Holiday houses in Obelisk Bay

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Obelisk Bay

Guests agree: these stays are highly rated for location, cleanliness and more.

0 of 0 items showing

1 of 3 pages

Guest favourite

Home in Mosman

4.83 out of 5 average rating, 557 reviews

Luxurious Harbour-Side Studio Apartment in Mosman

Recline on a plush velvet sofa or step outside for canapes on the travertine terrace attached to this stylish modern studio apartment. Indoors, the compact but neatly arrayed layout offers a queen bed with Belgian linens and a duck down doona. All things in Studio, upstairs deck if you would like to have a drink and enjoy the views Once details are all sorted pre check in, we like to leave guests to themselves to enjoy their stay with no obligation to communicate unless they require something... Check in & out can be actioned without the fuss of meet & greet... Simply collect key & return key... The studio’s location in Mosman features harbour views and close proximity to local restaurants, the shopping village, beaches, nature walks, Zoo and the CBD. Jump on a bus just minutes away to the city or cross Spit Rd to catch a bus to Palm Beach. Bus stop 250 meters from front door or Mosman Wharf to catch a ferry to Circular Quay/CBD or over to Manly... Or drive your own car...

6 – 13 Oct

$1,421 AUD total

Guest favourite

Casa particular in Cremorne

4.92 out of 5 average rating, 182 reviews

Charming private suite in Sydney

Enjoy a Sydney get-away in a private beautiful, self-contained guest suite. This delightful apartment, located to the rear of a classic Federation home has 1 bedroom with en-suite, a fully equipped kitchen, an intimate work & lounge area and a secluded private entrance and elevated sunny balcony accessible via a 7-step stairway. A substantial breakfast basket is provided sufficient for a couple of days and it's just 15-20 minutes to the CBD with a public bus stop directly in front of the house.

15 – 22 Apr

$1,130 AUD total

Guest favourite

Guest suite in Bronte

4.98 out of 5 average rating, 214 reviews

Blissful Bronte

Your accommodation is a 5min walk to Bronte and Tamarama beaches & along the coastal walk to Bondi. Sculptures by the Sea October/November. Vivid Sydney Harbour -WOW light Show May /June. It's a newly renovated, private, self-contained apartment in the front section of my home. Your front entry leads into a spacious, open plan living area with fully equipped kitchenette, TV & comfy couch + reading nook. The bedroom features a top quality mattress. Bus Transport close by leads to everywhere!

6 – 13 Mar

$1,280 AUD total

Guest favourite

Apartment in Mosman

4.9 out of 5 average rating, 290 reviews

SUNRISE WATERFRONT STUDIO- MOSMAN

Nestled in Sydney's vibrant heart, our waterside studio offers a unique retreat where city meets tranquility. Immerse yourself in the soothing sounds of the harbour mingled with distant echoes from the zoo. Enjoy sun-soaked moments on the deck, witnessing the peaceful ebb and flow of the cove's boats. Many guests wish for a longer stay; avoid that regret by booking an extended retreat in our slice of paradise. Your Sydney adventure awaits with a stay that feels like a gentle embrace by the sea.

17 – 24 Sept

$1,549 AUD total

Guest favourite

Bungalow in Lindfield

4.96 out of 5 average rating, 284 reviews

Quiet and private 5 minutes walk rail, shops

Lindfield Cottage 5 mins walk (470 metres) rail Stn, restaurants, newly opened Harris Farm market, bakery, new supermarket. Very Quiet and private. Air con, heating, free Wifi, DVD, coffee machine, Nth facing deck overlooking fishpond and landscaped gardens, outdoor seating. Two burner cooktop, microwave, fridge, toaster ect. Ensuite, parking on the street at all times. White towels/ linen provided, quality queen size bed . Leather settee Entire place with privacy. Landlord pays for cleaning

28 Aug – 4 Sept

$1,067 AUD total

Guest favourite

Guest suite in Mosman

4.87 out of 5 average rating, 124 reviews

Private Studio moments from Balmoral Beach

Only three steps lead to the front door of this quiet, private and stylish studio apartment at the end of a cul de sac. A short 400m stroll to Sydney's stunning Balmoral Beach. Private entrance and deck area with leafy garden view. Our studio has everything you need for a refreshing stay: a comfortable king size bed, a large shower and cooking facilities. Street parking available and bus stop 250m away. Walking distance to the beach, parks, cafes and restaurants and scenic/coastal walks.

22 – 29 May

$1,752 AUD total

Guest favourite

Guest suite in Manly

4.97 out of 5 average rating, 147 reviews

Leafy private courtyard studio

This sunny studio is set in a leafy, private courtyard with a side entrance. It is adjacent to our family home. A short level walk to Manly ocean beach, cafes, restaurants, shops, Manly wharf and all that this beautiful seaside suburb has to offer. Bicycles are available on request. There's a local bus(free or gold coin donation) out front that goes to Manly and runs half hourly. The studio is equipped with a queen bed with ensuite, kitchenette and has a Weber bbq in your courtyard.

8 – 15 Oct

$1,244 AUD total

Guest favourite

Guest suite in Watsons Bay

4.98 out of 5 average rating, 227 reviews

Camp Cove Tropical Retreat at Watsons Bay

A spacious contemporary apartment with a large under cover verandah, and private tropical garden. The living area is filled with natural light and looks out to a beautiful and tranquil palm-filled garden. We are located 100m from beautiful Camp Cove Beach and just a 5 minute walk to the Watsons Bay ferry service accessing harbour suburbs and the CBD - just 20 minutes away. If you are attending a wedding or getting married we are a short stroll to all of Watsons Bay's wedding venues.

11 – 18 Dec

$2,511 AUD total

Guest favourite

Guest suite in Fairlight

4.98 out of 5 average rating, 131 reviews

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.

12 – 19 Sept

$1,312 AUD total

Guest favourite

Guest suite in Mosman

4.92 out of 5 average rating, 122 reviews

Ocean View Apartment Close to Balmoral Beach

Recently refurbished open plan studio apartment, with new bathroom and kitchen. Second bed available is a fold away bed (12cm sprung mattress) The apartment is situated 70 metres from Balmoral Beach and surrounded by rain forrest. It requires just a short walk to reach the Bathers Pavilion and Rotunda. A variety of restaurants and cafes are easily reached on foot. Public transport from Balmoral Beach to Taronga Zoo, the Circular Quay ferry and connecting bus to the city and Manly.

18 – 25 May

$2,528 AUD total

Guest favourite

Apartment in Manly

4.93 out of 5 average rating, 147 reviews

Elegant, Federation Apartment - Manly Wharf

Unique, federation apartment in a small block in vibrant Manly. Conveniently located just a 4 minute walk to Manly Wharf and bus terminal, giving you quick access to transport to Sydney CBD and beyond. Entire apartment with private external access. Very short walk to the relaxed holiday vibe of the centre on Manly yet located in a quiet residential street with friendly neighbours. Beach, shops, restaurants, bars, clubs, surf, bike hire and transport all within a short walk.

6 – 13 Oct

$1,558 AUD total

Guest favourite

Guest suite in Mosman

5.0 out of 5 average rating, 131 reviews

"Perfect Base" - Spacious One Bed Apartment Mosman

Fully renovated one bedroom apartment in a prime location on the boundary of Cremorne and Mosman. Supermarket, shops, bars, restaurants, coffee shops and cinema all within walking distance. Bus stops to local Ferry Wharf, city, Manly etc located at the end of the street. The apartment is the lower level of a family home, has its own private entrance and is totally separate to the upper level. Please note that there are 15 stairs to access the apartment.

24 – 31 July

$1,228 AUD total