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Holiday rentals in Simpsons Bay

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Top-rated holiday rentals in Simpsons Bay

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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, 287 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, 424 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.

Guest favourite
An inviting living area features a low-profile dark sofa and a cozy armchair, arranged around a wood-burning fireplace. Large floor-to-ceiling windows provide unobstructed views of the waterfront and surrounding landscape. A textured area rug lies on the polished hardwood floor, enhancing the warm ambiance.
Home in Apollo Bay
4.91 out of 5 average rating, 108 reviews

The Hideout Cabin

Take yourselves away on a stunning waterfront nature retreat at this private, peaceful and stylish solar powered cabin in the middle of the Tasmanian wilderness. Set up for up to four adults, this gorgeous home offers waterfront views, two luxurious bedrooms, a large kitchen with a Glemgas 6 burner gas stove and oven, an indoor fireplace, coffee machine and a fire-pit for enjoying balmy evenings. Add an absolute abundance of wildlife, fishing and swimming and you have the perfect getaway!

Top guest favourite
The handcrafted cabin features warm wooden cladding, large glass windows, and a spacious deck overlooking natural bushland. An outdoor cooking area with a fire pit is highlighted by circular seating and rustic log stools, enhancing the tranquil outdoor setting.
Home in Richmond
4.97 out of 5 average rating, 139 reviews

Arden Retreat - The Croft at Richmond

Immerse yourself in the ultimate nature experience as you unwind at The Croft of Arden. This handcrafted accommodation rests in the hills of the historic village of Richmond. It enjoys complete seclusion yet located only 5 minutes from the town centre. With careful attention to detail in textures and finishes, The Croft is positioned to leave you feeling refreshed and enveloped in nature. Complete your sensory experience as you bask under dark skies in the woodfired hot tub. Simply magic!

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, 180 reviews

Lune, lunawuni/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
Cabin in Adventure Bay
4.95 out of 5 average rating, 503 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.

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, 1,104 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
Cottage in Birchs Bay
5 out of 5 average rating, 137 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.

Superhost
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
4.97 out of 5 average rating, 470 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.

Guest favourite
A freestanding bath is positioned near a large window, offering expansive views of the ocean and surrounding landscape. The serene atmosphere is enhanced by natural light flooding the space, creating a relaxing retreat with scenic vistas.
Home in Alonnah
4.94 out of 5 average rating, 595 reviews

Couple's Getaway on Bruny Island

Stunning views across the channel, towards the Hartz mountains and the Southwest Ranges. You may also be treated to some amazing sunsets. A comfortable and cosy home with indoor and outdoor seating areas. Couples Getaway is in a great location, a 5 minute drive to the winery, 500m to Hotel Bruny and a 500m walk to a 3km trail along the foreshore. A perfect place to relax and unwind. Best suited to younger guests. Wifi now available.

Guest favourite
Home in Alonnah
4.97 out of 5 average rating, 410 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.

Top 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, 485 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 holiday rentals

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  5. Simpsons Bay