Vacation rentals in Oyster Bay

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Top-rated vacation rentals in Oyster Bay

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Guest favorite
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
4.95 out of 5 average rating, 21 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 ✈️

Top guest favorite
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, 304 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.

Top guest favorite
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.

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
4.74 out of 5 average rating, 257 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 favorite
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, 149 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.

Guest favorite
A cozy seating area features two plush armchairs positioned near a large window, providing unobstructed views of the ocean and cliffs. A small side table holds two glasses of wine, and a potted plant adds a touch of greenery.
Apartment in Vaucluse
4.97 out of 5 average rating, 119 reviews

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

Guest favorite
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
5 out of 5 average rating, 6 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 favorite
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.
Vacation home in Maianbar
4.96 out of 5 average rating, 204 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 favorite
An outdoor deck features two cushioned chairs and a small round table, overlooking a scenic view of the Woronora River and surrounding valley. Lush greenery is visible in the foreground, with clear blue skies enhancing the tranquil atmosphere.
Guest suite in Sutherland
4.96 out of 5 average rating, 81 reviews

River valley views

Enjoy a peaceful getaway in the Shire! Our modern and comfortable studio is located on the doorstep to the beautiful Royal National Park. It features: ⭐ Own entrance and private bathroom. ⭐ Private deck with scenic views of the Woronora river and valley. Enjoy the sounds and sights of the local bird life with your morning coffee, or as the sun sets. ⭐ Quiet cul-de-sac location. ⭐ Lots of natural light. ⭐ On-site parking. ⭐ Perfect for couples, singles, work trips, weekend getaways.

Top guest favorite
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, 150 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!

Top guest favorite
Guesthouse in Saint Ives
4.99 out of 5 average rating, 136 reviews

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.

Guest favorite
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 Waters
4.95 out of 5 average rating, 40 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.

Popular amenities for Oyster Bay vacation rentals

  1. Airbnb
  2. Australia
  3. New South Wales
  4. Sutherland Shire Council
  5. Oyster Bay