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

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

Private Guest Room-own bathroom in Bondi Junction
The perfect private hotel-style room conveniently located in the heart of Bondi Junction. Enjoy our cosy guest room with a private entrance, bathroom, and a small kitchenette with a share outdoor space. Set up as 1 king or 2 single beds and includes free parking and access to laundry. Located on the fringe of Woollahra, 2mins to Bondi Junction station with easy access everywhere, 1min to Westfields, 10mins to the city, 30mins to the airport and a short bus ride or 20min walk to Bondi Beach.

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

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!

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.

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.

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. Construction Mon-Fri next door.

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.

Paddington Parkside
Super quiet, brand new, ultra convenient, walk to everywhere location, this apartment provides the ultimate Paddington pad handy to Oxford St shops & restaurants, Centennial Park, historic pubs, the SCG, Allianz Stadium & a 30 min easy walk to the CBD. Tucked away to the rear of the building with a northerly aspect, it is very quiet, private and bathed in natural light. It features modern, recently renovated interiors and is dressed in fresh neutral décor.

Art-Filled Designer Terrace in Chic Woollahra
Heritage-Listed Terrace in the Heart of Woollahra 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.
Popular amenities for Woollahra vacation rentals
Other great vacation rentals in Woollahra

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❤️Renovated Art Deco Studio Apartment

Modern Loft with AirCon & Parking in Trendy Area

Superb Location Between City and Bondi Beach

Boutique art deco apartment

Stylish Art Deco 2 Bed Apt in Edgecliff

Perfect Position on Queen Street

Be a local in the heart of Paddo!
When is the best time to visit Woollahra?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $209 CAD | $189 CAD | $179 CAD | $178 CAD | $162 CAD | $160 CAD | $163 CAD | $172 CAD | $174 CAD | $164 CAD | $171 CAD | $216 CAD |
| 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 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.
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 condo rentals in Woollahra?
Experience the best of Woollahra with our condo rentals, starting at about $60 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 house rentals in Woollahra?
Four-legged friends are welcome in Woollahra. Choose from more than 10 house 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 wifi, over 10 homes with air conditioning, over 10 homes with a kitchen, 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 apartment rentals in Woollahra have air conditioning?
Absolutely! We offer over 110 apartment rentals with air conditioning in Woollahra. Enjoy a tailored experience with all the comforts you desire.
Do serviced apartment rentals in Woollahra have a kitchen?
Absolutely! We offer over 10 serviced apartment 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 vacation rentals in Woollahra

Total vacation rentals
Explore 350 vacation rentals in Woollahra

Nightly prices starting at
Woollahra vacation rentals start at $27 CAD per night before taxes and fees

Verified guest reviews
Over 6,910 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 50 rentals that welcome pets

Vacation rentals with a pool
70 properties feature pools

Rentals with dedicated workspaces
100 properties have a dedicated workspace

Wifi availability
330 of Woollahra vacation 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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