Vacation 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 favorite

A well-maintained pool area is surrounded by lush greenery. A white pergola offers shade over a seating arrangement with two chairs and a table. Loungers line the poolside, providing a space for relaxation under the sun.

Apartment in Beecroft

4.95 out of 5 average rating, 162 reviews

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!!!

Guest favorite

A blue solar-heated pool is bordered by a stone patio, featuring a waterfall wall and a small seating area with two chairs nearby. Lush greenery lines the pool area, providing a serene backdrop. A summer house is visible in the background, enhancing privacy.

Guest suite in Wahroonga

4.91 out of 5 average rating, 356 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.

Guest favorite

A spacious wooden deck surrounds a private pool, which is accessed by a glass barrier. A bar area featuring two stools is visible next to the pool, providing a perfect space for relaxation. Lush greenery surrounds the area, enhancing the outdoor experience.

Tiny home in Seaforth

4.88 out of 5 average rating, 201 reviews

Spa Serenity Cottage with Private Pool & Spa

This is a designer-furnished 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, my wife and I live in the main house at the front. While you may occasionally hear us, we’re very quiet and respectful of your space. Your retreat is fully private, we absolutely respect that. Feel free to reach out with any questions we’re here if you need us

Top guest favorite

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, 184 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!

Top guest favorite

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, 105 reviews

Camellia Cottage, Quality, Convenient, Comfortable

Could it be any closer? On the North Shore. 35mins train to Sydney city, 2 mins flat walk to train station, Wahroonga Village, excellent restaurants, cafes and beautiful Wahroonga Park. Quiet, self contained with two separate bedrooms, separate entry, tranquill setting in lovely quiet, private garden surrounds. Pool access and full laundry facilities. Off street parking. Ducted aircon. Easy access to M1, major hospitals, local private schools, Westfield, Macquarie Park. Beaches 30 mins drive.

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Guesthouse in Pymble

4.84 out of 5 average rating, 159 reviews

Garden Cottage: Stunning Pool, A/C - Pymble

Stunning secluded resort-style garden studio on Sydney's north shore with an amazing pool & A/C. Stylish, fully-equipped, air conditioned & set in a quiet landscaped garden with new pool & patio, it is peaceful & lovely. Peaceful, great aspect to garden & pool, dedicated workspace, high speed internet + private garden area with seating. Stroll to local restaurants & shops, reach City & Beaches by car or walk to rail & bus. Sleeps 2 adults + 1 child - see accommodation section. Dogs welcome!

Top guest favorite

An indoor swimming pool is featured, surrounded by elegant architectural details and intricate patterns. Large windows provide natural light and scenic views of the city. The water is crystal clear, reflecting the ornate ceiling and stylish decor, creating a serene setting for relaxation.

Apartment in The Rocks

5 out of 5 average rating, 139 reviews

Supreme Sydney Rocks Suite + Spectacular Pool

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, Watsons Bay or Taronga Zoo. Indulge in sophistication and immerse yourself in the vibrant cityscape encircled by world-class amenities and iconic landmarks.

Guest favorite

An indoor swimming pool is lined with light blue tiles, accompanied by a relaxing spa area. Wooden chairs and a table are positioned nearby, offering a space to enjoy refreshments. Soft, ambient lighting enhances the calm ambiance of the facility.

Apartment in Chatswood

4.89 out of 5 average rating, 117 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.

Top guest favorite

A modern living space showcases a well-furnished area with a comfortable lounge chair, small side table, and a textured rug beneath. A stylish kitchen is visible in the background, illuminated by soft lighting. Green plants add a fresh touch near the window, enhancing the vibrant atmosphere.

Apartment in King's Cross

4.99 out of 5 average rating, 120 reviews

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.

Top guest favorite

A light-filled living area features a white leather sofa adorned with decorative pillows. A small white side table holds a potted plant. A rustic blue console table with decorative items is positioned against the wall, complemented by a large mirror and heart-shaped wall decor.

Apartment in Castlecrag

4.93 out of 5 average rating, 161 reviews

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 .

Guest favorite

A fenced outdoor area features a swimming pool surrounded by a brick patio. A shaded gazebo is visible in the background, along with lush greenery and blooming flowers. The setting offers a peaceful environment for relaxation.

Guest suite in West Pennant Hills

4.92 out of 5 average rating, 140 reviews

The Retreat- Private & Self Contained Granny Flat

Extra large 1 bedroom granny flat with spacious kitchen and bedroom. Fully self contained with separate side entry from main house so guests have full privacy. Kitchen and laundry with full facilities. A/C Wi-Fi Pool access and own yard. Smart TV wi-fi enabled. Comfortable queen bed with en-suite bathroom attached. Convenient location within walking distance to M2 public transport for 20 mins into Sydney centre! Safe street parking Hosts: H & Mac

Guest favorite

A spacious studio apartment is displayed, featuring a king bed with a floral bedspread, accompanied by a modern bedside table and lamp. A comfortable armchair and a round side table with a decorative item are positioned near a window, allowing natural light to fill the room.

Apartment in Chatswood

4.93 out of 5 average rating, 152 reviews

Chatswood Hotel Apartment

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-11pm Sydney time