Simpsons Bay Vacation Rentals

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Our top choices for Simpsons Bay vacation rentals

Cabin in Adventure Bay

43 Degrees Bruny Island
3.0 star property
9.6 out of 10, Exceptional, (252)
"The location was great, and the room was clean and comfortable. "
United States
David
$201 nightly
The price is $201
Jan 7 - Jan 8, 2026
Total with taxes and fees
43 Degrees Bruny Island

Cottage in Dover

Driftwood Cottages
3.5 star property
9.4 out of 10, Exceptional, (156)
"Excellent outlook across Esperance Bay and well located to places of interest, walks, fishing and just relaxing. "
Australia
Norm
$217 nightly
The price is $217
Jan 5 - Jan 6, 2026
Total with taxes and fees
Driftwood Cottages
10.0 out of 10, Exceptional, (15)
"This cottage is beautifully decorated and the owners thought of everything. They made us feel so very welcome. Highly recommend!"
Australia
Fiona F.
$135 nightly
The price is $135
Jan 7 - Jan 8, 2026
Total with taxes and fees
Gorgeous cottage in the heart of the picturesque Huon Valley.
10.0 out of 10, Exceptional, (19)
"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.
$233 nightly
The price is $233
Jan 8 - Jan 9, 2026
Total with taxes and fees
Bruny Ocean Cottage Alonnah close to all attractions free continental breakfast
8.8 out of 10, Excellent, (10)
"Interesting cottage and farmlike surrounds and very pleasant hostess. Would recomend"
Australia
Stephen C.
$196 nightly
The price is $209
Jan 4 - Jan 5, 2026
Total with taxes and fees
Intimate, earthy cottage in Tranquil Setting
9.8 out of 10, Exceptional, (95)
"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
$140 nightly
The price is $140
Jan 4 - Jan 5, 2026
Total with taxes and fees
The Cabin-Wake up to the sound of native birdlife.
9.0 out of 10, Wonderful, (14)
"Would love to visit again"
Australia
Maharaba D.
$225 nightly
The price is $225
Jan 18 - Jan 19, 2026
Total with taxes and fees
Spring Special - November just $185 per night. Book Now - Spring & summer await!
1.0 star property
8.6 out of 10, Excellent, (321)
"Spotless cabin. Very quiet site Convenient & easy to use laundry. Nice walks around "
Australia
Trish
$94 nightly
The price is $104
Jan 26 - Jan 27, 2026
Total with taxes and fees
Snug Beach Cabin And Caravan Park

Cottage in Adventure Bay

Birdsong - a cosy cabin with a view
10.0 out of 10, Exceptional, (6)
"Gorgeous cabin in the bush with amazing view. Kids loved the outside games and exploring the tracks around the house. "
Australia
Talia F.
$402 nightly
The price is $402
Jan 3 - Jan 4, 2026
Total with taxes and fees
Birdsong - a cosy cabin with a view
9.2 out of 10, Wonderful, (14)
"Lovely place. Great location. Great host, easy to contact and great communication"
Australia
Marcus L.
$234 nightly
The price is $234
Jan 8 - Jan 9, 2026
Total with taxes and fees
Cedar Cottages Blackmans Bay - Cinnamon Cottage
9.2 out of 10, Wonderful, (28)
"Fantastic location and great home, thank you"
Australia
Li P.
Charming Dennes Point house close to the beach

Vacation Home in Killora

Three Trees Retreat stunning views
9.2 out of 10, Wonderful, (115)
"Warm, comfortable and very pleasant place to stay."
Australia
Katrina J.
$295 nightly
The price is $295
Jan 20 - Jan 21, 2026
Total with taxes and fees
Three Trees Retreat stunning views

Vacation Home in South Arm

River Ridge Tiny House by Tiny Away
$140 nightly
The price is $140
Jan 4 - Jan 5, 2026
Total with taxes and fees
River Ridge Tiny House by Tiny Away

Vacation Home in Adventure Bay

Lumeah Retreat Bruny Island
4.0 star property
10.0 out of 10, Exceptional, (3)
"The property was lovely, well maintained & had everything you could need for the stay "
Australia
Julie
$933 nightly
The price is $933
Jan 9 - Jan 10, 2026
Total with taxes and fees
Lumeah Retreat Bruny Island
$133 nightly
The price is $133
Jan 7 - Jan 8, 2026
Total with taxes and fees
Cygnet Valley Hideaway by Tiny Away

Vacation Home in Lunawanna

The Hide On Cloudy
4.0 star property
10.0 out of 10, Exceptional, (3)
"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
$427 nightly
The price is $427
Jan 7 - Jan 8, 2026
Total with taxes and fees
The Hide On Cloudy

Vacation Home in Alonnah

Mandala Bruny Island
4.0 star property
10.0 out of 10, Exceptional, (5)
"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 traveler
$645 nightly
The price is $645
Jan 12 - Jan 13, 2026
Total with taxes and fees
Mandala Bruny Island
9.8 out of 10, Exceptional, (6)
"Excellent location very comfortable home from home"
Australia
John F.
$321 nightly
The price is $321
Jan 18 - Jan 19, 2026
Total with taxes and fees
Exquisite Coastal Retreat: Waterfront Coningham Oasis near Bruny & Hobart
3.5 star property
9.2 out of 10, Wonderful, (31)
"Amazing view & all the amenities "
Canada
Allison
$388 nightly
The price is $388
Jan 12 - Jan 13, 2026
Total with taxes and fees
Discover Bruny Island Holiday Accommodation
9.4 out of 10, Exceptional, (33)
"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.
$262 nightly
The price is $262
Jan 4 - Jan 5, 2026
Total with taxes and fees
Fantastic getaway for family or friends with spectacular views.
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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Simpsons Bay vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Simpsons Bay vacation 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 low season months. For more hustle and bustle, you may prefer to visit Simpsons Bay in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $104 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Simpsons Bay rentals

At Expedia, we put the best Simpsons Bay vacation 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 vacation.

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 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 an electric kettle 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.