Vacation rentals in Windsor Downs

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Top-rated vacation rentals in Windsor Downs

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Guest favorite
A spacious bush retreat is surrounded by tall trees and a well-maintained lawn, providing a serene setting. The architecture features a combination of light and dark elements, with multiple rooflines and a welcoming façade visible under a clear blue sky.
Guest suite in Grose Wold
4.94 out of 5 average rating, 146 reviews

"Moonlight Ridge" Hawkesbury Guesthouse

Luxurious B&B bush retreat, located 1-hour NW of Sydney at the foot of the beautiful Blue Mountains. Enjoy the fully private space: Queen bedroom, kitchen, fireplace in winter, coffee machine, bathroom, lounge room, TV, A/C, additional living space & access to our gardens with your own private gazebo. COMPLIMENTARY BOTTLE OF WINE WITH EVERY BOOKING! Come & relax in a tranquil country setting, surrounded by majestic trees & bird calls. The perfect base to explore the Hawkesbury & Blue Mountains.

Top guest favorite
A brick wall features the sign 'The Bakery' mounted beside an ornate lantern. Nearby, green foliage adds a natural touch, enhancing the property's welcoming entrance. Light filters through the window, visible in the background.
Cottage in Riverstone
4.97 out of 5 average rating, 60 reviews

The Bakery

Take it easy at this unique and tranquil getaway. The Bakery is self contained. You can have a relaxing soak in a free standing bath, lay under the Callistemon tree in a hammock or enjoy sitting by a cozy wood fire in winter. Located just a short walk (7 min) to the rail and bus and within easy reach to many scenic locations in the Hawkesbury region or the Blue Mountains. Check out my guide books. People with mobility issues may need to check if they can access the bath or lounge as it is low

Guest favorite
The kitchen features a spacious wooden countertop with a black sink and modern appliances, including a kettle and microwave. Shelves hold glassware and jars, while framed botanical prints add a decorative touch. Warm lighting is provided by wall sconces above the countertop.
Guesthouse in Richmond Lowlands
4.81 out of 5 average rating, 151 reviews

Pretty Country Accommodation on Prestige Property

Set on the banks of the Hawkesbury river on 30 acres, this beautiful apartment is a delightful escape. Conveniently located two minutes from historic Richmond where guests can enjoy coffee & speciality shopping. The accomodation has been built specifically for Airbnb guests. It is has all the modern comforts & is cleaned professionally. Lots secure parking Other properties on site Modern Accommodation - 3 bedroom 1 bath Cute Accomodation - 2 bedroom 1 bath HORSES ACCOMODATION ENQUIRE

Top guest favorite
The modern kitchen includes a round wooden dining table surrounded by four cushioned chairs. Stainless steel appliances and ample cabinetry provide a functional cooking space, complemented by gray tiles and subtle lighting. Bright natural light enters through a window above the sink.
Home in Kingswood
4.95 out of 5 average rating, 221 reviews

Maxwell on Stafford

Kick back and relax in this calm, stylish, modern 3 bedroom house. Newly renovated 1920’s home with high ceilings, built in wardrobes, modern kitchen with all the extras! Gorgeous court yard with BBQ to chill out in at the end of the day. Bathroom/laundry with soap, shampoo, conditioner, blow dryer & washing liquid provided. Condiments for cooking provided with a little extra because your special! 400 meters from Nepean hospital, walking distance from the station and close the Penrith CBD.

Guest favorite
A dining area is set on a spacious deck, featuring a glass table surrounded by three chairs. Decorated with candles and flowers, the table offers a view of the lush landscape beyond, with greenery and trees visible in the background under a clear blue sky.
Guest suite in North Richmond
4.93 out of 5 average rating, 442 reviews

Amazing view

This is an entire unit that is attached to our home but it has its own front and back doors. This is an excellent spot for bird viewing and walks along the Hawkesbury River. It is within walking distance of coffee shops, restaurants, and a 24-hour gym. Take trips to The Blue Mountain Botanical Gardens (37km). Ebenezer Church (17 km). Bellbird Hill Lookout. Windsor Mall Sunday Markets. Balloon Rides. Convict Trail. Australiana Pioneer Village (15km). Hawkesbury regional gallery.

Superhost
A charming pink door with glass panels is framed by a brick wall. A small green plant is positioned beside the door, and a screen door is visible, offering a glimpse into the entrance's welcoming design.
Home in Windsor
4.9 out of 5 average rating, 42 reviews

No28 - 99 years in the heart of Windsor

No28 is a home away from home, centrally located in the heart of Windsor. Being 99 years old, this property has seen a lot in its years and continues to impress with art deco design and a spacious closed in back yard and veranda. Simple yet beautiful, our aim is to provide a comfortable space that works for couples, families or friends wanting to relax, watch dvds, read, play games or explore the local area. Close to shops and amazing restaurants, galleries, and cafes.

Guest favorite
The exterior of Studio 1888 is framed by lush greenery and features a charming stone chimney. A well-maintained garden displays clusters of purple flowers, while a lamppost adds a decorative element, inviting guests to explore the peaceful surroundings.
Guest suite in Faulconbridge
4.9 out of 5 average rating, 402 reviews

Coomassie Studio: the charm of a historic property

This accommodation is ideal for those who prefer the rustic charm of a historic property over modern comforts. Warm and cosy in winter, the studio was once a purpose-built kitchen of a house built in 1888. Separate entrance. Recycled furniture, large bed, sofa, original fireplace and bathroom with shower cabin. Tiny veranda and a kitchenette, shared patio. NO KITCHEN. To use the fireplace, please BYO timber. For groups of 4 PLEASE CHECK OUR TINY COTTAGE next door.

Top guest favorite
A historic cottage is presented with a welcoming façade featuring a white picket fence and a covered porch. Lush green grass surrounds the home, while trees provide shade in the background. The metal roof emphasizes the property's classic charm, blending seamlessly with its heritage-style design.
Home in Windsor
4.95 out of 5 average rating, 22 reviews

Secret River Cottage - History in Windsor

Discover Secret River Cottage, a beautifully appointed historic cottage perfect for travelers and business visitors alike. Nestled in Windsor, Australia, this heritage-listed home, built in 1838, combines charming period details with modern comforts. Just a stone's throw from Windsor's Town center and the serene Hawkesbury River, it offers the best of both worlds. Enjoy the convenience of air conditioning, a cozy log fire, and off-street parking for two cars.

Top guest favorite
The bedroom features a spacious bed with crisp white linens and a green throw blanket draped across the top. Flanking the bed are two bedside tables with lamps. Above the bed, three framed botanical prints are displayed on the wall.
Apartment in Rouse Hill
4.98 out of 5 average rating, 103 reviews

Sylish one bedroom unit overlooking piazza

Modern and stylish one-bedroom apartment @Rouse Hill Town Centre, just steps from the metro which will take you directly to Sydney’s CBD in about 40min. Featuring an open-concept layout, sleek finishes, and natural light throughout, this urban retreat offers both comfort and convenience. Perfectly located with cafés, shops, library and cinemas at your doorstep. Also enjoy the use of a pool, gym and tennis courts a short stroll away.

Top guest favorite
The front of the cottage features a welcoming facade with a central door framed by two windows. Neatly trimmed grass is seen, complemented by decorative planters on either side containing small trees and vibrant plants.
Home in Windsor
4.97 out of 5 average rating, 30 reviews

1840s Heritage house in Windsor

Heritage listed 1840s cottage in Windsor. Close to cafes, parks and the Hawkesbury river whilst still peaceful and private. Stay cosy with full zone controlled ducted heating/cooling. Spacious king room and a separate bedroom with twin single beds. The house retains charming original features including a working open fire place. Includes a modern, well equipped kitchen and dining space. Relax in the sunny private courtyard.

Top guest favorite
A warm living area features wooden beams and blue walls that complement a brown leather sofa. Two wooden ladders lead to loft sleeping areas, while framed artwork and mirrors add character. A cabinet and lamp provide functional accents against the inviting backdrop.
Guesthouse in Windsor
4.92 out of 5 average rating, 513 reviews

1830's converted barn with sauna

This barn dates back to 1830's but it has been fully renovated to a studio apartment with all modern comforts. It is one open space with living area and two sleeping lofts, one with queen bed, the other with 2 single beds. A bit like a giant cubby house! The shops are just 5 minute stroll away, and so is the river and train station. You share a garden with a spa and BBQ with the main house where we live.

Guest favorite
A cozy living area features a brown sofa adorned with soft pillows. A round wooden table sits in front of a glass television stand, while plants are displayed on open shelves. Subtle lighting is provided by a lamp, creating a calm environment.
Guest suite in Box Hill
5 out of 5 average rating, 15 reviews

the 787 Private Entry Suite/Fast Wifi/55” TV

Your charming getaway awaits at The 787, where comfort and unique retro design unite! Experience a beautifully designed accomodation that welcomes singles and couples alike. No more anxiety over short-term rentals—our space is calming, quiet, and perfect for creating unforgettable memories. Book now and enjoy a serene retreat. Reserve your escape today!

Popular amenities for Windsor Downs vacation rentals