Holiday rentals in Graymoor-Devondale

LUX Waterside Retreat|Geo Dome+Outdoor Fire Table

✅Climate controlled GeoDome w/movie screen ✅Fire Table ✅Family+baby friendly👶 ✅Not in a Neighborhood Tucked away on two private acres along Harrods Creek, this beautifully remodeled historic home offers rare privacy, creekside charm, and easy access to Louisville's best attractions. No crowded neighborhoods - just open space, creek views, and boats drifting by. Perfect for bourbon tours, concerts, and Derby weekends, you can explore the area, then return to your own peaceful creekside retreat.

Family · Value · Sleep quality

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 · Value · Back garden

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.

Value · Family · Decor

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 · Checkout · River

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.

Family · Location · Cleanliness

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!

Location · Family · 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 · Quiet

Luxe Waterfront w/Cinema Hot Tub Sauna Pet Views

Experience sweeping Ohio River views at an upscale waterfront retreat just minutes from Downtown Louisville, the Urban Bourbon Trail, and 15 minutes from Churchill Downs. Designed for up to 12 guests, enjoy a private hot tub, sauna, theater, game room, expansive riverfront deck, and fire pit—an elevated blend of luxury, comfort, privacy, and resort-style amenities for Derby weekends, family escapes, and unforgettable Kentucky getaways.

Family · Location · View

"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 · Family · Indoor spaces

...Happy Trails House in Derby City

4 bedroom, 2 full baths, 1 half bath, ( bedrooms on 2nd floor, none on 1st floor ). Our home is on a dead end street steps away to a walking trail, fenced yard, 2 patios, charcoal grill. Only 15 to 20 min. drive to Downtown, Churchill Downs, Hospitals, Airport, close to major highways. Near restaurants, shopping centers, grocery, liquor store etc. pets welcome with $10 fee per pet per night. Washer/dryer and dishwasher

Family · Value · TV

Scandinavian Retreat: Cozy Stay near Louisville

Come stay in this cozy 3 bedroom, 1.5 bathroom townhouse, designed to make you feel at home while visiting Southern Indiana or Louisville, Kentucky. A few minutes to downtown night life, museums, Louisville, UofL, and close to bourbon trail this cozy home boasts memory foam beds, furniture, full kitchen & more. Fast WiFi (~300mbs) 50" smart HDTV Parking for 2 cars 13 minutes to the YUM! Center

Location · Value · Laundry

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!

Location · Family · Kitchen