309+ Vacation Rentals Near Kentucky |
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Unplugged Weekend - Vacation Rentals in Kentucky

Bourbon Speakeasy 6BR Estate · Hot Tub · Sleeps 14 From US $1,091
         

10.0 (77 Reviews)
House
Bourbon Speakeasy 6BR Estate · Hot Tub · Sleeps 14
  • Air Conditioner
  • Parking
  • TV

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Pillow and Paddock B&B From US $391
         

|
10.0 (20 Reviews)
Bed & Breakfast
Pillow and Paddock B&B
  • Air Conditioner
  • Parking
  • Designated Smoking Area

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Pillow and Paddock B&B From US $330
         

|
10.0 (52 Reviews)
Bed & Breakfast
Pillow and Paddock B&B
  • Designated Smoking Area
  • TV
  • Balcony/Terrace

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Urban Loft 5,000 SqFt. Sleeps 17 Next to Frankfort Distilleries,PERFECT LOCATION From US $1,038
         

10.0 (76 Reviews)
Apartment
Urban Loft 5,000 SqFt. Sleeps 17 Next to Frankfort Distilleries,PERFECT LOCATION
  • Air Conditioner
  • Parking
  • TV

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Downtown Luxury Historic Home, Rock‘n Roll/Bourbon vibe, indoor sauna, 3 kings From US $581
         

10.0 (31 Reviews)
House
Downtown Luxury Historic Home, Rock‘n Roll/Bourbon vibe, indoor sauna, 3 kings
  • Air Conditioner
  • Parking
  • TV

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Bourbon Blue - Bourbon Trail Getaway - 8 minutes from Downtown Bardstown! From US $532
         

10.0 (31 Reviews)
House
Bourbon Blue - Bourbon Trail Getaway - 8 minutes from Downtown Bardstown!
  • Air Conditioner
  • Parking
  • TV

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Heated Pool, Hot Tub, Mini Golf, Theater-Sleeps 28 From US $1,822
         

10.0 (20 Reviews)
House
Heated Pool, Hot Tub, Mini Golf, Theater-Sleeps 28
  • Air Conditioner
  • Parking
  • Pet Friendly

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Cumberland Get-A-Way located at entrance of State Park From US $698
         

10.0 (19 Reviews)
House
Cumberland Get-A-Way located at entrance of State Park
  • Air Conditioner
  • Parking
  • TV

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Luxury Places to Stay in Kentucky

Over 10000+ Luxury Places to Stay in or Near Kentucky
6-acre retreat in Derby City near Valhalla and Bourbon Trail From US $13,356
         

10.0 (1 Review)
House
6-acre retreat in Derby City near Valhalla and Bourbon Trail
  • Air Conditioner
  • Parking
  • Designated Smoking Area

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KING Sleep8 4Bed 2BR 2 BA Swepson Hideaway 202 From US $12,878
         

10.0 (4 Reviews)
Apartment
KING Sleep8 4Bed 2BR 2 BA Swepson Hideaway 202
  • Air Conditioner
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Luxury Living, Derby Thrills From US $11,617
         

New
House
Luxury Living, Derby Thrills
  • Air Conditioner
  • Parking
  • Pool

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Greywood Reserve From US $9,500
         

New
House
Greywood Reserve
  • Air Conditioner
  • Parking
  • Pet Friendly

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Historic, Luxury House in Prime Location From US $9,429
         

10.0 (1 Review)
House
Historic, Luxury House in Prime Location
  • Air Conditioner
  • Parking
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House of David From US $8,940
         

8.8 (5 Reviews)
Apartment
House of David
  • Air Conditioner
  • Parking
  • Pet Friendly

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Entire Main St. Building · Entire Downtown Building w/7 suites! By Hollyhock From US $8,514
         

New
Apartment
Entire Main St. Building · Entire Downtown Building w/7 suites! By Hollyhock
  • Air Conditioner
  • TV
  • Security/Safety

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Celebrity Host Home. Best Derby Location! From US $8,044
         

10.0 (3 Reviews)
House
Celebrity Host Home. Best Derby Location!
  • Air Conditioner
  • Parking
  • TV

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Find More Kentucky Villas, Resorts, & Rentals on BedroomVillas

Top-Rated Vacation Rentals with a Pool in Kentucky

Over 2080+ Top-Rated Vacation Rentals with a Pool in or Near Kentucky
A Cozy Cottage Near the Heart of All Louisville Attractions! From US $186
         

10.0 (390 Reviews)
Cabin
A Cozy Cottage Near the Heart of All Louisville Attractions!
  • Air Conditioner
  • Parking
  • Pool

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Renovated Train Station on Thoroughbred Horse Farm From US $256
         

10.0 (282 Reviews)
Other
Renovated Train Station on Thoroughbred Horse Farm
  • Air Conditioner
  • Parking
  • Pool

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The Barn at Deva's Farm: Haute Blue Grass - Chill Retreat in the countryside From US $193
         

10.0 (260 Reviews)
Other
The Barn at Deva's Farm: Haute Blue Grass - Chill Retreat in the countryside
  • Air Conditioner
  • Parking
  • Pool

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Lakeside Cottage - upgraded hot tub! - near KY Bourbon Trail From US $214
         

10.0 (239 Reviews)
Cottage
Lakeside Cottage - upgraded hot tub! - near KY Bourbon Trail
  • Air Conditioner
  • Parking
  • Pool

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Newly remodeled! Holland Farms is located in the Golden Triangle of Northern KY! From US $925
         

10.0 (166 Reviews)
House
Newly remodeled! Holland Farms is located in the Golden Triangle of Northern KY!
  • Air Conditioner
  • Parking
  • Pool

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Lakehouse Hot tub & pool near Ark Encounter From US $340
         

10.0 (159 Reviews)
House
Lakehouse Hot tub & pool near Ark Encounter
  • Air Conditioner
  • Parking
  • Pool

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The Lakehouse Inn at Sledd Creek From US $174
         

10.0 (156 Reviews)
Hotel
The Lakehouse Inn at Sledd Creek
  • Air Conditioner
  • Parking
  • Pool

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Renovated train station on thoroughbred horse farm. From US $262
         

10.0 (150 Reviews)
Other
Renovated train station on thoroughbred horse farm.
  • Air Conditioner
  • Parking
  • Pool

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Pet-Friendly Vacation Rentals in Kentucky

Over 5431+ Pet-Friendly Vacation Rentals in or Near Kentucky
Charming Farm Cottage view Horses + City Access - Near Bourbon Trail Keeneland From US $224
         

10.0 (294 Reviews)
Cottage
Charming Farm Cottage view Horses + City Access - Near Bourbon Trail Keeneland
  • Air Conditioner
  • Parking
  • Pet Friendly

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Steps from Downtown UK / Transylvania University From US $154
         

|
7.7 (3 Reviews)
Apartment
Steps from Downtown UK / Transylvania University
  • Air Conditioner
  • Parking
  • Pet Friendly

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Newly Listed-Private 25-Acre Escape Near Red River Gorge From US $300
         

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10.0 (7 Reviews)
Cabin
Newly Listed-Private 25-Acre Escape Near Red River Gorge
  • Parking
  • Pet Friendly
  • Balcony/Terrace

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KY Lake Arts & Crafts Cedar Shake Home/On-site Boat Rentals with Private Dock From US $400
         

10.0 (128 Reviews)
House
KY Lake Arts & Crafts Cedar Shake Home/On-site Boat Rentals with Private Dock
  • Air Conditioner
  • Parking
  • Pet Friendly

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The Martin House - In the heart of historic downtown Lexington From US $435
         

10.0 (101 Reviews)
House
The Martin House - In the heart of historic downtown Lexington
  • Air Conditioner
  • Parking
  • Pet Friendly

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Three Pines Historic Log Cabin (About 20 Minutes From Ark Encounter) From US $389
         

9.8 (126 Reviews)
Cabin
Three Pines Historic Log Cabin (About 20 Minutes From Ark Encounter)
  • Air Conditioner
  • Parking
  • Pet Friendly

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Lake Front Home with community boat ramp. Private, close to marinas and town. From US $180
         

9.6 (242 Reviews)
Cottage
Lake Front Home with community boat ramp. Private, close to marinas and town.
  • Air Conditioner
  • Parking
  • Pet Friendly

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Charming & Inviting Apartment in Historic Downtown Paris, Ky. From US $106
         

9.8 (122 Reviews)
Apartment
Charming & Inviting Apartment in Historic Downtown Paris, Ky.
  • Air Conditioner
  • Parking
  • Pet Friendly

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Large Vacation Homes & Villas in Kentucky

Over 3007+ Large Vacation Homes & Villas in or Near Kentucky
Prickly Pair Suites From US $137
         

8.2 (49 Reviews)
House
Prickly Pair Suites
  • Air Conditioner
  • Parking
  • Internet

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Authentic, Rustic, Historic Log Cabin From US $460
         

10.0 (165 Reviews)
House
Authentic, Rustic, Historic Log Cabin
  • Air Conditioner
  • Parking
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Bourbon Trail, Buffalo Trace, Downtown Frankfort From US $475
         

10.0 (41 Reviews)
House
Bourbon Trail, Buffalo Trace, Downtown Frankfort
  • Air Conditioner
  • TV
  • Balcony/Terrace

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Riverfront retreat. Stunning view. Dock. 20 minutes to downtown Louisville. From US $557
         

10.0 (155 Reviews)
House
Riverfront retreat. Stunning view. Dock. 20 minutes to downtown Louisville.
  • Air Conditioner
  • Parking
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Sunset Cove - Premier Lakefront Vacation Home with Private Dock From US $489
         

10.0 (135 Reviews)
House
Sunset Cove - Premier Lakefront Vacation Home with Private Dock
  • Air Conditioner
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Rough River Lake House conveniently located by Axtel Marina and Nicks Boat Dock From US $301
         

9.6 (125 Reviews)
House
Rough River Lake House conveniently located by Axtel Marina and Nicks Boat Dock
  • Air Conditioner
  • Parking
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Log Cabin Lodge Overlooking Ohio River Near Creation Museum & Arc Encounter From US $628
         

9.8 (199 Reviews)
Cabin
Log Cabin Lodge Overlooking Ohio River Near Creation Museum & Arc Encounter
  • Air Conditioner
  • Parking
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Dale Hollow Cabin Next To State Park With Free Fire Pit & COVERED Boat Slip From US $258
         

9.8 (84 Reviews)
House
Dale Hollow Cabin Next To State Park With Free Fire Pit & COVERED Boat Slip
  • Air Conditioner
  • Parking
  • Pet Friendly

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Wheelchair Accessible Vacation Homes in Kentucky

Over 1862+ Wheelchair Accessible Vacation Homes in or Near Kentucky
Mint House at 800 Tower - Louisville From US $210
         

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7.6 (79 Reviews)
Apartment
Mint House at 800 Tower - Louisville
  • Air Conditioner
  • Wheelchair Accessible
  • Balcony/Terrace

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Welcome to the River City Loft! From US $186
         

10.0 (162 Reviews)
Condo
Welcome to the River City Loft!
  • Air Conditioner
  • Parking
  • TV

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The Respite Bed and Breakfast From US $164
         

|
9.8 (321 Reviews)
Bed & Breakfast
The Respite Bed and Breakfast
  • Air Conditioner
  • Parking
  • Designated Smoking Area

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Sunrise Cabin- Hot Tub, WiFi, Firepit, Grill From US $151
         

9.4 (278 Reviews)
Cabin
Sunrise Cabin- Hot Tub, WiFi, Firepit, Grill
  • Air Conditioner
  • Parking
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Luxurious 2BR/2Bath with Outdoor Courtyard and Garage in Downtown Bardstown From US $309
         

10.0 (247 Reviews)
House
Luxurious 2BR/2Bath with Outdoor Courtyard and Garage in Downtown Bardstown
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Welcome to Derby City Loft! From US $160
         

10.0 (124 Reviews)
Condo
Welcome to Derby City Loft!
  • Air Conditioner
  • Parking
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Amazing Luxury Urban Loft! West Main Street - Private Deck - Riverfront Views! From US $1,167
         

10.0 (118 Reviews)
Apartment
Amazing Luxury Urban Loft! West Main Street - Private Deck - Riverfront Views!
  • Air Conditioner
  • Parking
  • TV

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Paradiso - Divine Condo, Perfect Location Walkable to Everything Downtown From US $392
         

10.0 (84 Reviews)
Condo
Paradiso - Divine Condo, Perfect Location Walkable to Everything Downtown
  • Air Conditioner
  • Parking
  • Pool

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Kentucky Vacation Rentals and Airbnb Places to Stay Under $200

Over 6901+ Kentucky Vacation Rentals and Airbnb Places to Stay Under $200
Fairfield Farm Cottage From US $195
         

9.8 (9 Reviews)
House
Fairfield Farm Cottage
  • Air Conditioner
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  • Balcony/Terrace

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Vintage yet Modern Highlands home! Walk to venues! From US $198
         

10.0 (144 Reviews)
Apartment
Vintage yet Modern Highlands home! Walk to venues!
  • Air Conditioner
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Sweet Victory Bed and Breakfast From US $146
         

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10.0 (26 Reviews)
Bed & Breakfast
Sweet Victory Bed and Breakfast
  • Air Conditioner
  • Parking
  • Pool

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See why everyone loves it here! 1.5 miles to Ark. From US $153
         

9.8 (193 Reviews)
House
See why everyone loves it here! 1.5 miles to Ark.
  • Air Conditioner
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Stunning View of Lake Cumberland Within 1/8 Mile of Public Boat Ramp! From US $156
         

9.6 (119 Reviews)
House
Stunning View of Lake Cumberland Within 1/8 Mile of Public Boat Ramp!
  • Air Conditioner
  • Parking
  • TV

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NEWPORT INN #5 - NO CLEANING FEES! FREE PARKING! WALK TO GAMES AND CONCERTS! From US $156
         

10.0 (148 Reviews)
Apartment
NEWPORT INN #5 - NO CLEANING FEES! FREE PARKING! WALK TO GAMES AND CONCERTS!
  • Air Conditioner
  • Parking
  • TV

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LAKE CUMBERLAND, ROMANTIC HOT TUB, FENCED YARD, RELAXATION, 100 meg WIFI From US $188
         

10.0 (269 Reviews)
Cottage
LAKE CUMBERLAND, ROMANTIC HOT TUB, FENCED YARD, RELAXATION, 100 meg WIFI
  • Air Conditioner
  • Parking
  • Pet Friendly

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Welcome to your home away from home at my Bardstown’s Sweet Retreat! From US $194
         

9.8 (83 Reviews)
House
Welcome to your home away from home at my Bardstown’s Sweet Retreat!
  • Air Conditioner
  • Parking
  • TV

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Instantly Bookable Vacation Homes in Kentucky

Over 9098+ Instantly Bookable Vacation Homes in or Near Kentucky
The Highlands Hideaway, 50 steps from Restaurant Row, Downtown, Expo, Highlands From US $310
         

10.0 (178 Reviews)
House
The Highlands Hideaway, 50 steps from Restaurant Row, Downtown, Expo, Highlands
  • Air Conditioner
  • Parking
  • TV

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Fresh & Welcoming in the Rolling Kentucky Hills From US $332
         

New
Bed & Breakfast
Fresh & Welcoming in the Rolling Kentucky Hills
  • Air Conditioner
  • Parking
  • TV

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Cottage At Brianza Gardens And Winery From US $303
         

10.0 (85 Reviews)
House
Cottage At Brianza Gardens And Winery
  • Air Conditioner
  • Parking
  • TV

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Robin's Nest luxury cabin, Red River Gorge From US $319
         

9.8 (156 Reviews)
House
Robin's Nest luxury cabin, Red River Gorge
  • Air Conditioner
  • Parking
  • TV

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The Aliyah Treehouse with swinging bridge +285 acres hiking trails From US $321
         

9.8 (34 Reviews)
Cabin
The Aliyah Treehouse with swinging bridge +285 acres hiking trails
  • Air Conditioner
  • Parking
  • Pet Friendly

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3 Bedroom Downtown Townhouse, Close to All! From US $203
         

9.4 (62 Reviews)
House
3 Bedroom Downtown Townhouse, Close to All!
  • Air Conditioner
  • Parking
  • TV

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The River's Edge Oasis.Relax & unwind.Casual luxury close to downtown Lville From US $294
         

10.0 (202 Reviews)
House
The River's Edge Oasis.Relax & unwind.Casual luxury close to downtown Lville
  • Air Conditioner
  • Parking
  • TV

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CLOSE TO ARK, SPARKLING CLEAN, BIG FAMILIES, CABLE, KING BED, BACK YARD From US $254
         

10.0 (88 Reviews)
House
CLOSE TO ARK, SPARKLING CLEAN, BIG FAMILIES, CABLE, KING BED, BACK YARD
  • Air Conditioner
  • Parking
  • TV

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About Kentucky Vacation Rentals

With more than 309 Kentucky vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Unpluggedweekend and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Kentucky.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Unpluggedweekend Kentucky, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Kentucky. Places to stay near Kentucky are 1609.9 ft² on average, with prices averaging US $496 a night.

Unpluggedweekend makes it easy and safe to find and compare vacation rentals in Kentucky with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Kentucky

Type Count
Vacation Homes 140
Cabin Rentals 41
Hotels 24
B&B 20
Holiday Apartments 16
Cottages 14
Others 3
Resorts 3
Ski Chalet Rentals 3

Use these Quick Filters to Find a Vacation Rental in Kentucky

★ Pro Tip: Unpluggedweekend makes it easy to compare the best listings on Unpluggedweekend homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Unpluggedweekend homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Kentucky.

Weather in Kentucky

View the weather forecast for Kentucky before booking your Kentucky Vacation Rentals to confirm your best time to go.

December - February
High 59°F       Low 28°F
March - May
High 78°F       Low 40°F
June - August
High 89°F       Low 66°F
September - November
High 81°F       Low 40°F

Top Attractions Around Kentucky, US

Unpluggedweekend offers a large selection of top attractions around Kentucky. Research things to do on your vacation before you visit Kentucky.


Ark Encounter Newport Aquarium Mammoth Cave National Park Kentucky Exposition Center Creation Museum Rupp Arena University of Kentucky University of Louisville Kentucky Horse Park Churchill Downs KFC Yum Center Red River Gorge Fourth Street Live! Louisville Slugger Museum Newport on the Levee National Corvette Museum Fort Campbell Kentucky International Convention Center Louisville Palace Keeneland Racing Course Louisville Zoo Kentucky Lake Kentucky Kingdom Fayette Mall Cumberland Falls Louisville Mega Cavern Freedom Hall Murray State University Waverly Hills Sanatorium Kroger Field

Other Places to Stay Near Kentucky, US


Louisville 2,283 Properties Jefferson County 1,676 Properties Lexington 1,307 Properties Lebanon 1,306 Properties Marion County 1,282 Properties Fayette County 609 Properties Paducah 506 Properties Downtown 492 Properties Downtown Louisville 471 Properties Lake Barkley 427 Properties Northside District 419 Properties Covington 395 Properties

Complexes around Kentucky, US


Summer Downtown Louisville 33 Properties Elizabethtown Inn 29 Properties Ark 33 Properties Inn Lexington 9 Properties Inn 6 Properties Cozysuites Sky 18 Properties Hopkinsville 13 Properties Cave Run 9 Properties Comfort Keeneland 3 Properties Downtown Lexington Rupp Arena Alltech 3 Properties The Bellwether Hotel 8 Properties Covington 6 Properties Frontdesk 6 Properties Somerset 8 Properties Waterfront Adventure Rv Site Red River Gorge Ky 8 Properties
See More Complexes

Kentucky Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Kentucky?

There are a lot of options in Kentucky. If you plan on staying in the Kentucky area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Kentucky:

How many vacation rentals are available in Kentucky?

Currently, the total number of properties listed in 2026 is over 309 in the Kentucky area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Kentucky.