Vacation rentals in Middletown

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Popular amenities for Middletown vacation rentals

Stay near Middletown's top sights

Havana Rumba Middletown32 locals recommend
Main Event Louisville31 locals recommend
Mark's Feed Store29 locals recommend
The Village Anchor24 locals recommend
Xscape Theater Blankenbaker 1422 locals recommend
The Fresh Market13 locals recommend

Other great vacation rentals in Middletown

Superhost

Vacation home in Louisville

4.77 out of 5 average rating, 30 reviews

Historical Mansion 7BD Vacation Home in Derby City

WaqasRating, 5 stars3 months ago
Beena's home was excellent for our large group passing through. It's a very unique property with each room in a different theme, and an incredible outdoor grounds which really makes it feel special. we had a great stay and would love to go back!
Guest favorite

Home in Shelbyville

5 out of 5 average rating, 22 reviews

Bourbon by the Lake

MohamedRating, 5 stars2 months ago
Emily's home was very clean with beautiful views. It is a perfect seasonal getaway, with clean beds/linens, great bathrooms/showers, and a fully stocked kitchen. We particularly liked the outdoor firepit. I would definitely consider Emily's place again in the future.
Guest favorite

Home in Elizabeth

4.98 out of 5 average rating, 125 reviews

Cabin on Lake Close to Louisville Ky

KatRating, 5 stars2 months ago
A quiet, calm place to come back to after a long day with extended family. Great place to decompress and relax, with beautiful scenery and a private feel.
Guest favorite

Apartment in Central Business District

5 out of 5 average rating, 80 reviews

Modern Luxury Apt: King Bed, Coffee Bar, Hot Tub!

ChasityRating, 5 stars2 weeks ago
Very friendly and responds quickly! Gave us very detailed and specific instructions, tons of recommendations and answered my questions super quickly! The space is beautiful and quiet and peaceful! The property was wonderful with plenty to do right in the complex and the heated pool and hot tub were our favorite part! Hot tubing in the 30 degree weather with snow on the ground is a must! We had a wonderful time and were like a minute from 4th street live with just a short walking distance! We can’t wait to stay again and we will be!
Guest favorite

Apartment in Louisville

4.83 out of 5 average rating, 120 reviews

Highlands Harmony House - Near Cherokee Park

ScottRating, 5 stars1 month ago
Great location ... right in the middle of town and close to all the nightlife, yet on a secluded street, very quiet. I am a big fan of Victorian homes, this one has lots of character including a clawfoot tub. Very charming!
Guest favorite

Farm stay in Simpsonville

4.9 out of 5 average rating, 60 reviews

Spacious Home with Beautiful Views

SarahRating, 5 stars2 months ago
Lauren's home is a little slice of farmhouse heaven. The setting is beautiful as the charming home sits back from the road, nestled behind the pastures where the horses roam. The home has many unique and quaint features that make it feel cozy and comfortable. The beds were comfortable and sleep came easily in the quiet and peaceful privacy of the homes's location. There are yummy restaurants and fun shopping within 15-30 minutes making the location extremely convenient. We would stay here again and would recommend it to others looking for a retreat from the hustle and bustle of daily life.
Guest favorite

Condo in Highlands

4.94 out of 5 average rating, 186 reviews

Large Townhouse, Walk to All! King beds, 2.5 baths

AmandaRating, 5 stars4 days ago
The place was clean, and conveniently located. The owner was also very responsive!
Guest favorite

Home in Louisville

5 out of 5 average rating, 15 reviews

Bourbon Country Cottage

ChristianaRating, 5 stars1 month ago
We loved our stay in Julie’s home! The home is as-pictured, spacious, and looks recently remodeled. It includes thoughtful touches—including a decorated Christmas tree—and well-appointed rooms. It was more than enough space for our party of 6 adults, 1 baby. We especially appreciated the well-stocked kitchen which included everything we needed and more (e.g. olive oil & balsamic, spices, plenty of coffee options, pans for cooking, good knives). The beds were comfortable. For baby, Julie provides a pack n play and a soft cushy blanket that served as a great place to let the baby play. Julie was a responsive and thoughtful host, very easy to work with, and I highly recommend her place for your next trip to Louisville!

Quick stats about vacation rentals in Middletown

  • Total rentals

    50 properties

  • Nightly prices starting at

    $50 before taxes and fees

  • Total number of reviews

    1.1K reviews

  • Family-friendly rentals

    40 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

Frequently Asked Questions

  • Do house rentals in Middletown have air conditioning?

    Absolutely! We offer over 40 house rentals with air conditioning in Middletown. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly vacation rentals in Middletown?

    Four-legged friends are welcome in Middletown. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Middletown?

    Yes! Work meets play with ease at over 20 vacation rentals in Middletown featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there family-friendly vacation rentals in Middletown?

    Middletown has more than 40 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in Middletown have a kitchen?

    Absolutely! We offer over 40 house rentals with a kitchen in Middletown. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in house rentals in Middletown?

    Experience the best of Middletown with our house rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Middletown have wifi?

    Absolutely! We offer over 40 house rentals with wifi in Middletown. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Middletown have free parking?

    Absolutely! We offer over 40 house rentals with free parking in Middletown. Enjoy a tailored experience with all the comforts you desire.

Destinations to explore

  1. Airbnb
  2. United States
  3. Kentucky
  4. Jefferson County
  5. Middletown