Holiday rentals in Graymoor-Devondale

Cozy cottage open for Bourbon and beyond

This secluded mid century cottage is just minutes to downtown and other amenities. Located in Clifton Heights, this three bedroom, bath and a half home is inviting and cozy. Located 6 miles from two large malls, 1 mile from the new walking bridge over the Ohio River, and one and a half miles to unique shopping, nightlife and restaurants. Also, the home is only a short distance to I 71 and I 64. This makes everything convenient and accessible from this private location. The home has vintage charm with renovations for convenience. Each Bedroom has a flatscreen TV as well as a 56 inch flatscreen in the living room. There is a private front yard with gardens, seating, and a grill. There are 6-7 spaces for off street parking. The eat-in kitchen seats six, with a double oven microwave, full-size fridge, gas stove and a dishwasher. There is service for 12 including Louisville Hadley Pottery.

Value · Family · Wifi

Hide away close to everything

Recently remodeled in law suite. We just upgraded the bed to a queen size. Very private, detached garage getaway. A cozy sitting area 60" CableTV with HBO SHOWTIME and STARZ. Wet bar with fridge, ice maker, coffee maker, microwave, hot plate, dishes and some cookware. Private bath has shower and a walk in closet. This private apt. is above the garage. Outside has fenced in yard for your furry friend, outdoor fire pit and sitting area. Close to the interstate and minutes from downtown.

Location · Family · Wifi

The Sweet Spot! - Live Like a Local

Live like a local in one of Louisville’s most sought-after neighborhoods, young professionals and families alike. Rich in history and surrounded by wall-to-wall dining, shopping, and entertainment, this vibrant area is known for its charm, energy, and premium appeal. Originally built as a single condo over two decades ago, the owner later acquired the neighboring unit and completely reimagined the entire second level. The result is a thoughtfully crafted space that truly feels like a retreat.

Family · Value · Quiet

Top 1%• Yard + Porch • 3BR • Peppermint Cottage

Step into Peppermint Cottage ( breakfast included) and find the perfect blend of convenience and charm! Just 20 minutes from SDF airport, Churchill Downs, and downtown Louisville, this trendy east end haven offers an irresistible walkable lifestyle. Stroll or bike to 18 mouth watering restaurants, 14 unique boutiques, 3 pools and YMCA. Enjoy lakeside fishing, Sunday farmers markets, summer concerts, parks and summer Friday food trucks with live music . Your Louisville adventure awaits !

Family · Location · Cleanliness

Iconic Lighthouse Estate on Scenic Ohio River!

Settle into this spacious 2,200-square-foot Prospect retreat along the Ohio River, accommodating up to 10 guests across a king suite, bunk room, and flexible loft. The home features 2.5 bathrooms, a full galley kitchen with dishwasher and Keurig, a bar family room, and a living room with a smart TV. A private in-home elevator connects the two levels — a rare touch that sets this retreat apart. Five dedicated parking spaces, whole-home Wi-Fi, and in-home laundry complete the package.

Location · River · Quiet

Private EAST END gem, minutes to everything!

Cozy, East End cottage just minutes from Top Golf, shopping malls, restaurants, entertainment, and other amenities. Easy access to the expressway. Home is well appointed with granite countertops, stainless appliances, hardwood floors, and more. A seasonal creek across from the house can be heard giving the impression of a cabin in the woods with privacy and seclusion, with the convenience of city living at your fingertips. There is also a beautiful park steps away from the house.

Value · Family · Comfort

That Amazing 70s House!

That 70s house has been getting new flooring, room after room! Newly painted, very well maintained. KY Derby meet 70s vibe. Northfield neighborhood is amazing. It is known for its quiet, family-friendly feel and its convenient location near the Watterson Expressway, shopping, and restaurants like Mojito Tapas and Kroger. The house is located on a cul de sac. Super safe for kids. There is ample parking space for any types of cars. Kids will love the basement!

Family · Location · Quiet

Louisville Getaway

Escape to a peaceful 3 bedroom, 2 bath home surrounded by woods, ponds, and a creek on one acre of land . Enjoy two spacious living rooms, a full kitchen, and a large backyard with patio perfect for relaxing or entertaining. Bike trails and quiet surroundings make it an ideal getaway for families, friends, or anyone seeking serenity. A 2 car garage adds extra convenience, and you’re just minutes from malls, shopping centers, and great restaurants

Family · Location · Condition

"The Brook" - Louisville

Enjoy a stay at this spacious, beautifully decorated ranch home in East Louisville. Blending organic modern decor and intentional functionality, you will feel relaxed and right at home. The home is nestled in a quiet neighborhood and yet only 1 mile from the interstate - conveniently located, a drive anywhere isn't far. Bring your crew to town to experience a day at the horse track, a bourbon tour, or a Kentucky family getaway!

Value · Location · Condition

Cozy Getaway at Norton Commons!

Welcome! This place can accommodate up to 8-10 (or more people). Our aim is to provide a space thats is relaxing and enjoyable. We have all the necessary equipments and utilities including a laundry room, a private garage, a fully equipped kitchen, and so much more! Please contact us for more information to better assist with your stay!

Family · Location · Walkability

cozy two bedroom apartment

Newly styled 2 bed/2bath apartment in St. Matthews. This second floor unit has lots of natural light, hardwood floors throughout, and is located in a quiet neighborhood within 10-15 minutes to Frankfort Avenue and downtown Louisville. This apartment is also a very close drive to many shops, local restaurants, and bars.

Location · Family · Access

Crescent Hill near downtown

If you're looking to stay near downtown with all the comforts of home this should be your next stop. Great location in historic Frankfort Ave area in Crescent Hill near downtown. Walking distance to great restaurants. fully equipped kitchen, outdoor space. off-street parking. 5 star experience.

Location · Value · Back garden