Vacation rentals in Cherrybrook

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Top-rated vacation rentals in Cherrybrook

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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, 134 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
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, 198 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 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
4.97 out of 5 average rating, 192 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 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, 142 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 favorite
A wooden boathouse floats on calm waters, surrounded by sailboats and lush hills. The structure features a dark exterior with a single door and a large window. Soft clouds float in a blue sky, reflecting the tranquility of the setting.
Houseboat in Newport
4.99 out of 5 average rating, 269 reviews

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.

Guest favorite
A modern living area is presented, featuring a gray sectional sofa with colorful throw pillows. A glass coffee table sits in front, while a large television is mounted on the wall. Natural light is provided by windows adorned with light curtains, enhancing the welcoming ambiance.
Home in West Pennant Hills
4.93 out of 5 average rating, 30 reviews

Verandah @ West Pennant Hills - king size bed

Enjoy this freshly renovated villa with new furniture throughout and enjoy the peace and tranquility in a central spot that is convenient to public transport (bus, train, metro) and key arterial roads (M2, Pennant Hills Rd). Inside there is a modern well equipped kitchen, (including Nespresso machine) with two wifi connected tv’s and a washing machine / dryer. Outside enjoy a sun soaked verandah, with barbecue and off street parking adjacent. Foldout bed available for 5th person on request.

Top guest favorite
The exterior features a modern flat with gray cladding and a light wooden front door. A path leads from the entrance through a well-maintained garden, surrounded by manicured shrubs. Tall trees provide a green backdrop in the distance, suggesting a peaceful environment.
Guesthouse in West Pennant Hills
4.95 out of 5 average rating, 42 reviews

Luxurious 2BR flat near Metro station <1km walk

Enjoy our peaceful self-contained flat in quiet & leafy West Pennant Hills. Perfect for an extended stay for work, travel or in-between homes. Walking distance to Cherrybrook Metro station and buses to Sydney CBD. * Complete kitchen incl. Nespresso machine & essential cooking items * Air conditioning * Desk & ergonomic chair * WiFi & Netflix * Washing machine & clothesline * Private courtyard * Private entrance with off-street parking available down the driveway (approx. 25m) from the flat

Top guest favorite
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, 120 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 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, 277 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, 189 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 favorite
Guesthouse in St Ives
4.99 out of 5 average rating, 148 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.

Guest favorite
Tiny home in Agnes Banks
4.95 out of 5 average rating, 108 reviews

6sixteen The Banks

Welcome to 6SIXTEEN The Banks your peaceful country escape in Richmond, NSW. Set on 5 acres with sweeping views toward the Blue Mountains, this tiny retreat is perfect for couples, solo guests or small families wanting to unwind. Soak under the stars in the wood-fired hot tub, refresh with a cold plunge, or melt into a private infrared sauna session (optional wellness upgrades available). Hosts nearby if needed. Sauna launching Mid March

Popular amenities for Cherrybrook vacation rentals