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Woollahra Pet Friendly Vacation Rentals

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    Travellers to Woollahra are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    14 Matching Rentals in WoollahraView all 91 rentals
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    Stunning 2BR Terrace ED241 / 21
    (1)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    A Top-Shelf Retreat in Paddington1 / 19
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Air of Elegance in Paddington1 / 19
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Feel right at home in this fully furnished, architecturally designed three bedroom, two bathroom terrace that spans over three levels providing a vast space that is flooded with light from the many windows. The countless outdoor entertaining areas are a true feature of this gorgeous space which...
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    Woollahra, Sydney 2021
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy this sophisticated two bedroom penthouse in the exclusive setting of Rushcutters Bay. With spectacular views over our beautiful harbour and the amazing collection of sailing and cruising boats moored in this famous marina - this is the ideal home if you like the very best of resort style...
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    Location Information
    Edgecliff, Woollahra 2011
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    A  Provincial  Abode in Woollahra1 / 19
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 days ago
    We stayed here for a few months and loved the location. Well appointed, clean and comfortable, we loved it also for its convenience to transport, shops, the city and the beaches...
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    About this property
    Experience the absolute best of our beautiful city from this fully air-conditioned charming two-bedroom apartment. Situated in a lovely tree-lined street in the enchanting suburb of Woollahra, with a calming ambiance and true sense of elegance, this is a space that you will love coming home to...
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    Location Information
    Edgecliff, Woollahra 2025
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Balcony
    • Terrace
    • Washer
    • Parking
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This spacious family townhouse is located in idyllic Diamond Bay, Vaucluse . Close to shops, cafes and transport as well as some of Sydney’s most scenic and breathtaking parks and harbour beaches. Featuring 3 bedrooms, 2.5 bathrooms and 2 outdoor entertaining terraces, it is ideal for a small...
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    Vaucluse, Woollahra 2030
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 4 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Washer
    • Wi-Fi
    • Parking
    • Cable/satellite TV
    • Air Conditioning
    • Shared Indoor Pool
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Relax in the privacy of a large stylish 3 bedroom house with a big pool/BBQ/entertainment area, close to close to Watson’s Bay, Bondi Beach and Vaucluse. The property features a large open plan living and dining area that leads effortlessly to the private outdoor entertaining area and pool access....
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    Location Information
    Vaucluse, Woollahra 2030
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 7
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    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Private Garden
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful 3-bedroom multi-level apartment in leafy Bellevue Hill with harbour views and sheltered garden. Very well located, just a short bus ride or walk to Bondi Junction and walkable to Bondi beach or Rose Bay, giving easy access to the city. Ideal for families or 2 couples, with two separate...
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    Location Information
    Woollahra, Sydney 2023
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in one of Sydney's most coveted residential areas in a very quiet street, this contemporary terrace combines the best of industrial and traditional design to create a homey but stylish sanctuary for your stay. The open plan living, dining and kitchen space boasts a sleek polished...
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    Location Information
    Woollahra, Sydney 2022
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Balcony
    • Washer
    • Wi-Fi
    • Terrace
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in a quiet and historic East Sydney laneway, this ultra-modern house is around the corner from iconic Bill & Tony’s café and City Gym and a short walk to Cook & Philip Park pool, Hyde Park and the centre of the CBD. Surrounded by historic 1850s terraces, the house is built over two levels...
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    Location Information
    Woollahra, Sydney 2010
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Unusually wide cottage 50 metres from Queen Street. Featuring an unusually wide 6.85 metre frontage, this classic turn of the century cottage has been completely transformed by a stunning renovation, creating a wonderfully spacious, tasteful two-storey home. Set in a quiet enclave opposite...
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    Location Information
    Woollahra, Sydney 2025
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The grand entrance from beautiful Rosemont Ave is a proud prelude what lies within this remarkable 3 bedroom, 3 bathroom over size apartment. Bathed in plenty of sunlight and offering house-like proportions, this magnificent apartment is a rare find within the highly sought after and prestigious...
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    Location Information
    Woollahra, Sydney 2025
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 5
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    Spacious and classic in Woollahra1 / 19
    (1)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 7 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    The house in Woollahra was spectacular - plenty of space for all our family, great living space with kitchen and dining opening out to the garden. Lovely bedrooms (particularly...
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    About this property
    Urban living at its best, this spacious four-bedroom home designed by architect Alexander Tzannes, is only a short walk from Woollahra's Queen Street shopping village. This classic-contemporary house has a northerly aspect and parklands at the front and rear and boasts large rooms with high...
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    Location Information
    Woollahra, Sydney 2025
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 7
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