14480+ Vacation Rentals Near Kentucky |
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Treehouse Rental - Vacation Rentals in Kentucky

Charming Farm Cottage view Horses + City Access - Near Bourbon Trail Keeneland From US $213
         

10.0 (288 Reviews)
Cottage
Charming Farm Cottage view Horses + City Access - Near Bourbon Trail Keeneland
  • Air Conditioner
  • Parking
  • Pet Friendly

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Prickly Pair Suites From US $137
         

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

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Bourbon Trail: Caboose on the Farm From US $237
         

10.0 (38 Reviews)
House
Bourbon Trail: Caboose on the Farm
  • Air Conditioner
  • Parking
  • Pet Friendly

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The Highlands Hideaway, 50 steps from Restaurant Row, Downtown, Expo, Highlands From US $364
         

10.0 (171 Reviews)
House
The Highlands Hideaway, 50 steps from Restaurant Row, Downtown, Expo, Highlands
  • Air Conditioner
  • Parking
  • TV

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Authentic, Rustic, Historic Log Cabin From US $425
         

10.0 (162 Reviews)
House
Authentic, Rustic, Historic Log Cabin
  • Air Conditioner
  • Parking
  • TV

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Spacious Louisville riverfront retreat. Stunning view. Dock. Bourbon Trail. From US $557
         

10.0 (155 Reviews)
House
Spacious Louisville riverfront retreat. Stunning view. Dock. Bourbon Trail.
  • Air Conditioner
  • Parking
  • TV

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Sunset Cove - Premier Lakefront Vacation Home with Private Dock From US $472
         

10.0 (135 Reviews)
House
Sunset Cove - Premier Lakefront Vacation Home with Private Dock
  • Air Conditioner
  • Parking
  • TV

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KY Lake Arts & Crafts Cedar Shake Home/On-site Boat Rentals with Private Dock From US $265
         

10.0 (125 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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Luxury Places to Stay in Kentucky

Over 10000+ Luxury Places to Stay in or Near Kentucky
Private 6-acre haven in serene east Louisville near Valhalla. From US $13,356
         

10.0 (1 Review)
House
Private 6-acre haven in serene east Louisville near Valhalla.
  • Air Conditioner
  • Parking
  • Designated Smoking Area

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Luxury Living, Derby Thrills From US $10,000
         

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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Entire Main St. Building · Entire Downtown Building w/7 suites! By Hollyhock From US $9,464
         

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

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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
  • TV

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Kentucky Derby 2025 Rental: Spacious Home for Families & Couples From US $8,331
         

New
House
Kentucky Derby 2025 Rental: Spacious Home for Families & Couples
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens

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5 Spacious Units Close to Downtown & Expo Center From US $7,633
         

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New
Apartment
5 Spacious Units Close to Downtown & Expo Center
  • Air Conditioner
  • Security/Safety
  • Fireplace/Heating

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Elegant Manor w Private Yard & Modern Amenities From US $7,625
         

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New
House
Elegant Manor w Private Yard & Modern Amenities
  • Air Conditioner
  • Parking
  • Pet Friendly

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Find More Kentucky Villas, Resorts, & Rentals on BedroomVillas

Top-Rated Vacation Rentals with a Pool in Kentucky

Over 2021+ Top-Rated Vacation Rentals with a Pool in or Near Kentucky
A Cozy Cottage Near the Heart of All Louisville Attractions! From US $190
         

10.0 (378 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 (279 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 $196
         

10.0 (252 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 $192
         

10.0 (232 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 $909
         

10.0 (164 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 $242
         

10.0 (152 Reviews)
House
Lakehouse Hot tub & pool near Ark Encounter
  • Air Conditioner
  • Parking
  • Pool

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Parklike Estate in the Heart of Louisville w/Pool and Gardens - Family Friendly From US $1,412
         

10.0 (147 Reviews)
House
Parklike Estate in the Heart of Louisville w/Pool and Gardens - Family Friendly
  • Air Conditioner
  • Parking
  • Pet Friendly

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The Lakehouse Inn at Sledd Creek From US $161
         

10.0 (146 Reviews)
Hotel
The Lakehouse Inn at Sledd Creek
  • Air Conditioner
  • Parking
  • Pool

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Pet-Friendly Vacation Rentals in Kentucky

Over 5137+ Pet-Friendly Vacation Rentals in or Near Kentucky
Three Pines Historic Log Cabin (About 20 Minutes From Ark Encounter) From US $287
         

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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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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Escape to this glamorous camping Dome! 8 min from Ark! From US $339
         

10.0 (2 Reviews)
Cabin
Escape to this glamorous camping Dome! 8 min from Ark!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Lake Front Home with community boat ramp. Private, close to marinas and town. From US $161
         

9.6 (239 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 $131
         

9.8 (117 Reviews)
Apartment
Charming & Inviting Apartment in Historic Downtown Paris, Ky.
  • Air Conditioner
  • Parking
  • Pet Friendly

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Cozy Studio home 10min from Murray and 20min from Ky Lake From US $189
         

9.8 (108 Reviews)
House
Cozy Studio home 10min from Murray and 20min from Ky Lake
  • Air Conditioner
  • Parking
  • Pet Friendly

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Dale Hollow Cabin Next To State Park With Free Fire Pit & COVERED Boat Slip From US $242
         

9.8 (82 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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The Aliyah Treehouse with swinging bridge +285 acres hiking trails From US $317
         

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

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Large Vacation Homes & Villas in Kentucky

Over 2810+ Large Vacation Homes & Villas in or Near Kentucky
Rough River Lake House conveniently located by Axtel Marina and Nicks Boat Dock From US $244
         

9.6 (124 Reviews)
House
Rough River Lake House conveniently located by Axtel Marina and Nicks Boat Dock
  • Air Conditioner
  • Parking
  • TV

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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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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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Log Cabin Lodge Overlooking Ohio River Near Creation Museum & Arc Encounter From US $761
         

9.8 (198 Reviews)
Cabin
Log Cabin Lodge Overlooking Ohio River Near Creation Museum & Arc Encounter
  • Air Conditioner
  • Parking
  • TV

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CLOSE TO ARK, SPARKLING CLEAN, BIG FAMILIES, CABLE, KING BED, BACK YARD From US $272
         

10.0 (84 Reviews)
House
CLOSE TO ARK, SPARKLING CLEAN, BIG FAMILIES, CABLE, KING BED, BACK YARD
  • Air Conditioner
  • Parking
  • TV

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All You Need and More! From US $525
         

9.6 (122 Reviews)
House
All You Need and More!
  • Air Conditioner
  • Parking
  • TV

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The Louisville Loft, 12 beds, BRAND NEW, Game Room, EXPO, Downtown, Highlands From US $1,068
         

10.0 (35 Reviews)
House
The Louisville Loft, 12 beds, BRAND NEW, Game Room, EXPO, Downtown, Highlands
  • Air Conditioner
  • Parking
  • TV

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The Highlands Hangout, EXPO, DOWNTOWN, restaurant row! Game room & LOCATION! From US $746
         

9.8 (35 Reviews)
House
The Highlands Hangout, EXPO, DOWNTOWN, restaurant row! Game room & LOCATION!
  • Air Conditioner
  • Parking
  • TV

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Wheelchair Accessible Vacation Homes in Kentucky

Over 1836+ Wheelchair Accessible Vacation Homes in or Near Kentucky
Welcome to the River City Loft! From US $186
         

10.0 (156 Reviews)
Condo
Welcome to the River City Loft!
  • Air Conditioner
  • Parking
  • TV

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Lexington Family Home about 2 Miles to UK Campus! From US $136
         

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9.3 (3 Reviews)
House
Lexington Family Home about 2 Miles to UK Campus!
  • Parking
  • Wheelchair Accessible
  • Child Friendly

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The Respite Bed and Breakfast From US $161
         

|
9.8 (289 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 $170
         

9.4 (271 Reviews)
Cabin
Sunrise Cabin- Hot Tub, WiFi, Firepit, Grill
  • Air Conditioner
  • Parking
  • TV

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Luxurious 2BR/2Bath with Outdoor Courtyard and Garage in Downtown Bardstown From US $309
         

10.0 (242 Reviews)
House
Luxurious 2BR/2Bath with Outdoor Courtyard and Garage in Downtown Bardstown
  • Air Conditioner
  • Parking
  • TV

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Welcome to Derby City Loft! From US $186
         

10.0 (121 Reviews)
Condo
Welcome to Derby City Loft!
  • Air Conditioner
  • Parking
  • TV

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Amazing Luxury Urban Loft! West Main Street - Private Deck - Riverfront Views! From US $1,156
         

10.0 (115 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 (82 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 6813+ Kentucky Vacation Rentals and Airbnb Places to Stay Under $200
See why everyone loves it here! 1.5 miles to Ark. From US $154
         

9.8 (192 Reviews)
House
See why everyone loves it here! 1.5 miles to Ark.
  • Air Conditioner
  • Parking
  • TV

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Fairfield Farm Cottage From US $195
         

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

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Rocky Hill Inn From US $191
         

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10.0 (33 Reviews)
Bed & Breakfast
Rocky Hill Inn
  • Air Conditioner
  • Parking
  • Balcony/Terrace

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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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3 Bedroom Downtown Townhouse, Close to All! From US $193
         

9.2 (60 Reviews)
House
3 Bedroom Downtown Townhouse, Close to All!
  • Air Conditioner
  • Parking
  • TV

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NEWPORT INN #5 - NO CLEANING FEES! FREE PARKING! WALK TO GAMES AND CONCERTS! From US $149
         

10.0 (147 Reviews)
Apartment
NEWPORT INN #5 - NO CLEANING FEES! FREE PARKING! WALK TO GAMES AND CONCERTS!
  • Air Conditioner
  • Parking
  • TV

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ROMANTIC HOT TUB, FIREPLACE, FENCED YARD, COUNTRY TRANQUILITY, 100 meg WIFI From US $170
         

10.0 (260 Reviews)
Cottage
ROMANTIC HOT TUB, FIREPLACE, FENCED YARD, COUNTRY TRANQUILITY, 100 meg WIFI
  • Air Conditioner
  • Parking
  • Pet Friendly

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Ultimate Getaway Lake Cumberland, Great Location, easy access to water From US $198
         

9.2 (142 Reviews)
Cabin
Ultimate Getaway Lake Cumberland, Great Location, easy access to water
  • Air Conditioner
  • Parking
  • TV

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Instantly Bookable Vacation Homes in Kentucky

Over 8688+ Instantly Bookable Vacation Homes in or Near Kentucky
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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Climb On Inn~ Studio~ Naturally Gorgeous~Rock Climbing -Red River Gorge~Cozy From US $268
         

9.6 (99 Reviews)
Apartment
Climb On Inn~ Studio~ Naturally Gorgeous~Rock Climbing -Red River Gorge~Cozy
  • Air Conditioner
  • Parking
  • Pet Friendly

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Robin's Nest luxury cabin, Red River Gorge From US $318
         

9.8 (152 Reviews)
House
Robin's Nest luxury cabin, Red River Gorge
  • Air Conditioner
  • Parking
  • TV

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Vintage yet Modern Highlands home! Walk to venues! From US $205
         

10.0 (142 Reviews)
Apartment
Vintage yet Modern Highlands home! Walk to venues!
  • Air Conditioner
  • Parking
  • TV

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The River's Edge Oasis.Relax & unwind.Casual luxury close to downtown Lville From US $396
         

10.0 (196 Reviews)
House
The River's Edge Oasis.Relax & unwind.Casual luxury close to downtown Lville
  • Air Conditioner
  • Parking
  • TV

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Woodland secluded cabin on 7 acres, with private dock and kayaks From US $326
         

9.6 (102 Reviews)
Cabin
Woodland secluded cabin on 7 acres, with private dock and kayaks
  • Air Conditioner
  • Parking
  • Designated Smoking Area

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Welcome to your home away from home at my Bardstown’s Sweet Retreat! From US $262
         

10.0 (82 Reviews)
House
Welcome to your home away from home at my Bardstown’s Sweet Retreat!
  • Air Conditioner
  • Parking
  • TV

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Kathy`s Place -Horse park, Keeneland Racing, Bourbon Tours, UK Sports, Rupp Arena From US $232
         

9.6 (34 Reviews)
House
Kathy`s Place -Horse park, Keeneland Racing, Bourbon Tours, UK Sports, Rupp Arena
  • Air Conditioner
  • Parking
  • Pet Friendly

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About Kentucky Vacation Rentals

With more than 14480 Kentucky vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Treehouse Rental 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 Treehouse Rental 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 854.71 ft² on average, with prices averaging $333 a night.

Treehouse Rental 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 6906
Holiday Apartments 2380
Cabin Rentals 1882
Hotels with Suites 1694
Cottages 433
Others 235
B&B 129
Villas 37
Ski Chalet Rentals 35
Resorts 29

Use these Quick Filters to Find a Vacation Rental in Kentucky

★ Pro Tip: Treehouse Rental makes it easy to compare the best listings on Treehouse Rental homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Treehouse Rental 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

Treehouse Rental 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 2,420 Properties Jefferson County 1,830 Properties Lebanon 1,353 Properties Marion County 1,322 Properties Lexington 1,285 Properties Fayette County 639 Properties Downtown Louisville 571 Properties Downtown 505 Properties West Main Historic District 492 Properties Paducah 477 Properties Lake Barkley 434 Properties Northside District 433 Properties

Complexes around Kentucky, US


Summer Downtown Louisville 33 Properties Elizabethtown Inn 29 Properties Ark 33 Properties Inn Lexington 9 Properties Cozysuites Sky 18 Properties Inn 6 Properties Hopkinsville 14 Properties Cave Run 11 Properties Somerset 10 Properties The Bellwether Hotel 8 Properties Comfort Keeneland 3 Properties Downtown Lexington Rupp Arena Alltech 3 Properties Boutique Hotel Henderson 8 Properties Covington 6 Properties Days Inn 3 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 14480 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.