Holiday houses in Cherrybrook

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Top-rated holiday rentals in Cherrybrook

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Top Guest favourite
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 favourite
The living area is characterized by large glass doors opening to a scenic view, allowing natural light to fill the space. A comfortable seating arrangement is present, with a soft blanket draped over a couch. A dining table and rustic shelves are located in the foreground.
Guest suite in Cowan
4.98 out of 5 average rating, 180 reviews

The Lotus Pod - Unique Guesthouse with views

Situated in the grounds of Austral Watergardens nursery, this large,spacious studio is located approx. 50 mins drive north of Sydney. On the doorstep of the Hawkesbury River and Berowra Waters, the Lotus Pod offers a country escape or romantic getaway. With magnificent views across the pristine Mougamarra Nature Reserve and surrounding gardens, a perfect place to relax & unwind. Visit the local eateries, enjoy fresh seafood on the River, Ferry Rides, The Great North walk & bushland scenery

Top Guest favourite
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, 176 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 favourite
A spacious bedroom is equipped with a large bed, complemented by a neutral blanket and decorative pillows. Natural light filters through the glass sliding doors, offering views of the surrounding trees. Side tables with lamps provide soft lighting, enhancing the serene ambiance.
Guesthouse in Glenhaven
4.96 out of 5 average rating, 139 reviews

Five Bees Bush Retreat Guest House

This luxurious guest house is nestled amongst trees with a stunning view over the surrounding bush valley. Situated in the leafy and hilly suburb of Glenhaven, you feel like you're in the middle of the Australian bush, yet are still close to shops, restaurants, train station and other amenities. There is a private deck off the bedroom where you can enjoy breakfasts or sundowners (weather permitting). The property is situated apart from the main residence and has a separate and private entrance.

Top Guest favourite
A bright living area features a light-colored carpet and ample natural light from large windows. A dining table with chairs is positioned next to a seating area, while a full kitchen with modern appliances is visible. Lush greenery can be seen through the glass doors leading to a private outdoor space.
Guest suite in Wahroonga
4.99 out of 5 average rating, 138 reviews

Camellia Cottage, Quality, Convenient, Comfortable

Guests say it is so convenient! On the North Shore. 35mins train to Sydney city, 2 mins easy walk to train station, Wahroonga Village, excellent restaurants, cafes and beautiful Wahroonga Park. Quiet, self contained with two bedrooms, separate entry, tranquil setting in lovely quiet, private garden surrounds. Pool access and full laundry facilities. Off street parking. Ducted aircon. Easy access to M1, major hospitals, local private schools, Westfield, Macquarie Park. Beaches 30 mins drive.

Top Guest favourite
A modern living area features a dark sofa adorned with decorative cushions, positioned in front of a small round white table. A colorful rug adds texture to the floor, while natural light filters in through vertical blinds, brightening the space.
Cottage in Normanhurst
4.98 out of 5 average rating, 112 reviews

Magpie Cottage a new, modern, open-plan home

Magpie Cottage is a brand new, well appointed, sun filled space nestled in the back corner of our quiet residential block surrounded by trees and birdsong. It is close to Abbotsleigh, Barker, Knox, Loreto and the Sydney Adventist Hospital. Conveniently located near the entry/exit of the M1 at Normanhurst, great to break a long journey. It is close to cafes, one within a 500m walk. Normanhurst Train station is 4 min by car and a 15min walk. Westfield Hornsby can be reached by train or car.

Top Guest favourite
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 favourite
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, 170 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.

Top Guest favourite
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 favourite
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, 370 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.

Guest favourite
The exterior of a contemporary three-level house is visible, surrounded by lush greenery and positioned along the water's edge. A broad deck extends from the house, featuring outdoor seating. A private pontoon and a boat are situated at the water, further enhancing the waterfront setting.
Home in Berowra Waters
4.95 out of 5 average rating, 207 reviews

Berowra Waters Glass House

Nestled within Berowra Waters park the Berowra Waters Glass House offers three bedrooms and three bathrooms over three levels and comfortably accommodates up to six people. All rooms are tastefully and stylishly decorated for your comfort and enjoyment. With spacious balconies extending from the kitchen and living areas, you can take advantage of the stunning 180 degree views.

Popular amenities for Cherrybrook holiday rentals