Holiday houses 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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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
4.96 out of 5 average rating, 26 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 ✈️

Guest favourite
Home in Sans Souci
5 out of 5 average rating, 13 reviews

White Noah - The Bayside Cottage

Noah is a newly renovated white cottage, conveniently located in the heart of Sans Souci. This home offers the perfect balance of relaxation and accessibility. Enjoy the unbeatable location—just 1-minute walk to local shops, award-winning cafés. 3-minute stroll to the beautiful Kogarah Bay, or walk 15 minutes to the sandy shores of Ramsgate Beach. Whether you’re visiting for a beach getaway, family trip or a peaceful stay close to the city, Noah provides a comfortable and convenient home base.

Guest favourite
Apartment in Miranda
5 out of 5 average rating, 11 reviews

Miranda | Stylish 1 Bed Near Cronulla & Airport

Relax in this private, spotless one-bedroom retreat just minutes from Westfield Miranda, Cronulla Beach, & Sydney Airport. Stylish Hollywood Regency décor, a cozy queen bed, fully equipped kitchen, lounge, & private bathroom make it perfect for couples, solo travellers, or business guests. Enjoy the tropical courtyard & garden seating, ducted air conditioning, Wi-Fi, and onsite parking. I’m always happy to share local tips to help you make the most of your stay. Your home away from home awaits!

Top Guest favourite
A spacious living area features large panoramic windows overlooking the sea and coastline. Sunlight filters through, illuminating the modern furniture, including a comfortable sectional sofa and a television unit. A blue area rug anchors the seating area, enhancing the inviting ambience.
Home in Bundeena
4.98 out of 5 average rating, 317 reviews

Panoramic Ocean and Royal National Park views

With breathtaking panoramic views overlooking Jibbon Beach and the Royal National Park, this private and fully renovated 2-bedroom (queen beds) holiday home is the perfect retreat for those seeking a relaxing holiday by the sea. Jibbon View is located just 200 metres above Jibbon Beach. There are no street lights, noisy neighbours or loud cars - just the beauty of the Australian bush, with its spectacular native birdlife and ever-restful sound of the sea below. This is a truly special location.

Guest favourite
Home in Kirrawee
4.9 out of 5 average rating, 29 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.

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 out of 5 average rating, 9 reviews

Secluded & Spacious 4BR Family Home | Sylvania

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.

Superhost
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, 260 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, 152 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.

Top Guest favourite
An inviting seating area features a wooden daybed adorned with soft cushions. A stone bath is visible nearby, accompanied by lush potted plants. Natural light floods the space through open doors, revealing a glimpse of the garden beyond.
Holiday home in Maianbar
4.96 out of 5 average rating, 207 reviews

Magical Maianbar Retreat

Rated one of the top 14 Airbnb's in Sydney by Urban Space. Light filled studio brimming with flowers & ferns, & a glorious stone bath for two. Opening onto extensive gardens with beach access from garden gate. All essentials: En-suite, kitchenette including microwave, toaster, coffee machine & jug. Adjacent undercover BBQ & gas ring. Organics products & fresh fruits included with breakfast. Please advise if gluten or lactose free. NB: Adult's only retreat, no children or pets.

Top Guest favourite
The modern exterior of the building features a sleek, corrugated metal design with a balcony adorned by tropical plants. Lush greenery surrounds the property, and a deck with outdoor seating offers a relaxing outdoor space. A surfboard is casually propped against the side.
Guesthouse in Maianbar
4.94 out of 5 average rating, 159 reviews

The Garden Studio. A haven for Nature Lovers.

The Garden Studio, is a modern one-bedroom retreat in the Royal National Park, south Sydney. Surrounded by pristine bushland and beaches, this peaceful hideaway offers a perfect blend of nature and comfort. Enjoy the open-plan kitchen and lounge that leads to a covered deck overlooking your private garden. Upstairs, the cozy loft bedroom with en-suite opens to a sunny deck, ideal for soaking in the natural beauty. A short drive from Sydney, The Garden Studio is your ideal getaway!

Superhost
Guesthouse in Sans Souci
5 out of 5 average rating, 3 reviews

Stylish Granny Flat | Pool | 1 Min to Beach

Relax in this stylish, fully renovated granny flat just a one-minute walk from the beach. Enjoy complete privacy with your own entrance, a comfortable king-size bed, fully equipped modern kitchen, Smart TV, Wi-Fi, air conditioning, and a spacious bathroom with both a bathtub and shower. Surrounded by beautiful parks, scenic waterfront walking and cycling tracks, cafés, restaurants, and local shops, it’s the perfect place to unwind and experience Sydney’s relaxed coastal lifestyle.

Popular amenities for Oyster Bay holiday rentals