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Middleton Vacation Rentals

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Our top choices for Middleton vacation rentals

1. 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 $160
CA $189 total
includes taxes & fees
Oct 8 - Oct 9
The Cabin-Wake up to the sound of native birdlife.

2. $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, (16 reviews)
"Beautiful place in a beautiful calm and quiet location "
Australia
DAVID A.
The price is CA $167
CA $272 total
includes taxes & fees
Oct 4 - Oct 5
$199 per night - Spring Special 2026. Channel Cabin Woodbridge

3. 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 $302
CA $302 total
includes taxes & fees
Oct 7 - Oct 8
43 Degrees Bruny Island

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

Studio 216 @Bruny ~Romantic, Beachfront & Secluded
Alonnah
The price is CA $284
CA $419 total
includes taxes & fees
Oct 2 - Oct 3
Studio 216 @Bruny ~Romantic, Beachfront & Secluded

5. 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 $314
CA $314 total
includes taxes & fees
Oct 13 - Oct 14
Discover Bruny Island Holiday Accommodation

6. 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 $335
CA $335 total
includes taxes & fees
Oct 12 - Oct 13
Driftwood Cottages

7. 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 $140
CA $154 total
includes taxes & fees
Oct 5 - Oct 6
Snug Beach Cabin And Caravan Park

8. Birdsong - a cosy cabin with a view

Birdsong - a cosy cabin with a view
Adventure Bay
10.0 out of 10, Exceptional, (9 reviews)
"Beautiful cottage in an idyllic setting. Well stocked kitchen, well furnished and enjoyable all round. "
Australia
Caroline G.
The price is CA $283
CA $421 total
includes taxes & fees
Oct 28 - Oct 29
Birdsong - a cosy cabin with a view

9. Bruny Seaview Escape Alonnah

Bruny Seaview Escape Alonnah
Alonnah
The price is CA $218
CA $356 total
includes taxes & fees
Oct 2 - Oct 3
Bruny Seaview Escape Alonnah

10. Port Huon Cottages

Port Huon Cottages
4.0 star property
Port Huon
9.0 out of 10, Wonderful, (167 reviews)
"The picturesque views of the Huon River and the surrounding hills and valleys are the face of this property. It features stand-alone and self-contained cottages that are spacious, clean and modern in design. We stayed for two nights in the soa cottage named Debbie Owen’s. Our experience ticked all the top-rating boxes. On top of it all, it is remarkable to highlight and note in our honest review that the warm bodies behind the “wonderful-ness” of this property are the hosts Ling and Tom who are...
Australia
Edmund Ramon
Port Huon Cottages

11. 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 $336 total
includes taxes & fees
Oct 4 - Oct 5
Fantastic getaway for family or friends with spectacular views.

12. Manfield Seaside Bruny Island

Manfield Seaside Bruny Island
4.0 star property
Alonnah
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 CA $493
CA $671 total
includes taxes & fees
Oct 4 - Oct 5
Manfield Seaside Bruny Island

13. Lawrence Creek Cottage

Lawrence Creek Cottage
Great Bay
The price is CA $237
CA $326 total
includes taxes & fees
Oct 19 - Oct 20
Lawrence Creek Cottage

14. 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 $221
CA $286 total
includes taxes & fees
Oct 19 - Oct 20
Cygnet Valley Hideaway by Tiny Away

15. Charming Dennes Point house close to the beach

Charming Dennes Point house close to the beach
Dennes Point
9.2 out of 10, Wonderful, (32 reviews)
"Hi the hammock had a rip in it and is now bigger after I sat in it !!Thank you for the wine and lovely stay "
Australia
Wendy R.
The price is CA $222
CA $386 total
includes taxes & fees
Oct 2 - Oct 3
Charming Dennes Point house close to the beach

16. Banyula Cove by Tiny Away

Banyula Cove by Tiny Away
North Bruny
7.6 out of 10, Good, (5 reviews)
"Beautiful location away from the busy touristy routes.First tiny home visit, all the essentials and comfortable enough to relax and enjoy."
Australia
Jodi L.
Banyula Cove by Tiny Away

17. Blue Cottage Bruny Island

Blue Cottage Bruny Island
3.0 star property
Alonnah
The price is CA $511
CA $511 total
includes taxes & fees
Oct 5 - Oct 6
Blue Cottage Bruny Island

18. South Bruny Island Retreat - Spa & Infrared Sauna

South Bruny Island Retreat - Spa & Infrared Sauna
Lunawanna
10.0 out of 10, Exceptional, (11 reviews)
"Had a lovely stay at South Bruny Retreat a comfortable well appointed home."
Australia
Rebecca W.
The price is CA $321
CA $603 total
includes taxes & fees
Oct 5 - Oct 6
South Bruny Island Retreat - Spa & Infrared Sauna

19. 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 $136
CA $206 total
includes taxes & fees
Oct 6 - Oct 7
Cedar Cottages Blackmans Bay

20. 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 $454
CA $454 total
includes taxes & fees
Oct 19 - Oct 20
The Hide On Cloudy
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 Middleton Hotel Reviews

Find out more about Middleton

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 Middleton. 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 Middleton?

Yes, we have vacation rentals near the most popular attractions in Middleton, or you can go with a more secluded option if you want a relaxing place to stay.

What's the top vacation rental in Middleton?

Cedar Cottages Blackmans Bay: You might want to consider this vacation rental near Middleton, 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 Middleton?

While exploring the area, visit family-friendly sights like North West Bay Conservation Area, or get outside and enjoy nature at Echo Sugarloaf State Reserve. Heritage Pickers Hut Village and Randalls Bay Beach are a couple of places you'll find in the larger area.

What’s a vacation rental in Middleton like?

A vacation rental is a private property you can book for a couple of days or more in Middleton. Vacation rentals provide amenities like kitchens and laundry facilities so you'll have a home away from home. If you're concerned about a clean environment, a vacation rental can offer a sense of seclusion away from public hotel elevators and busy front desks while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular option for a family trip or a small group gathering.