Vacation rentals with a kayak in Southern Sydney

4.87 out of 5 average rating, 47 reviews

The cottage is nestled at the water's edge, surrounded by vibrant purple Jacaranda trees. A private pontoon extends from the shoreline, offering access to the water. The large balcony provides a scenic view of the water and surrounding natural landscape.

Home in Cottage Point

Homelea- Welcome to Paradise

Absolute Deep Waterfront cottage set within the picturesque Ku-rin-gai National Park in the areas finest location. Only 40 minutes by car from the CBD or arrive by water on your boat or sea plane from Rose Bay. Enjoy waking up & falling asleep to the gentle sound of lapping water. Boasting a level lawn area at the waters edge shaded by a beautiful Jacaranda tree. Fish, swim, bush walk, kayak or relax & take in the mesmerising views of the pristine waterway, mountain backdrop & endless sunsets.

4.88 out of 5 average rating, 26 reviews

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

spacious house with double jetty - Special Offer

Perched in a prime location overlooking the Georges River, this spacious retreat offers multiple living and entertaining areas. Both levels seamlessly open onto expansive balconies, where you can take in breathtaking water views beyond the landscaped tropical garden. Our spacious boathouse and double jetty, surrounded by a large entertaining deck, provide the perfect setting for a day with family and friends. We also offer facilities including (hand/foot) paddling kayaks, standup paddle board.

Place to stay in Wheeler Heights

A serene bedroom features a spacious bed with a dark blanket, complemented by colorful pillows. A large artwork depicting sailboats hangs above. Glass doors lead to an outdoor terrace, allowing natural light to enhance the space while providing views of the surrounding greenery.

4.88 out of 5 average rating, 190 reviews

New Studio with Narrabeen Lake Views near Beaches

Kookaburras from the terrace of this delightful property in a quiet location amid gum trees. Peaceful night in the bedroom is guaranteed, thanks to the linen sheets and orthopedic bed. Full in house filtration system to taps, shower so no more chlorine & other harmful chemicals.ENJOY!!! Kayaks, Bikes, Sauna, Baby cot, washing machine & dryer available to hire. Please note a $50 fee for early or late check in/out. Kitchenette equipped with tea, coffee, oil, tuna, muesli bars, S&P, and goodies.

5 out of 5 average rating, 13 reviews

Two white Adirondack chairs are positioned near a grassy area by the waterfront, accompanied by a small round table. A bottle of champagne and two empty glasses rest on the table, facing the serene bay with boats in the distance and lush trees framing the view.

Home in Maianbar

Waterfront Cottage Royal National Park

Welcome to your perfect waterfront retreat! Nestled along the tranquil shores of Maianbar, just under an hour from Sydney Airport, Fisherman’s Cottage offers breathtaking views and serenity. Wake up to the soothing sound of waves lapping against the shore and feel the salty breeze flowing. Step out onto your private deck to enjoy morning coffee as the sun rises over the sparkling waters. You’ll love Fisherman’s Cottage just as much as we do and once you arrive, you may never want to leave.

Guest suite in Stanwell Park

A spacious living area is showcased with large glass windows, revealing expansive beach and ocean views. A comfortable sofa sits adjacent to a wooden coffee table. Natural light fills the room, highlighting the serene coastal scenery outside.

4.95 out of 5 average rating, 452 reviews

Kim's Place - private beach/ocean view apartment

If you are looking for a room with a view then look no further. Kims Place is in an ideal location, with a NE aspect providing amazing beach, ocean and escarpment views. Ideally suited for couples. It is on the ground floor of our architect designed home. Guests have their own entrance. Kims Place does not provide breakfast but local cafes are within easy walking distance. There is no cooktop or oven in the kitchenette. Guests are encouraged to dine out or use the BBQ on the balcony

4.96 out of 5 average rating, 129 reviews

A waterfront boathouse is shown with a spacious deck extending over the water. Large windows offer views of the surroundings, and outdoor seating areas invite relaxation. The structure is surrounded by lush greenery, emphasizing its natural setting.

Island in Mccarrs Creek

Tides Reach Boathouse - water access only

Ahoy! Step aboard your waterfront boathouse 'Tides Reach' - nestled uniquely over the shoreline with an expansive deck to dine alfresco, a deepwater jetty and backyard access to the Ku-ring-gai Chase National Park walking trails. Dive off your private jetty, throw a line from the deck or curl up by the fire with a freshly brewed coffee. It's a water-access only cottage in Pittwater's McCarrs Creek with car parking at Church Point and then catch a short on-demand water taxi. @tidesreach.

4.84 out of 5 average rating, 341 reviews

An outdoor courtyard features a wooden table surrounded by four wicker chairs. Lush greenery and decorative plants create a serene atmosphere. Soft lighting from hanging lanterns and a subtle water feature enhance the tranquil setting, with views extending toward the waterfront.

Guesthouse in Kurnell

Waterfront on Botany Bay.

Waterfront self contained apartment private entrance and courtyard. Large bedroom bathroom/laundry, walk in wardrobe, Fully functioning kitchen with modern facilities. Lounge room with TV and DVD, glass frontage with panoramic views across Botany Bay to Sydney city skyline . 5 min to National Park. A great place to relax or to base your adventures. We have travelled extensively ourselves and love meeting and getting to know new friends. Options to use Kayaks. PET FRIENDLY

4.98 out of 5 average rating, 60 reviews

The bedroom features a spacious bed with light linens and decorative pillows. A seating area is positioned by the window, complemented by natural light. The room showcases high ornate ceilings, a wooden desk, and two large windows adorned with soft curtains.

Apartment in North Manly

A Charming Apartment

Spacious, relaxing and light-filled, our apartment has a warm charm and character. It has high ornate ceilings, new modern kitchen, bathroom and split system aircon/heating. Overlooking a golf practice green, it is two doors from a direct bus to Manly Wharf 10 minutes away. It's a level 10-minute cycle to Queenscliff along a shared cycle way and 10-minute walk to an express bus with just 4 stops to Sydney CBD. A public golf course & playing fields are across the road.

4.94 out of 5 average rating, 67 reviews

A panoramic view showcases the ocean, complemented by a collection of coastal homes arranged along the shoreline. The horizon merges blue seas and sky, while the calming waves create a serene backdrop for the neighborhood.

Home in Malabar

♥️Brand NEW VIP Luxury 5/5 Star Beachside Escape🧘

Brand NEW beach holiday home Great value Luxury in Sydney 5 Star Experience Amazing Ocean Views Smart home heated floor blinds and lights Read our guests 5 star reviews! Free Breakfast, Coffee, Beer & Wine Full cooking facilities WOW! Action-packed adventures watch whales breaching from your bedroom Walk to everything Beach, ocean pool, restaurants, gym, shops, chemists, RSL club and headland walks 12min Uber/Taxi from Sydney Airport 2min Walk to beach

4.99 out of 5 average rating, 149 reviews

An outdoor space is presented, featuring a freestanding bath surrounded by a wooden deck. A barbecue grill is positioned nearby, and two chairs face the lush greenery. The area is bordered by wooden fencing, creating a private atmosphere infused with natural surroundings.

Tiny home in Helensburgh

Cosy Country Tiny House

Welcome to Little Silvergums! She is positioned on a beautiful farm estate tucked into a secluded corner adjacent to the iconic Australian bush. It has a stunning view of the Aussie bushlands, views of horses, alpacas, dams and abundant wildlife including native birds. It also has it's own outdoor deck, to enjoy a warm bath whilst listening to the birds in the trees, a fire pit with lots of fire wood, a bbq area and hot water and a eco toilet system .

Guesthouse in Grays Point

The image captures a serene water view, reflecting sunlight across a calm body of water. Lush greenery frames the scene, with tall trees visible along the shoreline and a clear blue sky overhead. Light glimmers on the surface, enhancing the tranquil setting.

4.95 out of 5 average rating, 44 reviews

River Retreat

A beautiful, serene retreat where you don’t have to travel too far to get away from it all. Studio is fully self contained with direct access to the yard. You’re welcome to use the 2-person kayak and discover the beautiful Port Hacking River that runs along our boundary. Entry to the stunning Royal National Park is just a 10min walk. 5min walk to the local cafe, fish n chip shop, convenience shop and liquor store.