Vacation rentals in Cherrybrook

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Cherrybrook

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

%{current} / %{total}1 / 1
Guest favorite
A peaceful outdoor dining area is complemented by a wooden table under a covered terrace. A hanging light fixture creates a relaxed ambiance. The setting sun casts warm orange and yellow hues over the calm waters of Phegans Bay, framed by lush greenery.
Cottage in Phegans Bay
4.95 out of 5 average rating, 339 reviews

On The Dock Of The Bay… Sunny Waterfront

Sitting On The Dock Of The Bay…is our tranquil designer-styled bay house. We believe it is the Central Coast’s best kept secret. At the end of a rain-forested road, our waterfront reserve retreat commands an unbeatable view over Phegan’s Bay, a little known, secluded waterway far from the hustle and bustle, yet close enough to dip into the Central Coasts many activities and services. You will wake up to the romantic sound of anchors clinking, birds chirruping, immersed in lifes simple pleasures.

Top guest favorite
An outdoor seating area is presented on a wooden deck, featuring a dark wicker sofa set. Cushions in a neutral tone complement a low table positioned in the center. Surrounding greenery adds a natural touch, enhancing the space's inviting atmosphere.
Guest suite in Castle Hill
4.97 out of 5 average rating, 126 reviews

Aunty Mary's Retreat

Serene retreat in cul-de-sac. Enjoy a seperate bedroom from family room & 2nd sitting room with sofa-bed, fully equiped kitchen. large bathroom with own laundry for washing & ironing facilities. Leather recliners & wood fire. 2 TVs, boardgames & books. Large deck surrounded by camellias (in season),extensive seating, own BBQ & treadmill. Private side entrance. Wifi, Netflix. Short walk to park (picnic areas, BBQs, kids playground). 7 minute drive to Castle Towers, restaurants & entertainment.

Guest favorite
A clear view of a solar-heated pool reflects the sunlight, accompanied by a shade umbrella. A jacuzzi spa is positioned nearby, with seating arranged around a small table. Lush greenery surrounds the area, creating a private and tranquil outdoor space.
Guest suite in Wahroonga
4.91 out of 5 average rating, 424 reviews

Resort style self-contained unit. Pets welcome.

Resort style living. Self contained apartment on the Nth Shore of Sydney. Set in trees in quiet & exclusive suburb of Wahroonga. Pets are welcome & can sleep inside. Secure private back yard. Close to start of M1 - Nth or Sth. Walk to SAN. 10 min walk to train & village - ex restaurants & coffee shops. 35 min to city. Apartment is the lower floor of an executive home (totally private). Solar heated pool, Jacuzzi Spa, Pool Room & Summer House. Pillow top bed is super comfortable plus Sofa bed AC.

Top guest favorite
A spacious lounge and dining area is highlighted by a round wooden table with four chairs. A comfortable sofa is present alongside large windows that offer natural light, framed by soft curtains. The kitchenette is equipped with modern appliances including a microwave and fridge.
Guest suite in Beecroft
4.98 out of 5 average rating, 175 reviews

Apartment in quiet leafy suburb

New, private, self-contained flat with off street parking & separate entrance. Continental breakfast & snacks included. Close to main transport routes such as Beecroft train station (40mins to City), buses to City, M2, NorthConnex & M7. Good shopping nearby (Castle Hill, Macquarie, Parramatta etc). Cumberland State Forest, Koala Park & Golf Club within 5mins & Olympic Park (Accor Stadium & Qudos Arena) approx 30 mins drive or bus. Free EV charging included; bring your own cable (240VAC, 2.4kW).

Top guest favorite
A bright studio space features a king size bed with plush pillows, a cozy sofa, and a modern coffee table. Large windows allow natural light to fill the room, overlooking greenery. A smart TV is mounted on the wall, and a ceiling fan adds to the comfort.
Guest suite in West Pennant Hills
4.98 out of 5 average rating, 265 reviews

Sanctuary in West Pennant Hills.

Quiet and Private Purpose-built studio. Own entrance and Bathroom. Modern fittings with a king size bed plus an electric blanket in winter. Luxury linen and toiletries. Smart TV, Kitchenette with a stone bench. Aircon, Microwave, toaster, tea /coffee (instant and Nespresso)A light breakfast is provided. BBQ and private porch. Wardrobe. New washing machine. Wake up to the sound of birds. LGBTI friendly. Secure gated parking. Business travelers/regular guests qualify for a loyalty program.

Top guest favorite
A covered outdoor area features two wicker chairs set on a wood deck, inviting relaxation. A view into the interior reveals a spacious dining table surrounded by modern chairs, illuminated by soft overhead lighting.
Guest suite in Wahroonga
4.98 out of 5 average rating, 168 reviews

Rainforest Tri-level Townhouse.

Enjoy a peaceful stay in this updated tri-level townhouse, among leafy, tree-lined streets. With its own separate access, off-street parking, and ample safe street parking available, this home offers privacy and convenience. Perfectly located just off the M1 motorway, it’s an ideal stopover along the M1, while also being close to the SAN Hospital, major schools and shopping. Nearby parks, an oval, and bush walks add to the tranquil setting, an ideal base for short or longer stays.

Guest favorite
A bright living area is showcased with large bay windows offering sweeping views of the ocean. A light-colored sofa and decorative cushions are arranged invitingly. Natural light floods the space, highlighting the wooden flooring and a modern television unit. The open door leads to a balcony.
Vacation home in Manly
4.93 out of 5 average rating, 127 reviews

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.

Top guest favorite
Guesthouse in St Ives
4.99 out of 5 average rating, 124 reviews

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.

Superhost
A spacious bedroom features a queen size bed with neatly arranged towels. A sofa lounge and dining table are included, while large glass doors allow natural light and provide access to an outdoor seating area. A wall-mounted TV is positioned for easy viewing.
Guest suite in Castle Hill
4.79 out of 5 average rating, 170 reviews

Geraniums—self contained unit with flair

Geraniums is fully self-contained, nestled within a building among other individual units. The main entrance is accessed by all guests; each unit is secured with its own smart lock. Geraniums was recently refurbished with a modern kitchenette and bathroom. The suite also features architecturally designed skylight ceilings and French doors opening onto a courtyard. It is within walking distance to public transport, Castle Towers and Piazza. Parking is onsite.

Guest favorite
A heated plunge pool is surrounded by natural bushland, offering sweeping views of the sparkling Hawkesbury River. The outdoor deck features a wooden railing and is bordered by lush greenery, creating a private retreat within the serene landscape.
Home in Patonga
4.93 out of 5 average rating, 136 reviews

Stunning Views, Privacy, Heated Pool & Sauna

Escape to Patonga House, a breathtaking sanctuary nestled on 10 acres of pristine bushland. Perched on a hillside adjacent to National Park, this stunning estate offers eagle-eye views over Patonga and the Hawkesbury River, plus includes a heated plunge pool and a panoramic outdoor sauna. The estate has unparalleled privacy yet is just 2 minutes from Patonga Beach & the iconic Boathouse Hotel. Also nearby, Pearl Beach, another coastal paradise.

Top guest favorite
An outdoor deck area is shown, featuring a wooden table with several chairs. A gas barbecue is positioned at one end, while views of the river and surrounding greenery are visible through the foliage.
Home in Dangar Island
4.98 out of 5 average rating, 216 reviews

Terrumbula

Perched on a sloping block among the tree tops, with views of the Hawkesbury River, Broken Bay and surrounding National Parks, this unique home is a place to relax and let go of the world. High ceilings, floor to ceiling glass and an open plan layout allows you to enjoy the surroundings, no matter what the elements. We are located on the east side of the island where you can watch the first rays of the day rise above the surrounding clifftops.

Guest favorite
A modern studio apartment is presented with a queen bed, accented by black and white bedding. A cozy sofa in the foreground features teal cushions, while a kitchenette is visible alongside a brick wall. Light fixtures provide brightness to the open layout.
Apartment in Cherrybrook
4.88 out of 5 average rating, 369 reviews

Cherrybrook Studio Apartment

My place is great for couples, adventurers, business travelers, and families (with kids).The apartment is within our home with separate access to the street. It can sleep up to four people with a queen size bed and a pull out double size sofa bed. The kitchen has a microwave oven, refrigerator and appliances. Plenty of unrestricted free on street parking and close to public transport.

Popular amenities for Cherrybrook vacation rentals