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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.

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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.
Flat in Randwick
5 out of 5 average rating, 211 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.

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, 220 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
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.
Flat 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
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
4.97 out of 5 average rating, 115 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 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, 171 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 Double Bay
4.86 out of 5 average rating, 188 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!

Guest favourite
A stylish dining area features a circular table surrounded by rattan chairs, positioned next to a large bay window. Soft cushions adorn the built-in banquette, offering a cozy spot to enjoy sweeping views of Bondi Beach and the vibrant shoreline.
Flat in Bondi Beach
4.91 out of 5 average rating, 110 reviews

Dreamy Bondi: The Sunrise - Oceanview Studio

Welcome to the most post-able studio in Bondi, where every detail is designed to impress. This newly renovated, designer studio may be compact, but its genius layout maximizes comfort and style. From the moment you step in, you'll be captivated by the sweeping views over Bondi Beach, perfectly framed by the banquette and dining table by the window—your own private lookout. This is more than just a place to stay; it’s a retreat where the views and the space itself are equally photo-worthy.

Guest favourite
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.
Flat in Bronte
4.97 out of 5 average rating, 114 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
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, 154 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.

Top guest favourite
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.

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, 528 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.
Flat in Woollahra
4.89 out of 5 average rating, 61 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.

Popular amenities for Woollahra holiday rentals

When is the best time to visit Woollahra?

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Frequently Asked Questions

  • 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.

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

    Experience the best of Woollahra with our serviced apartment rentals, starting at about $120 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.

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

    Yes! Work meets play with ease at over 70 apartment 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 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 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 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 Serviced Apartment Rentals in Woollahra?

    Enhance your stay in our Serviced Apartment Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with a kitchen, over 10 homes with air conditioning, 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 £15 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 & 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

    110 properties have a dedicated workspace

  • Wifi availability

    340 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