Holiday rentals in Middlesex

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Top-rated holiday rentals in Middlesex

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Guest favourite
The exterior of a rustic cabin is visible, featuring weathered wooden walls and a covered porch area. Surrounding foliage includes native shrubs and grass, and a distant hillside is observed, covered with trees under a clear blue sky.
Home in Moina
4.88 out of 5 average rating, 128 reviews

Cradle Mountain House, restored house on 100 acres

Our place is near Cradle Mountain National Park, on 100 acres with a creek (with platypus), natural springs and native alpine rainforest. The landscape is incredibly beautiful, with an abundance of wildlife and serenity. The house is one of the only properties in this area where one can self-cater. It suits two couples or a small group or family unit. One room has a double and two single beds, the other has a queen bed, as well as a short daybed with trundle that could sleep two small children

Guest favourite
A tiny house is positioned on a grassy area, surrounded by a wooden fence. A shaded deck extends from the front, providing outdoor seating. The landscape features rolling hills in the background and a mix of farm structures, enhancing the rural atmosphere.
Tiny home in Staverton
4.9 out of 5 average rating, 504 reviews

Tiny Cradle@The Good Place. Off-Season Specials

Tiny house with a view of Cradle Mountain. Welcome breakfast bread, milk Included. Relax on the deck and unwind. It has a well equipped kitchen with fridge, gas stove, rangehood, microwave, kettle, toaster and all the cooking essentials. The custom built stairs lead up to the loft bunk bed (height 100-110 cm) area. It is a self-contained accommodation. Bathroom well equipped with all the essentials. Eco friendly powered by the Sun. Clean Eco Friendly accommodation for those who love nature.

Top guest favourite
The cozy cottage is embraced by lush greenery, showcasing creeping vines along its textured stone walls. A gravel path leads to a welcoming door, framed by vibrant foliage, set against a backdrop of trees and shrubbery that enhances the tranquil outdoor setting.
Farm stay in Penguin
4.93 out of 5 average rating, 708 reviews

Romantic Farm Cottage with Miniature Goats

☆ Baby kids born 7 Sep & due 27 Dec 2025! ☆ Festive surprises 1-24 Dec! Step into a time gone by and prepare to be enchanted by the nature, romance and history of the Hideaway Farmlet. Live out your farm dreams amongst friendly animals, ancient trees and wild birds. Whimsical discoveries await in your cosy cottage and the entertaining miniature goats will be the highlight of your trip. Old English gardens and farm buildings built in 1948 sets the scene for your unforgettable farm experience.

Top guest favourite
A spacious window seat offers views of the lush green landscape, framed by large windows that invite natural light. A small side table and a decorative lamp are positioned nearby, enhancing the serene atmosphere. Green cushions rest on the seat for added comfort.
Farm stay in Sheffield
4.97 out of 5 average rating, 349 reviews

Paradise Road Farm

Relax and enjoy stunning views in one of two architecturally designed cabins, nestled in the rolling hills, just outside the town of Sheffield and on the main road to Cradle Mountain. You will be staying on our working farm that is home to platypus in the dams, a small herd of Speckle Park beef cattle and some fat and friendly goats. The farm is proudly centered eco-friendly, regenerative principles, promoting a healthy environment for birds, insects and other life to flourish.

Top guest favourite
A rustic cottage is nestled in a lush green field, framed by a large tree. The distant mountains, capped with snow, create a serene backdrop against a clear blue sky. The landscape features open space dotted with wildflowers, enhancing the peaceful rural setting.
Cottage in Upper Castra
4.98 out of 5 average rating, 435 reviews

Castra High Country Cottages

Carol and Mark would like to introduce you to Castra High Country Cottage, nestled peacefully in the the Central North West of Tasmania. Inspired by reflections of yesteryear the cottage pays homage to the pioneers of the highlands, and the huts they lived in. You will be taken back to the times of our pioneers in this rustic cottage, but don't be misled by the simplistic exterior, inside, you will find everything you need to help you "Rewind, Relax, Rejuvenate."

Guest favourite
A scenic view captures a vibrant rainbow arching over green hills and mountains, with a partly cloudy sky. The rustic home features a green roof and surrounding gardens, while a black dog is seen in the foreground. The natural landscape invites relaxation and peace.
Farm stay in Staverton
4.86 out of 5 average rating, 250 reviews

Mountain Dreaming Farm 山居

Would you like to escape to a peaceful, charming retreat where nature soothes your soul? Picture yourself waking up to the crisp mountain air, drawing back the curtains to see rolling peaks bathed in morning light, and a colorful garden right at your doorstep. At Our Mountain Dreaming Farm, you can wander through blooming flowers, meet friendly farm animals, or simply relax with a cup of tea while watching the sunset. Here, every moment is a memory in the making.

Top guest favourite
A spacious living area features large glass doors that open to a private deck, allowing natural light to fill the room. Comfortable sofas are arranged around a central fireplace, creating a cozy setting. The serene view of surrounding greenery is visible from the seating area.
Home in Tasmania
4.94 out of 5 average rating, 448 reviews

Mount Roland Cradle Retreat

Mount Roland Cradle Retreat is a beautiful nature-filled experience that invites you to take a moment of pause and relaxation, as you find yourself immersed in the tranquil wilderness surroundings. Nestled within the foothills of Mount Roland, this beautiful and modern home offers the perfect space to unwind, with complete privacy on the 7.5-acre property. At the same time, positioning you within moments of many incredible surroundings of Tasmania's North West.

Top guest favourite
A cozy living area showcases a leather sofa paired with a sleek chair, both positioned on a patterned rug. Timber beams and dark walls enhance the intimate atmosphere. The adjacent kitchen, visible in the background, features light wood cabinetry and a colorful tiled backsplash.
Cabin in Sheffield
4.97 out of 5 average rating, 514 reviews

Felons Corner Stunning Boutique Wilderness Stay

Felons Corner by Van Diemen Rise. 90 acres of dark forest, lofty views and rolling meadows overshadowed by a brooding mountain-scape. Out of the tree-line, a boutique cabin is worked into the fabric of the wilderness and walks the dangerous divide between hunting hideaway, industrial chic and unapologetic luxury. Follow the story @vandiemenrise This listing is not suitable for young children or pets due to the delicate nature of the furnishings

Top guest favourite
An open-plan living area is showcased with a neutral color scheme. A comfortable sofa is situated next to a wooden coffee table, while a patterned rug anchors the space. Large glass doors lead to the outside, allowing natural light to fill the room.
Guest house in Aberdeen
4.98 out of 5 average rating, 131 reviews

Pink Lady Cottage

Nestled in a valley in picturesque Aberdeen, we welcome you to our comfortable self-contained granny flat with full kitchen, washing machine, air con & private deck. Centrally located for day trips to Cradle Mountain, Stanley, Sheffield, Burnie, Wynyard, Launceston, Mole Creek, Deloraine, Latrobe, Mt Roland & more! Escape to the country whilst being just 15 minute drive from the Spirit of Tasmania & Devonport's amenities.

Top guest favourite
The cottage entrance features a white railing staircase leading up to the porch, surrounded by blooming lavender and colorful flowers. Lush green fields extend in the background, where grazing cattle can be seen in the distance under a clear blue sky.
Cottage in Promised Land
5 out of 5 average rating, 519 reviews

Mayfield Farm Cottage - Luxurious and Modern

Mayfield Farm Cottage is a exquisitely appointed 2 bedroom accomodation nestled in the tranquil countryside and just 45mins to spectacular Cradle Mountain. It is the perfect base to explore Cradle Mt, Mole Creek caves, Lake Barrington rowing course, Sheffield town of murals, the scenic coastal drive through Penguin, Latrobe chocolate and cheese factories, Mt Roland walks & just 10min to the mountain bike trails.

Top guest favourite
A wooden cottage is nestled among lush greenery, with smoke gently rising from the chimney. The facade features a welcoming porch, framed by vibrant foliage, while the surrounding landscape showcases a well-maintained yard with trees and bushes, inviting a peaceful atmosphere.
Farm stay in Claude Road
4.97 out of 5 average rating, 126 reviews

‘The Crib’ at WhisperingWoods

The Crib’ at Whispering Woods, is a charming wooden cottage nestled amongst the native bushland and seasonal mountain creek. The cottage is part of a village like atmosphere set on a stunning 20-acre farm at the base of Mount Roland, bordering the Dasher River. Conveniently positioned on the road to Cradle Mountain, this hidden luxury stay is also a mere 10-minute drive from the picturesque tourist town of Sheffield.

Top guest favourite
A self-contained cottage is presented with a light-colored exterior and a gabled roof. A welcoming deck area features wooden seating arrangements, while landscaped gardens and rolling fields are visible in the background. The surrounding environment reflects a peaceful rural setting.
Guest house in Barrington
4.98 out of 5 average rating, 581 reviews

Hillside B&B views of Mt Roland & Lake Barrington

Hillside B&B, self contained cottage is 6 minutes from the mural town of Sheffield, 20 minutes from Devonport and 60 minutes from Cradle Mountain. Private and peaceful with views of both Mt Roland and Lake Barrington. Farm eggs, bacon, toast, cereal, milk etc provided for self cook breakfast. Self checkin. Unfortunately due to steps and outside raised decking area it is not safe/suitable for infants or children.

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