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Vacation rentals in Simpsons Bay

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Top-rated vacation rentals in Simpsons Bay

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Top guest favourite
Cottage in Gardners Bay
5 out of 5 average rating, 308 reviews

Misty Ridge Cottage. Cygnet. Tasmania

Misty Ridge Cottage is on its own private pasture overlooking Bruny Island and the forest. Set within 37 acres you have bush walks and peace. Built with timber off the property, restored to a tranquil oasis. The cottage has cathedral ceilings and is spacious, wake up in the morning to the sunrise and the spectacular view over Bruny. Close to restaurants and vineyards of the area including Peppermint Bay Hotel, Mewstone Winery Grandview cheese Only 12 minutes to Cygnet village and 45 to Hobart.

Top guest favourite
Two contemporary guest houses are perched on a rocky shoreline, surrounded by lush greenery. The structures feature large windows that reflect the natural landscape, while the clear blue water in the foreground gently laps against the rocks.
Home in Alonnah
4.96 out of 5 average rating, 154 reviews

Arthouse Bruny Island waterfront luxury retreat

Stay in one of the only Bruny Island waterfront properties that has spectacular ocean and mountain views from the living/dining/kitchen and bedroom, not to mention the enormous deck. Relax in bohemian luxury on 2 acres of natural bush and garden in the former art studio, now a private guest home, complete with unlimited WIFI. Full of artwork and Persian rugs, this is a place to unwind and absorb the peace and amazing views, especially at sunset, with uninterrupted access to the water's edge.

Guest favourite
A charming stone cottage is set amidst a lush green landscape, surrounded by vibrant flowers. The structure features large windows that allow natural light to fill the interior. Tall trees and rolling hills are visible in the background, enhancing the serene outdoor setting.
Cottage in Simpsons Bay
4.93 out of 5 average rating, 281 reviews

The Stone Cottage - Bruny Island

Nestled within the old growth forest of Simpson's Bay, you'll discover one of the islands unique stone houses. The Cottage is perfectly located a few minutes drive south of Bruny Islands world famous Isthmus. Central to bush walking tracks, birdlife sanctuaries, bushland reserves, pristine beaches, rugged coastlines and much more. Did we mention that wallabies, including missy, one of the local rare white wallabies visits daily. The cottage is suitable for couples, families, and small groups.

Top guest favourite
The interior of the yurt features a king-size bed adorned with colorful linens, surrounded by decorative textiles and plants. A skylight provides natural light, while wooden wall framing adds warmth. A two-seat dining table is positioned in the corner, enhancing the cozy ambiance.
Yurt in Adventure Bay
4.98 out of 5 average rating, 376 reviews

Luxury yurt glamping at Littlegrove

Nestled in an olive grove with views over Bruny Island’s famous Fluted Cape, our yurts offer the ultimate romantic glamping experience, with private bathroom and cooking facilities and an outdoor bath and fire pit for star gazing. Each yurt is furnished with vintage wares collected from all over the world, an internal wood fire, timber floors, and wool lined walls for cosy nights. Double glazed windows look out over the grove and surrounding forest which wraps 360 degrees around our farm.

Top guest favourite
The cabin is nestled among native trees, featuring a metal roof and wooden exterior. A wooden deck extends from the entrance, providing a welcoming path surrounded by natural landscaping. Soft light glows from the windows, hinting at warmth inside.
Cabin in Alonnah
4.93 out of 5 average rating, 135 reviews

Lune, lunaown/Bruny Island

Lune, lunawuni is a secluded, eco-friendly cabin set on 2 acres of private waterfront bushland. Overlooking the d’Entrecasteaux Channel, with views of Hartz Mountains National Park, and with direct access to the waters edge of Sheepwash Bay, the property offers guests an intimate, nature immersed escape, with comfort in mind. Lune owners Sarah and Olly acknowledge the Nununi people, Traditional Owners of the land on which the cabin stands, and pay respects to Elders past and present.

Top guest favourite
The cabin's exterior is illuminated against a night sky filled with stars. Large glass doors create a seamless transition between indoor and outdoor spaces, revealing a spacious living area furnished with a dining table and seating. The minimalist architecture highlights natural materials.
Cabin in Adventure Bay
4.95 out of 5 average rating, 467 reviews

The Lookout Cabin

The lookout cabin is an architect designed cabin for two, nestled high on Bruny's east coast sea cliffs. Enjoy expansive water views over Storm Bay, Tasman Island and the Southern Ocean. Wake to the sounds of the local birdlife and revel in the majesty of resident sea eagles. Minimalism, simplicity and luxury combine to create an experience you will always remember, whether it be a romantic getaway, a relaxing retreat to recharge or a base to explore the magnificence of Bruny Island.

Top guest favourite
An outdoor clawfoot bathtub is positioned on a wooden deck, surrounded by lush vegetation. The warm glow of an illuminated window nearby contrasts with the natural setting as dusk approaches. A cozy, rustic ambiance is created by the blend of greenery and wooden elements.
Cabin in Alonnah
4.95 out of 5 average rating, 1,059 reviews

The Shack - coastal stay with outdoor tub

After arriving on popular Bruny island it is a joy to leave the crowd behind as you wind down the private road through towering trees to the shores of sheepwash bay. Designed with couples in mind the shack is the perfect place for relaxation and romance. Set on the waterfront, in a national park like setting it offers an intimate retreat to call home during your exploration of Bruny Island. Home to the bruny baker you will awaken to the smell of sourdough baking .

Top guest favourite
A tranquil view of the D'Entrecasteaux Channel is captured, displaying soft hues of sunset reflecting on the water. Lush greenery borders the foreground, leading to distant hills and islands, creating a sense of serene isolation within nature.
Cottage in Birchs Bay
5 out of 5 average rating, 100 reviews

Wayward Mariner - Luxury cottage with water views

Ranked No. 4 in Australian Traveller’s Top 15 Airbnbs in Hobart, Wayward Mariner is a romantic country cottage in Birchs Bay with breathtaking views over Bruny Island. Set on 25 acres with four alpacas, this private retreat features a gourmet kitchen, Nectre wood fireplace and a stylish bathroom with underfloor heating. Just 35 minutes from Hobart, it’s the perfect escape for couples or solo travellers seeking beauty, tranquillity, and a touch of magic.

Guest favourite
A custom-made stainless steel hot tub is positioned on a wooden deck, reflecting the vibrant sunset. Lush green hills and valleys stretch into the distance, under a sky painted with warm hues of orange and blue as the sun begins to set.
Cabin in Lucaston
4.98 out of 5 average rating, 436 reviews

Orchards Nest - private, mineral hot tub w/ views

Getaway from the everyday and embrace relaxation. Nestled high on a hill overlooking glorious sunrises/sunsets, rolling green hills and orchards, blue skies and towering green gum trees. Friendly wildlife, twinkling stars and a custom made hot tub are yours when you stay here. Fall asleep on luxurious linen. Feel the quiet stillness of the surrounding Tasmanian bush. Pause from the race of life, rest, recharge, connect with nature and rejuvenate.

Top guest favourite
A cozy seating area is positioned near a large window, offering views of the serene bay and distant mountains. A plush pillow rests against the arm of the seat, accompanied by a small table featuring a teacup, a French press, and binoculars, creating a perfect spot for relaxation.
Cabin in Lunawanna
4.98 out of 5 average rating, 209 reviews

The Cabin By The Sea -Waterfront Retreat+Breakfast

The Cabin by the Sea is a nurturing creative space full of comfort and culture....a place to soothe your soul, reconnect and recharge. A destination in itself the cabin offers multiple spaces for creativity, mindfulness and connection. A few minutes drive from Bruny Island Premium wines. and Hotel Bruny and only a short distance from The lighthouse and Cloudy Bay The Cabin is a place to take it slow and immerse yourself in Island life.

Top guest favourite
Home in Alonnah
4.97 out of 5 average rating, 376 reviews

Bruny Boathouse

The Bruny Boathouse offers sweeping views across the d’Entrecasteaux Channel to Satellite Island and Hartz Mountain. Centrally located in Alonnah, it’s the perfect base for exploring Bruny’s wild beauty. Slow down with sea air and gum trees, gather by the fire pit with marshmallows, or soak under the stars in the outdoor bath. A family-friendly shack with all the comforts, made for island living.

Guest favourite
A timber hot tub is nestled on a deck surrounded by trees, overlooking a tranquil body of water. Two glasses sit on a wooden table nearby, complementing the serene atmosphere as a guest relaxes in the hot tub, enjoying the natural scenery.
Home in Tinderbox
4.96 out of 5 average rating, 445 reviews

Aerie Retreat

AERIE retreat. A private designer apartment in the bush by the water. Walk down to the very private Wilderness Deck for exclusive use of the Timber Hot Tub, Sauna and fire pit. Access to the waterfront marine reserve is also exclusively available for our guests. A brilliant spot to stay summer or winter. Watch the winter full moon rise over the ocean from the hot tub and sauna.

Popular amenities for Simpsons Bay vacation rentals

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  5. Simpsons Bay