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
4.97 out of 5 average rating, 29 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 ✈️

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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, 325 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.

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

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Guest favourite
Guesthouse in Kirrawee
4.93 out of 5 average rating, 42 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.....

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Top Guest favourite
Home in Bundeena
5.0 out of 5 average rating, 15 reviews

SaltNest - A calm and modern retreat by the sea

Nestled in the treetops and overlooking the ocean, our coastal retreat invites you to unwind as the sea breeze soothes your soul. Located in Bundeena, you’ll be just minutes from stunning beaches, spectacular hiking trails, charming village eateries, and so much more. Beautifully furnished with an eclectic mix of mid-century pieces and unique antique treasures, this peaceful sanctuary is the perfect place to recharge. Whether you’re escaping for a long weekend or settling in for a week or two.

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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.

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Guest favourite
Home in Sylvania
5.0 out of 5 average rating, 11 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.

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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, 153 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.

LocationFamilyCleanliness

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, 262 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.

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Top Guest favourite
The exterior of the beach cottage showcases a modern design with a large open patio area. Wooden beams support the overhang, while expansive glass doors facilitate a connection to the lush green lawn and surrounding native trees.
Home in Bundeena
5.0 out of 5 average rating, 46 reviews

Beach house Bundeena, Royal National Park

Idyllic new build beach cottage in Bundeena 1 hr south of Sydney, designed for relaxed yet luxurious beachside living - just 2 mins walk from stunning beaches. Designed by award winning Sydney architects Tribe Studio and featured in Good Weekend magazine (search "Tribe Bundeena House"), the 3 bedroom house is perfect for laid back yet stylish weekend breaks & holidays. Enjoy kayaking, swimming & hikes in the surrounding beaches & parks. Or just relax in the spacious living area & garden.

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Top Guest favourite
A dining area features a modern table surrounded by sleek chairs, offering views of tranquil waterways through expansive glass doors. Soft lighting illuminates the space as twilight hues reflect off the water, enhancing the serene atmosphere.
Home in Kangaroo Point
4.99 out of 5 average rating, 78 reviews

Luxury Waterfront Property with Private Pool

Luxury Waterfront with Private Pool in Sydney. The ultimate in luxury and privacy. Enjoy breathtaking views over tranquil waterways. This property is designed to deliver a 5-star experience for families or groups of friends. With its impeccable design and unmatched privacy, it’s the perfect place to relax! Price is 4 x bedrooms with 1 x king and 3 x queen beds. 2 additional queen size blowup mattresses available at additional cost and to be requested MUST READ HOUSE RULES BEFORE BOOK!!!

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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.

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Popular amenities for Oyster Bay holiday rentals