Webster County Cottages

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

Top Cities in Webster County

A snow-covered railway bridge with bare trees in the foreground.

Our top choices for Webster County cottages

A single-story house with a gabled roof, a front porch with a railing, and a small front yard.

1. Grandpa's Comfy Cottage

Madisonville

Scott W.

A single-story house with a front porch, a tree in the front yard, and a driveway.

2. Midtown Cottage- Self Check-In & Centrally Located in Owensboro

Owensboro

Frances C.

A single-story house with a gabled roof, a front door, and a mailbox.

3. Grandma's Cozy Cottage

Madisonville

Barbara D.

A white single-story house with a porch and a tree with autumn leaves.

4. Private, cozy,classic, simple. Centrally located to hospital, uptown.

Madisonville

Michelle S.

A wooden deck with a hanging chair and a view of a lake.

5. Private Lake & Dock: Log Cabin, 2 Mi to Clay!

Clay

A rustic log cabin with a porch, outdoor seating, and a small deck area.

6. Waterfront Log Cabin in Kentucky: Fire Pit, Grill!

Owensboro

A two-story building with a covered porch and a staircase leading to a second-floor balcony.

7. Charming Riverview Cottage with AC in Evansville

Evansville

View all properties

Find vacation rentals that suit your style

Apartments

Cabins

Save an average of 15% on thousands of hotels when you're signed in

Top Webster County Hotel Reviews

Fairfield Inn by Marriott Owensboro

10/10 Excellent

"Great location close to everything! Friendly hotel on-site staff. We will book again for next trip to Owensboro, KY."

Farmhouse with ultimate privacy and quiet!

10/10 Excellent

"My second time at this lovely property & it did not disappoint. Easy check in, everything exactly as noted in description & photos. Only downside was equipment being used to dig a lake across from house although it was interesting to watch. I look forward to my next stay hopefully after completion of lake. 10/10!"

Hampton Inn Owensboro South

10/10 Excellent

"My girlfriend and I stayed for 5 days. The location is great, close to a lot of food and activities. The room was spacious and clean. The staff was fantastic and kind. Id like to give a special shootout to Jackye and Katie. They both gave great recommendation of local activities, greeted us every time we saw them with a smile, and went above and beyond. They made the stay memorable beyond just the hotel amenities. Very thankful for them both! Would stay again!"

Find out more about Webster County