Vacation rentals in Middlesex

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Middlesex

Guests agree: these stays are highly rated for location, cleanliness, and more.

1 of 1 pages1 / 1
Guest favourite
The exterior of a compact black tiny home is showcased amidst the vineyard, featuring a deck with seating and a barbecue. In the background, mountains create a picturesque horizon under a clear sky. Sunlight gently illuminates the surrounding landscape.
Tiny homes in West Kentish
4.95 out of 5 average rating, 111 reviews

Chardonnay, A Tiny home for up to 4 in a vineyard.

Chardonnay is Nestled amongst the vines in beautiful Lake Barrington. 23 Rows is a small boutique vineyard incorporating two stunning Tiny Homes. The property offers Beautiful views of the lake and Mount Roland. 10 minutes from Sheffield and minutes from the international rowing course. A place to unwind and relax. Perfectly peaceful. Completely self-contained, offering a different visitor experience with each season of the year. Which one will you choose to stay in? Little Pinot or Chardonnay?

Guest favourite
A well-appointed bedroom features a spacious bed draped with a patterned blanket. Natural light enters through large windows adorned with dark curtains, showcasing views of green fields outside. A wooden dresser and a chair complement the rustic decor, creating a comfortable retreat.
Chalet in Sheffield
4.85 out of 5 average rating, 558 reviews

Roland Chalet - Family (4)

Our Roland chalet is fully self-contained and sleeps four people. As soon as you walk in the door the warmth from the Heat pump gives you that homely feeling. Roland has everything you need to make your stay Relaxing & enjoyable. The views both downstairs & up are beautiful with Mt. Roland at your doorstep & the lovely country views. The Layout of Roland is all on the bottom level, except one of the bedrooms with one queen bed. Meet our friendly farm animals they absolutely love the attention.

Guest favourite
A milk vat bath is positioned outdoors, allowing views of the rolling landscape and mountains in the background. Two guests relax in the bath, with glasses of red wine placed beside them on a tray, reflecting the tranquil atmosphere of the retreat.
Home in West Kentish
4.93 out of 5 average rating, 115 reviews

Eagles NestIII Mountain Peace Luxury Spa Farmstay

Eagles Nest III - The most stunning views and spas this 2025 and 2024 Bronze Winner Tasmanian Tourism Award Unique Accommodation, is located conveniently near Cradle Mountain. It provides the opportunity for a family of four, one or two couples to escape the hustle and bustle of everyday city life. Amazing views, exquisitely appointed accommodation, spas, open wood fire, outdoor hammocks, outdoor milk bath, sunken floor level table, additional chef and massage services available upon request.

Top guest favourite
A person sits comfortably on a sofa, holding a cup near a window framed by wooden accents. Cushions with textured fabrics create a cozy seating area, while soft light filters through the glass, illuminating the natural scenery outside.
Farm stay in Penguin
4.94 out of 5 average rating, 769 reviews

Romantic Farmlet Escape - Mini Goats & Firepit

Slow down, switch off, and reconnect at Hideaway Farmlet. A romantic escape designed for couples craving calm, connection, and a touch of magic. Wake to birdsong, and share golden hour with our much-loved miniature goats (the highlight of every stay). Inside, your cosy cottage is filled with thoughtful, whimsical touches inviting you to relax, unwind, and enjoy simple moments together. Envelop the charm of a slower time, among historic farm buildings and English gardens dating back to 1948.

Top guest favourite
A single-story cottage features a well-maintained garden with hedges and flowering plants. A wooden porch leads to an entrance framed by large windows, with a backdrop of rugged mountains visible against a clear sky.
Farm stay in Claude Road
4.99 out of 5 average rating, 141 reviews

Kings View Farm ‘The Cottage’ - side of Mt Roland

This charming mountain style self-contained cottage is nestled on the side of Mount Roland, Tasmania. Located on a quiet unsealed road, with stunning views of the Dasher Valley on one side and Mount Roland on the other. Only 10 minutes from Sheffield (full amenities/dining), 45 minutes from Cradle Mountain, 1 hour from Launceston and 40 minutes from the Spirit of Tasmania. Relax on the private deck, pat our goats or explore nearby walking tracks, waterfalls, wineries, tasting trails, etc.

Top guest favourite
A charming cottage is framed by lush greenery, with a white exterior that contrasts against the surrounding trees. A path leads to the entrance, which is accentuated by well-maintained shrubs and a welcoming porch area.
Cottage in Forth
4.99 out of 5 average rating, 519 reviews

Forth River Cottage-Bed and Breakfast by the river

“Rivers know this: there is no hurry. We will get there someday” AA Milne Five Star accommodation, with full complimentary breakfast, on the banks of the Forth River in NW Tasmania. Ideal for one or two adults, Forth River Cottage is located 10 minutes drive from Devonport and 1 hr from Cradle Mountain. Private, peaceful and designed for the most discerning traveller. Leave your worries behind as you take in the flowing river, the sunsets and green pastures. You won’t want to leave!

Top guest favourite
The tiny house, constructed from dark wood with bright fixtures, is nestled among trees. A wood-fired hot tub, emitting steam, is situated nearby, with steps leading to the entrance. Soft lighting from the windows creates a welcoming ambiance in the secluded bush setting.
Tiny homes in Reedy Marsh
4.99 out of 5 average rating, 433 reviews

Naivasha Tiny House with Wood Fired Hot Tub

Naivasha Tiny House is the perfect romantic getaway. It is set in a clearing in the Tasmanian bush and has amazing views of the countryside. The tiny home itself has been built entirely of cedar by local artisans. It has been fitted out with antique and reclaimed furnishings with an emphasis on comfort and laid back luxury. The wood fired hot tub is without doubt the highlight. The claw foot bath, indoor wood fire, outdoor fire pit and friendly native wildlife are close seconds.

Guest favourite
An outdoor stone bath, elegantly carved, is positioned on a wooden deck. Soft lighting highlights the natural textures of the wood paneling. A wine glass rests beside the bath, while towels are hung on a nearby rack, contributing to a serene and inviting retreat.
Home in Queenstown
4.95 out of 5 average rating, 168 reviews

Your Place To Rest, @Galahs Nest

Welcome to The Galahs Nest, Your place to rest on the West. Unwind and relax in this Historic Hall that has been creatively turned into a unique and comfortable Home, complete with the outdoor bath of your dreams. The space itself provides two spacious bedrooms, with additional sleeping in the living area. A fully functioning kitchen and beautiful new bathroom. The open plan living opens out onto the deck where you will find our solid stone bath that is waiting for you!

Superhost
The Roundhouse features a unique onion top cupola and a spacious wooden deck. The structure is surrounded by lush greenery and large trees, showcasing the harmonious blend between architecture and nature.
Home in Jackeys Marsh
4.89 out of 5 average rating, 763 reviews

The Roundhouse : Rainforest & Mountains

The Roundhouse is located in a place of spectacular beauty, with views of Quamby Bluff and the Great Western Tiers on all sides. The property is surrounded by World Heritage Rainforest which is a result of the protracted Jackeys Marsh Forest Protests. The fresh air, crystal clear water, abundant wildlife and pristine environment are all environmental values prized by the people of Jackeys Marsh. We would now like to share our unique heritage with the rest of the world.

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, 489 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."

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, 569 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
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, 569 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.

Popular amenities for Middlesex vacation rentals

  1. Airbnb
  2. Australia
  3. Tasmania
  4. Middlesex