Webster County Vacation Rentals

Compare and save

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Featured Vacation Homes in Webster County

Centrally located 3 bdrm 2 bath quaint house with a yard. Pet friendly.
Leading to a convenient laundry area with washer and dryer.

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

10.0 out of 10, Exceptional, (42)
"Very nice place. Would stay again. "
Centrally located 3 bdrm 2 bath quaint house with a yard. Pet friendly.
Quiet neighborhood/2 car garage/fire pit/backyard privacy fence/PET FRIENDLY
Stunning brick facade with a beautifully maintained lawn and warm front door lighting.

Quiet neighborhood/2 car garage/fire pit/backyard privacy fence/PET FRIENDLY

9.6 out of 10, Exceptional, (20)
"We stayed here a week to visit friends and family in the tri state. Location was convenient and fenced yard great for our dogs."
Quiet neighborhood/2 car garage/fire pit/backyard privacy fence/PET FRIENDLY
Centrally Located Mid Century Traditional Home
Fridge, microwave, oven, stovetop

Centrally Located Mid Century Traditional Home

4.0 star property
10.0 out of 10, Exceptional, (10)
"Thank you Chuck. We enjoyed our stay. Very convenient location for our stay. Very clean and comfortable."
Centrally Located Mid Century Traditional Home
Charming 1-bedroom house with river view in Henderson.
Kitchen features a central island with shelves, white cabinetry, and stainless steel appliances.

Charming 1-bedroom house with river view in Henderson.

10.0 out of 10, Exceptional, (4)
"Fantastic stay in an adorable bungalow. "
Charming 1-bedroom house with river view in Henderson.
Newly renovated- 2.5 mi to Downtown Riverfront
Enjoy cooking in this well-equipped kitchen with a refrigerator, oven, and ample counter space.

Newly renovated- 2.5 mi to Downtown Riverfront

10.0 out of 10, Exceptional, (15)
"The house was super cute and roomy! Wish we could have stayed longer."
Newly renovated- 2.5 mi to Downtown Riverfront
Roos&Blues lake house. City park steps away. Rm for 6, king beds, pets friendly
Smart TV, books

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

10.0 out of 10, Exceptional, (17)
"We were in town to visit family and appreciate having a lovely place to stay. "
Roos&Blues lake house. City park steps away. Rm for 6, king beds, pets friendly
Uniquely remodeled 3 bdrm 1 bth home in safe area! Fenced in with a large deck!
Enjoy cooking in this well-equipped kitchen with a toaster, microwave, and dishwasher.

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

2.0 star property
10.0 out of 10, Exceptional, (19)
"Owener was quick to respond to issues with property also provided great local guidance about the area during our stay!"
The price is CA $136
CA $281 total
includes taxes & fees
Aug 21 - Aug 22
Uniquely remodeled 3 bdrm 1 bth home in safe area! Fenced in with a large deck!
The Robinette House: Endless view of rolling farmland
Kitchen features a central island, white cabinetry, and a large window.

The Robinette House: Endless view of rolling farmland

10.0 out of 10, Exceptional, (77)
"This place was fantastic! Views are beautiful. Would recommend "
The price is CA $254
CA $469 total
includes taxes & fees
Aug 10 - Aug 11
The Robinette House: Endless view of rolling farmland
Newly Remodeled 3-BR house close City of Madisonville & Marh Park Abortorium.
Enjoy meals in this kitchen with a dining table and chair, featuring a refrigerator and various appliances.

Newly Remodeled 3-BR house close City of Madisonville & Marh Park Abortorium.

10.0 out of 10, Exceptional, (3)
"This home rental was a perfect example of what a Vrbo house should be ! The owners should be proud . 100% 5 Stars."
Newly Remodeled 3-BR house close City of Madisonville & Marh Park Abortorium.
Charming 2-bedroom house with Great kitchen space in Madisonville.
Enjoy cooking in this well-equipped kitchen with a central island, sink, stove, and microwave.

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

2.0 star property
10.0 out of 10, Exceptional, (3)
"This property had everything we could possibly need and the hospitality items were such a special touch! She thought of everything to ensure we had a pleasant stay. "
Charming 2-bedroom house with Great kitchen space in Madisonville.
Spacious home with basement. City park steps away. Cleaning fee included.
Relax on the patio surrounded by lush greenery, with a wicker sofa, dining table, and barbecue grill.

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

10.0 out of 10, Exceptional, (13)
"Our family really enjoyed the house. It was perfect to celebrate Thanksgiving with our family!"
Spacious home with basement. City park steps away. Cleaning fee included.
Charming 3-bedroom house in pleasant Marion with AC, fitness room, WiFi.
Relax in this inviting living space with a comfortable L-shaped sofa, coffee table, and carpeted floor.

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

9.2 out of 10, Wonderful, (15)
"Accommodations were as advertised Enjoyed our stay No Complaints!"
The price is CA $142
CA $258 total
includes taxes & fees
Aug 13 - Aug 14
Charming 3-bedroom house in pleasant Marion with AC, fitness room, WiFi.
Quiet 3-bedroom house in Mexico, Kentucky
Relax in a serene outdoor seating area with a view of a cultivated field, surrounded by a tree and a patterned rug.

Quiet 3-bedroom house in Mexico, Kentucky

10.0 out of 10, Exceptional, (4)
"An amazing gem close to our destination. The hosts were wonderful and accommodating. Wed absolutely stay here again! "
The price is CA $205
CA $297 total
includes taxes & fees
Aug 13 - Aug 14
Quiet 3-bedroom house in Mexico, Kentucky
Hot tub/pool/firepit/ 3 bedroom Home center of town 2 Livingroom's sleeps 12
Relax by the central water feature surrounded by lush greenery and play structures.

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
Lake Country House on City Square
Enjoy the view from this covered porch with a door leading to the interior and a window overlooking the street.

Lake Country House on City Square

9.8 out of 10, Exceptional, (20)
"pretty good place to stay in this area of the state"
Lake Country House on City Square
Charming 3-bedroom house 2 minutes from the Marh Park Arboretum in Madisonville
Relax on the covered deck with a sofa, chairs, and a table, surrounded by a lush landscape view.

Charming 3-bedroom house 2 minutes from the Marh Park Arboretum in Madisonville

10.0 out of 10, Exceptional, (5)
"The house was great loved everything about my stay "
Charming 3-bedroom house 2 minutes from the Marh Park Arboretum in Madisonville
Beautiful Southern Home
Enjoy cooking in this well-equipped kitchen with a central island, oven, and stainless steel range hood.

Beautiful Southern Home

8.0 out of 10, Very good, (1)
"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."
The price is CA $130
CA $576 total
includes taxes & fees
Aug 10 - Aug 11
Beautiful Southern Home
Charming Ohio River Home with Water Views & Porch!
Relax by the fire pit in a peaceful outdoor space with comfortable seating and a view of the surrounding neighborhood.

Charming Ohio River Home with Water Views & Porch!

9.8 out of 10, Exceptional, (52)
"This place was amazing !!! Don’t miss out "
Charming Ohio River Home with Water Views & Porch!
Over Yonder!!
Standalone cottage with a covered porch and stairs leading up to a cozy seating area.

Over Yonder!!

10.0 out of 10, Exceptional, (4)
"We loved the place. It was very cozy . We definitely would stay next year. I group up in the area. "
Over Yonder!!
Sweet Dreams in Sacramento
Simple, single-story home with a front porch and well-manicured lawn.

Sweet Dreams in Sacramento

8.4 out of 10, Very good, (6)
"I stayed at this property with my son, my mother and our dog while visiting family. The house was very clean and well stocked. The check-in/out process was simple. It was in a quiet area, even during the 4th of July. Mike was great to work with and very responsive to any questions."
The price is CA $96
CA $322 total
includes taxes & fees
Aug 9 - Aug 10
Sweet Dreams in Sacramento
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Webster County Hotel Reviews

Wingate by Wyndham Owensboro

Wingate by Wyndham Owensboro

10/10 Excellent
"Pool was nice"
Joshua 1-night trip
Posted 3 days ago
Wingate by Wyndham Owensboro