Vacation rentals in Woollahra

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Top-rated vacation rentals in Woollahra

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Guest favorite
A light-filled living area features a comfortable sofa adorned with textured pillows. A sleek glass coffee table sits in front, and a modern television is mounted on the wall. Large glass doors open to an outdoor deck, enhancing the connection with the surrounding greenery.
Apartment in Woollahra
4.82 out of 5 average rating, 209 reviews

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

Guest favorite
Tiny home in Queens Park
4.86 out of 5 average rating, 112 reviews

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

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
4.96 out of 5 average rating, 99 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

Top guest favorite
Apartment in King's Cross
4.99 out of 5 average rating, 298 reviews

Syd City Penthouse, panoramic City & Harbor Views

Float above a panorama of Sydney City and Sydney Harbor in this 180sqm large, beautifully designed penthouse. Its a free standing house built on top of a flat roof, in Sydney’s best location. You land in the heart of Sydney with restaurants, cafes, bars, museums, parks, even the Opera and tourist attractions at your door step. Recharge , rewind and feel right at home in this unique Australian designer home with expansive and luxurious interiors, high ceilings, touches of Australian art.

Superhost
A bright kitchen features white cabinetry and a marble countertop, complemented by stainless steel appliances. Natural light filters through a skylight. An adjacent dining area is visible, furnished with a wooden table and several chairs. The wooden floor enhances the open and airy atmosphere.
Home in Paddington
4.73 out of 5 average rating, 116 reviews

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.

Guest favorite
A spacious bedroom features a queen bed, dressed in hotel-quality linens, complemented by a cozy throw. Wall sconces illuminate art pieces flanking the headboard. Natural light streams in through French doors, opening to a balcony with decorative iron railing, while neutral tones provide a calming atmosphere.
Home in Paddington
4.79 out of 5 average rating, 135 reviews

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.

Guest favorite
A private room is visible through sliding glass doors, showcasing a spacious bed and a mini kitchenette. A relaxing seating area is positioned outside against lush greenery, creating a tranquil entryway. The interior is bright and inviting, with wooden flooring complementing the modern furnishings.
Guest suite in Bondi Junction
4.84 out of 5 average rating, 138 reviews

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.

Guest favorite
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
4.91 out of 5 average rating, 57 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. Construction Mon-Fri next door.

Guest favorite
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
4.81 out of 5 average rating, 510 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.

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
4.97 out of 5 average rating, 110 reviews

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.

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 Woollahra
4.78 out of 5 average rating, 241 reviews

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.

Top guest favorite
Apartment in Paddington
4.95 out of 5 average rating, 101 reviews

Stylish and spacious Paddington oasis

With its village streets, boutique fashion stores, trendy art galleries, vamped up bars, and chic eateries, Paddington is the capital of everything decadent, designer and delicious. Beautifully peaceful and private, this unique apartment is nestled in the victorian era heart of 'Paddo'; adjacent to the Internationally awarded Paddington Reservior Gardens, and opposite the heritage listed Paddington Town Hall and Post Office.

Popular amenities for Woollahra vacation rentals

When is the best time to visit Woollahra?

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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 € 17 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 & 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

  • 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