra have wifi?
Absolutely! We offer over 10 serviced apartment 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 90 apartment rentals with free parking in Woollahra. Enjoy a tailored experience with all the comforts you desire.
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 wifi, over 10 homes with a kitchen, 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 370 holiday rentals in Woollahra

Nightly prices starting at
Woollahra holiday rentals start at £15 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 & child-friendly amenities

Pet-friendly holiday rentals
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

Wifi availability
340 of Woollahra holiday rentals include wifi 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
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- Icc Sydney
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- Chinatown
- Sydney Town Hall
- Darling Harbour
- Bronte Beach
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- The University of Sydney
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