Simpsons Bay Holiday Rentals

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Our top choices for Simpsons Bay holiday rentals

Cabin in Adventure Bay

43 Degrees Bruny Island
3.0 star property
9.6 out of 10, Exceptional, (254 reviews)
"The location was great, and the room was clean and comfortable. "
United States
David
The price is AU$285
includes taxes & fees
1 Feb - 2 Feb
43 Degrees Bruny Island

Cottage in Dover

Driftwood Cottages
3.5 star property
9.4 out of 10, Exceptional, (157 reviews)
"Great hosts, unbelievable room and awesome location. "
Australia
Brian
The price is AU$311
includes taxes & fees
22 Jan - 23 Jan
Driftwood Cottages
10.0 out of 10, Exceptional, (17 reviews)
"This cottage is beautifully decorated and the owners thought of everything. They made us feel so very welcome. Highly recommend!"
Australia
Fiona F.
The price is AU$207
includes taxes & fees
31 Jan - 1 Feb
Gorgeous cottage in the heart of the picturesque Huon Valley.
10.0 out of 10, Exceptional, (20 reviews)
"Had a great time on Bruny Island made easy with staying at this property just down the road from Hotel Bruny. Good location for activities on the island and the property had all the amenities we needed for the stay. Lots of good info from Steve and we thoroughly enjoyed our stay."
Australia
Martin I.
The price is AU$342
includes taxes & fees
26 Jan - 27 Jan
Bruny Ocean Cottage Alonnah close to all attractions free continental breakfast

Holiday Home in Blackmans Bay

Cedar Cottages Blackmans Bay
3.0 star property
8.0 out of 10, Very good, (22 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 AU$201
includes taxes & fees
8 Feb - 9 Feb
Cedar Cottages Blackmans Bay
9.8 out of 10, Exceptional, (95 reviews)
"The cabin was so lovely. It was tastefully decorated and thoughtful provisions were provided. Really comfy bed and the wood fire was exceptional. "
Australia
Susan
The price is AU$194
includes taxes & fees
1 Feb - 2 Feb
The Cabin-Wake up to the sound of native birdlife.
9.0 out of 10, Wonderful, (11 reviews)
"Was a lovely place to stay "
Australia
David M.
The price is AU$299
includes taxes & fees
4 Feb - 5 Feb
Intimate, earthy cottage in Tranquil Setting

Holiday Home in Lunawanna

The Hide On Cloudy
4.0 star property
10.0 out of 10, Exceptional, (3 reviews)
"We absolutely loved the property. If we ever stay on Bruny Island again, we will be booking our stay at the Hide on Cloudy and recommend it to anyone wanting a clean, well kept, beautifully friendly place to stay."
Australia
Dale Mark
The price is AU$400
includes taxes & fees
22 Jan - 23 Jan
The Hide On Cloudy
1.0 star property
8.8 out of 10, Excellent, (322 reviews)
"Stayed only 1 night Clean and suited short stay purpose. Laundry facility and clean bathrooms showers. Stayed in a cabin. Had good amenities and supplies "
Canada
Heather
The price is AU$154
includes taxes & fees
16 Feb - 17 Feb
Snug Beach Cabin And Caravan Park
9.0 out of 10, Wonderful, (14 reviews)
"Would love to visit again"
Australia
Maharaba D.
The price is AU$276
includes taxes & fees
1 Feb - 2 Feb
$199 per night - Autumn Special starting February 2026. Channel Cabin Woodbridge
9.2 out of 10, Wonderful, (70 reviews)
"Very clean and large room, close to water and shops very quiet."
Australia
Julie
The price is AU$211
includes taxes & fees
28 Jan - 29 Jan
Beachside Cottage in great location, only 30min from CBD
10.0 out of 10, Exceptional, (6 reviews)
"Gorgeous cabin in the bush with amazing view. Kids loved the outside games and exploring the tracks around the house. "
Australia
Talia F.
The price is AU$487
includes taxes & fees
13 Feb - 14 Feb
Birdsong: A peaceful bush retreat with a view.

Holiday Home in Killora

Three Trees Retreat stunning views
9.2 out of 10, Wonderful, (116 reviews)
"Warm, comfortable and very pleasant place to stay."
Australia
Katrina J.
The price is AU$372
includes taxes & fees
4 Feb - 5 Feb
Three Trees Retreat stunning views
10.0 out of 10, Exceptional, (1 review)
"Beautiful property which was close to things we needed/wanted to do! An overall pleasant experience!"
United States
Malcolm T.
The price is AU$360
includes taxes & fees
28 Jan - 29 Jan
Countryside Escape Near Margate Village

Holiday Home in Great Bay

'A' Frame Beauty on Bruny Island
7.0 out of 10, Good, (2 reviews)
The price is AU$420
includes taxes & fees
24 Jan - 25 Jan
'A' Frame Beauty on Bruny Island

Holiday Home in Alonnah

Mandala Bruny Island
4.0 star property
10.0 out of 10, Exceptional, (5 reviews)
"We had an amazing stay at Mandala Bruny Island, the accommodation was of a very high standard, with everything at your fingertips. We had a group of six people, with more room than we required. Lots of activities, with a beautfiul fire to sit around at night. We have already booked our next visit."
Australia
Anonymous traveller
The price is AU$581
includes taxes & fees
27 Jan - 28 Jan
Mandala Bruny Island
8.4 out of 10, Very good, (8 reviews)
"Plenty of room"
Australia
John B.
The price is AU$434
includes taxes & fees
22 Jan - 23 Jan
Cedar Cottages Blackmans Bay - Country Cottage
9.4 out of 10, Exceptional, (33 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 AU$337
includes taxes & fees
1 Feb - 2 Feb
Fantastic getaway for family or friends with spectacular views.

Holiday Home in Alonnah

Manfield Seaside Bruny Island
4.0 star property
10.0 out of 10, Exceptional, (7 reviews)
"Amazing place, so welcoming and relaxing! Excellent Instructions on fireplace and general facilities etc… Rooms are excellent with incredible views of the bay! Felt we could have stayed a lot longer and will be our first choice next time we are back to Bruny"
Australia
Deborah
The price is AU$537
includes taxes & fees
27 Jan - 28 Jan
Manfield Seaside Bruny Island
9.8 out of 10, Exceptional, (6 reviews)
"Excellent location very comfortable home from home"
Australia
John F.
The price is AU$508
includes taxes & fees
9 Feb - 10 Feb
Exquisite Coastal Retreat: Waterfront Coningham Oasis near Bruny & Hobart
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

Everything you need to know about Simpsons Bay holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Simpsons Bay holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Simpsons Bay holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Simpsons Bay holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Simpsons Bay. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Simpsons Bay holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Simpsons Bay holiday rentals we have selected for you start as low as AU$154 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Simpsons Bay rentals

At Expedia, we put the best Simpsons Bay holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Simpsons Bay rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Simpsons Bay holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Simpsons Bay. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Simpsons Bay?

Yes, there are holiday rentals close to the most popular sights in Simpsons Bay, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Simpsons Bay has to offer?

Sunset Bay Escape- A spectacular place to unwind with a loved one or friends: This holiday home rental outside of Simpsons Bay is located by the ocean, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of books.

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 wider area, you’ll find Simpsons Point Marine Conservation Area and Bruny Island Premium Wines.

What’s a holiday rental in Simpsons Bay like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Simpsons Bay. Holiday rentals offer extras such as laundry facilities and kitchens so you'll have everything you need. If you're concerned about a clean environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and busy reception areas while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for small groups.