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Holiday Rentals in Monroe County
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Our top choices for Monroe County holiday rentals
Peter Ray House
Peter Ray HouseMaeystown
10.0 out of 10, Exceptional, (70)
"The house was wonderful, the town was delightful, and the people were very friendly! We can’t wait for our next trip!"
Deborah
The price is €196
includes taxes & fees
30 Dec - 31 Dec
NEW! Speakeasy Cottage-Available for Christmas
NEW! Speakeasy Cottage-Available for ChristmasWaterloo
The price is €312
includes taxes & fees
30 Dec - 31 Dec
New Charming 2-bedroom cottage with Patio in Waterloo
New Charming 2-bedroom cottage with Patio in WaterlooWaterloo
The price is €317
includes taxes & fees
30 Dec - 31 Dec
Homestead Hideaway + Hot Tub
Homestead Hideaway + Hot TubFults
10.0 out of 10, Exceptional, (28)
"Very enjoyable stay!"
Matt and Mary S.
The price is €214
includes taxes & fees
5 Jan - 6 Jan 2026
In the Country a Beautiful 2-bedroom house with its own private lake
In the Country a Beautiful 2-bedroom house with its own private lakeWaterloo
10.0 out of 10, Exceptional, (7)
"This property is absolutely breathtaking for a regular stay or an event. I stayed for a few days and also my son's wedding and reception was on the property. From the moment I pulled into the driveway I was was ecstatic over the beautiful home, the lake, nature and the shed. The home was very clean, decorated beautiful and very cozy. The bed was very comfortable and the shower pressure was perfect. Communication with the owner was easy and they were both so accommodating with answers to all of...
Crystal C.
The price is €220
includes taxes & fees
31 Dec - 1 Jan 2026
Vallee Suite at Baetje Farms
Vallee Suite at Baetje FarmsBloomsdale
10.0 out of 10, Exceptional, (4)
"It was beautiful, quite and everything we expected!! Thanks for a great stay!!"
Heather
The price is €123
includes taxes & fees
30 Dec - 31 Dec
Coeur de la Crème Suite at Baetje Farms
Coeur de la Crème Suite at Baetje FarmsBloomsdale
10.0 out of 10, Exceptional, (2)
"It was super cozy and relaxed, the kind of place that makes you want to slow down and just hang out. Really warm vibe, almost like a little hidden getaway"
Eric C.
Amoureux Suite at Baetje Farms
Amoureux Suite at Baetje FarmsBloomsdale
The price is €123
includes taxes & fees
28 Jan - 29 Jan 2026
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.
Top Monroe County Hotel Reviews
St. Louis Union Station Hotel, Curio Collection by Hilton
10/10 Excellent
Find out more about Monroe County
Holiday Homes in Monroe County
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