Vacation Homes in Webster County

Check prices for these dates

In two weeks
1 May - 3 May
In two months
12 Jun - 14 Jun
In three months
10 Jul - 12 Jul
In four months
7 Aug - 9 Aug

Our top choices for Webster County holiday homes

TV, fireplace

Union Station Union Station

Union Station Union Station
Madisonville
10.0 out of 10, Exceptional, (3 reviews)
"The host was very easy to deal with when needed. Great stay"
United States
Rhonda P.
Union Station Union Station
Interior

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, (54 reviews)
"The property was pet friendly, clean, and had an easy check in process. Stayed here once previously and it was just as great the second time around! "
United States
Elliott B.
Centrally located 3 bdrm 2 bath quaint house with a yard. Pet friendly.
Smart TV, fireplace

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

Quiet neighborhood/2 car garage/fire pit/backyard privacy fence/PET FRIENDLY
Owensboro
9.6 out of 10, Exceptional, (34 reviews)
"Easy check in, clean"
United States
Heather R.
Quiet neighborhood/2 car garage/fire pit/backyard privacy fence/PET FRIENDLY
Smart TV, table football, ping pong

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, (28 reviews)
"Spacious rooms, comfortable mattresses, safe neighborhood. Owner was very responsive and professional."
United States
Mike F.
Uniquely remodeled 3 bdrm 1 bth home in safe area! Fenced in with a large deck!
Smart TV

Lake Country House on City Square

Lake Country House on City Square
Princeton
9.8 out of 10, Exceptional, (26 reviews)
"Our stay was excellent and even better we were close to family so we didn't need to travel far after activities."
United States
Stacey S.
Lake Country House on City Square
Smart TV

Loop Haven is an awesome place to stay.

Loop Haven is an awesome place to stay.
Madisonville
9.2 out of 10, Wonderful, (12 reviews)
"Clean, quiet and economical home! Thanks for a great stay in Madisonville!"
United States
L'Chelle J.
Loop Haven is an awesome place to stay.
Dining

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, (4 reviews)
"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. "
United States
Andrea T.
Charming 2-bedroom house with Great kitchen space in Madisonville.
Fridge, microwave, oven, stovetop

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, (9 reviews)
"Fantastic stay in an adorable bungalow. "
United States
Tim N.
Charming 1-bedroom house with river view in Henderson.
Dining

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
Terrace/patio

Over Yonder!!

Over Yonder!!
Sebree
10.0 out of 10, Exceptional, (10 reviews)
"Staying there was very nice a very affordable I like how very neat and small it was and very fancy the cabin was. "
United States
Manuel G.
Over Yonder!!
Smart TV, fireplace, DVD player, books

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, (21 reviews)
"Good cozy place to stay. Had everything we needed and just out of town. "
United States
Devin S.
Charming 3-bedroom house in pleasant Marion with AC, fitness room, WiFi.
Smart TV, fireplace

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, (40 reviews)
"House was very cozy clean and we had a pleasant stay. The host was very friendly and available if we needed anything. We will be back in July and will definitely be staying here again "
United States
Jeremy G.
4bed3Bedroom near Convention Ctr, downtown, Fisher Park, 30 min to Holiday World
Exterior

Quiet 3-bedroom house in Mexico, Kentucky

Quiet 3-bedroom house in Mexico, Kentucky
Marion
9.8 out of 10, Exceptional, (8 reviews)
"Peaceful and quiet. Beautiful place to visit. "
United States
diane y.
Quiet 3-bedroom house in Mexico, Kentucky
Exterior

Centrally Located Mid Century Traditional Home

Centrally Located Mid Century Traditional Home
Owensboro
10.0 out of 10, Exceptional, (19 reviews)
"Clean place, plenty of parking and close to attractions. Enjoyed the stay."
United States
Steve S.
Centrally Located Mid Century Traditional Home
Smart TV

Newly renovated- 2.5 mi to Downtown Riverfront

Newly renovated- 2.5 mi to Downtown Riverfront
Owensboro
10.0 out of 10, Exceptional, (17 reviews)
"Clean house, easy to access, the master bed was super comfortable! "
United States
Jennifer K.
Newly renovated- 2.5 mi to Downtown Riverfront
Smart TV, books

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, (21 reviews)
"Great location and wonderful hosts!"
United States
Ben A.
Roos&Blues lake house. City park steps away. Rm for 6, king beds, pets friendly
Exterior

Center of City Private Townhome/courtyard /firepit 2 bed

Center of City Private Townhome/courtyard /firepit 2 bed
Owensboro
Center of City Private Townhome/courtyard /firepit 2 bed
Exterior detail

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

Charming 3-bedroom house 2 minutes from the Marh Park Arboretum in Madisonville
Madisonville
10.0 out of 10, Exceptional, (9 reviews)
"The house was great loved everything about my stay "
United States
Idalene O.
Charming 3-bedroom house 2 minutes from the Marh Park Arboretum in Madisonville
Smart TV, books

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

Newly Remodeled 3-BR house close City of Madisonville & Marh Park Abortorium.
Madisonville
10.0 out of 10, Exceptional, (11 reviews)
"This property was great. I was in town for three days on business and this was such a pleasant experience rather than staying at a local hotel. Would absolutely stay here again. The owner was great and made things so easy with checking in and check out. Very clean property with all the amenities. The garage was a great add for me as I was on a motorcycle. Five stars across the board on this property. Great local restaurants downtown along with a gym. Can highly recommend the sushi spot as well. ...
United States
Eric
Newly Remodeled 3-BR house close City of Madisonville & Marh Park Abortorium.
Dining

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 whole place was so cozy, and fun. It felt like we weren’t even in town. It was more like a boutique experience in a big city. Loved it. "
United States
Cori E.
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.
View all properties
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

Greenfield Inn & Suites Owensboro, KY Airport

Greenfield Inn & Suites Owensboro, KY Airport

6/10 Okay
"Good service "
Bryan 1-night trip
Posted 7 hours ago
Greenfield Inn & Suites Owensboro, KY Airport

Find out more about Webster County

Webster County Vacation Homes information

Number of reviews
232
Accommodation
32 Vacation Homes
Lowest Price
Highest Price