Holiday rentals in Pitt Town

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.

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.

The Reach Retreat - peaceful and comfy

Situated on a half acre property with lovely country views, enjoy a peaceful stay here. The room features a queen 4 poster bed and a double sofa bed to accommodate up to 4 adults comfortably. Enjoy your stay in style, cleanliness and comfort and enjoy the use of the pool at your convenience. Please note the guesthouse is on a property shared with the main house which includes shared use of pool. Also note two friendly Golden Retrievers are on the property; one is still young and excitable.

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.

The Kickback Cabin

The Kickback Cabin is located on a rural acreage property just an hour from Sydney. It is tucked away in our back paddock, looking out onto the last remains of Cumberland Forrest in the Sydney Basin. It’s a great space to simply kickback, enjoy a glass of wine, a walk in the adjacent Scheyville National Park, Longneck Lagoon, nearby Mitchell Park or Cattai National Park. Situated 5 minutes from Pitt Town and the Hawkesbury River, the Kickback Cabin is close to local pubs and cafes too.

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.

Tranquil Island

Just over an hour's drive from Sydney, twenty minutes from historic Windsor, 7km to Wilberforce Shops and next to water ski-ing central: Sackville. We are on the Farm Gate Trail and very close to The Cooks Shed and cafe, Tractor 828. 20 minutes from Dargle and the Colo River. Basic on the outside, this comfy little flat has parking outside the front door and horses roaming in close. Tar access to driveway and undercover parking. Motor bikes welcome. Dogs welcome at an extra charge.

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

Studio 135 & Hot tub Freemans Reach NSW Australia

Studio 135 Freemans Reach offers a romantic getaway whilst capturing the charm of historic Windsor and showcasing some of Hawkesbury's historic homesites. The tranquil, rural setting can also be enjoyed from the rear with a furnished patio and a 2 person hot tub. The spacious studio has two living spaces and comes fully self contained and is set on 1/2 an acre of parklike grounds surrounded by larger acres and is situated close to Historic Windsor, Wilberforce and Richmond.

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.

The Bunker

Step inside this beautifully designed 170-sq-ft tiny home that proves small can be spectacular. Surrounded by open space with panoramic views, it features a queen bed for dreamy nights, split air-conditioning, and a fully equipped kitchen with everything you need. The modern bathroom offers a gas-heated shower, flush toilet, and stylish basin, because tiny living should never mean compromising on comfort. Perfect for a retreat, recharge, or couple’s escape.

Stone guest house Ebenezer

Set amongst the lush bushland of the historic homestead in Ebenezer, our stone guest house is one of the Hawkesbury’s best kept secrets and only 1 hour drive from the Sydney CBD. With its beautiful stone façade, large gothic floor to ceiling doors and French farmhouse style interior, you would be mistaken in thinking you were staying in a French chalet. We are are only 1klm from the Sackville ski gardens boat ramp, and the luxury doesn't end there.