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House holiday rentals in Woollahra

Find and book unique houses on Airbnb

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Popular amenities for Woollahra house rentals

House rentals with a pool

Guest favourite
Home in Collaroy Plateau
4.97 out of 5 average rating, 29 reviews

Pacific Ocean Masterpiece

JessicaRating, 5 stars2 months ago
Stayed 3 days and 2 nights. This is where myself and my bridal team prepared for my wedding day. Such a beautiful place and stunning views which made for some amazing pictures, despite the rain. Very happy with our experience.
Superhost
Home in Maroubra
4.88 out of 5 average rating, 52 reviews

Stunning home near Beach with Pool & Sauna

PatrycjaRating, 5 stars3 months ago
Lovely and spacious place, it had everything we needed for our comfortable stay with friends. Highly recommend it
Superhost
Home in Tamarama
4.92 out of 5 average rating, 36 reviews

Stunning Tamarama Beach House

VanessaRating, 5 stars1 month ago
Thanks Timothy for hosting us over Easter. We appreciated the great communication via Jon and easy check-in instructions. The home is in a great location and we loved the special homely touch of providing board games and binnoculars to watch the surf and boats cruise by. Thanks again!
Top Guest favourite
Home in Chatswood
5 out of 5 average rating, 36 reviews

Guest House in bush setting with use of pool

PhilipRating, 5 stars1 month ago
We had a terrific stay at Bruce's place. The place is exactly like the photos, so our expectations were 100% matched with the location. It is a lovely and quiet location, surrounded by bushland and nice, quiet streets. I will stay there again when visiting Sydney next time. A really good find and well worth the price.
Guest favourite
Home in Bondi Beach
4.97 out of 5 average rating, 35 reviews

Stylish Bondi Beach house: plunge pool & parking

JamesRating, 5 stars1 month ago
I had the pleasure of staying at Geoff's property and it completely exceeded my expectations. The finishing throughout was absolutely beautiful—modern, elegant, and clearly done with great attention to detail. Nettie's art was all around (Geoff's wife). Every room felt thoughtfully designed and truly first class. The location was perfect: close to everything we needed, with easy access to restaurants, shops, and that Bondi Beach, yet still quiet and relaxing. The Bakery around the corner is world class. From the moment we arrived to the day we checked out, everything was seamless. This place is a gem, and I wouldn’t hesitate to book it again. In fact we extended by an additional week as it was so wonderful! The plunge pool and outdoor shower we a huge bonus! Highly recommended!
Guest favourite
Home in Kings Cross
5 out of 5 average rating, 9 reviews

Sun drenched Art Deco apart with pool and garden

NakisahRating, 5 stars1 week ago
Loved staying in this gorgeous apartment. I came for a little writing-retreat and it was the perfect place to get work done whilst also feeling relaxed and comfortable. There are lovely green spaces nearby to go for walks/runs, and Potts Point is just a wonderful place to explore. There was an issue with the buildings hot water while I was there, but Janai did everything possible to keep me updated and give me alternative options too. Overall, a great experience!
Superhost
Home in Annandale
4.9 out of 5 average rating, 185 reviews

Central three bedroom garden retreat

GarthRating, 5 stars1 week ago
House is great, location is really handy to the city. The back yard is a surprising oasis in the middle of the city.
Guest favourite
Home in Church Point
4.98 out of 5 average rating, 143 reviews

Palm Pavilion: architectural rainforest retreat

LukeRating, 5 stars1 month ago
Lovely place with a beautiful outlook! The space was very relaxing and peaceful whilst being quirky and fun at the same time. Would be a really nice place to unwind for a week

Weekly house rentals

Top Guest favourite
Home in Redfern
4.98 out of 5 average rating, 89 reviews

Inner city cottage hideaway

ErinRating, 5 stars2 weeks ago
We had such a wonderful time! It was the perfect spot for our wee family to explore Sydney - close to transport networks, stocked with everything we needed, heaps of character and Alexis was always incredibly friendly to deal with. Would definitely stay again when back in Sydney!
Guest favourite
Home in Vaucluse
4.91 out of 5 average rating, 74 reviews

180 degree ocean views.

SurangaRating, 5 stars1 month ago
Lovely home with all of the creature comforts, amenities & a spectacular view.. right on the Ocean front! Lots of scenic walking trails, and its a short stroll to plenty of cafes.. Cindy was a very responsive, friendly & flexible host.
Superhost
Home in Paddington
4.89 out of 5 average rating, 83 reviews

Charming Victorian Terrace

AleksandraRating, 5 stars1 day ago
Great location, close to shops and restaurants and a nice, tidy house to live in. We realised there was no parking included a few days before our stay and left our car at First Parking in the city, it was very cheap for the weekend - recommend to those staying who need parking suggestions.
Superhost
Home in Paddington
4.93 out of 5 average rating, 57 reviews

Perfect Location 3 bdr Paddo Terrace Parking+Pets

CatherineRating, 5 stars4 weeks ago
We had a fantastic stay in this lovely house. Great location. Close to restaurants, shops and Centennial Park. Highly recommend Juliet’s place. Would definitely stay again.
Guest favourite
Home in Paddington
4.92 out of 5 average rating, 49 reviews

Luxury Living in the Heart of Paddington

MarionRating, 5 stars2 months ago
We had a wonderful stay in Paddington at Fred's beautifully renovated terrace house. Fred was a brilliant host, very responsive, and so helpful with our extra needs around our daughters health issues, check in and check out. This really added to our stay at this high quality, sleek, stylish, and very well equipped home. It is in a fabulous Paddington location, while also being quiet and peaceful, very comfortable, and with great beds - a very big plus! The individually controlled air conditioning was quiet and worked very well, however despite the heat, the home remained relatively cool and we didn't need to use it very much. Checking in was very easy and we were greeted by a sparkling clean home and the bottled water and snacks provided were a much appreciated, welcome extra. We would definitely return!
Guest favourite
Home in Darlinghurst
4.9 out of 5 average rating, 98 reviews

Australia Architecture Award Winner Heritage House

AnnaRating, 5 stars4 days ago
It was a pleasure to stay in this place, and we were always delighted to return to Frank's place at the end of a long day sightseeing. Situated in a neighborhood full of character, we were impressed with the great restaurants close by. Convenient to supermarkets to stock up for breakfast and other items. Walking to the city was easy...about 15 minutes to Sydney Tower and about 30 minutes to Circular Quay and the Opera House. The property itself is immaculate and spacious with all you need for a comfortable stay. Frank was great to communicate with. Hope to return one day.
Guest favourite
Home in Bondi Beach
4.96 out of 5 average rating, 27 reviews

Coastal House Bondi Beach (private car spot)

CarolRating, 5 stars3 weeks ago
We loved the location- a couple blocks away from Bondi Beach. The place was clean and beds were comfortable. We appreciated the ability to have a washer for our clothing. The area was nice and quiet.
Guest favourite
Home in Darlinghurst
5 out of 5 average rating, 7 reviews

Skyline on Forbes - 4 bedroom home Darlinghurst

MadisonRating, 5 stars1 month ago
Beautiful Darlinghurst home. Great, comfortable home for large groups. Host was warm, responsive and accomodating. Location is walkable to Oxford st, Hyde park, and many yummy cafes. View of the city from the terrace is a lovely way to enjoy the city from a more peaceful and spacious home.

Private house rentals

Top Guest favourite
Home in North Sydney
5 out of 5 average rating, 39 reviews

Heritage Home w/ Modern Comforts | Great Location

DaniRating, 5 stars3 weeks ago
Linh and Jack's wonderful house was probably one of the best air bnb's we've stayed at. It was spacious, beautifully decorated, and comfortable. They had a little guide to the area and the house which was very handy. Linh and Jack were also very accomodating with check out and extending the stay when we had to add an extra day to our trip last minute. Thank you for a wonderful stay and we definitely recommend!
Guest favourite
Home in Bondi Beach
4.91 out of 5 average rating, 22 reviews

Entire Boho beauty only 30 sec from Iconic Bondi

RachelRating, 5 stars2 weeks ago
Lorena was incredibly kind and patient host. Locked our key inside the place and she very very kindly drove an hour to open the door and was very kind about it. Always responsive and lovely home. Incredibly close to bondi! Definitely recommend.
Top Guest favourite
Home in Manly
4.98 out of 5 average rating, 91 reviews

MANLY BEACH HOUSE - 8 min walk to Manly Beach!

AbrarRating, 5 stars1 week ago
Loved my week at Amanda’s. The welcome “weekly shop” (fresh basics + juice) was a lovely touch after a long journey. Quiet street, yet a quick walk to Manly Beach, cafés, and the ferry—perfect spot. Home was spotless, comfy beds, sharp kitchen, bright living space. Amanda’s fast replies and local tips sealed the deal. Five stars.
Guest favourite
Home in Enmore
4.92 out of 5 average rating, 79 reviews

Light Filled House in Enmore

RachelRating, 5 stars1 month ago
Fabulous, spacious home in a great location. We had a wonderful stay and would highly recommend Brendan and Sarah’s home for your next stay in Sydney!
Guest favourite
Home in Redfern
4.88 out of 5 average rating, 32 reviews

The Parkside Terrace - Chic Inner City Oasis

DanikaRating, 5 stars2 weeks ago
The most ideal Redfern stay - the house is so well equipped and so comfortable. Best location too - close to absolutely everything. Will definitely keep it on our short list of Sydney stays. Thank you for having us!
Top Guest favourite
Home in Waterloo
5 out of 5 average rating, 22 reviews

Loft Style Terrace Pet Friendly

CoryRating, 5 stars6 days ago
My stay here far exceeded any expectations, absolutely beautiful home, and great communication with the owner. l definitely recommend staying here, glenn was considerate enough to have milk, juice and some food stuff there. Cheers. Cory
Guest favourite
Home in Bondi Beach
4.89 out of 5 average rating, 98 reviews

Neat and Cosy at Bondi Beach

JamesRating, 5 stars2 months ago
Lovely Airbnb - my parents loved staying. Very communicative hosts, and brilliant location
Top Guest favourite
Home in Darlington
5 out of 5 average rating, 56 reviews

Darlington Mid-Century Charm

AlfredRating, 5 stars1 month ago
We really enjoyed our stay at this Sydney home. The place looked exactly like the photos, which was reassuring when we arrived. Check-in was smooth, with clear instructions from the host. The house was clean, comfortable, and well stocked. Each of us had two sets of fresh towels, and the extra power extensions were a thoughtful touch. The patio looked lovely, though it was too cold for us to use during this trip. The location is also very convenient—just a 5 to 10 minute walk to Redfern Station, which made getting around the city easy. The host was responsive and helpful throughout. One thing to note: there’s a black button on the window that locks it shut. We accidentally pressed it, but thankfully a key was readily available, which made unlocking it simple. We kept the house tidy and had no issues during our stay. Overall, a great experience that we’d happily recommend to others visiting Sydney.

Quick stats about house rentals in Woollahra

  • Total rentals

    70 properties

  • Nightly prices starting at

    $34 NZD before taxes and fees

  • Total number of reviews

    780 reviews

  • Family-friendly rentals

    40 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with a pool

    10 properties have a pool

Destinations to explore