50 Best Vacation Rentals in Woollahra - Holiday Lettings - Cabins

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Edgecliff
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Woollahra

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1,462 Vacation rentals

6

Apartment rental in Woollahra

Sydney / Woollahra

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Air conditioning
- Beautiful leafy suburb close to shops - Parking - WiFi - Strictly no children & no pets - Strictly no subletting without prior written approval from The Apartment Service. Large one bedroom apartment with courtyard. Minutes to Oxford St and Woollahra village lifesty …see more

from $98 / night

$682 / week

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from $98 / night

9

Vacation home in Woollahra

Sydney / Woollahra

3 5 7 nights min

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min
  • Child friendly
  • Pet friendly
  • Private garden
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 …see more

from $336 / night

$2,350 - $2,872 / week

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from $336 / night

24

Vacation apartment rental

Woollahra / Watsons Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
Stylish 3 bedroom apartment overlooking Parsley Bay. Conveniently located close to the harbour, beaches and the city center. The Space: The Master bedroom has a King size bed, 2nd bedroom has a Queen size bed and the 3rd bedroom comes with a single bed that has a roll …see more

from $187 / night

$1,308 / week

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from $187 / night

(6) Excellent 

22

Vacation home in Woollahra

Sydney / Woollahra

4 9 2 nights min

  • 4 bedrooms
  • Sleeps 9
  • 2 nights min
  • Nearest beach 4 mi
  • Child friendly
  • Car not necessary
Ideal for couples, business travelers, families (with kids & extended family) & within 10 mins walk to Bondi Junction Westfield Mall, Bondi Junction Station, Double Bay, Cooper Park Tennis. 10 mins drive to Bondi Beach, Watson's Bay, Paddington, Sydney CBD, Sydney Opera …see more

from $514 / night

$3,619 / week

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from $514 / night

25

Woollahra Vacation home rental

Sydney / Woollahra

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 8 mi
  • Child friendly
  • Car not necessary
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 h …see more

from $185 / night

$1,293 / week

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from $185 / night

20

Vacation apartment in Edgecliff

Woollahra / Edgecliff

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
• Newly renovated stylish top floor apartment • Spectacular uninterrupted harbour views • Loads of natural light all day and beautiful • Sunsets across the bay from the balcony and living room in the evenings. • 2 min walk to the beach • 5 min walk to local shops and …see more

from $130 / night

$905 / week

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from $130 / night

16

Vacation home in Woollahra

Sydney / Woollahra

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Pet friendly
Brand new property - full description coming soon, enquire for more details. ** Property Features ** Sleeps 5 Double bed (x1) Single bed (x1) Queen bed (x1) Internet (wifi) Approval-subject pet friendly (please advise pet breed) Bath Tub Cook Top Dining Area Dishwas …see more

from $124 / night

$868 / week

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from $124 / night

11

Vacation apartment in Edgecliff

Woollahra / Edgecliff

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Air conditioning
Stunning apartment with huge 3.3m ceiling, this elegantly furnished 40 square meter apartment w/ separate bedroom along Bayswater Rd in Rushcutters Bay exude modern elegance but with all the comfort & functionality. Stay in the beating heart of Sydney, where worlds col …see more

from $100 / night

$698 / week

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from $100 / night

15

Vacation apartment rental

Woollahra / Edgecliff

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
This apartment is most suitable for families as kids books and toys are available for use. It is the perfect 2-Bedroom apartment in Rushcutters Bay with a modern spacious open roofdeck, lovely city views & amenities such as a rooftop Jacuzzi/small pool full of heated wa …see more

from $133 / night

$931 / week

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from $133 / night

15

Edgecliff Vacation apartment accommodation

Woollahra / Edgecliff

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
Welcome to our lovely home! We have large split level apartment with an open kitchen filled with light, a huge living and dining area sprawling onto a gorgeous balcony. The rooms are super spacious, private & luxurious and equipped with everything you need to feel at ho …see more

from $207 / night

$1,447 / week

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from $207 / night

18

Vacation apartment in Edgecliff

Woollahra / Edgecliff

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Air conditioning
Stunning apartment with huge 3.3m ceiling, this elegantly furnished 40 square meter apartment w/ separate bedroom along Bayswater Rd in Rushcutters Bay exude modern elegance but with all the comfort & functionality. Stay in the beating heart of Sydney, where worlds col …see more

from $78 / night

$543 / week

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from $78 / night

21

Vacation home in Vaucluse

Woollahra / Vaucluse

4 7 Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
  • Child friendly
  • Air conditioning
Breathtaking views in Sydney's most exclusive suburb. • Stunning family home • Luxury Living at it's best • Family House • 4 Bedrooms •2.5 Bathrooms The Space: The first thing you will notice as you walk in is the generous open plan living, dining and kitchen area, deck …see more

from $480 / night

$3,359 / week

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from $480 / night

13

Vacation apartment in Woollahra

Sydney / Woollahra

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
Lovely 2 Bedroom Apartment in Leafy Woollahra WHAT WE LOVE Located in leafy Woollahra, this lovely two bedroom apartment is positioned in a charming block of only four. A comfortable base complete with garage parking, it’s available for longer term Sydney stays as well …see more

from $175 / night

$1,220 / week

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from $175 / night

16

Vacation apartment in Woollahra

Sydney / Woollahra

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
Modern and stylish apartment situated in the heart of vibrant and bustling Sydney CBD are rare to find. Situated a short stroll from Paddy's Markets, Chinatown, Darling Harbour, UTS, Sydney University and Market City Shopping. This apartment is right in the heart of a …see more

from $110 / night

$765 / week

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from $110 / night

18

Vacation villa in Edgecliff

Woollahra / Edgecliff

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Child friendly
PRIVATE ROOF TERRACE with HARBOUR VIEWS Get swept away by this ultra-stylish two bedroom penthouse in the high class setting of Rushcutters Bay. With mesmerising views over the spectacular assembly of sailing and cruising boats moored in the famous marina and out to …see more

from $277 / night

$2,067 / week

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from $277 / night

17

Vacation home rental

Sydney / Woollahra

3 5 5 nights min

  • 3 bedrooms
  • Sleeps 5
  • 5 nights min
  • Pet friendly
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 …see more

from $186 / night

$2,082 / week

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from $186 / night

18

Vacation villa in Woollahra

Sydney / Woollahra

1 2 5 nights min

  • 1 bedroom
  • Sleeps 2
  • 5 nights min
  • Child friendly
Immerse yourself in the startling sights over our amazing harbour from every room in this one bedroom apartment in Darling Point. Whether you are in search of a restful retreat or visiting to reenergize, this home promises to be your perfect place to unwind and relax. …see more

from $130 / night

$1,164 / week

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from $130 / night

19

Vacation home in Woollahra

Sydney / Woollahra

4 7 10 nights min

  • 4 bedrooms
  • Sleeps 7
  • 10 nights min
  • Child friendly
  • Pet friendly
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 …see more

from $591 / night

$6,201 / week

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from $591 / night

15

Vacation apartment in Edgecliff

Woollahra / Edgecliff

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Air conditioning
A luxurious, airy, relaxing space: check. Stunning views of Sydney Harbour and Elizabeth Bay: check. Close to the city, transport and Sydney's best restaurants: check. Why would you stay anywhere else? Elizabeth Bay is the kind of suburb most Sydneysiders would love to …see more

from $89 / night

$620 - $2,355 / week

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from $89 / night

16

Vacation home with shared pool in Woollahra

Sydney / Woollahra

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
If you’re looking for Sydney CBD accommodation that gives you peace and privacy, this incredible apartment for rent by owner is your dream holiday home. An Art Deco warehouse conversion that’s set in the treetops, the building is steeped in history (it was originally Mc …see more

from $480 / night

$2,890 / week

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from $480 / night

14

Vacation apartment in Edgecliff

Woollahra / Edgecliff

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
Sleep in, make yourself a cup of coffee and head into the sunroom. You'll be greeted by a stunning view of Sydney Harbour: green headlands jutting into dark blue waters and tiny white sails catching the breeze. That'd be reason enough to stay at our place, but when you …see more

from $148 / night

$1,034 - $5,305 / week

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from $148 / night

(1) Excellent 

19

Edgecliff Vacation villa rental

Woollahra / Edgecliff

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Child friendly
This exceptional apartment is set within the original mansion of an historic converted harbour front estate, gracing the shores of picturesque Elizabeth Bay. Built c1880s and named 'Beau Regard'. Now known as "The Palms', an exclusive collection of 14 luxury apartments. …see more

from $314 / night

$2,455 / week

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from $314 / night

(1) Excellent 

19

Woollahra Vacation home rental

Sydney / Woollahra

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Child friendly
  • Pet friendly
Marvel at your elegant surroundings in this stylish yet sophisticated three bedroom cottage, located on one of Paddington's most quaint and wondrous streets. As you pull up to the charming red door and vine-swathed facade of this double fronted home, you will instantly …see more

from $185 / night

$1,810 / week

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from $185 / night

15

Edgecliff Vacation apartment rental

Woollahra / Edgecliff

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Suitable for children age 5+
  • Air conditioning
A luxurious, airy, relaxing space: check. Stunning views of Sydney Harbour and Elizabeth Bay: check. Close to the city, transport and Sydney's best restaurants: check. Why would you stay anywhere else? Elizabeth Bay is the kind of suburb most Sydneysiders would love to …see more

from $96 / night

$677 - $2,336 / week

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from $96 / night

15

Vacation home in Woollahra

Sydney / Woollahra

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Child friendly
This immaculate house is the perfect place for those looking to have a stay in Sydney. Located in the heart of Paddington just a few steps to Oxford Street and a short stroll to Centennial Park, Woollahra, Paddington Five Ways, Fox Studios and walking distance of Surry …see more

from $222 / night

$2,067 / week

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from $222 / night

19

Vacation home in Woollahra

Sydney / Woollahra

2 6 5 nights min

  • 2 bedrooms
  • Sleeps 6
  • 5 nights min
  • Child friendly
Freestanding and full of natural light, this beautifully designed property is within walking distance to great cafes, art galleries, restaurants and gourmet food shopping. Recently renovated to the highest standard with custom bespoke furniture from around the world, th …see more

from $296 / night

$2,326 / week

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from $296 / night

(1) Excellent 

35

Watsons Bay Vacation home rental

Woollahra / Watsons Bay

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Private garden
The Space Retreat to this exclusive location and enjoy this 1920’s Historic Beach Bungalow, only a 25 minute drive from the inner city and with transport links close by for you to jump on for a Sydney adventure or corporate visit. With waterfront location & spectacular …see more

from $739 / night

$5,168 / week

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from $739 / night

(1) Excellent 

19

Vacation villa in Woollahra

Sydney / Woollahra

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Child friendly
Situated in the heart of trendy, cosmopolitan Bondi Junction, this brand-new open plan contemporary apartment is part of the newly developed Aqua twin towers and is bound to be one of the most sought after pads in the Eastern suburbs. The ultra-modern home is compact …see more

from $259 / night

$2,196 / week

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from $259 / night

(1) Excellent 

16

Vacation villa in Edgecliff

Woollahra / Edgecliff

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Child friendly
This bright, airy and functional top-floor apartment entertains spectacular views over three wonderful aspects of Sydney. With Rushcutters Bay in one direction, the city in another, and the rooftops of Paddington in the next, it is certainly a haven for anyone wishing f …see more

from $112 / night

$911 / week

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from $112 / night

19

Home rental in Watsons Bay

Woollahra / Watsons Bay

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
HOLIDAY PROPERTY: Celebrate in this property over the Christmas Holidays Immerse yourself in the Sydney Summer from this stunning four bedroom family home in exclusive Vaucluse, be greeted by a cool and calming ambiance which is created by the rich holiday feel and c …see more

from $595 / night

$4,163 / week

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from $595 / night

(2) Excellent 

19

Home rental in Woollahra

Sydney / Woollahra

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Child friendly
This charming classic cottage built in 1841 offers a truly unique city experience in the heart of Paddington. It's only 50 metres from the famous Oxford Street so it's in the heart of the action and the perfect place for those looking to have some fun and explore this f …see more

from $149 / night

$1,692 / week

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from $149 / night

9

Vacation home in Watsons Bay

Woollahra / Watsons Bay

4 7 Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
This well proportioned property has many delightful qualities that will ensure your stay both comfortable and memorable. Its stunning harbour views, convenient but quite location are all equally impressive as its open space and indoor/outdoor living. Property Feature …see more

from $335 / night

$2,342 / week

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from $335 / night

(1) Excellent 

16

Woollahra Vacation villa rental

Sydney / Woollahra

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Child friendly
  • Pet friendly
Experience Sydney from one of its most peaceful, convenient and picturesque locations, in this newly renovated Woollahra home. Whether you are looking to shop, eat, explore or unwind, you will find yourself in the perfect spot, just steps away from Queen Street's beauti …see more

from $130 / night

$1,008 / week

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from $130 / night

19

Edgecliff Vacation villa rental

Woollahra / Edgecliff

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Child friendly
  • Pet friendly
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 …see more

from $187 / night

$1,434 / week

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from $187 / night

(1) Excellent 

19

Vacation villa in Edgecliff

Woollahra / Edgecliff

1 2 5 nights min

  • 1 bedroom
  • Sleeps 2
  • 5 nights min
  • Child friendly
Appreciate the very best of Sydney harbour life in this modern, one bedroom apartment which is ideally located opposite the crystal clear waters of Rushcutters Bay. This gorgeous apartment offers a true blend of sophisticated living with the relaxation and calmness affo …see more

from $111 / night

$1,137 / week

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from $111 / night

19

Vacation home in Woollahra

Sydney / Woollahra

3 4 Min stay varies

  • 3 bedrooms
  • Sleeps 4
  • Min stay varies
As seen in Belle Magazine Autumn 2018 Built circa.1904 this handsome Edwardian terrace has been lovingly restored and features many period furnishings synonymous with the era making this the perfect base for you to explore our amazing City. Situated in a prime loc …see more

from $145 / night

$1,015 / week

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from $145 / night

19

Vacation home rental

Woollahra / Watsons Bay

5 10 14 nights min

  • 5 bedrooms
  • Sleeps 10
  • 14 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Occupying one of the most unique and prestigious locations in the east, this spacious family home is positioned right on Robertson Park, within footsteps to the sandy shores of Watsons Bay. Offering a charmed lifestyle with beaches, foreshore reserves, ferries, sailing …see more

from $2,954 / night

$20,678 / week

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from $2,954 / night

16

Vacation apartment rental

Sydney / Woollahra

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
In the heart of one of Sydney's most desirous locales - Double Bay - you will be in high end comfort in our sun filled Apartment. Perfect balcony with a leafy view, perfect for your morning coffee or evening wine. Spatious and Open living space. High End Renovation fini …see more

from $148 / night

$1,034 - $4,104 / week

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avg. 5 minutes

from $148 / night

19

Villa rental in Woollahra

Sydney / Woollahra

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Child friendly
What a lifestyle! Be thrilled by all the wonderful inclusions available in this newly renovated, 2 bedroom apartment in Darling Point. North facing with idyllic views towards the boat-filled Bay and across the Harbour, this spacious apartment features a luxurious new ki …see more

from $185 / night

$1,500 / week

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from $185 / night

24

Vacation home with swimming pool in Edgecliff

Woollahra / Edgecliff

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
What do you get when you make that exciting decision to venture beyond reality for a while and splash into a surround which boasts a wet edge pool overlooking Sydneys sprawling harbour? Try not to swoon as you uncover a fish bath, gymnasium, butlers quarters all under t …see more

from $3,691 / night

$25,836 / week

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from $3,691 / night