
Vacation rentals in Woollahra
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Woollahra
Guests agree: these stays are highly rated for location, cleanliness, and more.

Experience The Ultimate Sydney Harbour Lifestyle
The best of Sydney harbour lifestyle. This one bedroom apartment which is ideally located opposite the crystal clear waters of Rushcutters Bay. This gorgeous apartment offers a true blend of sophisticated living with the relaxation & calmness afforded through its waterside charm. The newly renovated interiors offer a beautifully designed layout for living and dining. The brand new kitchen is well equipped with new Miele appliances and is light-filled. Enjoy breakfast on the balcony. It's magic.

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 quiet safe leafy suburb ARCHITECTURALLY UNIQUE North facing. Cool, airy, light-filled, separate living + sleeping + Indoor/outdoor space Perfect for FILM industry: 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 is readily available and free Designed for working relaxing + attractions

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!

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.

Amazing Location - Terrace in Paddington
This charming 2 bedroom light-filled Paddington terrace is brilliantly located in the best suburb in Sydney. In less than 5 minutes, you can walk to Oxford Street’s best restaurants, pubs, cafes and the famous Paddington markets and Centennial Park. Bathed in natural light with new interiors, you will have access to a fully equipped kitchen. The house is a smaller style terrace and the stairs are steeper than modern homes and can sometimes be an issue for young children or elderly guests.

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.

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.

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.

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

Stunning 1bdr w/ Amazing View

The Harvey - Architect’s Unique Luxury Home

Awardwinning DesignerHouse in Paddo near Bondi+CBD

Stylish & spacious Paddington oasis

Sandstone Oasis & Lush Courtyard

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

Modern, convenient Bondi pad

Parkfront Modern Rushcutters Bay Retreat w/parking
When is the best time to visit Woollahra?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $215 CAD | $194 CAD | $184 CAD | $183 CAD | $166 CAD | $164 CAD | $167 CAD | $177 CAD | $178 CAD | $169 CAD | $176 CAD | $222 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 condo rentals in Woollahra have wifi?
Absolutely! We offer over 10 condo 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 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 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 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.
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 house rentals in Woollahra have air conditioning?
Absolutely! We offer over 40 house 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 apartment rentals in Woollahra?
Woollahra has more than 60 family-friendly apartment 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 $28 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
Destinations to explore
- Sydney Vacation rentals
- Sydney Harbour Vacation rentals
- Blue Mountains Vacation rentals
- Hunter valley Vacation rentals
- South Coast Vacation rentals
- Bondi Beach Vacation rentals
- Mid North Coast Vacation rentals
- Canberra Vacation rentals
- Manly Vacation rentals
- Wollongong City Council Vacation rentals
- Central Coast Vacation rentals
- Surry Hills Vacation rentals
- Rentals with a hot tub Woollahra
- Rentals with beach access Woollahra
- Rentals with a patio Woollahra
- House rentals Woollahra
- Pet-friendly rentals Woollahra
- Rentals with outdoor seating Woollahra
- Smoking-friendly rentals Woollahra
- Apartment rentals Woollahra
- Rentals with a washer and dryer Woollahra
- Fitness-friendly rentals Woollahra
- Rentals with a fireplace Woollahra
- Rentals with pools Woollahra
- Family-friendly rentals Woollahra
- Manly Beach
- Tamarama Beach
- Darling Harbour
- Sydney Opera House
- Avalon Beach
- Bronte Beach
- Wollongong Beach
- Terrigal Beach
- South Cronulla Beach
- Maroubra Beach
- Copacabana Beach
- Dee Why Beach
- Newport Beach
- Bulli Beach
- Queenscliff Beach
- Freshwater Beach
- Mona Vale Beach
- Coledale Beach
- Narrabeen Beach
- Austinmer Beach
- South Beach
- Little Manly Beach
- Windang Beach
- Wamberal Beach




