Find Vacation Rentals in Kentucky

We have 22,960 properties to choose from
Anytime
Guests
Anytime
Guests

Popular Kentucky Vacation Rentals

Find the perfect Kentucky vacation rental

House Lewisburg
from $216 per night
House ∙ 10 guests ∙ 3 bedrooms

102 m² House

4.7
Excellent(59 ratings)
Lewisburg, Logan County, Kentucky
Details
Cabin Nancy
from $217 per night
12 guests ∙ 4 bedrooms

Cabin

4.8
Outstanding(202 ratings)
Nancy, Pulaski County, Kentucky
Details
Cabin Meshack
from $256 per night
Cabin ∙ 15 guests ∙ 4 bedrooms

167 m² Cabin

5.0
Outstanding(26 ratings)
Meshack, Monroe County, Kentucky
Details
House Somerset
from $782 per night
20 guests ∙ 8 bedrooms

House

5.0
Outstanding(21 ratings)
Somerset, Pulaski County, Kentucky
Details
House Langley
from $1,481 per night
40 guests ∙ 12 bedrooms

House

4.9
Outstanding(29 ratings)
Langley, Floyd County, Kentucky
Details
Cabin Catlettsburg
from $144 per night
Cabin ∙ 8 guests ∙ 3 bedrooms

156 m² Cabin

5.0
Outstanding(251 ratings)
Catlettsburg, Boyd County, Kentucky
Details
Cabin Scottsville
from $322 per night
14 guests ∙ 5 bedrooms

Cabin

5.0
Outstanding(352 ratings)
Scottsville, Allen County, Kentucky
Details
House Falmouth
from $242 per night
House ∙ 11 guests ∙ 4 bedrooms

167 m² House

4.9
Outstanding(28 ratings)
Falmouth, Pendleton County, Kentucky
Details
House Newport
from $778 per night
16 guests ∙ 6 bedrooms

House

5.0
Outstanding(14 ratings)
Newport, Campbell County, Kentucky
Details
Show more

Vacation rentals with Wi-Fi

House  Gilbertsville
from $745 per night
House ∙ 13 guests ∙ 6 bedrooms

380 m² House

Gilbertsville, Marshall County, Kentucky
Internet
Details
House  Hardin
from $209 per night
House ∙ 10 guests ∙ 3 bedrooms

198 m² House

Hardin, Marshall County, Kentucky
Internet
Details
House  Prestonsburg
from $611 per night
House ∙ 20 guests ∙ 6 bedrooms

771 m² House

5.0
Outstanding(6 ratings)
Prestonsburg, Floyd County, Kentucky
Internet
Details
Show more

Vacation rentals and apartments with air conditioning

House  Owensboro
from $196 per night
House ∙ 8 guests ∙ 3 bedrooms

111 m² House

Owensboro, Daviess County, Kentucky
Air conditioning
Details
House  New Concord
from $299 per night
House ∙ 8 guests ∙ 4 bedrooms

130 m² House

4.9
Outstanding(100 ratings)
New Concord, Calloway County, Kentucky
Air conditioning
Details
House  Hardin
from $288 per night
House ∙ 8 guests ∙ 4 bedrooms

204 m² House

4.8
Outstanding(90 ratings)
Hardin, Marshall County, Kentucky
Air conditioning
Details
Show more

Cabins and Homes With Fireplaces

House  Jamestown
from $274 per night
House ∙ 16 guests ∙ 6 bedrooms

465 m² House

4.8
Outstanding(4 ratings)
Jamestown, Russell County, Kentucky
Fireplace
Details
House  Monticello
from $235 per night
House ∙ 13 guests ∙ 6 bedrooms

325 m² House

4.9
Outstanding(35 ratings)
Monticello, Wayne County, Kentucky
Fireplace
Details
House  Burnside
from $288 per night
14 guests ∙ 6 bedrooms

House

4.9
Outstanding(58 ratings)
Burnside, Pulaski County, Kentucky
Fireplace
Details
Show more

Frequently Asked Questions

Can I find cheap vacation rentals in Kentucky?

Accommodation in Kentucky cost from $68 per night.

Are there many vacation rental options to choose from in Kentucky?

At the moment there are 22,960 vacation rentals available for you to choose from.

Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Kentucky Information

About Kentucky

Kentucky is a state in the southeastern United States, just south of the Ohio River. It is home to many great sports attractions like the Kentucky Derby, the Louisville Slugger Museum, and the University of Kentucky basketball team. Kentucky is also filled with other fun attractions including Mammoth Cave, Lake Cumberland, and the Newport Aquarium. You can choose to spend your vacation in big cities like Louisville or Lexington, or stay in a quiet local town like Elizabethtown or Frankfort. No matter where you decide to stay, Kentucky is filled with fun for the whole family.

Things to do in Kentucky

Kentucky is filled with fun places and activities for you to check out. Outdoor fans can head out to Cave City for zip lining, or Lake Cumberland for fishing and jet skiing. Bring the family along and check out places like Lexington, for bluegrass and horseback riding, or Bowling Green, for shopping and bowling. Sports fans should venture out to cool places like the Louisville Slugger Museum, or the Muhammad Ali Center. Want to be in touch with nature? Kentucky is filled with a multitude of different preserves, including the Daniel Boone National Forest.

Best cities to visit in Kentucky

There are a few cool cities in Kentucky that you should check out during your stay. Louisville is the largest city in the state, and is filled with cool places for sports fans like the Louisville Slugger Museum, Churchill Downs, home of the Kentucky Derby, and even the Muhammad Ali Museum. Bluegrass fans should travel to Lexington, where you will find things like the Kentucky Horse Park, or explore on your own with the Bluegrass Country Driving Tour. For a home-like vacation, head out to Bowling Green and enjoy the small city feel with places like the Lost River Cave, or Beech Bend Park. Planning a trip with some friends? Be sure to visit Bullitt County, a city filled with breweries and wineries alike, including the Jim Beam American Stillhouse.

Best small towns in Kentucky

Kentucky is filled with small, quiet towns for the perfect relaxing vacation. Edmonton is a small town with a population just over 1,500, filled with friendly people and a peaceful community. Bluegrass fans should head out to Cadiz, for live bluegrass music and home-cooked country meals. Buffalo is similar to a home away from home, with rolling hills and vast farmlands providing a perfect small town environment. Longing to be near the water? Travel to Cloverport and spend your vacation observing the nature and wildlife along the Ohio River.

Best lake vacations in Kentucky

There are plenty of lakes in Kentucky for you to have the perfect lake vacation out on the boat. Shanty Hollow Lake is a quiet little getaway where you can swim, fish, or even plan a picnic by the waterfall at the end of the mile-long walking trail. If you love to camp, head out to Paintsville Lake for some time by this small private campground. Martins Fork Lake is a great spot for fishers to set up for a few days, but also has some spots for swimming and paddle boating. Bringing the family along? Head to Kentucky Lake for fishing, camping, boating, and swimming, all while enjoying a beautiful view.

Best National Parks in Kentucky

There are a few great national parks in Kentucky that you should check out during your trip. The Cumberland Gap National Historic Park is a historic tribute to the Native Americans and western settlers that traveled down the “first great getaway to the west”, and offers a variety of different scenic trails and caves for you to adventure in. For some more fun outdoor activities, head out to the Daniel Boone National Forest in the Redbird Ranger district, where you can try your hand at things like horseback riding, hunting, or even ATVs. Cave explorers should check out Mammoth Cave, the world’s longest known cave system located in south central Kentucky. Looking for a more scenic getaway? Big South Fork is a national river and recreation area that is filled with beautiful scenic gorges and sandstone bluffs.

Popular Day Trips Near Kentucky

Homes & Vacation Rentals

Where are travelers searching to stay in Kentucky?

image-tag