Vacation rentals in Wineglass Bay

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Top-rated vacation rentals in Wineglass Bay

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Top guest favorite

Cottage in Swansea

5 out of 5 average rating, 367 reviews

The Burrows, coastal luxury with incredible views

Welcome to The Burrows, a 1860's stone cottage we have sensitively reimagined & restored, opening it up to take in the ever changing view over Freycinet peninsula. A large living space is the heart of the home with a wood fire at one end, feather sofa, armchairs and a custom made window seat overlooking Great Oyster Bay. Both bedrooms have amazing views over the water & our intimate bath house with clawfoot bath & french doors is the perfect place to watch the sunset reflected over the Hazards

Guest favorite

Home in Little Swanport

4.92 out of 5 average rating, 518 reviews

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.

Guest favorite

Cabin in Coles Bay

4.89 out of 5 average rating, 131 reviews

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.

Top guest favorite

Guesthouse in Bicheno

4.97 out of 5 average rating, 130 reviews

~ 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.

Top guest favorite

Tiny home in Dolphin Sands

4.98 out of 5 average rating, 266 reviews

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.

Guest favorite

Guest suite in Bicheno

4.87 out of 5 average rating, 365 reviews

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.

Guest favorite

Home in Dolphin Sands

4.94 out of 5 average rating, 313 reviews

Cosy beach shack nestled amongst the dunes.

Driftwood Cottage allows you to unwind amongst the sand dunes at this unique and tranquil getaway. A mere stroll from beautiful and deserted Nine Mile Beach, and moments from Moulting Lagoon. Walk along the beach, swim or fish in the bay or lagoon, or simply relax at our peaceful home. With Swansea just ten minutes away, local vineyards aplenty and Freycinet National Park up the coast, staying longer to explore will only enhance your experience at Driftwood.

Guest favorite

Home in Apslawn

4.9 out of 5 average rating, 101 reviews

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.

Top guest favorite

Home in Coles Bay

4.99 out of 5 average rating, 215 reviews

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.

Top guest favorite

Home in Swansea

4.98 out of 5 average rating, 169 reviews

Family Friendly! Bluff Cove - Beachfront House

Bluff Cove is a modern, stylish, 3 bedroom, 2 bathroom home with a gate directly to the beach in Swansea, Tasmania. In a quiet location, with views out across Great Oyster Bay, Nine Mile Beach and the Hazards, this is the ideal property for a family holiday or romantic getaway. Only a short walk into the township of Swansea, and a short drive to the many wineries and vineyards, it really is the most perfect spot.

Guest favorite

Cabin in Falmouth

4.98 out of 5 average rating, 367 reviews

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**

Guest favorite

Cabin in Bicheno

4.86 out of 5 average rating, 151 reviews

Panorama Cabin - a cosy shack + an unreal view (B)

Nestled on a secluded ridge line facing true north, you will find a soft place to land that gives you the spaciousness to recalibrate and reconnect. Our cosy cabin takes in a vista of sea, sky and a sweeping natural landscape of the Tasmanian bush that carries the calls of birdsong and the sounds of the ocean on the breeze. Check out the cabin and follow us: @panorama_bicheno