Romantic Wine Tours - Vacation Rentals in Willoughby

Modern Spacious City Pad with Rooftop Pool and Gym From US $349
         

10.0 (5 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • Pool
Astra Apartments Miller Street From US $203
         

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10.0 (2 Reviews)
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  • Air Conditioner
  • Parking
  • TV
Balmoral Cabana - only 150m to Balmoral Beach From US $169
         

10.0 (14 Reviews)
Apartment
  • Air Conditioner
  • TV
  • View
Harbourside #53 Summa From US $450
         

10.0 (7 Reviews)
Apartment
  • Parking
  • TV
  • Wheelchair Accessible
Modern Federation Retreat | North Shore Stay | Parking From US $424
         

Central modern North Sydney 2 bed apartment with gym and pool From US $295
         

Luxury Places to Stay in Willoughby

Over 1262+ Luxury Places to Stay in or Near Willoughby
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Bright and Spacious Home, Near to Sydney CBD From US $6,649
         

Minimalist Mosman - Essential Stay near Beach & Zoo From US $1,596
         

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New
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Mosman moments - Luxe living with water views - HOPE2 From US $1,241
         

New
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  • Security/Safety
  • Child Friendly
The Crestview, Neutral Bay Isyd From US $1,198
         

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Top-Rated Vacation Rentals with a Pool in Willoughby

Over 210+ Top-Rated Vacation Rentals with a Pool in or Near Willoughby
Harbourside - Unforgettable Destination From US $342
         

10.0 (5 Reviews)
Apartment
  • Air Conditioner
  • Pool
  • View
Lovely Studio in the heart of Chatswood From US $143
         

10.0 (3 Reviews)
Apartment
  • Air Conditioner
  • Pool
  • TV
Seaforth Harbour View w Pool, 8 Guests, 10m to Manly From US $689
         

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10.0 (1 Review)
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  • Air Conditioner
  • Parking
  • Pet Friendly
Modern City Pad with Rooftop Pool and Gym From US $387
         

10.0 (1 Review)
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  • Air Conditioner
  • Parking
  • Pet Friendly
Harbour Bridge Views at Pool Sleeps 4 Parking From US $279
         

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10.0 (1 Review)
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Chatswood Furnished Apartment 2 From US $153
         

10.0 (1 Review)
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  • Air Conditioner
  • Parking
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Lovely Studio in Chatswood CBD From US $134
         

10.0 (1 Review)
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  • Air Conditioner
  • Pool
  • Wheelchair Accessible
6BR Stunning Waterview & Private Pool From US $1,143
         

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9.5 (4 Reviews)
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  • Air Conditioner
  • Parking
  • Pet Friendly

Pet-Friendly Vacation Rentals in Willoughby

Over 167+ Pet-Friendly Vacation Rentals in or Near Willoughby
Reed Cottage - in the heart of Sydney From US $377
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Pet Friendly
  • View
Balmoral Beachfront 2BR Apt, direct beach access, pets considered. From US $308
         

10.0 (1 Review)
Apartment
  • Pet Friendly
  • Security/Safety
  • Bedding/Linens
Urban Rest North Sydney Apartments From US $101
         

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9.2 (17 Reviews)
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  • Pet Friendly
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Luna Residence close to Sydney Harbor From US $412
         

9.2 (16 Reviews)
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  • Air Conditioner
  • Parking
  • Pet Friendly
Modern Classic at Mosman Bay - 5 Mins To Ferry From US $419
         

3 Bedroom Cottage in the heart of Cremorne! From US $414
         

Stunning Huge Studio & Sunny terrace with Parking From US $216
         

10.0 (10 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Willoughby

Over 95+ Large Vacation Homes & Villas in or Near Willoughby
Modern 2-Person Studios From US $182
         

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10.0 (1 Review)
Apartment
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  • TV
  • Balcony/Terrace
Balmoral Hamptons home (heated pool & hot tub) From US $2,343
         

10.0 (3 Reviews)
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  • Parking
  • Pool
Parriwi Paradise Luxury Holiday House in Mosman From US $1,289
         

6BR Stunning Waterview with Private Pool in Mosman From US $902
         

10.0 (2 Reviews)
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  • Pet Friendly
MetaWise Luxe 6 Bed Ocean View Family Home in Seaforth From US $683
         

Iconic Mosman Waterview House | Modern Comfort Meets Scenic Beauty From US $644
         

Northbridge House IH Featured From US $3,769
         

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Wheelchair Accessible Vacation Homes in Willoughby

Over 240+ Wheelchair Accessible Vacation Homes in or Near Willoughby
'The Courtyard Retreat=' Designer Abode, Mosman From US $378
         

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9.0 (1 Review)
Apartment
  • Air Conditioner
  • Designated Smoking Area
  • Wheelchair Accessible
Harbour Views from North Sydney High Street From US $174
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible
The Albert Hotel Mosman From US $196
         

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9.6 (372 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
Mosman Bay Magic Harbourview Studio with Rooftop From US $160
         

10.0 (1 Review)
Apartment
  • Parking
  • TV
  • Wheelchair Accessible
Mosman Luxury Studio From US $123
         

9.6 (37 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Harbourside #31 Summa From US $271
         

9.4 (21 Reviews)
Apartment
  • TV
  • Wheelchair Accessible
  • Balcony/Terrace
Harbourside 32 From US $522
         

9.0 (10 Reviews)
Apartment
  • Parking
  • Pool
  • TV

Willoughby Vacation Rentals and Airbnb Places to Stay Under $200

Over 442+ Willoughby Vacation Rentals and Airbnb Places to Stay Under $200
MOS17 - 1 bedroom w views-Mosman From US $174
         

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10.0 (2 Reviews)
Apartment
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  • Security/Safety
  • Internet
Carnarvon Lodge From US $108
         

6.2 (226 Reviews)
Cabin
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  • TV
  • Balcony/Terrace
Cosy 1-Bedroom Apartment Close to the City From US $141
         

8.4 (5 Reviews)
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  • Air Conditioner
  • TV
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Spacious Studio Surrounded By Great Views From US $185
         

8.0 (5 Reviews)
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  • TV
  • Balcony/Terrace
Sunny Apartment in Quiet and Green Neighbourhood From US $157
         

8.0 (5 Reviews)
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  • Parking
  • TV
  • Balcony/Terrace
lovely 2 beds service apt in heart of chatswood From US $144
         

8.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • TV

Instantly Bookable Vacation Homes in Willoughby

Over 548+ Instantly Bookable Vacation Homes in or Near Willoughby
Fully Furnished 2-Storey, 3 Bedroom Executive Penthouse Apartment From US $606
         

9.8 (8 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Garden 2 Bed Apt and Walk to Harbour | Parking From US $224
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Balmoral Beach Beauty - DIRECT BEACHFRONT romantic getaway From US $226
         

Lumen Harbour – Wake to Sydney’s Brightest Icons From US $255
         

About Willoughby Vacation Rentals

With more than 1271 Willoughby vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Romanticwinetours 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 Willoughby.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Romanticwinetours Willoughby, 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 Willoughby. Places to stay near Willoughby are 560.09 ft² on average, with prices averaging US $490 a night.

Romanticwinetours makes it easy and safe to find and compare vacation rentals in Willoughby 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 Willoughby

Type Count
Holiday Apartments 897
Vacation Homes 312
Hotels 36
Villas 8
Cottages 6
Cabin Rentals 2
Others 2
Resorts 1

Use these Quick Filters to Find a Vacation Rental in Willoughby

Pro Tip: Romanticwinetours makes it easy to compare the best listings on Romanticwinetours homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Romanticwinetours 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 Willoughby.

Weather in Willoughby

View the weather forecast for Willoughby before booking your Willoughby 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 Willoughby, AU


Willoughby Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Willoughby?
How many vacation rentals are available in Willoughby?

Currently, the total number of properties listed in 2026 is over 1271 in the Willoughby area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Willoughby.