Vacation rentals in Woollahra

4.96 out of 5 average rating, 70 reviews

A modern living area features a spiral staircase leading to an upper level. A green velvet sofa complements the warm wooden flooring, while a tasteful painting adorns the wall. Lush greenery is visible in the foreground, contributing to a serene ambiance.

Home in Paddington

Unique - Boutique Designer - The Barn Paddington

Our ultra comfortable LUXE 1 bedroom home with private courtyard , 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 it’s own private entry via historical lanes . Contemporary kitchen , stunning private courtyard garden & easybus & train access. On street parking available. Insta : thebarnpaddington

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.

4.91 out of 5 average rating, 152 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, 198 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

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.

4.86 out of 5 average rating, 14 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!

4.9 out of 5 average rating, 135 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, 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 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, 122 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.

4.91 out of 5 average rating, 43 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.

A modern kitchen space features Carrara marble countertops and a stainless steel Liebherr refrigerator. A Smeg oven and Pitt cooktop are integrated into the cabinetry. Natural light illuminates the room through open doors, enhancing the inviting atmosphere.

4.86 out of 5 average rating, 22 reviews

Luxury pad in heart of Bondi Junction

@fernplaces North facing, sunbathed in natural light with a King bed and Juliette balcony. The fitout is brand new and fully equipped; Carrara marble bench tops, Liebherr fridge, Smeg oven, Pitt cooktop, ZIP filtered water and a coffee machine. Daikin ducted air con, TV, WIFI - high speed NBN 1000/50mbps. A 7 metre long terrace balcony to enjoy your coffee on. The bathroom is large, cladded in Thasos marble and two concrete basins. A 2 minute walk to Bondi Junction Westfield!

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, 487 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.

4.98 out of 5 average rating, 102 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.

4.93 out of 5 average rating, 153 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 .

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Stay near Woollahra's top sights

Centennial Park32 locals recommend

Tamarama Beach40 locals recommend

Sydney Cricket Ground24 locals recommend

Other great vacation rentals in Woollahra

4.96 out of 5 average rating, 84 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

4.97 out of 5 average rating, 75 reviews

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.

Apartment in Waverley

Designer Coastal Apartment

4.97 out of 5 average rating, 37 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

Apartment in Darlinghurst

An open-plan living area features a comfortable lounge space beside a modern television. Large sliding doors connect the indoors to an outdoor dining area surrounded by greenery, showcasing a blend of natural light and contemporary design elements.

5 out of 5 average rating, 6 reviews

Sandstone Oasis & Lush Courtyard

Apartment in Darling Point

A spacious living area is highlighted by large windows offering expansive views of the harbour. A stylish sofa and armchair are arranged around a unique coffee table. A dining area is visible, complemented by decorative lighting and a potted plant, creating a modern and inviting atmosphere.

5 out of 5 average rating, 4 reviews

Splendid Harbour Bridge & Opera House Views: 3-Br

5 out of 5 average rating, 22 reviews

A spacious dining area is shown, featuring a long table surrounded by chairs. Large windows allow natural light to fill the room, showcasing greenery from an outdoor space. A staircase leads to the upper floor, while tasteful decor complements the inviting atmosphere.

Home in Paddington

Traditional Paddington Terrace

4.89 out of 5 average rating, 18 reviews

A serene bedroom features a spacious bed with soft linens, complemented by a light-colored rug. A round mirror hangs above a decorative fireplace, while a wardrobe stands nearby. Natural light enters through the door leading to a small balcony adorned with intricate ironwork.

Home in Paddington

Sunny renovated terrace in the heart of Paddington

A spacious terrace features modern outdoor furniture, including a large gray sectional sofa with decorative pillows. The surrounding greenery is visible, and large glass doors provide a view of the living area inside, allowing natural light to create an open atmosphere.