
Holiday rentals with a pool in Castle Hill
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Castle Hill
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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
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

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

Corporate Hide-Away/5mins walk to Norwest Metro.
Attached to existing home, with two separate entrances (front & back) into the flat. A 6min walk to Norwest Shops, bus stops, HillSong Church & the Metro train system connecting you to the City in under 30 minutes! 10 minutes drive from Bella Vista & Baulkham Hills Private Hospitals & Lakeside Medical Rooms. Surrounded by Norwest Business Park! Perfect for corporate renter, holidayers, weekend & mid-week use or week2week accommodation. Private, safe & tastefully decorated.

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.

Palm Pavilion: architectural rainforest retreat
45 minutes from the CBD, Palm Pavilion offers a boutique escape for connecting with loved ones or working in peace. This award-winning, multi-purpose container house is built on the edge of Ku-ring-gai Chase National Park, with a luxury feel and mindful architecture that centers on sustainability, seclusion and tranquility. Offering floor-to-ceiling rainforest views and a full suite of amenities, Palm Pavilion is an oasis for cutting out noise and sharing what matters.

World Class Villa HarbourView Private Beach Manly
Sitting in an exclusive harbourfront cul-de-sac, you will have a great time with your family and friends in this resort style house. Convenient and close to the shops, restaurants, beaches and reserves. Plenty of local spots for having family time with the children. Spectacular harbour and city skyline view, grand entertainment area and pool cabana, Manhattan stylish courtyard in holiday vibes. We are looking forward to your reservation for a relaxing getaway!

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

Luxury Couples Retreat | Private Nature Escape
Escape to your private luxury cabana next door to peaceful Australian bushland—perfect for a cosy winter reset. Ideal for romantic weekends, midweek slow stays, Great North Walk stopovers, couples seeking privacy, or solo travellers needing a quiet recharge with an easy connection to nature. Winter Escape Offer: Book 2 nights and enjoy a complimentary 3rd night May-July. Perfect for couples and solo travellers seeking warmth, comfort, and calm.

Stunning Views, Privacy, Heated Pool & Sauna
Escape to Patonga House, a breathtaking sanctuary nestled on 10 acres of pristine bushland. Perched on a hillside adjacent to National Park, this stunning estate offers eagle-eye views over Patonga and the Hawkesbury River, plus includes a heated plunge pool and a panoramic outdoor sauna. The estate has unparalleled privacy yet is just 2 minutes from Patonga Beach & the iconic Boathouse Hotel. Also nearby, Pearl Beach, another coastal paradise.

Private Pool Villa
The Pool guest house is a unique 2 bedroom self contained & newly renovated space . Totally private !! You have your own private entry & parking is at the door. The guest house has 2 bedrooms , bathroom , shower & a separate toilet . It also has a lounge room with a 2.5 seater sofa's and a smart Tv . The outdoor patio area has a kitchenette , lounge seating , dining table , barbicue area , fireplace , sunlounges & an amazing pool .
Popular amenities for Castle Hill rentals with a pool
House rentals with a pool

Poolside oasis - outdoor living at its best

Heated pool, pool table and bunk room

Salty Views on Cross St Bronte

Moso House W/Heated Pool Sauna and Cold Plunge

Hills Family Retreat | Pool | Fast Wifi | Sleeps 8

Kurrajong Accommodation

Regentville Waterfront Luxury Residence

Cosy Sunlit Home Away from Home
Apartment rentals with a pool

Darling Harbour Breeze with car park

Beautiful One Darling Harbour Apt

Quiet Living•Family Friendly•Netflix•Free Parking

Rosebery 2BR| Free Parking | 8 min to Woolworths

Parkside Haven Retreat Macquarie Park

Lovely One Bedroom + Study with Infinity Pool

Waterfront Apartment on a quiet cul-de-sac

Darling Harbour Apart Waterview near ICC and Star
Other holiday rentals with a pool

Villa Palmera, a luxury resort house

Home Cinema Retreat

Macquarie Park Paradise (Garden View)

Macquarie Park 3BR Apt | Near Metro & Uni, Pool

Luxury Architect-Designed Escape with Pool & Sauna

Hills Hideaway - Easy commute to the City

Luxury Waterfront Property with Private Pool

Cliffside Escape w/ Pool & Panoramic Ocean Views
Quick stats about holiday rentals with a pool in Castle Hill

Total holiday rentals
Explore 30 holiday rentals in Castle Hill

Nightly prices starting at
Castle Hill holiday rentals start at $51 SGD per night before taxes and fees

Verified guest reviews
Over 730 verified reviews to help you choose

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

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of Castle Hill holiday rentals include wifi access

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