Vacation rentals in Woollahra

A garden pathway features lush greenery and symmetric shrubbery, flanking a tiled walkway adorned with patterned details. An arched entryway leads to a charming interior space, while elegant ironwork and a hanging light fixture add visual interest above the path.

4.85 out of 5 average rating, 13 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/tv/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!

Light-filled living space offers a view through large glass doors to a private deck. A hanging chair and dining set are visible on the deck, surrounded by potted plants. A glass coffee table with a fern centerpiece is positioned on the interior carpet.

4.82 out of 5 average rating, 196 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

4.9 out of 5 average rating, 132 reviews

A private balcony offers a scenic view of the surrounding area and harbor. A small round table is set with two champagne flutes, a bottle of sparkling wine, a croissant, and a piece of cheese on an orange plate, surrounded by lush greenery and rooftops.

Guesthouse in Paddington

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.

4.85 out of 5 average rating, 170 reviews

A serene twilight scene captures the Sydney Opera House and Harbour Bridge, both beautifully reflected in the calm waters. The sky transitions from bright orange to deep blue, highlighting the architectural outlines against the horizon.

Condo in Bellevue Hill

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!

4.91 out of 5 average rating, 241 reviews

A modern kitchen area features white cabinetry and sleek countertops. Copper pendant lights illuminate the space, complemented by a small kitchen island with seating. A cozy armchair and a decorative gold accent piece add warmth, while large windows provide ample natural light.

Guest suite in Randwick

Rest and Relax in a Private, Modern Guest Suite

Modern, fully furnished studio, bathed in sunlight with easy access to Centennial Park and the Eastern suburbs beaches. Cook up a storm in the kitchen with a wide selection of appliances, or explore the leafy, friendly neighborhood and discover a cafe. Perfect for a single person or couple. You have the place all to yourselves, completely private! Free on street parking. .Centennial Park is a few minutes' walk away, Bronte Beach a five-minute drive away and Bondi Beach 10 mins drive away.

Top guest favorite

A multi-person bicycle with a yellow canopy is being pedaled by three individuals along a tree-lined path. Green grass and trees create a natural backdrop, while a building is visible in the distance, suggesting a recreational area nearby.

4.93 out of 5 average rating, 152 reviews

Spacious 1 Bedroom apartment

Central fully furnished 1 bedroom apartment (ground floor), fully equipped kitchen and own courtyard in a terrace house. We live upstairs. Private secure entrance. Check in 2pm -6pm! Unfortunately, we cannot provide garage parking from March 2023. I can give you passes for the street parking. Located in the prestigious Queen St. 20 minutes from the CBD and 20 minutes from Bondi Beach. Great buses. 1-2 people. No children (0-12). Wifi Smart TV Please read The Space and Guest Access.

Guest suite in Bondi Junction

A small balcony features a black sofa and a wooden coffee table. Potted plants add greenery, while a view of the garden and pool is visible in the background. The tiled flooring complements the tranquil outdoor environment.

4.83 out of 5 average rating, 121 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.

A serene bedroom corner features a spacious bed adorned with crisp white linens and subtle striped accents. A bedside table holds a patterned lamp, a glass of water, and a small vase with fresh flowers. A wall art piece adds a touch of character to the muted grey backdrop.

4.9 out of 5 average rating, 42 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.

Top guest favorite

Home in Paddington

4.96 out of 5 average rating, 68 reviews

Boutique Designer - The Barn Paddington

Our ultra comfortable LUXE 1 bedroom home is located in historical Paddington. Minutes from Five Ways, great local restaurants, & shops with William & Oxford Street on your doorstep. BRAND NEW ARCHITECTURALLY DESIGNED LUXE ONE BEDROOM HOME Bespoke furnishings , our unique property has its own private entry via historical lanes . Contemporary kitchen , stunning private courtyard garden & easy bus & train access. On street parking also available. Insta: thebarnpaddington

Apartment in Bondi Junction

The bathroom showcases modern design with dark tiled walls and floors. A spacious rain shower is visible behind a glass partition. A sleek white vanity with a stylish faucet stands beside a wall of mirrors. Complementary toiletries are neatly arranged on the counter.

4.85 out of 5 average rating, 131 reviews

Neighbourhood By TWT Bubble 'O' Bill 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 studio features artist in residence Sam Pattinson Smith in the living area, Zoey Hart designs on textiles and Bronte Goodieson art in the bathroom. Free parking is available but must be organised before booking. With everything you need right on your doorstep, it's easy to live like a local at Neighbourhood.

Guest suite in Paddington

A nighttime view of a sports stadium captures vibrant green turf illuminated by powerful floodlights. Spectators can be seen seated in a spacious arena, with historical architecture and flags adorning the stands. Activity is present, showcasing the lively atmosphere of a sporting event.

4.81 out of 5 average rating, 484 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 suite in Paddington

A modern bathroom is presented with a terrazzo wall finish. A sleek, wall-mounted sink is complemented by a rectangular mirror and a hand towel hanging neatly. The glass shower enclosure features a minimalist design, with a dark metal grab bar and an industrial-style shelf beneath.

4.93 out of 5 average rating, 151 reviews

Designer 1st floor studio in 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 .

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Apartments

Convenient locations with everyday essentials

Hotels

Stylish accommodations and amenities

Popular amenities for Woollahra vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Woollahra's top sights

Centennial Park31 locals recommend

Tamarama Beach40 locals recommend

Sydney Cricket Ground24 locals recommend

Other great vacation rentals in Woollahra

4.82 out of 5 average rating, 67 reviews

A small wooden table is set against a wall adorned with a framed botanical print and a round green wall clock. A contemporary vase filled with dried foliage is placed on the table, complemented by sunlight filtering through sheer curtains.

Apartment in Paddington

Paddington Penthouse, Balcony & City Views

SophieRating, 5 stars2 weeks ago

Location was awesome!! Lachlan was very friendly. Was a little bit noisy at night (could hear people on the street) but overall was happy!

4.93 out of 5 average rating, 42 reviews

An aerial view showcases a vibrant turquoise ocean meeting a sandy beach at Bondi. The coastline is dotted with sunbathers, while a large ocean pool appears in the foreground, with several people swimming and enjoying the clear water under a bright blue sky.

Guest suite in Woollahra

Private Guest Room-own bathroom in Bondi Junction

CaseyRating, 5 stars1 week ago

This little unit is such a perfect spot for a night in the city. Being able to have the beds separate was great for my son and I. Marie has obviously thought about what people need in an Airbnb and has provided everything you could wish for in the space. Lovely modern bathroom with fluffy towels. Gorgeous, soft linen on the very comfortable bed. The parking was such a bonus and the location was ideal, being so close to the Bondi Junction train station.

A dining area is highlighted by a polished wooden table surrounded by upholstered chairs, with a centerpiece of greenery. Large windows invite natural light and provide views of the surrounding trees and distant cityscape.

4.82 out of 5 average rating, 68 reviews

Courallie 2 bedroom and 1 bathroom

StevenRating, 5 stars4 weeks ago

Beautiful home with nice decor, comfortable beds and a very clean bathroom. Location is quaint and peaceful. It's about a 15 minute walk to the nearest train/bus stations. Hosts were responsive and proactive.

5 out of 5 average rating, 5 reviews

A well-appointed kitchen features wooden cabinetry and sleek appliances, including a microwave and coffee maker. A large potted plant adds a natural touch beside the countertop. Views of the lush courtyard are visible through expansive glass doors, enhancing the connection to the outdoor space.

Apartment in Kings Cross

Sandstone Oasis & Lush Courtyard

RoseanneRating, 5 stars2 months ago

We had a lovely stay! The home is in a great location, within walking distance to yummy restaurants and sightseeing. It’s also on a quieter street that was easy to find. It’s overall we had comfortable night stay. Thank you :)

Top guest favorite

A modern kitchen is complemented by green cabinetry and a large white island that includes two wooden stools. Natural light fills the space through sliding glass doors that open to a serene outdoor area featuring lounge seating among greenery.

Townhouse in Woollahra

4.77 out of 5 average rating, 237 reviews

Private Sydney Terrace - Ideal for Lions Tour 2025

AntonyRating, 5 stars2 months ago

A beautiful semi-detached house in a fantastic location. Immaculate presentation, lovely artwork, cosy and inviting. Close to top end restaurants, pubs and public transport to the Opera House, harbour and surf beaches. Easy walk to Oxford St and the SCG. Would definitely stay again on future trips to Sydney 😊

A stylish closet area features sleek black cabinetry with modern handles and a minimalist design. Large drawers are complemented by a small display of greenery and decorative items on a nearby shelf. Natural light filters in through a nearby window, adding brightness to the space.

4.89 out of 5 average rating, 37 reviews

Frida’s Woollahra

MelanieRating, 5 stars2 months ago

Amazing as always .

A modern living area is featured, showcasing a spacious gray sofa adorned with decorative pillows in neutral tones. A round wooden coffee table sits at the center, complemented by a texture-rich rug. A small kitchen area with stainless steel appliances is visible in the background.

4.68 out of 5 average rating, 25 reviews

Cosy 2 bedroom apartment near Bondi Junction

Mike And DanRating, 5 stars1 week ago

We really enjoyed our on week stay - the apartment has it all - great location, comfortable and attractive furnishings, plenty of natural light and complete privacy. We will definitely book again in future. Many thanks to our hosts who are refreshingly professional, friendly and helpful.