Vacation rentals in Cumberland Reach

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Top-rated vacation rentals in Cumberland Reach

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Top guest favorite

A rustic barn-style building is surrounded by green pasture, with a sizeable deck extending from its front. The structure features a sloped roof and large windows, allowing ample natural light. A lone tree stands in the yard, visually complementing the scenic landscape.

Farm stay in Lower Mangrove

4.95 out of 5 average rating, 281 reviews

The Barn; Kyangatha - relax and rejuvenate

Ideal for one or two couples or families. Welcome to The Barn an idyllic farm stay less than an hour's drive from Sydney. The Barn is a spacious rustic sandstone and timber hideaway with expansive views of pasture, river and the hills and bushland of Popran and Dharug National Parks. It's an ideal place to get away and be reinvigorated in comfort. Enjoy calming walks around the property, relax by the river, go for a paddle, toast marshmallows in the fire pit or have a BBQ at the water's edge.

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, 120 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.

Top guest favorite

A view through large glass doors reveals a spacious green yard with grazing horses. Tall trees provide shade, while a fenced area can be seen in the background. Soft curtains frame the scene, allowing natural light to brighten the interior space.

Farm stay in Kurrajong

4.99 out of 5 average rating, 162 reviews

Country cottage with beautiful farm and garden

Private, 2 bedroom country cottage with uninterrupted views of lush pasture and mountain ranges.. just 1 hr from Sydney. Keep snug and warm with internal wood fire plus chiminea on deck. Horses, chooks, cows, wild deer & ducks. Explore 12 acres of paddocks, with dam and creek, or stroll our formal gardens with many private vistas to sit and relax. Close to Kurrajong Village. Short drive to Bilpin orchards & Mt Tomah Botanic Gardens. Easy day trip to the Blue Mountains & ZigZag Railway.

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, 346 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 rustic cottage constructed of red bricks is framed by rows of blooming lavender. Two windows adorned with white borders provide a glimpse into the structure, while the surrounding landscape features rolling hills in the backdrop. The scene is set during a tranquil dusk.

Cottage in Pokolbin

4.98 out of 5 average rating, 529 reviews

The Studio on Pokolbin Mountain - Stunning views!

"The Studio" is situated in the heart of the Hunter Valley wine region with wineries and concert venues just minutes away. Perfect for a romantic getaway or to simply escape the hustle and bustle. There are many beautiful walks and sights to see right on your door step including wonderful wild life. The Studio" is one of two cottages on the property. If we are already booked and you would love to stay please look up "Amelies On Pokolbin Mountain" also listed on Air BnB.

Top guest favorite

An exterior view of a modern cottage showcases a green metal roof and a wooden facade. Lush trees surround the property, with expansive views of rolling hills and the valley in the background under a clear blue sky.

Cottage in Kurrajong Heights

4.99 out of 5 average rating, 217 reviews

SKY FARM - mid week deals

Luxury in the countryside with big city views. This stylish cottage & sunny deck will reconnect you with nature in no time. Bilpin is just up the road with organic markets, cider cellar doors & pick your own fruit. Views from the deep bath are stunning & the cosy fire place is fully stocked. Relax at the outdoor fire pit under a big sky. A breathtaking retreat..... if you need convincing just read the reviews. Enquire before you book to get a great mid-week special rate!

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, 184 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.

Top guest favorite

The exterior of the cabin is showcased with rustic corrugated metal siding and wooden accents. A porch with potted plants and firewood is visible, while greenery surrounds the area. Sunlight brightens the scene, highlighting the cabin's charming country-style architecture.

Cabin in Kurrajong Hills

5 out of 5 average rating, 157 reviews

The Milking Shed

The Milking Shed is a cute and cosy cabin in the middle of the lush green hills and beautiful vistas of the Hawkesbury region north-west of Sydney. The cabin is built on the side of a hill and looks directly into a small forest of eucalypts - perfect for trying to spot one of our regular koala visitors. Curl up with a book, feed a donkey, pour a wine, cuddle a corgi, or sit on the deck or by the fire and take in the country. It is a million miles from care.

Guest favorite

A scenic view of lush, green bushland stretches across the landscape, marked by rolling hills in the background. A portion of the tiny home’s roof is visible in the foreground, blending with the natural environment.

Tiny home in Bucketty

4.93 out of 5 average rating, 202 reviews

Romantic escape: Summer Hill tiny house

New and stylish Tiny home set on top of a hill at Bucketty. Come and stay for romantic a midweek or weekend to relax and unwind reconnect with nature and enjoy the breathtaking views. Curl up in front of the fireplace or soak in the spa bath on the deck while listening to the abundant bird life, and if you’re lucky catch a glimpse of koala. Located a short drive to the Hunter Valley Wineries. Explore the historic Aboriginal and Convict history nearby.

Top guest favorite

A vast expanse of grassy field stretches before a rugged escarpment, with trees lining the base. The warm glow of sunset casts soft shadows on the landscape, highlighting the natural beauty of the surrounding area.

Farm stay in Kanimbla

4.99 out of 5 average rating, 313 reviews

Rustic cottage, magnificent setting, amazing views

Centennial Lodge Cottage is located at the foot of magnificent Blue Mountains escarpments in the Kanimbla Valley. It is surrounded by stunning farmland & abundant bird and wildlife. The original settlers cottage has been renovated & is rustic yet very comfortable. Just 15 minutes from Blackheath, (and only accessible from Blackheath) the cottage is totally self contained, with a wood stove and BBQ facilities. A unique rural escape for nature lovers.

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, 108 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

4.97 out of 5 average rating, 158 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.