Middletown Vacation Rentals from $125: Search Short-Term Rentals

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Our top choices for Middletown vacation rentals

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.

1. Spacious Downtown Owosso Loft

Owosso

Michael F.

$197 nightly

Sep 6 - Sep 7

Total with taxes and fees

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

2. The Exchange - A Historic Downtown Studio

Owosso

Eric K.

$136 nightly

Oct 6 - Oct 7

Total with taxes and fees

A brick building with a black front door, a small porch, and a mailbox labeled "POST".

3. Historic 2-bedroom condo in Owosso

Owosso

Daniel S.

$230 nightly

Sep 10 - Sep 11

Total with taxes and fees

A modern kitchen with a central island, stainless steel appliances, and wooden bar stools.

4. Historic Downtown Owosso Loft

Owosso

Bob J.

$210 nightly

Sep 6 - Sep 7

Total with taxes and fees

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.

5. Luxurious Downtown Owosso Loft

Owosso

Miranda W.

$281 nightly

Sep 7 - Sep 8

Total with taxes and fees

A house with a porch, two rocking chairs, a red umbrella, and a fire pit.

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

Bancroft

Petra

$125 nightly

Sep 10 - Sep 11

Total with taxes and fees

A kitchen with a central island, wooden cabinets, and a chandelier.

7. The Finley Block

Owosso

Sanjay

$1,115 nightly

Oct 5 - Oct 6

Total with taxes and fees

A brick pathway leading to a building with a red exterior, a sign reading 'BOYER PARK,' and a metal gate with a bicycle symbol.

8. Vintage Main Street Retreat Sleeps 25

Ovid

John B.

$1,254 nightly

Sep 7 - Sep 8

Total with taxes and fees

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Top Middletown Hotel Reviews

Quality Inn Durand I-69

10/10 Excellent

"Clean rooms and great staff"

Spacious Downtown Owosso Loft

10/10 Excellent

"Great stay! Very clean. So close to everything I needed to do in Owosso. Just a side-note: if you require an elevator or handicap accommodations…it’s on the 2nd floor so stairs are involved due to no elevator. Not a huge negative for me but I do travel from Metro Detroit for neurologist appointments at Memorial. You will NOT regret when booking here!!"

Historic Downtown Owosso Loft

10/10 Excellent

"This place was absolutely amazing! It was so clean and beautiful. I LOVED the adorable decor that made us feel like we could live in this space! I was surprised that the noise level from the street outside was barely noticeable once inside. The only things I would suggest to make it better would be to add remote control blinds that come down from the ceiling in the main living space to help allow the option of privacy from passers by on the street and to invest in a good quality water softener at some point. Nevertheless, this is the only place I will stay when visiting Owosso in the future!"

Cottage in Bancroft countryside for the perfect relaxing getaway.

10/10 Excellent

"As frequent MI weekend travelers we have seen it all (usually B & B or VRBO rentals) and often I don't bother to write a review in the time allowed to do so- not today. This was a last minute anniversary trip, we wanted to explore the area and thought we would stay a night. I found this GEM scrolling through all the hotels in the area. I was simply amazed how intricately they packed all you could possibly need into this tiny space. Pristine and such attention to detail (loved the labels). Decor was beautiful, (trying to find the linen curtain online for our own home:)). Coffee in the porch rockers with rain coming down, like it was out of a Nicholas Sparks novel! Fresh bread was amazing and several goodies were stocked for breakfast; unique and appreciated. Host was a lovely human and quick to respond, nothing weird about them being on the same property (sometimes it is) and kudos for stating so up front. For dinner we made a reservation at Wrought Iron Grill in Owosso, 100% worth the 20 minute drive. Honestly, this was one of my favorite stays- ever. Until next time, cheers!"

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 $125 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.

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?

Our historic 140 year old home is a minutes walk to Downtown Flushing: You might want to consider this vacation home rental near Middletown, which is located in the city center and has a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. Make the most of the selection 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 larger area, you’ll find Curwood Castle and Durand Union Station.

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.

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Check prices for these dates

Our top choices for Middletown vacation rentals

1. Spacious Downtown Owosso Loft

2. The Exchange - A Historic Downtown Studio

3. Historic 2-bedroom condo in Owosso

4. Historic Downtown Owosso Loft

5. Luxurious Downtown Owosso Loft

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

7. The Finley Block

8. Vintage Main Street Retreat Sleeps 25

Find vacation rentals that suit your style

Top Middletown Hotel Reviews

Quality Inn Durand I-69

Spacious Downtown Owosso Loft

Cozy 3 Bedroom in Owosso close to hospital and Curwood Castle.

The Pines Country Inn

Our historic 140 year old home is a minutes walk to Downtown Flushing

Historic Downtown Owosso Loft

Cottage in Bancroft countryside for the perfect relaxing getaway.

A Quiet Country Getaway sleeps up to 19 Close to MSU

Luxurious Downtown Owosso Loft

Find out more about Middletown

Frequently asked questions

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