Vacation rentals with a kayak in Southern Sydney

The Sanctuary

Kick back and relax in this calm, stylish space. Located in the picturesque water access only suburb of Coasters Retreat, our home offers a peaceful escape while still being within easy reach of the Northern Beaches of Sydney. Whether you’re here to relax, explore, or simply enjoy the stunning views, our retreat is the perfect destination. Coasters Retreat has no shops or roads so provides the ultimate escape, however this does mean you need to be organised and bring all of your food supplies.

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.

Harbour-Side 3BR Retreat Walk to Rose Bay Ferry

This bright and spacious 3-bedroom apartment features air conditioning in every room. Enjoy a light-filled living area and an unbeatable location just minutes from the Rose Bay Ferry for fast access to the city. Walk to local shops, cafés, and dining, with parks, tennis & basketballs courts, the foreshore walkway and Sydney's coolest new venue Club Rose Bay across the road. Sydney golf club is next door and Bondi beach just a short drive away, offering one of the best locations in Sydney!

Breathtaking Waterfront Retreat- Studio Apartment

Serene escape by the water! This cozy 1-bedroom Studio Apartment offers the perfect blend of comfort and tranquility. On the waterfront, you'll wake up to stunning views and the soothing sounds of nature. Spacious Bedroom: A comfortable queen-sized bed, tv Bathroom: Walk-in shower, fresh towels. Kitchen: Includes a stove, microwave, fridge Living Area: Sofa bed for 2 and a dining table. Private Deck: Step outside to your own private deck. Please note that there are stairs to the property.

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.

Boathouse on the Waterfront

A fully self contained one bedroom boathouse on the calm waters of Dolans Bay with modern kitchen, bathroom/laundry, lounge and dining areas. It has been recently refurbished incorporating an open plan and a spacious deck over the water. You have sole access to the accommodation, deck and BBQ. It is a place to relax and enjoy the surroundings. Picture yourself sitting on the deck enjoying a drink or a meal while listening to the birds overhead, or watching the boats as the sun sets.

Pinebar Farm - big 3 brm barn, huge fenced yard.

Get away from it all when you stay under the stars and enjoy home away from home in nature at this pet friendly stay., This barn is located on a pretty 10 acres separate from the main house with a private dog safe yard. Pheasants Nest is located near the thriving town of Tahmoor, situated centrally from local shops, swimming holes, bush walking, the Southern Highlands, wineries, wedding venues, shops, markets, restaurants and more. Enjoy your private stay to unwind and relax.

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

Deckhouse Cottage Point, Adults waterfront Retreat

Welcome to The Deckhouse, Cottage Point. A tranquil escape only 45 mins from Sydney. The Deckhouse is a contemporary two-story boathouse/Cottage right by the water of Cowan Creek. It's tucked away in the beautiful Ku-ring-gai Chase National Park. With a Northwest orientation, you can enjoy stunning views of both the sunrise and sunset. Available for Adults only maximum 4 . No visitors allowed Please read the house rules before choosing this property for your next stay

Sydney Northern Beaches Waterfront holiday house

Nestled among the trees on the water’s edge, this architect-designed home offers a unique retreat with two levels of expansive decks and floor-to-ceiling glass that bring the outdoors in. Wake to stunning Pittwater views, enjoy your morning coffee on the deck, and relax in beautifully furnished, luxurious spaces. With direct access to a private sandy shoreline, you can swim, kayak, or fish year-round—a rare waterfront escape in one of Sydney’s most special locations.

Careel Chalet The Fisherman's Shack

Careel Chalet, known locally as The Fisherman’s Shack, is a secluded waterfront hideaway in Avalon Beach. Nestled on the shores of Careel Bay within the historic Marara Estate, it offers peace, privacy, and a rare sense of old-world charm. With your own private jetty and sandy beach, it’s the perfect romantic getaway for couples seeking something truly unique. Arrive by car, boat, or even seaplane for a stay that feels both magical and unforgettable.

East Hills Waterfront Bliss

Escape to Waterfront Paradise! Discover a dream getaway in this picturesque deep waterfront home. Breathtaking river views, a boat house, and a jetty await. Perfect for families and groups seeking adventure and relaxation. Unwind in the expansive backyard, host BBQ gatherings, and create cherished memories. Close to parks, airport, CBD. Book your slice of paradise now!