Vacation rentals in Simpsons Bay

Relax and unwind at Three Paddocks and a Hill

Experience a taste of life in the country, with all the comforts of home - relax and recharge at Three Paddocks and a Hill. Just 10 minutes from Cygnet and less than an hour from Hobart, your relaxing break awaits. Set among paddocks and wooded hills on our farm, you'll feel completely removed from the hustle and bustle of the normal every day. Watch the fairy wrens dance outside, take in the huge skies and towering eucalyptus trees, pat a goat, and if you're lucky, see the wedge-tailed eagles.

Location · Family · Check-in

Chambls Shack

Chambls Shack provides wanderers with a slow stay, overlooking the sandy beach at Verona Sands. Chambls is a genuine shack experience, complete with 1970’s kitchen, open fireplace and light shades. Plenty of wobbly bits and sloping floors, but we’re watertight, warm and a whole load of fun. Situated 1 hour from Hobart via Huon or Channel, Chambls welcomes travellers who want to truly relax and revisit the 70’s in luxe linens, open fire and a bottle of red. Or bring the kids and hit the beach.

Location · Value · Indoor spaces

Bruny Island Hideaway

Only if I can show you how to be happy with little. It is simple and minimalistic, it is green and sustainable, it is so wild that you feel a million miles away from civilisation. Surrounded by 99 acres of conservation forest, you will find abundant wildlife. You can hear the birds during the day and wallabies at night. Eagles soar in the sky. Try stargazing and spot the Aurora. I enjoy the tranquillity and solitude of the place, but it's also special to share with company. 4WD is recommended.

Family · Value · Quiet

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.

Value · Family · Getting around

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.

Family · Location · Outdoor spaces

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!

Value · Family · Quiet

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.

Family · Location · Cleanliness

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.

Location · Family · Decor

The Songbird | Waterfront Escape

Where the sea sings and time slows… On Bruny Island’s quiet edge, The Songbird - a 1960s shack, lovingly restored - offers a romantic hideaway just metres from the water’s edge. Linen-draped interiors, a flickering fire, and an antique outdoor bath invite you to pause. Wake to the morning chorus and the scent of salt air, and soak beneath stars as the world hushes around you. Here, the rhythm of waves meets the melody of birdsong - and everything unnecessary falls quietly away.

Location · Decor · View

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 .

Value · Family · Grill

Mandala Family Retreat Bruny Island

Discover a secluded 20-acre sanctuary at Mandala, tucked in the bush in Alonnah. This expansive retreat offers direct access to rocky shores and walking tracks right across the drive. With 4 bedrooms and 1.5 bathrooms, it’s ideal for families. Guests love the unique decor, cozy wood fire with unlimited wood supply, and separate games shed with ping pong. Enjoy waterfront views, native wildlife, and a chef’s kitchen. A serene island home just minutes from the pub.

Value · Location · Bathroom

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.

Value · Location · Sleep quality