Simpsons Bay Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
27 Feb - 1 Mar
In two months
10 Apr - 12 Apr
In three months
8 May - 10 May
In four months
5 Jun - 7 Jun

Our top choices for Simpsons Bay holiday rentals

Premium bedding, soundproofing, free WiFi, bed sheets

43 Degrees Bruny Island

43 Degrees Bruny Island
3.0 star property
Adventure Bay
9.6 out of 10, Exceptional, (255 reviews)
"The location was great, and the room was clean and comfortable. "
United States
David
The price is HK$1,545
HK$1,545 total
includes taxes & fees
20 Feb - 21 Feb
43 Degrees Bruny Island
Premium bedding, down duvets, minibar, in-room safe

Driftwood Cottages

Driftwood Cottages
3.5 star property
Dover
9.4 out of 10, Exceptional, (157 reviews)
"Great hosts, unbelievable room and awesome location. "
Australia
Brian
The price is HK$1,890
HK$1,890 total
includes taxes & fees
12 Feb - 13 Feb
Driftwood Cottages
In-room dining

Cedar Cottages Blackmans Bay

Cedar Cottages Blackmans Bay
3.0 star property
Blackmans Bay
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 HK$779
HK$1,108 total
includes taxes & fees
22 Feb - 23 Feb
Cedar Cottages Blackmans Bay
Property grounds

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, (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 HK$959
HK$1,118 total
includes taxes & fees
16 Feb - 17 Feb
Gorgeous cottage in the heart of the picturesque Huon Valley.
Fridge, microwave, electric kettle, toaster

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, (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 HK$888
HK$1,047 total
includes taxes & fees
15 Feb - 16 Feb
The Cabin-Wake up to the sound of native birdlife.
Beach nearby

Snug Beach Cabin And Caravan Park

Snug Beach Cabin And Caravan Park
1.0 star property
Snug
8.8 out of 10, Excellent, (323 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 HK$750
HK$828 total
includes taxes & fees
10 Mar - 11 Mar
Snug Beach Cabin And Caravan Park
Interior

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 HK$1,019
HK$1,783 total
includes taxes & fees
10 Feb - 11 Feb
Intimate, earthy cottage in Tranquil Setting
Exterior

$199 per night - Autumn Special starting February 2026. Channel Cabin Woodbridge

$199 per night - Autumn Special starting February 2026. Channel Cabin Woodbridge
Woodbridge
9.0 out of 10, Wonderful, (14 reviews)
"Would love to visit again"
Australia
Maharaba D.
The price is HK$927
HK$1,497 total
includes taxes & fees
15 Feb - 16 Feb
$199 per night - Autumn Special starting February 2026. Channel Cabin Woodbridge
Terrace/patio

Birdsong: A peaceful bush retreat with a view.

Birdsong: A peaceful bush retreat with a view.
Adventure Bay
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 HK$1,781
HK$2,548 total
includes taxes & fees
9 Mar - 10 Mar
Birdsong: A peaceful bush retreat with a view.
On the beach, sun-loungers

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, (70 reviews)
"Very clean and large room, close to water and shops very quiet."
Australia
Julie
The price is HK$764
HK$1,142 total
includes taxes & fees
16 Feb - 17 Feb
Beachside Cottage in great location, only 30min from CBD
On the beach

Discover Bruny Island Holiday Accommodation

Discover Bruny Island Holiday Accommodation
3.5 star property
Alonnah
9.2 out of 10, Wonderful, (31 reviews)
"Amazing view & all the amenities "
Canada
Allison
The price is HK$2,132
HK$2,132 total
includes taxes & fees
11 Feb - 12 Feb
Discover Bruny Island Holiday Accommodation
Interior

The Chapel

The Chapel
Wattle Grove
10.0 out of 10, Exceptional, (1 review)
"The property was excellent. Appointed beautifully and so much care in the presentation of the property. Would highly recommend The Chapel with the most amazing view and countryside "
Australia
Anonymous traveller
The Chapel
Outdoor spa tub

South Bruny Island Retreat - Spa & Infrared Sauna

South Bruny Island Retreat - Spa & Infrared Sauna
Lunawanna
10.0 out of 10, Exceptional, (9 reviews)
"Great place to stay, extremely comfortable home with spa & sauna"
Australia
Stuart G.
The price is HK$1,973
HK$3,447 total
includes taxes & fees
13 Feb - 14 Feb
South Bruny Island Retreat - Spa & Infrared Sauna
Outdoor dining

Three Trees Retreat stunning views

Three Trees Retreat stunning views
Killora
9.2 out of 10, Wonderful, (116 reviews)
"Warm, comfortable and very pleasant place to stay."
Australia
Katrina J.
The price is HK$1,233
HK$2,082 total
includes taxes & fees
2 Mar - 3 Mar
Three Trees Retreat stunning views
Exterior

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 HK$816
HK$1,145 total
includes taxes & fees
24 Feb - 25 Feb
River Ridge Tiny House by Tiny Away
Interior

Sanctuary Bruny Island - Dome 2 (suitable for up to 4 guests).

Sanctuary Bruny Island - Dome 2 (suitable for up to 4 guests).
Adventure Bay
10.0 out of 10, Exceptional, (1 review)
The price is HK$2,192
HK$3,178 total
includes taxes & fees
2 Mar - 3 Mar
Sanctuary Bruny Island - Dome 2 (suitable for up to 4 guests).
Smart TV, fireplace, books, stereo

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, (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 HK$1,096
HK$1,879 total
includes taxes & fees
12 Feb - 13 Feb
Fantastic getaway for family or friends with spectacular views.
Property grounds

Charming Dennes Point house close to the beach

Charming Dennes Point house close to the beach
Dennes Point
9.2 out of 10, Wonderful, (30 reviews)
"We thoroughly enjoyed our stay, it felt really homely. The house was very well equipped, especially the kitchen, and the beds were very comfy. The fire was very cozy and the view lovely! It was also really great being able to take our dog."
Australia
Christina C.
The price is HK$1,096
HK$2,006 total
includes taxes & fees
8 Mar - 9 Mar
Charming Dennes Point house close to the beach
Sun-loungers

Cedar Cottages Blackmans Bay - Cedar Loft

Cedar Cottages Blackmans Bay - Cedar Loft
Blackmans Bay
9.0 out of 10, Wonderful, (25 reviews)
"Nice place to stay, recommended."
Australia
Shona L.
The price is HK$904
HK$1,342 total
includes taxes & fees
22 Feb - 23 Feb
Cedar Cottages Blackmans Bay - Cedar Loft
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Simpsons Bay Hotel Reviews

Cygnet Old Bank B & B Cafe & Gift Store

Cygnet Old Bank B & B Cafe & Gift Store

10/10 Excellent
"Room was very comfortable and looked great on arrival, well stocked mini bar. Bed was very comfortable with high quality bedding. Large bathroom with good towels and amenities. Breakfast selection was good in the cafe/bistro, pleasant service."
Denis 3-night trip
Posted 5 days ago
Cygnet Old Bank B & B Cafe & Gift Store

Find out more about Simpsons Bay

Search for holiday rentals in Simpsons Bay on Expedia! You can easily find your home rentals, villas, holiday apartments in Simpsons Bay using one of the methods below:

  • View our selection of featured holiday rentals in Simpsons Bay
  • Use the map to find apartments and other holiday homes in the Simpsons Bay neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Simpsons Bay while they last

Look no further and take a look at our great range of rental properties in Simpsons Bay!

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?

Cedar Cottages Blackmans Bay: This holiday home rental outside Simpsons Bay is located by the ocean, and has a balcony, a terrace and a BBQ to put you at ease in your new surroundings. Amenities such as a coffee maker and free parking are also available for your convenience. You and your friends and family can relax into your holiday with amenities such as 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 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.