Vacation rentals in Wineglass Bay

The Shepherd's Cottage with private beach

Rivulet views, open-plan living, and 19th-century history await you in this convict built stone cottage situated on Lisdillon’s historic sheep farm and vineyard. Settle in for a cosy weekend away; stroll on the private beaches, try your luck fishing, or sip on a glass of our award-winning wine. It’s the perfect base to explore Tasmania's scenic East Coast, such as Coles Bay and Freycinet National Park (1hr drive) and Maria Island ferry (25 min drive). Head to @lisdillon_estate for more.

Friendlies Rest Coles Bay / Freycinet East Coast

Relax in a peaceful bush setting & connect with nature. This small off grid studio is situated on a 100 acre property located on Freycinet Peninsula, close to Friendly Beaches, Moulting Lagoon & Freycinet National Park. The space is clean, cosy & comfortable with double bed, kitchenette & bathroom. Perfect for one or a couple. Unwind from the days adventure with the gentle sounds of nature, local bird life & ocean swell.. Watch the eagles return home as the sun sets and the stars come out.

~ Barry's Bungalow ~

:: welcome to barry’s bungalow :: once a little art studio lovingly built by the original owner for his wife, now converted into a one bedroom studio overlooking the sleepy homes & sparkling azure waters of bicheno. a place to nest, rest & explore from, barry’s is furnished with tones that capture warmth and sunshine, filled with shells, surf mags and places to kick up your sandy feet and devour a good book. enjoy a brew on the sun-filled deck overlooking our winding garden & ocean views.

Wineglass Beach House - a retreat in the treetops

A secluded retreat surrounded by the Freycinet National Park. At the gateway to the Wineglass Bay walks, the beachhouse at the Fisheries is directly under the Hazards mountains. Surrounded by biodiversity and rare species, and a short walk to the private Parsons Cove beach. Native wallabies and echidnas roam the garden. Relax with a book on one of the two decks in the treetops or watch the birds. Perfect for couples or families. Children love exploring the garden and surrounds.

Beachfront Studio on Great Oyster Bay

Enjoy the lovely setting of this romantic spot in nature. Listen to the ocean and the birds and enjoy glimpses of the magnificent sunrise and sunset across the bay to Freycinet and Schouten Island. We live next door in a new house, but the Studio has been positioned to ensure your privacy. You have your own beachfront spot to relax on a deckchair. Dolphin Sands is a beautiful beach and offers endless walking and swimming opportunities. Swansea is a 30 minute walk by beach.

Ocean View Retreat- unit: Diamond Island

Stunning views across the sea and warm winter sunshine. Spend your day exploring the nearby National Parks, glorious beaches or vineyards and by night watch the nocturnal animals that frequent the front garden. Enjoy the serenity! Ocean View Villa is set on a semi-rural property and is a short drive from Bicheno shops. The unit occupies half of the downstairs area of villa and accommodates 4 people with the queen bed in the living area and single beds in the bedroom.

picture this - Cherry Tree Hill

Picture this… Located in the heart of a serene Tasmanian bush setting along the scenic Great Eastern Drive, Cherry Tree Hill invites you to experience true tranquility and immerse yourself in the beauty of nature. Choose to soak in a bath under the stars or unwind in the sauna, luxurious amenities await to help you unwind and rejuvenate. Here, you can truly unplug from the stresses of everyday life and immerse yourself in a bush escape unlike any other.

Hazards Escape - The Top Shack

Built as our home, the Top Shack was designed with a focus on comfort & tranquility. Split level, open plan living area makes the most of views while maintaining privacy, a fully equipped kitchen makes catering a breeze. Located on a quiet block 5 mins from Coles Bay - The Top Shack offers 3 bedrooms, (2 x queen, 1 x double), 1.5 bath, front deck, back deck & off street parking, it is a truly delightful place to escape & recharge.

Whale Song ~ Oceanfront Escape

Whale Song is an escape on the edge of the ocean where pacific gulls call and the roar of the ocean fills the air. Our beach shack is a sanctuary of peace and calm, perfectly suited for 2 - 4 guests. Located in the sleepy hamlet of Falmouth, a stunning, secluded part of the East Coast of Tasmania. **AS FEATURED IN THE DESIGN FILES, DWELL, COUNTRY STYLE, BROADSHEET, MY SCANDINAVIAN HOME**