10 of the Best Airbnbs in the Midwest with Incredible Private Pools

It’s definitely summer and with the temperatures warming up, it’s time to plan a vacation near the water. Since gas prices are so high, going to a beach resort may be out of the question. But how about a great vacation stay with your own private pool close to home?

I’ve found ten Airbnbs located in the Midwest that will help keep your family cool.

Amazing Country Farmhouse with Spectacular Views in Frankfort, KY

This incredible Kentucky farmhouse sleeps eight with 4 bedrooms and three and a half bathrooms.

Escape when you stay under the stars.

Thomas, Airbnb host

Get more information, see more photos and book your stay, HERE.

A Farm Stay in Crestwood, KY

The original 1870s farmhouse surely won’t disappoint with its updated features and amenities The farm is a working boarding house for retired horses or horses with special needs. Come to the farm for rest and relaxation. You can walk around the farm and visit all aspects, but we ask you never to enter the pastures or boxes with the horses.

Ky/Airbnb Host

Stay here with up to ten guests. The home has four bedrooms and three and a half bathrooms.

The farm is charming, even more beautiful than the pretty photos. Lots of space, friendly farm animals and great hospitality. We would stay here again. -AshleyBeautiful house, sweet animals and an amazing pool. A great place to spend a weekend. -Riley

Get more information, see more photos and book your stay, HERE.

Historic Bourbon Trail Stay in Lawrenceburg, KY

A truly exceptional find, the historic home sleeps ten with five bedrooms and three and a half bathrooms. The house was a preparatory school.

Kavanaugh School was a very prestigious preparatory school from the late 1800s through the mid 1900s. 2 blocks from downtown and located on Woodford Street along the Bourbon Trail, you will find this historic mansion majestic and charismatic. Over 5,400 square feet of beautiful hardwood floors, soaring doors, leather paneling and fabulous chandeliers all adorn this Georgian style estate.

Annika/Airbnb Host

Annika/Airbnb

Annika/Airbnb

It’s hard to describe how awesome this house is. The pictures do it justice. My buddies and I are all over 50, but like to get together periodically for a long road bike weekend. I can tell you the roads around Lawrenceburg are beautiful…rolling hills and considerate drivers. We had everything we needed for our party of 10. We even had room by the pool for our annual cornhole contest. Everything was well laid out – no challenge finding anything (except a light switch or two!). We will come back here one day. -Richard

Annika/Airbnb

Annika/Airbnb

Get more information, see more photos and book your stay, HERE.

Farm stay in Sawyer, MI on 50 acres

Large enough for a large family or a group of friends, the farmhouse has four bedrooms that can accommodate fourteen people.

110 year old farm recently renovated with a large wooded area ideal for hiking in addition to 4 acres of well maintained yard.

Jacqui/Airbnb Host

Jacqui/Airbnb

Jacqui/Airbnb

This place was absolutely perfect for our family. The pool is beautiful, the kids enjoyed the big trampoline, the kitchen was wonderfully well equipped and the house was spotlessly clean. There was plenty of space for all of us to sleep, eat and relax, and the sliding doors to the deck were wonderful for keeping out a few curious yearlings. – Galen

Jacqui/Airbnb

Jacqui/Airbnb

Get more information, see more photos and book your stay, HERE.

Spacious living room on a farm in Byron, MI

The luxurious farmhouse sleeps 10 with four bathrooms and four bedrooms

Forget your worries in this spacious and serene space.

Macy/Airbnb Host

This place was a perfect place to stay while we were in the area for a wedding. We had so much space to relax and enjoyed the hot tub! -partick

Get more information, see more photos and book your stay, HERE.

Longfield Cottage in Prospect, KY

A comfortable cabin that can accommodate two people with one bedroom and one bathroom.

This gîte is nestled in the middle of a state garden considered to be one of the most important in the region. The garden has been featured in numerous publications and was recently accepted into the Smithsonian’s American Garden Archives collection.

Charlie and Mindy/Airbnb Hosts

Charlie and Mindy/Airbb

Charlie and Mindy/Airbnb

My sister and I enjoyed our little “book-cation” weekend at this adorable cottage. We loved all the antiques and how they were tucked away inside the farmhouse with lots of hiking trails to explore. We would love to come back in the spring or summer when the pool is open and all the gardens are in bloom. If you’re looking for a quiet little getaway that feels secluded yet close to town, look no further! – Ash

Charlie and Mindy/Airbnb

Charlie and Mindy/Airbnb

Get more information, see more photos and book your stay, HERE.

Barn Getaway in Wilmington, OH

An amazing getaway for up to four people with two bedrooms and one bathroom.

Guests can use the pergola outside the barn with a picnic table and fountain. Also enjoy a seasonally heated pool ((May-October) with jets, lights, music, a pool house with a small fridge, a full bathroom on the poolside porch with a sauna that is attached to the main house and on the pool terrace but has its own private entrance, door code and complete privacy.

Karan/Airbnb Host

The whole space is spectacular and everything is very well thought out and upscale. Karen kept the pool warm which was good as it was in the 70’s while we were there. We had kids with us and they also loved the treehouse and swing set. -Leslie

Get more information, see more photos and book your stay, HERE.

The Onyx Little House in Indianapolis, IN

This amazing little house sleeps five with one bedroom and one bathroom.

It’s a small house, hello. And it is very spacious and luxurious. It is located in our back garden, behind the swimming pool. An oasis we’ve created for well-meaning guests. This is a unique place to stay, about 15 minutes from downtown, Lucas Oil Stadium and everything. You will leave this very inspired space. Create happy memories here. We really enjoyed creating this space for you. The pool is currently open for the 2022 season.

User/Airbnb Host

Uche’s little house is amazing! Exceptionally clean and well supplied with all necessities and amenities. Beautiful swimming pool! we have already booked a return stay. You can’t go wrong here! -Meghan

Get more information, see more photos and book your stay, HERE.

99 & Vine Home with Pool in Shelbyville, IL

Beautiful house that can accommodate 10 people with three bedrooms and three bathrooms.

Imagine a luxurious place with versatile design capabilities that adapt to your needs. Offering VIP accommodations and services that give you all the comforts of home, and more. Discover a private outdoor space to relax by the pool, soak in the hot tub, sit by a fire, or take a peaceful stroll through beautiful gardens and lush grounds.

Renee/Airbnb Host

Beautiful and eloquent property. The host is wonderful and communication is easy! The family loved the pool and hot tub. The house is very comfortable, our stay was one of the best we have ever had! -Maranda

Get more information, see more photos and book your stay, HERE.

Private country getaway in Borden, IN

Superb house with lots of space. The house can accommodate ten people with four bedrooms and three bathrooms.

Enjoy your stay in this spacious modern home located in a private wooded country setting. Just 20 minutes from downtown Louisville, it’s a great location if you’re visiting Derby, the Bourbon Trail, concerts, sporting events, family reunions, business events, and more! Large open floor plan and a large fully finished basement with a full bar that opens to the pool area. There are 2 grills, large flat screen TVs, a hot tub, a well-equipped kitchen, and plenty of room to relax and spread out.

Dustin/Airbnb Host

Dustin/Airbnb

Dustin/Airbnb

I highly recommend this place. We were a group of 5 and we were all very comfortable here. The pool, hot tub and grill are amazing. About 20-25 minutes from downtown Louisville which was perfect for us. -Taylor

Dustin/Airbnb

Dustin/Airbnb

Get more information, see more photos and book your stay, HERE.

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