Middletown Vacation Rentals

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Check prices for these dates

In two weeks
Feb 27 - Mar 1
In two months
Apr 10 - Apr 12
In three months
May 8 - May 10
In four months
Jun 5 - Jun 7

Our top choices for Middletown vacation rentals

Interior

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 ￥15,423
￥18,707 total
includes taxes & fees
Feb 20 - Feb 21
The Finley Block
TV, fireplace

Pine Acres Retreat

Pine Acres Retreat
Saint Johns
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.
The price is ￥12,027
￥15,171 total
includes taxes & fees
Feb 11 - Feb 12
Pine Acres Retreat
Dining

Spacious Downtown Owosso Loft

Spacious Downtown Owosso Loft
Owosso
9.8 out of 10, Exceptional, (40 reviews)
"Very clean nice place"
United States
Denver
The price is ￥16,396
￥31,902 total
includes taxes & fees
Mar 13 - Mar 14
Spacious Downtown Owosso Loft
1 bedroom, desk, iron/ironing board, travel crib

The Exchange - A Historic Downtown Studio

The Exchange - A Historic Downtown Studio
Owosso
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.
The price is ￥18,426
￥21,549 total
includes taxes & fees
Mar 13 - Mar 14
The Exchange - A Historic Downtown Studio
Exterior detail

Historic 2-bedroom condo in Owosso

Historic 2-bedroom condo in Owosso
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.
The price is ￥20,517
￥35,775 total
includes taxes & fees
Feb 11 - Feb 12
Historic 2-bedroom condo in Owosso
Exterior

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

Sleep 25 w/ Private Group Accommodations, Banquet Space, Game Room
Ovid
10.0 out of 10, Exceptional, (4 reviews)
"It was a lovely venue and they had popcorn and coffee and snacks for us which was an added bonus. Steve and Jennifer are wonderful people to work with. We will be using it yearly in the future for our family Christmas's. The beds were so confortable and the pillows a dream. Thanks for having a big fun place to house our family. "
United States
Anonymous traveler
The price is ￥136,924
￥218,403 total
includes taxes & fees
Feb 11 - Feb 12
Sleep 25 w/ Private Group Accommodations, Banquet Space, Game Room
Fridge, microwave, oven, stovetop

Historic Downtown Owosso Loft

Historic Downtown Owosso Loft
Owosso
9.6 out of 10, Exceptional, (36 reviews)
"Room was very clean and comfortable. Enjoyed our stay."
United States
Joan M.
The price is ￥18,395
￥34,120 total
includes taxes & fees
Feb 11 - Feb 12
Historic Downtown Owosso Loft
Smart TV

Luxurious Downtown Owosso Loft

Luxurious Downtown Owosso Loft
Owosso
10.0 out of 10, Exceptional, (52 reviews)
"Clean and spacious. "
United States
Alan
The price is ￥23,426
￥45,585 total
includes taxes & fees
Feb 24 - Feb 25
Luxurious Downtown Owosso Loft
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
"Room was clean, breakfast was wonderful, and staff was friendly."
Thomas 1-night trip
Posted 13 days ago
Quality Inn Durand I-69

Find out more about Middletown

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Look no further and take a look at our great range of rental properties in Middletown!

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?

The Finley Block: You might want to consider this vacation rental near Middletown, which is equipped with a private yard, air-conditioning, and Netflix to help you feel comfortable during your stay. Kitchen amenities include a fridge, a microwave, and a coffee maker.

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.