Vacation rentals in Woollahra

King or 2 single beds-own bathroom-10 mins to CBD

The perfect private hotel-style room, conveniently located for easy access to both to Bondi Beach and the CBD. Recently renovated, the guest room has a private entrance, bathroom, small kitchenette and a shared outdoor space. Set up as 1 king or 2 single beds with access to free parking and laundry. Located on the fringe of Woollahra, 2mins to Bondi Junction bus and train station, 2mins to Westfields, 10mins to the CBD, 30mins to the airport and a short bus ride or 20min walk to Bondi Beach.

Little Edie charming architect designed cottage

A gorgeous, free-standing two level stables converted into a chic, fully self contained cottage in the heart of Paddington's leafy streets, Little Edie is an architecturally designed jewel box for grown ups providing the perfect place to rest and relax during your next visit to Sydney. Centrally located, it is two blocks from Oxford Street's boutiques, bars, restaurants, public transport and just a few minutes from the city, sports stadiums and glorious beaches. We love giving local tips too!

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!

Woollahra Home with Idyllic Secret Garden

Sunshine flows into all parts of this beautiful 4 bedroom Woollahra terrace. A unique, private and very comfortable home with high ceilings and French doors which open onto an idyllic north garden stretching the full length of the property offering endless space to entertain or relax. Adjacent to Cooper Park’s beautiful walking tracks and 500m to Westfield and Bondi Junction transport network this home is perfectly positioned to explore Sydney. Queen street shops and Bondi Beach are close by.

Boutique art deco apartment

Tasteful renovation inspired by timeless elegance creates a welcoming ambience in this boutique art deco apartment with car space. Top floor setting at the rear of the block for tranquility and relaxation. Bathed in natural light, this beautifully presented apartment is footsteps to Double Bay's celebrated restaurants and high end boutiques and just 500m to Redleaf pool. Stroll to Double Bay beach, harbour and Kiaora Lane's gourmet marketplace and eat street and close to ferry/buses.

3 Bd home with pool and fireplace heart of Bondi

@fernplaces Unbeatable location with a 2 minute walk to Bondi Junction shopping centre + transport. Charming Spanish style home, multiple living spaces, stacking doors connect to courtyard + pool. Amazingly stocked fireplace in living and bedroom as well as airconditioning. - 3 Bedrooms (King, Double and King Single) - Heated Pool - 2 Fireplaces - Informal dining + living areas flow, entertaining + pool - Euro gas appliances, open-plan kitchen - Daikin split system airconditioning

Luxurious & Huge Warehouse Conversion

HUGE Luxury 4 bedroom warehouse conversion where every bedroom enjoys the comfort of a King bed & it’s own private full size bathroom to ensure the comfort of all guests during their stay. Unique in designed, this home offers near 7m ceilings, an abundance of natural light and immense privacy in lush surrounds right in the centre of it all. Paddington is home to Sydney’s finest restaurants, designers, bars & cafes & sits between Sydney CBD & a variety of Sydney’s best beaches.

Comfy Studio | Aircon | Rooftop Bay & Sunset Views

Enjoy a relaxing stay at this centrally located studio between city and beaches in Darling Point, just 4 minutes from Edgecliff Station with fast access to the Sydney CBD, Double Bay and Bondi Junction. Lovely distant harbour views stretch towards the iconic Sydney Harbour Bridge, while the stunning shared rooftop offers the perfect place to unwind. Set beside Rushcutters Bay Park, this location is ideal for couples or solo travellers seeking comfort, convenience, and lifestyle.

Serene Double Bay Home w/ Private Garden Courtyard

A warm and inviting Double Bay retreat with light-filled interiors, two peaceful bedrooms, a modern bathroom with a bathtub, a spacious living area, and a fully equipped kitchen. Relax in the private garden or enjoy morning coffee on the patio. Just a short walk to the foreshore and Double Bay Ferry Wharf, enjoy scenic harbour ferries past the Sydney Harbour Bridge and Opera House, with the CBD only around 20 minutes away by public transport.

Modern, convenient Bondi pad

Enjoy easy access to everything from this perfectly located studio apartment based in Bondi Junction. Convenient and close to restaurants, cafes and next door to Westfields retail precinct, with the train station less than 5 minute walk away and a bus stop at your footsteps for easy access to Bondi Beach, Centennial Park and the city. Enjoy the privacy of the entire studio with 1 queen bed to accommodate 1 or 2 people. The studio is 35 sqm.

Family Stay w/Parking Only 1km to Centennial Park

This is a QUIET RESIDENTIAL PROPERTY. PARTIES, EVENTS, AND EXCESSIVE NOISE ARE STRICTLY NOT PERMITTED. Escape to a charming Woollahra terrace just moments from Centennial Park. This light-filled home welcomes up to 7 guests across 3 bedrooms, including a private attic retreat. Enjoy relaxed living and dining areas, a leafy courtyard perfect for morning coffee or evening wine, and secure parking for 1 car. An ideal Sydney base.

Double Bay Lodge | Old Money Luxury Living Parking

✨10% off 7+ nights 🔥20% off 28+ nights ✨Free private Parking A sun-filled 2-bedroom apartment in a grand heritage building, blending classic charm with modern comforts. Features include a fully equipped kitchen, modern bathroom, separate toilet, laundry, balcony, and unique Asian-inspired interiors. Located near Redleaf Beach, scenic bay walks, boutiques, and top dining—perfect for a relaxed, stylish stay.