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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 $34 NZD 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 and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    100 of Chatswood holiday rentals include Wi-Fi 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.

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Guest favourite
A spacious outdoor area presents a shimmering pool surrounded by tiled decking. The pristine white exterior of the villa contrasts with the blue water. Large windows and decorative arches are visible, contributing to the elegant architectural style. Lush palm trees provide a tropical feel.
Villa in East Killara
4.92 out of 5 average rating, 100 reviews

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.

FamilyValueAir conditioning

Top Guest favourite
Guest suite in Wahroonga
4.91 out of 5 average rating, 479 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.

FamilyValuePool

Top Guest favourite
A private balcony offers outdoor dining with a table set for two, accompanied by vibrant views of the water and distant city skyline. Lush greenery frames the scene, while tranquil blue waters reflect the clear sky.
Condo in Mosman
4.98 out of 5 average rating, 194 reviews

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!

ValueLocationHospitality

Guest favourite
A spacious living area features a comfortable leather couch and a geometric coffee table. Bright wall art adds a modern touch, while large glass doors provide access to a balcony overlooking the city skyline. A television is mounted on a sleek entertainment unit.
Apartment in Pyrmont
4.98 out of 5 average rating, 268 reviews

Luxury Apartment Overlooking City and Darling Harbour

Experience the best of Sydney, with the harbour, iconic attractions, restaurants and nightlife just an elevator ride away. Relax in a stylish apartment with contemporary artwork, a leather lounge and a private balcony overlooking the sparkling city lights. Wake to stunning harbour and skyline views from the light-filled bedrooms, each with a TV and built-in wardrobe. Google TV is available in the lounge. I’m sure you’ll love returning after a day exploring Sydney. You may never want to leave!

FamilyLocationCleanliness

Top Guest favourite
A comfortable living area is equipped with two couches, a coffee table, and a large television. Ambient lighting from two lamps enhances the space, while decorative wall art adds a pop of color. Floor-to-ceiling curtains allow for natural light to filter through.
Apartment in Chatswood
4.92 out of 5 average rating, 178 reviews

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.

ValueLocationCleanliness

Top Guest favourite
The living area features a light-filled space with a comfortable sofa and a dining table surrounded by wooden chairs. Windows provide views of the exterior greenery. A hallway leads to additional rooms, enhancing the apartment's spacious feel.
Apartment in Macquarie Park
4.98 out of 5 average rating, 132 reviews

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

ValueLocationDecor

Superhost
A serene garden setting is captured, showcasing a charming patio area with a small table and chairs. Lush greenery surrounds the space, with flowering branches overhead. In the background, a tranquil pool glimmers under the gentle sunlight, creating a peaceful atmosphere.
Guesthouse in Pymble
4.85 out of 5 average rating, 188 reviews

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!

ValueFamilyOutdoor spaces

Guest favourite
A spacious bedroom is presented with a king bed featuring soft bedding and decorative pillows. Natural light floods in from a large window, with two armchairs positioned beside a small table. The room is complemented by modern bedside lamps and warm wall tones.
Apartment in Chatswood
4.9 out of 5 average rating, 165 reviews

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.

ValueFamilyAccess

Guest favourite
A cozy seating area features two plush armchairs positioned near a large window, providing unobstructed views of the ocean and cliffs. A small side table holds two glasses of wine, and a potted plant adds a touch of greenery.
Apartment in Vaucluse
4.96 out of 5 average rating, 129 reviews

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

ValueFamilyHeating

Guest favourite
Guesthouse in Leichhardt
4.86 out of 5 average rating, 107 reviews

Boutique Cottage | Pool | 15 mins to Sydney CBD

Your Private Boutique Cottage Tucked away in a peaceful leafy garden just 15 minutes from Sydney CBD, Mr Muddy Lion is a private cottage designed for travellers seeking comfort, privacy and thoughtful luxury. Enjoy free onsite parking, Sheridan linen and towels, Thankyou amenities and full use of the swimming pool. Optional paid extras include heated spa experiences from $45 per couple, continental breakfast from $25 per person and airport transfers from $75 one way. Full details below.

ValueLocationBackyard

Top Guest favourite
A bright living area features a light-colored carpet and ample natural light from large windows. A dining table with chairs is positioned next to a seating area, while a full kitchen with modern appliances is visible. Lush greenery can be seen through the glass doors leading to a private outdoor space.
Guest suite in Wahroonga
4.99 out of 5 average rating, 159 reviews

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.

LocationValueParks

Top Guest favourite
Guesthouse in St Ives
4.99 out of 5 average rating, 154 reviews

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.

LocationFamilyCleanliness

Popular amenities for Chatswood rentals with a pool

When is the best time to visit Chatswood?

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Avg. price$193 NZD$165 NZD$166 NZD$153 NZD$149 NZD$151 NZD$138 NZD$139 NZD$134 NZD$148 NZD$165 NZD$196 NZD
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