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Middletown Vacation Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

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, (10 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 AED 474
AED 547 total
includes taxes & fees
5 Oct - 6 Oct
The Exchange - A Historic Downtown Studio
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.

2. Spacious Downtown Owosso Loft

Spacious Downtown Owosso Loft
Owosso
9.8 out of 10, Exceptional, (53 reviews)
"Great location for the Shi-Tri"
United States
Kathleen S.
The price is AED 386
AED 750 total
includes taxes & fees
5 Oct - 6 Oct
Spacious Downtown Owosso Loft
A kitchen with a central island, wooden cabinets, and a chandelier.

3. 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 AED 360
AED 437 total
includes taxes & fees
19 Oct - 20 Oct
The Finley Block
A brick building with a black front door, a small porch, and a mailbox labeled "POST".

4. 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 AED 529
AED 898 total
includes taxes & fees
8 Oct - 9 Oct
Historic 2-bedroom condo in Owosso
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

Luxurious Downtown Owosso Loft
Owosso
9.8 out of 10, Exceptional, (60 reviews)
"Wonderful place to stay. "
United States
Richard
The price is AED 547
AED 1,065 total
includes taxes & fees
6 Oct - 7 Oct
Luxurious Downtown Owosso Loft
A modern kitchen with a central island, stainless steel appliances, and wooden bar stools.

6. Historic Downtown Owosso Loft

Historic Downtown Owosso Loft
Owosso
9.6 out of 10, Exceptional, (42 reviews)
"Enjoyed our stay! Great location, next to food and activities. Loved the look, convenience of everything around us. Thank you for having us. I will book again when we come to see family who lives in corruna."
United States
Christina M.
The price is AED 430
AED 801 total
includes taxes & fees
5 Oct - 6 Oct
Historic Downtown Owosso Loft
A brick pathway leading to a building with a red exterior, a sign reading 'BOYER PARK,' and a metal gate with a bicycle symbol.

7. 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 AED 2,799
AED 4,774 total
includes taxes & fees
5 Oct - 6 Oct
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
"Clean. Comfortable. Easy. Affordable."
Cathy M. 1-night trip
Posted 11 hours ago
The Exchange - A Historic Downtown Studio

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.