
Holiday rentals with a patio in Middletown
Find and book unique Holiday Accommodation with Outdoor Verandahs on Airbnb
Quick stats about holiday rentals with a patio in Middletown

Total holiday rentals
Explore 30 holiday rentals in Middletown

Nightly prices starting at
Middletown holiday rentals start at $139 NZD per night before taxes and fees

Verified guest reviews
Over 760 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
30 of Middletown holiday 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 Holiday Accommodation with Outdoor Verandahs in Middletown
Guests agree: These Holiday Homes with Outdoor Verandahs 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.

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!

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 !

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!

Quaint Highland's Bungalow
Kick back and relax in this calm, stylish space with equal proximity to beautiful Cherokee Park and all the shops and restaurants on Bardstown Road in the popular Highland's neighborhood. Two bedroom, one and a half bath, completely updated one hundred-year-old home. The backyard offers a beautiful firepit with Adirondack chairs, a patio with dining area and Traeger Grill and plenty of room in the landscaped backyard to throw a ball. Three day minimum stay.

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!

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.

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
Popular amenities for Middletown Holiday Houses with Outdoor Verandahs
Apartment rentals with a patio

Ju'Elle Blue Luxury One Bedroom Apartment!

Luxury 1BR Apt w King Bed near Louisville KY

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

King Suite | Golf Sim · Pool · Hot Tub · Parking

Falls City Loft - Free parking!

Haus on Speed, charming 2nd floor apartment
Holiday House Rentals with a Verandah

"The Brook" - Louisville

LUX Waterside Retreat|Geo Dome+Outdoor Fire Table

Elegant Oasis w/ Modern Hot Tub and Fire Pit

Entire House in Middletown - Trailers/RVs access

Derby Dreaming in the Julep House - Churchill/Expo

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

Little Blue Cottage on Main Street, La Grange KY

It’s very welcoming
Holiday condos with a patio

Perfect Location! Huge Space in Walkable Highlands

Bitters Suite@The 713, Bourbon Trail!

Cherokee Park / Highlands Charm

Corner Penthouse at the Historic Levy Building

The Bunker

2 bedroom condo in Downtown Louisville

Entire Game Loft for 16, Walk to Nulu

The Greatest penthouse in the heart of city
When is the best time to visit Middletown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $250 NZD | $241 NZD | $239 NZD | $403 NZD | $390 NZD | $250 NZD | $331 NZD | $260 NZD | $347 NZD | $283 NZD | $238 NZD | $259 NZD |
| 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 |
Destinations to explore
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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 washing machine 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
- Louisville Slugger Museum & Factory
- Falls of the Ohio State Park
- Kentucky International Convention Center
- Jefferson Memorial Forest
- Muhammad Ali Center
- Angel's Envy Distillery
- Big Four Bridge
- Castle & Key Distillery
- James B Beam Distilling
- Bernheim Arboretum and Research Forest
- Frazier History Museum
- Kentucky Science Center
- Marengo Cave National Landmark
- Four Roses Distillery Llc
- Bardstown Bourbon Company
- Cherokee Park





