Vacation Homes in Middletown
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Featured Vacation Homes in Middletown

Hot Tub and Private Pool, 7 Bedroom, 4 Bathroom Home. Sleeps 16 comfortably.

4K Ranch - 10 acre property & home near Hermann

Secluded 2 bedroom home close to Hermann

Historic Main Street Cottage

Welcome to the "Blue House on Boone"

Sweet Cherry Escape | Charming 1930s 2BR Near Katy Trail & Daniel Boone Home

The Yellow Rose Historic Home

A real charmer built in 1915 , pet friendly , located next to Mark Twain lake.

Relaxing, Quiet get away where you can enjoy the outdoors.

DairyLand - A Private Getaway on 16 acres next door to Dairy Farm with EV Hookup

Papa's Cabin - 40 acres & 5 acre lake!
Top trending hotels in Middletown

Papa's Cabin - 40 acres & 5 acre lake!
Vacation Rentals in Middletown
What kind of vacation do you want in Middletown? The answer to that question will help you choose the right lodging for your stay. The wise wanderer knows that a vacation rental is an essential part of the traveling experience. It’s more than just a place to crash at night—it’s where you wake up in the morning, where you lounge when you’re not exploring, and it’s the starting point for all your adventures. No matter what type of vacation homes strike your fancy, Travelocity has something in Middletown that will speak to you.
Do you want a fully equipped kitchen so you can exercise your culinary mastery and impress your travel buddies? How about a romantic terrace for your anniversary trip? Have you always wished to fall asleep to the sound of waves crashing on the shore? One of our vacation home rentals is bound to add that extra magic to your trip. In fact, we’ve got plenty of options lined up just for you in Middletown, including luxury vacation rentals. On a budget? We can work with your funds and still give you a great place to sleep at night.
Take a look at what we have on offer. You’ll find rentals close to the big tourist draws, as well as rentals that keep you away from the crowd. Consider vacation rentals a little off the beaten path where you can live like a local and discover hidden gems that never make it to the tourist sites. Book through Travelocity and start your getaway today.
Middletown Vacation Homes essential information
Accommodation | 12 Vacation Homes |
|---|---|
Lowest Price | CA $85 |
Highest Price | CA $482 |
Popular accommodation | Hot Tub and Private Pool, 7 Bedroom, 4 Bathroom Home. Sleeps 16 comfortably., 4K Ranch - 10 acre property & home near Hermann, Secluded 2 bedroom home close to Hermann, Historic Main Street Cottage, Welcome to the "Blue House on Boone", Sweet Cherry Escape | Charming 1930s 2BR Near Katy Trail & Daniel Boone Home, The Yellow Rose Historic Home, A real charmer built in 1915 , pet friendly , located next to Mark Twain lake., Relaxing, Quiet get away where you can enjoy the outdoors., DairyLand - A Private Getaway on 16 acres next door to Dairy Farm with EV Hookup, Papa's Cabin - 40 acres & 5 acre lake!, Sweet Cherry Escape | JZ Vacation Rentals |






