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, (250)
"The location was great, and the room was clean and comfortable. "
United States
David
The price is NZ$294
includes taxes & fees
17 Dec - 18 Dec
43 Degrees Bruny Island
9.8 out of 10, Exceptional, (92)
"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 NZ$240
includes taxes & fees
20 Dec - 21 Dec
The Cabin-Wake up to the sound of native birdlife.

Cottage in Dover

Driftwood Cottages
3.5 star property
9.4 out of 10, Exceptional, (155)
"Excellent outlook across Esperance Bay and well located to places of interest, walks, fishing and just relaxing. "
Australia
Norm
The price is NZ$336
includes taxes & fees
15 Dec - 16 Dec
Driftwood Cottages
8.8 out of 10, Excellent, (10)
"Interesting cottage and farmlike surrounds and very pleasant hostess. Would recomend"
Australia
Stephen C.
The price is NZ$359
includes taxes & fees
16 Dec - 17 Dec
Intimate, earthy cottage in Tranquil Setting

Holiday Home in Blackmans Bay

Cedar Cottages Blackmans Bay
3.0 star property
7.8 out of 10, Good, (20)
"Although quite small for a family of 4, the property was clean and provided everything we needed. "
Australia
Jodie
The price is NZ$235
includes taxes & fees
15 Dec - 16 Dec
Cedar Cottages Blackmans Bay
9.4 out of 10, Exceptional, (69)
"Very clean and large room, close to water and shops very quiet."
Australia
Julie
The price is NZ$233
includes taxes & fees
13 Dec - 14 Dec
Beachside Cottage in great location, only 30min from CBD
10.0 out of 10, Exceptional, (18)
"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 NZ$400
includes taxes & fees
18 Dec - 19 Dec
Bruny Ocean Cottage Alonnah close to all attractions free continental breakfast
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
The price is NZ$166
includes taxes & fees
17 Dec - 18 Dec
Snug Beach Cabin And Caravan Park
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.
The price is NZ$230
includes taxes & fees
22 Dec - 23 Dec
Gorgeous cottage in the heart of the picturesque Huon Valley.
9.0 out of 10, Wonderful, (14)
"Would love to visit again"
Australia
Maharaba D.
The price is NZ$344
includes taxes & fees
16 Dec - 17 Dec
Spring Special - November just $185 per night. Book Now - Spring & summer await!
10.0 out of 10, Exceptional, (1)
"Beautiful property which was close to things we needed/wanted to do! An overall pleasant experience!"
United States
Malcolm T.
The price is NZ$477
includes taxes & fees
15 Dec - 16 Dec
Countryside Escape Near Margate Village
7.4 out of 10, Good, (6)
"Nice old house. It suited our needs, three Tradies in town for work. We were just grateful to find accommodation close to the school we were working at. Price was good, wood heater great, kitchen had been upgraded."
Australia
Lance B.
Central stay in culture capital
3.5 star property
9.2 out of 10, Wonderful, (31)
"Amazing view & all the amenities "
Canada
Allison
The price is NZ$309
includes taxes & fees
15 Dec - 16 Dec
Discover Bruny Island Holiday Accommodation

Holiday Home in Killora

Three Trees Retreat stunning views
9.2 out of 10, Wonderful, (115)
"Very cosy and beautiful area. Had a great stay"
Australia
Sam P.
The price is NZ$457
includes taxes & fees
15 Dec - 16 Dec
Three Trees Retreat stunning views
9.0 out of 10, Wonderful, (25)
"Nice place to stay, recommended."
Australia
Shona L.
The price is NZ$251
includes taxes & fees
15 Dec - 16 Dec
Cedar Cottages Blackmans Bay - Cedar Loft
10.0 out of 10, Exceptional, (5)
"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 NZ$687
includes taxes & fees
3 Jan - 4 Jan 2026
Birdsong: A peaceful bush retreat with a view.
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.
The price is NZ$393
includes taxes & fees
20 Dec - 21 Dec
Fantastic getaway for family or friends with spectacular views.
9.2 out of 10, Wonderful, (27)
"Fantastic location and great home, thank you"
Australia
Li P.
The price is NZ$542
includes taxes & fees
26 Dec - 27 Dec
Charming Dennes Point house close to the beach
10.0 out of 10, Exceptional, (32)
"We enjoyed our few day's at Erica's place. It had everything we could need for our time there."
Australia
Regina B.
The price is NZ$450
includes taxes & fees
14 Dec - 15 Dec
Total Beachfront, free bottle sparkling wine

Holiday Home in Alonnah

Manfield Seaside Bruny Island
4.0 star property
10.0 out of 10, Exceptional, (7)
"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 NZ$553
includes taxes & fees
14 Dec - 15 Dec
Manfield Seaside Bruny Island
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 favorite 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 depends 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 NZ$166 per night. Entering your travel dates in the search wizard you might find 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?

Cedar Cottages Blackmans Bay: This holiday home rental outside of 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 an electric kettle 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 Coal Point Conservation Area.

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.