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  • High style on the Bourbon Trail
    From $197 per night (USD)

    VRBO

    High style on the Bourbon Trail

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Historic 1 bedroom apt in the heart of horse country & the bourbon trail. Central Main St. location in charming Versail ...

    From $197 per night (USD)

    VRBO

    Details
  • Nolin Lake House Near Mammoth Cave!
    From $144 per night (USD)

    Expedia

    Nolin Lake House Near Mammoth Cave!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    9

    Beautiful new cabin less than 1 mile from Moutardier Marina & Recreation Area and just a 20 minute drive from the entran ...

    From $144 per night (USD)

    Expedia

    Details
  • Updated Apt: 1 Mi to Western Kentucky University!
    From $211 per night (USD)

    VRBO

    Updated Apt: 1 Mi to Western Kentucky University!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    6

    Explore the best of Bowling Green when you stay at this 3 bed, 2-bath vacation rental. Located in the College Hill Histo ...

    From $211 per night (USD)

    VRBO

    Details
  • Historic Cottage with modern amenities
    From $268 per night (USD)

    Expedia

    Historic Cottage with modern amenities

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    2 Cottages a few feet for each other. Great privacy for groups. - Great for a couples weekend getaway - Desired serene s ...

    From $268 per night (USD)

    Expedia

    Details
  • Yatesville Lake Cabin - Marina
    From $164 per night (USD)

    VRBO

    Yatesville Lake Cabin - Marina

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    7

    Cozy cabin with full walkout basement only 1.2 miles to Yatesville Lake Marina. The Marina area of Yatesville Lake is us ...

    From $164 per night (USD)

    VRBO

    Details
  • Charming Louisville Gem: Walk to Restaurants!
    From $338 per night (USD)

    Expedia

    Charming Louisville Gem: Walk to Restaurants!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    6

    2,502 Sq Ft | WFH Friendly | Sun Porch Discover the best of the Bluegrass State from this 4-bedroom, 2-bath vacation re ...

    From $338 per night (USD)

    Expedia

    Details
  • Manchester's Mountain of Rest
    From $91 per night (USD)

    VRBO

    Manchester's Mountain of Rest

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Enjoy this unique experience, Cabin is accessible by side x side only. If you dont have your own, we will provide a side ...

    From $91 per night (USD)

    VRBO

    Details
  • Hot Tub, Pet-Friendly, WiFi - ManeStay - Red River Gorge, Kentucky!
    From $245 per night (USD)

    Expedia

    Hot Tub, Pet-Friendly, WiFi - ManeStay - Red River Gorge, Kentucky!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    The 2-bedroom, 2-bathroom, 'ManeStay Cabin' near the Red River Gorge is the perfect home-away-from-home for your Appalac ...

    From $245 per night (USD)

    Expedia

    Details
  • Hot Tub, WiFi, Pet-Friendly - Family Cabin - Sundance - Red River Gorge, Kentucky!
    From $268 per night (USD)

    VRBO

    Hot Tub, WiFi, Pet-Friendly - Family Cabin - Sundance - Red River Gorge, Kentucky!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Escape from the stresses of your world to the peaceful 'Sundance Cabin' in the Birch Hollow Cabin Community. This pet fr ...

    From $268 per night (USD)

    VRBO

    Details
  • Hot Tub & WiFi - Intimate Cabin - Snuggle Inn - Red River Gorge, Kentucky!
    From $298 per night (USD)

    Expedia

    Hot Tub & WiFi - Intimate Cabin - Snuggle Inn - Red River Gorge, Kentucky!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    The secluded 'Snuggle Inn' provides a cozy cabin experience for couples traveling together for a honeymoon, anniversary ...

    From $298 per night (USD)

    Expedia

    Details
  • Large Two Bedroom Apartment in Downtown Lexington near Rupp Arena
    From $222 per night (USD)

    VRBO

    Large Two Bedroom Apartment in Downtown Lexington near Rupp Arena

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    This apartment is unique in design and is very spacious. One bedroom is on the first floor, and the other bedroom is on ...

    From $222 per night (USD)

    VRBO

    Details
  • Hot Tub | Great Location |Patio| Grill | Tempurpedic Beds
    From $518 per night (USD)

    Expedia

    Hot Tub | Great Location |Patio| Grill | Tempurpedic Beds

    Bedrooms:
    3
    Bathrooms:
    6
    Sleeps:
    12

    Summary: Welcome to Sixgen Rentals' fully remodeled 5-bedroom, 2.5-bathroom custom home, thoughtfully curated with elega ...

    From $518 per night (USD)

    Expedia

    Details
  • 6 BR 3 bath Elegant farmhouse
    From $418 per night (USD)

    VRBO

    6 BR 3 bath Elegant farmhouse

    Bedrooms:
    3
    Bathrooms:
    6
    Sleeps:
    12

    This recently remodeled two story farmhouse is a beautiful country home. It is spacious yet cozy and warm. It's size all ...

    From $418 per night (USD)

    VRBO

    Details
  • Cozy 1bed apt
    Click For Pricing

    Expedia

    Cozy 1bed apt

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    This Cozy, beautiful 1 bed room apartment is located in the heart of Louisville. Conveniently in the middle of all touri ...

    Click For Pricing

    Expedia

    Details
  • Lake Barkley Waterfront Home w\/ Deck & Boat Dock!
    From $325 per night (USD)

    VRBO

    Lake Barkley Waterfront Home w\/ Deck & Boat Dock!

    Bedrooms:
    3
    Bathrooms:
    7
    Sleeps:
    10

    Year-round fun awaits on Lake Barkley - easily accessible, thanks to this 4-bed, 3-bath updated vacation rental! Located ...

    From $325 per night (USD)

    VRBO

    Details
  • BIG ROCK LOG CABIN , Beside Natural Bridge\/Red River Gorge
    From $188 per night (USD)

    Expedia

    BIG ROCK LOG CABIN , Beside Natural Bridge\/Red River Gorge

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    8

    Big Rock is open and is being cleaned following all recommended procedures and cleaners. Nestled under the sandstone bl ...

    From $188 per night (USD)

    Expedia

    Details
  • Hot Tub & WiFi - Family Log Cabin - Cozy Canopy - Red River Gorge, Kentucky!
    From $205 per night (USD)

    VRBO

    Hot Tub & WiFi - Family Log Cabin - Cozy Canopy - Red River Gorge, Kentucky!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Come and visit 'Cozy Canopy', nestled away in the trees in the Red River Gorge, Kentucky! Not only does this cabin offe ...

    From $205 per night (USD)

    VRBO

    Details
  • Lakeview Happy Place - 10 Person Home W\/ Hot Tub! 🤙
    From $515 per night (USD)

    Expedia

    Lakeview Happy Place - 10 Person Home W\/ Hot Tub! 🤙

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    10

    Welcome to our beautiful home on Lake Cumberland! New for 2024, we’ve made even more updates for your ultimate getaway, ...

    From $515 per night (USD)

    Expedia

    Details
  • Luxury Apartment with garage
    From $97 per night (USD)

    VRBO

    Luxury Apartment with garage

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Beautifully appointed one bedroom loft cottage sleeps up to 4. Fully furnished kitchen with high-end appliances, large c ...

    From $97 per night (USD)

    VRBO

    Details
  • Cozy House with lots of charm!
    From $287 per night (USD)

    Expedia

    Cozy House with lots of charm!

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    This special place is close to everything, less than a mile from the interstate making it easy to plan your visit. Do yo ...

    From $287 per night (USD)

    Expedia

    Details
  • Open Concept Home in East Louisville
    From $2076 per night (USD)

    VRBO

    Open Concept Home in East Louisville

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    9

    This open concept home has 4 Bedrooms with 3 King sized beds and 1 Queen bed plus 3 1/2 baths. All bathrooms feature lar ...

    From $2076 per night (USD)

    VRBO

    Details
  • Top Rated 5 Star Exceptional Clean Luxury-fire pit-pool table-pet friendly!
    From $543 per night (USD)

    Expedia

    Top Rated 5 Star Exceptional Clean Luxury-fire pit-pool table-pet friendly!

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    8

    Our cabin is located a mile from The Narrows Marina where you can enjoy boating, fishing and walking trails. Each side ...

    From $543 per night (USD)

    Expedia

    Details
  • Hot Tub, WiFi, Pet-Friendly - Family Cabin - Mountain Spirit - Red River Gorge, Kentucky!
    From $312 per night (USD)

    VRBO

    Hot Tub, WiFi, Pet-Friendly - Family Cabin - Mountain Spirit - Red River Gorge, Kentucky!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    5

    Check out our Mountain Spirit blog! Grab the family, pack your bags, and head to the serene 2-bedroom, 2-bathroom 'Moun ...

    From $312 per night (USD)

    VRBO

    Details
  • Neat Suites, The Baldwin Flats
    From $868 per night (USD)

    Expedia

    Neat Suites, The Baldwin Flats

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    14

    Summary: This listing is four designer one bedroom apartments all in the same historic house. If you book this listing y ...

    From $868 per night (USD)

    Expedia

    Details
  • Cozy cabin hideaway #3
    From $146 per night (USD)

    VRBO

    Cozy cabin hideaway #3

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Our cozy cabin is great for families! It has a main bed for the parents and a neat bunk bed for the kids. While you are ...

    From $146 per night (USD)

    VRBO

    Details
  • Historic Home in Old Louisville with deck and courtyard
    From $503 per night (USD)

    Expedia

    Historic Home in Old Louisville with deck and courtyard

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    12

    Beautiful home centrally located - close to EVERYTHING! This elegant home has original stained glass windows, beautiful ...

    From $503 per night (USD)

    Expedia

    Details
  • Quaint Apartment in Historic Georgetown!
    From $163 per night (USD)

    VRBO

    Quaint Apartment in Historic Georgetown!

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Looking for small-town charm with the accessibility of a big city? Then this delightful Georgetown vacation rental has w ...

    From $163 per night (USD)

    VRBO

    Details
  • 3BR 3BA Cabin, with hot tub, 3 Pools, Boat Ramp with Dock 1 mile away.
    From $219 per night (USD)

    Expedia

    3BR 3BA Cabin, with hot tub, 3 Pools, Boat Ramp with Dock 1 mile away.

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    12

    Our cabin in the woods, backs up to Boone National Forest. You can sit in the hot tub on the screened in porch and take ...

    From $219 per night (USD)

    Expedia

    Details
  • Sits on 8 private Acres, hiking trails at this secluded chalet! Wi-Fi, Hot Tub
    From $233 per night (USD)

    VRBO

    Sits on 8 private Acres, hiking trails at this secluded chalet! Wi-Fi, Hot Tub

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Cherry Trails Cabin is a quiet secluded, wonderfully decorated chalet tucked in quiet Stanton, KY close to the area of R ...

    From $233 per night (USD)

    VRBO

    Details
  • Historic, Luxury House in Prime Location
    From $9429 per night (USD)

    Expedia

    Historic, Luxury House in Prime Location

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    End-to-end one of the best houses in Louisville in a prime location ! Relax and enjoy this luxury house offering ultra- ...

    From $9429 per night (USD)

    Expedia

    Details
  • Gorgeous, tree top views from this cabin
    From $157 per night (USD)

    VRBO

    Gorgeous, tree top views from this cabin

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    4

    Beautiful log cabin sits completely secluded in a quiet, wonderfully refreshing mountain site. Cabin is located near Sta ...

    From $157 per night (USD)

    VRBO

    Details
  • Cozy lakehouse retreat w\/kayaks, high speed Wi-Fi, and pet friendly!
    From $205 per night (USD)

    Expedia

    Cozy lakehouse retreat w\/kayaks, high speed Wi-Fi, and pet friendly!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Serentiy by the Lake is a beautifully crafted cypress log home peacefully tucked away on 4 wooded acres with direct acce ...

    From $205 per night (USD)

    Expedia

    Details
  • Bright, Cheery Home steps from Shops & Nightlife!
    From $356 per night (USD)

    VRBO

    Bright, Cheery Home steps from Shops & Nightlife!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Enjoy a stylishly 'Louisville' themed experience at this centrally-located home. Minutes from Churchill Downs, Downtown ...

    From $356 per night (USD)

    VRBO

    Details
  • Timy Home near Wolf Creek Marina & multiple boat ramps with a full kitchen
    From $105 per night (USD)

    Expedia

    Timy Home near Wolf Creek Marina & multiple boat ramps with a full kitchen

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Comfy Cozy small home near Lake Cumberland, Wolf Creek Marina (4.5 miles) and Dudley boat ramp (1.2 miles) . Mill spring ...

    From $105 per night (USD)

    Expedia

    Details
  • Historic Flat - 2 minutes from Cincinnati
    From $183 per night (USD)

    VRBO

    Historic Flat - 2 minutes from Cincinnati

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    5

    Enjoy your home away from home in this historic home. This location is minutes away from MainStrasse entertainment distr ...

    From $183 per night (USD)

    VRBO

    Details
  • Great Location | Patio | Grill | Tempurpedic Beds
    From $242 per night (USD)

    Expedia

    Great Location | Patio | Grill | Tempurpedic Beds

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Summary: This beautifully decorated 2 bedroom and 1 bathroom home is the perfect getaway for a small group looking to ex ...

    From $242 per night (USD)

    Expedia

    Details
  • Updated Home | Downtown | Luxe Beds | Ping Pong
    From $514 per night (USD)

    VRBO

    Updated Home | Downtown | Luxe Beds | Ping Pong

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    12

    Summary: Welcome to this charming 4 bedroom, 2 bathroom home! As you walk through the front door, you'll be greeted by a ...

    From $514 per night (USD)

    VRBO

    Details
  • Hot Tub | Great Location | King Beds | Grill & Patio
    From $712 per night (USD)

    Expedia

    Hot Tub | Great Location | King Beds | Grill & Patio

    Bedrooms:
    3
    Bathrooms:
    6
    Sleeps:
    14

    Summary: This luxury 5 bedroom / 3 bathroom home was fully renovated in 2020. Conveniently located in the Southland comm ...

    From $712 per night (USD)

    Expedia

    Details
  • Ticky's Cottage at Empire Estate
    From $141 per night (USD)

    VRBO

    Ticky's Cottage at Empire Estate

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Enjoy all the amenities, such as an inground pool (May-Sept., 8 a.m.-10 p.m.), 4 manicured acres to roam, volleyball/bad ...

    From $141 per night (USD)

    VRBO

    Details
  • Private Top Floor in Historic Home
    From $96 per night (USD)

    Expedia

    Private Top Floor in Historic Home

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Enjoy your home away from home in this historic home. This location is minutes away from MainStrasse entertainment distr ...

    From $96 per night (USD)

    Expedia

    Details
  • The Gray Whale. 6 BR 3 Baths. Three miles to Downtown Cincinnati. Sleeps 18+
    From $602 per night (USD)

    VRBO

    The Gray Whale. 6 BR 3 Baths. Three miles to Downtown Cincinnati. Sleeps 18+

    Bedrooms:
    3
    Bathrooms:
    7
    Sleeps:
    20

    Experience the big city thrills of Cincinnati from the Dayton, KY community when you stay at this 120-year-old renovated ...

    From $602 per night (USD)

    VRBO

    Details
  • Morrison Cabin Offers The Finest Interiors, Unique History & Very Best Location
    From $515 per night (USD)

    Expedia

    Morrison Cabin Offers The Finest Interiors, Unique History & Very Best Location

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    9

    Historic Morrison Cabin is the oldest home in Lexington on its original foundation. It was built by John Morrison in 178 ...

    From $515 per night (USD)

    Expedia

    Details
  • WiFi - Small Family Cabin - Sugar Shack - Cave Run Lake OR Red River Gorge, Kentucky!
    From $140 per night (USD)

    VRBO

    WiFi - Small Family Cabin - Sugar Shack - Cave Run Lake OR Red River Gorge, Kentucky!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Immerse yourself in nature at 'Sugar Shack', a 1-bedroom, 1-bath cabin designed for nature lovers looking to experience ...

    From $140 per night (USD)

    VRBO

    Details
  • Bourbon House 1 | Expo Center - Private Backyard
    From $346 per night (USD)

    Expedia

    Bourbon House 1 | Expo Center - Private Backyard

    Bedrooms:
    2
    Bathrooms:
    7
    Sleeps:
    12

    Welcome to Louisville, Kentucky—the vibrant home of Bourbon Trail adventures and the legendary Kentucky Derby! Exclusiv ...

    From $346 per night (USD)

    Expedia

    Details
  • Luxe Home Downtown - Sleeps 6. Off-street parking
    From $276 per night (USD)

    VRBO

    Luxe Home Downtown - Sleeps 6. Off-street parking

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    This dreamy getaway is located in the heart of Lexington's NoLi district where you can walk to breweries, boutiques & re ...

    From $276 per night (USD)

    VRBO

    Details
  • KY Lake Arts & Crafts Cedar Shake Home \/ On-site Boat Rentals with Private Dock
    From $254 per night (USD)

    Expedia

    KY Lake Arts & Crafts Cedar Shake Home \/ On-site Boat Rentals with Private Dock

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    SEE OUR OTHER LISTING #145129 FOR PARTIES OF 5 OR LESS Featuring the Finest Properties and Rental Boats on Kentucky La ...

    From $254 per night (USD)

    Expedia

    Details
  • 7BD * Luxury Waterfront Property * Near Louisville
    Click For Pricing

    VRBO

    7BD * Luxury Waterfront Property * Near Louisville

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    16

    This large 5 bedroom / 7 bed home is located in Prospect, KY on Belknap Beach. Come experience quite views of the Ohio R ...

    Click For Pricing

    VRBO

    Details
  • Bluegrass Crossing, close to all the attractions in Central Kentucky
    From $366 per night (USD)

    Expedia

    Bluegrass Crossing, close to all the attractions in Central Kentucky

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    The home at Bluegrass Crossing is located in SW Lexington close to all the attractions in Central Kentucky. The home is ...

    From $366 per night (USD)

    Expedia

    Details
  • Quiet and cozy cabin with full kitchen and two bedrooms adjoining Lake Barkley.
    From $133 per night (USD)

    VRBO

    Quiet and cozy cabin with full kitchen and two bedrooms adjoining Lake Barkley.

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    5

    Cabin 7 at Fish Island Resort is a cozy two bedroom cabin with full kitchen and a living space. It has a full and twin ...

    From $133 per night (USD)

    VRBO

    Details
  • Quiet and cozy cabin with full kitchen and two bedrooms adjoining Lake Barkley.
    From $133 per night (USD)

    Expedia

    Quiet and cozy cabin with full kitchen and two bedrooms adjoining Lake Barkley.

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    5

    Cabin 6 at Fish Island Resort is a cozy two bedroom cabin with full kitchen and a living space. Over sized full bed in ...

    From $133 per night (USD)

    Expedia

    Details
  • This house is a 4 bedroom(s), 3 bathrooms, located in Lexington, KY.
    From $376 per night (USD)

    VRBO

    This house is a 4 bedroom(s), 3 bathrooms, located in Lexington, KY.

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Located just 5 minutes from downtown Lexington, Warfield Manor is a beautiful newly renovated home featuring 4 bedrooms ...

    From $376 per night (USD)

    VRBO

    Details
  • Lake Cumberland Ohana.  Kid friendly, best views, hot tub.
    From $351 per night (USD)

    Expedia

    Lake Cumberland Ohana. Kid friendly, best views, hot tub.

    Bedrooms:
    5
    Bathrooms:
    4
    Sleeps:
    12

    Beautiful lake view nestled in the heart of the Daniel Boone National Forest by Lake Cumberland! Spacious 4 bedroom home ...

    From $351 per night (USD)

    Expedia

    Details
  • WoodsonBend Extremely Large, Luxury Condo With 1 Bedroom & 1 Full Bath, Sleeps 6
    From $141 per night (USD)

    VRBO

    WoodsonBend Extremely Large, Luxury Condo With 1 Bedroom & 1 Full Bath, Sleeps 6

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    6

    Woodson Bend Resort - Beautiful Condominium at Lake Cumberland. This beautiful, one-bedroom Brand New King Size Bed Set ...

    From $141 per night (USD)

    VRBO

    Details
  • Local Legends Lounge - Walkable to fun- Location!
    From $96 per night (USD)

    Expedia

    Local Legends Lounge - Walkable to fun- Location!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: Welcome to the Local Legends Lounge! This is the premier couple's or solo traveler guest suite in Louisville! T ...

    From $96 per night (USD)

    Expedia

    Details
  • The Bourbon King - Walk to everything! Cozy! Chic!
    From $111 per night (USD)

    VRBO

    The Bourbon King - Walk to everything! Cozy! Chic!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: Welcome to the Bourbon King! This is the premier couple's or solo traveler guest suite in Louisville! This exce ...

    From $111 per night (USD)

    VRBO

    Details
  • Three Pines Historic Log Cabin (About 20 Minutes From Ark Encounter)
    From $275 per night (USD)

    Expedia

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

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    7

    The cabin at Three Pines Farm is rich in history. The logs that compose it were hewn in the 1790s by Captain Phillip Buc ...

    From $275 per night (USD)

    Expedia

    Details
  • Lakeside Cottage - upgraded hot tub! - near KY Bourbon Trail
    From $160 per night (USD)

    VRBO

    Lakeside Cottage - upgraded hot tub! - near KY Bourbon Trail

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Welcome to Kentucky visitors, horse lovers, Bourbon Trail guests, or anyone looking for a scenic getaway! Rest, relax, a ...

    From $160 per night (USD)

    VRBO

    Details
  • RIVER Retreat for 10 w\/POOL, HOT TUB, FIRE PIT & OPTIONAL GUESTHOUSE for 4
    From $491 per night (USD)

    VRBO

    RIVER Retreat for 10 w\/POOL, HOT TUB, FIRE PIT & OPTIONAL GUESTHOUSE for 4

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    10

    Red Gate Farm and Vineyard's breathtaking property spans 28 acres along the Ohio River. It features a 7 acre vineyard, ...

    From $491 per night (USD)

    VRBO

    Details
  • Manchester's Mountain of Rest
    From $126 per night (USD)

    VRBO

    Manchester's Mountain of Rest

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    7

    Enjoy the UNIQUE experience of riding up mountain on a side x side, we provide a side x side to and from cabin only. If ...

    From $126 per night (USD)

    VRBO

    Details
  • Walking distance to Burnside marina! Views of beautiful Lake Cumberland!
    From $388 per night (USD)

    Expedia

    Walking distance to Burnside marina! Views of beautiful Lake Cumberland!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    9

    Come and enjoy a nice relaxing getaway at the Dock Holiday! Just a short walk to Burnside marina, this cozy cabin is the ...

    From $388 per night (USD)

    Expedia

    Details
  • King Suite | Perfect for Business Travelers
    From $183 per night (USD)

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    King Suite | Perfect for Business Travelers

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    This 1-bedroom condo in Louisville, Kentucky is an excellent choice for families or friends. Allow us to be your home aw ...

    From $183 per night (USD)

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  • The Towner: Cozy & Spacious, No Cleaning Fee
    From $98 per night (USD)

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    The Towner: Cozy & Spacious, No Cleaning Fee

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    3

    Conveniently located to some of the best spots Eastern Ky has to offer, and yet, The Towner still has the small town cou ...

    From $98 per night (USD)

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  • Cozy 3-Bedroom Beaver Creek Cottage
    From $259 per night (USD)

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    Cozy 3-Bedroom Beaver Creek Cottage

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Relax with the whole family at this peaceful cozy cottage! Nestled in the woods that line the banks of Lake Cumberland.. ...

    From $259 per night (USD)

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  • Million Dollar View!  Large Lakehouse Over-Looking Lee's Ford Marina
    From $712 per night (USD)

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    Million Dollar View! Large Lakehouse Over-Looking Lee's Ford Marina

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Beautiful, large lake house, overlooking Lee's Ford Marina on Lake Cumberland! Definitely View-Nique!!! Spectacular view ...

    From $712 per night (USD)

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  • 'No Wake Zone' is  Lakefront and close to the boat  ramp
    From $497 per night (USD)

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    'No Wake Zone' is Lakefront and close to the boat ramp

    Bedrooms:
    3
    Bathrooms:
    6
    Sleeps:
    12

    Enter the upper level of your home from the front porch and you will be welcomed by a panoramic view of the lake from th ...

    From $497 per night (USD)

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  • This house is a 3 bedroom(s), 2 bathrooms, located in Frankfort, KY.
    From $359 per night (USD)

    Expedia

    This house is a 3 bedroom(s), 2 bathrooms, located in Frankfort, KY.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Steeped in history, warmed with classic and comfy finishes, this Downtown Frankfort property has been beautifully restor ...

    From $359 per night (USD)

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  • Wild Vines Log Cabin .5miles from Ky Lake, Hot Tub, Pool Table, 1500sqft Venue!
    From $693 per night (USD)

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    Wild Vines Log Cabin .5miles from Ky Lake, Hot Tub, Pool Table, 1500sqft Venue!

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    20

    Adorable log cabin with a ton of space and extra amenities to ensure your party of any size is full accommodated and ha ...

    From $693 per night (USD)

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  • La'Chic Boutique Bungalow 3 Beds\/1.5Baths
    From $334 per night (USD)

    Expedia

    La'Chic Boutique Bungalow 3 Beds\/1.5Baths

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Come and Relax in this Redesigned Open Floor Plan Single Story French Boutique Bungalow. Beautifully renovated offering ...

    From $334 per night (USD)

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  • Location, Location, Location
    From $215 per night (USD)

    VRBO

    Location, Location, Location

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Location, Location, Location. This charming historic 2Bedroom & 2Bath home has been completely remodeled. Built in 1890, ...

    From $215 per night (USD)

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  • The Cozy Cabell Cottage
    From $201 per night (USD)

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    The Cozy Cabell Cottage

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    5

    It's time for an adventure at our vacation rental, Cabell Cottage. With Lake Cumberland 5 minutes away via Cabell Landin ...

    From $201 per night (USD)

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  • **Bluegrass Getaway**
    From $323 per night (USD)

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    **Bluegrass Getaway**

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This apartment is a perfect location for catching a UK game, a weekend at Keeneland or a quick business trip. This apart ...

    From $323 per night (USD)

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  • **Brand New Cozy Apartment|Close to Everything**
    From $335 per night (USD)

    Expedia

    **Brand New Cozy Apartment|Close to Everything**

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This beautiful brand new apartment, is central to all the bluegrass has to offer. Great location for catching a UK game, ...

    From $335 per night (USD)

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  • Lee Street Retreat - The Best of Covington
    From $258 per night (USD)

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    Lee Street Retreat - The Best of Covington

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Summary: Time to unwind in this beautiful 2-bedroom apartment! Located just off of MLK Jr. Boulevard in beautiful Coving ...

    From $258 per night (USD)

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  • The Brick at the Red River Gorge - North Loft
    From $253 per night (USD)

    Expedia

    The Brick at the Red River Gorge - North Loft

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    12

    Seated above The Brick ice cream and coffee shop and home to Turtle Farm pottery! Originally a general store built in 19 ...

    From $253 per night (USD)

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  • 'Almost Heaven' Farmers Paradise on 50 Acres!
    From $242 per night (USD)

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    'Almost Heaven' Farmers Paradise on 50 Acres!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Farm sweet farm! Located just 15 minutes from Mammoth Caves, this beautiful Brownsville cabin offers a chance to experie ...

    From $242 per night (USD)

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  • 2 Mi to Churchill Downs: Louisville Home!
    From $199 per night (USD)

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    2 Mi to Churchill Downs: Louisville Home!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    6

    Dog Friendly w/ Fee | Remote Workspace w/ High-Speed WiFi | Home Theater System | Fully Fenced Yard Located in the hear ...

    From $199 per night (USD)

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  • The Bijou at Big Bear
    From $412 per night (USD)

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    The Bijou at Big Bear

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    12

    Located directly across from King Creek & Big Bear community and at the end of a cul-de-sac for privacy, with views of ...

    From $412 per night (USD)

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  • Adorable Unit in Historic Maysville
    From $132 per night (USD)

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    Adorable Unit in Historic Maysville

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This Adorable Unit is brand new and available for your short term stay in Historic Maysville, Kentucky. Whether you are ...

    From $132 per night (USD)

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  • The Southgate Trolley House
    From $321 per night (USD)

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    The Southgate Trolley House

    Bedrooms:
    3
    Bathrooms:
    6
    Sleeps:
    12

    Summary: This is a beautiful historic home located just three miles from downtown Cincinnati. Southgate is a cute town a ...

    From $321 per night (USD)

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  • Peace in the Country
    From $107 per night (USD)

    Expedia

    Peace in the Country

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Come enjoy the tranquility and beauty of our quaint farm house located in a beautiful farming community surrounded by ...

    From $107 per night (USD)

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  • Southern Family Charmer - Perfect Space & Location with style and comfort!
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    Southern Family Charmer - Perfect Space & Location with style and comfort!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    This immaculate home nestled in a quiet neighborhood has all the space you need to make this your home away from home! W ...

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  • Lakefront Condo at Woodson Bend Resort on Lake Cumberland
    From $243 per night (USD)

    Expedia

    Lakefront Condo at Woodson Bend Resort on Lake Cumberland

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    8

    Woodson Bend Resort - 2 bedroom, 2 full bath, first floor condo overlooking beautiful Lake Cumberland. Open floor plan, ...

    From $243 per night (USD)

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  • LAKE VIEW GETAWAY: On Barren River Lake, Great for Groups, 2 Decks,
    From $548 per night (USD)

    VRBO

    LAKE VIEW GETAWAY: On Barren River Lake, Great for Groups, 2 Decks,

    Bedrooms:
    4
    Bathrooms:
    6
    Sleeps:
    16

    Lake View Cabin! This 5 bed 3 1/2 bath cabin is right on the water's edge with beautiful views. It is a great place to ...

    From $548 per night (USD)

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  • Linden Place is a new gated Cabin located in the middle of Bluegrass Horse Farms
    From $155 per night (USD)

    VRBO

    Linden Place is a new gated Cabin located in the middle of Bluegrass Horse Farms

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    2

    If you are tired of being quarantined at your home or appartment, this is your answer! A disinfected 3 Year old cabin ...

    From $155 per night (USD)

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  • Stay in a historic Early 1800s Guest House!
    From $193 per night (USD)

    VRBO

    Stay in a historic Early 1800s Guest House!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Come stay in your own cottage on an historica property dating back to the 1830's. Convenient located in the heart of do ...

    From $193 per night (USD)

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  • Cute & Convenient house 1 mile from Churchill Downs!
    From $162 per night (USD)

    VRBO

    Cute & Convenient house 1 mile from Churchill Downs!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Enjoy a stylish experience at this centrally-located property. This house is in walking distance and less than a 5 min d ...

    From $162 per night (USD)

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  • Luxury and Character in Maysville, Kentucky
    From $163 per night (USD)

    VRBO

    Luxury and Character in Maysville, Kentucky

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This Luxurious and Spacious Suite is located in the Historic Lee House, one of the oldest historic buildings in the hear ...

    From $163 per night (USD)

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  • Spectacular lake view! Cozy updated lake front house, with kayaks, Pet Friendly!
    From $227 per night (USD)

    Expedia

    Spectacular lake view! Cozy updated lake front house, with kayaks, Pet Friendly!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Welcome to our newly updated 3 BR/2 BA lakefront home in the quiet Bentwood neighborhood- perfect for your getaway with ...

    From $227 per night (USD)

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  • 'Kentucky Bourbon Loft' ~ Downtown Louisville
    From $436 per night (USD)

    VRBO

    'Kentucky Bourbon Loft' ~ Downtown Louisville

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    11

    Off to the races at Churchill Downs? Book a stay at this unique vacation rental as your home base for exploring the best ...

    From $436 per night (USD)

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  • Cabin 5 at Kentucky Lake's  Lynnhurst Family Resort
    From $207 per night (USD)

    Expedia

    Cabin 5 at Kentucky Lake's Lynnhurst Family Resort

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    2 Bedroom 1 Bath Cabin with a full kitchen that has everything you will need for your stay. This Cabin sets away from al ...

    From $207 per night (USD)

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    Details
  • Charming Ludlow Retreat < 4 Mi to Dtwn Cincy!
    From $159 per night (USD)

    VRBO

    Charming Ludlow Retreat < 4 Mi to Dtwn Cincy!

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    4

    Make your next trip to Cincinnati memorable at this welcoming 2-bedroom, 1-bathroom Ludlow vacation rental. The cottage ...

    From $159 per night (USD)

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  • Family Cottage on the Licking River - Sleeps up to 10
    From $408 per night (USD)

    Expedia

    Family Cottage on the Licking River - Sleeps up to 10

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    10

    This renovated 1940s cottage supports our ministry to create work programs for developmentally disabled adults. Located ...

    From $408 per night (USD)

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    Details
  • Cabin 1 at Kentucky Lake's  Lynnhurst Family Resort
    From $218 per night (USD)

    VRBO

    Cabin 1 at Kentucky Lake's Lynnhurst Family Resort

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Cabin 1 is a 2 bedroom 1 Bath cabin with a Full kitchen with everything you will need for your stay. This cabin is attac ...

    From $218 per night (USD)

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  • Downtown Two Bedroom Apartment in Downtown Lexington near Rupp Arena
    From $223 per night (USD)

    Expedia

    Downtown Two Bedroom Apartment in Downtown Lexington near Rupp Arena

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    This listing is for a unique upstairs 2-bedroom private apartment with plenty of charm and character. It is located in ...

    From $223 per night (USD)

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    Details
  • Firestone's @ BRL 14mi-Mammoth Cave. Fire pit!
    From $150 per night (USD)

    VRBO

    Firestone's @ BRL 14mi-Mammoth Cave. Fire pit!

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Relax in the absolute best location in Barren Co. Our home is centrally located right outside of Glasgow- 14 miles to Ma ...

    From $150 per night (USD)

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  • Private Bungalow with EV 2 Charger in 2 car garage, sleeps 6 private
    From $163 per night (USD)

    Expedia

    Private Bungalow with EV 2 Charger in 2 car garage, sleeps 6 private

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Experience a warm welcome just minutes from downtown! Our cozy retreat is ideally situated near the renowned Distillerie ...

    From $163 per night (USD)

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  • Ridge Retreat 42  Sleeps 8 + Crib. NEW HOT TUB (Decorated for Christmas)
    From $399 per night (USD)

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    Ridge Retreat 42 Sleeps 8 + Crib. NEW HOT TUB (Decorated for Christmas)

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Summary: Welcome to Ridge Retreat, Your home away from home.Tucked away in the hills by the lake in this gated community ...

    From $399 per night (USD)

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  • Modern Classic! *Close to Everthing!* Sleeps 10* Expo Center Super Close!
    From $3345 per night (USD)

    Expedia

    Modern Classic! *Close to Everthing!* Sleeps 10* Expo Center Super Close!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Welcome to Louisville! 2 NIGHT MINIMUM STAY REQUIREMENT THROUGHOUT YEAR. NOW THE GOOD STUFF ... Within minutes of ever ...

    From $3345 per night (USD)

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  • Cabin 3 at Kentucky Lake's  Lynnhurst Family Resort
    From $256 per night (USD)

    VRBO

    Cabin 3 at Kentucky Lake's Lynnhurst Family Resort

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    This beautiful 2 Bedroom 1 Bath cabin features a Master bedroom with a King Bed and a Whirlpool Tub. The view from the d ...

    From $256 per night (USD)

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  • Great Big Lodge - for 18 - Near Ark!
    From $652 per night (USD)

    Expedia

    Great Big Lodge - for 18 - Near Ark!

    Bedrooms:
    4
    Bathrooms:
    7
    Sleeps:
    18

    Summary: Welcome to this gorgeous lodge! Perfect for visiting the Ark Encounter! Only a 12 minute drive to the Ark, this ...

    From $652 per night (USD)

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    Details