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Middletown Vacation Rentals

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Middletown vacation rentals

A kitchen with a brick wall, wooden shelves, a coffee maker, a sink, and a clock.

1. The Exchange - A Historic Downtown Studio

The Exchange - A Historic Downtown Studio
Owosso
10.0 out of 10, Exceptional, (11 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 CA $181
CA $209 total
includes taxes & fees
Oct 27 - Oct 28
The Exchange - A Historic Downtown Studio
A kitchen with a central island, wooden cabinets, and a chandelier.

2. 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 CA $138
CA $167 total
includes taxes & fees
Oct 25 - Oct 26
The Finley Block
A spacious living area with a large L-shaped sectional sofa, a round coffee table, and a dining area with a wooden table and chairs.

3. Luxurious Downtown Owosso Loft

Luxurious Downtown Owosso Loft
Owosso
9.8 out of 10, Exceptional, (60 reviews)
"Wonderful place to stay. "
United States
Richard
The price is CA $188
CA $388 total
includes taxes & fees
Nov 4 - Nov 5
Luxurious Downtown Owosso Loft
A spacious dining area with a wooden table and chairs, a bench with a patterned cushion, and a large window providing a view of greenery outside.

4. Spacious Downtown Owosso Loft

Spacious Downtown Owosso Loft
Owosso
9.8 out of 10, Exceptional, (55 reviews)
"Great location for the Shi-Tri"
United States
Kathleen S.
The price is CA $148
CA $290 total
includes taxes & fees
Nov 4 - Nov 5
Spacious Downtown Owosso Loft
A modern kitchen with a central island, stainless steel appliances, and wooden bar stools.

5. Historic Downtown Owosso Loft

Historic Downtown Owosso Loft
Owosso
9.6 out of 10, Exceptional, (44 reviews)
"Great host!"
United States
Basso S.
The price is CA $164
CA $308 total
includes taxes & fees
Oct 29 - Oct 30
Historic Downtown Owosso Loft
A room with a wooden dresser, a mirror, a lamp, and a chandelier.

6. 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 CA $1,070
CA $1,840 total
includes taxes & fees
Nov 2 - Nov 3
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

The Exchange - A Historic Downtown Studio

The Exchange - A Historic Downtown Studio

10/10 Excellent
"Super cute, clean space."
Anonymous traveller 1-night trip
Posted 6 hours ago
The Exchange - A Historic Downtown Studio

Find out more about Middletown

Everything you need to know about Middletown vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Middletown vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Middletown vacation 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 depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Middletown vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Middletown vacation rentals we have selected for you start as low as CA $167 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Middletown rentals

At Expedia, we put the best Middletown vacation 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 vacation.

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 vacation rentals in Middletown?

Yes, we have vacation rentals near popular attractions in Middletown, or you can choose a more secluded option if you'd like a relaxing place to stay.

What are some of the best vacation rentals that Middletown has to offer?

Cozy 3 Bedroom in Owosso close to hospital and Curwood Castle.: Visitors like this Middletown vacation home rental. It has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

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 larger area, you’ll find Joseph H. Lebowsky Center and Curwood Castle.

What’s a vacation rental in Middletown like?

A vacation rental is a private property you can book for a few weeks or just a few days in Middletown. Vacation rentals offer amenities like kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a clean environment, vacation rentals can offer a sense of seclusion away from public hotel elevators and lobbies packed with people while still allowing you to travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular option for a small group gathering.