Holiday rentals with a pool in Chatswood

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Chatswood

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite

Guest suite in Wahroonga

4.91 out of 5 average rating, 199 reviews

Resort style self-contained unit. Pets welcome.

Resort style living. Self contained apartment on the Nth Shore of Sydney. Set in trees in quiet & exclusive suburb of Wahroonga. Pets are welcome & can sleep inside. Secure private back yard. Close to start of M1 - Nth or Sth. Walk to SAN. 10 min walk to train & village - ex restaurants & coffee shops. 35 min to city. Apartment is the lower floor of an executive home (totally private). Solar heated pool, Jacuzzi Spa, Pool Room & Summer House. Pillow top bed is super comfortable plus Sofa bed AC.

12–19 Jan

$215 NZD per night

Guest favourite

Condo in Mosman

4.98 out of 5 average rating, 174 reviews

Absolute Harbourfront Apartment with Fabulous Panoramic Views

Unit 3 is a magnificent piece of paradise at the waters' edge. Heart stopping views from every room (Guest 2017) Bright & sunny in idyllic waterfront sanctuary Refurbished with original artworks Dedicated home office Unit & linens professionally cleaned Relaxing balcony for drinks/meals BBQ dining, sun lounges, harbour pool Onsite parking, bus & ferry close Fireworks often seen, spectacular on New Year's Eve & Australia Day Peaceful by day, stunning by night Chill out – you won't want to leave!

17–24 Jun

$425 NZD per night

Guest favourite

Villa in Roseville

4.84 out of 5 average rating, 132 reviews

Luxury Pool Villa, self contained- 200m to train.

This lovely villa comes fully equipped with everything you need for a comfortable and relaxing stay; incl. • 55 inch Sony Smart TV, DVD, movies, books, games etc. • Full kitchen, all pots and pans, quality appliances, washing machine, washing line, quality linen, plenty of towels • Beautiful Pool • Air-conditioner Just a 200 m stroll to the train station, shops and cafes. 20 mins to the city, 20 minute drive to nearest beaches. National parks abound and are only a few minutes away by car.

5–12 Apr

$280 NZD per night

Guest favourite

Guest suite in Pymble

4.85 out of 5 average rating, 136 reviews

Garden Cottage + Stunning Pool, Pymble

Stunning and secluded garden cottage on Sydney's north shore with an amazing pool. Stylish, fully-equipped, air conditioned and set in a quiet landscaped garden with new pool & patio, it is peaceful and lovely. There’s a private entrance and a great aspect to garden and pool, a dedicated workspace with high speed internet and private sandstone patio with seating. Stroll to local restaurants & shops, reach the City & Beaches by car, bus & rail. Pets Welcome. Cleaning protocols in place.

1–8 Aug

$248 NZD per night

Guest favourite

Apartment in Elizabeth Bay

4.92 out of 5 average rating, 617 reviews

Iconic Sydney Views

A newly renovated studio apartment, with iconic Sydney views of The Harbour Bridge, The Opera House and Harbour. With a queen sized bed, my apartment is perfect for a couple, a solo traveller or business person, looking for accommodation that is beautiful, clean, convenient and with unparalleled comfort. Located in the heart of Potts Point you are moments away from all of Sydney's attractions and local hotspots. The perfect place for your stay in Sydney! (No Parking available on site)

5–12 Feb

$281 NZD per night

Guest favourite

Apartment in Mosman

4.98 out of 5 average rating, 122 reviews

Harbour Dreaming

Take a break and unwind at this peaceful oasis. Pool Villa with private entrance, part of a high end luxury home. This small and comfortable studio is well equipped and enjoys a large terrace offering harbour front views in a spa like environment. The salt-water pool is heated from October to April. Located within 20mins drive to Manly or the city with public transport available. Easy street parking and quiet location. Remedial or Swedish Relaxation Massage also available.

20–27 Jul

$252 NZD per night

Guest favourite

Guesthouse in Naremburn

4.88 out of 5 average rating, 312 reviews

Cute cottage close to restaurants and transport

Light and airy pool house that has been converted into comfortable self-contained accommodation. Naremburn is 6 km from the Sydney CBD and accessible by train and express bus. City buses and/or buses to the beach are 100m away and bustling Crows Nest with over 100 restaurants is a short walk or bus ride from your door. There is free street parking on the other side of the street from our house if you are driving, however, it does get busy in the morning with commuters.

18–25 Jun

$172 NZD per night

Guest favourite

Apartment in Chatswood

4.93 out of 5 average rating, 133 reviews

Chatswood Hotel

Quiet comfortable fully furnished studio apartment located in the heart of Chatswood. Full panel windows maximise the lovely natural light, air conditioning, fully tiled modern bathroom and an internal laundry with washing machine and dryer. Situated within minutes to Chatswood District, Chatswood Train Station, Chatswood Westfield and many other specialty stores, cafes and restaurants. Instant booking available:9am-midnight Sydney time

24 Feb – 3 Mar

$170 NZD per night

Guest favourite

Guesthouse in Annandale

4.99 out of 5 average rating, 201 reviews

The Royal Suite - modern studio, private access.

Fit for the King, a Queen or both, The Royal Suite is a newly built studio above the garage with it's own private entrance which provides a luxury retreat to relax in after a day of work, touring or visiting family and friends. Located in quiet, leafy Annandale, 4kms to the Sydney CBD, two minutes walk to shops, transport and one of Sydney's biggest & best harbour parks.

16–23 Jun

$203 NZD per night

Guest favourite

Home in Gladesville

4.83 out of 5 average rating, 334 reviews

Gladesville By The Water

Stunning Waterfront Accommodation with Superb Water Views. The apartment is the entire LOWER LEVEL of the house. THERE ARE NO SHARED FACILITIES. " Serene, picturesque and wonderfully peaceful" as described by one of the guests. Unique spacious and comfortable apartment set within an award winning garden. Quiet and relaxing location within 10kms of CBD.

4–11 Jul

$287 NZD per night

Guest favourite

Guest suite in Dural

4.99 out of 5 average rating, 115 reviews

Fully self-contained Rural escape

'The Stable Dural' is a beautiful architect designed accommodation located on rural acres in Dural NSW. It is self-contained with a large lounge/ dining area, kitchen, bathroom and laundry on the ground floor and a queen size bedroom with a large veranda on the upper floor. The premises are suitable to accommodate 1-2 adults (no children).

26 Jan – 2 Feb

$203 NZD per night

Guest favourite

Guesthouse in Killara

4.96 out of 5 average rating, 162 reviews

Killara Studio, pool, AirCo, quiet.

We have a private self contained AIR-CONDITIONED studio with a separate entrance. Stylish ensuite and kitchenette. Use of pool, and nbn WiFi. Beautifully refurbished, quiet area. Walk to rail, cafes and supermarket. Rail 2 stops to Chatswood precinct, malls, restaurants, cinema, theatre, shopping. Perfect home office option.

13–20 May

$150 NZD per night