
Vacation rentals with a patio in Middletown
Find and book unique patio rentals on Airbnb
Quick stats about vacation rentals with a patio in Middletown

Total vacation rentals
Explore 40 vacation rentals in Middletown

Nightly prices starting at
Middletown vacation rentals start at G$8,360 GYD per night before taxes and fees

Verified guest reviews
Over 730 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 of Middletown vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Middletown rentals

4.9 Average rating
Middletown stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated patio rentals in Middletown
Guests agree: these patio rentals are highly rated for location, cleanliness, and more.

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.

Walking Bridge, Putt Putt House
NEW LISTING: Welcome to our walking bridge home on Pearl St. We have a hot tub, putt putt, and all the fun you can think of in one home. Steps away from restaurants, shopping, and bars, as well as the walking bridge to Louisville. This home is closer to the fun in Louisville than most neighborhoods in Louisville itself. Go out or stay in, you're guaranteed to have a great time in this newly renovated gem. We have high quality mattresses, and smart TV's in both bedrooms and the living room.

Anjuna House - a Scandi riverfront forest getaway
Welcome to the enchanting retreat of "Anjuna," nestled among a sprawling forest in the heart of southern Indiana. This modern 4-bedroom, 3 bathroom luxury cabin features 14' floor-to-ceiling windows, and 1000+ sqft deck! Outside there are 12 acres of forest to explore, an outdoor shower and a tranquil river which meanders through the property. Anjuna is near Knobstone trail, Marengo Cave, and the bourbon trail in Louisville. Bring family, friends or just yourself to relax or explore at Anjuna!

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.

"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!

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.

The Writer’s Den
Take it easy at this unique and tranquil cabin getaway. Nestled on a wooded hillside overlooking the Louisville skyline, The Writer’s Den is a great place to call home. Located just off interstate 64 and 10 minutes from downtown Louisville, the cabin gives peaceful seclusion and location convenience for those looking to explore the area. With a screened in porch, back deck lounge, loft space and all the comfort amenities, you’ll be on your way to writing the next great novel!

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!

An Unhurried Stay in Butchertown · Steps from NuLu
Some places just make you feel held. This is one of them. A Jaclyn Journey Hospitality stay - set inside a 19th-century building on the edge of Louisville's Butchertown & NuLu neighborhoods. This apartment has been designed with the kind of care that's hard to put your finger on but impossible to miss. Every detail - from the original fireplaces to the lime-washed bedroom walls - has been chosen to make you feel genuinely at ease, not just comfortable.

Flawlezz Stays
Kick back and relax in this calm, stylish space. Flawlezz Stays provides a home away from home, with gorgeous views of the downtown louisville skyline. This unit is very spacious, safe, very clean and accommodated with everything you will need during your luxurious stay. It's rooftop accessible with a entertainment hub and more. Scenic trails along the Falls of Ohio State Park. Some of the best restaurants just minutes away.

The GiGi Airstream, Lakeside at Progress Park
This Gigi is a 2022 Airstream Flying Cloud w/ all the bells and whistles. Everything you need is already here. Perfect for groups, families, or midweek getaways. Enjoy your own private space PLUS access to boating, games, & more. All included with your stay. Progress Park has 11 total units on site. 2 houses, 8 airstreams & a bunk house. *KY DERBY IS A 3 NIGHT MIN OF THURS-SUN. NO CHECKINS ON FRI OR SAT.

Bourbon Trail*Tesla EV charger* HOT TUB
Welcome to the Bourbon Bungalow, a tastefully restored farmhouse on the famous Kentucky Bourbon Trail. This southern retreat is on the outskirts of Louisville in the quaint city of Pewee Valley. A short drive to some of the states most sought after locations such as Churchill Downs, bourbon distilleries, horse parks, caves, Shelbyville, Bardstown, & more! The Bourbon trail is waiting for you!
Popular amenities for Middletown patio rentals
Apartment rentals with a patio

For the ones who serve

Ju'Elle Blue Luxury One Bedroom Apartment!

4th Street Suites - Luxury King Bed Suite

1 Bedroom Apt in Highlands Home w/private patio

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

Falls City Loft - Free parking!

Downtown Luxury 1BR Apt near Louisville KY

Haus on Speed, charming 2nd floor apartment
House rentals with a patio

"The Brook" - Louisville

LUX Waterside Retreat|Geo Dome+Outdoor Fire Table

Elegant Oasis w/ Modern Hot Tub and Fire Pit

Scandinavian Retreat: Cozy Stay near Louisville

Top 1%• Yard + Porch • 3BR • Peppermint Cottage

Camp Taylor Hideaway Close to Audubon Hospital

Derby Dreaming in the Julep House - Churchill/Expo

Quaint Highland's Bungalow
Condo rentals with a patio

Perfect Location! Huge Space in Walkable Highlands

1st floor flat in historic Old Louisville mansion

Bitters Suite@The 713, Bourbon Trail!

Cherokee Park / Highlands Charm

The Bunker

2 bedroom condo in Downtown Louisville

Entire Game Loft for 16, Walk to Nulu

BEST View of Louisville
When is the best time to visit Middletown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$30,096 GYD | G$29,051 GYD | G$28,842 GYD | G$48,488 GYD | G$47,025 GYD | G$30,096 GYD | G$39,919 GYD | G$31,350 GYD | G$41,800 GYD | G$34,067 GYD | G$28,633 GYD | G$31,141 GYD |
| Avg. temp | 2°C | 4°C | 9°C | 15°C | 20°C | 25°C | 27°C | 26°C | 22°C | 16°C | 9°C | 4°C |
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- Rentals with a fireplace Middletown
- House rentals Middletown
- Pet-friendly rentals Middletown
- Rentals with outdoor seating Middletown
- Family-friendly rentals Middletown
- Rentals with a washer and dryer Middletown
- Rentals with a patio Jefferson County
- Rentals with a patio Kentucky
- Rentals with a patio United States
- Kentucky Exposition Center
- Buffalo Trace Distillery
- Kentucky Kingdom & Hurricane Bay
- Churchill Downs
- Kentucky Derby Museum
- Louisville Slugger Field
- Waterfront Park
- University of Louisville
- Falls of the Ohio State Park
- Louisville Slugger Museum & Factory
- Kentucky International Convention Center
- Jefferson Memorial Forest
- Muhammad Ali Center
- Angel's Envy Distillery
- Big Four Bridge
- Castle & Key Distillery
- Against The Grain Brewery & Smokehouse
- Bernheim Arboretum and Research Forest
- James B Beam Distilling
- Frazier History Museum
- Kentucky Science Center
- Marengo Cave National Landmark
- Four Roses Distillery Llc
- Bardstown Bourbon Company





