Vacation rentals in Woollahra

Find and book unique accommodations on Airbnb

Quick stats about vacation rentals in Woollahra

  • Total vacation rentals

    Explore 360 vacation rentals in Woollahra

  • Nightly prices starting at

    Woollahra vacation rentals start at ﺩ.ﺇ 73 per night before taxes and fees

  • Verified guest reviews

    Over 7,770 verified reviews to help you choose

  • Family-friendly vacation rentals

    110 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Vacation rentals with a pool

    60 properties feature pools

  • Rentals with dedicated workspaces

    110 properties have a dedicated workspace

  • Wi-Fi availability

    330 of Woollahra vacation rentals include wi-fi 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

Top-rated vacation rentals in Woollahra

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A private balcony offers outdoor dining with a table set for two, accompanied by vibrant views of the water and distant city skyline. Lush greenery frames the scene, while tranquil blue waters reflect the clear sky.
Condo in Mosman
4.98 out of 5 average rating, 191 reviews

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!

Superhost
A cozy outdoor seating area features a dark wooden bench adorned with white cushions, creating a comfortable space for relaxation. A round table sits in front, topped with a bowl of fresh fruits. Lush greenery surrounds the area, enhancing the serene atmosphere.
Apartment in Woollahra
4.88 out of 5 average rating, 25 reviews

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!

Top guest favorite
The open living area features a small dining table surrounded by wooden chairs, complemented by a spacious blue sofa. A vibrant wall artwork adds a pop of color, while the adjacent kitchen with sleek furnishings can be seen in the background.
Home in Paddington
4.96 out of 5 average rating, 100 reviews

Little Edie charming architect designed cottage

A gorgeous, free-standing two level stables converted into a chic, fully self contained cottage in the heart of Paddington's leafy streets, Little Edie is an architecturally designed jewel box for grown ups providing the perfect place to rest and relax during your next visit to Sydney. Centrally located, it is two blocks from Oxford Street's boutiques, bars, restaurants, public transport and just a few minutes from the city, sports stadiums and glorious beaches. We love giving local tips too!

Guest favorite
A cozy seating area features two plush armchairs positioned near a large window, providing unobstructed views of the ocean and cliffs. A small side table holds two glasses of wine, and a potted plant adds a touch of greenery.
Apartment in Vaucluse
4.97 out of 5 average rating, 124 reviews

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

Guest favorite
The living space is illuminated by natural light streaming through large windows. A cozy couch sits beside a wooden coffee table, while a smart TV is mounted on a white console. The bedroom area features a queen size bed, with leafy views visible beyond sheer curtains.
Apartment in Waverley
4.98 out of 5 average rating, 124 reviews

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.

Superhost
Home in Bondi Junction
4.77 out of 5 average rating, 39 reviews

3 Bd home with pool and fireplace heart of Bondi

@fernplaces Unbeatable location with a 2 minute walk to Bondi Junction shopping centre + transport. Charming Spanish style home, multiple living spaces, stacking doors connect to courtyard + pool. Amazingly stocked fireplace in living and bedroom as well as airconditioning. - 3 Bedrooms (King, Double and King Single) - Heated Pool - 2 Fireplaces - Informal dining + living areas flow, entertaining + pool - Euro gas appliances, open-plan kitchen - Daikin split system airconditioning

Top guest favorite
A vibrant living area features an eclectic arrangement of artwork on the walls, showcasing various styles and colors. A comfortable sofa with patterned cushions is positioned near a flat-screen television, alongside a decorative wooden cabinet. Natural light fills the space, enhancing the warm atmosphere.
Townhouse in Bondi Junction
4.78 out of 5 average rating, 243 reviews

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.

Top guest favorite
A spacious living area is featured, showcasing a large, modern sectional couch in neutral tones. A floor-to-ceiling wall of shelves displays a mix of artwork and decor, alongside a sleek television. Industrial details are highlighted by the open staircase and large windows allowing natural light to fill the space.
Home in Paddington
4.97 out of 5 average rating, 62 reviews

Luxurious & Huge Warehouse Conversion

HUGE Luxury 4 bedroom warehouse conversion where every bedroom enjoys the comfort of a King bed & it’s own private full size bathroom to ensure the comfort of all guests during their stay. Unique in designed, this home offers near 7m ceilings, an abundance of natural light and immense privacy in lush surrounds right in the centre of it all. Paddington is home to Sydney’s finest restaurants, designers, bars & cafes & sits between Sydney CBD & a variety of Sydney’s best beaches.

Superhost
A light-filled studio with a pitched ceiling features a spacious bed with neatly arranged towels. A wall-mounted television is positioned opposite. A small dining table with white chairs sits next to the large window, offering views of the outdoor surroundings.
Guest suite in Paddington
4.8 out of 5 average rating, 535 reviews

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.

Superhost
The exterior of a Victorian residence is displayed, featuring ornate architectural details and wrought-iron balconies. A flowering tree enhances the scene, with greenery surrounding the entrance, providing a welcoming appearance. The structure is flanked by lush foliage, inviting a sense of tranquility.
Apartment in Woollahra
4.88 out of 5 average rating, 67 reviews

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.

Top guest favorite
Apartment in Woollahra
5 out of 5 average rating, 22 reviews

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.

Guest favorite
An open-plan living and dining area is illuminated by natural light, featuring a modern couch and a round dining table with four chairs. A sleek kitchen is visible in the background. A private balcony with greenery is accessible through sliding glass doors.
Condo in Paddington
4.96 out of 5 average rating, 135 reviews

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.

Popular amenities for Woollahra vacation rentals

When is the best time to visit Woollahra?

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Avg. priceﺩ.ﺇ 672ﺩ.ﺇ 518ﺩ.ﺇ 558ﺩ.ﺇ 477ﺩ.ﺇ 433ﺩ.ﺇ 430ﺩ.ﺇ 437ﺩ.ﺇ 463ﺩ.ﺇ 466ﺩ.ﺇ 533ﺩ.ﺇ 558ﺩ.ﺇ 709
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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Woollahra?

    Woollahra has more than 110 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in apartment rentals in Woollahra?

    Experience the best of Woollahra with our apartment 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 vacation rentals in Woollahra?

    Four-legged friends are welcome in Woollahra. Choose from more than 40 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Woollahra?

    Yes! Work meets play with ease at over 110 vacation 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 60 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 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 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.