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Vacation rentals in Webster County

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Top-rated vacation rentals in Webster County

Guests agree: these stays are highly rated for location, cleanliness, and more.

Cabin in Dixon
Crouse’s North Ninety Lake House
If you want a place where you can be socially distanced, this is the place! (discounts for weekly or monthly stays.) The cabin is set in a 90 acre area surrounded by woods with two small lakes (fishing, walking trails and paddle boating available at no extra charge). There is only one other cabin on the 90 acres. Nearest town, Dixon (3 miles), Madisonville (20 miles, Henderson 21 miles), Evansville, IN (has a regional airport about 35 miles). Truly a relaxing getaway place.
$150 per night
Cabin in Robards
REINE CABIN at Farmer and Frenchman
EAT. TASTE. STAY. Year round view, seasonal flavor. The property features a winery/cafe, a vineyard, walking trails, and a 360 view of countryside. Created in the spirit of rustic elegance, the Cabin's lavish accents are sure to impress. Enjoy dinner in the cafe, walk the trails, snuggle in for the night, order breakfast in bed and a morning yoga session on the patio. Enjoy the ambiance of Kentucky's agrarian heritage with modern and stylish amenities.
$197 per night
Cottage in Owensboro
Nature Lovers Retreat
This charming cottage is the perfect getaway for nature lovers. Relax in this home’s cheerful and cozy atmosphere, located on the edge of Ben Hawes Park with over 4 miles of beautiful walking trails and 7.5 miles of bike trails in this gorgeous 297 acre forest. Enjoy all the comforts of home, including free WiFi, TV, washer and dryer, full kitchen, and free parking. This special retreat is also only 1 mile from Ben Hawes Golf Course.
$79 per night

Other great vacation rentals in Webster County

Cottage in Maceo
Hattie's Hill Cottage
$80 per night
Home in Owensboro
2 bedroom w/free on-site parking. Near downtown
$98 per night
Home in Owensboro
The Honeybadger
$89 per night
Apartment in Madisonville
Manna House (5): A perfect place to feed the soul!
$153 per night
Home in Madisonville
Modern & Centrally Located 3BR
$123 per night
Home in Clay
Updated Farmhouse in private setting!
$159 per night
Guest suite in Sturgis
The Hub
$150 per night
Guesthouse in White Plains
Quaint cottage house, 2 bedroom 1 bath w/kitchen
$125 per night
Tiny home in Elizabethtown
Walk to Ohio River; Near Shawnee & Cave-in-Rock
$120 per night
Home in Bremen
The Tumbling K
$89 per night
Guesthouse in Henderson
Downtown 1-bedroom guest house with free parking
$75 per night
Cabin in Madisonville
My Old Kentucky Home Log Cabin Private Retreat
$149 per night

Destinations to explore