Holiday rentals with a kayak in Sydney Harbour

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Top-rated rentals with kayak in Sydney Harbour

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Top guest favourite
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
5 out of 5 average rating, 25 reviews

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 favourite
Flat in Rose Bay
5 out of 5 average rating, 8 reviews

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!

Top guest favourite
A stainless steel hot tub is positioned on a deck, overlooking Pittwater. The water is gently bubbling, and a view of yachts moored in the serene water is visible in the background, complemented by the lush greenery on the hills.
Guest house in Clareville
4.97 out of 5 average rating, 34 reviews

Perfect weekend getaway

Only an hour from Sydney, this ground floor apartment which recently featured in Vogue Living is situated in an amazing position directly on the north-facing water reserve at Taylors Point. It has absolutely stunning panoramic views of the busy Pittwater which captivate you from every room, the courtyard & the hot tub. Both bedrooms are flexible & can be set up as a KING BED or 2 SINGLES. Don't let the title confuse you - it's more than just a weekend getaway - you won't want to leave!

Guest favourite
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
4.96 out of 5 average rating, 134 reviews

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.

Guest favourite
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.
Guest house in Kurnell
4.85 out of 5 average rating, 385 reviews

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

Top guest favourite
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.
Flat in North Manly
4.98 out of 5 average rating, 66 reviews

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.

Top guest favourite
Guest suite in Newport
5 out of 5 average rating, 45 reviews

Cosy Newport beach studio

Private/ self-contained flat, full kitchen/laundry and close walk to Newport and Bungan Beaches. It is a great spot if you're looking to get away to the Northern Beaches for a few days or work remotely at beach-side location. The Bus stop is beside the house for City Express (Approx 1 hr) or Mona Vale for B1 and Manly connections. Keynote: this is a self-contained separate studio attached to the main house, we are close to Barrenjoey road and there is traffic noise.

Guest favourite
A light-filled living room features two green sofas adorned with soft pink cushions. A wooden coffee table sits centrally, while large windows offer views of trees and the harbor beyond. Abstract paintings in calming colors decorate the walls, enhancing the serene ambiance.
Flat in Manly
4.85 out of 5 average rating, 40 reviews

Harbourfront, Renovated, Views Over Harbour & Pool

Enjoy easy access to everything from this harbourfront home with level access to Manly and fabulous views. With a 2 minute walk to Manly Wharf and The Corso, you can't get much more central than this gorgeous renovated apartment in a classic Art Deco building. Cross the road and have a picnic and swim in the harbour pool at Manly Cove or relax and sunbake on the beach. Don't want to cook? Eat at one of the many cafe's and restaurants on offer and stumble home.

Guest favourite
Chalet in Avalon Beach
4.96 out of 5 average rating, 45 reviews

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.

Guest favourite
Flat in Coogee
4.91 out of 5 average rating, 34 reviews

Coogee Sunrise - 2 Bed Apt - Balcony & Work Desks

Relax with the whole family at this peaceful place to stay. Enjoy a relaxing stay in a 2-bedroom apartment located 8 minutes' walk to Coogee Beach. A stone throw to fantastic restaurants and cafes. It really is home away from home with access to all facilities and the owner is always on standby if advice is requested on anything. 2 min walk to bus no. 373 7 min walk to Woolworths, grocery shops and cafes 20 min car drive to the City Centre and Airport

Superhost
A stylish outdoor seating area is presented on a wooden deck over the water, featuring a curved wicker daybed adorned with patterned cushions. The bay is visible in the background, with boats gently swaying, and clear blue skies enhancing the serene atmosphere.
Guest suite in Birchgrove
4.75 out of 5 average rating, 36 reviews

Sydney Harbour Studio and Boathouse Retreat

The ultimate in relaxation awaits on the overwater harbour deck, where you can lounge with a refreshing drink while the gentle sounds of chirping birds and lapping water create a peaceful natural soundtrack. Inside, retreat to one of the two thoughtfully designed double rooms, each featuring quality hospitality bedlinen, comfortable beds, and a variety of pillows to ensure every guest finds their perfect sleep. Maximum guests 8 Maximum sleeping 4

Top guest favourite
Cottage in Cottage Point
4.94 out of 5 average rating, 152 reviews

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 Please read the house rules before choosing this property for your next stay

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