Middletown Vacation Rentals

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Browse Select Middletown Vacation Homes

Our top choices for Middletown vacation homes

Sweet Cherry Escape | JZ Vacation Rentals

3.0 star property
The price is CA $304
CA $623 total
includes taxes & fees
Sep 20 - Sep 21
Sweet Cherry Escape | JZ Vacation Rentals

Sweet Retreat at Mark Twain Lake! Historic 4BR/2BA Dog & Family Friendly Home!

10.0 out of 10, Exceptional, (3)
"The house was great - just as advertised, safe, quiet. A real architectural gem. We had 7 and a puppy and it all worked out great. Loved the patio and fire pit. "
The price is CA $358
CA $595 total
includes taxes & fees
Aug 25 - Aug 26
Sweet Retreat at Mark Twain Lake! Historic 4BR/2BA Dog & Family Friendly Home!

Secluded 2 bedroom home close to Hermann

9.8 out of 10, Exceptional, (38)
"We only had a short stay, but it was very nice. Such a cute, secluded place right outside of Herman. Worked out perfect for our winery tour. "
The price is CA $249
CA $349 total
includes taxes & fees
Aug 25 - Aug 26
Secluded 2 bedroom home close to Hermann

Sweet Cherry Escape | JZ Vacation Rentals

9.4 out of 10, Exceptional, (31)
"Cute 2 bedroom home, was perfect for our weekend to visit the family "
The price is CA $236
CA $512 total
includes taxes & fees
Sep 20 - Sep 21
Sweet Cherry Escape | JZ Vacation Rentals

The Yellow Rose Historic Home

10.0 out of 10, Exceptional, (11)
"We are 7 sisters aged 50-76. We had a wonderful stay at the Yellow Rose. This beautiful old home had rooms and beds for all of us. Would definitely stay here again"
The price is CA $305
CA $437 total
includes taxes & fees
Aug 25 - Aug 26
The Yellow Rose Historic Home
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