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.

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.

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.

Lune, lunawoni / 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.

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.

Adventure Bay Beach House for 2, Bruny Island.

Enjoy the spaciousness of this beautiful new, contemporary retreat-style beach house with privacy, peace and stunning views. The house is a relaxing getaway overlooking Adventure Bay beach. Enjoy a light-filled house with full kitchen, outdoor BBQ, sauna, luxe king bedroom and ensuite. Stroll to the beach or jetty, just a few steps from the gate. Located on 6 private Land for Wildlife acres, the artist and musician owners have added their personal touches for your enjoyment.

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 .

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.

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.

Blueberry Bay Cottage

A waterfront Pavilion on private 8 acres bushland. This unique waterside location provides a unique setting for your Huon Valley stay. Eat like a local at the Red Velvet, The Old Bank in Cygnet. Fully self contained, the cottage is all yours to enjoy. You’ll meet the friendly wild life as you explore the surrounding bush land. On day two, why not book the private cedar outdoor Hot tub!

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.

The Joneses- luxury beachfront home for two

Welcome to the beautiful east coast of Bruny Island, where contentment and connection awaits. From The Joneses, a mid century style home originally built by Mr L Jones and reimagined in 2023 to become a luxurious escape for couples or solo travellers, you will have uninterrupted views of the azure waters of Adventure Bay and across to Penguin Island and Fluted Cape.