Simpsons Bay Vacation Rentals

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Our top choices for Simpsons Bay vacation rentals

Driftwood Cottages

Driftwood Cottages
4.5 star property
Dover
9.4 out of 10, Exceptional, (157 reviews)
"Great hosts, unbelievable room and awesome location. "
Australia
Brian
The price is CA $288
CA $288 total
includes taxes & fees
Jun 16 - Jun 17
Driftwood Cottages

43 Degrees Bruny Island

43 Degrees Bruny Island
3.0 star property
Adventure Bay
9.6 out of 10, Exceptional, (258 reviews)
"Great spot "
Australia
Lesa
The price is CA $279
CA $279 total
includes taxes & fees
Jun 13 - Jun 14
43 Degrees Bruny Island

The Cabin-Wake up to the sound of native birdlife.

The Cabin-Wake up to the sound of native birdlife.
Flowerpot
9.8 out of 10, Exceptional, (102 reviews)
"stunning cabin, excellent communication"
Australia
neil r.
The price is CA $178
CA $207 total
includes taxes & fees
Jun 16 - Jun 17
The Cabin-Wake up to the sound of native birdlife.

Bruny Horizon - Where the Country meets the Sea

Bruny Horizon - Where the Country meets the Sea
North Bruny
The price is CA $198
CA $377 total
includes taxes & fees
Jun 1 - Jun 2
Bruny Horizon - Where the Country meets the Sea

Gorgeous cottage in the heart of the picturesque Huon Valley.

Gorgeous cottage in the heart of the picturesque Huon Valley.
Castle Forbes Bay
10.0 out of 10, Exceptional, (19 reviews)
"This is an exceptional property in the Huon River area. Ideal retreat away from it all in gorgeous scenery. Wonderful hosts."
Australia
Jackie G.
The price is CA $176
CA $205 total
includes taxes & fees
Jun 3 - Jun 4
Gorgeous cottage in the heart of the picturesque Huon Valley.

Snug Beach Cabin And Caravan Park

Snug Beach Cabin And Caravan Park
1.0 star property
Snug
8.8 out of 10, Excellent, (332 reviews)
"Clean rooms great staff "
Australia
Danny
The price is CA $140
CA $154 total
includes taxes & fees
Jun 11 - Jun 12
Snug Beach Cabin And Caravan Park

Lawrence Creek Cottage

Lawrence Creek Cottage
Great Bay
The price is CA $218
CA $297 total
includes taxes & fees
Jun 1 - Jun 2
Lawrence Creek Cottage

Cedar Cottages Blackmans Bay

Cedar Cottages Blackmans Bay
3.0 star property
Blackmans Bay
7.8 out of 10, Good, (23 reviews)
"Great location to explore Hobart and the surrounding area. Spent two weeks and throughly enjoyed the stay. The only feedback it would have been good for the linenand towels to be changed. "
United Kingdom
Matthew John
The price is CA $132
CA $202 total
includes taxes & fees
Jun 14 - Jun 15
Cedar Cottages Blackmans Bay

Charming Dennes Point house close to the beach

Charming Dennes Point house close to the beach
Dennes Point
9.2 out of 10, Wonderful, (32 reviews)
"Great place for a family of four to explore Bruny Island. The house was in a quiet area with fantastic views, an abundance of wildlife and a short walk to the beach. The house was clean, and the kitchen very well stocked and the communication from the host was excellent."
Australia
Tara D.
The price is CA $198
CA $359 total
includes taxes & fees
Jun 1 - Jun 2
Charming Dennes Point house close to the beach

Intimate, earthy cottage in Tranquil Setting

Intimate, earthy cottage in Tranquil Setting
Woodbridge
9.0 out of 10, Wonderful, (11 reviews)
"Was a lovely place to stay "
Australia
David M.
The price is CA $174
CA $311 total
includes taxes & fees
Jun 8 - Jun 9
Intimate, earthy cottage in Tranquil Setting

$179 per night - Winter Special starting May 2026. Channel Cabin Woodbridge

$179 per night - Winter Special starting May 2026. Channel Cabin Woodbridge
Woodbridge
9.2 out of 10, Wonderful, (16 reviews)
"Would love to visit again"
Australia
Maharaba D.
The price is CA $177
CA $286 total
includes taxes & fees
Jun 26 - Jun 27
$179 per night - Winter Special starting May 2026. Channel Cabin Woodbridge

Cygnet Valley Hideaway by Tiny Away

Cygnet Valley Hideaway by Tiny Away
Cygnet
7.4 out of 10, Good, (3 reviews)
"My just Chris was very responsive which was great. The Tiny House was just as advertised and the bed so incredibly comfy!! Great location and easy check and check out. Would highly recommend this gorgeous little get away. "
Australia
Jasna G.
The price is CA $109
CA $173 total
includes taxes & fees
Jun 3 - Jun 4
Cygnet Valley Hideaway by Tiny Away

Seascape on Bruny Island

Seascape on Bruny Island
Alonnah
9.6 out of 10, Exceptional, (5 reviews)
" We had a very pleasant stay in the house with stunning view."
Australia
Susan B.
The price is CA $228
CA $396 total
includes taxes & fees
Jun 1 - Jun 2
Seascape on Bruny Island

Fantastic getaway for family or friends with spectacular views.

Fantastic getaway for family or friends with spectacular views.
Snug
9.4 out of 10, Exceptional, (34 reviews)
"Amazing views, homely and comfortable house with a big fireplace, a great home base to go and explore Hobart or Huon Valley region. Steve was a really friendly and helpful host. Great value for money, would highly recommend staying here. "
Australia
Kiri B.
The price is CA $198
CA $339 total
includes taxes & fees
Jun 1 - Jun 2
Fantastic getaway for family or friends with spectacular views.

Sanctuary Bruny Island - Dome 1

Sanctuary Bruny Island - Dome 1
Adventure Bay
10.0 out of 10, Exceptional, (3 reviews)
"We loved this property will definitely be back ."
Australia
Tracey H.
The price is CA $277
CA $456 total
includes taxes & fees
Jun 2 - Jun 3
Sanctuary Bruny Island - Dome 1

'Aisling' Beach House

'Aisling' Beach House
Lunawanna
9.6 out of 10, Exceptional, (5 reviews)
"Great house in a beautiful location "
Australia
David O.
The price is CA $228
CA $406 total
includes taxes & fees
Jun 6 - Jun 7
'Aisling' Beach House

The Alonnah' Beach House - Main House & Unit

The Alonnah' Beach House - Main House & Unit
Alonnah
9.6 out of 10, Exceptional, (8 reviews)
"Clean welcoming home, was a great experience with good water views "
Australia
Nicola
The price is CA $297
CA $495 total
includes taxes & fees
Jun 1 - Jun 2
The Alonnah' Beach House - Main House & Unit

Birdsong - a cosy cabin with a view

Birdsong - a cosy cabin with a view
Adventure Bay
10.0 out of 10, Exceptional, (7 reviews)
" Tasteful and cosy accomodation with everything required."
Australia
sharon J.
The price is CA $277
CA $416 total
includes taxes & fees
Jun 3 - Jun 4
Birdsong - a cosy cabin with a view

Poppies homely retreat

Poppies homely retreat
Great Bay
7.0 out of 10, Good, (2 reviews)
The price is CA $178
CA $347 total
includes taxes & fees
Jun 1 - Jun 2
Poppies homely retreat

River Ridge Tiny House by Tiny Away

River Ridge Tiny House by Tiny Away
South Arm
10.0 out of 10, Exceptional, (1 review)
"Beautiful little spot and great accommodation. First experience in a tiny home and loved it. Would definitely stay again."
Australia
Bernard K.
The price is CA $109
CA $168 total
includes taxes & fees
Jun 8 - Jun 9
River Ridge Tiny House by Tiny Away
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Simpsons Bay Hotel Reviews

Find out more about Simpsons Bay

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Simpsons Bay. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a vacation rental in Simpsons Bay?

Yes, you can find vacation rentals close to well known sights in Simpsons Bay, or you can go with a more remote option if you'd like a relaxing place to stay.

What's the top vacation rental that Simpsons Bay has to offer?

Cedar Cottages Blackmans Bay: You might want to consider this vacation home rental near Simpsons Bay, which is located by the ocean and has a balcony, a terrace, and a barbecue grill to put you at ease in your new surroundings. Amenities like a coffee maker and free parking are also available for your convenience. You and your friends and family can relax into your vacation with amenities like a garden.

What’s there to see and do in Simpsons Bay?

Sheepwash Bay Conservation Area and Simpsons Bay Conservation Area are a couple of lovely local spots to get outside and enjoy nature. In the larger area, you’ll find Simpsons Point Marine Conservation Area and Bruny Island Premium Wines.

What’s a vacation rental in Simpsons Bay like?

A vacation rental is a private property you can stay in for several days or longer in Simpsons Bay. Vacation rentals offer amenities such as laundry facilities and kitchens so your stay will be comfortable. If you're concerned about a sanitized environment, a vacation rental can offer a sense of seclusion away from public hotel elevators and busy reception areas while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive option for a family trip or a small group gathering.