Vacation rentals with outdoor seating in Middletown

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Top-rated outdoor seating rentals in Middletown

Guests agree: these outdoor seating rentals are highly rated for location, cleanliness, and more.

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Guest favorite

The interior of the Airstream features a bright and modern layout. A well-equipped kitchen is visible on the left, including a stove and sink. A cozy sitting area with a light-colored couch is present, while a sleeping area is seen towards the back, adorned with soft bedding.

Camper/RV in Louisville

4.98 out of 5 average rating, 126 reviews

The Marie Airstream at Progress Park in Derby City

NOTE: FOR DERBY WE DON'T ALLOW CHECK INS OR OUTS ON FRI OR SAT. THURS-SUN MIN RQUIRED. This gorgeous silver bullet is our Marie Airstream! Marie is a 1996 Excella. She sleeps 5 and includes a private bathroom with shower, and a full kitchen. Your covered patio will have a firepit, grill & hammock & a short walk to all the fun & water activities. Boats & lifejackets provided. Progress Park is a shared glamping property with 11 total units on site. 2 houses, 8 airstreams & a bunk house.

Guest favorite

An expansive rooftop terrace is presented, showcasing wooden furniture including several tables and seating arrangements. The backdrop features a skyline of various buildings, offering a mix of historic and modern architecture under a clear blue sky.

Apartment in Central Business District

4.96 out of 5 average rating, 100 reviews

4th Street Suites - Stunning King Bed Suite

Embark! Your refuge boasts a regal King Bed, a kitchen of sheer beauty, and streaming delights. Yet, it's the spellbinding allure of the resort pool, hot tub tales, golf dreams, and the lofty 7th-floor haven that set this place ablaze. With free parking and the pulsating energy of 4th Street Live at your doorstep, don't miss out! Secure your slice of luxury—book now for an unforgettable escape! Pool/hot tub schedule subject to change at the discretion of the property management company.

Top guest favorite

Cabin in Henryville

4.97 out of 5 average rating, 321 reviews

Close to Louisville~Hot Tub~Fire Pit~Game Room

Welcome to Stone Creek, a private 3 acre estate conveniently located minutes to Louisville, KY. This is the Ultimate Getaway! Upon entering the premises, you will find a custom iron security gate requiring coded access. Stone Creek boasts 2500+ sq ft of luxury living space complete with a full kitchen, laundry, and office. Guests will have full use of the grounds including the hot tub, fire pit, and the numerous covered decks & patios. Perfect romantic getaway or multi person retreat.

Guest favorite

A charming two-bedroom cottage is displayed, featuring a combination of gray siding and a peaked roof. The front porch is accessible via a small set of steps, surrounded by manicured grass and shrubs. Nearby trees provide a touch of greenery against a clear blue sky.

Cottage in Taylorsville

4.89 out of 5 average rating, 122 reviews

Best view of the lake two bed two bath cottage #4

Make yourself at home in this cozy 2 bedroom 2 bath lakeside cottage with incredible views of Taylorsville Lake. You will love the open airy feel complete with deck and hot tub. Washer dryer, four beds that easily sleeps 7. TV in both the master bedroom and the living room. The wonderful community also offers a swimming pool and play area for kids. Enjoy the wildlife as well including deer and turkey as you explore the walking trails. We are located in the heart of the bourbon country!

Superhost

An updated kitchen features granite countertops and custom cabinetry. Stainless steel appliances are included, along with a sleek black stove. A large television is mounted on the wall, complementing the modern design. Two bar stools provide seating at the kitchen island.

Guest suite in Butchertown

4.82 out of 5 average rating, 175 reviews

Fully Renovated 2 Bedroom Apt with Private Deck

You will enjoy this huge two bedroom unit includes beds for up to 6 guest. Perfect for families or work crews in town who need an affordable, clean place to stay. The whole group will enjoy easy access to everything from this centrally located place. Close to downtown with tons of options for local restaurants, breweries, bourbon tours and bars. Building is located in the heart of Butchertown right down the street from the new Botanical gardens, Nulu, walking bridge and soccer stadium.

Guest favorite

Home in East Market District

4.95 out of 5 average rating, 247 reviews

Hot Tub | Fenced-in Yard | King Bed | Walk to Nulu

5-minute walk to the heart of NuLu and close to the Bourbon Trail Backyard retreat with colorful flowers, a hot tub, fire pit, and outdoor dining area Chef-ready kitchen featuring an Instant Pot, rice cooker, toaster, and just about every coffee maker imaginable Full cable TV plus streaming access to Netflix, Disney+, Hulu, and HBO Max Nintendo Switch with multiple games for all ages Board game collection for fun nights in 15 minutes to Churchill Downs, UofL, and the airport

Guest favorite

Home in Louisville

4.93 out of 5 average rating, 193 reviews

Best Location in the City-2 Story Patio & Hot Tub

The Saddle Inn has everything you need for your upcoming stay. Situated in the heart of the city and walking distance to the best restaurants and bars in town, you are booking convenience when you book our home. This house has vintage Kentucky flare with modern furnishings & updates. It boasts 3 bedrooms, a 2 story patio, hot tub, fire pit, ping-pong table, shuffleboard, and all the bourbon barrels one can hope for in Kentucky. There's no better location than this one.

Top guest favorite

A cozy exterior of a geodesic dome structure is presented with a wooden door and steps leading into the interior. A covered seating area with chairs and a firepit is positioned on a gravel pathway, offering an expansive view of the surrounding countryside.

Dome in Mount Washington

4.99 out of 5 average rating, 152 reviews

My Old Kentucky Dome

An elevated camping “glamping” experience. This brand-new one of a kind geodesic dome is located on a private road that leads you to an overlook featuring one of the most beautiful countryside views in Kentucky. While this getaway experience is nestled deep in the woods, it is also a close drive to all the conveniences you can imagine. This is an off the grid outdoor experience with a ½ mile gravel road including a steep hill. AWD or 4WD advised.

Guest favorite

A sunset illuminates the sky with warm tones, casting soft light across the landscape. In the foreground, tall grass sways gently, reflecting the sunlight. The distant scenery includes a rural setting with trees and open fields.

Home in Bardstown

4.92 out of 5 average rating, 138 reviews

McIntyre’s Country Getaway

If you're looking to stay somewhere in the country that feels like home this is it! This getaway is nestled in the outskirts of the bourbon capital. We are conveniently located 6 miles from downtown Bardstown where you can find shopping, dining and nightlife. We also located next door to McIntyre & Family Winery. During your stay make sure to check out the tasting room there!! This house also has washer and dryer available

Guest favorite

An outdoor gazebo features comfortable lounge furniture surrounded by a gravel patio. A shaded hammock can be seen in the background, with a grassy area and colorful chairs creating a welcoming space for relaxation and outdoor entertainment.

Home in New Albany

4.94 out of 5 average rating, 143 reviews

king bed and oasis backyard with hot tub

11 miles to Derby. Come enjoy our newly decorated house with a hot tub, gazebo outdoor fun area and lounge furniture and wood burning fire pit. The idea is to both indoor and outdoor give you a great experience that not everyone offers! We sleep 4 adults comfortably in our 1 KING size bedroom and 1 QUEEN size bedroom. We're located in a quiet neighborhood with a fully fenced in backyard and we're Pet Friendly with a fee!

Top guest favorite

Home in East Market District

5 out of 5 average rating, 139 reviews

Walkable+5 King Beds+Firepit+Bourbon Trail

Welcome to Washington Landing! From here, you will be perfectly poised to enjoy all the shops, breweries, restaurants, distilleries, waterfront concerts and the professional soccer stadium all within WALKING DISTANCE of this newly remodeled 4 bed/2 bath historic home. You would be hard pressed to find a better location! No locals No Parties - only registered guests

Top guest favorite

The image features a landscaped area with a stone pathway leading to the entrance of a charming house. Colorful flowers, including pink blooms, are visible in the foreground, accompanied by lush greenery and decorative leaves. A wooden deck and several trees can be seen in the background.

Home in Louisville

4.96 out of 5 average rating, 222 reviews

Charming Shotgun Style Home, Great Location

This updated shotgun house is thoughtfully decorated with hints of handcrafted detail. Outdoor spaces include a front porch and a private patio. Cozy with a modern vibe. It can sleep up to 6. An ideal choice for couples, families, or a getaway with friends. Perfect for The Kentucky Derby and all Louisville has to offer.

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What guests are saying

Sweet Southern Comfort 3 Qn bd 2+bth sleeps 6

4.97 out of 5 average rating, 33 reviews4 weeks ago

The house was perfect for our needs! We were partaking of the bourbon trail and were also able to work a thoroughbred tour at Winstar farms in as well - would highly recommend. The decor and floor plan is very comfortable and inviting. The porch out back was very nice for a nosh and a glass of wine. We walked easily to town central for dinner. We had a delicious cocktail at Liam Ash. The server there was a wealth of information about bourbon culture. There are many great restaurants in town too. Paula is an excellent host and we hope to return soon - thank you!

Home in Bardstown

What guests are saying

Bourbon by the Lake

5 out of 5 average rating, 23 reviews2 weeks ago

This is the second time we’ve stayed at Emily’s house. It is just perfect for our “girl trip”! We enjoyed shopping at the outlets, and going to the lavender farm. The house is spotless, linens are freshly laundered!! The location is so beautiful and peaceful. And what makes it “perfect” is Emily’s kindness and responsiveness. Will definitely go again!!

Home in Shelbyville

What guests are saying

Your Cozy Get Away Cabin with Hot Tub

5 out of 5 average rating, 238 reviews2 weeks ago

A great place to stay This is our second time around @ Tim & Cheryl's place. We brought the grandkids this time and they had a blast. The yard is spacious and perfect for running around and playing dodge ball. We made use of the corn hole game provided by our hosts. And, the wildlife was out in full gear for the kids to see. Deer, foxes and a special appearance by a peacock. The inside of the cabin was wonderfully decorated for Easter. The kids loved the games provided as well. It felt like home. A perfect setting to get away!

Home in La Grange

What guests are saying

Big Fish in a Small Pond! Talk Derby to Me. 3mi

4.94 out of 5 average rating, 33 reviews6 months ago

This home was better than expected. Pictures don’t do it enough justice. Jessica was very attentive and made sure we had everything and was happy during our stay. The home is nearby hospitals, in germantown and by everything you need that louisville offers. Nearby the highway as well for easy access around the city. The home was very clean and neighbors were welcoming.

Home in Louisville

What guests are saying

Exquisite Louisville Area, Derby, River Retreat

5 out of 5 average rating, 55 reviews1 month ago

The views are amazing, the place is beautiful and very clean, and all the extra thoughtful accommodations that are provided are above and beyond anywhere we have stayed before. The instructions provided in advance were extremely helpful and therefore we didn't have to reach out to the host during our stay. The host is very friendly and proactive in communicating. If you are traveling to the Louisville area, I would highly recommend this as a place to stay. It truly felt like your home away from home.

Home in Jeffersonville

What guests are saying

Top of the Rock

4.99 out of 5 average rating, 67 reviews1 month ago

Great place with responsive hosts. Our family loved the property, the views, and the area. We hiked around the state park trails there onsite, explored the little chapel, grilled out, ate around the fire pit, ate at The Chicken House, hiked around Charlestown State Park, watched a lot of March Madness, and just enjoyed being together.

Chalet in Borden

What guests are saying

The Cottage at StoneLedge 2 bedroom/1bath

4.95 out of 5 average rating, 699 reviews1 week ago

A cute, rustic cabin with comfy beds and decent amenities in a location that is inside a farm, surrounded by horses and a local extra-toed sweet kitty that came by to visit. It is 30 minutes from Louisville and less than 10 minutes from local convenience and restaurants. The host response was prompt and welcoming. We hung out in the evening on the porch with the pleasant sounds of nature and a breeze. It was delightful. We stayed just overnight as we had an event nearby.

Farm stay in La Grange

What guests are saying

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

4.91 out of 5 average rating, 123 reviews1 week ago

Absolutely wonderful place House communicate clearly and often, but not too much. The house had everything you needed Location to downtown Louisville was amazing. They also gave some great restaurant suggestion House was super clean Easy to get into Would absolutely stay here again. There were five of us that stayed, and there was plenty of room. Everyone had their own bed. Plenty of dishes to cook in the kitchen Washer and dryer with detergent was extremely convenient We were there for a volleyball tournament at the Kentucky Expo Center and it was between nine and 12 minutes from there. Depending on traffic. Cannot say enough about these host. They did a wonderful job highly recommended and if we come back to Louisville next year, we will stay here for sure.

Home in Louisville

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