Holiday rentals with a patio in Middletown

4.99 out of 5 average rating, 224 reviews

A rustic cabin is nestled among trees, featuring a well-lit entryway and a front deck with two wooden lounge chairs. Soft evening light spills through the windows, creating a welcoming atmosphere. Stone stepping stones lead towards the doorway, enhancing the natural setting.

Cabin in Lawrenceburg

Romantic Cozy Cabin Getaway w/ Fireplace & Hot Tub

Privately nestled on over 5 wooded acres & intentionally curated for your stay. Gain access to quiet, immerse yourself in nature, support your rejuvenation, & to tap into your creative flow. Amenities include on-site hiking trail, artist work space, wood burning stove, covered porch, hammocks, outdoor dining, fire pit, moon garden, salt-water hot tub, & outdoor shower. Close to Beaver Lake & located along the Bourbon Trail, just minutes from Wild Turkey & Four Roses distilleries. (Note:18+only)

4.98 out of 5 average rating, 106 reviews

Home in Prospect

Waterside Luxury Retreat|GeoDome+Outdoor FireTable

✅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.

4.95 out of 5 average rating, 239 reviews

An outdoor fire pit is surrounded by several wooden chairs, providing a gathering space for relaxation. The calm waters of the Ohio River reflect the night sky, with soft lights from boats creating a serene atmosphere. Low greenery and gentle clouds frame the scene.

Guest suite in Utica

RIView 103. Modern Waterfront Suite Kentucky Derby

Guests can enjoy scenic views of the mighty Ohio River from any room in their private suite. Catch a beautiful sunrise or relax while sitting on the porch watching the boats and barges cruise the river. Close drive to interstate to get you to downtown Louisville to enjoy a dinner, museum, basketball game or concert in the KFC YUM Center and the world famous Churchill Downs! 1 mile away from River Ridge. We do offer a Tesla only charger or you can bring your own standard attachment for a charge.

4.98 out of 5 average rating, 279 reviews

The exterior of the stone cabin is framed by lush greenery and flowering plants. Sunlight casts soft shadows across the textured stone walls. A decorative statue stands on a pedestal near the entrance, complementing the natural surroundings.

Cabin in Louisville

Historic Cabin by Bourbon Trail

Historic, unique, tasteful and serene - the Edward Tyler house, ca. 1783, is a stone cabin 20 minutes SE of Louisville on 13 acre estate. Near the famous bourbon trail, rental includes full cabin and large screen porch overlooking pond with fountain. First floor has living/dining/kitchen space with small sofa bed and stone fireplace (gas); queen bed and full bath on second floor. American and European antique furnishings and fine art welcome you to fully updated home with central HVAC.

A cozy living space features a brown sectional sofa adorned with a cushion displaying the phrase 'CALL ME OLD FASHIONED.' Green plants are positioned beside the couch, while patterned wall art and a decorative sign contribute to the inviting decor.

4.99 out of 5 average rating, 236 reviews

"Call Me Old-Fashioned"in Derby & Bourbon Country!

Welcome to "Call Me Old-Fashioned" - a unique spin on Bourbon w/ a mix of new & vintage amenities! Located in a QUIET & SAFE neighborhood, this family-friendly home is located close to Downtown Louisville & Churchill Downs (18 min), Expo Center & airport (15 min). Bardstown, the Bourbon capitol, is 35 min away. We are also 5 min from Parklands @ Floyds Fork park system - home to 60 miles of hiking, biking & paddling trails & a big playground. Come make yourself at home in our cozy KY home!

4.91 out of 5 average rating, 318 reviews

The exterior of a charming single-story house is shown, featuring a covered porch and stone columns. Lush green bushes frame the entrance, and two seats are visible on the porch. A modest yard surrounds the house, with a clear sky above.

Home in Clifton Heights

Quiet Neighborhood Home With Outstanding Location

Situated on a quiet hilltop neighborhood in Clifton Heights, this is the perfect location for a professional or personal visit to Louisville and very animal friendly. It is within 10 minutes of Downtown, Waterfront Park, Nulu, Frankfort Avenue, the Highlands, the Convention Center, and just 15 minutes from historic Churchill Downs. These neighborhoods feature the best dining and entertainment in the city. Just a block away is the Mellwood Arts Center complex with shops and dining.

4.9 out of 5 average rating, 131 reviews

Home in La Grange

Hot Tub-King Bed-Coffee Bar-Arcade-Fire Pit!

Centrally located in La Grange, the Kindness Capital of Kentucky. Welcome to the hallmark of small towns where the train rolls down Main Street over 30 times each day. Walk to locally owned donut and coffee shops, Farmer’s market, playground with splash pad, and restaurants. Spend your day on the Bourbon Trail or Churchill Downs before relaxing in the Hot Tub. Driving distance to the Creation Museum and Ark Encounter, The Slugger Museum, Falls of the Ohio, and Mega Caverns.

The living area features a comfortable dark gray couch, an accent coffee table with a vintage trunk design, and two bright orange chairs. Natural light filters through large windows, accentuated by soft blue curtains. A colorful area rug adds warmth, with decorative wall art enhancing the space.

4.91 out of 5 average rating, 155 reviews

The Jungalow: 65" 4K TV, memory foam, kid-friendly

Michael and Ashley (Lumos Stays) welcome you to Louisville, home of bourbon! Centrally located, minutes from the interstate, and close to downtown and the bourbon trail, this is your home base for adventure. Enjoy the 65" 4K Roku TV, fast wifi (~387mbps), green tea memory foam mattresses, modern kitchen, kid-friendly amenities… and did you see that outdoor space? Solo Stove fire pit, hammock, propane grill, and games. Enjoy the private fenced-in backyard and large driveway!

Apartment in Central Business District

A modern living area is featured with large floor-to-ceiling windows that allow natural light to fill the space. A plush sofa in muted tones is complemented by stylish accent chairs. A round marble coffee table is situated on a decorative area rug, enhancing the contemporary design.

4.92 out of 5 average rating, 118 reviews

Location! Corner downtown condo!

Welcome to your stylish urban retreat in the heart of downtown Louisville! This studio corner unit condo boasts modern amenities and stunning city views through floor-to-ceiling windows. With an updated bathroom and kitchen, plus a location within walking distance to the KFC YUM Center, shops, and restaurants, this condo offers the perfect blend of comfort and convenience for your stay in Louisville. Book now and experience the best of Louisville living!

The exterior view of the red-themed house is shown, emphasizing the sloped roof and welcoming front porch. A spacious deck features seating options and a grill. Lush greenery surrounds the area, contributing to a peaceful outdoor environment.

4.99 out of 5 average rating, 109 reviews

Colonial Hideout | Perfect for bourbon tours!

Ready for a relaxing stay in Louisville, Kentucky?! Welcome to a wonderfully homey stay minutes away from the KY Expo Center & Kentucky Fair Grounds. Perfect for hitting the Kentucky Bourbon Trail, heading to one of Louisville's many events, or heading to a game at the KFC Yum! Center. The property & driveway can easily manage horse trailers and car trailers if you’ve got a lot to haul. We look forward to hosting you! Coming soon: High Chair

A large wooden dining table is centered in the room, surrounded by wooden chairs. Two framed vintage world maps hang on the walls, adding an earthy tone to the space. A simple vase with greenery sits atop the table, enhancing the natural decor.

4.98 out of 5 average rating, 193 reviews

"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!

Campervan/RV in Louisville

The interior of the Airstream showcases a modern layout with a cozy dining area featuring a dark table and beige seating. A spacious bed is visible in the background, complemented by neutral tones and warm lighting. Large windows allow natural light to fill the space.

5 out of 5 average rating, 145 reviews

The GiGi Airstream, Lakeside at Progress Park

Your stay in the Gigi Airstream at Progress Park will be anything but ordinary. Wake up to stunning views of the water, with the beach sand just outside your door. This 2022 Airstream Flying Cloud has all the bells and whistles and will ensure you are not roughing it while glamping in the city limits! We can't wait to host you! *DERBY IS A 3 NIGHT MIN OF THURS-SUN. NO CHECKINS ON FRI OR SAT.

Popular amenities for Middletown Holiday Houses with Outdoor Verandahs

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Apartment rentals with a patio

4.9 out of 5 average rating, 136 reviews

A cozy living area features a blue sectional sofa complemented by decorative pillows. A glass coffee table sits on a patterned area rug. Two white chairs are positioned nearby, with a flat-screen TV mounted on the wall and a sliding glass door opening to a balcony.

Apartment in Clarksville

Ju'Elle Blue Luxury One Bedroom Apartment!

Apartment in Cherokee Triangle

A cozy living area features a dark sofa adorned with several white cushions, arranged around a decorative red and navy area rug. A small table made from tree stumps and a light-colored chair complement the space. Natural light enters through multiple windows, enhancing the inviting ambiance.

4.89 out of 5 average rating, 135 reviews

1 Bedroom Apt in Highlands Home w/private patio

4.92 out of 5 average rating, 119 reviews

A spacious living area is equipped with a comfortable sectional sofa and accent chairs arranged around a decorative area rug. A flat-screen TV is mounted above a cozy fireplace, with natural light streaming through large windows. A small nook offers a seating space for relaxation.

Apartment in Louisville

Cozy Bardstown Rd Apt | W/D, Fast WiFi, Parking

Apartment in Central Business District

A living area features a dark leather sofa and a patterned area rug. A coffee table sits at the center, with a teal cup on top. Light fills the space from large glass doors that open to a balcony, and a modern kitchen is visible in the background.

4.96 out of 5 average rating, 178 reviews

Falls City Loft - Free parking!

Apartment in Central Business District

A living area features a dark leather sofa and two tufted chairs positioned around a circular wooden coffee table. A large piece of wall art and patterned curtains add visual interest. Natural light enters through the window and door leading to a small balcony.

4.96 out of 5 average rating, 167 reviews

4th Street Suites - Stunning King Bed Suite

Apartment in Downtown New Albany

A cozy living area features large windows allowing natural light to fill the space. A comfortable gray sofa is complemented by accent chairs. A coffee table sits in front of the seating area, and a modern kitchen island with a sleek countertop is in the foreground.

4.98 out of 5 average rating, 123 reviews

Downtown Luxury 1BR Apt near Louisville KY

4.98 out of 5 average rating, 160 reviews

A comfortable sleeping area features a well-made bed with soft linens and a decorative throw pillow. Two bedside tables with turquoise lamps provide soft lighting. Tall curtains frame the window, allowing natural light to fill the space while offering a glimpse of greenery outside.

Apartment in Louisville

Haus on Speed, charming 2nd floor apartment

4.84 out of 5 average rating, 115 reviews

A cozy living area features a light beige sectional sofa adorned with a white pillow and a brown accent pillow. A sleek stainless steel refrigerator stands beside modern kitchen cabinetry. Two framed artworks depicting serene waves are displayed on the wall, enhancing the inviting space.

Apartment in Clarksville

Beach Vibes 2 mile to Whiskey Row Bourbon City

Holiday House Rentals with a Verandah

4.94 out of 5 average rating, 104 reviews

A welcoming living room features a minimalist black media console with a cozy fireplace. A large artwork hangs on the wall above, while a stylish bookshelf displays decorative items. A plush area rug centers the space, surrounded by comfortable seating options.

Home in Jeffersonville

BRAND NEW, Jeff, IN Cottage, The Newport

4.83 out of 5 average rating, 163 reviews

A cozy living area features a gray sofa adorned with blue cushions and a decorative throw pillow. A light-colored armchair with a floral pattern complements a round coffee table, while a plant and lamp are positioned on a side table. Natural light enters through the windows.

Home in Camp Taylor

Sugar Maple Corner: 5min to KY Expo Center and Zoo

5 out of 5 average rating, 78 reviews

A circular seating area features six Adirondack chairs arranged around a stone fire pit. The surrounding grassy space is dotted with trees, with a vibrant sunset illuminating the sky in the background.

Home in Finchville

Country Retreat on Bourbon Trail - Fire Pit - King

4.92 out of 5 average rating, 297 reviews

A cozy living room features large windows dressed in light curtains, allowing natural light. A flat-screen television is mounted above a brick fireplace. A small table with potted plants sits beside a comfortable armchair, and a wooden coffee table occupies the center of the space.

Home in Camp Taylor

Camp Taylor Hideaway Close to Audubon Hospital

A comfortable living area features a light grey sofa and two matching armchairs, arranged around a circular coffee table on a textured area rug. A ceiling fan hangs above, and natural light filters through the large window, illuminating black and white framed photographs on the walls.

5 out of 5 average rating, 130 reviews

Quaint Highland's Bungalow

4.93 out of 5 average rating, 279 reviews

An open living space features a wall-mounted TV opposite a sectional sofa. A bar-height dining table with seating for four is positioned beside the sofa. Light walls and large windows contribute to a bright atmosphere, while decorative wall art adds visual interest.

Home in Iroquois

Parkside Pad - Iroquois Park

A spacious living area features a comfortable gray sectional sofa, accented by decorative pillows. A round coffee table sits at the center on a striped rug. Tall windows allow natural light to fill the room, while a brick fireplace adds warmth, complemented by wall decor.

4.95 out of 5 average rating, 98 reviews

Spacious 4 BD Home | 5 min to Airport • 6 min Expo

4.92 out of 5 average rating, 76 reviews

The living room offers a comfortable leather sofa complemented by decorative pillows and a cozy throw blanket. Two lamps provide soft lighting, and a rustic artwork featuring a longhorn skull decorates the wall. A wooden coffee table is centered in the room, enhancing the inviting atmosphere.

Home in Okolona

The Dark Horse: Western Gothic Gem near Expo/SDF

Holiday condos with a patio

4.88 out of 5 average rating, 69 reviews

The living room features a cozy arrangement with a light-colored sectional sofa and a coffee table on a decorative rug. A flat-screen TV is mounted above a modern fireplace, while built-in shelves display various decorative items. The kitchen is visible in the background.

Condo in Highlands

Perfect Location! Huge Space in Walkable Highlands

Condo in Cherokee Triangle

A modern kitchen is visible, featuring stainless steel appliances and navy blue cabinetry. Natural light floods the space through large windows, illuminating a dining table with seating for four. A cozy living area is adjacent, furnished with a gray sofa and a patterned area rug.

5 out of 5 average rating, 10 reviews

Luxury 1-Bed Oasis In Heart Of Highlands W/ Free P

Condo in Central Business District

5 out of 5 average rating, 29 reviews

Bitters Suite@The 713, Bourbon Trail!

Condo in Cherokee Triangle

A cozy bedroom is presented, featuring a spacious bed covered with a handmade quilt. Two bedside tables with lamps flank the bed, while natural light enters through window treatments on either side. A ceiling fan adds comfort to the serene space.

4.98 out of 5 average rating, 40 reviews

Cherokee Park / Highlands Charm

4.8 out of 5 average rating, 5 reviews

A two-story building is shown, featuring a covered porch that wraps around the front. The exterior walls are painted white, contrasted by black trim. A large yard and open fields surround the property, with clear blue skies overhead.

Condo in New Castle

The Bunker

4.89 out of 5 average rating, 170 reviews

Condo in Butchertown

Perfect Nulu Getaway w/ Best Location- low fees

Condo in Central Business District

The dining area features a round wooden table surrounded by six chairs, situated on a patterned rug. A modern kitchen with stainless steel appliances, including a refrigerator, stove, and microwave, is visible in the background, along with a breakfast bar that includes two additional chairs.

4.89 out of 5 average rating, 57 reviews

2 bedroom condo in Downtown Louisville