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Simpsons Bay Vacation Rentals

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Our top choices for Simpsons Bay vacation rentals

1. 43 Degrees Bruny Island

43 Degrees Bruny Island
3.0 star property
Adventure Bay
9.6 out of 10, Exceptional, (261 reviews)
"The location was great, and the room was clean and comfortable. "
United States
David
The price is CA $297
CA $297 total
includes taxes & fees
Oct 18 - Oct 19
43 Degrees Bruny Island

2. Snug Beach Cabin And Caravan Park

Snug Beach Cabin And Caravan Park
1.0 star property
Snug
8.8 out of 10, Excellent, (334 reviews)
"Lovely place to stay. Clean and tidy. Lady in reception was super friendly and went out if her way to assist with a left item"
Australia
Laurie
The price is CA $137
CA $151 total
includes taxes & fees
Nov 15 - Nov 16
Snug Beach Cabin And Caravan Park

3. 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, (105 reviews)
"Great accommodation great place to stay"
Australia
Louise M.
The price is CA $161
CA $189 total
includes taxes & fees
Oct 29 - Oct 30
The Cabin-Wake up to the sound of native birdlife.

4. $199 per night - Spring Special 2026. Channel Cabin Woodbridge

$199 per night - Spring Special 2026. Channel Cabin Woodbridge
Woodbridge
9.2 out of 10, Wonderful, (17 reviews)
"Beautiful place in a beautiful calm and quiet location "
Australia
DAVID A.
The price is CA $168
CA $273 total
includes taxes & fees
Oct 18 - Oct 19
$199 per night - Spring Special 2026. Channel Cabin Woodbridge

5. Bruny Seaview Escape Alonnah

Bruny Seaview Escape Alonnah
Alonnah
The price is CA $188
CA $327 total
includes taxes & fees
Oct 21 - Oct 22
Bruny Seaview Escape Alonnah

6. cosy cottage with wood heater, surrounded by bushland

cosy cottage with wood heater, surrounded by bushland
Middleton
10.0 out of 10, Exceptional, (3 reviews)
"Cosy, character cottage. Was great to take our dog for a walk aound t h e property."
Australia
Allyson S.
The price is CA $218
CA $307 total
includes taxes & fees
Oct 17 - Oct 18
cosy cottage with wood heater, surrounded by bushland

7. Driftwood Cottages

Driftwood Cottages
4.5 star property
Dover
9.4 out of 10, Exceptional, (160 reviews)
"Great hosts, unbelievable room and awesome location. "
Australia
Brian
The price is CA $325
CA $325 total
includes taxes & fees
Oct 19 - Oct 20
Driftwood Cottages

8. Cedar Cottages Blackmans Bay

Cedar Cottages Blackmans Bay
3.0 star property
Blackmans Bay
7.8 out of 10, Good, (23 reviews)
"Stunning views and a lovely big family home overall. Gorgeous area to explore."
Australia
Sally
The price is CA $148
CA $217 total
includes taxes & fees
Oct 20 - Oct 21
Cedar Cottages Blackmans Bay

9. 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 $121
CA $185 total
includes taxes & fees
Oct 18 - Oct 19
Cygnet Valley Hideaway by Tiny Away

10. Lawrence Creek Cottage

Lawrence Creek Cottage
Great Bay
The price is CA $238
CA $327 total
includes taxes & fees
Oct 19 - Oct 20
Lawrence Creek Cottage

11. Peaceful garden setting + Private deck

Peaceful garden setting + Private deck
Gardners Bay
The price is CA $195
CA $250 total
includes taxes & fees
Nov 2 - Nov 3
Peaceful garden setting + Private deck

12. Sanctuary Bruny Island - Dome 1

Sanctuary Bruny Island - Dome 1
Adventure Bay
10.0 out of 10, Exceptional, (5 reviews)
"Great cosy place to stay at Bruny for a romantic getaway"
United States
Andrew F.
The price is CA $347
CA $536 total
includes taxes & fees
Oct 19 - Oct 20
Sanctuary Bruny Island - Dome 1

13. Discover Bruny Island Holiday Accommodation

Discover Bruny Island Holiday Accommodation
3.5 star property
Alonnah
9.2 out of 10, Wonderful, (32 reviews)
"Very clean and comfortable. Great views and close to Alonnah township, and an ideal base to explore Bruny Island"
Australia
Phil
The price is CA $347
CA $347 total
includes taxes & fees
Oct 19 - Oct 20
Discover Bruny Island Holiday Accommodation

14. 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)
"A VERY MEMORABLE AND RELAXING STAY IN A COSY GETAWAY WITH TAME WILDLIFE AND GREAT VIEWS."
Australia
David R.
The price is CA $198
CA $340 total
includes taxes & fees
Oct 16 - Oct 17
Fantastic getaway for family or friends with spectacular views.

15. Water views + King bed + Spa bath + Breakfast

Water views + King bed + Spa bath + Breakfast
Gardners Bay
The price is CA $211
CA $277 total
includes taxes & fees
Nov 2 - Nov 3
Water views + King bed + Spa bath + Breakfast

16. Studio 216 @Bruny ~Romantic, Beachfront & Secluded

Studio 216 @Bruny ~Romantic, Beachfront & Secluded
Alonnah
The price is CA $285
CA $409 total
includes taxes & fees
Oct 18 - Oct 19
Studio 216 @Bruny ~Romantic, Beachfront & Secluded

17. The Hide On Cloudy

The Hide On Cloudy
4.0 star property
Lunawanna
10.0 out of 10, Exceptional, (4 reviews)
"Awesome and relaxing stay :)"
Australia
Maria
The price is CA $466
CA $466 total
includes taxes & fees
Oct 19 - Oct 20
The Hide On Cloudy

18. 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, (20 reviews)
"Absolutely stunning, peaceful and cosy. Everything has been thought of to make your stay feel like home. Highly recommend for a cosy retreat from the real world."
United States
Shayna L.
The price is CA $181
CA $209 total
includes taxes & fees
Oct 18 - Oct 19
Gorgeous cottage in the heart of the picturesque Huon Valley.

19. Birdsong - a cosy cabin with a view

Birdsong - a cosy cabin with a view
Adventure Bay
10.0 out of 10, Exceptional, (10 reviews)
"Beautiful cottage in an idyllic setting. Well stocked kitchen, well furnished and enjoyable all round. "
Australia
Caroline G.
The price is CA $284
CA $423 total
includes taxes & fees
Oct 18 - Oct 19
Birdsong - a cosy cabin with a view

20. Beachside Cottage in great location, only 30min from CBD

Beachside Cottage in great location, only 30min from CBD
Opossum Bay
9.2 out of 10, Wonderful, (81 reviews)
"Great location!"
Australia
Sarah E.
The price is CA $151
CA $219 total
includes taxes & fees
Oct 16 - Oct 17
Beachside Cottage in great location, only 30min from CBD
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 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.