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

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 ✈️

ValueFamilyKitchen

4.97 out of 5 average rating, 32 reviews

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

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.

FamilyLocationDecor

4.82 out of 5 average rating, 74 reviews

Guest favourite

Guest house in Kirrawee

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.....

LocationFamilyOutdoor spaces

4.94 out of 5 average rating, 47 reviews

Guest favourite

Home in Sylvania Waters

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

LocationComfortCheckout

5.0 out of 5 average rating, 7 reviews

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

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.

ValueLocationGetting around

4.99 out of 5 average rating, 159 reviews

Guest favourite

Home in Sylvania

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.

LocationFamilySleep quality

5.0 out of 5 average rating, 16 reviews

Guest favourite

Home in Kirrawee

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.

FamilyLocationParking

4.89 out of 5 average rating, 36 reviews

Top guest favourite

Guest suite in Hurstville Grove

Little Lux at The Grove

Classy self contained unit, away from the hustle. Kick back relax in this calm stylish space. Use it as a temporary home whilst visiting or a place to stay in St George area. Brand new with King Bed, Ensuite, Kitchen, Netflix, Washing Machine and more. Its all to yourself. Only 25 minute walk to Hurstville train station, or Quick access to bus stop (500m) to Hurstville. 20 Minutes Uber to Sydney Airport. Long stay discounts. Self contained unit is attached to main house, and has its own entry.

LocationKitchenQuiet

5.0 out of 5 average rating, 39 reviews

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

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.

LocationFamilyParks

4.75 out of 5 average rating, 264 reviews

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

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.

ValueLocationWifi

4.98 out of 5 average rating, 155 reviews

Superhost

Home in Port Hacking

Bayside Luxury Retreat with Pool Near to Cronulla

Enjoy family-friendly luxury in Port Hacking at this spacious four-bedroom, three-bathroom coastal retreat featuring a private pool, BBQ entertaining area, parking, ducted air conditioning and generous indoor-outdoor living spaces. Perfectly positioned just minutes from Cronulla's beaches, waterfront dining and local attractions, the home offers the ideal blend of comfort, style and convenience for families, groups and travellers looking to experience Sydney's stunning southern coastline.

LocationPoolHospitality

5.0 out of 5 average rating, 4 reviews

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

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.

FamilyLocationLong stay

4.96 out of 5 average rating, 208 reviews