
Holiday rentals with a pool in Chatswood
Find and book unique homes with a pool on Airbnb
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 $25 SGD per night before taxes and fees

Verified guest reviews
Over 2,220 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
10 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
Top-rated rentals with a pool in Chatswood
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Killara Luxurious 8BR House 360 degree view
This luxurious building is one of the only one thousandth of a huge villa in Sydney, with an interior size of 716 m2. Located at the highest point of the area, this stunning and popular property overlooks the magnificent mountain views and the city and sea in the distance, complementing the natural environment. The villa has 1 banquet hall, 1 living room, 1 dining room, bar, BBQ area, 360 degree scenic terrace and 3 outdoor lounge areas. It is located in a quiet neighborhood where you can enjoy the singing of birds and the breeze at any time. The neighborhood is safe and the neighbors are friendly. The pool is spacious. Parking is very convenient, free street parking is available in front of the door. This villa is built with double brick concrete, it is stable and durable, cool in the summer and warm in the winter. The 8 bedrooms are each equipped with individual split air conditioners to ensure a comfortable stay and prevent cross-contamination. The living room is equipped with a natural gas heater. The villa also has 2 full kitchens and 1 small kitchen, so you can cook inside and outside. Fully equipped with everyday utensils, the entire property is luxurious, elegant, comfortable, clean, and the surrounding view is stunning, loved by everyone. You can eliminate fatigue, relax and have wonderful dreams here. The Host will try their best to accommodate your needs and warmly welcomes you.
ValueFamilyQuiet

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.
ValueLocationAir conditioning
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!
ValueFamilyCheck-in

Heart of Chatswood | Parking | Pool | Gym | Metro
Nestled in the heart of vibrant Chatswood, our apartment offers the perfect base to explore one of Sydney's best dining and shopping precincts. With over 200 cafés, restaurants and eateries all within a 500m stroll, you'll be spoilt for choice. The Metro station and Westfield Shopping Centre are right next door, making it effortless to travel around Sydney or enjoy a day of shopping. Chatswood Chase, with its premium boutiques and popular dining options, is also just a pleasant 600m walk away.
LocationFamilyAir conditioning

Supreme Sydney Rocks Suite + Spectacular Pool View
Wake up to Sydney’s harbourside magic. Step into the heart of The Rocks - moments to our panoramic Circular Quay and the breathtaking Opera House. Walk to George Street or Barangaroo where Sydney's best bars & restaurants are all waiting to be experienced. Find in house dining or stroll to public transport for ferries to visit Manly or Taronga Zoo. Indulge in sophistication and immerse yourself in the vibrant cityscape. Note: the balcony and view are located upstairs with the shared pool.
LocationFamilySleep quality

Entire 1 bedroom apartment with bushland outlook
Modern 1 bedroom apartment (All to yourself) in the heart of Macquarie Park. 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
LocationFamilyKitchen

Garden Cottage: Stunning Pool, A/C - Pymble
This property is consistently rated 5 star! Proudly we are Superhosts! Stunning secluded resort-style garden studio on Sydney's north shore with an amazing new pool. Stylish, comfortable & fully-equipped - air conditioned, with dedicated workspace & high speed internet. Great aspect to private, shaded & landscaped garden & pool, 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!
FamilyLocationOutdoor spaces

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.
ValueLocationGetting around

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
FamilyValueView

Camellia Cottage, Quality, Convenient, Comfortable
Guests say it’s so convenient! On the North Shore. 35 mins train to city, 2 mins easy walk to Wahroonga station, village, restaurants, cafes & beautiful Wahroonga Park. Quiet, self contained with two bedrooms, separate entry, tranquil setting in lovely quiet, private garden surrounds. Pool access and full laundry facilities. Off street parking. Ducted aircon. Easy access to M1, hospitals, private schools, Westfield, Macquarie Park. Beaches 30 mins. Please, max 4 guests including children.
FamilyValueWifi

Spa Serenity Cottage with Private Pool & Spa
This is a Granny Flat located at the back of our property, with its own private entrance and complete privacy. The pool, spa, and backyard are exclusively yours, no one else shares these spaces. Just so you’re aware, we live in the main house at the front. While you may occasionally hear us, we’re very quiet and respectful of your space. Please respect the neighbourhood while you are listening to your music and keep the noise down. Your retreat is fully private, we absolutely respect that.
LocationValueParking

Luxury Garden Cottage Retreat - Romantic & Restful
Arriving through antique gates, wander down wisteria covered walkway to your home away from home. Outdoor tiled undercover area with dining/living space, lit in evenings with silk lanterns invite you outside for a special occasion. Light-filled cottage, open plan living/dining area. Bedroom boasts plush queen bed for a blissful nights' sleep. Bathroom invites indulgence with a rainforest shower. Fully equipped kitchen with washing machine. Thoughtful touches throughout.
LocationFamilyParking
Popular amenities for Chatswood rentals with a pool
House rentals with a pool

Fairlight House
ValueFamilyHeating

Palm Pavilion: architectural rainforest retreat
FamilyValueBeach

Gladesville By The Water
LocationValueHospitality
Private Luxury Apartment Sitting atop Pittwater
ValueLocationDecor

Cozy 2 bedrooms Grannyflat with air-con & pool
LocationValueCondition

Guest House in bush setting with use of pool
LocationFamilyNearby

Seaforth Harbour View Pool 8 Guests 10min Manly
LocationFamilyNearby

Poolside oasis - outdoor living at its best
FamilyLocationHeating
Apartment rentals with a pool

urban serenity: quiet stay in central Sydney
ValueFamilyNearby

Darling Harbour Apart Waterview near ICC and Star
LocationFamilyTV

Waterfront Apartment on a quiet cul-de-sac
ValueLocationLaundry

Lovely One Bedroom + Study with Infinity Pool
ValueFamilyCleanliness

Darling Harbour Breeze with car park
ValueLocationLaundry

Spacious apartment with huge undercover balcony
ValueLocationHot tub

Fantastic Sydney CBD with View
LocationFamilyHospitality

1BR + Parking | Close to Airport | Train & CBD
ValueFamilyIndoor spaces
Other holiday rentals with a pool

Chatswood 1BR Pool/Gym, Steps to Metro & Westfield
LocationNearbyIndoor spaces

City View 3BR With 2 Parking | Near Train & Mall
LocationFamilyWalkability

Apartment Hotel - Studio
LocationValueQuiet

Spacious 2 BR Apt Chatswood -Parking, Pool and Gym
LocationFamilyView

Comfortable 1BR Apartment | Steps to RNSH & Rail
LocationFamilyCleanliness

Garigal Retreat with Access to Pool and EV charger
LocationFamilyAccuracy

Best in MQ 2BR Apt + study/pool/parking/Metro
FamilyValueWalkability

Villa Palmera, a luxury resort house
LocationFamilyAir conditioning
When is the best time to visit Chatswood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $146 SGD | $124 SGD | $126 SGD | $115 SGD | $113 SGD | $114 SGD | $104 SGD | $105 SGD | $101 SGD | $112 SGD | $124 SGD | $148 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 |
Destinations to explore
- Sydney Holiday rentals
- Wollongong Holiday rentals
- Cessnock Holiday rentals
- Port Macquarie Holiday rentals
- Coffs Harbour Holiday rentals
- Canberra Holiday rentals
- Blue Mountains Holiday rentals
- Kiama Holiday rentals
- Hunter valley Holiday rentals
- Nelson Bay Holiday rentals
- Jindabyne Holiday rentals
- Jervis Bay Holiday rentals
- Darling Harbour
- Sydney Opera House
- Manly Beach
- Avalon Beach
- Wollongong Beach
- Accor Stadium
- Bronte Beach
- Terrigal Beach
- Maroubra Beach
- Qudos Bank Arena
- Copacabana Beach
- Sydney Town Hall
- Icc Sydney
- South Cronulla Beach
- The University of Sydney
- University of New South Wales
- Clovelly Beach
- Dee Why Beach
- Newport Beach
- Coledale Beach
- Tamarama Beach
- Sydney Harbour Bridge
- Freshwater Beach
- Mona Vale Beach





