Holiday rentals in Oyster Bay

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Top-rated holiday rentals in Oyster Bay

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
An open-concept living space features modern furnishings with a kitchen island and dining area in view. Large sliding doors provide a glimpse of the serene waterfront beyond, illuminated by soft evening light. Cozy seating is arranged on a balcony, enhancing the relaxing atmosphere.
Home in Taren Point
4.97 out of 5 average rating, 31 reviews

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 ✈️

Superhost
An aerial view showcases the property nestled along the Georges River, surrounded by lush greenery. The jetty extends into the water, alongside a large deck, providing a perfect spot for relaxation. Nearby, well-maintained homes are visible amid the tropical landscape.
Home in Oatley
4.82 out of 5 average rating, 73 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.

Guest favourite
Guest house in Kirrawee
4.93 out of 5 average rating, 45 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.....

Guest favourite
Home in Sylvania Waters
5.0 out of 5 average rating, 7 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

Top guest favourite
A vibrant red door stands at the entry of the home, featuring a unique arch-shaped window. A warm light fixture casts a soft glow, enhancing the welcoming atmosphere. The brick exterior is complemented by a white picket fence and a small green shrub nearby.
Home in Jannali
4.99 out of 5 average rating, 158 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.

Guest favourite
Home in Sylvania
5.0 out of 5 average rating, 13 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.

Guest favourite
A spacious studio living area features a comfortable queen bed with patterned bedding, complemented by a single lounge chair. A dining table with two chairs is positioned near a kitchenette showcasing a microwave and sink. Natural light filters through windows, enhancing the bright atmosphere.
Guest suite in Kareela
4.75 out of 5 average rating, 263 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.

Top guest favourite
A spacious living area features large sliding glass doors opening to a deck with water views. Seating includes a hanging chair and various woven chairs around a glass table, complemented by decorative plants on the tabletop.
Home in Bundeena
4.98 out of 5 average rating, 154 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.

Superhost
A covered outdoor seating area features a cozy arrangement of furniture, including a wicker sofa and a coffee table. The expansive view of the river and surrounding landscape is visible, with vibrant colors from the sunset reflected in the water.
Home in Oatley
4.86 out of 5 average rating, 7 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.

Top guest favourite
Guest house in Grays Point
4.94 out of 5 average rating, 62 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.

Guest favourite
A well-maintained outdoor area features a sparkling pool surrounded by tiled deck and landscaping. The modern house is visible in the background, showcasing large windows that provide natural light. A spacious patio area is accessible from the house, ideal for relaxation.
Home in Sylvania
4.93 out of 5 average rating, 41 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.

Top guest favourite
A clear view of the Granny Flat is presented, featuring a neatly landscaped yard and a welcoming swimming pool. The pool area includes a tiled surround, while palm trees frame the background, contributing to an outdoor space suitable for relaxation.
Guest house in Gymea
4.94 out of 5 average rating, 340 reviews

The Granny Flat

The Granny Flat has all the comforts of home including separate bathroom and toilet, kitchen with plates, cups, cutlery etc, a fridge, electric frypan, toaster, coffee machine and kettle. Sit back on the comfy leather lounge and enjoy watching Foxtel on the large screen television. We have a lovely swimming pool which you are welcome to use. It is always pleasant sitting outside the Granny Flat enjoying your early morning cuppa listening to the birds.

Popular amenities for Oyster Bay holiday rentals