
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.

World Class location+Pool, Spa+Harbour Bridge View
A snapshot is worth a thousand words, but experiencing these panoramic views of Sydney in person is priceless! Experience SYDNEY THROUGH OUR EYES From sunrise painting the sky with hues of pink and purple, to ferries gliding beneath the Sydney Harbour Bridge, vibrant locals that bring the night to life, this is just a glimpse into the magic that awaits outside our doors. Wake up to some of Sydney’s most iconic treasures right outside your window, and let the city's beauty unfold before your eyes

Beautiful modern apartment, quiet haven to relax.
Beautifully modern apartment that boasts gorgeous natural light from French doors in both bedrooms. Kitchen is bright and spacious with all the modern conveniences including dishwasher. A quiet leafy area of Sydney nestled among stunning homes and walking distance to the quaint village of Beecroft. Fabulous restaurants and cafes. Woolworths for groceries. Private courtyard with outdoor furniture to enjoy an evening meal in the balmy summer evenings or to enjoy a quiet cuppa. Calming serenity!!!

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.
Absolute Harbourfront Apartment with Fabulous Panoramic Views
Magnificent piece of paradise at the waters' edge. Heart stopping views from every room (Guest 2017) Bright & sunny, idyllic waterfront sanctuary Separate home office All linens and unit professionally cleaned Alfresco balcony perfect for drinks/meals BBQ dining, sun lounges, harbour pool Onsite parking: max. car height 1.7 metres Bus & ferry close Fireworks often seen, spectacular on New Year's Eve & Australia Day Peaceful by day, stunning by night Come and chill out – you won't want to leave!

Entire 1 bedroom apartment with bushland outlook
Recently renovated 1 bedroom apartment in the heart of Macquarie Park. Single car parking space directly outside entrance . 12 minutes walk to Macquarie Centre. 16 minute walk to Metro Station. Private balcony looking directly onto the National Park. Comfortable, modern and clean apartment. Fully equipped kitchen with induction cooktop, multifunction oven, dishwasher, 300 litre fridge/freezer, microwave, washing machine and small appliances. Sheets, blankets, pillows and towels all provided

Stunning 1bdr w/ Amazing View
Bright and airy one bedroom apartment nestled on top of Diamond Bay Cliffs with breathtaking ocean views. The stunning view overlooking the cliffs and the soothing sound of waves, provide an incredible connection to the ocean from awe inspiring sunrises to frolicking whales throughout the day. Relax with a wine or coffee in this beautifully styled home surrounded in comfort and serenity. Take a dip in the pool overlooking the ocean or take a walk along the cliff walkway. Free street parking

Inner City Superb Cozy Studio
30% OFF FOR 21 NIGHTS OR MORE! *Length of stay discounts are automatically applied. If the discount does not automatically apply, please let us know. This oversized studio in the central CBD, short stroll to Darling Harbour, QVB, Coles CBD, public transport, Westfield shopping mall, restaurants and cafes, pubs. Specious open plan layout, gourmet kitchen with utensils, high speed WiFi, bathroom, washing machine and dryer, large built in wardrobe, outdoor heated swimming pool, equipped Gym.

Modern Apartment @Chatswood CBD
*** Relax in this modern and stylish apartment, furnished with a king bed, kitchenette and free Wifi. ***Enjoy a workout in the gym and relax in the swimming pool, sauna or spa for no extra charge. ***Complimentary tea and coffee, equipped with a Nespresso machine for your enjoyment You'll have easy access to everything from this centrally located place just 2 minutes to Chatswood station, Westfield Shopping centre and Dining District. Short term or long term available for Executive stay.

Garden Cottage: Stunning Pool, A/C - Pymble
This property is consistently rated 5 star! Stunning secluded resort-style garden studio on Sydney's north shore with an amazing new pool. Stylish, fully-equipped, air conditioned & set in a quiet landscaped garden. Great aspect to garden & pool, dedicated workspace, high speed internet + private shaded garden area with seating. Stroll to local restaurants & shops, reach City & Beaches by car - or walk to rail & bus. Sleeps 2 adults + 1 child + a baby - see accomm section. Dogs welcome!

Harbourside App w Pool & Parking *Remedial work*
*Please note reduced rate due to remedial work Feb – Dec 2026* A comfortable apartment in the best location! Right next to the beautiful northern parkland of Sydney Harbour Bridge near Luna Park Sydney. You’ll be in the middle of the delightful Kirribilli village. The train is a skip away and only one stop to the city. Parking included. The following inconveniences are anticipated: Scaffolding around the building Inaccessible balcony Construction noise during weekdays (8am – 4pm)

Stunning One Bedroom Art Deco Apartment
A gorgeous apartment on the border of Elizabeth Bay and Potts Point, one of the most vibrant and sought after areas to live in Sydney. The apartment is completely renovated and stylishly furnished with timber floors ,new kitchen and bathroom. Located on the 4th floor of an iconic Art deco building overlooking the stunning pool and manicured gardens which are the perfect space for entertaining and relaxing after a day exploring Sydney. The building has security access and 2 lifts.

Stylish and Comfortable Bushland Retreat Close to the City
Listen to the kookaburras and lorikeets from this bright and airy renovated apartment with garden and bush views from all windows. Warm and cosy in the winter, in the warmer months be sure to enjoy the heated pool. This lovely little apartment offers a beautiful natural and peaceful escape. There is also a generous size swimming pool, BBQ area and garden for guests to enjoy. Breakfast supplies are provided including fruit, yogurt, cereal, bread and eggs .
Popular amenities for Chatswood rentals with a pool
House rentals with a pool

Poolside oasis - outdoor living at its best

Cozy 2 bedrooms Grannyflat with air-con & pool

A Cosy and Peaceful Retreat

Urban Escape-Penthouse Suite in leafy North Shore

Stylish Townhouse - Pool, Gym, Sauna & City Views

Stunning Tamarama Beach House

The Palms Poolside Stay in Strathfield

Sun drenched Art Deco apart with pool and garden
Apartment rentals with a pool

Quiet Living•Family Friendly•Netflix•Free Parking

Beautiful One Darling Harbour Apt

Quiet, centrally located flat with swimming pool

Parkside Haven Retreat Macquarie Park

Superb Sydney CBD Rental

Lovely One Bedroom + Study with Infinity Pool

Modern apt in Central Sydney: Harbour Views & Pool

Waterfront Apartment on a quiet cul-de-sac
Other holiday rentals with a pool

Villa Palmera, a luxury resort house

Luxury Woolloomooloo waterfront

Macquarie Park | Great Location with Gym & Pool!

Your Luxe Darling Harbour Escape

1 Stop to CBD - 3 Mins Walk Train - Milsons Point

'Menengai' - 2 Bedroom Garden Apartment

Flore - Classic Garden Space With Pool & Parking

Superb Apartment in Macquarie Park with an Pool
When is the best time to visit Chatswood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $132 SGD | $119 SGD | $119 SGD | $106 SGD | $98 SGD | $98 SGD | $105 SGD | $106 SGD | $102 SGD | $112 SGD | $125 SGD | $149 SGD |
| Avg. temp | 24°C | 24°C | 22°C | 20°C | 17°C | 14°C | 14°C | 15°C | 17°C | 19°C | 21°C | 23°C |
Quick stats about holiday rentals with a pool in Chatswood

Total holiday rentals
Explore 100 holiday rentals in Chatswood

Nightly prices starting at
Chatswood holiday rentals start at $26 SGD per night before taxes and fees

Verified guest reviews
Over 2,090 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
100 of Chatswood holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Chatswood rentals

4.7 Average rating
Chatswood stays receive an average rating of 4.7 out of 5 from guests
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