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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Guest favourite

Home in Prospect

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.

FamilyValueCheckout

4.98 out of 5 average rating, 131 reviews

Top guest favourite

Home in Louisville

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.

ValueLocationBack garden

4.97 out of 5 average rating, 36 reviews

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

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.

ValueFamilyBathroom

4.95 out of 5 average rating, 331 reviews

Top guest favourite

An inviting open kitchen showcases modern appliances and a spacious countertop, perfect for meal preparation. A cozy living room features a plush sofa, complemented by natural light from nearby windows and tasteful decor that enhances the comfort of the space.

Home in Prospect

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 !

LocationFamilyCondition

5.0 out of 5 average rating, 131 reviews

Guest favourite

Home in Prospect

Iconic Lighthouse Estate on Scenic Ohio River!

Settle into this spacious 2,200-square-foot Prospect retreat along the Ohio River, accommodating up to 9 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.

LocationCheck-inKitchen

4.8 out of 5 average rating, 5 reviews

Guest favourite

Home in Jeffersonville

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.

FamilyLocationLayout

5.0 out of 5 average rating, 22 reviews

Guest favourite

Home in Louisville

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

FamilyLocationWalkability

4.93 out of 5 average rating, 28 reviews

Top guest favourite

The bedroom features a spacious king-sized bed, adorned with decorative pillows, and a stylish ceiling fan above. A wooden chest sits at the foot of the bed, complemented by a desk and chair in the corner. Natural light enters through window treatments, illuminating the room.

Guest house in Louisville

The City Cottage…quiet, peaceful, and convenient!

A quaint, cozy, and private space close to everything Louisville has to offer. Located on the Northeast side of Louisville, The City Cottage is near the highways for quick access to destinations in and around Louisville. This space is fresh, clean and created for guests in mind. Are you a couple traveling or a business person wanting more room and comfort than a typical hotel? The City Cottage is for you! (Three night minimum during Derby time.)

LocationFamilySleep quality

4.97 out of 5 average rating, 151 reviews

Guest favourite

Home in East Market District

Butchertown 1BR | Walk to NuLu | Free Parking

Stay in Louisville's Historic Butchertown, just steps from the restaurants, breweries, boutiques, and bourbon experiences of NuLu. This beautifully renovated first-floor 1-bedroom apartment combines historic character with modern comfort, featuring soaring 11-foot ceilings, exposed brick chimneys, a spacious open-concept living area, a fully equipped kitchen, dedicated workspace, Smart TVs, and free parking for a convenient city stay.

FamilyValueAccess

4.88 out of 5 average rating, 149 reviews

Guest favourite

The entrance features a black door with an oval window, framed by decorative brick. Two potted topiaries are placed alongside the door, while a wicker chair with a patterned cushion sits to one side. Warm outdoor lighting is provided by wall-mounted lanterns.

Home in Louisville

...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

LocationFamilyGetting around

4.92 out of 5 average rating, 113 reviews

Guest favourite

A welcoming living area features a brown leather sofa and a light-colored armchair, arranged around a circular coffee table. A large window allows natural light to fill the space, and a wall-mounted TV is positioned opposite the seating. A fan is mounted on the ceiling.

Home in Jeffersonville

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

ValueLocationBathroom

4.91 out of 5 average rating, 211 reviews

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

cozy two bedroom apartment

Welcome to this charming 2-bedroom, 2-bathroom second-floor apartment in the quiet St. Matthews neighborhood. Featuring beautiful hardwood floors throughout and large windows that fill the space with natural light, this home offers comfort and convenience. Enjoy being just 10–15 minutes from Frankfort Avenue, downtown Louisville, and a variety of shopping, dining, and entertainment options.

FamilyLocationWifi

4.97 out of 5 average rating, 154 reviews