Vacation rentals in Woollahra

Apartment in Darling Point

A light and airy living space features a striped sofa adorned with blue cushions. A modern dining table is accompanied by stools. A large artwork depicting a beach scene hangs on the wall, while natural light floods in through nearby windows.

4.92 out of 5 average rating, 157 reviews

Experience The Ultimate Sydney Harbour Lifestyle

The best of Sydney harbour lifestyle. This one bedroom apartment which is ideally located opposite the crystal clear waters of Rushcutters Bay. This gorgeous apartment offers a true blend of sophisticated living with the relaxation & calmness afforded through its waterside charm. The newly renovated interiors offer a beautifully designed layout for living and dining. The brand new kitchen is well equipped with new Miele appliances and is light-filled. Enjoy breakfast on the balcony. It's magic.

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.

4.82 out of 5 average rating, 200 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

4.84 out of 5 average rating, 101 reviews

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

Centennial Park Ultra Stylish Close to Beach/City

ULTRA STYLISH Home NOW WITH AIR-CONDITIONER Free-standing STATE OF THE ART quiet safe leafy suburb ARCHITECTURALLY UNIQUE North facing. Cool, airy, light-filled, separate living + sleeping + Indoor/outdoor space Perfect for FILM industry: 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 is readily available and free Designed for working relaxing + attractions

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.

4.88 out of 5 average rating, 17 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!

4.91 out of 5 average rating, 141 reviews

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

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.

A small lounge area features a black two-seater sofa adorned with patterned cushions and a bright red armchair. A floor lamp stands beside the chair, providing additional lighting. Light brown wooden flooring complements the neutral wall colors and contemporary artwork above the sofa.

4.93 out of 5 average rating, 153 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.

4.73 out of 5 average rating, 106 reviews

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

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 suite in Bondi Junction

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.

4.83 out of 5 average rating, 128 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.

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.

4.92 out of 5 average rating, 50 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 suite in Paddington

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.

4.81 out of 5 average rating, 493 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.

4.97 out of 5 average rating, 104 reviews

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

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 suite in Paddington

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.

4.92 out of 5 average rating, 159 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 .

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Popular amenities for Woollahra vacation rentals

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Pool

Free parking on premises

Air conditioning

Stay near Woollahra's top sights

Centennial Park1,135 locals recommend

Tamarama Beach305 locals recommend

Sydney Cricket Ground278 locals recommend

Other great vacation rentals in Woollahra

4.97 out of 5 average rating, 90 reviews

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

Stunning 1bdr w/ Amazing View

4.9 out of 5 average rating, 31 reviews

A covered balcony is visible, featuring a table and chairs. Greenery accents the railing, enhancing the view of the surrounding area and distant skyline. The open space invites natural light, with the horizon framed by tall buildings.

Apartment in Paddington

LUX Harbour Views from Balcony

4.97 out of 5 average rating, 39 reviews

A charming garden studio is framed by greenery, featuring French doors that open to a spacious lawn. Two woven seating areas with light blue accent pillows provide a comfortable space for relaxation. Sunlight brightens the inviting outdoor area, creating a serene atmosphere.

Home in Woollahra

Woollahra Home with Idyllic Secret Garden

4.94 out of 5 average rating, 86 reviews

Apartment in Paddington

Stylish & spacious Paddington oasis

Apartment in Darlinghurst

An open living area is viewed from the entrance, featuring a grey sofa and a modern lamp beside it. Large windows allow natural light, revealing greenery outside. A stylish kitchen island is seen in the foreground, enhancing the contemporary ambiance.

5 out of 5 average rating, 47 reviews

Inner Sydney Sanctuary

5 out of 5 average rating, 13 reviews

A bright living space features wide windows that invite in natural light, with comfortable furniture arranged for relaxation. A dining table and chairs are positioned near the kitchen, while a coffee table holds a bowl of fresh fruit, adding a touch of vibrancy to the room.

Apartment in Paddington

Stunning bright Paddington Apartment on Glenmore