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.

Value · Family · Decor

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.

Family · Value · Pets

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 · Location · Checkout

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.

Location · Family · Amenities

NEW Family Resort Home with Heated Pool & Games

Ultimate group getaway for up to 20 guests near Kentucky Convention & Expo Centers. This expansive home offers a private oasis with a heated saltwater pool, hot tub, huge game room, and fully-fenced backyard on 2/3 Acre. Perfect for large families or retreats, featuring a dedicated kids' play area, fully stocked kitchen, and high-end memory foam mattresses for a comfortable stay. Enjoy resort-like amenities and ample entertainment just minutes from major attractions.

Location · Family · Parks

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 · Access

Historic Gaffney House | Luxury Riverfront Estate

A carefully restored historic riverfront estate in Louisville, delivering breathtaking Ohio River views paired with timeless elegance. Ranking among Louisville's most peaceful and scenic stays, this home was designed by renowned architect James Gaffney. Enjoy direct waterfront access, sweeping balcony and terrace views, four king bedrooms, 4.5 baths, and a graceful pairing of historic charm with modern luxury, ideal for families, groups, and special celebrations.

Value · Indoor spaces · Hospitality

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.

Value · Location · Getting around

...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

Value · Location · Kitchen

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

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.

Family · Location · Quiet

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 · View