Holiday houses in Woollahra

Bondi Beach or CBD in 10mins-King or 2 single beds

A 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, own bathroom, small kitchenette and shared outdoor space. Set up as 1 king or 2 single beds with access to free parking and laundry. The perfect location to explore Sydney, 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.

Family · Location · Beach

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!

Family · Location · Hospitality

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.

Family · Value · Getting around

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!

Value · Family · Nearby

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.

Value · Location · Decor

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

Value · Family · Accuracy

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.

Location · Value · Hospitality

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.

Family · Value · Check-in

Paddington Parkside

Super quiet, 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.

Family · Location · Sleep quality

The Harvey - Architect’s Unique Luxury Home

Welcome to The Harvey, a stunning retreat in the heart of Paddington. Architecturally designed, this space is perfectly presented for a unique, luxurious stay. The Harvey is a quiet retreat set back on a laneway and features independent boutiques, cafes and restaurants right on our door step. Oxford Street is a few minutes walk away and Centennial Park is around 15 minutes. We look forward to welcoming you. Please reach out with any questions.

Location · Value · Layout

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.

Family · Location · Decor

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.

Value · Family · View