
Holiday rentals in Oyster Bay
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Top-rated holiday rentals in Oyster Bay
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8-Person Waterfront Beach House | Stunning Views
Welcome to our breath taking 4 bedroom beach house. Nestled along the waterfront with an open concept living space & fully equipped kitchen, it's the perfect retreat for families or friends. Each bedroom offers comfort & the master suite featuring a large private water view balcony. Outside, enjoy a spacious deck, & backyard with direct waterfront access, as well as access to the Shorebird reserve. A few mins drive from Cronulla beach 🏖️ 🌊 & other nearby beaches and near Sydney Airport ✈️
4.97 out of 5 average rating, 32 reviews
Waterfront Retreat w/ 2 Jetty – Close to Airport
Perched above the Georges River, this spacious waterfront retreat is perfect for family getaways and relaxing weekends. Enjoy peaceful time in multiple spacious living areas, with beautiful water views and tropical garden surrounds. Spend the day fishing from the jetty or paddling along the river with our kayaks and stand-up paddle boards. The boathouse, double jetty, and large entertaining deck are perfect for outdoor dining and quality time with family and friends. 20 minutes from the airport.
4.82 out of 5 average rating, 73 reviews
Best Family holiday place:4-5 pp to enjoy & happy
Come to stay in brand new guest-house in Kirrawee, Sydney, only 15 minutes drive to Cronulla beach.There are 2 good size cozy bedrooms with soft mattress, comfy Queen beds. It is a modern & brand new kitchen which has stove, oven, fridge, microwave and plenty of space to cook meals for family. There is the connecting living room for everyone to relax which a soft sofa, TV.The bathroom is combine with laundry. It is a short walk to the Kirrawee & Gymea train station and close the Westfield.....
4.94 out of 5 average rating, 47 reviews
Stylish Modern Escape with Private Pool
This beautifully renovated home in Sylvania Waters is moments from the water, offering a relaxed modern aesthetic and bright, airy spaces. It is the perfect base for families, event attendees, or anyone seeking a premium coastal lifestyle. You are located just a few minutes' drive from Doltone House, Southgate and Westfield shopping centres, and Miranda station. • Fully renovated house • Sun-drenched pool • 3 spacious bedrooms and 3 bathrooms • Indoor & outdoor dining areas • Laundry and dryer
5.0 out of 5 average rating, 7 reviews
Cosy Getaway with Spa
Welcome to your private getaway. You'll be delighted by the cosy, comfortable, and quiet surroundings of our air-conditioned 1 bedroom home. You'll love the fully-equipped kitchen, mature gardens, outdoor pergola and BBQ area as well as the heated spa which you can enjoy all year round. After a restful night in the comfy Queen Bed with luxury linen you may stay and relax or explore further afield. The 5 minute walk to the train station, cafes, restaurants and shops makes this a breeze.
4.99 out of 5 average rating, 159 reviews
Spacious 4BR Family Home • Yard • Parking •Private
Escape to a peaceful and spacious 4-bedroom family home tucked away in a quiet cul-de-sac in Sylvania, in the heart of the Sutherland Shire. Perfect for families or small groups, our home offers generous living spaces and a relaxed, welcoming feel. Children can safely ride bikes and play in the quiet street while adults unwind and enjoy the calm, leafy surroundings. Just minutes from parks, cafés, shops and Cronulla beaches, it’s the perfect base to explore and a private retreat to return to.
5.0 out of 5 average rating, 15 reviews
Quiet Kirrawee Studio | Near Royal National Park
Peaceful, self-contained studio in Kirrawee with private entrance and leafy outlook—ideal for solo travellers, couples or remote work. Minutes to transport, cafes and Royal National Park. Features a queen bed with hotel linen, kitchenette (microwave, fridge, kettle), ensuite with walk-in shower, fast Wi-Fi, smart TV, air-con/heating, outdoor seating, street parking and easy self check-in. Quiet residential area. No parties/smoking. Ideal for nature lovers, professionals, or weekend explorers.
4.91 out of 5 average rating, 35 reviews
Comfort @ Kareela, Sutherland Shire
Quiet, leafy hideaway in the suburbs. Private studio with kitchenette, separate entrance and own separate bathroom. Comfy Queen bed and a Single bed (divan) for a third person or child. Basic breakfast provided for your first morning. Fresh sun dried linen and, extra blankets, pillows and towels Kitchenette has bench space, full sink, microwave, toaster and kettle. Located 35 min car to airport, 40 min train to city or airport. 25 min walk to Gymea, Kirrawee stations. Off street parking.
4.75 out of 5 average rating, 264 reviews
Bundeena Beachside Oasis
This newly renovated home provides timeless beach house appeal: sweeping water views, indoor/outdoor living and that all-round 'oasis' feel. Special bonus... being able to experience an equally dreamy sunrise and sunset! The property's rare balance of modernity and warmth makes you instantly feel at home. Whether you're soaking up rays on the seaside terrace or seeking a moment of shaded tranquility in the lush, cascading garden - every aspect of this house offers a little bit of magic.
4.98 out of 5 average rating, 155 reviews
Tranquil Riverfront Oasis
Experience a serene getaway in our spacious, multi-level riverside home, featuring sweeping views of the Georges River. This inviting retreat includes three comfortable bedrooms—two with Queen beds and one with a Double bed. Enjoy the two living rooms, each equipped with a TV, plus a pool table for added fun. The fully equipped kitchen, complete with a coffee machine, provides everything you need. Step outside to unwind on the balcony or patio, both with fantastic views of the river.
4.86 out of 5 average rating, 7 reviews
Luxury heated Pool Retreat
Indulge in a luxurious escape at Fernhill Place—a private, architecturally designed modern studio with its own exclusive, temperature-controlled indoor heated pool. Gaze over the breathtaking Port Hacking waterway, nestled beside the Royal National Park. Explore serene walking trails, kayak from Swallow Rock, or unwind in elegance. Just minutes from the acclaimed Jack Gray Café and local conveniences, Fernhill Place is your ultimate sanctuary of sophistication and seclusion.
4.94 out of 5 average rating, 67 reviews
Beautiful house in Sylvania Waters
This contemporary and quiet house is located in the prestige suburb of Sylvania Water, Sutherland Shire. Walking distance to Dolton House Sylvania Waters where wedding and functions are hosted. Airport is only 10km away. Miranda Westfield only 10 mins drive.Cronulla beach or Royal national park 20mins. There is an ample lounge with TV and Netflix included. The house has ducted air conditioning. Off street Parking available. Walking to coffee shops and restaurants.
4.93 out of 5 average rating, 41 reviewsPopular amenities for Oyster Bay holiday rentals
Stay near Oyster Bay's top sights
Other great holiday rentals in Oyster Bay

Paddy's Place
5.0 out of 5 average rating, 13 reviews
The Goblet Tiny Home
4.91 out of 5 average rating, 94 reviews
Waterfront King Bed Courtyard Apartment
4.79 out of 5 average rating, 120 reviews
Lorikeet Retreat - Cosy cottage in Jannali
4.7 out of 5 average rating, 10 reviews
Stylish one bedroom appartment in the shire
4.86 out of 5 average rating, 22 reviews
Stylish 2BR Retreat | Balcony + Parking
5.0 out of 5 average rating, 6 reviews
Luxury Waterside Home
4.97 out of 5 average rating, 35 reviews
Comfortable 3-bedroom holiday home in Kareela
4.82 out of 5 average rating, 67 reviewsDestinations to explore
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