Middletown Holiday Rentals

  • Plan, book, stay with confidence
  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Middletown

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

9.8 out of 10, Exceptional, (147)
"Home was clean and comfortable. Everything in town was walkable. "
Our historic 140 year old home is a minutes walk to Downtown Flushing

Luxurious Downtown Owosso Loft

10.0 out of 10, Exceptional, (27)
"We used this loft for our off-site annual planning session. It was a great atmosphere. It's modern, unique, comfortable and we really enjoyed our stay! Thank you!"
The price is AU$450
includes taxes & fees
1 Dec - 2 Dec
Luxurious Downtown Owosso Loft

The Finley Block

3.5 star property
8.4 out of 10, Very good, (48)
"Absolutely gorgeous, historical culture and so much love and faith can be felt in the home"
The price is AU$201
includes taxes & fees
11 Dec - 12 Dec
The Finley Block

Spacious Downtown Owosso Loft

10.0 out of 10, Exceptional, (18)
"This loft was so spacious and unique! Perfect for a couple or up to 4 people. Very clean, very well maintained. The host responded to my messages very quickly. I would definitely stay here again. "
The price is AU$319
includes taxes & fees
8 Dec - 9 Dec
Spacious Downtown Owosso Loft

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

9.8 out of 10, Exceptional, (19)
"We stayed here for a wedding weekend with my parents, my brother and his wife and our two kids. It was plenty spacious for the family to gather, but we also had our own space. We loved the location being close to downtown, and with many fast food options just outside the door for a quick meal. We especially liked that the entrance did not have any steps and that there was a first floor half bath. It helped my aging parents a lot. Everyone loved having access to the massage chair, and my kids...
Cozy 3 Bedroom in Owosso close to hospital and Curwood Castle.

4 Beds, 4 bathrooms! 1 block to town shops, bars, bowling, canoeing, and parks!

10.0 out of 10, Exceptional, (100)
"We enjoyed our stay so much! House was awesome! Love the old and new mixed decor. Convenient to everything. Has everything you need! "
4 Beds, 4 bathrooms! 1 block to town shops, bars, bowling, canoeing, and parks!

Historic Downtown Owosso Loft

9.8 out of 10, Exceptional, (24)
"We drove up for a wedding and this was a wonderful loft to stay in after. Very cozy and clean! "
The price is AU$363
includes taxes & fees
1 Dec - 2 Dec
Historic Downtown Owosso Loft

A Quiet Country Getaway sleeps up to 19 Close to MSU

9.8 out of 10, Exceptional, (74)
"Lovely home. "
A Quiet Country Getaway sleeps up to 19 Close to MSU

Pet-Friendly Michigan Escape w/ Patio & Gas Grill!

9.6 out of 10, Exceptional, (7)
"Third time at this property, and always a nice experience. Love the quiet neighborhood central to the town, everything conveniently close. Plenty of space to entertain different family from the area each day. Just can’t say enough. Hope it will be available in the future, it will be the first place we look for. Thanks Amy for excellent accommodations. "
Pet-Friendly Michigan Escape w/ Patio & Gas Grill!

Large, Private & Modern Home w/ Hi-speed Internet

10.0 out of 10, Exceptional, (14)
"My extended family was in town for a memorial service and we wanted a house close to Okemos and East Lansing. We loved this property. The open floor plan of the kitchen, dining room and great room was perfect for being together, yet being able to have small group conversations. The deck was beautiful as were the grounds. Really felt like we were away from it all. Yet only 20 minutes to MSU where we took in a hockey game on Saturday night. Annette was super responsive to my questions. The...
Large, Private & Modern Home w/ Hi-speed Internet

Lakefront sleeps 4-6. MSU events, weddings, golf, close to East Lansing. FISH!

10.0 out of 10, Exceptional, (18)
"We had beautiful weather for November! The lake was a special treat and even went kayaking. The house was comfy and very clean. Lots of rocking chairs, which we loved! Judy was very responsive - from the time we booked, until we checked out. Would highly recommend."
Lakefront sleeps 4-6. MSU events, weddings, golf, close to East Lansing. FISH!

Extraordinary Private 4 Bedroom 2 Bath Lodge

10.0 out of 10, Exceptional, (22)
"My group of 14 had a great time at the property. The parking was ample for 12+ trucks, and the large patio and grilling options were perfect for our group. We had a great time outside, even got to see a few monster Bucks on the property at the feeder. Would definitely recommend for groups looking for a property that feels secluded but is still close to everything. "
Extraordinary Private 4 Bedroom 2 Bath Lodge

Elegant Country Home, Hot tub, fishing pond, ping pong

9.8 out of 10, Exceptional, (12)
"The house was very nice, and was perfect for what we needed"
Elegant Country Home, Hot tub, fishing pond, ping pong

Historic Downtown Owosso Condo

10.0 out of 10, Exceptional, (12)
"Everything was clean, modern, quiet, and well thought out. This home is perfect… "
Historic Downtown Owosso Condo

75 Acre Nature Home 100yd Shooting Range, Axe Throwing, Trails, Fire Pit, & More

10.0 out of 10, Exceptional, (6)
"Property was wonderful! Plenty of room to roam with the kids. Tons of wildlife every morning with your cup of coffee! The place was well stocked with anything you could need for your stay or that you forgot at home. The whole place is updated and looks great. Loved the Axe throwing and shooting range. The pond was a great spot for the kids to look for frogs and they loved all the trails on the property. Owner was very responsive, and access was a breeze. Would definitely recommend and will be...
75 Acre Nature Home 100yd Shooting Range, Axe Throwing, Trails, Fire Pit, & More

Charming Flushing Cottage w/ Deck + Spacious Yard!

10.0 out of 10, Exceptional, (4)
"The Cottage is first class. We enjoyed Christmas and New Year's this year. It was spacious, comfortable, immaculate, functional, and well maintained. The owners even took the time to elegantly decorate the home in Christmas attire. It is close to Frankenmuth and Detroit. A perfect retreat for a family at any time of the year."
Charming Flushing Cottage w/ Deck + Spacious Yard!

Lakefront cottage, close to E. Lansing. MSU, weddings, golf. Sleeps 2-4. Fish!!

10.0 out of 10, Exceptional, (39)
"Loved the view and the cottage. It was awesome. "
Lakefront cottage, close to E. Lansing. MSU, weddings, golf. Sleeps 2-4. Fish!!

Restored Farmhouse in Central Flushing ~ Walking to Downtown

8.0 out of 10, Very good, (1)
"Great quiet neighborhood, close to town but still on the country. Would stay again if I had to."
Restored Farmhouse in Central Flushing ~ Walking to Downtown

Welcome to your charming Michigan retreat home ! Relaxing hot tub!

Welcome to your charming Michigan retreat home ! Relaxing hot tub!

Weekend Bungalow and Event Venue

Weekend Bungalow and Event Venue
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.
Don't see what you're looking for?
See all available properties in Middletown
Save an average of 15% on thousands of hotels when you're signed in

Other types of properties in Middletown you may be interested in

The Comstock Inn and Conference Center

3.0 star property
8.2 out of 10, Very good, (707)
"Loved this place and the kids had so much fun here "
The price is AU$197
includes taxes & fees
10 Dec - 11 Dec
The Comstock Inn and Conference Center

The Pines Country Inn

2.5 star property
9.2 out of 10, Wonderful, (655)
"We loved it"
The price is AU$172
includes taxes & fees
1 Dec - 2 Dec
The Pines Country Inn

The Finley Block

3.5 star property
8.4 out of 10, Very good, (48)
"Absolutely gorgeous, historical culture and so much love and faith can be felt in the home"
The price is AU$201
includes taxes & fees
11 Dec - 12 Dec
The Finley Block
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Can I find holiday rentals in Middletown?

Yes, there are holiday rentals close to the most popular sights in Middletown, or you can select a more secluded option if you're looking for a relaxing stay.

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

The Finley Block: This holiday home rental outside of Middletown is equipped with a private garden, air conditioning and Netflix to help you feel comfortable during your stay. Kitchen amenities include a fridge, a microwave and kitchenware.

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 Trumble Park. In the wider area, you’ll find Joseph H. Lebowsky Center and Shiawassee Arts Center.

What’s a holiday rental in Middletown like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Middletown. Holiday rentals provide amenities such as laundry facilities and kitchens so you'll have everything you want. If you're concerned about a clean environment, holiday rentals can offer a sense of privacy away from public hotel lifts and busy reception areas while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great option for small groups.