Vacation rentals in St Matthews, KY with free parking

Whether you head to Kentucky to place your bets at the Kentucky Derby, catch a game at the Louisville Slugger Field, or explore Louisville Megas Cavern, this 3-bed, 2.5-bath vacation rental is the perfect place to create memories. This home features a spacious living area, a fully equipped kitchen, a furnished deck, and a fenced-in yard — providing a comfortable place to unwind after a day’s adventures. Visit the Louisville Zoo, explore Downtown Louisville, or tour one of the museums nearby! -- THE PROPERTY -- Newly Built | Near Shopping, Restaurants & Parks | ~ 13 Mi to Churchill Downs | Healthcare Workers Welcome Bedroom 1: Queen Bed | Bedroom 2: Queen Bed | Bedroom 3: Queen Bed OUTDOOR LIVING: Deck, outdoor seating & dining, fenced-in yard INDOOR LIVING: Smart TVs w/ cable, electric fireplace, dining table, breakfast bar, desk, walk-in closets, walk-in shower, shower/tub combo, ceiling fans KITCHEN: Stainless steel appliances w/ dishwasher, cooking basics, dishware/flatware, drip & pod coffee makers, electric kettle, ice maker, microwave, toaster, knife set GENERAL: Free WiFi, central heating & air conditioning, complimentary toiletries, hair dryer, washer/dryer, hangers, iron/board, linens/towels, trash bags/paper towels ACCESSIBILITY: 2-story home, 4 steps to enter, half bath on 1st floor, interior stairs required to access all bedrooms on 2nd floor PARKING: Driveway (3 vehicles), no RV/trailer parking allowed -- THE LOCATION -- ATTRACTIONS: Louisville Mega Cavern (9 miles), Louisville Zoo (9 miles), Louisville Slugger Field (10 miles), Wormsloe Historic Plantation (11 miles), Muhammad Ali Center (11 miles), Downtown Louisville (11 miles), Churchill Downs (13 miles) OUTDOOR RECREATION: E.P. Tom Sawyer State Park (5 miles), Cherokee Park (9 miles), Beckley Creek Park (10 miles), Waterfront Park (10 miles), Falls of the Ohio State Park (12 miles) MUSEUMS: Louisville WaterWorks Museum (8 miles), Kentucky Science Center (11 miles), Louisville Slugger Museum & Factory (11 miles), Kentucky Derby Museum (13 miles), Speed Art Museum (13 miles) AIRPORTS: Louisville International Airport (10 miles) -- REST EASY WITH US -- Evolve 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. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: This 2-story home requires 4 steps to enter. While it features a half bath on the 1st floor, interior stairs are required to access all of the bedrooms located on the 2nd floor

Explore the ‘Gateway to the South’ in quiet comfort at this 2-bedroom, 2-bathroom home. This carefully curated Lyndon vacation rental is in the heart of the Louisville metro area, offering easy access to all of the city’s hotspots from the peace and calm of a fenced private lot. Get some work done in the office before heading downtown to tour the Louisville Slugger Museum & Factory, catch a symphony performance at the Kentucky Center for the Performing arts, or unwind on the large deck. -- THE PROPERTY -- Deck w/ Outdoor Heater | Office w/ Desk Workspace | Fireplace | 1,200 Sq Ft Bedroom 1: King Bed | Bedroom 2: Queen Bed INDOOR LIVING: Smart TVs, board games, books, dining table, breakfast bar, en-suite bathroom OUTDOOR LIVING: Private yard, dining area, charcoal grill KITCHEN: Cooking basics, spices, dishware/flatware, dishwasher, refrigerator, stove, microwave, coffee maker, blender, toaster, toaster oven, ice maker, water filter GENERAL: Free WiFi, keyless entry, central heating & air conditioning, ceiling fans, complimentary toiletries, linens/towels, washer/dryer, laundry detergent, iron/board, hangers, hair dryers, trash bags/paper towels FAQ: Stairs required for access, single-story home, 1 external security camera (facing entry) PARKING: Garage (1 vehicle), driveway (3 vehicles) -- THE LOCATION -- DOWNTOWN LOUISVILLE (10-11 miles): Louisville Slugger Field, Kentucky International Convention Center, Muhammad Ali Center, Frazier History Museum, Louisville Slugger Museum & Factory EVENT VENUES: The Kentucky Center for the Performing Arts (11 miles), Louisville Palace Theatre (12 miles), Louisville Memorial Auditorium (12 miles), The Mercury Ballroom (12 miles), Iroquois Amphitheater (14 miles) LOCAL FUN: Mall St. Matthews (2 miles), Malibu Jack's Louisville (4 miles), Louisville Mega Cavern (9 miles), Louisville Zoo (9 miles), Cardinal Stadium (12 miles), Churchill Downs (13 miles) AIRPORT: Louisville International Airport (10 miles) -- REST EASY WITH US -- Evolve 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. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: The property requires stairs to access - NOTE: Your safety matters. This property features 1 exterior security camera located on the side of the house, facing out toward the main entry. It does not look into any interior spaces. The camera records video and sound when activated by motion

2,502 Sq Ft | WFH Friendly | Sun Porch Discover the best of the Bluegrass State from this 4-bedroom, 2-bath vacation rental situated just 6 miles from downtown Louisville. This thoughtfully updated bungalow offers an open living room filled with sunlight, vintage touches throughout the home, a beautiful yard, and a sun porch. With countless nearby attractions, including Louisville Mega Cavern, the Kentucky Bourbon Trail, and the Louisville Slugger Museum, you'll never run out of things to do! -- THE PROPERTY -- LIC-STL-26-00789 SLEEPING ARRANGEMENTS - Bedroom 1: 1 queen bed - Bedroom 2: 1 queen bed - Bedroom 3: 1 full bed - Bedroom 4: 1 queen bed - Additional Sleeping: 1 portable crib OUTDOOR LIVING - Private yard - Garden, koi pond INDOOR LIVING - Flat-screen TVs, wood-burning fireplace - Laptop-friendly workspace, 6-person dining table, high chair - 1930s features w/ modern decor, books, board games KITCHEN - Gas stove, oven, dishwasher, toaster - Drip coffee maker, spices, dishes & flatware GENERAL - Free WiFi, central heating & A/C, complimentary toiletries - Washer & dryer, towels, linens, hair dryer FAQ - 2 external security cameras (facing out) - No parties, events, or gatherings - Strict maximum occupancy, no large groups ACCESSIBILITY - 2-story home, stairs required to enter - 2 Bedrooms & 1 bathroom on 1st floor PARKING -Driveway (3 vehicles) -- THE LOCATION -- - Walk to restaurants - Less than a mile to Sullivan University - 2 miles to Louisville Zoo & Bellarmine University - 6 miles to downtown Louisville & Thunder Over Louisville: Bourbon Trail, shops, restaurants, sightseeing - 6 miles to Louisville Int'l Airport, 68 miles to Lexington Blue Grass Airport -- REST EASY WITH US -- Evolve 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. -- POLICIES -- - No smoking - No pets allowed - This home has a STR permit, and in accordance with that permit, as well as out of respect for the neighbors, events, parties, and large gatherings are not allowed (including holiday gatherings) - No events, parties, or large gatherings (including holiday gatherings) - While the property is spacious, the STR permit from the city does not allow for any type of gathering, party, event, or large groups. Please adhere to the 6-guest max occupancy at all times - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - This 2-story home requires stairs to enter and interior stairs are necessary to access the 2nd-floor bedrooms - Your safety matters. There is a Ring doorbell security camera located next to the back door and a camera located next to the front door. The cameras are outward facing and do not look into interior spaces. The cameras actively record video when motion is detected by the device or when the video doorbell button is pressed - This property may not be suitable for young children as there is a pond in the back and the home is on a busy street Licence number: LIC-STL_23-01094;LIC-STL-24-00871;LIC-STL-25-00871;LIC-STL-26-00789

Free WiFi (150 Mbps) | 5 Mi to Churchill Downs | Walk to Restaurants Take a well-deserved break and explore the Bourbon City from this Louisville vacation rental. Located within walking distance to restaurants and just a short drive away from many top attractions, this cozy apartment will make a great place to relax between adventures. Check out Kentucky Kingdom & Hurricane Bay, take a distillery tour, or hit the links at the nearby Seneca Golf Course. Your Derby Week getaway is calling! -- THE PROPERTY -- Bedroom 1: Queen Bed | Bedroom 2: Twin/Queen Bunk Bed INDOOR LIVING: Flat-screen TVs, open-concept layout, modern decor, ceiling fans KITCHEN: Electric stove, Keurig coffee maker, toaster, microwave, spices, cooking & dining basics GENERAL: Central heating & A/C, linens/towels, complimentary toiletries, hair dryer, iron/board FAQ: Not childproofed SUITABILITY: Stairs required for access, safety gate at interior stairs PARKING: Parking lot (3 vehicles) -- THE LOCATION -- EXPLORE LOUISVILLE: Sullivan University (1.0 miles), Bellarmine University (2.7 miles), Louisville Zoo (3.4 miles), Louisville Mega Cavern (3.5 miles), Kentucky Kingdom & Hurricane Bay (6.1 miles), Churchill Downs (7.2 miles), Downtown Louisville (9.2 miles), KFC Yum! Center (9.2 miles), Belle of Louisville (9.8 miles), Louisville Slugger Museum & Factory (10.1 miles), Kentucky Science Center (10.2 miles), Yew Dell Botanical Gardens (20.5 miles) DISTILLERIES: Angel's Envy (6.5 miles), Kentucky Bourbon Tours (7.8 miles), Old Forester (9.4 miles), Evan Williams (9.9 miles), Jim Beam (24.9 miles), Maker's Mark (51.8 miles) GOLF COURSES: Seneca Golf Course (2.7 miles), Cherokee Golf Course (4.2 miles), Crescent Hill Golf Course (6.4 miles) AIRPORTS: Louisville International Airport (5.0 miles), Lexington Blue Grass Airport - LEX (67.9 miles) -- REST EASY WITH US -- Evolve 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. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: The property requires stairs to access - NOTE: This property is not childproofed and may not be suitable for young children Licence number: LIC-STL-22-00011

Nestled in the heart of the bustling Highlands neighborhood, this house is the perfect destination for an authentic Louisville experience — especially if you're in town for 'The Most Exciting 2 Minutes in Sports!' The vacation rental features historic touches blended with gorgeous modern updates, making it the perfect place for those seeking high-end amenities and charm. Look forward to walking to nearby eateries and top spots like Louisville Slugger Field and Waterfront Park while you're here! -- THE PROPERTY -- STL-22-00201 | Remote-Work Friendly | Walkable Location | Pet Friendly w/ Fee This Louisville charmer is the perfect place for Kentucky Derby-goers, distillery-hoppers, and city tourists looking to be in the heart of one of the area's most hopping neighborhoods! Bedroom 1: King Bed | Bedroom 2 (Office): Queen Sleeper Sofa | Bedroom 3: King Bed | Additional Sleeping: Pack 'n Play OUTDOOR LIVING: Front porch w/ bench swing, private hot tub, backyard, patio, gas grill INDOOR LIVING: Smart TVs w/ cable, DVD player, updated interior, ceiling fans, dining table, historic touches, desk workspace w/ monitor, board games KITCHEN: Fully equipped, granite countertops, bar seating, microwave, drip coffee maker, knife set, blender, spices, toaster, cooking basics, dishware & flatware, high chair GENERAL: Free WiFi, central air conditioning, washer & dryer, linens & towels, complimentary toiletries, hair dryer, car seat, umbrella stroller FAQ: Stairs required to access, 3-story home, 3 exterior security cameras (facing out), pet fee (paid pre-trip) PARKING: Free street parking (first-come, first-served) -- THE LOCATION -- EXPERIENCE LOUISVILLE: Louisville Slugger Field (2.0 miles), Louisville Zoo (3.2 miles), Kentucky Science Center (3.3 miles), The Speed Art Museum (3.3 miles), Louisville Slugger Museum + Factory (3.4 miles), Louisville Mega Cavern (4.0 miles), Kentucky Kingdom + Hurricane Bay (4.4 miles), Muhammad Ali Center (4.6 miles), Kentucky Derby Museum (4.8 miles) EQUESTRIAN: Kentucky Derby - Churchill Downs (4.8 miles), Toyota Blue Grass Stakes - Keeneland Race Track (72.6 miles), Land Rover Kentucky Three Day Event - Kentucky Horse Park (75.3 miles) BREWERIES: Hi-Wire Brewing (0.5 miles), Gravely Brewing Co (0.8 miles), Mile Wide Beer Co. (1.0 miles), Akasha Brewing Company (1.4 miles), TEN20 Craft Brewery (1.5 miles), Falls City Beer (1.6 miles), Against the Grain Brewery (1.9 miles) DISTILLERIES: Copper + Kings (1.7 miles), Angel's Envy Distillery (1.9 miles), Old Forester Distilling Co. (2.4 miles), Stitzel-Weller Distillery (6.4 miles), Jim B. Beam Distilling Co. (26.8 miles), Buffalo Trace Distillery (52.6 miles), Wild Turkey Distillery (53.6 miles), Four Roses Distillery (56.1 miles), Woodford Reserve Distillery (60.3 miles), James E. Pepper Distillery (77.6 miles) AIRPORT: Louisville International Airport (5.9 miles) -- REST EASY WITH US -- Evolve 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. -- POLICIES -- - No smoking - Pet friendly w/ $50 fee (+ fees & taxes) - No events, parties, or large gatherings - Must be at least 25 years old to book - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: The property requires stairs and may be difficult for guests with limited mobility - NOTE: Your safety matters. This property features 3 exterior security cameras located at the front door, back door, and side yard. The cameras are outward facing and do not look into interior spaces. The cameras record video while guests are in residence

Louisville Charmer is a charming 4-bedroom retreat minutes from Churchill Downs, the Bourbon Trail, and downtown. Just 2.9 miles from the airport and a short walk to Derby City Gaming, the home is perfect for families, groups, and dog-friendly stays. Enjoy a fenced backyard and covered deck with a Blackstone grill and cozy outdoor fire lounge. Inside you’ll find spacious living areas plus thoughtful touches like a bidet and towel warmer—an easy and comfortable Louisville home base. Louisville Charmer | Backyard Retreat Near Churchill Downs Welcome to Louisville Charmer, a comfortable and inviting home designed for relaxing group stays and easy access to the best of the city. Conveniently located just 2.9 miles from Louisville International Airport and within walking distance of Derby City Racing, this home makes arrivals easy and entertainment close by. Whether you’re visiting for the Kentucky Derby, Bourbon Trail tastings, festivals, or a weekend exploring Louisville, this home offers the perfect place to recharge after a day of adventure. With four bedrooms and space for up to 8 guests, Louisville Charmer is ideal for families, friends, and small groups looking for a welcoming place to stay. What Guests Love The backyard retreat is one of the best features of the home. Guests especially enjoy: • Fully fenced backyard — perfect for pets • Large covered deck for relaxing outdoors • Blackstone grill for memorable cookouts • Cozy outdoor fire lounge for evening conversations • Spacious indoor living areas for gathering • Thoughtful touches like a bidet and towel warmer • Pet-friendly accommodations Whether you’re grilling dinner, enjoying drinks by the fire, or relaxing under the covered deck, the home offers the perfect setting to unwind. Comfortable Living Spaces Inside you’ll find welcoming living areas designed for comfort and connection. The home offers plenty of space for relaxing, watching movies, sharing meals, or simply enjoying time together after a day exploring Louisville. Thoughtful details like the bidet and towel warmer add an extra touch of comfort during your stay. Sleeping Arrangements Sleeps up to 8 guests • Bedroom 1 — King bed • Bedroom 2 — Queen bed • Bedroom 3 — Queen bed • Bedroom 4 — Queen bed Each bedroom features comfortable mattresses and cozy linens to ensure restful nights. Backyard Hangout Space Step outside and you’ll find the private backyard retreat that guests love most. Relax on the covered deck, cook dinner on the Blackstone grill, or gather around the cozy outdoor fire lounge for conversations under the Kentucky sky. The fully fenced yard makes this home especially great for guests traveling with pets. Location Louisville Charmer is conveniently located near many of the city’s top attractions. Nearby highlights include: • Derby City Gaming — walking distance • Churchill Downs — about 10 minutes • Louisville International Airport — 2.9 miles • Highland Festival Grounds — about 10 minutes • Downtown Louisville — about 15 minutes • Louisville Slugger Museum & Factory • Bourbon Trail experiences and distilleries • Great local dining and bourbon bars Local favorites nearby include Craft House Pizza, Ruth’s Chris Steak House, and the iconic Dairy Kastle for classic soft-serve treats. Perfect for Louisville Adventures Whether you’re visiting for the Kentucky Derby, Bourbon & Beyond, Louder Than Life, bourbon tastings, or a weekend getaway, Louisville Charmer offers the perfect mix of comfort, location, and outdoor space to relax. We’d love to host your stay in Louisville.

Looking to enjoy a long stay or weekend getaway filled with Louisville luxury? Book a trip to this 2-bedroom, 1-bathroom vacation rental apartment. Located a short walk from shops and restaurants and brimming with 5-star amenities, this loft-style apartment truly has it all. You'll look forward to bookending your days sipping coffee in front of the Smart TV and enjoying dinner on the furnished deck. Your four-legged friend can even come along and enjoy the freedom of a fenced-in yard. -- THE PROPERTY -- Pet Friendly w/ Fee | Updated Interior | Shared Patio | Walk to Bardstown Road Restaurants | 5 Mi to Churchill Downs Whether you're planning to tour distilleries or watch horse races, this conveniently located hideaway offers the comfort and convenience you're sure to crave during your stay in Louisville. Bedroom 1: Queen Bed | Bedroom 2: Queen Bed | Living Room: Twin Sofa Sleeper INDOOR LIVING: Smart TV, central A/C & heat, memory foam mattresses, skylights, open-concept floor plan, elliptical stationary bike OUTDOOR LIVING: Deck w/ dining table, church steeple views, fenced-in yard, beautiful landscaping KITCHEN: Fully equipped, stainless steel appliances, dishwasher, drip coffee maker, French press, tea kettle, toaster, cooking basics provided GENERAL: Free WiFi (400 Mbps), complimentary toiletries, linens/towels provided, keyless entry, GE Profile Ultrafast washer/dryer FAQs: Stairs required to access, 1 exterior security camera (facing out, inactive), pet fee (paid pre-trip) PARKING: Garage (1 vehicle), street parking (first-come, first-served) -- THE LOCATION -- EXPLORE LOUISVILLE: Cherokee Park (steps away), Louisville Zoo (2.8 miles), Louisville Slugger Field (2.9 miles), Louisville Mega Cavern (3.5 miles), The Speed Art Museum (3.9 miles), Kentucky Kingdom + Hurricane Bay (4.2 miles), Muhammad Ali Center (5.0 miles), Kentucky Derby Museum (5.1 miles), Kentucky Science Center (5.3 miles), Louisville Slugger Museum + Factory (5.3 miles) RACE DAY: Kentucky Derby - Churchill Downs (5.1 miles), Toyota Blue Grass Stakes - Keeneland Race Track (67.9 miles), Land Rover Kentucky Three Day Event - Kentucky Horse Park (71.6 miles) DISTILLERIES: Angel's Envy Distillery (2.8 miles), Copper + Kings American Brandy Company (2.9 miles), Old Forester Distilling Co. (3.3 miles), Stitzel-Weller Distillery (7.3 miles), Jim Beam American Stillhouse (26.5 miles), Buffalo Trace Distillery (52.7 miles), Wild Turkey Distillery (53.1 miles), Four Roses Distillery (55.7 miles), Woodford Reserve Distillery (56.9 miles), James E. Pepper Distillery (70.4 miles) AIRPORT: Louisville International Airport (6.1 miles) -- REST EASY WITH US -- Evolve 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. -- POLICIES -- - No smoking - Pet friendly w/ $50 fee (+ fees & taxes, dogs only, max 2) - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: The property requires stairs to access - NOTE: Your safety matters. This property features an exterior security camera located on the gate entrance facing out. The camera is outward facing and does not look into interior spaces. The camera does not actively record video or sound while guests are in residence - NOTE: Due to the presence of a cat on-site, dogs must be on leash at all times when outside

Welcome to The Rebel Retreat in Louisville’s Highlands | Cherokee Triangle neighborhood. Our home is designed for comfort, entertaining, gathering, & relaxation. This 6-bedroom hideout sleeps 12 & is STEPS from the city’s hottest nightlife, dining, & non-stop energy of Bardstown Road. Whether you’re here for horse racing, bourbon tastings, music festivals, sports, convention, reunion, or a weekend escape, you’ll love the thoughtful touches & modern amenities to make this the perfect base!

Off to the races at Churchill Downs? Book a stay at this unique vacation rental as your home base for exploring the best of Louisville! Situated in the heart of downtown, this condo sits less than a mile from Louisville Slugger Field, the Kentucky Science Center, and local distilleries like Angel’s Envy Distillery. You will feel right at home enjoying the condo's 2 bedrooms, 2.5 bathrooms, fully equipped kitchen, and a living room complete with exposed brick walls and large windows! -- THE PROPERTY -- LIC-STL-24-00834 | 1,840 Sq Ft | Free WiFi | Walkable Downtown Location Boasting unique interior touches and a location in the heart of downtown, ‘Kentucky Bourbon Loft’ makes for a perfect getaway near local attractions, distilleries, and the home of the Kentucky Derby! Bedroom 1: Queen Bed, Sleeper Sofa, Twin-Sized Futon Chair | Bedroom 2 w/ Loft: 3 Queen Beds | Living Room: Sleeper Sofa INDOOR LIVING: Flat-screen Smart TV, exposed brick walls, hardwood floors KITCHEN: Fully equipped, dishwasher, stainless steel appliances, kitchen island w/bar seating GENERAL: Air conditioning, complimentary toiletries, linens/towels, suitable for children, steam shower ACCESSIBILTY: Stairs required to access, multi-level home PARKING: Metered street parking, paved surface lot ADDT’L ACCOMMODATIONS: An additional 2-bedroom property for 8 guests is available nearby with a separate nightly rate. If you would like to reserve both rentals, please inquire for more information prior to booking -- THE LOCATION -- THINGS TO DO: Louisville Slugger Field (0.2 miles), Kentucky Science Center (0.9 miles), Louisville Slugger Museum + Factory (1.0 miles), Muhammad Ali Center (1.0 miles), The Speed Art Museum (4.0 miles), Kentucky Kingdom + Hurricane Bay (4.8 miles), Kentucky Derby Museum (5.1 miles), Louisville Zoo (5.1 miles), Louisville Mega Cavern (7.7 miles) EVENTS: Kentucky Derby - Churchill Downs (5.4 miles), Toyota Blue Grass Stakes - Keeneland Race Course (70.4 miles), Land Rover Kentucky Three Day Event - Kentucky Horse Park (73.7 miles) DISTILLERIES: Angel’s Envy Distillery (0.3 miles), Old Forester Distilling Co. (0.4 miles), Copper + Kings American Brandy Company (1.1 miles), Stitzel-Weller Distillery (11.8 miles), Jim Beam American Stillhouse (26.9 miles), Buffalo Trace Distillery (54.5 miles), Wild Turkey Distillery (55.9 miles), Four Roses Distillery (58.6 miles), Woodford Reserve Distillery (59.6 miles), James E. Pepper Distillery (73.1 miles) AIRPORT: Louisville International Airport (7.1 miles) -- REST EASY WITH US -- Evolve 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. -- POLICIES -- - No smoking - No pets allowed - No events, parties or large gatherings - Additional fees and taxes may apply - Photo ID may be required at check-in - NOTE: This multi-level property requires a flight of stairs to access the front door. Additional stairs are required to access all bedrooms Licence number: LIC-STL-20-00272;LIC-STL-23-01015;LIC-STL-24-00834

2 Mi to University of Louisville | Walk to Breweries & Restaurants | Great Outdoor Space Venture to the land of bourbon and bluegrass and stay at this charming Louisville vacation rental! This home is conveniently located in a great neighborhood, providing proximity to all the city's top attractions. Explore Louisville Mega Cavern, sip a mint julep at Churchill Downs, or tour the Louisville Slugger Museum! Afterward, unwind in the cozy living room or enjoy fresh air on the patio. -- THE PROPERTY -- LIC-STL-24-0061 SLEEPING ARRANGEMENTS - Bedroom 1: 1 queen bed - Bedroom 2: 2 queen beds - Bedroom 3: 2 full beds - Family Room: 1 full futon INDOOR LIVING - Smart TVs - Desk workspace - Modern decor & furnishings - Dining table, dishware & flatware OUTDOOR LIVING - Patio, outdoor dining - Private, fenced yard KITCHEN - Gas stove, oven, dishwasher, microwave - Drip coffee maker (coffee provided), toaster oven - Cooking basics, trash bags/paper towels GENERAL - Central heating & A/C, ceiling fans - Iron/board - Linens/towels, hair dryer - Free WiFi - Keyless entry FAQ - 2 exterior security cameras (facing out) ACCESSIBILITY - 3 steps required, 2-story home - 1st-floor bedroom & bathroom PARKING - Driveway (2 vehicles) - Street parking (first-come, first-served) -- THE LOCATION -- - Within walking distance of breweries, bars, restaurants & parks - 2 miles to the University of Louisville - 3 miles to downtown Louisville, Louisville Zoo, Louisville Mega Cavern, Kentucky Derby Museum, Bourbon Trail Tours - 3 miles to Churchill Downs - Kentucky Derby - 4 miles to Waterfront Park & Waterfront Botanical Gardens - 5 miles to Louisville International Airport -- REST EASY WITH US -- Evolve 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. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - This 2-story property requires 3 steps to access, with a bedroom and bathroom on the 1st floor - Your safety matters. This property features 2 exterior security cameras. Camera 1 is by the front door, facing the front entryway, and camera 2 is on the side of the house, facing the side entryway. The cameras are outward facing and do not look into any interior spaces. The cameras record audio and video when activated by motion Licence number: LIC-STL-24-0061

Bring the whole family to this laptop-friendly Clarksville vacation rental for a trip you won’t forget! This 3-bedroom, 2-bath home features a robust outdoor living space with a gas grill, fire pit, dining area, and yard games. Rent a boat to catch a catfish in the nearby Ohio River, drive to Louisville for a day of fun-filled activities like visiting the Slugger Museum & Factory or the Kentucky Internation Convention center, and attend an exciting horse race at Churchill Downs! -- THE PROPERTY -- Free WiFi | Fire Pit (Wood Provided) | Washer + Dryer Bedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3: Twin/Full Bunk Bed | Living Room: Queen Sleeper Sofa | Additional Sleeping: Pack ‘n Play OUTDOOR LIVING: Gas grill (propane smoker provided), smoker (bring your own wood chips), private yard, patio, outdoor dining area, cornhole INDOOR LIVING: 3 Smart TVs w/ cable, en-suite bathroom, laptop friendly, Google Home, Sonos portable speaker, board games, bathtub/shower, dining table, high chair KITCHEN: Refrigerator, microwave, stove/oven, drip coffee maker, Keurig, ice maker, toaster, blender, Crockpot, cooking basics, spices, dishware/flatware GENERAL: Central A/C + heating, ceiling fans, linens/towels, complimentary toiletries, hair dryer, hangers, iron/board, laundry detergent, trash bags/paper towels FAQ: 1-3 steps required for access, pet fee (paid pre-trip), 2 external security cameras (facing outward) PARKING: Driveway (3 vehicles), free street parking (first-come, first-served) -- THE LOCATION -- DOWNTOWN LOUISVILLE (4 miles): Louisville Slugger Museum & Factory, Kentucky International Convention Center, KFC Yum! Center, Louisville Slugger Field, Kentucky Science Center IN THE AREA: George Rogers Clark Homesite (0.6 miles), Indiana University Southeast (6 miles), Kentucky Kingdom & Hurricane Bay (8 miles), Churchill Downs (9 miles), Louisville Zoo (11 miles), Iroquois Amphitheater (14 miles) GET OUTSIDE: Lewis and Clark Bicentennial Park (0.5 miles), George Rogers Clark Boat Ramp - Ohio River (0.6 miles), Falls of the Ohio State Park (2 miles), Elk Run Golf Club (4 miles), Perrin Family Park (5 miles) AIRPORT: Louisville International Airport (9 miles) -- REST EASY WITH US -- Evolve 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. -- POLICIES -- - No smoking - Pet friendly w/ $50 fee (+ fees & taxes, max 2 pets) - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - The property requires 3 stairs to access the front door, and 1 step required to access the side door - Your safety matters. This property features 2 exterior security cameras: 1 camera is located on the front door facing the front entry, and 1 camera is on the back door overlooking the garage and the side of the house. The cameras do not look into interior spaces. The cameras actively record video and sound when the devices detect motion

Stay at The Harmony House, Jeffersonville’s premier group retreat across from downtown Louisville! Choose the whole home (8BR/6BA, sleeps 22) or two private units (4BR/3BA, sleeps 11). Steps from dining & nightlife, minutes to Churchill Downs & Expo Center. Perfect for Derby, Bourbon & Beyond, Louder than Life, reunions, or family escapes. Welcome to The Harmony House, a newly renovated luxury retreat located in the heart of Jeffersonville, Indiana, just across the Ohio River from downtown Louisville, Kentucky. This spacious 4,500 square foot home features 8 bedrooms, 6 bathrooms, and sleeps 22 guests. Rent the whole house or enjoy the flexibility of two private side-by-side townhome style units (4BR/3BA, each sleeps 11) connected by centrally located adjoining doors on 1st and 2nd floors. Perfect for reunions, celebrations, bourbon tastings, music festivals, sports events, or weekend escapes designed for comfort, fun, and unforgettable stays! Our goal from the beginning is a 5 star ★★★★★ review. We hope it shows! Sleeping Arrangements Unit 1 – Sleeps 11 ● Bedroom 1: (1) King ● Bedroom 2: (1) King ● Bedroom 3: (2) Queens ● Bedroom 4: Bunk Bed with (1) Queen, (1) Twin XL Unit 2 – Sleeps 11 ● Bedroom 1: (1) King ● Bedroom 2: (1) King ● Bedroom 3: (2) Queens ● Bedroom 4: Bunk Bed with (1) Queen, (1) Twin XL Whole House – Sleeps 22 ● 8 spacious bedrooms ●6 full bathrooms ● (6) Queens, (4) Kings, (2) Twin XLs Centrally located, check out the drive times to popular destinations! Drivetimes: ● 1 min – Jeffersonville’s Dining, Nightlife, Shopping ● 5 min – Louisville Downtown ● 8 min – KFC Yum Center ● 10 min – Convention Center ● 10 min – Louisville Slugger Museum ● 12 min – Fair Expo Center ● 15 min – Churchill Downs ● 15 min – Airport (SDF) What guests love: ● Private fenced backyard with hot tubs, fire pits, grills, and seating ● Fully stocked kitchens with stainless steel appliances ● Game rooms with pool table, ping pong, board games & more ● Memory foam beds, fluffy towels, bath robes, & toiletries ● High speed wifi & smart TVs with Roku & Hulu ● In-room desks & chairs for work-friendly setups ● Bathroom heaters and jetted showers ● Smart digital locks for easy, keyless check in ● Free on-site parking for 9 vehicles + street parking ● Free washer & dryer Perfect For: ● Family reunions & celebrations ● Sports teams & tournament stays ● Bourbon trail, tastings, & distillery tours ● Music festivals (Bourbon & Beyond, Louder than Life) ● Kentucky Derby & Churchill Downs events ● Corporate retreats or group getaways Safety & Security: ●We value your security, safety, and privacy as our top priority. We use outdoor security cameras to monitor the parking lot, sidewalk, and front porch (not the backyard or anywhere else where privacy is expected). ● Smoke, carbon monoxide, and security alarms for your safety. ● We employ noise monitors (decibels only, no audio recording or conversations). ● First Aid Kit & Fire Extinguishers on site. ●Smart locks & unique codes for each stay. Parking & Facilities: ● On-site parking for 9 vehicles ● Free street parking available ● Private fenced backyard ● Hot tubs, fire pits, & grills Interaction: We respect your privacy but are available by phone or message anytime during your stay for questions, recommendations, or assistance.

Step back in time at The Kentucky Keepsake Manor, our four bedroom professionally designed home, where modern amenities meet the charm of old architectural brick. Nestled in Old Louisville, renowned for its stunning collection of Victorian homes, this manor also offers a prime location along the urban bourbon trail and puts you within reach of all of downtown Louisville’s vibrant attractions. Book now for the Kentucky Derby and experience a one of a kind retreat while creating lasting memories! What you can expect: Step into our brand-new kitchen, the heart of the home, showcasing a stylish marble island, a wine chiller for your favorite vintages, and a Keurig coffee maker for your morning brew. The adjacent modern dining room comfortably seats six, with extra spots available at the kitchen bar. Unwind in our expansive and chic living room, complete with a Smart TV for streaming your must-watch shows. After a day exploring Louisville, kick back and relax, or get a little friendly competition going with a game or two of shuffleboard. We offer four bedroom, each outfitted with brand new beds and luxury linens. Retreat to the primary suite, where a king-size bed and Smart TV await. The ensuite bathroom is your personal oasis, featuring a luxurious soaking tub. The second bedroom offers another comfortable king-size bed, ensuring a restful night’s sleep. Perfect for children, the third bedroom is equipped with two twin beds and convenient pull-out trundles. Finally, the fourth bedroom provides a serene escape with its king-size bed. The outdoor space is spacious and features a gas propane BBQ for those perfect summer cookouts. Top Attractions: Trolley de ’Ville: 1.5 miles, approximately 9 minutes by car. Louisville Slugger Museum & Factory: 1.8 miles, Kentucky Science Center: 3.6 miles, approximately 7 minutes by car. Max Occupancy: 8 No pets allowed Parking Instructions: 6-car concrete pad in the rear of the property; unlimited space in front of the home. Up to (4) cars allowed. The fireplace is decorative and does not work. The home is close to the KFC YUM center, Churchill downs, Cardinal stadium-and it sits on the Urban Bourbon Trail.

Prime Location | Private Balcony | Walk to Fourth Street Live! | Step-Free Entry Seeking a city escape near popular attractions? Look no further than this Louisville vacation rental! Whether you're here to cheer on your favorite horse in the Kentucky Derby or tour the Louisville Slugger Museum, you'll find that this condo offers the perfect home base for exploring the area. Afterward, enjoy a glass of local bourbon to unwind and plan tomorrow's adventures. Book your Derby Week getaway today! -- THE PROPERTY -- LIC-STL-26-00314 SLEEPING ARRANGEMENTS - Bedroom: 1 queen bed MAIN FEATURES - Flat-screen TV, books - Dining table, breakfast bar - Private balcony w/ seating KITCHEN - Refrigerator, microwave, dishwasher, stove/oven - Keurig coffee maker (coffee provided), toaster - Cooking basics, dishware/flatware GENERAL - Free WiFi - Central heating & A/C, ceiling fans - Linens & towels, trash bags & paper towels - Complimentary toiletries, hair dryer, hangers, iron/board - Tempur-Pedic mattress FAQ - Quiet hours (11:00 PM to 8:00 AM) - Balcony w/ large open window ACCESSIBILITY - Single-story condo on 3rd floor, step-free entry via elevator PARKING - Garage (1 vehicle; 6'1" max height) -- THE LOCATION -- - Less than 1 mile to Louisville Palace Theatre & Kentucky Science Center - 1 mile to Louisville Slugger Museum & Factory - 2 miles to Waterfront Park - 4-6 miles to Cherokee Golf Course, Shawnee Golf Course & Crescent Hill Golf Course - 4-5 miles to Churchill Downs & Kentucky Derby Museum - 6 miles to Louisville International Airport -- REST EASY WITH US -- Evolve 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. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - Please observe quiet hours from 11:00 PM to 8:00 AM ADDITIONAL INFORMATION - This single-story condo is located on the 3rd floor; it features step-free entry via the community elevator - The property may not be suitable for young children due to the balcony with the large open window; all children must be attended by an adult when on the balcony Licence number: LIC-STL-25-00216;LIC-STL-26-00314

9 Mi to Dtwn Louisville | Deck w/ Scenic Surroundings This Jeffersonville vacation rental is the ideal spot for groups seeking the best of both worlds: a low-key escape that's still close to all the action. Spend afternoons exploring state parks and the Ohio River, or head to the city for live music, museums, distilleries, and nightlife. Meanwhile, the house has everything your crew needs to reset, including a kitchen and 2 living spaces. Book now and make Louisville your weekend playground! -- THE PROPERTY -- MAIN FEATURES - Smart TVs, electric fireplace - Dining nook - Washer & dryer - Deck KITCHEN - Dishwasher, refrigerator, stove/oven, microwave - Keurig - Cooking basics, dishware & flatware ACCESSIBILITY - 2-story home, exterior stairs to enter main level w/ kitchen - 3 bedrooms on ground floor PARKING - Garage (2 vehicles) - Driveway (4 vehicles) -- THE LOCATION -- - Set in a small residential community with quick access to the interstate - 4 miles to Duffy's Landing: Ohio River boating access - 9 miles to downtown Louisville - 10 miles to Charlestown State Park -- REST EASY WITH US -- Evolve 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. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in SECURITY CAMERA INFORMATION - 2 exterior devices - Location: front door & over the garage - Coverage: driveway & entrance