House vacation rentals in Woollahra

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Top-rated house rentals in Woollahra

Guests agree: these houses are highly rated for location, cleanliness, and more.

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Guest favorite
A modern kitchen area features glossy white cabinetry and a spacious island with a gas cooktop. A dining table with white chairs is set with plates and glasses, while an archway in the background opens to a bright hallway and additional living space.
Home in Bondi Junction
4.9 out of 5 average rating, 175 reviews

Explore Bondi and Sydney from this stylish home.

Very comfortable, terrace home, in the heart of Bondi Junction. Perfect for any stay in Sydney, Bondi or Bondi Junction. Easy transport to the famous Bondi beach and equally easy to the CBD, or further afield. Well appointed throughout with caesar stone bench tops, gas cooking, floor boards and carpet in bedrooms, underfloor heating in the bathroom, comfortable beds with plenty of space for your belongings. Sunny rear courtyard with a leafy outlook. PLEASE NOTE - NEW Property, please read on.

Guest favorite
A modern living space features a spacious grey sofa accompanied by a vibrant red chair. Indirect lighting highlights the textured walls and minimalist decor. A low coffee table sits on a blue rug, with a small green plant adding a touch of nature to the room.
Home in Darlinghurst
4.89 out of 5 average rating, 128 reviews

Australia Architecture Award Winner Heritage House

You will be staying in a unique house that won the 2019 National Heritage Architecture Award. The house is tucked away in the quiet alleys of a residential area, amidst a blend of Georgian, Victorian terraces. The residence boasts lofty ceilings, custom finishes, and a touch of history, promising an exceptional living environment. Houses Awards: Alts + Adds Winner 2019; House in a Heritage Context Winner 2019; AIA NSW Awards (Heritage: Adaptive Reuse); Francis Greenaway Named Award Winner 2019

Top guest favorite
An inviting living space features a plush sofa adorned with cushions, complemented by an intricate area rug. Potted plants are strategically placed around the room, offering a sense of greenery. The open layout is enhanced by natural light, leading to the outdoor space through sliding doors.
Home in Redfern
4.97 out of 5 average rating, 107 reviews

Inner city cottage hideaway

The best of both worlds: Inner city cottage in a quiet subtropical oasis. A secure house with all the comfortable mod-cons you need & very close to all Sydney city has to offer. Staying here feels like a private refuge which is airy, open and steeped in green surrounds whilst being a perfect base for exploring hip Redfern and Inner Sydney. Redfern Station is a 5 min walk away, 10 to Central, and moments to beautiful parks, shops, bars & restaurants of Redfern. Airport is 12mins by train.

Guest favorite
An inviting entrance showcases a copper-clad wall beside a stone pathway leading to an outdoor area. Lush greenery is present, adding to the natural ambiance. The space is illuminated by soft light filtering through glass doors, creating a seamless connection between indoors and outdoors.
Home in Coogee
4.81 out of 5 average rating, 391 reviews

The Copper House

This stunning property is a finalist in the 2015 NSW Architectural Awards. Architecturally designed, two bedroom, copper clad residence. Fully air-conditioned and free wifi Please note that the approach to this peaceful nook is via a pathway past a front residence and involves two flights of steps (about 30 in all). If you have mobility issues or have significant amounts of luggage / strollers please factor this into your decision to book. Well worth the effort if you're up for it. 😊

Superhost
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
4.73 out of 5 average rating, 116 reviews

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 favorite
A lounge area features a brown leather sofa paired with a round, light-colored coffee table. Black-and-white framed photographs adorn the wall. A large television sits atop the mantel above a decorative fireplace. A view of the kitchen area can be seen in the background.
Home in Woolloomooloo
4.92 out of 5 average rating, 261 reviews

Harbour Terrace 2BR Central Woolloomooloo

- Harbour side location, easy stroll to cafes and bars ✅ - Free to use full sized tennis and basketball court 1 minute walk with 4 X tennis racquets and Basketball supplied ✅ - Playground for the kids ✅ - Award winning matress' with fresh high quality linen ✅ - Full kitchen with all essentials, coffee, tea etc ✅ - Each bedroom has 32" Smart TV with Netflix ✅ - Washer/Dryer combo with liquid supplied ✅ - Fresh Towels ✅ - Beautiful walkable location close to Opera house and botanic gardens ✅

Guest favorite
A spacious bedroom features a queen bed, dressed in hotel-quality linens, complemented by a cozy throw. Wall sconces illuminate art pieces flanking the headboard. Natural light streams in through French doors, opening to a balcony with decorative iron railing, while neutral tones provide a calming atmosphere.
Home in Paddington
4.79 out of 5 average rating, 135 reviews

Taylor - Paddington

This charming three bedroom, three bathroom terrace in the heart of Paddington is perfect for central and peaceful stay. Conveniently located near local shops and with easy access to Sydney CBD and Bondi the location is hard to beat. Nestled in the quiet and picturesque streets of Paddington boasting a gorgeous outdoor courtyard, spacious living and dining rooms and generously sized bedrooms with built-in wardrobes, this heritage home is a stunning place to stay for your Sydney getaway.

Guest favorite
A newly renovated kitchen showcases a large fridge and sleek cabinetry. A window offers a view of greenery outside, with a bowl of fresh fruit placed on the counter. The floor features patterned tiles, contributing to the overall modern aesthetic.
Home in Bondi Beach
4.89 out of 5 average rating, 106 reviews

Neat and Cosy at Bondi Beach

1 Bedroom Apartment with private entry. New kitchen fully kitted with large fridge, stove, oven and dishwasher. New Bathroom and Laundry with Washing/Dryer Machine. Separate Bedroom with Queen Bed and double Built-in wardrobe with drawers and hanging space. Spacious living & dining room and Balcony to relax Unrestricted street parking available Unlimited broadband Wifi Walk to Bus Stop, Bondi Beach, cafes, shops, top restaurants, easy trip to Sydney CBD and close to Sydney Harbour

Top guest favorite
A spacious living area is featured, showcasing a large, modern sectional couch in neutral tones. A floor-to-ceiling wall of shelves displays a mix of artwork and decor, alongside a sleek television. Industrial details are highlighted by the open staircase and large windows allowing natural light to fill the space.
Home in Paddington
4.96 out of 5 average rating, 56 reviews

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.

Superhost
An outdoor dining area is showcased under a wooden pergola, featuring a large table surrounded by six woven chairs. Lush greenery includes potted plants and trees, adding a vibrant touch to the serene space. A built-in kitchen and BBQ area are also visible.
Home in King's Cross
4.85 out of 5 average rating, 245 reviews

Collected/Places Woolloomooloo - The heart of Syd

Located in the heart of Sydney, this award-winning 3-bedroom, 2.5-bathroom townhouse blends modern comfort with stylish design. Features include luxe linens & ammenities, climate control, fully equipped kitchen & open-plan indoor & outdoor living. Located in Woolloomooloo, home to Australia's oldest pub, the house is just minutes to the best bars and restaurants, Sydney Harbour, Sydney Opera House, the CBD & transport with a direct line to Bondi. Ideal for a luxurious city stay.

Guest favorite
A spacious living area is showcased, featuring a comfortable sofa and a round ottoman. Large floor-to-ceiling windows provide stunning ocean views, while natural light fills the room. A neutral color palette with light wood flooring enhances the airy atmosphere, inviting relaxation.
Home in Tamarama
4.94 out of 5 average rating, 155 reviews

Absolute Tamarama Beachfront on Bondi Coastal Walk

LOCATION LOCATION! No better LOCATION! Immerse yourself in the breathtaking beauty of Tamarama Beach, Sydney's exclusive coastal gem. Our Absolute Tamarama Beachfront provides direct access to the mesmerising ocean waves, just steps away. Relax on the full-sized balcony and enjoy uninterrupted views from the Bondi Coast Walk to Tamarama, Bronte, Clovelly, and Coogee. Experience Sydney's iconic eastern surfing coastline from our captivating holiday home.

Superhost
A serene courtyard features a heated pool surrounded by greenery. Two elegant planters stand on either side, while two white lounge chairs provide space for relaxation. The area is well-lit, creating an inviting outdoor setting.
Home in Woollahra
4.88 out of 5 average rating, 32 reviews

3 Bedroom home with pool oasis in heart of Bondi

@fernplaces Unbeatable location with a 2 minute walk to Bondi Junction shopping centre + transport. All new furniture in a charming Spanish style home, multiple living spaces, stacking doors connect to courtyard + pool. - 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

Popular amenities for Woollahra house rentals

When is the best time to visit Woollahra?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR5,081 ZARR4,826 ZARR4,928 ZARR4,263 ZARR3,956 ZARR4,143 ZARR3,785 ZARR4,416 ZARR4,024 ZARR4,570 ZARR4,706 ZARR5,388 ZAR
Avg. temp24°C24°C22°C20°C17°C14°C14°C15°C17°C19°C21°C23°C

Quick stats about house rentals in Woollahra

  • Total vacation rentals

    Explore 70 vacation rentals in Woollahra

  • Nightly prices starting at

    Woollahra vacation rentals start at R341 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 850 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    70 of Woollahra vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Woollahra rentals

  • 4.8 Average rating

    Woollahra stays are highly rated by guests—averaging 4.8 out of 5!