Holiday rentals in Woollahra

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Top-rated holiday rentals in Woollahra

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Superhost
A stylish living area features a large glass wall offering stunning views of the ocean. A comfortable wool and down sofa is set against a backdrop of coastal scenery. A TV is mounted on the wall, and indoor plants add a touch of greenery to the space.
Flat in Clovelly
4.81 out of 5 average rating, 161 reviews

Apartment directly on beach with stunning views

This studio flat is located directly overlooking Gordon's bay. There are no cars or streets, just the coastal walking path. The coastal path, Gordon's bay and Clovelly are a mere handful of steps away. The studio is located on the bottom floor of an apartment block. It has its own separate private entrance. The flat is located to receive afternoon sun, and the sunsets are stunning. The waves are audible at night. The coastal path it overlooks is peacefully quiet at night - no traffic noise!

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.
Flat in Woollahra
4.8 out of 5 average rating, 214 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.
Flat in Woollahra
4.9 out of 5 average rating, 21 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
Tiny home in Queens Park
4.86 out of 5 average rating, 117 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 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.
Flat in Vaucluse
4.96 out of 5 average rating, 102 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 bedroom features a spacious bed adorned with decorative cushions. Large glass doors open to a private balcony with views of the surrounding area. Artwork and plants add character, complemented by natural light streaming through the windows.
Guest house in Paddington
4.91 out of 5 average rating, 159 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.
Apartment in Bellevue Hill
4.86 out of 5 average rating, 182 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
The living area features a comfortable gray couch adorned with decorative pillows, positioned in front of a wooden coffee table. A television is placed on a white entertainment unit, and large windows allow natural light to brighten the space. A small plant and artwork add subtle details.
Guest suite in Bronte
4.96 out of 5 average rating, 278 reviews

Blissful Bronte

Your accommodation is a 5min walk to Bronte and Tamarama beaches & along the coastal walk to Bondi. Sculptures by the Sea October/November. Vivid Sydney Harbour -WOW light Show May /June. It's a renovated, private, self-contained apartment in the front section of my home. Your front entry leads into a spacious, open plan living area with fully equipped kitchenette, TV & comfy couch + reading nook. The bedroom features a top quality mattress. Bus Transport close by leads to everywhere!

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, 142 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 favourite
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, 515 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
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.
Apartment in Paddington
4.97 out of 5 average rating, 113 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.

Guest favourite
A well-lit corner of the studio features a simple writing desk with a lamp and a sheet of paper. Next to a spacious bed with crisp white bedding, a power outlet panel is mounted on the wall, providing easy access to charging points.
Guest suite in Paddington
4.92 out of 5 average rating, 174 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 .

Popular amenities for Woollahra holiday rentals

When is the best time to visit Woollahra?

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Frequently Asked Questions

  • Do house rentals in Woollahra have wifi?

    Absolutely! We offer over 70 house 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 80 apartment 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 apartment rentals in Woollahra?

    Four-legged friends are welcome in Woollahra. Choose from more than 20 apartment rentals for guests traveling with pets.

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

    Enhance your stay in our Serviced Apartment Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with a kitchen, over 10 homes with wifi, 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 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 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 house rentals in Woollahra?

    Woollahra has more than 40 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Quick stats about holiday rentals in Woollahra

  • Total holiday rentals

    Explore 350 holiday rentals in Woollahra

  • Nightly prices starting at

    Woollahra holiday rentals start at $26 SGD per night before taxes and fees

  • Verified guest reviews

    Over 6,910 verified reviews to help you choose

  • Family-friendly holiday rentals

    120 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 50 rentals that welcome pets

  • Holiday rentals with a pool

    70 properties feature pools

  • Rentals with dedicated workspaces

    100 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