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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 $161
CA $190 total
includes taxes & fees
Sep 22 - Sep 23
The Cabin-Wake up to the sound of native birdlife.

2. $179 per night - Winter Special starting May 2026. Channel Cabin Woodbridge

$179 per night - Winter Special starting May 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 $168
CA $260 total
includes taxes & fees
Sep 19 - Sep 20
$179 per night - Winter Special starting May 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 $306
CA $306 total
includes taxes & fees
Sep 21 - Sep 22
43 Degrees Bruny Island

4. 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
Oct 2 - Oct 3
Snug Beach Cabin And Caravan Park

5. Discover Bruny Island Holiday Accommodation

Discover Bruny Island Holiday Accommodation
3.5 star property
Alonnah
9.2 out of 10, Wonderful, (32 reviews)
"This was a great spot for a stay on Bruny. Exactly as advertised. My 84 year old aunt loved it!"
Canada
Roderick
The price is CA $336
CA $336 total
includes taxes & fees
Sep 21 - Sep 22
Discover Bruny Island Holiday Accommodation

6. Driftwood Cottages

Driftwood Cottages
4.5 star property
Dover
9.4 out of 10, Exceptional, (159 reviews)
"Great hosts, unbelievable room and awesome location. "
Australia
Brian
The price is CA $318
CA $318 total
includes taxes & fees
Sep 17 - Sep 18
Driftwood Cottages

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

Studio 216 @Bruny ~Romantic, Beachfront & Secluded
Alonnah
The price is CA $285
CA $420 total
includes taxes & fees
Sep 17 - Sep 18
Studio 216 @Bruny ~Romantic, Beachfront & Secluded

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 $151
CA $220 total
includes taxes & fees
Sep 17 - Sep 18
Cedar Cottages Blackmans Bay

9. 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 $244
CA $383 total
includes taxes & fees
Sep 17 - Sep 18
Birdsong - a cosy cabin with a view

10. 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 $151
CA $215 total
includes taxes & fees
Sep 17 - Sep 18
Cygnet Valley Hideaway by Tiny Away

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 $337 total
includes taxes & fees
Sep 17 - Sep 18
Fantastic getaway for family or friends with spectacular views.

12. Lawrence Creek Cottage

Lawrence Creek Cottage
Great Bay
The price is CA $238
CA $327 total
includes taxes & fees
Sep 21 - Sep 22
Lawrence Creek Cottage

13. 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 $576
CA $755 total
includes taxes & fees
Sep 17 - Sep 18
Manfield Seaside Bruny Island

14. Bruny Seaview Escape Alonnah

Bruny Seaview Escape Alonnah
Alonnah
The price is CA $248
CA $387 total
includes taxes & fees
Oct 1 - Oct 2
Bruny Seaview Escape Alonnah

15. 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)
"This is an exceptional property in the Huon River area. Ideal retreat away from it all in gorgeous scenery. Wonderful hosts."
Australia
Jackie G.
The price is CA $181
CA $209 total
includes taxes & fees
Sep 25 - Sep 26
Gorgeous cottage in the heart of the picturesque Huon Valley.

16. 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 $217
CA $381 total
includes taxes & fees
Sep 21 - Sep 22
Charming Dennes Point house close to the beach

17. Poet's Ode - featuring the Donkey Shed Movie Theatre

Poet's Ode - featuring the Donkey Shed Movie Theatre
Longley
9.4 out of 10, Exceptional, (6 reviews)
"Fabulous humble abode with lots of creature comforts! Very comfortable stay in a tranquil location. Warm bread in the morning was a delicious treat!"
United States
vanessa a.
The price is CA $147
CA $272 total
includes taxes & fees
Sep 17 - Sep 18
Poet's Ode - featuring the Donkey Shed Movie Theatre

18. Vipp Tunnel - Tasmania

Vipp Tunnel - Tasmania
Apollo Bay
The price is CA $1,059
CA $1,059 total
includes taxes & fees
Sep 20 - Sep 21
Vipp Tunnel - Tasmania

19. 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, (79 reviews)
"Great location!"
Australia
Sarah E.
The price is CA $151
CA $219 total
includes taxes & fees
Sep 17 - Sep 18
Beachside Cottage in great location, only 30min from CBD

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 $514
CA $514 total
includes taxes & fees
Sep 17 - Sep 18
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.