Holiday houses in Woollahra

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Top-rated holiday rentals in Woollahra

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

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Top Guest favourite
A bright master suite features a spacious bed with a light green throw. Large glass doors open to a balcony, providing extensive views of the surrounding area. The room includes a comfortable seating arrangement with stylish chairs, a desk, and a floor mirror.
Apartment in Randwick
5 out of 5 average rating, 210 reviews

A stylish and well located 2-level loft apartment

Located in a cul-de-sac, this apartment is at the front of the property and enjoys extensive views from both balconies. Private stairs from street level take you to a bright open-plan living and dining area with a fully equipped kitchen. The area opens to a large balcony with a gas barbecue. Another staircase takes you to an equally bright airy master suite. The modern bathroom has a shower, large spa bath and double sinks. There is a television on each level and a Sonos sound system throughout.

Superhost
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
4.81 out of 5 average rating, 218 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

Superhost
An inviting living area is framed by an ornate, wrought-iron double door. Light floods the space, illuminating a comfortable sofa adorned with decorative cushions. A patterned rug covers the floor, while artwork and plants add visual interest throughout the room.
Apartment in Woollahra
4.88 out of 5 average rating, 24 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!

Guest favourite
An architecturally unique home features a striking angular design with large glass windows that reflect warm light. The exterior combines metal and textured surfaces, framed by a quiet street and greenery, showcasing a modern, inviting entrance.
Tiny home in Queens Park
4.85 out of 5 average rating, 122 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 favourite
A modern living area features a large, light-colored sectional sofa paired with two comfortable armchairs. A round mirror reflects natural light from a wall of windows providing ocean views. A coffee table made of marble adds elegance, surrounded by greenery and decorative accents.
Apartment in Vaucluse
4.96 out of 5 average rating, 108 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 favourite
A bright living area features comfortable white seating and a wooden side table. Large glass doors reveal a balcony with outdoor seating, while artwork adorns the walls. Natural light fills the room, highlighting the wooden floor and decorative elements.
Guesthouse in Paddington
4.91 out of 5 average rating, 163 reviews

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.

Guest favourite
A bright living space features a comfortable grey sofa adorned with orange and grey cushions. A wooden dining table with chairs is nearby, accompanied by a small television and a decorative rug. Large windows allow natural light to fill the room.
Condo in Bellevue Hill
4.86 out of 5 average rating, 184 reviews

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!

Top Guest favourite
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
4.85 out of 5 average rating, 148 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.

Superhost
Guest suite in Paddington
4.8 out of 5 average rating, 522 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 favourite
A historic terrace house is framed by lush greenery, with tall trees and shrubs lining the front. The architectural details include arched windows and a decorative facade, while a wrought iron fence separates the property from the street.
Guest suite in Paddington
4.92 out of 5 average rating, 175 reviews

Designer 1st floor Guest Studio Paddington Sydney

The Carriage House Studio displays contemporary architectural design. Self contained 1st floor studio in the heart of SYDNEY'S Paddington, situated at the rear of one of Paddington's most historic grand terraces, Park Villa 1873. Lux queen size bed, Italian linen, writing desk, free fast Wifi. Streaming TV. Fully air conditioned. Kitchenette, mini dishwasher, espresso machine microwave. Stylish designer bathroom. Own entrance. Contactless check in .

Guest favourite
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, 119 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.

Superhost
A spacious studio is displayed, featuring a plush bed dressed in white linens, with a colorful cushion arrangement at the headboard. A kitchenette is visible in the corner, while a small seating area with two chairs and a window lets in natural light.
Apartment in Bondi Junction
4.83 out of 5 average rating, 145 reviews

Neighbourhood By TWT - The Surf Club Queen Studio

Come home to Neighbourhood curated suites in the heart of Bondi Junction. We've combined luxury and comfort with the work of local artists for a memorable stay. This Surf Club studio features artist in residence Bianca Wills in the living area, Zowie Baumgart designs on textiles and Bronte Goodieson art in the bathroom. With everything you need right on your doorstep, it's easy to live like a local at Neighbourhood.

Popular amenities for Woollahra holiday rentals

When is the best time to visit Woollahra?

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Avg. price$215 AUD$194 AUD$184 AUD$183 AUD$166 AUD$164 AUD$167 AUD$177 AUD$178 AUD$204 AUD$214 AUD$271 AUD
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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Woollahra?

    Woollahra has more than 120 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

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

    Experience the best of Woollahra with our townhouse rentals, starting at about $30 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 50 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 70 vacation homes with pools in Woollahra, available on Airbnb. Make a splash and soak up the sun in style!

  • Do apartment rentals in Woollahra have air conditioning?

    Absolutely! We offer over 120 apartment rentals with air conditioning in Woollahra. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Woollahra have a kitchen?

    Absolutely! We offer over 70 house rentals with a kitchen in Woollahra. Enjoy a tailored experience with all the comforts you desire.

  • Do serviced apartment rentals in Woollahra have wifi?

    Absolutely! We offer over 10 serviced apartment 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.

  • What are the most popular amenities for House Rentals in Woollahra?

    Enhance your stay in our House Rentals with the most popular amenities: over 40 homes with air conditioning, over 70 homes with wifi, over 20 homes with free parking, over 70 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Woollahra

  • Total holiday rentals

    Explore 370 holiday rentals in Woollahra

  • Nightly prices starting at

    Woollahra holiday rentals start at $28 AUD per night before taxes and fees

  • Verified guest reviews

    Over 7,610 verified reviews to help you choose

  • Family-friendly holiday rentals

    120 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 50 rentals that welcome pets

  • Holiday rentals with a pool

    70 properties feature pools

  • Rentals with dedicated workspaces

    110 properties have a dedicated workspace

  • Wi-Fi availability

    340 of Woollahra holiday 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