Vacation rentals in Middlesex

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Top-rated vacation rentals in Middlesex

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Top guest favorite
The image captures a vineyard with rows of grapevines displaying autumn foliage in shades of yellow. A modern building, featuring large windows and a sleek design, is visible in the background against a partly cloudy sky.
Tiny home in West Kentish
4.99 out of 5 average rating, 114 reviews

Little Pinot, A Tiny home for 2 in a vineyard.

Little Pinot is a romantic tiny home for two. Spend some quality time enjoying each other’s company in this beautifully decorated tiny designed for couples, on the banks of lake Barrington with beautiful views of farmland and Mount Roland in the distance. Snuggle up on the bay window couch beside the roaring Meg wood fire, and maybe even toast a Marshmallow. In summertime ride your bike down to the lake for a swim or bring a canoe with you to explore the bays & waterfalls the lake has to offer.

Guest favorite
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, 139 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 favorite
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, 531 reviews

Tiny Cradle@The Good Place.

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 favorite
An outdoor spa is positioned near a fire pit, surrounded by wooden decking. Twinkling string lights hang from nearby trees, illuminating the serene landscape. A bottle of champagne and snacks are placed on a wooden table, with lush greenery and distant hills in view.
Guesthouse in Riverside
4.97 out of 5 average rating, 175 reviews

Jaclyn Studio - Outdoor Spa&Sauna wz amazing views

Just 10 mins from Launceston CBD, opposite Tamar Island Wetlands, this cozy escape is surrounded by native bush, beautiful garden and wildlife, boasting an outdoor spa with a fire pit and cedar sauna—set against breathtaking views. Inside features bespoke handcrafted furnishings and decors, with a focus on solid native timber that exudes warmth and character. Jaclyn studio is a labour of love, filled with natural textures & quality amenities for your relaxation, recreation, and revitalization.

Guest favorite
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
4.94 out of 5 average rating, 108 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 favorite
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, 123 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 favorite
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, 506 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 favorite
An aerial view of a charming mud brick cottage with a red metal roof, surrounded by a serene landscape. Lush pine trees border the property, and a spacious outdoor area with paved paths is visible. The cottage features a fenced yard, adding to its secluded appeal.
Cottage in Promised Land
4.95 out of 5 average rating, 1,073 reviews

Cottage in the Pines 'No Service Fee’

This is a charming one-bedroom mud brick cottage in a serene rural setting. It is ideal for two couples or a family of four to five. The cottage has a self-contained kitchen so that you can stay comfortably. Tea, coffee and long life milk. The cottage is conveniently situated within a 15-minute drive to Sheffield Township and a 45-minute drive to Cradle Mountain, making it a perfect place to take a break during your travels. There are no additional cleaning or service fees involved.

Top guest favorite
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, 551 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 favorite
An outdoor space is illuminated by soft lights, featuring a gravel path leading to a fire pit with a warm flame. A black tub rests on a wooden deck nearby, surrounded by greenery and rustic seating, creating a serene atmosphere for relaxation.
Cottage in Lower Wilmot
4.96 out of 5 average rating, 232 reviews

Romantic Wilderness Hideaway with Outdoor Bath

Escape to Tranquility Welcome to your private hideaway in the heart of Wilmot, Tasmania. Surrounded by rolling hills and native wildlife, our retreat invites you to unplug, recharge, and savor the untamed beauty of Australia’s island state. Whether you’re seeking a romantic getaway or an adventurous escape, this is the perfect base for exploring Cradle Mountain–Lake St. Clair National Park and the many gems of North West Tasmania.

Top guest favorite
A modern single-story home is set against the backdrop of a rugged mountain. Large glass doors create an open feeling, while a green lawn extends in front of the house, providing space for outdoor relaxation. A covered patio area is also visible on the right.
Farm stay in Claude Road
4.98 out of 5 average rating, 192 reviews

Claude Road Farm

Reconnect with nature at this unforgettable escape. Welcome to Claude Road Farm, the ideal farm stay nestled at the base of Mount Roland. Enjoy the slow country atmosphere, fresh air and farm animals or explore Cradle Mountain and the many other popular landmarks Tasmania has to offer. Only 8km from Sheffield where you will find lovely cafe's, murals and boutique shops.

Top guest favorite
An outdoor deck features a modern, freestanding bathtub positioned to overlook the scenic coastal view. Natural light streams in through the open space, highlighting the wooden decking and verdant garden beyond, where the sun gently rises above the horizon.
Guesthouse in Penguin
5 out of 5 average rating, 112 reviews

Three Sisters Retreat - Couples Luxury Getaway

Situated on over 100 acres overlooking Three Sisters Islands in Penguin, Three Sisters Retreat offer two, luxury one-bedroom retreats with stunning coastal views, outdoor baths and complete privacy. Secluded from the outside world yet only minutes away from restaurants, cafes and shops. Our retreats offer the perfect destination to relax, unwind and rejuvenate.

Popular amenities for Middlesex vacation rentals

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  2. Australia
  3. Tasmania
  4. Middlesex