Lake Cumberland Rentals | Vacation Rentals | Long Term Rentals
Cabin on the Hill Bed & Breakfast Family Friendly
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3 Bedrooms, 2 Bathrooms, Sleeps 7
Cabin in Russell Springs, KY
From $150 nightly weekday
Zip code 42642 is 1 miles from Lake Cumberland
Come And Enjoy The Serenity And Beauty Of This Authentic Log Bed & Breakfast. “Cabin on the Hill” features hand hewn square logs, hand carved cedar railings and large porches with much character and authenticity nestled in the woods for a quiet a...
Overlooks Jamestown Marina & State Dock, Lakeview House, 4Br/3Ba, Sleeps 10
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4 Bedrooms, 3 Bathrooms, Sleeps 10
House in Jamestown, KY
From $220 nightly weekday
Zip code 42629 is 3 miles from Lake Cumberland
Amazing view/location! Main floor has two large private bedrooms, full bath, living room with wood-burning fireplace, floor-to-ceiling wall of windows and a fully equipped kitchen and dining area. Loft overlooking main living area with wonderful ...
Lake Front Woodson Bend~Lake Cumberland Resort Luxury Condo(sister unit# 888559)
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3 Bedrooms, 2 Bathrooms, Sleeps 8
Condo in Bronston, KY
From $135 nightly weekday
Zip code 42518 is 4.1 miles from Lake Cumberland
Welcome to your home away from home!! This condo sits on a gorgeous panoramic vista of Lake Cumberland. It's located within 3-5 minutes walking distance to clubhouse which features a restaurant, swimming pool, kiddie pool, 5 tennis courts, basketb...
Acorn and Fox Inn Bed and Breakfast
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8 Bedrooms, 8 Bathrooms, Sleeps 20
House in Bronston, KY
From $185 nightly weekday
Zip code 42518 is 4.1 miles from Lake Cumberland
Our Bed and Breakfast accommodations are in the heart of the Lake Cumberland Recreational Area. Lake Cumberland has over 1,255 miles of shoreline for all types of lake recreation. Great year-round fishing, convenient to Cumberland Falls, Mill Sp...
Cabin in Gated Resort Mountain/Wooded View (514c)
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3 Bedrooms, 3 Bathrooms, Sleeps 6
Cabin in Burnside, KY
From $108.45 nightly weekday
Zip code 42519 is 4.6 miles from Lake Cumberland
Enjoy spectacular mountain views in this private vacation home located within Lake Cumberland Resort, Kentucky’s finest gated lake community. Home features: · FREE unlimited local and long distance calling · FREE wireless high-speed internet acc...
Windrush South Great Place
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6 Bedrooms, 3.5 Bathrooms, Sleeps 12
House in Burnside, KY
From $210.83 nightly weekday
Zip code 42519 is 4.6 miles from Lake Cumberland
Unit has 5 Queen Beds, 2 Twin Beds, 3.5 Baths, 3 TV's, DVD player, Gas Fireplace, Jacuzzi Tub, Washer & Dryer, Screened in Back Porch with Furniture and Swing, Gas Grill, Phone. Great for large gatherings. Dine on rear screened porch with total ...
Great Mountain View 3BR/3BA Cabin (421c)
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3 Bedrooms, 3 Bathrooms, Sleeps 6
Cabin in Burnside, KY
From $108.45 nightly weekday
Zip code 42519 is 4.6 miles from Lake Cumberland
Luxury accommodations in a private vacation home located within Lake Cumberland Resort, Kentucky’s finest gated lake community. Home features many amenities, including FREE unlimited local and long distance calling, wireless high-speed Internet...
SPACIOUS 4 BEDROOM FAMILY FUN OR LARGE GROUP LAKE HOME
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4 Bedrooms, 3 Bathrooms, Sleeps 16
House in Burnside, KY
From $368 nightly weekday
Zip code 42519 is 4.6 miles from Lake Cumberland
This breathtaking, colorful, decorated 2400 sq' ft, home is one of the next to the largest homes in the gated Lake Cumberland Resort. The large, open living/dining area is great for family gatherings. The fully equipped kitchen has all the moder...
Spectacular Lake View
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4 Bedrooms, 3 Bathrooms, Sleeps 12
House in Burnside, KY
From $217 nightly weekday
Zip code 42519 is 4.6 miles from Lake Cumberland
One of the most spectacular lake and mountain views on Lake Cumberland! Brand New home in the gated community of Lake Cumberland Resort with 4 bedrooms containing 3 queen beds (2 in upstairs room) and 2 king beds, TV's in every room, 3 full bathro...
Lake Cumberland custom log cabin home on 32 wooded acres
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5 Bedrooms, 3 Bathrooms, Sleeps 18
Cabin in Nancy, KY
From $275 nightly weekday
Zip code 42544 is 4.8 miles from Lake Cumberland
This is a one-of-a-kind authentic Log Cabin with each log hand-crafted on 32 acres with plenty of parking for vehicles and boats. The cabin sits well back from the entrance of the property. Nestled in 32 acres of woods, this Log Cabin provides ext...
'Rustic Luxury' Lakefront Cabin In Beautiful Wooded Surroundings!
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4 Bedrooms, 2 Bathrooms, Sleeps 12
Cabin in Nancy, KY
From $200 nightly weekday
Zip code 42544 is 4.8 miles from Lake Cumberland
Our lakefront home is located on Faubush Creek on Lake Cumberland (just across the lake from Conley Bottom Marina and very near to Wolf Creek Marina) and is in the Clearwater Subdivision. It features approx. 2000 square feet plus both covered and...
FEATURED in USA TODAY! Charming, Cozy Cottage...gives you that AHHH feeling!
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4 Bedrooms, 2 Bathrooms, Sleeps 8
House in Monticello, KY
From $175 nightly weekday
Zip code 42633 is 5.2 miles from Lake Cumberland
USA TODAY published an article noting the "Top 10 Lakeside Cottages You Can Rent" [July 2013]. Serenity Ridge Cottage was one of them! Serene, tranquil, relaxing, and cozy is how our guests describe the feeling they get the minute they walk throu...
Lake Cumberland Ky Summer Home In Monticello
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2 Bedrooms, 2 Bathrooms, Sleeps 8
House in Monticello, KY
From $70 nightly weekday
Zip code 42633 is 5.2 miles from Lake Cumberland
Family Home, Furnished, Sits On 3 Acres, Near Beaver Lodge And Conley Bottom In Monticello Ky. 2 Bedrooms Can Sleep 6 Comfortably, 8 with use of cots, 2 Bath, 2 Outside Porches, Sits Off The Road, Circular Driveway. You Must Provide Sheets And To...
Family & Pet Friendly
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3 Bedrooms, 2 Bathrooms, Sleeps 8
Cottage in Monticello, KY
From $160 nightly weekday
Zip code 42633 is 5.2 miles from Lake Cumberland
Our home is a beautiful cottage in a peaceful area of Monticello Kentucky near Lake Cumberland. Our home has both steps, and ramps to get into the house. When you enter the house you see the warm living room , kitchen with all the appliances, di...
Luxury Country Home at Entrance to Dale Hollow Lake State Park
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5 Bedrooms, 5 Bathrooms, Sleeps 14
House in Burkesville, KY
Zip code 42717 is 11.1 miles from Lake Cumberland
Like us on Facebook for current specials. Beautiful Country Inn located at the entrance to Dale Hollow Lake State Park, where the world record small mouth bass was caught! This large home offers all of the comforts of home, including five bedr...
Total Seclusion In The Pines, Huge Hot Tub; Featuring Hummingbirds on Back Deck
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1 Bedrooms, 1 Bathrooms, Sleeps 2
Cabin in London, KY
From $120 nightly weekday
Zip code 40729 is 28.1 miles from Lake Cumberland
This cabin is totally private and secluded; different from most as it is built into a hill, giving you the impression that you are in a tree house. As you arrive and park your vehicle, you will notice that the cabin is all by itself tucked away ...
Exceptional Lake Access and View, contact owner for discount
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5 Bedrooms, 1 Bathrooms, Sleeps 14
House in Harrodsburg, KY
From $150 nightly weekday
Zip code 40330 is 47.8 miles from Lake Cumberland
Enjoy fishing, boating, swimming and water sports at this charming lakefront home, or just relax with a breathtaking view of Herrington Lake from the porch swing. The home has 5 Bedrooms (3 down & 2 up), 1 Bath, Living Room, Den and a well-equipp...
Luxury Lodge Whitetail Manor 6 BR Retreat 7 Acre Lake
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6 Bedrooms, 4.5 Bathrooms, Sleeps 12
Lodge in Springfield, KY
Zip code 40069 is 49.1 miles from Lake Cumberland
The Ultimate in Upscale Country living. The Lodge at Whitetail Manor, built in 2008, overlooks a 7 acre lake and rollings hills with Whitetail deer. The overall property has 271 acres of rolling hills and hardwoods and is located in town of Spring...
Beautiful Historic Home with Modern Amenities
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4 Bedrooms, 3 Bathrooms, Sleeps 10
House in Lexington, KY
From $250 nightly weekday
Zip code 40515 is 57.4 miles from Lake Cumberland
The Hart-Featherston House is the second-oldest home in Lexington and is RICH with history! It has been completely restored and provides character that is not found ANYWHERE! Combining modern luxuries with the comforts that only historical homes c...
World Class Horse Farm Minutes To Keeneland, Bluegrass Airport, Bourbon Trail
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2 Bedrooms, 1 Bathrooms, Sleeps 4
Farmhouse in Lexington, KY
From $395 nightly weekday
Zip code 40513 is 62 miles from Lake Cumberland
* Be sure to view the 360 virtual tour link right below the owner info. * NEW: Small weddings,receptions and full wedding planner capabilities! Imagine having a front row seat to one of the finest horse farms in the world, home of some of the fi...
New, 3 floor cabin with large rec room with hot tub, beside 7 acre lake!
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3 Bedrooms, 2 Bathrooms, Sleeps 7
Cabin in Beattyville, KY
From $250 nightly weekday
Zip code 41311 is 62.4 miles from Lake Cumberland
A Sleepy Bear's Dream is literally, as the name suggests, a dream. It sleeps up to 7 in two bedrooms and a sleeping loft, which overlooks the great room. In the middle of the great room is a 21 ft. tall tree which supports the main beams of the bu...
Peaceful Country Cabin with hot tub near Red River Gorge
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3 Bedrooms, 1 Bathrooms, Sleeps 6
Cabin in Beattyville, KY
From $150 nightly weekday
Zip code 41311 is 62.4 miles from Lake Cumberland
Bill's Place is a beautifully decorated cabin with lots of charm. It has a gas log fireplace and large hot tub to relax in. The living room has new furniture and a 42' TV. The cabin has central heat & air for your comfort. The huge yard has a picn...
Red River Gorge/Natural bridge, 3BR, 1 & 1/2 BA, Rock Climbing, Zipling, Hiking
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3 Bedrooms, 1.5 Bathrooms, Sleeps 8
Cabin in Beattyville, KY
From $150 nightly weekday
Zip code 41311 is 62.4 miles from Lake Cumberland
Nature's Sanctuary is located on a private drive, with gate access. We have our own lake for fishing, and 5 other lakes within walking distance. There is a horseshoe pit, two fire pits, a very large outside picnic table by the fire pit and another...
Red River Gorge Cabin
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1 Bedrooms, 1 Bathrooms, Sleeps 2
Cabin in Stanton, KY
From $95 nightly weekday
Zip code 40380 is 69.7 miles from Lake Cumberland
Cabin in the Red River Gorge *****Please check Calendar for available dates, it is kept updated and prices are firm. ***** $95/night Mon-Thur $185/night Fri-Sun $50 cleaning fee 2 night Minimum. NO PETS. CHECK IN: 4 PM ($50 for early arrival) ...
1.4 Miles from the ~KY~ Horse Park
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3 Bedrooms, 2 Bathrooms, Sleeps 6
House in Lexington-Fayette, KY
From $200 nightly weekday
Zip code 40511 is 71 miles from Lake Cumberland
Newly renovated ranch style home located on 85 acre working farm. Located in the heart of the bluegrass region. Located on Georgetown Rd. in Fayette county, the home is 1.4 miles from the KY Horse Park, and just minutes away from Keeneland, Fasi...
Luxurious Cabin Across From The Red River Gorge, In The Natural Bridge Area
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4 Bedrooms, 3 Bathrooms, Sleeps 14
Cabin in Slade, KY
From $175 nightly weekday
Zip code 40376 is 71.4 miles from Lake Cumberland
For that “treat yourself to luxury” vacation experience come visit the Cedar Place log cabin. At 2600 sq ft, one of the largest log cabins in all of Red River Gorge/Natural Bridge area, this cabin offers it all: 4 person hot tub, regulation size p...
The Carriage House in Historic Midway Near Lexington
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2 Bedrooms, 2 Bathrooms, Sleeps 6
House in Midway, KY
From $200 nightly weekday
Zip code 40347 is 71.4 miles from Lake Cumberland
This beautifully restored and decorated historic property is in the heart of historic Midway, Kentucky. You’ll be in the center of it all – only a few minutes from Lexington, Kentucky Horse Park, the Bourbon Trail and Frankfort. Midway is becoming...
Big Rock Log Cabin Secluded Yet 5 Minutes From Natural Bridge & Red River Gorge
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2 Bedrooms, 2 Bathrooms, Sleeps 8
Cabin in Pine Ridge, KY
From $155 nightly weekday
Zip code 41360 is 74.2 miles from Lake Cumberland
Nestled under the sandstone bluffs that nature carved out of Rocky Hollow, things are quiet, easy going, and perfect for your holiday away from it all. Here lies Big Rock Log Cabin tucked away in the Kentucky mountains yet only minutes away from ...
Beautiful Apartment Located on Outskirts of Downtown Frankfort- KYs Capital Cit
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2 Bedrooms, 1.5 Bathrooms, Sleeps 4
Apartment in Frankfort, KY
From $99 nightly weekday
Zip code 40601 is 77.4 miles from Lake Cumberland
This 2 Bedroom, 1 1/2 bath executive style apartment is completely furnished from leather sofas to barware. We provide all the linens with each rental. The only thing you would need to bring is your personal toiletries and any food you would like ...
Crockett House; Peaceful Retreat on Us 60 Near Frankfort
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3 Bedrooms, 2 Bathrooms, Sleeps 6
Farmhouse in Frankfort, KY
From $150 nightly weekday
Zip code 40601 is 77.4 miles from Lake Cumberland
The Crockett House is less than ten minutes from downtown Frankfort, many restaurants and several shopping centers. It is five minutes from I-64 and makes a perfect rendezvous spot for family or friends. Surrounded by 53 acres of pasture and woodl...
PICK YOUR DATE, FALL COLORS ARE RAPIDLY APPROACHING. FALL FISHING IS EXCELLENT.
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1 Bedrooms, 1 Bathrooms, Sleeps 8
Chalet in Hudson, KY
From $139 nightly weekday
Zip code 40145 is 83 miles from Lake Cumberland
OUR ADDRESS IS 2967 CENTERVIEW LANE HUDSON, KY. 40145. Serenity Gardens is a great place for two people or a multi-family getaway. Very private, and completely furnished. Master bedroom is on lower level with queen size bed, love seat, T. V. an...
Large 4 Bedroom Home in the Heart of Louisville
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4 Bedrooms, 2 Bathrooms, Sleeps 12
House in Louisville, KY
From $1875 nightly weekday
Zip code 40213 is 87.8 miles from Lake Cumberland
Large 4 bed, 2 bath, 3700sf home. Only an 8 minute drive to churchill downs for the derby. Close to bardstown rd for the best restaurants. The house is located in coveted audubon park, a very safe neighborhood with its own police force. You ge...
Wooded Retreat on 5 Acre Private Lot
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6 Bedrooms, 4.5 Bathrooms, Sleeps 14
House in Louisville, KY
From $395 nightly weekday
Zip code 40245 is 87.9 miles from Lake Cumberland
Cozy, New England Style Home with 2 fireplaces and huge screened in patio. Great for family reunions, wedding rehearsal dinners, or even the wedding itself. Large Great Room. Five (six really) bedrooms. 5,000 square foot home on a 5 acre wooded ...
Stately Home 1.2 Miles To Churchill Downs Sleeps 9
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4 Bedrooms, 2.5 Bathrooms, Sleeps 9
House in Lousiville, KY
From $1250 nightly weekday
Zip code 40214 is 88.8 miles from Lake Cumberland
Frustrated with Derby traffic? This stately home on tree-lined Southern Pkwy is within walking distance of Churchill Downs-- just 1.2 miles. One block south of I 264 (Watterson) in lovely area with bridle paths and many amenities. Just 5 mi...
Smoke-free, pet-free house
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2 Bedrooms, 1.5 Bathrooms, Sleeps 4
House in Louisville, KY
From $120 nightly weekday
Zip code 40214 is 88.8 miles from Lake Cumberland
Five minutes from the Kentucky State Fair! Super clean and quiet retreat just five minutes from UofL's baseball and football stadiums, the airport, Kentucky Exposition Center, and Churchill Downs. Ten minutes from downtown. Kitty's house is a ch...
Derby Home Available-Historic Kentucky Home for Derby and special events
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7 Bedrooms, 7 Bathrooms, Sleeps 12
House in Anchorage, KY
Zip code 40223 is 89.4 miles from Lake Cumberland
Welcome to the Historic Bedinger House (circa 1879) This 6,800 – square foot colonial home situated on a picturesque and quiet street and was built by the Reverend Everett Wade Bedinger the pastor of the Anchorage Presbyterian Church and head of ...
Perfect for Derby, and all Travelers!
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4 Bedrooms, 3.5 Bathrooms, Sleeps 15
House in Anchorage, KY
From $800 nightly weekday
Zip code 40223 is 89.4 miles from Lake Cumberland
Escape to paradise yet stay close to everything, what more could you want? Our home is 4 miles from Valhalla (home of the 2014 PGA Championship), and 14 miles Churchill Downs (home of the Kentucky Derby), Easy access to downtown for ballgames, ...
Quaint & Cozy 4 Bedroom Home in Country Setting
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4 Bedrooms, 2 Bathrooms, Sleeps 8
House in Louisville, KY
From $225 nightly weekday
Zip code 40223 is 89.4 miles from Lake Cumberland
Enjoy this quaint and cozy get away home, by sitting on the front or back porch for quiet meditation or to watch the deer in the adjoining lot. This is a 4 bedroom home,that is fully furnished for your enjoyment. This home has hardwood floors t...
Derby Rental in Cherokee Pk
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3 Bedrooms, 2 Bathrooms, Sleeps 8
Apartment in Louisville, KY
From $2200 nightly weekday
Zip code 40205 is 89.6 miles from Lake Cumberland
This unit is available only for rental during the first week of May 2016. This 1925 gem was lovingly renovated in 2013 to preserve its heritage while upgrading with modern amenities. Tenants will enjoy 2,400 square feet on the second story of a c...
Doing Derby or a week in L'Ville??
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3 Bedrooms, 1.5 Bathrooms, Sleeps 8
House in Louisville, KY
From $285.71 nightly weekday
Zip code 40205 is 89.6 miles from Lake Cumberland
Enjoy a 3-bedroom house in an historic area 10-15 minutes from downtown or Churchill Downs! Right in the heart of Louisville's Highlands neighborhood-walking distance to great restaurants, breweries, coffee, galleries, bakeries, etc. This 1920's h...
Kentucky Derby Rental for up to 10 guests. Near Bardstown Road bars/restaurants
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5 Bedrooms, 4 Bathrooms, Sleeps 10
House in Louisville, KY
From $1900 nightly weekday
Zip code 40205 is 89.6 miles from Lake Cumberland
Gorgeous historic farmhouse featuring recently completed renovation of kitchen, living room, master suite and screened porch. 5 bedroom, 3.5 bath, 3,000 sq ft home 15 minutes from Churchill Downs. House rental is $1,900 per night, three night min...
Newly Remodeled 2 Bedroom 2 Bath With Basement And Off Street Parking.
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2 Bedrooms, 2 Bathrooms, Sleeps 4
House in Louisville, KY
From $200 nightly weekday
Zip code 40215 is 90.4 miles from Lake Cumberland
Two bedrooms and full bath upstairs. Living room with gas log fireplace. All new appliances and fully equipped kitchen. Separate dinning room seats 6 to 8 people. Basement has full bath with flat screen TV and sleeping arrangements. Wireless inter...
Lovely Home In The Germantown/Schnitzelburg Neighborhood, Centrally Located
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5 Bedrooms, 2 Bathrooms, Sleeps 16
House in Louisville, KY
From $170 nightly weekday
Zip code 40217 is 90.6 miles from Lake Cumberland
5 bedroom, 2 bath house. Sleeps 11+. 1 King, 1 Queen, 2 Full, two twin beds plus a trundle (3 twin mattresses total) + sectional sofa and plenty of space for air mattresses. Walking distance to some of Louisville's best bakeries, coffee shops, bar...
5Bed/4bath Historic Home Less Than 2 Mi. to Kentucky Derby
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5 Bedrooms, 4 Bathrooms, Sleeps 9
House in Louisville, KY
From $365 nightly weekday
Zip code 40208 is 91.4 miles from Lake Cumberland
LAST MINUTE SPECIAL: Bookings 10 days or less in advance 15% off your rate! Old Louisville is one of the nation's premier Historic Preservation Districts. This 3800 square foot late Victorian brick home is perfectly situated within it: Less than ...
6 Acre Estate W/ Main House, Cabin, Pool- Extremely Private / March Discounted!!
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6 Bedrooms, 5 Bathrooms, Sleeps 21
Estate in Pewee Valley, KY
From $557.14 nightly weekday
Zip code 40056 is 91.4 miles from Lake Cumberland
GreyTail Manor: Our Calendar is online & up to date. Please contact us by text or email for event pricing on KY Derby. Please email me for quote of your stay - The system is not always giving correct information. We have a 3 night minimum o...
A Cozy Cottage Near the Heart of All Louisville Attractions!
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1 Bedrooms, 1 Bathrooms, Sleeps 2
House in Louisville, KY
Zip code 40216 is 91.5 miles from Lake Cumberland
The barn is a complete, cozy cottage located on a beautiful, wooded 2 acres. Enjoy complete privacy including a two person Jacuzzi tub, separate shower, queen size bed, complete kitchen (stocked with breakfast foods), covered porch with swing ...
Historic District Townhouse in City's BEST Location
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2 Bedrooms, 2.5 Bathrooms, Sleeps 6
Townhome in Louisville, KY
From $99 nightly weekday
Zip code 40204 is 91.6 miles from Lake Cumberland
A perfectly located, modern town home located in the Cherokee Triangle Historic Preservation District. Less than 500 feet from a great restaurant, a great ice cream and pie shop, several casual restaurants, two coffee houses, three clubs, a healt...
As low as $124/night! Your New KY Home! Best price! Downtown, Expo, Highlands
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3 Bedrooms, 2.5 Bathrooms, Sleeps 6
House in Louisville, KY
From $145 nightly weekday
Zip code 40204 is 91.6 miles from Lake Cumberland
James Wallace & Co. - fabulous vacation properties!!! NEWEST ADDITIONS: The Bourbon Trail Bungalow, centrally located in historic Old Louisville. 2 BR, 1 Bath, one bedroom is unique in that it includes 2 beds and is semi- private. Tv's in every...
Derby 2017 Rental!!!
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5 Bedrooms, 4 Bathrooms, Sleeps 14
House in Louisville, KY
From $2500 nightly weekday
Zip code 40207 is 92 miles from Lake Cumberland
$2500 a night! Settled in the heart of coveted St. Matthews is a beautiful home to rent for Derby 2016. 15 minutes away from the track! Completely remodeled in 2013, this home boasts a gourmet kitchen, unique decor with a 'farmhouse chic' flare, s...
Top rated home (see our August Bourbon Weekend Specials!!!)
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5 Bedrooms, 3 Bathrooms, Sleeps 13
House in Louisville, KY
From $495 nightly weekday
Zip code 40241 is 92.8 miles from Lake Cumberland
Special August Bourbon Weekends!!! Includes a 10% rental discount, up to 4 tickets to the Evan Williams Bourbon Experience downtown, a nice bottle of KY bourbon to enjoy and a box of delicious KY bourbon ball chocolates. Book soon!!! Mention Bo...
     

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