Holiday Benefits - Vacation Rentals in Woollahra

Air of Elegance in Paddington From US $320
         

9.0 (12 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Alora Studio in Sydney Central - Darling Harbour From US $70
         

9.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Delicated 3BR Apt (Parking)/Darling Harbour-10min From US $359
         

6.6 (10 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Clovelly/Bronte Shoreside - 4 bedroom house From US $465
         

8.8 (9 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Waterview terrace in rock From US $412
         

8.0 (55 Reviews)
House
  • Air Conditioner
  • TV
  • Balcony/Terrace
Bondi Beach Spacious Apartment From US $344
         

9.0 (6 Reviews)
Apartment
  • Air Conditioner
  • TV
  • View
Sydney Darling Harbour and Chinatown From US $152
         

9.0 (88 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool

Luxury Places to Stay in Woollahra

Over 5424+ Luxury Places to Stay in or Near Woollahra
Luxury Villas Sutherland (Heated Pool) From US $9,162
         

New
Villa
  • Pet Friendly
  • Pool
  • Wheelchair Accessible
2BR in best central location From US $7,624
         

3.5 (4 Reviews)
Apartment
  • Parking
  • Pet Friendly
  • Security/Safety
Coogee Crest - Relaxed Base between Randwick & Beach From US $7,176
         

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New
Apartment
  • Air Conditioner
  • View
  • Balcony/Terrace
Modern 3BR Glebe Home with Terrace & Garage for 8 From US $6,905
         

|
10.0 (5 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Fresh & Comfy 3BR Near The Rocks From US $6,895
         

New
Apartment
  • Security/Safety
  • Fireplace/Heating
  • Child Friendly
City-View Retreat with Tranquil Rooftop Spa From US $6,806
         

|
10.0 (1 Review)
Apartment
  • Air Conditioner
  • Balcony/Terrace
  • Accessibility

Top-Rated Vacation Rentals with a Pool in Woollahra

Over 1112+ Top-Rated Vacation Rentals with a Pool in or Near Woollahra
Darling Harbour Escape From US $407
         

10.0 (89 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
The Old Dairy loft, inner city accommodation From US $175
         

10.0 (41 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Executive apartment waterfront Darling Harbor ICC Sydney From US $434
         

Modern Poolside Coogee Beach Sanctuary From US $253
         

10.0 (29 Reviews)
Apartment
  • Parking
  • Pool
  • TV
The EVE Hotel Sydney From US $405
         

|
10.0 (15 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
The Royal Beach House Bondi From US $1,898
         

10.0 (8 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Woollahra

Over 628+ Pet-Friendly Vacation Rentals in or Near Woollahra
Stylish Bondi Beach pad moments from sand & surf From US $374
         

10.0 (8 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Architecturally Designed Home From US $211
         

8.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
La Casa De Frida From US $181
         

|
10.0 (2 Reviews)
Apartment
  • Pet Friendly
  • Pool
  • TV
Luxe Retreat - Pool, Spa, Sauna, Gym & Cinema From US $4,851
         

10.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Central 2bedroom in the heart of Bondi Beach From US $189
         

10.0 (3 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Luxury Accommodation The Arc Bondi Beach From US $995
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
A Touch of Soho: Luxurious Historic Residence From US $419
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • TV
Stylish & perfectly located Bondi Beach hideaway From US $376
         

10.0 (2 Reviews)
Apartment
  • Parking
  • Pet Friendly
  • TV

Large Vacation Homes & Villas in Woollahra

Over 315+ Large Vacation Homes & Villas in or Near Woollahra
Casa Tamarama From US $3,962
         

|
10.0 (2 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
The East-Redfern Mansion on Chelsea From US $698
         

10.0 (7 Reviews)
House
  • Air Conditioner
  • TV
  • Balcony/Terrace
Jet Flamingo:The Surfhouse From US $932
         

10.0 (6 Reviews)
Villa
  • Parking
  • TV
  • View
Sydney CBD Newly Renovated Large Terrace From US $856
         

10.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

Wheelchair Accessible Vacation Homes in Woollahra

Over 1264+ Wheelchair Accessible Vacation Homes in or Near Woollahra
Bream Penthouse ISYD From US $473
         

9.2 (5 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Inner City Oasis in Rushcutters Bay From US $101
         

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New
Apartment
  • Pool
  • Wheelchair Accessible
  • Child Friendly
YHA Sydney Harbour From US $154
         

9.2 (861 Reviews)
Hostel
  • Air Conditioner
  • Wheelchair Accessible
  • Balcony/Terrace
Home with a View + Pool and Roof Terrace Garden From US $203
         

9.6 (4 Reviews)
Apartment
  • Pool
  • TV
  • Wheelchair Accessible
Inner-City apartment minutes walk to dining hubs From US $206
         

8.0 (1 Review)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible

Woollahra Varoom and Airbnb Places to Stay Under $200

Over 1523+ Woollahra Varoom and Airbnb Places to Stay Under $200
Handmade city apartment From US $144
         

6.6 (15 Reviews)
Apartment
  • Air Conditioner
  • Pool
  • Balcony/Terrace
Architectural Design Award Winning Home in Pyrmont From US $143
         

4.5 (3 Reviews)
Apartment
  • Air Conditioner
  • Child Friendly
  • Internet
4BR 4mins to light rail 9mins FishMarket From US $171
         

10.0 (1 Review)
House
  • Bedding/Linens
  • Child Friendly
  • Internet
In the City-Furnished Studio From US $199
         

8.0 (21 Reviews)
Apartment
  • Air Conditioner
  • Pool
  • TV
Apartment overlooking Sydney Park From US $142
         

6.8 (17 Reviews)
Apartment
  • Air Conditioner
  • Pool
  • TV
Darlinghurst Hub, your home from home. From US $194
         

10.0 (3 Reviews)
Apartment
  • Air Conditioner
  • TV
  • View
Bright beachfront studio with terrace & aircon From US $198
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Balcony/Terrace

Instantly Bookable Vacation Homes in Woollahra

Over 2340+ Instantly Bookable Vacation Homes in or Near Woollahra
Right On Bondi Beach From US $409
         

9.4 (9 Reviews)
Apartment
  • TV
  • Security/Safety
  • Bedding/Linens
Treetop Retreat Five Minute Stroll To The Beach From US $424
         

8.4 (6 Reviews)
Apartment
  • Air Conditioner
  • TV
  • View
Bondi Beach Premium 2 bed Apt | Views | Parking From US $421
         

10.0 (6 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
The Beach Pad From US $236
         

9.6 (4 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
The Loft in historic Pyrmont From US $242
         

New
Apartment
  • Air Conditioner
  • TV
  • Balcony/Terrace
BONDI BEACH STUDIOS: IV From US $236
         

New
Apartment
  • Air Conditioner
  • TV
  • Security/Safety

About Woollahra Vacation Rentals

With more than 5433 Woollahra vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Holidaybenefits and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Woollahra.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Holidaybenefits Woollahra, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Woollahra. Places to stay near Woollahra are 419.82 ft² on average, with prices averaging $471 a night.

Holidaybenefits makes it easy and safe to find and compare vacation rentals in Woollahra with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Woollahra

Type Count
Holiday Apartments 3910
Vacation Homes 1040
Hotels with Suites 349
Hostels 76
Villas 19
Cottages 9
B&B 5
Cabin Rentals 3
Others 1

Use these Quick Filters to Find a Vacation Rental in Woollahra

Pro Tip: Holidaybenefits makes it easy to compare the best listings on Holidaybenefits homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Holidaybenefits homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Woollahra.

Weather in Woollahra

View the weather forecast for Woollahra before booking your Woollahra Vacation Rentals to confirm your best time to go.

December - February
High 99°F       Low 68°F
March - May
High 98°F       Low 44°F
June - August
High 78°F       Low 36°F
September - November
High 93°F       Low 50°F

Complexes around Woollahra, AU