
Holiday houses in Watsons Bay
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Top-rated holiday rentals in Watsons Bay
Guests agree: these stays are highly rated for location, cleanliness and more.

Spa Serenity Cottage with Private Pool & Spa
This is a designer-furnished Granny Flat located at the back of our property, with its own private entrance and complete privacy. The pool, spa, and backyard are exclusively yours — no one else shares these spaces. Just so you’re aware, my wife and I live in the main house at the front. While you may occasionally hear us, we’re very quiet and respectful of your space. Your retreat is fully private, we absolutely respect that. Feel free to reach out with any questions we’re here if you need us

Harbour Hideaway
Beach front Luxury escape for 2 only. No parties allowed, it is on the lower level of our house, which overlooks Sydney Harbour, It has its own private entrance and is totally separate, it has direct access to the beach in Clontarf, there are 62 steps up to the apartment. We are on the Spit bridge to Manly walk which is stunning. Seaforth Village and Manly are close. Sandy bar cafe at the Marina and Bosk in Park, also a wide variety of first-class dining and shopping options are close by

The Salty Dog
As seen on Ch7 Morning Sunrise, House&Garden, Inside Out, Homes to Love Au, My Favourite Stays Au & NZ, Stayawhile magazines and Sommerhusmagasinet (Europe) The smell of salt air, the sound of water lapping, the sun glinting off ripples that surround you...a feeling of peace and the world left behind. The Salty Dog is a space that is both cosy and open to the water, a wooden boathouse for two that invites you to relax and just 'be', to go off grid and reconnect with mother nature at her best.

Gorgeous 1 bed flat in Fairlight, close to Manly
Set against a picturesque backdrop that sweeps from yacht-studded North Harbour to the ocean through Sydney Heads, this peaceful, renovated 1 bedroom granny flat offers a spacious retreat with only a short stroll to stunning Fairlight harbour beaches and an easy 20min walk to Manly and the Ferry along the Manly Scenic Walkway. Enjoy a light, bright, airconditioned and spacious apartment with seperate private entrance, a new kitchen with dishwasher and floor to ceiling harbour views.

Panoramic Views & Beach Front Fairy Bower
This top floor apartment undoubtably has one of the best views and locations in all of Manly. Featuring eye watering panoramic views over Manly beach as well as Fairy Bower and Shelly beach. Fairy Bower is the perfect swimming spot due to its protected location and ocean pool, which makes it perfect for families. The bay window is perfect for gazing down to the promenade, reminiscent of the Italian coastline with bathers sprawled over the rocks soaking up the summer sun.

Stunning Harbour Front View!
Breathtaking views from this executive style studio apartment, featuring stylish kitchen, bathroom and bi-fold balcony doors to bring the view inside! Full length balcony with front row views of the iconic Harbour Bridge and world famous Opera House. You might not want to leave the house! With a central location, this bright and sunny apartment is minutes from Holbrook Street wharf, Milsons Point station and all the variety of Kirribilli's shops, cafes and restaurants.

Luxury Garden Cottage Retreat - Romantic & Restful
Arriving through antique gates, wander down wisteria covered walkway to your home away from home. Outdoor tiled undercover area with dining/living space, lit in evenings with silk lanterns invite you outside for a special occasion. Light-filled cottage, open plan living/dining area. Bedroom boasts plush queen bed for a blissful nights' sleep. Bathroom invites indulgence with a rainforest shower. Fully equipped kitchen with washing machine. Thoughtful touches throughout.

Absolute Tamarama Beachfront on Bondi Coastal Walk
LOCATION LOCATION! No better LOCATION! Immerse yourself in the breathtaking beauty of Tamarama Beach, Sydney's exclusive coastal gem. Our Absolute Tamarama Beachfront provides direct access to the mesmerising ocean waves, just steps away. Relax on the full-sized balcony and enjoy uninterrupted views from the Bondi Coast Walk to Tamarama, Bronte, Clovelly, and Coogee. Experience Sydney's iconic eastern surfing coastline from our captivating holiday home.

The Rangers Cottage
Charming Sustainable quiet Harbourside Holiday Cottage located on a quiet arm of Sydney Harbour. With beautiful Native Bush on one side of the road and quiet harbour side beaches at the end of the street this is a lovely location to base yourself in when exploring all that Sydney has to offer. With your private entrance from the street welcome to your Sydney Harbourside Cottage. The cottage has been set up as Sustainable Holiday Accommodation

Balmoral Slopes Guesthouse
This beautiful new airconditioned guesthouse designed by renowned Sydney architect Luigi Rosselli is a detached separate dwelling located near our private home. Ideal for couples and families with babies and small children. - Bus stop 50m from doorstep - will take you into Mosman village and the CBD. - 400m walk to Balmoral Beach cafes & restaurants. - Street parking available close to the guesthouse. Secure access via security gate.

Cute Hideaway Haven - Peaceful Patio Escape
✪ North Bondi Studio Haven ✪ ❅ Private, large studio – Perfect for up to 2 guests ❅ Luxe queen bed & large en-suite ❅ Fully equipped kitchenette: fridge, microwave, hot-plate, sandwich-maker, toaster, pots & pans ❅ HDTV, super-fast Wi-Fi (300 Mbps), air-conditioning ❅ Shared sunny patio with outdoor seating ❅ You'll love the 270-degree views from the common space, walking paths, and privacy. If you have any questions, feel free to reach out.

Apartment set in garden of elegant Vaucluse home.
Private apartment set in large garden of elegant Vaucluse home, a short stroll to cafes and shops, close to harbour beaches and on a bus route. Apartment is totally private and very quiet with own entrance. It comes with fully equipped kitchen. It also has a Nespresso coffee machine, with complimentary teas and coffee. The apartment has all mod cons including reverse cycle air conditioning, TV, Bluetooth speaker, wifi and a good hairdryer!
Popular amenities for Watsons Bay holiday rentals
Other great holiday rentals in Watsons Bay

OMG Sub-Penthouse + Pool + Bridge Views

Harbour View Shellcove

Luxury Woolloomooloo waterfront

Cozy Gem Studio + Parking

Sublime at Bondi | Walk to the beach in 2 minutes

Balmoral Sands - Landing in Paradise

North Bondi Oceanview Penthouse

Manly Oasis With Pool, Gym & Sauna 100m to Beach
Quick stats about holiday rentals in Watsons Bay

Total holiday rentals
Explore 10 holiday rentals in Watsons Bay

Nightly prices starting at
Watsons Bay holiday rentals start at $141 NZD per night before taxes and fees

Verified guest reviews
Over 390 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Wi-Fi availability
10 of Watsons Bay holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Watsons Bay rentals

5 Average rating
Watsons Bay stays are highly rated by guests—averaging 5 out of 5!
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- Manly Beach
- Darling Harbour
- Avalon Beach
- Sydney Opera House
- Bronte Beach
- Wollongong Beach
- Terrigal Beach
- Maroubra Beach
- South Cronulla Beach
- Copacabana Beach
- Newport Beach
- Dee Why Beach
- Queenscliff Beach
- Bulli Beach
- Freshwater Beach
- Mona Vale Beach
- Narrabeen Beach
- Coledale Beach
- Little Manly Beach
- Wamberal Beach
- Taronga Zoo
- Wombarra Beach
- Clovelly Beach
- Bungan Beach