Holiday rentals with a kayak in Sydney Harbour

Apartment in Kurraba Point

4.9 out of 5 average rating, 69 reviews

Sydney Harbour Exclusive Water edge apartment!

Welcome to Kurraba Point Water Edge Studio Apartment. This apartment is one of the few if not only apartment that overhangs the water edge! This immaculate apartment has all the necessities to create your stay unique and relaxing. Be mesmerized with a picture perfect view of the harbour. Whether you are relaxing on the balcony or blissfully lying on the bed, you will be captivated by the serenity of the water and the sails that roam the harbour. Once in a lifetime experience on Sydney Harbour!

5 out of 5 average rating, 11 reviews

Home in Lovett Bay

The Oyster Shack - A rustic waterfront bungalow

This rustic waterfront bungalow has panoramic views over Lovett Bay and is a perfect romantic retreat for two. Surrounded by Ku-ring-gai N.P. there is easy access to nearby bushwalks. Kayaks, SUP’s & a rowboat are located in the boatshed below perched over the water. French doors from the bungalow living area lead onto a large wrap around deck overlooking the boatshed & bay. Dine outside or in...or BBQ in the rear courtyard. Guests can enjoy all aspects of this “water meets the bush” retreat.

4.87 out of 5 average rating, 23 reviews

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.

5 out of 5 average rating, 13 reviews

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.

4.96 out of 5 average rating, 74 reviews

Home in Clareville

Sydney Northern Beaches Waterfront Winter Escape

Nestled among the trees on the waters edge, sits this architect designed home. With vast decks on two levels and floor-to-ceiling glass, it's designed to bring the outside in. Superbly furnished with lux finishes, your stay is guaranteed to be a special one, as you relax, and unwind as a couple or family, in a luxury waterfront home. Enjoy easy water access to your private sandy shoreline, where you can safely swim, kayak (supplied) and fish all year round. It is very special part of Sydney!

5 out of 5 average rating, 24 reviews

Guesthouse in Clareville

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!

4.84 out of 5 average rating, 339 reviews

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

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.

5 out of 5 average rating, 24 reviews

Guest suite in Newport

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.

4.94 out of 5 average rating, 67 reviews

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

Place to stay in Wheeler Heights

4.88 out of 5 average rating, 189 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.

Apartment in Avalon Beach

4.96 out of 5 average rating, 587 reviews

Put Yourself In This Picture

STYLISH RETREAT AT CLAREVILLE BEACH Your stunning apartment includes a super comfortable king sized bed downstairs plus a king single bed in the loft. The open plan living, dining and kitchen area features cedar bi-fold windows which fully open to take in the water views and bring the outside in. It is a very short walk down a bush track at the entrance to the driveway to stunning Clareville Beach.

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Holiday House Rentals with a Kayak

Home in Seaforth

5 out of 5 average rating, 4 reviews

Family oasis, city skyline views and mineral pool

PaulRating, 5 stars5 months ago

House is absolutely stunning , the pool is lovely and the surrounding area is so peaceful. There are stunning views of the city and the peace and tranquility of the place it’s hard to believe you are so close to Sydney. The hosts are so helpful and go out of their way to make sure that you are comfortable. I had family fly out from the UK and they were very impressed overall. All the rooms are air conditioned and the beds are very comfortable, plenty of games and books to keep the kids entertained. There is also a spacious entertainment area around the pool that is great for a bbq and drinks in front of the pool . I cannot recommend this place highly enough

5 out of 5 average rating, 23 reviews

Home in Freshwater

Boomerang 1

PaulRating, 5 stars2 months ago

We really enjoyed our stay at Freshwater. The house was great and within easy reach to freshwater village/beach and Manly. The place was lovely and the beds were so comfortable which was great after an action packed day. There were some really nice touches such as milk, wine and other things so on arrival you didnt have to immediately go to the shop. Overall we would recommend this place to anyone wanting a good spot on the northern beaches. Next time we return to Sydney we would definitely look at this property again if available.

4.97 out of 5 average rating, 66 reviews

Home in Newport

Newport - Waterfront bliss

SophieRating, 5 stars4 days ago

We had an absolutely fantastic stay this weekend celebrating my husband's 40th birthday! The place was perfect for the occasion, and we all had such a wonderful time. Sue was very helpful and accommodating, making the entire experience smooth and enjoyable. Highly recommend!

Home in Clovelly

5 out of 5 average rating, 4 reviews

Stunning Tropical Beach House

AnnaRating, 5 stars16 months ago

The house was beautiful and comfortable and had everything we needed. We were two families and there was plenty of space for everyone. The hosts were very generous and helpful, configuring the kids room so it suited our teen/tweens, and their local recommendations were great. It’s an easy walk to the beach and not far to walk to coogee either. We would definitely recommend it and would love to come back another time.

4.84 out of 5 average rating, 61 reviews

Home in Bundeena

Tui Cottages - House+Cottage - close to beach

SharonRating, 5 stars2 months ago

I can't express enough how much our family renunion enjoyed Andrew and Sarah's home. Everyone expressed how welcoming, homely and family oriented it is. The cooks welcomed the well stocked ktichen -- every utensil we needed plus more was there and so accessible to create delicious feasts served on stylish accessories. We could not have anticipated how warm and comfortable another families home could be. Thank you so much. Sharon

NatalieRating, 5 stars5 months ago

Home in Seaforth

Spectacular Middle Harbor & CBD views

Absolutely stunning views! The property is private, with no-one over looking us. The view of the city at night is something else. Our host was amazing from check in to checking out. The house had everything we needed and more. just to name a few visitors we had walabies, cockatoos and Cuckoboroughs. We didn't want to leave.

4.65 out of 5 average rating, 52 reviews

Home in Mosman

Beautiful home in heart of Mosman &stroll to beach

Akash ReddyRating, 5 stars2 months ago

Absolutely Wonderful Stay in Mosman! Claire was a fantastic host—warm, responsive, and thoughtful throughout our stay. Her place in Mosman was not only spotless and beautifully maintained but also perfectly located. Just 10 minutes from the Sydney Opera House, it gave us the best of both worlds: peaceful surroundings with quick access to the heart of the city. The neighborhood itself is charming, safe, and filled with great cafes, coastal walks, and stunning views. We especially appreciated the little touches Claire added to make us feel welcome. Highly recommend staying here if you’re visiting Sydney!