Middletown Vacation Rentals

Check prices for these dates

In two weeks
Apr 3 - Apr 5
In two months
May 15 - May 17
In three months
Jun 12 - Jun 14
In four months
Jul 10 - Jul 12

Our top choices for Middletown vacation rentals

Fridge, microwave, oven, stovetop

Apartment in Owosso

Historic Downtown Owosso Loft
9.6 out of 10, Exceptional, (37 reviews)
"Room was very clean and comfortable. Enjoyed our stay."
United States
Joan M.
$179 nightly
The price is $184
Mar 19 - Mar 20
Total with taxes and fees
Historic Downtown Owosso Loft
TV, fireplace

Mobile Home in Saint Johns

Pine Acres Retreat
10.0 out of 10, Exceptional, (1 review)
"We loved the peacefulness and comfort of this stay. We will definitely be back. "
United States
Gretchen S.
$97 nightly
The price is $97
Apr 1 - Apr 2
Total with taxes and fees
Pine Acres Retreat
Exterior detail

Condo in Owosso

Historic 2-bedroom condo in Owosso
9.4 out of 10, Exceptional, (3 reviews)
"Our host, Gretchen, was very available and made the last minute long distance trip less stressful. The townhouse was welcoming and very well appointed without being pretentious. She knows what comfort is and anticipated our needs. It was centrally located, and we felt safe and the beds were very comfortable."
United States
Beth M.
$205 nightly
The price is $217
Mar 19 - Mar 20
Total with taxes and fees
Historic 2-bedroom condo in Owosso
1 bedroom, desk, iron/ironing board, travel crib

Apartment in Owosso

The Exchange - A Historic Downtown Studio
10.0 out of 10, Exceptional, (1 review)
"Clean and comfortable. Easy entry. Stayed for NYE and the room had everything we needed. Planning to book again for NYE 2026!"
United States
Daniel S.
$133 nightly
The price is $133
Mar 31 - Apr 1
Total with taxes and fees
The Exchange - A Historic Downtown Studio
Interior

Vacation Home in Owosso

The Finley Block
3.5 star property
8.4 out of 10, Very Good, (65 reviews)
"good place to stay"
United States
Sanjay
$184 nightly
The price is $194
Mar 20 - Mar 21
Total with taxes and fees
The Finley Block
Exterior detail

Vacation Home in Chesaning

Carols- A Quiet Country Retreat in Chesaning
$275 nightly
The price is $275
Mar 25 - Mar 26
Total with taxes and fees
Carols- A Quiet Country Retreat in Chesaning
Dining

Apartment in Owosso

Spacious Downtown Owosso Loft
9.8 out of 10, Exceptional, (42 reviews)
"I absolutely LOVE Becky’s Lofts! Everything is tidy, convenient and just perfect for my stays when I come back to Michigan. Probably one of the best places I have stayed out of all of my travels. This is my 5th time staying here! "
United States
Brandee H.
$190 nightly
The price is $196
Mar 19 - Mar 20
Total with taxes and fees
Spacious Downtown Owosso Loft
Smart TV

Apartment in Owosso

Luxurious Downtown Owosso Loft
10.0 out of 10, Exceptional, (53 reviews)
"Great host, gorgeous property with elevated finishings and furnishings. Great space to enjoy!"
United States
Britni K.
$280 nightly
The price is $289
Mar 19 - Mar 20
Total with taxes and fees
Luxurious Downtown Owosso Loft
Exterior

Apartment in Ovid

Sleep 25 w/ Private Group Accommodations, Banquet Space, Game Room
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.
$1,316 nightly
The price is $1,368
Mar 19 - Mar 20
Total with taxes and fees
Sleep 25 w/ Private Group Accommodations, Banquet Space, Game Room
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

Sleep 25 w/ Private Group Accommodations, Banquet Space, Game Room

Sleep 25 w/ Private Group Accommodations, Banquet Space, Game Room

10/10 Excellent
"There were plenty of rooms for everyone and lots of space. We ended up 20 people of all ages and had plenty of room. The kids and the adults enjoyed the game room upstairs. Just know that the kitchen is not set up for a lot of cooking. We brought prepared meals, but I know there are catering options. Thankfully there is plenty of refrigerator space. "
Stephanie J. 2-night trip
Posted 2 days ago
Sleep 25 w/ Private Group Accommodations, Banquet Space, Game Room

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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Middletown in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $97 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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.

Explore a world of travel with Expedia

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 Shiawassee Arts Center.

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.