Holiday rentals in Wineglass Bay

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Top-rated holiday rentals in Wineglass Bay

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Top guest favourite
A spacious living area features large windows that offer expansive views of the surrounding landscape. A custom window seat is positioned near the glass doors, framed by cozy furnishings, including a soft sofa and armchairs. Natural light fills the room, creating a serene atmosphere.
Cottage in Swansea
5 out of 5 average rating, 391 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 favourite
Cottage in Little Swanport
4.92 out of 5 average rating, 529 reviews

Heritage Shepherd Cottage · Lisdillon · Waterfront

Explore Lisdillon’s coastal farm and gain access to 4km of breathtaking, exclusive beaches. Birdwatch by the river, dip in the ocean then unwind by the woodfire with a glass of Lisdillon Pinot Noir. A historic 19th-century, convict built stone cottage with modern comfort. King bed, open-plan living and espresso machine. The perfect base to explore Tasmania's East Coast - Coles Bay, Freycinet National Park (1hr drive) and Maria Island ferry (25 min drive) Head to @lisdillon_estate for more

Top guest favourite
The modern house is nestled among tall grass and natural landscape, featuring a striking architectural design. Large windows invite ample natural light, while the sloped roof adds character to the exterior. The surrounding environment showcases the beauty of the coastal setting.
Home in Dolphin Sands
4.96 out of 5 average rating, 703 reviews

Relax over Summer @ the Lighthouse

(Edit 22/12/25: Unfortunately we were affected by the recent fires in Dolphin Sands. Our block was burned, but the Lighthouse itself was saved by firefighters. The beautiful surrounding bush has been lost. See photos) We think our architecturally designed house is a perfect romantic getaway. We built it for the view, so you can relax with a coffee/wine and enjoy the best of Tasmania's east coast, in comfort. Stroll along the deserted beach & read or listen to our record collection by the fire.

Guest favourite
A scenic view showcases the coastline with calm blue waters framed by rugged hills. Coastal trees are positioned in the foreground, while a small boat and sailboats are visible on the water, indicating a tranquil, natural setting.
Flat in Coles Bay
4.72 out of 5 average rating, 1,287 reviews

Warrakilla

Warrakilla is a modern 1 bedroom apartment on the ground floor of a multi level beach house complex catering for one or two night stays. For the best value booking a two night stay offers up to 25% discount. It is located right in the center of the Coles Bay Village, 200 metres from the waters edge. It is a 2 minute walk to local cafes and shop and 4 minutes walk to the waters edge. The apartment is purpose built and is registered overnight accommodation with the relevant government agencies.

Guest favourite
The modern villa features large glass windows framed by wooden accents, set against a twilight sky. Surrounding coastal shrubs are visible in the foreground, adding natural elements to the sleek architectural design.
Villa in Chain of Lagoons
4.91 out of 5 average rating, 353 reviews

Little Beach Co hot tub villa

Wood fired hot tub anyone? Little Beach Villas are unsurpassed in their quality and interior design. Kick back and relax in this tranquil space & enjoy your own private hot tub in a garden exclusive to your villa. Spot whales and dolphins passing by and sleep well with our Times Square mattresses surrounded by beautiful art. A fully appointed kitchen inc oven & cooktops & BBQ on the deck overlooking the ocean. A la carte french style Breakfast is served in the barn ~ 200m from your villa.

Top guest favourite
A modern oceanfront property features large glass panels reflecting the sky and surrounding landscape. A stone wall provides texture, while a wooden deck leads to a grassy area. A single chair is positioned to enjoy the view, inviting relaxation in the serene setting.
Home in Swansea
5 out of 5 average rating, 106 reviews

Sea Stone - An Oceanfront Modern Luxury Stay

Welcome to your luxury getaway down the East coast of Tasmania. Sea Stone is an architecturally designed oceanfront property with panoramic views encompassing all the features you need to have the most idyllic stay in such picturesque part of the world. The perfect jumping off point to access the best that the East Coast of Tasmania has to offer. Whether it is relaxation, serenity or adventure that you are seeking on your getaway, Sea Stone is the spot to make your holiday dreams come true.

Guest favourite
An off-grid studio is set among lush greenery, with ample space for outdoor activities. A distinctive white tent is located nearby, while picnic tables and lounge seating offer relaxed options. Tall trees provide shade, complementing the tranquil natural environment.
Cabin in Coles Bay
4.9 out of 5 average rating, 180 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 favourite
A modern villa is positioned amidst vibrant foliage, showcasing lush red flowers in the foreground. The ocean can be seen in the background under a vast sky with dramatic cloud formations, highlighting the serene coastal landscape.
Villa in Falmouth
4.95 out of 5 average rating, 1,071 reviews

Oceanfront + Fireplace btw Bay of Fires&Wineglass

Welcome to Saltwater Sunrise — a rare collection of just five luxurious oceanfront villas, each designed for complete privacy, panoramic sea views, and deep relaxation. Just 50 metres from the ocean, every villa offers front-row sunrise views and the soothing sound of waves. Your stay will be in one of these beautiful villas — each almost identical in layout, finish, and breathtaking outlook. Your villa number is allocated by management 2 days before arrival and sent via SMS or email.

Guest favourite
An outdoor deck is surrounded by trees, providing a secluded, natural setting. Two wicker chairs and a small table offer a cozy spot for relaxation. Bright sunlight filters through the foliage, creating a serene atmosphere.
Home in Coles Bay
4.86 out of 5 average rating, 115 reviews

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.

Top guest favourite
The studio's modern exterior showcases large windows and a private deck with a freestanding outdoor bath. A staircase leads up to the entrance, surrounded by natural landscaping. A small outdoor seating area is visible on the ground level, offering a welcoming space for relaxation.
Tiny home in Dolphin Sands
4.98 out of 5 average rating, 312 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 favourite
A unique cocoon structure is shown, featuring large glass doors that invite natural light. The deck offers outdoor seating with two chairs, while a private hot tub is positioned nearby, surrounded by lush greenery and tree coverage.
Tiny home in Coles Bay
4.96 out of 5 average rating, 103 reviews

"Numie" I Luxury Cocoon | Hot Tub | Waterfront

Where glamping meets luxury in our eco-friendly, adults-only escape. Enjoy breathtaking views of the Hazards across Pelican Bay from your private hot tub, perfect for unwinding in nature. Each accommodation blends comfort with sustainability, immersing you in Tasmania's wilderness. Ideal for couples or solo travelers, Numie offers a serene escape to reconnect with nature and explore the Freycinet Peninsula. Don't forget to add us to your wish list for your next escape!

Guest favourite
A sweeping view of the coastline reveals golden sandy beaches meeting the azure sea, with gentle waves lapping at the shore. Lush green hills and native flora enhance the landscape, set against a clear blue sky, creating a serene natural environment.
Guest suite in Bicheno
4.88 out of 5 average rating, 398 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.

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