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Middletown Holiday Rentals

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Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Middletown holiday rentals

Dining

1. Spacious Downtown Owosso Loft

Spacious Downtown Owosso Loft
Owosso
9.8 out of 10, Exceptional, (52 reviews)
"Great spot to stay in Owosso! Clean, spacious, and worked perfectly for us. Great communication from the owner. No problems at all! Will stay there again on future trips."
United States
Chris P.
The price is AU$287
includes taxes & fees
6 Sept - 7 Sept
Spacious Downtown Owosso Loft
Coffee/tea maker, fridge, microwave, electric kettle

2. The Exchange - A Historic Downtown Studio

The Exchange - A Historic Downtown Studio
Owosso
10.0 out of 10, Exceptional, (8 reviews)
"Wonderful host and property. Well appointed and nice kitchenette with coffee and espresso machine…bonus points for that!"
United States
Eric K.
The price is AU$210
includes taxes & fees
7 Sept - 8 Sept
The Exchange - A Historic Downtown Studio
Exterior detail

3. Historic 2-bedroom condo in Owosso

Historic 2-bedroom condo in Owosso
Owosso
9.8 out of 10, Exceptional, (10 reviews)
"Highly recommend this home! It's located in a prime location, beautifully decorated a d feels like home!"
United States
Daniel S.
The price is AU$341
includes taxes & fees
10 Sept - 11 Sept
Historic 2-bedroom condo in Owosso
Coffee/tea maker, fridge, microwave, oven

4. Historic Downtown Owosso Loft

Historic Downtown Owosso Loft
Owosso
9.6 out of 10, Exceptional, (42 reviews)
"The loft was very nice, with a great location. The host was very responsive. Will definitely stay again."
United States
Bob J.
The price is AU$308
includes taxes & fees
6 Sept - 7 Sept
Historic Downtown Owosso Loft
Smart TV

5. Luxurious Downtown Owosso Loft

Luxurious Downtown Owosso Loft
Owosso
9.8 out of 10, Exceptional, (60 reviews)
"Lovely space. Great Location. Extra blankets would be nice for the sofa bed!"
United States
Miranda W.
The price is AU$404
includes taxes & fees
7 Sept - 8 Sept
Luxurious Downtown Owosso Loft
Terrace/patio

6. Cottage in Bancroft countryside for the perfect relaxing getaway.

Cottage in Bancroft countryside for the perfect relaxing getaway.
Bancroft
10.0 out of 10, Exceptional, (7 reviews)
"The property was absolutely stunning. It was exactly what we were hoping for."
United States
Petra
The price is AU$176
includes taxes & fees
10 Sept - 11 Sept
Cottage in Bancroft countryside for the perfect relaxing getaway.
Interior

7. The Finley Block

The Finley Block
3.5 star property
Owosso
8.4 out of 10, Very good, (65 reviews)
"good place to stay"
United States
Sanjay
The price is AU$1,478
includes taxes & fees
5 Oct - 6 Oct
The Finley Block
Outdoor dining

8. Vintage Main Street Retreat Sleeps 25

Vintage Main Street Retreat Sleeps 25
Ovid
10.0 out of 10, Exceptional, (6 reviews)
"What an great place to stay for an event. We used the kitchen and banquet area for a catered meal of 50 people and the game room up top was a great hang out."
United States
John B.
The price is AU$1,778
includes taxes & fees
7 Sept - 8 Sept
Vintage Main Street Retreat Sleeps 25
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 Middletown Hotel Reviews

Quality Inn Durand I-69

Quality Inn Durand I-69

10/10 Excellent
"Clean rooms and great staff"
michael 1-night trip
Posted 4 days ago
Quality Inn Durand I-69

Find out more about Middletown

Everything you need to know about Middletown 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 Middletown 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 Middletown holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Middletown holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Middletown. 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Middletown 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 Middletown holiday rentals we have selected for you start as low as AU$176 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Middletown rentals

At Expedia, we put the best Middletown 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 Middletown 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 Middletown 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 Middletown. 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 holiday rentals in Middletown?

Yes, there are holiday rentals close to the most popular sights in Middletown, 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 Middletown has to offer?

Our historic 140 year old home is a minutes walk to Downtown Flushing: This holiday home rental outside of Middletown is located in the city centre, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

What’s there to see and do in Middletown?

While exploring the area, visit family-friendly sights like Steam Railroading Institute, or get outside and enjoy nature at Sleepy Hollow State Park. In the wider area, you’ll find Curwood Castle and Durand Union Station.

What’s a holiday rental in Middletown like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Middletown. Holiday rentals provide amenities such as laundry facilities and kitchens so you'll have everything you want. If you're concerned about a clean environment, holiday rentals can offer a sense of privacy 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 standard hotel, which is another reason why a holiday rental is a great option for small groups.