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House holiday 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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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, 181 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.

Top guest favourite
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
4.97 out of 5 average rating, 90 reviews

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

Top guest favourite
A serene view of the cottage is captured, showcasing its charming architecture surrounded by lush greenery. A stone patio with a small round table and two chairs is visible, creating an inviting outdoor space. The garden is adorned with various potted plants, enhancing the tranquil ambiance.
Home in Waverton
4.95 out of 5 average rating, 148 reviews

The Bath House - Cozy Luxe Garden Cottage near CBD

The Bath House – LOCATION & CHARM near stunning harbour views. Nestled in a peaceful garden, this charming self-contained cottage offers a unique bath experience and a romantic patio with fairy lights. Located in a historic precinct, just 500m from Waverton Station (3 stops to Sydney CBD). This boutique retreat has private access and is surrounded by the vibrant cafes and restaurants of Waverton/Kirribilli area. Only a short walk to Luna Park, the Harbour Bridge, Sydney Harbour and ferries.

Guest favourite
A spacious living area is presented, featuring a large TV on a white console. A comfortable black couch sits adjacent to a glass coffee table. A bright green accent chair and wooden lounge chair add color, complemented by art pieces on the walls and a patterned rug on the floor.
Home in Redfern
4.94 out of 5 average rating, 199 reviews

Redfern Cool 2 Bed Retreat

Our 2 bedroom architecturally renovated funky terrace is on the cusp of Surry Hills/ Redfern - the hip restaurant, cafe and wine bar belt. Coles supermarket 5 minutes away. Walk to Central Station (bus 374) , Eveleigh markets, SCG, EQ,Centennial Park and Chinatown. Great house to relax in or take nearby 304 bus to Opera House or Bondi Junction (352). Close to Devonshire St light rail stop to Central, Chinatown, Darling Harbour city, Circular Quay. Other way Randwick Racecourse, NIDA, Uni NSW.

Top guest favourite
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, 112 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 favourite
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, 397 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. 😊

Guest favourite
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, 274 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 favourite
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
4.8 out of 5 average rating, 144 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 favourite
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, 109 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 favourite
A comfortable living area features light wood flooring and a cozy armchair. Sliding glass doors open to the backyard, inviting natural light. A small round table holds snacks and a plant, while a soft rug adds texture to the space.
Home in Mosman
4.94 out of 5 average rating, 157 reviews

Mosman retreat close to harbour

Take a ferry ride with a cup of coffee to the city, listen to the lions roar in the zoo with a French glass of wine in the garden are just few of the lovely activities while staying at our BnB. Staying in a historic home with modern finishes and comfortable provincial styling is the perfect base to explore the city of Sydney and return to a quiet retreat at night. Your French-Australian host will do their best to make sure your stay is comfortable and you will want to return.

Guest favourite
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, 161 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.

Guest favourite
A bright living area features a turquoise sofa and natural light flooding through expansive glass doors. Lush plants are situated beside a woven area rug, while soft textures and warm lighting create a calming atmosphere, inviting relaxation.
Home in Waterloo
4.88 out of 5 average rating, 134 reviews

City Cottage

Enjoy a stylish experience at this centrally located place. The inner city is at your door step including parks, pubs, breweries and restaurants. Our home provides space to unwind and relax. You can enjoy the sun outback or close up and cool down with a flow of air conditioning. The kitchen is all new and state of the art cooking appliances by smeg. We loved living in the area and hope you will too when you stay. *****Strictly no parties please*****

Popular amenities for house rentals in Woollahra

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Quick stats about house rentals in Woollahra

  • Total holiday rentals

    Explore 70 holiday rentals in Woollahra

  • Nightly prices starting at

    Woollahra holiday rentals start at £15 per night before taxes and fees

  • Verified guest reviews

    Over 930 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    70 of Woollahra holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Woollahra rentals

  • 4.7 Average rating

    Woollahra stays receive an average rating of 4.7 out of 5 from guests