Holiday Rentals in Webster County
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Our top choices for Webster County holiday rentals
Cabin in Utica
Charming Treehouse with Lake View and Access9.8 out of 10, Exceptional, (86)
"One of the most peaceful places we've ever stayed. The fishing was great. Enjoyed our stay and had everything we needed. "
Aaron F.
The price is €134
includes taxes & fees
12 Dec - 13 Dec
Holiday Home in Owensboro
Uniquely remodeled 3 bdrm 1 bth home in safe area! Fenced in with a large deck!9.8 out of 10, Exceptional, (24)
"My nephew and I really enjoyed our one night stay in this lovely little house. Randy was here to meet us when we checked in and showed us around when we come down again next year we will be sure to contact him."
Sharon P.
The price is €175
includes taxes & fees
12 Dec - 13 Dec
10.0 out of 10, Exceptional, (2)
"Property as described rustic with all modern amenities plenty of room yet cozy and warm atmosphere. Kevin our host was great and left us feeling like family. Highly recommend this little Gem. Can’t wait to return this fall. "
Lonnie H.
Apartment in Marion
Brand new, conveniently located 2 bedroom apartment in Marion, KY9.8 out of 10, Exceptional, (16)
"We enjoyed our stay and the apartment was super clean and accommodating "
Ben S.
The price is €229
includes taxes & fees
12 Dec - 13 Dec
Holiday Home in Marion
Quiet 3-bedroom house in Mexico, Kentucky9.8 out of 10, Exceptional, (6)
"An amazing gem close to our destination. The hosts were wonderful and accommodating. Wed absolutely stay here again! "
Kristin
The price is €189
includes taxes & fees
16 Dec - 17 Dec
Apartment in Henderson
5th Street Retreat - KING 1BD/1BA Apt in Henderson
Holiday Home in Sacramento
Beautiful Southern Home9.0 out of 10, Wonderful, (2)
"Lots of space to move about or have family and friends visit. Found the bed upstairs the most comfortable. All rooms have a TV and plenty of bedding. Could use a welcome basket, basic rules book, guest sign in, and tip envelope for clean up crew."
Charlotte D.
The price is €372
includes taxes & fees
6 Jan - 7 Jan 2026
Holiday Home in Madisonville
Loop Haven in Madisonville Ky.9.6 out of 10, Exceptional, (8)
"Clean, quiet and economical home! Thanks for a great stay in Madisonville!"
L'Chelle J.
The price is €306
includes taxes & fees
7 Jan - 8 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 Webster County Hotel Reviews
Hampton Inn Owensboro South
10/10 Excellent
Find out more about Webster County
Holiday Homes in Webster County
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