Title: Middletown Vacation Home Rentals from CA $291: Search Top Private Vacation Homes for Rent | Expedia.ca [Hotels in Middletown](https://expedia.ca/Middletown-Hotels.d553248634983107007.Travel-Guide-Hotels)[Vacation Rentals in Middletown](https://expedia.ca/Middletown-Vacation-Rentals.d553248634983107007.Travel-Guide-VacationRentals)[Middletown Car Rentals](https://expedia.ca/Car-Rentals-In-Middletown.d553248634983107007.Car-Rental-Guide)[Middletown Vacation Packages](https://expedia.ca/Middletown.d553248634983107007.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=553248634983107007&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 15 - May 17](https://www.expedia.ca/Hotel-Search?regionId=553248634983107007&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jun 12 - Jun 14](https://www.expedia.ca/Hotel-Search?regionId=553248634983107007&startDate=2026-06-12&endDate=2026-06-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jul 10 - Jul 12](https://www.expedia.ca/Hotel-Search?regionId=553248634983107007&startDate=2026-07-10&endDate=2026-07-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Middletown vacation homes ![Interior](https://images.trvl-media.com/lodging/107000000/106840000/106838600/106838541/03323e4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/107000000/106840000/106838600/106838541/59ba3a7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/107000000/106840000/106838600/106838541/c5917c5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/107000000/106840000/106838600/106838541/5700d1fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Papa's Cabin - 40 acres & 5 acre lake! [](https://www.expedia.ca/Middletown-Hotels-Papas-Cabin-Enjoy-The-Peace-And-Quiet-With-40-Acres-And-A-5-Acre-Lake.h106838541.Hotel-Information) Middletown 10/10 Exceptional (1 review) "This place was seriously a slice of heaven. The hosts were very attentive and welcoming! The house was fully stocked with anything we may have needed, we will definitely be back!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kylee F. CA $166 CA $291 total includes taxes & fees Mar 19 - Mar 20 [](https://www.expedia.ca/Middletown-Hotels-Papas-Cabin-Enjoy-The-Peace-And-Quiet-With-40-Acres-And-A-5-Acre-Lake.h106838541.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/71000000/70940000/70934000/70933948/f3e09676.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/71000000/70940000/70934000/70933948/e07b715a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/71000000/70940000/70934000/70933948/71add150.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/71000000/70940000/70934000/70933948/03cbf056.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Secluded 2 bedroom home close to Hermann [](https://www.expedia.ca/New-Florence-Hotels-Secluded-2-Bedroom-Home-Close-To-Hermann.h70933948.Hotel-Information) New Florence 9.8/10 Exceptional (46 reviews) "Very nice place " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Yaqui S. CA $247 CA $349 total includes taxes & fees Mar 17 - Mar 18 [](https://www.expedia.ca/New-Florence-Hotels-Secluded-2-Bedroom-Home-Close-To-Hermann.h70933948.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/96000000/95980000/95977000/95976949/a0b541f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/95980000/95977000/95976949/5393ee35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/96000000/95980000/95977000/95976949/a454eeca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/95980000/95977000/95976949/cbf678f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Yellow Rose Historic Home [](https://www.expedia.ca/Louisiana-Hotels-The-Yellow-Rose-Historic-Home.h95976949.Hotel-Information) Louisiana 9.8/10 Exceptional (12 reviews) "Loved staying at the yellow rose had plenty of room for family was such a nice place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laurie P. CA $302 CA $459 total includes taxes & fees Mar 19 - Mar 20 [](https://www.expedia.ca/Louisiana-Hotels-The-Yellow-Rose-Historic-Home.h95976949.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-03-30&endDate=2026-03-31®ionId=553248634983107007&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Apartments [](https://www.expedia.ca/Hotel-Search?destination=Middletown%2C+Missouri%2C+United+States+of+America®ionId=553248634983107007&latLong=39.126986%2C-91.414045&adults=2&startDate=2026-06-14&d1=2026-06-14&endDate=2026-06-17&d2=2026-06-17&lodging=APARTMENT) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Middletown%2C+Missouri%2C+United+States+of+America®ionId=553248634983107007&latLong=39.126986%2C-91.414045&adults=2&startDate=2026-06-14&d1=2026-06-14&endDate=2026-06-17&d2=2026-06-17&lodging=CABIN) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Middletown%2C+Missouri%2C+United+States+of+America®ionId=553248634983107007&latLong=39.126986%2C-91.414045&adults=2&startDate=2026-06-14&d1=2026-06-14&endDate=2026-06-17&d2=2026-06-17&lodging=VACATION_HOME) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Middletown%2C+Missouri%2C+United+States+of+America®ionId=553248634983107007&latLong=39.126986%2C-91.414045&adults=2&startDate=2026-06-14&d1=2026-06-14&endDate=2026-06-17&d2=2026-06-17&lodging=COTTAGE) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FMiddletown-Private-Vacation-Homes.d553248634983107007-aaPrivateVacationHomes.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FMiddletown-Private-Vacation-Homes.d553248634983107007-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Middletown Hotel Reviews ![Treehouse - Twilight](https://images.trvl-media.com/lodging/114000000/113830000/113825200/113825154/eefc9096_y.jpg) ### Treehouse - Twilight 10/10 Excellent "Great peaceful environment. Great place to completely disconnect from the world and enjoy intimate time with your partner. Town of Hermann was a great place to visit l. We enjoyed the wine tours. " [](https://expedia.ca/New-Custom-Built-Treehouse-Twilight.h113825154.Hotel-Information) ![Knights Inn New Florence](https://images.trvl-media.com/lodging/1000000/790000/789200/789147/40945d3b_y.jpg) ### Knights Inn New Florence 10/10 Excellent "Let me tell you about this hotel, right off I 70, what a gem, clean rooms, spotless bathrooms, owners some of the nicest people I ever met just coming off the highway. Nice breakfast in the morning and free coffee 24hr a day." [](https://expedia.ca/Warrenton-Hotels-Knights-Inn-New-Florence.h789147.Hotel-Information) ![Super 8 by Wyndham Warrenton](https://images.trvl-media.com/lodging/1000000/470000/460100/460034/4f8a0b30_y.jpg) ### Super 8 by Wyndham Warrenton 8/10 Good "The parking was easy, the room was verry clean." [](https://expedia.ca/Warrenton-Hotels-Super-8-By-Wyndham-Warrenton.h460034.Hotel-Information) ![Bay Inn & Suites Troy](https://images.trvl-media.com/lodging/47000000/46180000/46170400/46170344/d39b4f57_y.jpg) ### Bay Inn & Suites Troy 10/10 Excellent "Did not know ahead of time that hitel was undergoing renovations in rooms and in breakfast area. So we had to eat breakfast elsewhere." [](https://expedia.ca/Warrenton-Hotels-Luxury-Inn-Suites.h46170344.Hotel-Information) ![Troy Inn and Suites](https://images.trvl-media.com/lodging/33000000/32290000/32284000/32283923/147d9067_y.jpg) ### Troy Inn and Suites 8/10 Good "Pet-friendly was our draw to this hotel. It's an older hotel with no elevator. Room was clean and quiet atmosphere considering how many pets we saw! It served our purpose as they have a small dog park, which ours loved. Plenty to do in the area and lots of food establishments." [](https://expedia.ca/Warrenton-Hotels-Troy-Inn-And-Suites.h32283923.Hotel-Information) ![Holiday Inn Express Warrenton by IHG](https://images.trvl-media.com/lodging/2000000/1490000/1489300/1489252/b1b83291_y.jpg) ### Holiday Inn Express Warrenton by IHG 8/10 Good "Parking good hotel clean but best of all they had ground your coffee beans for a cup of decent coffee. Every hotel should consider better coffee like this! A most important starter for the day! Pool was nice but could be a bit warmer" [](https://expedia.ca/Warrenton-Hotels-Holiday-Inn-Express-Warrenton.h1489252.Hotel-Information) ![Baymont by Wyndham Warrenton](https://images.trvl-media.com/lodging/1000000/130000/124500/124484/188fac9c_y.jpg) ### Baymont by Wyndham Warrenton 8/10 Good "We had a room on the first floor, so no balcony. The room was clean. Parking was good too." [](https://expedia.ca/Warrenton-Hotels-Baymont-By-Wyndham-Warrenton.h124484.Hotel-Information) ![Owl house was built for unplugging, relaxing & connecting with friends/family](https://images.trvl-media.com/lodging/104000000/103700000/103692500/103692438/529e45ac_y.jpg) ### Owl house was built for unplugging, relaxing & connecting with friends/family 10/10 Excellent "Everything was pristine, expectations and needed details were clear, and when I had a questions I got a fairly quick reply!" [](https://expedia.ca/Troy-Hotels-Owl-House-Was-Built-For-Unplugging.h103692438.Hotel-Information) ![Super 8 by Wyndham Bowling Green](https://images.trvl-media.com/lodging/1000000/870000/861700/861618/d03a723c_y.jpg) ### Super 8 by Wyndham Bowling Green 6/10 Okay "Hotel smelled musty" [](https://expedia.ca/Hannibal-Hotels-Super-8-By-Wyndham-Bowling-Green.h861618.Hotel-Information) ## Find out more about Middletown ## Middletown Vacation Homes information | Number of reviews | 59 | | ----------------- | ----------------- | | Accommodation | 12 Vacation Homes | | Lowest Price | CA $291 | | Highest Price | CA $459 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Vacation Rental - More ways to book - [5 Star Hotels in Mexico ](https://www.expedia.ca/5Star-Mexico-Hotels.s50-0-d8832.Travel-Guide-Filter-Hotels) - [Aparthotels in Bellflower ](https://www.expedia.ca/Bellflower-Apart-Hotels.d6351836-aaApartHotels.Travel-Guide-Accommodation) - [Bellflower Hotels ](https://www.expedia.ca/Bellflower-Hotels.d6351836.Travel-Guide-Hotels) - 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