Home Vacation Home Rentals By Owner In Louisville, KY

Showing 420 Of 644 Vacation Rentals
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$408.33

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Private Vacation Home

Suburban Secrets Couples Getaway

Louisville, Kentucky, United States

Welcome to Suburban Secrets – Adults Only Retreat, a private escape designed for relaxation, comfort, and a little grown-up fun. Located in a quiet cul-de-sac, this home offers unique touches and plenty of space for couples or small groups seeking something beyond the ordinary.brbrUpstairs, you’ll find two inviting bedrooms with cozy bedding and calming décor, plus a full bathroom stocked with essentials. A dedicated massage room adds a spa-like element to your stay, giving you a private spot to unwind and recharge.brbrThe main floor centers around a large kitchen with a spacious island, perfect for cooking, entertaining, or gathering for a drink before heading out. The adjoining living room provides a comfortable space to relax, stream your favorite shows, or enjoy quiet conversation.brbrDownstairs, the basement features a unique adult play room designed to set this retreat apart. With its themed setup and private atmosphere, it’s a playful addition to the home that adds something truly memorable to your stay. A convenient half bath is also located downstairs.brbrStep outside onto the back deck, a perfect spot for morning coffee or evening drinks. Please note: the backyard is currently under construction, so only the deck is available for guest use.brbrSet in a peaceful cul-de-sac, the home gives you privacy and quiet surroundings while still being just minutes from local restaurants, shopping, and nightlife. Whether you’re planning a romantic getaway or a fun trip with close friends, Suburban Secrets is designed to make your stay unforgettable.brbrGuests have full access to the home, including:brbr2 upstairs bedroomsbrFull upstairs bath + half bath in basementbrDedicated massage roombrSpacious kitchen with large islandbrLiving areabrBasement adult play roombrBack deck (backyard under construction)brOn-site parkingbrbrThings to Know:brbrAdults only (21+)brNo children allowedbrNo parties or large events without prior approvalbrNo smoking indoorsbrBackyard is under renovation; deck is fully usablebrbrBook your stay at Suburban Secrets – Adults Only Retreat and experience a private, playful getaway built just for adults.
Bed 3

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Bath 1

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Sleep 6

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Exceptional(3)

$544.92

/ Nightly
Private Vacation Home

New listing! Newly Renovated 5BR • 2 Living Rooms • Sleeps 10

Louisville, Kentucky, United States

Stay in a newly renovated 5BR, 3BA Louisville home for up to 10 guests. Enjoy two large living rooms, a dining room that seats 10, and a cozy sitting room that opens to a covered porch for morning coffee or evening chats. A bright walk-out basement adds extra space and light. In a quiet, walkable neighborhood with sidewalks, you’re 1 min to highways, 10 min to Downtown & Churchill Downs, and close to the Bourbon Trail plus the Expo Center/Fairgrounds. Fast Wi-Fi, smart TV, and laundry included.brbrWe respect your privacy but are always happy to help if needed. We’re nearby and available by message or phone and respond quickly to make sure your stay is comfortable and worry-free.brbrOur home is located in a quiet, tree-lined neighborhood with sidewalks, perfect for walking, jogging, or biking. Guests describe it as safe and peaceful, while still convenient to everything. A local coffee shop, groceries, Starbucks, and shopping are within walking distance (less than a mile). Most major attractions are just 15–20 minutes away, including:brbr* Downtown Louisvillebr* Kentucky International Convention Centerbr* Lynn Family Stadiumbr* Kentucky Center For The Artsbr* Churchill Downs and the Kentucky Derby Museumbr* Louisville Zoobr* Kentucky Fair/Expo Centerbr* Louisville Slugger Museumbr* The Highlands and St. Matthews dining and shopping districtsbr* Waterfront Park and the Big Four Bridgebr* Bourbon distilleries and tasting toursbrbrYou’ll have the entire home to yourself, including the cozy covered porch, backyard, kitchen, living areas, and laundry. Private driveway parking, is available for up to four vehicles as well as street parking in front for up to two vehicles.brbrLAYOUT AT A GLANCE:brbr• 5 bedrooms, 3 full bathroomsbr• Sleeps up to 10 comfortablybr• 4 queen beds, 2 twin bedsbr• Two spacious living rooms (main floor + walk-out basement)br• Dining room seats 10 togetherbr• Washer and dryer in-homebr• Driveway and street parking availablebrbrMAIN FLOOR:brFeatures multiple gathering areas, including a large living room, dining room that seats 10, and a cozy sitting room that opens to a covered porch with seating for 4. The fully equipped kitchen has modern appliances, cookware, and dining essentials—perfect for group meals or morning coffee before exploring Louisville. Includes 3 Bedrooms and 2 full Bathrooms. One bathroom is in the primary bedroom, while the other is in the hallway across from the two other bedrooms. Each room provides extra pillows and blankets for added comfort. brbrLOWER LEVEL (WALK-OUT BASEMENT):brA second living area provides extra space for lounging, games, or movie nights—ideal for larger groups or families wanting room to spread out. There's a foosball table for lots of group fun. Includes 2 Bedrooms and 1 Full Bathroom. Each room provides extra pillows and blankets for added comfort. The walk-out design allows for easy outdoor access and plenty of natural light.brbrOUTDOOR SPACE:brThe covered porch seats four and offers a peaceful spot for morning coffee or evening relaxation. The level backyard is perfect for outdoor games or simply enjoying the fresh air in a quiet, walkable neighborhood.brbrWHAT GUESTS LOVE (FROM REVIEWS):brbr**Excellent host communication: Guests highlight Lynn as “proactive,” “responsive,” and a “great host,” with clear, immediate communication before and during their stay.brbr**Spacious and comfortable for groups: Teams and coworkers note there was “plenty of space for everyone for work and relaxation,” with multiple bedrooms and roomy common areas.brbr**Clean and well-kept home: Reviewers consistently mention “superb cleanliness” and that everything was “exactly as expected.”brbr**Convenient, safe location: Guests love the “quiet neighborhood right off the interstate,” describing it as “very safe” and close to restaurants, groceries, gas, and the Expo Center.brbr**Perfect for business or weekend stays: Whether for the Equip Expo or a weekend getaway, guests say the home “worked perfectly” and was a “great place to spend a weekend.”brbrOTHER THINGS TO NOTEbrbr* Strict no smoking and no pets policy, enforced to keep the home clean and allergy free. These rules are enforced for the comfort and safety of all guests — violations may result in additional cleaning fees and removal from the property.brbr* Quiet hours from 10 PM to 7 AMbrbr* Noise monitor measures decibel levels only and does not record conversationsbrbr* Basic kitchen items such as salt, pepper, and spices may be available but are not guaranteedbrbr*While someone is usually nearby, we respect your privacy but are quick to respond if you need anything during your stay
Bed 5

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Bath 3

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Sleep 10

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Exceptional(31)

$1169.54

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Private Vacation Home

Beautiful 4 BR, 4.5 Bath, Executive Home w In Ground Pool & Handicap Accessible!

Louisville, Kentucky, United States

Wow - This home has it all!! Totally handicapped accessible including an elevator! Gradual ramp to front door and all the doors are wheel chair width. This 4 BR, 4.5 Bath Executive home is perfect for your next vacation in Louisville, KY! Great for remote work with super fast wifi at 300 Mbps, plus a dedicated workspace! Large in-ground heated salt water pool with diving board, whole house speaker system, huge grill, fire pit and patio with seating for 8 that also has a handicap ramp. A beautiful new custom covered porch with 55” TV, speakers, fans and more is perfect for your summer get together! Dining Room is open to Large Family Room with vaulted ceilings. Large eat in kitchen with seating for 8 including bar area. Nugget ice maker in kitchen with stainless steel appliances & every thing the master chef needs for cooking! The Master Bedroom has a Sleep Number Adjustable Split King Bed and Large TV! Master Bedroom has an attached large bathroom with vanity area and French doors to patio area! Nice half bath by utility room where the brand new washer and dryer are available for your use. Two more large bedrooms on main floor, each with a Queen sized bed with shared bathroom that has a handicap accessible shower. Basement is over the top w/ 2nd Kitchen sharing the wide open Family Rm 75” TV with tons of board games and brand new pool/ping pong table! Last Bedroom has 2 Queen Beds and large Handicap accessible bathroom! Another large area with work out equipment and another bathroom! We provide guest with Farm Fresh Organic Shampoo, Conditioner and Body Wash. We do have a ring video doorbell on the front porch and a camera at garage door pin pad pointed into the garage. This home is in a prime location only 1 mile from 264-E Expressway!!
Bed 4

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Bath 4

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Exceptional(23)

$398.62

/ Nightly
Private Vacation Home

Walkable, Modern! Old Louisville Victorian w/ Yard

Louisville, Kentucky, United States

Updated Bathrooms & Kitchen | Fenced Yard | 2,850 Sq Ft | Near Churchill DownsbrbrYour Derby City stay just got an upgrade! Base your crew at this Old Louisville vacation rental for walkable Victorian architecture, Whiskey Row crawls, and Slugger Factory tours — then come back to this brick beauty with a backyard fire pit and a sprawling interior. You’ll have plenty of space to relax when you aren’t hunting for the best bourbon and hot browns. Grab your group and get to the Bluegrass State!brbr-- THE PROPERTY --brbrSTR927729brbrHOME HIGHLIGHTSbr- 2 living areas w/ Smart TVsbr- Large dining tablebr- Central A/C & heatingbr- Private yard, fire pitbr- Washer & dryerbrbrMODERN KITCHENbr- Refrigerator, stove/oven, dishwasherbr- Drip coffee maker (starter coffee provided)br- Toaster, microwavebr- Cooking basics, dishware & flatwarebrbrACCESSIBILITYbr- 3-story home, steps to enterbr- Stairs required to access bedrooms & full bathsbrbrPARKINGbr- Designated parking spot (1 vehicle)br- Free street parking (first-come, first-served) brbr-- THE LOCATION --brbr- Located in Old Louisville Historic District near LouVelo Bike-Sharing Stationbr- Less than a half-mile to Central Park: free Shakespeare performances, summer concerts, Conrad-Caldwell House Museum & Old Louisville Visitors Centerbr- 2 miles to downtown Louisville: Whiskey Row distilleries, Fourth Street Live, Muhammad Ali Center & Louisville Slugger Museumbr- 2 miles to KFC Yum! Center: concerts, U of L basketball & major live eventsbr- 2 miles to University of Louisville: Cardinal athletics, events & campus green spacebr- 3 miles to Churchill Downs: home of the Kentucky Derby, live racing & the Kentucky Derby Museumbr- 6 miles to Louisville Muhammad Ali International Airport (SDF)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATIONbr- This 3-story home requires steps to enter. Interior stairs are required to access all bedrooms and full bathrooms
Bed 4

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Bath 3

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Sleep 12

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Exceptional(6)

$619.96

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Private Vacation Home

Modern stay close to UofL & downtown Louisville!

Louisville, Kentucky, United States

Summary:brbrWelcome to Urban Oasis Haven, a sanctuary of modern comfort & convenience nestled in the vibrant heart of Louisville! This home is ideal for young professionals, remote workers, and medical staff. Enjoy Wi-Fi, a comfortable workspace, and a cozy living area to relax. Located near Dtown, UofL, and major hospitals, it offers walkability to vibrant dining, cafes, & local culture. Perfect for rentals, event-goers stays, or exploring Louisville's history. Book your relaxing, home-like retreat today!brbrbrbrThe Space:brbrNOTE: After booking confirmation, you will receive a short pre-arrival form from property management to be completed prior to arrival.brbrbrbrACCESS TYPE:brbr ▻ You will have private access to the home and backyard throughout your staybrbr brbrbrbr FLOOR 1:brbr ▻ Living room with Smart TVbrbr ▻ Kitchen with Keurig and Drip Coffee Machine, Cream, Sugar, Microwave, Range, Oven, Dishwasher, Fridge, Freezerbrbr ▻ Dining Area for 5 Peoplebrbr ▻ Laundry area with a washer / dryerbrbr ▻ Full Bathroom with a showerbrbr brbrbrbr FLOOR 2:brbr ▻ Bedroom 1: 1 x Queen Bedbrbr ▻ Bedroom 2: 1 x King bed with a Smart TV and a Deskbrbr ▻ Full bathroom with Tub / Showerbrbr brbrbrbr FLOOR 3:brbr ▻ Bedroom 3: 1 x Queen Bedbrbr ▻ Bedroom 3: 1 x Queen Bedbrbr brbrbrbr HIGHLIGHTS:brbr ▻ Fully fenced brbr ▻ Self check-inbrbr ▻ Prime location, perfect for business and work travelersbrbr ▻ With available wifi that is best for digital nomads and guests working remotelybrbr ▻ Cozy and relaxing spacebrbr brbrbrbr ACCESSIBILITY:brbr ▻ The Entrance Has a Couple Stairs To Reach the Main Door.brbrbrbrGuest Access:brbrPARKING:brbr ▻ Street parking is available at the front of the property and 2 private parking spots are available at the back of the propertybrbr brbrbrbr ENTERING THE HOME:brbr ▻ The Home is Accessed Via Self Check-In Using a Smart Lock with a Unique Code Per Guest.brbrbrbrThe Neighborhood:brbrNearby Popular Spots:brbr ▻ Norton Hospital ~4 Min Drivebrbr ▻ UofL Hospital ~6 Min Drivebrbr ▻ Nulu ~6 Min Drivebrbr ▻ Downtown ~6 Min Drivebrbr ▻ Kentucky Expo Center ~10 Min Drivebrbr ▻ Muhammad Ali Center ~8 Min Drivebrbr ▻ KFC YUM Center ~8 Min Drivebrbr ▻ Churchill Downs ~10 Min Drivebrbr ▻ Louisville Slugger Museum & Factory ~7 Min Drivebrbr ▻ Kentucky Science Center ~7 Min Drivebrbr ▻ Waterfront Park ~8 Min Drivebrbr ▻ Louisville Mega Cavern ~13 Min Drivebrbr brbr brbrbrbr Nearby Favorite Breakfast / Coffee Spots:brbr ▻ Butchertown Bakery ~7 Min Drivebrbr ▻ Biscuit Belly - Nulu ~8 Min Drivebrbr ▻ Big Bad Breakfast ~5 Min Drivebrbr brbr brbrbrbr Nearby Favorite Lunch Spots:brbr ▻ Jeff Ruby's Steakhouse ~8 Min Drivebrbr ▻ Mayan Café ~6 Min Drivebrbr ▻ Feast BBQ ~7 Min Drivebrbr ▻ Garage Bar ~7 Min Drivebrbr ▻ Toast on Market ~15 Min Drivebrbr brbr brbrbrbr Nearby Favorite Dinner Spots:brbr ▻ Jack Fry's ~6 Min Drivebrbr ▻ Doc Crow's Southern Smokehouse & Raw Bar ~7 Min Drivebrbr ▻ The Eagle ~7 Min Drivebrbr ▻ Decca Restaurant ~8 Min Drivebrbr ▻ Against the Grain Brewery & Smokehouse ~7 Min Drivebrbr brbr brbrbrbr Nearby Favorite Bourbon Distilleries:brbr ▻ Angel's Envy Distillery ~6 Min Drivebrbr ▻ Evan Williams Bourbon Experience ~8 Min Drivebrbr ▻ Kentucky Peerless Distilling Co. ~8 Min Drivebrbr ▻ Old Forester Distillery ~7 Min Drivebrbr ▻ Rabbit Hole Distillery ~8 Min Drivebrbr brbr brbrbrbr Nearby Favorite Bars:brbr ▻ Meta ~5 Min Drivebrbr ▻ Hell or High Water ~8 Min Drivebrbr ▻ Haymarket Whiskey Bar ~10 Min Drivebrbr ▻ Proof on Main ~7 Min Drivebrbr ▻ Taj Louisville ~6 Min DrivebrbrbrbrGetting Around:brbrGETTING AROUND:brbr ▻ We recommend Uber or Lyft. We have not had any issues with either.brbr brbrbrbr EVENT OR TOUR OPTIONS:brbr ▻ If you are looking for a tour guide or event transportation in the area, please let us know! We would be happy to help.brbrbrbrOther Things to Note:brbrThis home is situated in an up-and-coming neighborhood, which means you might encounter some areas that are still developing. We suggest staying mindful, as you would in any places. Overall, it’s a lively and vibrant community with great potential.brbrbrbrWe take pride in offering a clean, comfortable, and welcoming space for your stay. The home is professionally cleaned and well-maintained, though minor signs of age may be present as this is a well-loved home rather than a hotel-style property. If anything needs attention, we’ll address it promptly to ensure a stress-free visit. We kindly ask that you treat the home as your own, and guests are responsible for any damages or loss, which should be reported immediately.brbrbrbrbrbrbrbrHOUSE RULES:brbr▻ Please do not unplug any electronics that are currently connected. Unplugging devices may result in a $100 fee.brbr▻ Strictly NO PARTIES.brbr▻ Please observe quiet hours between 10 PM and 8 AMbrbr▻ Strictly NO SMOKINGbrbr▻ Kindly keep noise and activity neighbor-friendly. brbr▻ Visitors and unauthorized guests are not allowedbrbrbrbrbrbrbrbrBy booking this property, you agree to follow all rules and guidelines outlined in the listing. Failure to comply may result in a $500 fee, charged to the credit card used for the reservation.brbrbrbrbrbrbrbrPOLICIES:brbr▻ Early Check-In – We’ll do our best to accommodate! Same-day requests depend on our cleaning team, and for future stays, the only guaranteed option is booking the prior night (if available).brbr▻ Luggage Drop – We’re happy to allow luggage drop with prior host approval.brbr▻ Late Check-Out – Let us know by the day before. To guarantee a late check-out, the following night would need to be booked. Please note, unapproved late check-outs may incur a $50/hour fee, and check-outs at 12 PM or later will be considered an extra night’s stay.brbr▻ Package Delivery – We cannot guarantee safe or timely receipt of packages sent to the home. For reliability, we recommend using a local pick-up location or requesting doorstep delivery if sending items here.brbr▻ Pet Policy – NO pets allowed. Undisclosed pets will result in a $200 penalty fee to cover professional cleaning. Undisclosed pets will result in a $200 penalty fee to cover professional cleaning.brbrbrbr▻ Third-Party Bookings - We cannot accept bookings made on behalf of someone else.brbr▻ Mail Back Service - If you forget something, we can mail it back for a $50 fee (as long as it’s not an oversized item)brbr▻ Cancellation - To receive a full refund, you must cancel within 24 hours before check-in. Any cancellations after this window will be charged according to the number of nights stayed.brbr▻ There is an exterior camera installed above the front door, overlooking the main entrance and grounds, it is on and recording 24/7 to help ensure the safety of you and the property during your stay.
Bed 4

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Bath 2

Bath

Sleep 8

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Exceptional(20)

$3380.66

/ Nightly
Private Vacation Home

Louisville Country Manor - Pool & Pickleball!

Louisville, Kentucky, United States

PRIVATE PICKLEBALL COURT!!brRelax and have fun at the Louisville Country Manor, where luxury meets convenience on 5 acres of serene countryside just 20 minutes from downtown Louisville! This expansive property offers not one, but two main living quarters, ensuring ample space and privacy for all guests.brbrThe main house (5 bedrooms, 4.5 bathrooms) features 3 luxurious bedrooms with king beds, 1 cozy bedroom with a queen bed, and a room with 1 king bed and 1 queen bed. With 4.5 bathrooms, including en-suite options, everyone will have ample space to unwind and refresh.brbrFor added privacy and comfort, a separate guest house boasts an in-law suite with 2 bedrooms and 1 full bathroom complete with a shower/tub combo. The bedrooms offer a king bed and a queen bed, ensuring a restful night’s sleep for all.brbrIndulge in the spacious dining area accommodating up to 16 guests, unwind in the two inviting living areas, and enjoy the covered patio with mosquito netting for delightful outdoor meals. Entertainment options abound with game areas featuring a pool table, ping pong, foosball table, Air Hockey table, arcade games, and board games. Plus, two sets of washers and dryers in the main house, and a third set of washer and dryer in the guest house ensure convenience during your stay.brbrOutdoors, guests can partake in friendly matches on the pickleball court, equipped with balls and rackets, or bask in the sunshine by the heated in-ground pool, available from Memorial Day through Labor Day. Also play some pick-up hoops on the basketball court!brbrEscape to the Louisville Country Manor and experience the perfect blend of luxury, tranquility, and recreation just a short drive from downtown Louisville. Book your stay today and make unforgettable memories with loved ones in this idyllic retreat.brbrFine print:br • Pool open Memorial Day through Labor Daybr • None of the garages pictured are available for guest usebr • Pool and lawn maintenance are on site twice per week to keep the property and pool in great shapebr • By confirming a reservation, guests consent and agree to allow maintenance workers on the property at any time to care for the pool and groundsbrbrCAMPERS/RV's - No campers and or oversize recreational vehicles are allowed onto the property at any timebrbrRENTAL AGREEMENT/REQUEST FOR CONTACT INFORMATION: In accordance with booking platform policy and local regulations, guests are required to provide contact information and sign all Rental Agreements within 24 hours of booking. If guests do not complete or refuse to sign the rental agreement, host reserves the right to cancel the reservation without penalty and the cancellation policy will still apply.brbrWIFI: All guests will be asked to enter email and phone number in order to access the free WiFi at this location. Contact confirmation is optional. In accordance with booking platform policy, we use apps to facilitate our guest experience and these apps may request contact information before, during, and after your confirmed stay.brbrKENTUCKY DERBY: All Kentucky Derby week/weekend reservations are non refundable, regardless of whether or not a rental agreement has been signed.brbrRECORDING DEVICES: Recording devices are located on the exterior of the property. Devices record audio and video and recordings are triggered by motion. Devices will be active during guests stay. Recording devices only capture views of the exterior. Guest safety and privacy are top priorities. These recording devices exist solely for the safety and security of our great guests!brbrNO SMOKING: Absolutely no smoking or vaping inside the homebrbrCHECK IN: Contactless check in is available until 10 pm EST via keypad. Any guests planning to check in after 10 pm EST must notify the host in writing prior to 10 pm to make accommodations for after hours check in. The host may not be available to assist with any check in issues between 10 pm and 9 am EST brbrNUMBER OF GUESTS WE HOST: We expect to only host the number of people on your reservation only. For insurance and safety purposes, please make sure your reservation reflects the accurate number of people. Otherwise you may be subject to a fee and you may be asked to leave. brbrNOISE LEVELS: Please be mindful of noise levels at all times and be respectful of neighbors by adhering to the quiet hours.brbrPARTIES/EVENTS: Absolutely no parties or events are allowed without written approval from the host prior to check in.
Bed 7

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Bath 5

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Sleep 16

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$385.16

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Private Vacation Home

Derby Days Retreat | Firepit • Fenced Yard • Grill

Louisville, Kentucky, United States

Summary:brbrWalkable to Churchill Downs, Derby Days Retreat is a beautiful, inviting home designed for easy comfort and relaxed living. Offering spacious interiors, multiple gathering areas, and a bright sunroom, the home also features a private backyard with a firepit, grill, and covered patio—perfect for unwinding after a day at the track or exploring the city. Ideally located near parks, dining, and top attractions, this home blends everyday comfort with an unbeatable location.brbrbrbrThe Space:brbrGather, spread out, and settle in with ease. Whether it’s slow mornings with coffee in the sunroom, shared meals out on the covered wooden patio, or unwinding by the firepit at the end of the day, the home naturally supports time together without ever feeling crowded.brbrbrbrWhy Guests Love This Homebrbr Covered patio with grill and outdoor dining for easy meals outsidebrbr☀️ Sunroom filled with natural light, perfect for coffee or readingbrbr ️ Two separate living areas for added space and flexibilitybrbr Outdoor firepit for cozy nights and easy moments outsidebrbr Fully equipped chef's kitchen with generous counter space and island-style seatingbrbr Private backyard with room to unwind and enjoy fresh airbrbr♨️ Full grill and set-up for group cookoutsbrbr Ideal layout for families or groups traveling togetherbrbrbrbrMaster BedroombrbrA tranquil space featuring a king bed and a calm, inviting atmosphere designed for restful nights.brbrbrbrSecond BedroombrbrA bright queen bedroom with a relaxed, comfortable feel and soft natural light.brbrbrbrThird BedroombrbrAnother welcoming queen bedroom offering a peaceful space to unwind and recharge.brbrbrbrFourth BedroombrbrTwo twin beds in a flexible, easy setup ideal for kids or additional guests.brbrbrbrOutdoor Living brbrEnjoy a private outdoor setting designed for relaxed, everyday use.brbr• Covered patio with grill and dining area brbr• Light-filled sunroom, perfect for unwinding after a full daybrbr• Open backyard space with firepit to relax and enjoy the outdoors brbrbrbrNearby Attractions brbr• Walkable Local Dining - 2 minute walk to La Piñata Mexican Restaurant & Market (we love their fresh guacamole, quesabirria tacos, and Caldo 7 Mares) brbr• L&N Federal Credit Union Stadium - 15 minute Walk • sporting events, charity events and conventionsbrbr• Kentucky Kingdom & Hurricane Bay – 5 minutes • rides, water park, and full-day entertainment brbr• Iroquois Manor Shopping Center – 7 minutes • dining, groceries, and everyday essentials brbr• Cressman Center for Visual Arts – 8 minutes • exhibitions and sculpture installations brbr• Iroquois Park – 9 minutes • scenic trails, picnic areas, and green space brbr• Louisville Zoo – 10 minutes • engaging exhibits and outdoor experiences brbr• Bannon Woods Farm – 15 minutes • horseback riding and countryside trailsbrbrbrbrGuest Access:brbrThe homeowner lives in a separate apartment on-site, but the home is set up to ensure guests have their own space and privacy. Guests have full use of all outdoor areas, with designated parking available in the driveway. Please note, there is no basement or garage access.brbrbrbrThe Neighborhood:brbrLocated in South Louisville near Iroquois Park, this home sits in a well-established residential area known for its tree-lined streets and relaxed, local feel. You’re just minutes from everyday conveniences, casual dining, and one of the city’s largest parks, offering scenic overlooks, walking trails, and open green space. It’s an easy drive to downtown attractions, while still giving you a quieter place to come back to at the end of the day.brbrbrbrGetting Around:brbrA car is recommended for getting around Louisville. Rideshare services including Lyft + Uber are readily available, and most attractions are within a short 5–15 minute drive.
Bed 4

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Bath 2

Bath

Sleep 8

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Exceptional(2)

$998.61

/ Nightly
Private Vacation Home

Victorian Prime Spot 6 Beds Mins 2 UL/Downtown Speakeasy Firepit Luxe Amenities

Louisville, Kentucky, United States

Luxury Derby Home | Historic Victorian Estate | Speakeasy Lounge | Near Churchill DownsbrbrWelcome to Kentucky Derby Getaway, a beautifully restored historic Victorian luxury estate in Old Louisville, just minutes from Churchill Downs, Downtown Louisville, the Urban Bourbon Trail, the University of Louisville and top Derby attractions.brbrDesigned for unforgettable group stays, this spacious 6-bedroom retreat blends timeless architecture with modern elegance, boutique-hotel comfort and curated entertainment spaces. Whether you’re visiting for the Kentucky Derby, a Bourbon Trail weekend, executive retreat, family gathering or special celebration, this one-of-a-kind estate delivers the perfect mix of luxury, location and character.brbrInside, guests will enjoy refined living and dining spaces, designer bedroom suites, multiple fully equipped kitchens, upscale amenities and a private apartment-style walkout basement—ideal for added comfort, privacy and flexibility during group stays.brbrLocated in the heart of Old Louisville, one of the largest preserved Victorian neighborhoods in the country, the home offers a peaceful historic setting while keeping you close to Louisville’s best restaurants, bourbon bars, museums, nightlife, convention centers and iconic attractions.brbrLUXURY HIGHLIGHTSbr★ Prime Derby & Downtown Location: Less than 10 minutes to Churchill Downs, Downtown Louisville, convention centers, and the University of Louisville.br★ Grand Historic Victorian Estate: A beautifully restored Old Louisville residence featuring timeless architecture, elegant details, and modern designer upgrades.br★ Sleeps Up to 12 Guests: Ideal for Derby weekends, family gatherings, corporate retreats, wedding groups, and special celebrations. The home may be able to accommodate additional guests under age 16, depending on group details and local occupancy guidelines—please reach out to discuss before booking.br★ Boutique Hotel–Style Bedroom Suites: Enjoy premium mattresses, luxury linens, curated décor, and thoughtfully designed rooms for elevated comfort.br★ Multiple Fully Equipped Kitchens: Perfect for group dining, entertaining, extended stays, and flexible meal preparation.br★ Private Walkout Basement Apartment: A separate apartment-style level with its own kitchen, lounge area, and laundry—ideal for added privacy and convenience.br★ Elegant Living & Dining Spaces: Sophisticated gathering areas designed for memorable dinners, relaxed evenings, and meaningful time together.br★ Turn-Key Luxury Experience: Fully furnished with high-end décor, designer furnishings, modern appliances, and everything needed for a seamless stay.br★ Convenient Residential Parking: Parking permits provided, with additional nearby street parking for easy group access.br★ Walkable Historic Neighborhood: Located in charming Old Louisville near restaurants, parks, museums, local attractions, and scenic neighborhood streets.brbr★ Unbeatable Louisville LocationbrLocated in Old Louisville — the largest preserved Victorian district in the United States — this elegant estate offers a peaceful historic setting while placing guests just minutes from Churchill Downs, the Urban Bourbon Trail, downtown dining, museums and Louisville’s most iconic attractions.brbrWithin ~10 Minutes:br- Louisville International Airport (SDF)br- Churchill Downs – Kentucky Derby & year-round racingbr- Downtown Louisville – Bourbon bars, entertainment, and nightlifebr- Kentucky International Convention Centerbr- Urban Bourbon Trail & world-class distilleriesbr- Waterfront Park & Big Four Bridgebr- Kentucky Kingdom & Hurricane Baybr- Award-winning restaurants and boutique shoppingbrbr★ 2026 TOP EVENTSbrbr- World Oddities Expo – Jun 13–14, 2026br- Forrest Frank – Jul 28, 2026br- Kentucky State Fair – Aug 20–30, 2026br- Ray LaMontagne – Sep 6, 2026br- Big Four Art Festival – Sep 12–13, 2026br- Louder Than Life – Sep 17–20, 2026br- Bourbon & Beyond – Sep 24–27, 2026br- St. James Court Art Show – Oct 3–4, 2026br- NuLu Fest – Oct 9–11, 2026br- Halloween & Haunted Attractions – Oct 24–31, 2026br- Thanksgiving Week Travel – Nov 25–29, 2026br- Light Up Louisville – Nov 27, 2026br- Christmas at Frazier Museum – Dec 5–20, 2026br- Louisville Ballet: The Nutcracker – Dec 2026br- New Year’s Eve at Fourth Street Live! – Dec 31, 2026brbr★ 2026 TRADE SHOWSbrbr- World Oddities Expo — Jun 13–14, 2026br- Equip Expo — Oct 20–23, 2026brbr★ Walk or Bike Tobr• University of Louisvillebr• Central Parkbr• Speed Art Museumbr• St. James Court Historic Districtbr• Local cafes, dining and entertainment venuesbrbr★ Why Guests Love ItbrGuests consistently fall in love with the home’s rare combination of historic elegance, expansive living space, and unbeatable Derby proximity. From the soaring Victorian architecture and thoughtfully restored interiors to the flexible private apartment layout and luxury group amenities, every detail is designed to deliver comfort, sophistication, and memorable shared experiences.brbr★ Property LayoutbrMain Floor:br• Fully equipped kitchen with modern appliancesbr• Grand dining room perfect for group mealsbr• Elegant living room with classic Victorian charm with a sleeper sofabr• Historic foyer entrybr• Bedroom with a king bedbr• Full bathroombrbrSecond Floor:br• Primary suite with king bed and ensuite bathroombr• Additional 2 designer bedrooms with a king bed and a queen bedbr• Full shared bathroombrbrThird Floor:br•A queen bed bedroom and a king bed bedroombr• Shared full bathroombrbrWalkout Basement Level:br• Separate apartment-style living space with a sleeper sofabr• Full eat-in kitchenettebr• Laundry roombr• Full bathroombrbr★ Parkingbr• Residential street parking permits availablebr• Additional nearby free street parking optionsbrbr★ Perfect Forbr• Kentucky Derby & Oaks Experiencesbr• Bourbon Trail Adventuresbr• Executive & Corporate Retreatsbr• University Visits & Graduation Staysbr• Family Reunions & Celebration Travelbr• Long-Term and Extended Louisville Staysbrbr★ Reserve Your StaybrExperience Louisville in true Derby-style sophistication. Whether you are visiting for world-class racing, bourbon heritage, or a luxury historic city escape, Kentucky Derby Getaway delivers an exceptional and unforgettable stay.brbrNOTE:br1) Must be 25 or older to book.br2) Please review house rules before booking. Rental Agreement & Security Hold: Guests must e-sign our rental agreement and Must submit a $500 off-platform security hold that will be collected upon signing rental agreement but it will not be placed until 2 days prior to arrival and released 7 days after departure, if no damages are reported. Please note we are API Connected to a hotel-style software called OwnerRez to safely and securely take off-platform security deposits.br3) ** STRICT CANCELLATION for DERBY/ Bourbon & Beyond **br4) Visitors are not permitted unless you make a special request to the host and receive approval.br5) We have exterior surveillance of the front parking area. They are in place for security of guests and the home. We do NOT have interior cameras nor camera in the backyard.br6) We cannot accommodate early check-ins or late check-outs for same-day turnarounds.br7) For days without same-day turnarounds, we offer early check-ins and late check-outs at the following rates: $100 for up to 2 hours, $250 for 2 to 4 hours, and a full day's rate for more than 4 hours.br8) Please note that for cancellations of bookings made on platforms other than Airbnb, a Stripe card processing fee of 3% will be deducted from the total refund.br9) Pet-friendly (up to 2 dogs; fees apply)brbrPLEASE REVIEW THE HOUSE RULES BEFORE BOOKING. THANKS!!
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Exceptional(90)

$500.44

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Private Vacation Home

THE BARRET HOUSE, 2 floor luxury home, LOCATION! Downtown, HIGHLANDS, NuLu, EXPO

Louisville, Kentucky, United States

brbrWelcome to Barret House – Your Perfect Louisville Home Base!brbrWhether you’re here to tour bourbon distilleries, attend a conference, catch the thrill of Churchill Downs, or just explore the unique charm of Louisville, Barret House is the ideal place to land.brbrTucked in the heart of the Historic Highlands—one of Louisville’s safest and most walkable neighborhoods—you’ll be just steps away from everything that makes this city special. Here’s what you’ll love:br • A beautifully reimagined 3-bedroom, 2-bath home inside a classic Highlands duplex, offering space, comfort, and a touch of local flairbr • Two fully equipped kitchens (yes, two!) plus a hide-a-bed and futon in the bright, upstairs lounge—perfect for families or groupsbr • Private parking pad in the back—a rare and welcome convenience in this areabr • Only two blocks to Restaurant Row on Bardstown Road—walk to top-rated restaurants, breweries, coffee shops, boutiques, and morebr • Quick access to downtown, the Bourbon Trail, museums, the riverfront, and beyondbrbrA quick note: We thoughtfully combined two one-bedroom apartments into one inviting 3-bedroom space. One of the bedrooms is centrally located and a bit more open in design—it’s cozy, stylish, and thoughtfully set up with area rugs and throw pillows to create a welcoming retreat. And with two full bathrooms, you’ll have plenty of comfort and privacy.brbrPicture your group enjoying morning coffee on the front porch, strolling out for brunch, or gathering upstairs for a laid-back movie night in the open common area.brbrBarret House has Louisville charm, unbeatable location, and room to relax. We’d love to host your stay!
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$2545.83

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Private Vacation Home

Creekside Luxury Retreat on 22 Acres

Louisville, Kentucky, United States

✨ The Sycamore Place — Persimmon Ridge’s Hidden Gembrbr**This listing is hosted by the owners Annie B. and Eli B. with assistance from Bourbon Rentals. You may speak with Annie, Eli, Brandon, or Kayla before, during, and after your stay.**brbrTucked away deep in the woods of Persimmon Ridge Golf Course, The Sycamore Place is a private sanctuary overlooking 22 acres of rolling hills and Floyd’s Fork Creek. Whether you’re here for the Kentucky Derby, the Bourbon Trail, or a weekend indulging in Louisville’s best dining, this home promises an unforgettable stay.brbr Step InsidebrbrWalk into soaring 22-foot vaulted ceilings where sunlight floods the living and dining rooms and every window frames a postcard-worthy view. Gather around the spacious kitchen island with seating for five, the perfect spot to sip bourbon and swap stories as dinner simmers nearby.brbr Relax & UnwindbrbrSlip into the library and music room—complete with a piano, guitars, and shelves lined with books—or cozy up by the picture windows and watch the seasons change over the creek.brbr ️ Rest in LuxurybrbrThe main-floor primary suite features a private balcony, sitting area, and spa-like bath. Upstairs, find three king suites, two Jack-and-Jill baths, and a playful queen suite with built-in beds, a loft, and even a slide!brbr Play & GatherbrbrHead upstairs to the 1,200 sq ft bonus space—your own entertainment hub with ping-pong, a movie room, board games, and a bunk nook perfect for kids (or grown-ups who refuse to grow up).brbr Outdoor OasisbrbrTake in the breathtaking views from the upper deck, grill and dine on the lower deck, and soak up the peace and privacy of the wooded landscape.brbrWelcome to The Sycamore Place — where vaulted ceilings meet creekside serenity, and every stay feels like a retreat.brbrWhether you're in town for a **bourbon tour**, **wedding celebration**, or **sports-filled getaway**, this one-of-a-kind home offers space, fun, and luxury all under one roof.brbr Top 20 Attractions Near the Propertybr Louisville Area (15–45 minutes)brChurchill Downs & Kentucky Derby Museum – 25 minbrLegendary racetrack and home of the Kentucky Derby.brbrLouisville Mega Cavern – 25 minbrUnderground adventure with zip lines, tram tours & more.brbrLouisville Slugger Museum & Factory – 25 minbrIconic baseball bat museum and working factory.brbrMuhammad Ali Center – 25 minbrInteractive museum dedicated to The Greatest of All Time.brbrEvan Williams Bourbon Experience – 25 minbrUrban distillery tour on Whiskey Row.brbrOld Forester Distilling Co. – 25 minbrThe only bourbon continually sold before, during & after Prohibition.brbrKentucky Science Center – 25 minbrHands-on fun for families and science lovers.brbrFourth Street Live! – 25 minbrEntertainment, dining, and nightlife in downtown Louisville.brbrLouisville Waterfront Park & Big Four Bridge – 25 minbrScenic park and pedestrian bridge connecting to Indiana.brbrSpeed Art Museum – 30 minbrWorld-class art museum adjacent to the University of Louisville.brbr Bourbon Trail Highlights (20–75 minutes)brMaker’s Mark Distillery (Loretto, KY) – 75 minbrHistoric distillery with wax-dipping experience and tours.brbrWoodford Reserve (Versailles, KY) – 55 minbrGorgeous setting, exceptional bourbon, and guided tastings.brbrBuffalo Trace Distillery (Frankfort, KY) – 60 minbrOne of the oldest and most awarded distilleries in America.brbrBulleit Distilling Co. (Shelbyville, KY) – 25 minbrModern distillery experience just down the road.brbrAngel’s Envy (Louisville) – 35 minbrSleek urban distillery with premium finished bourbons.brbrJim Beam American Stillhouse (Clermont, KY) – 45 minbrClassic Kentucky bourbon experience and BBQ restaurant on site.brbr Scenic, Outdoor & Family Day Trips (40–75 minutes)brBernheim Arboretum & Forest – 45 minbrHome of the “Forest Giants” and beautiful trails.brbrClifty Falls State Park (Madison, IN) – 70 minbrWaterfalls, hiking, and stunning river views in Indiana.brbrRed River Gorge / Natural Bridge – 2 hrsbrWorth the drive—hiking, climbing, and breathtaking views.brbrKentucky Kingdom & Hurricane Bay – 40 minbrTheme park and water park combo near downtown Louisville.brbrRENTAL AGREEMENT/REQUEST FOR CONTACT INFORMATION: In accordance with booking platform policy and local regulations, guests are required to provide contact information and sign all Rental Agreements within 24 hours of booking. If guests do not complete or refuse to sign the rental agreement, host reserves the right to cancel the reservation without penalty and the cancellation policy will still apply.brbrWIFI: All guests will be asked to enter email and phone number in order to access the free WiFi at this location. Contact confirmation is optional. In accordance with booking platform policy, we use apps to facilitate our guest experience and these apps may request contact information before, during, and after your confirmed stay.brbrKENTUCKY DERBY: All Kentucky Derby week/weekend reservations are non refundable, regardless of whether or not a rental agreement has been signed.brbrRECORDING DEVICES: Recording devices are located on the exterior of the property. Devices record audio and video and recordings are triggered by motion. Devices will be active during guests stay. Recording devices only capture views of the exterior. Guest safety and privacy are top priorities. These recording devices exist solely for the safety and security of our great guests!brbrNO SMOKING: Absolutely no smoking or vaping inside the homebrbrCHECK IN: Contactless check in is available until 10 pm EST via keypad. Any guests planning to check in after 10 pm EST must notify the host in writing prior to 10 pm to make accommodations for after hours check in. The host may not be available to assist with any check in issues between 10 pm and 9 am ESTbrbrNUMBER OF GUESTS WE HOST: We expect to only host the number of people on your reservation only. For insurance and safety purposes, please make sure your reservation reflects the accurate number of people. Otherwise you may be subject to a fee and you may be asked to leave.brbrNOISE LEVELS: Please be mindful of noise levels at all times and be respectful of neighbors by adhering to the quiet hours.brbrPARTIES/EVENTS: Absolutely no parties or events are allowed without written approval from the host prior to check in.
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