
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.
Absolute Harbourfront Apartment with Fabulous Panoramic Views
Magnificent piece of paradise at the waters' edge. Heart stopping views from every room (Guest 2017) Bright & sunny, idyllic waterfront sanctuary Separate home office All linens and unit professionally cleaned Alfresco balcony perfect for drinks/meals BBQ dining, sun lounges, harbour pool Onsite parking: max. car height 1.7 metres Bus & ferry close Fireworks often seen, spectacular on New Year's Eve & Australia Day Peaceful by day, stunning by night Come and chill out – you won't want to leave!

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 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!

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.

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.

3BR Woollahra Family Stay with Parking
This is a QUIET RESIDENTIAL PROPERTY. PARTIES, EVENTS, AND EXCESSIVE NOISE ARE STRICTLY NOT PERMITTED. Escape to a charming Woollahra terrace just moments from Centennial Park. This light-filled home welcomes up to 7 guests across 3 bedrooms, including a private attic retreat, plus a sofa for an extra guest. Enjoy relaxed living and dining areas, a leafy courtyard perfect for morning coffee or evening wine, and secure parking for 1 car. An ideal Sydney base.

Paddington Parkside
Super quiet, 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.

Modern Light-Filled Apartment by Rushcutters Bay
Experience the best of Sydney’s harbourside lifestyle in this beautifully renovated one-bedroom apartment directly opposite Rushcutters Bay. Wake to sparkling water views, enjoy a brand-new designer kitchen, light-filled living spaces and a private balcony - perfect for slow breakfasts or sunset wine. A calm, stylish retreat with cafés, parks and the marina only steps away, offering the ideal blend of relaxation and convenience.
Popular amenities for Woollahra holiday rentals
Other great holiday rentals in Woollahra

Story Book Cottage in the Heart of Paddington

Sweeping Ocean Views | Luxury Tamarama Escape

Darlo Loft, Sydney

Bright 2BR Paddington Retreat, Balcony & Near Park

Boutique art deco apartment

Bondi Junction Retreat | Chic Luxury & City Views

Cliffside Escape w/ Pool & Panoramic Ocean Views

Designer Living in Darling Point with Parking
When is the best time to visit Woollahra?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £136 | £105 | £113 | £97 | £88 | £87 | £89 | £94 | £94 | £108 | £113 | £144 |
| 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 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.
How much does it cost to stay in house rentals in Woollahra?
Experience the best of Woollahra with our house rentals, starting at about $20 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 10 apartment rentals for guests traveling with pets.
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.
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 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 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.
Do hotel rentals in Woollahra have wifi?
Absolutely! We offer over 10 hotel 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 Apartment Rentals in Woollahra?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 90 homes with free parking, over 210 homes with a kitchen, over 110 homes with air conditioning, over 190 homes with wifi, 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 £15 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 & child-friendly amenities

Pet-friendly holiday rentals
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

Wifi availability
330 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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