Holiday rentals in Graymoor-Devondale

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Top-rated holiday rentals in Graymoor-Devondale

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Home in Louisville
4.97 out of 5 average rating, 36 reviews

Newly Renovated 5BR • 2 Living Rooms • Sleeps 10

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.

Top guest favourite
A colorful living area is furnished with a patterned sectional sofa and a round glass coffee table. Natural light enters through multiple windows, illuminating the artful wall decor. A kitchenette area with modern appliances is visible in the background, enhancing the space's functionality.
Guest suite in Louisville
4.95 out of 5 average rating, 330 reviews

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.

Top guest favourite
A spacious, walk-in shower is enclosed in glass, showcasing stylish Carrara marble walls and a built-in bench. Multiple shower fixtures, including an overhead showerhead, are visible. A plush gray towel is hung neatly on a glass panel, enhancing the modern and elegant design.
Apartment in St Matthews
4.96 out of 5 average rating, 298 reviews

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.

Top guest favourite
The living area is styled with wooden beams and a stone accent wall featuring a mounted TV. A cozy couch is paired with a draped blanket, while a dining table is positioned nearby, illuminated by natural light from large windows.
Home in Louisville
5.0 out of 5 average rating, 55 reviews

The Cottage @ Mellwood

BRAND NEW CONSTRUCTION! This cozy cliff side cottage offers serenity in the city with amazing outdoor spaces and beautiful view of the downtown skyline. It is centrally located, minutes away from downtown Louisville & NULU. This property is especially unique as it is steps away from Mellwood Arts Center; home to events, art studios, shops, cafes, and brewery. This location is ideal for any wedding party, bourbon tours, festivals, fireworks show or any other reason to visit the Derby city!

Top guest favourite
A spacious living area features a comfortable gray sofa adorned with decorative cushions, positioned next to large windows offering expansive water views. A glass coffee table rests on tiled flooring, surrounded by light-colored decor accents. Natural light fills the space, enhancing the serene atmosphere.
Home in Louisville
4.96 out of 5 average rating, 180 reviews

The River's Edge Oasis, close to downtown

Welcome to your oasis on the water! Relax and unwind at the River's Edge. This home is about as close as you can get to paradise in Louisville Ky (also known as River City)! Perfect getaway for a romantic weekend or the best place to relax after a long day of work! Voted #1 Vacation rental in KY by Dreamy Stays!! This unique home is designer decorated and updated with all the amenities! An 8 minute drive to downtown Louisville, the oasis offers the best of both worlds. Book today!

Guest favourite
Home in Prospect
4.8 out of 5 average rating, 5 reviews

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.

Guest favourite
A cozy living room is presented with a dark sofa facing a white-brick fireplace. Above the fireplace, a flat-screen television is mounted. Two armchairs flank the fireplace, while a small ottoman completes the seating arrangement. Light-colored drapes frame the windows, and artwork decorates the walls.
Home in Louisville
4.88 out of 5 average rating, 242 reviews

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.

Guest favourite
Home in Jeffersonville
5.0 out of 5 average rating, 21 reviews

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.

Guest favourite
Home in Louisville
4.79 out of 5 average rating, 61 reviews

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!

Guest favourite
Home in Louisville
4.96 out of 5 average rating, 27 reviews

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

Top guest favourite
A modern kitchen features white cabinetry and a spacious island with seating for five. The countertops are finished in light stone, complemented by a neutral backsplash. Large windows provide natural light, and stainless steel appliances are neatly integrated into the design.
Flat in Prospect
5.0 out of 5 average rating, 32 reviews

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!

Top guest favourite
A comfortable living area is furnished with a light grey sofa and a matching armchair. A round wooden coffee table is positioned in the center, adorned with a decorative tray. Natural light enters through two large windows, framed by soft curtains.
Flat in St Matthews
4.97 out of 5 average rating, 153 reviews

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.

Popular amenities for Graymoor-Devondale holiday rentals