Vacation rentals in Cumberland Reach

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Top-rated vacation rentals in Cumberland Reach

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Guest favorite

A comfortable living area features a gray sofa and a SMART TV. Large glass doors open to a private covered patio with a small table and chairs, surrounded by lush greenery, creating an inviting connection between indoor and outdoor spaces.

Apartment in Brooklyn

4.85 out of 5 average rating, 673 reviews

Intimate & Secluded Historic Sandstone Apartment in Village

Escape to a 1860s building that's been renovated for relaxation, with: SMART TV, Reverse Cycle AirCon, Wi-Fi WFH access remote controlled ceiling fan/overhead light in bedroom. The unit's original sandstone block walls strike a rustic contrast to modern furnishings, including original paintings fully equipped modern kitchen from where you can safely dine in or on the private, covered in patio-in the safest suburb in Sydney. Access 24/7 via Security Key Coded Access Box, opposite the Koi Pond.

Top guest favorite

A spacious living area features a comfortable sofa adorned with cushions. A coffee table sits on a textured rug, with a wood heater surrounded by a safety gate. A dining table is visible in the background, complemented by tasteful lighting and modern kitchen amenities.

Guesthouse in Ebenezer

4.98 out of 5 average rating, 125 reviews

Quiet country getaway in stylish 2 bdrm shed

Whisk your loved ones away to this cosy retreat in the Hawkesbury Valley. The Shed is a charmingly converted workshed offering plush beds, a rustic kitchen, comfy lounge area, wood heater, and an outdoor firepit perfect for stargazing. Enjoy Netflix, Wi-Fi, stunning sunsets, and gentle visits from kangaroos, alpacas, and native birds. A peaceful haven for two or a small family—and yes, your pup can come too! Hearty breakfast provisions supplied, including freshly homebaked sourdough on arrival.

Guest favorite

A wooden jetty extends over the water, welcoming guests to enjoy the tranquil river setting. A boat is anchored nearby, while two individuals sit at the edge of the jetty, silhouetted against a soft sunset illuminating the surrounding hills.

Home in Gunderman

4.94 out of 5 average rating, 190 reviews

Hawkesbury River Hideout

Located on the Hawkesbury River near Wisemans Ferry we offer a relaxed stay less than 1 hour from the Central Coast and Castle Hill and 10 minutes from Wisemans Ferry. The home has been well considered to ensure the magical river and bushland views are showcased from all areas of the home, inside and out. Enjoy watching the sunset from the comfort of the lounge or from one of the 4 decks. The house has its own jetty and pontoon can easily accommodate boats and is ideal for water skiers.

Top guest favorite

A modern, single-story cabin is surrounded by natural woods. A wooden deck extends from the entrance, with outdoor seating and a barbecue area visible. Graveled pathways lead to distinct seating arrangements, featuring two light-colored chairs and a wooden table, enhancing the tranquility of the setting.

Tiny home in Sackville North

4.98 out of 5 average rating, 136 reviews

Villa 37 Tiny Home Experience

Reconnect with nature at this unforgettable escape. Just a short drive from Sydney in the rural outskirts of the Hills District, this beautiful location speaks for itself with endless views of the Hawkesbury River across to the Blue Mountains. Villa 37 is fully self contained with split air conditioning, a kitchenette featuring convection microwave, refrigerator, benchtop hotplate, cooking equipment, excellent bathroom facilities along with two outdoor bathtubs with spectacular views.

Top guest favorite

A calm river scene captures the reflection of lush green hills and scattered trees along the riverbank. A hint of red foliage adds a splash of color amid the greenery. The still water mirrors the serene landscape, creating a peaceful atmosphere.

Cottage in Lower Portland

4.96 out of 5 average rating, 351 reviews

Carina Cottage

Freshly renovated, PRIVATE and absolute waterfront Cabin with all amenities overlooking the most magnificent section of the Hawkesbury River at Lower Portland (City side of the River) - there is a modest (but modern) kitchen - adjacent to bushland teeming with bird life and rural properties nearby historic Hawkesbury sites and wineries with pretty walks along the River and fire trails 90 mins from Sydney CBD 30 mins from Windsor and Glenorie 40 mins from Rouse Hill and Castle hill

Top guest favorite

A spacious patio area is enclosed by a wire fence, featuring a simple bench and table arrangement. The exterior of the cabin is clad in light-colored materials with several windows. A small stack of firewood is stored nearby, surrounded by lush greenery.

Cabin in New South Wales

4.93 out of 5 average rating, 264 reviews

Hawkesbury Haven - A rural retreat

Hawkesbury Haven Cottage is an as new, beautifully furnished, free standing cabin on 12 acres in a semi-rural area between Windsor and Richmond. It has a luxurious ambiance and so suitable for a romantic weekend or catch up with close family and friends. Full kitchen, gas and wood fire heating, air con, ceiling fans, fenced patio. Fresh farm eggs, bacon, tomatoes and bread provided for a full breakfast. Along with coffee and teas and cereal. With lots of friendly farm animals.

Top 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

4.92 out of 5 average rating, 439 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.

Guest favorite

A wooden deck features a round table surrounded by four matching chairs, overlooking the river and mountains. Vivid red foliage hangs above, adding a pop of color. A barbecue grill is positioned nearby, completing the outdoor space for relaxation and enjoyment of the scenic views.

Home in Gunderman

4.93 out of 5 average rating, 190 reviews

"River Cottage" Hawkesbury River

River Cottage is nestled on 2 acres on the northern banks of the magnificent Hawkesbury River only 90 minutes from Sydney. This is a place to truly relax, unwind and leave the hustle and bustle of city life behind. Stroll though the garden, meditate on the decks or simply sit back, relax and enjoy the spectacular views from this classic, yet timelessly modern cottage. Located between the river and national parks this property is an outdoor enthusiasts paradise.

Guest favorite

A bright living area features a blend of comfortable seating, including a floral-patterned sofa and an armchair. Natural light filters through large sliding doors that open to the outside. A wooden dining table is set nearby, creating a welcoming space for relaxation.

Place to stay in East Kurrajong

4.86 out of 5 average rating, 169 reviews

White Cat Retreat-love nature, celebrate diversity

Rustic, rural retreat, photographer/artist dream. Pretty acre, soul restoring; diverse bird life, amazing sunrises, stars. Chat amid insect frogs sounds. Soft tank water-drink/ soft hair. Unique native bird sounds enthrall. Amazing sun rise, Replenish your emotions, spirit self: no pressure from people or pollution. You will love your stay with loved ones and friends. Pristine rivers, bush walking, restaurants, fresh food cafes, markets only 10-15 minutes.

Top guest favorite

A modern cabin is set among trees, with large windows that offer views of the natural surroundings. A gravel area in front features a small fire pit surrounded by stones. Soft lighting enhances the peaceful outdoor setting.

Farm stay in South Maroota

4.98 out of 5 average rating, 115 reviews

Soulful Wilderness Cabin "Countryside 100" kingbed

This purpose-built small space is perched in the prettiest spot on a private 25 acre property. With stunning views, an inviting outdoor hot tub and luxurious furnishings, you won’t want to leave. Nurture your soul & pare back to nature with a splash of luxury & comfort. With all the mod cons you could wish for & strategically placed in the most peaceful natural setting you could imagine. Easy access, drive to the front door, no 4WD required.

Top guest favorite

Three friendly alpacas are visible in a lush green field, with one light-colored and two darker alpacas. The background features a charming house and trees, set against a tranquil hillside landscape.

Farm stay in Kurrajong

4.98 out of 5 average rating, 162 reviews

Lavender House and Alpaca Farm

Lavender House is an alpaca farm in Kurrajong. With splendid views of the Blue Mountains it is a fantastic place to relax and enjoy a quieter pace of life. The cafes and coffee shops of the quaint village of Kurrajong are 5 minutes away. Your hosts live on the top floor of the large two storey home with your self contained apartment with all facilities taking up the bottom floor. The alpacas are very friendly and love to be fed by hand.

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, 511 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.