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Vacation Homes in Webster County

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Our top choices for Webster County vacation homes

Charming 3-bedroom house in pleasant Marion with AC, fitness room, WiFi.

Charming 3-bedroom house in pleasant Marion with AC, fitness room, WiFi.
Marion
9.4 out of 10, Exceptional, (27 reviews)
"Clean house and cozy stay, kitchen was fully equipped with everything we needed. The hosts were great."
United States
Anonymous traveler
The price is AED 364
AED 668 total
includes taxes & fees
6 Jul - 7 Jul
Charming 3-bedroom house in pleasant Marion with AC, fitness room, WiFi.

Centrally Located Mid Century Traditional Home

Centrally Located Mid Century Traditional Home
Owensboro
10.0 out of 10, Exceptional, (26 reviews)
"Our family enjoyed the house and yard. With two families staying with multiple children the yard and basement were welcome amenities. Highly recommend this property and owner easy to work with and welcoming!!!"
United States
Heidi P.
Centrally Located Mid Century Traditional Home

Cozy 1-bedroom house on 17 acres in Elizabethtown, IL near the Ohio River.

Cozy 1-bedroom house on 17 acres in Elizabethtown, IL near the Ohio River.
Elizabethtown
10.0 out of 10, Exceptional, (1 review)
"This stay was great! It was well amended with everything one might need! The bed was very good, and there was plenty of room. It was a bit pricey, but southernmost Illinois is beautiful!"
United States
Karen P.
The price is AED 374
AED 668 total
includes taxes & fees
9 Jul - 10 Jul
Cozy 1-bedroom house on 17 acres in Elizabethtown, IL near the Ohio River.

Over Yonder!!

Over Yonder!!
Sebree
10.0 out of 10, Exceptional, (12 reviews)
"This cabin was perfect for our stay. The host had everything we needed to be able to relax, let the kids play, and enjoy meals as a family despite being away from home. It was a beautiful property and we would definitely stay again!"
United States
Chelsie
Over Yonder!!

Union Station Union Station

Union Station Union Station
Madisonville
9.4 out of 10, Exceptional, (6 reviews)
"The host was very easy to deal with when needed. Great stay"
United States
Rhonda P.
The price is AED 328
AED 1,172 total
includes taxes & fees
6 Jul - 7 Jul
Union Station Union Station

Newly renovated- 2.5 mi to Downtown Riverfront

Newly renovated- 2.5 mi to Downtown Riverfront
Owensboro
10.0 out of 10, Exceptional, (20 reviews)
"Clean house, easy to access, the master bed was super comfortable! "
United States
Jennifer K.
Newly renovated- 2.5 mi to Downtown Riverfront

Quiet 3-bedroom house in Mexico, Kentucky

Quiet 3-bedroom house in Mexico, Kentucky
Marion
10.0 out of 10, Exceptional, (11 reviews)
"Loved the house, location and quaint notes written throughout the house. Laminated information pages are awesome. Had the perfect amount of attention to detail and amenities. Location was unbelievably close to our destinations. Thank you so much for opening up your home to us. "
United States
Luis
The price is AED 547
AED 794 total
includes taxes & fees
12 Jul - 13 Jul
Quiet 3-bedroom house in Mexico, Kentucky

The Homestead House

The Homestead House
Henderson
10.0 out of 10, Exceptional, (1 review)
The Homestead House

The Shady Roost | Cozy Cabin w/ Hot Tub & Fire Pit

The Shady Roost | Cozy Cabin w/ Hot Tub & Fire Pit
Cave-In-Rock Precinct
10.0 out of 10, Exceptional, (2 reviews)
"Great quiet location! It was very clean and comfy! Will definitely be back again!!"
United States
Deborah K
The price is AED 646
AED 1,132 total
includes taxes & fees
7 Jul - 8 Jul
The Shady Roost | Cozy Cabin w/ Hot Tub & Fire Pit

4bed3Bedroom near Convention Ctr, downtown, Fisher Park, 30 min to Holiday World

4bed3Bedroom near Convention Ctr, downtown, Fisher Park, 30 min to Holiday World
Owensboro
10.0 out of 10, Exceptional, (41 reviews)
"Was exactly what we were looking for! Very clean and they provided everything we could’ve possibly needed. Great communication as well! Would definitely stay here in the future. "
United States
Joshua M.
The price is AED 533
AED 1,284 total
includes taxes & fees
6 Jul - 7 Jul
4bed3Bedroom near Convention Ctr, downtown, Fisher Park, 30 min to Holiday World

Centrally located 3 bdrm 2 bath quaint house with a yard. Pet friendly.

Centrally located 3 bdrm 2 bath quaint house with a yard. Pet friendly.
Owensboro
10.0 out of 10, Exceptional, (58 reviews)
"We enjoyed our stay. Loved the back yard and fire pit. Our dog loved the fenced in yard"
United States
William W.
Centrally located 3 bdrm 2 bath quaint house with a yard. Pet friendly.

The Bluegrass House

The Bluegrass House
Owensboro
9.8 out of 10, Exceptional, (43 reviews)
"Great location"
United States
Michael S.
The Bluegrass House

Charming 1-bedroom house with river view in Henderson.

Charming 1-bedroom house with river view in Henderson.
Henderson
10.0 out of 10, Exceptional, (17 reviews)
"Fantastic stay in an adorable bungalow. "
United States
Tim N.
Charming 1-bedroom house with river view in Henderson.

Uniquely remodeled 3 bdrm 1 bth home in safe area! Fenced in with a large deck!

Uniquely remodeled 3 bdrm 1 bth home in safe area! Fenced in with a large deck!
Owensboro
9.8 out of 10, Exceptional, (32 reviews)
"Area was great and house checked all our boxes. Randy the host greeted us and showed us the home. We really eenjoy"
United States
Anne S.
The price is AED 364
AED 730 total
includes taxes & fees
13 Jul - 14 Jul
Uniquely remodeled 3 bdrm 1 bth home in safe area! Fenced in with a large deck!

Hot tub/pool/firepit/ 3 bedroom Home center of town 2 Livingroom's sleeps 12

Hot tub/pool/firepit/ 3 bedroom Home center of town 2 Livingroom's sleeps 12
Owensboro
10.0 out of 10, Exceptional, (2 reviews)
"Was a wonderful place to stay and will stay again "
United States
Crystal P.
Hot tub/pool/firepit/ 3 bedroom Home center of town 2 Livingroom's sleeps 12

Lake Country House on City Square

Lake Country House on City Square
Princeton
9.8 out of 10, Exceptional, (27 reviews)
"Host was great to work with. House was very spacious and comfortable. Will definitely stay again."
United States
Beverly W.
Lake Country House on City Square

Spacious home with basement. City park steps away. Cleaning fee included.

Spacious home with basement. City park steps away. Cleaning fee included.
Madisonville
10.0 out of 10, Exceptional, (15 reviews)
"Our family really enjoyed the house. It was perfect to celebrate Thanksgiving with our family!"
United States
Eli F.
Spacious home with basement. City park steps away. Cleaning fee included.

Roos&Blues lake house. City park steps away. Rm for 6, king beds, pets friendly

Roos&Blues lake house. City park steps away. Rm for 6, king beds, pets friendly
Madisonville
10.0 out of 10, Exceptional, (23 reviews)
"Exactly as described and a great, clean stay."
United States
Laura L.
Roos&Blues lake house. City park steps away. Rm for 6, king beds, pets friendly

Charming 2-bedroom house with Great kitchen space in Madisonville.

Charming 2-bedroom house with Great kitchen space in Madisonville.
Madisonville
10.0 out of 10, Exceptional, (7 reviews)
"The house was cozy and clean. The appliances are new and the decor has a slick modern feel. "
United States
thomas w.
Charming 2-bedroom house with Great kitchen space in Madisonville.

Six Keys: Full house sleeps 7. Bourbon farmhouse style!

Six Keys: Full house sleeps 7. Bourbon farmhouse style!
Morganfield
9.4 out of 10, Exceptional, (9 reviews)
"The house was absolutely perfect! It was very close to our family that we came into town to visit. Very clean & the decor was so fun. Definitely will be booking again for future visits to Morganfield!"
United States
Malissa F.
Six Keys: Full house sleeps 7. Bourbon farmhouse style!
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 Webster County Hotel Reviews