
Pet-friendly vacation rentals in Middletown
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Top-rated pet-friendly home rentals in Middletown
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Popular amenities for Middletown pet-friendly home rentals
Pet-friendly house rentals

2King beds+HotTub+FirePit
We wanted a quick, midweek, night away for our 20th Anniversary. We’d had a particularly overwhelming a stressful, busy couple of weeks with other family commitments and a death near the family. We booked the day before our stay- very last minute! Becky & Heather were fantastic hosts. The house was ready, the hot tub looked brand new it was so clean, the backyard is an oasis of relaxation, and everything was just perfect. We were able to relax and enjoy! We ordered take out from the nearby Crestwood Bistro- delicious!! Just wish we’d had more time. We’ll definitely recommend Becky & Heather’s place to friends and family.

Quiet Neighborhood-Close to Expo, Churchill Downs!
One of the nicest (if not the nicest) Air BnB's I've ever stayed at! The home and location was beautiful, quiet, peaceful, and pristine. The home is also close to several small businesses and restaurants that provided a super fun and unique Louisville experience! The perfect place for a small gathering of friends.

Entire House in Middletown - Trailers/RVs access
Our stay was perfect! The house is beautiful, and his communication was great. I would gladly stay again. Thanks for having us!

Nulu | Bourbon District | 4 Bedroom | Fire Pit
This was a perfect choice for a meet-up for three couples. We had a bourbon tour planned but we also wanted to explore the local NuLu area in Louisville- easy walk from the house. The home was very clean and comfortable, and the bathrooms and bedrooms worked out nicely. Would definitely visit this area again as the restaurants, bars and shops are great! Very convenient to the downtown, too.

Lilly's Pad
The neighborhood was so quiet and peaceful. The house was exactly what we were looking for. We have a golden retriever and this was our first opportunity to take her on vacation. It worked out great.

Historic Woodlawn Park Home
Very nice home, great for kids, friendly, flat yard front & back, nice & new kitchen with everything you need to cook. Close to supermarkets, Target, restaurants & shopping.

Louisville Private Suite
Very enjoyable host. Very clean met all our needs. Will diffently book again if staying in the area.

Cozy cottage, pets free quiet, private, convenient
Anne was friendly and helpful. She supplied so many extras that there was something in each room to make you smile, from a S'mores kit to robes and slippers, and extra shampoo and body wash. We were able to use the fire pit and felt comfy and at home during our stay.
Pet-friendly home rentals with a pool

Newly Updated! Family Fun HQ - Pool & Games!
Glencairn knoll was the perfect place for our family gathering. We enjoyed lots of pool time in the beautiful (heated!) pool, made smores at the firepit, caught up with friends and family in the area, and our kids loved having a space of their own in the fabulous basement (karaoke was a crowd favorite)! We took a couple of side trips to the Makers Mark distillery and Taylorsville Lake - both highly recommended! We loved everything about this place and would love to come back another time.

NEW Pet Friendly, Horse Country, Bourbon, Downtown
My family had a great stay at this beautifully furnished home. It is centrally located within the pristine Norton Commons community, and it is close to many shops and restaurants. Great place to make home base for a trip to Louisville!

Best view of the lake two bed two bath cottage #4
Had a very nice time here, enjoyed the hot tub and watching T.V.

Get Away From It All
We had a wonderful time staying at Jared’s cottage! Felt right at home! There was an issue with the hot tub but he had someone come out right then and there to take care of the issue. Very responsive and flexible!

Happy Goose Hollow
Lisa and Brad are stellar hosts!! They went ABOVE AND BEYOND to welcome us back to their lovely home for our second family vacation. The house is beautifully furnished and the property is pristine. This is the perfect rental for a family stay; excellent location, close to town for groceries and necessities and not a far drive from many major attractions.

Lake Livin' & Bourbon Sippin'
Great host and stay. Highly recommend

Ridge Retreat 42 Sleeps 8 + Crib. NEW HOT TUB
Suzanne was accommodating, friendly and has a beautiful home. We were lucky to have spent our wedding weekend with her place. Thanks for making it easy.

Wildflower cottage on Taylorsville lake
Our stay was amazing! All accommodations were outstanding. It was our home away from home with our family for the entire weekend. Very peaceful, very clean, and a great view! Jeremy, our host, was very helpful and had a quick response to any questions we had. We have already planned to get this beautiful home again when we come back to the lake!
Private, pet-friendly home rentals

Cozy & Chic Home w Backyard | St. Matthews Retreat
Great location central to everything. within 15-20 min church hill downs. Great place for breakfast is Con Huevos.

Lovely Kentucky Home with many amenities.
Pablo’s place was a great place to relax with lots of space! He was extremely responsive and made sure we enjoyed our stay! I can’t recommend staying here enough.

Bourbon City Bungalow
The house was perfect for two people, clean super cute decor. The location is close to everything, and Daniel’s guide book had great recommendations. We appreciated how easy Daniel was to communicate with. We will definitely use this as our go to while in Louisville!

Quaint Highland's Bungalow
From the spot on communication pre-arrival to the waiting hospitality basket to the immaculate and tastefully decorated home to the prompt replies to texts and emails during our stay, I can't say enough about the excellent experience we had from start to finish. We had lots of family to visit so we often were gone most of the day but returning in the evenings for a quiet moment on the beautiful front porch or backyard was heaven! Thank you John. We felt like we were your one and only guests, ever! We hope to return soon.

Entire home: close to downtown.
This home was in a newer, family neighborhood and was very peaceful and quiet. The home could accommodate a couple or a family. The yard had outdoor dining options and room for kids to play. We hope to stay there again on our travels.

This old Kentucky home - Middletown/Derby/Bourbon
My daughter's and I loved Jannette's home and she is so nice and welcoming. The home is immaculate and it is located in a beautiful area. She even left us snacks in the house. When I'm back in Louisville, I will check to see if Jannette's house is available first, before exploring other options.

Home Away From Home w/ full gym, hot tub, & sauna
Very clean interior and well taken care of property. Bed is quite comfortable. Appliances and electronics are high end. Amenities are great and had everything you could ask for. Thoughtful touches and complimentary items are highly appreciated. Overall 5 star Airbnb.

Cottage in the city
Beautiful place located on a quiet side road in the midst of nature. The bed was very comfortable and we felt right at home.
Quick stats about vacation rentals that are pet-friendly in Middletown
Total rentals
10 properties
Nightly prices starting at
R1,425 ZAR before taxes and fees
Total number of reviews
200 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
10 properties include access to wifi
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- Buffalo Trace Distillery
- Kentucky Kingdom & Hurricane Bay
- Big Four Bridge
- Louisville Slugger Field
- Kentucky Derby Museum
- Louisville Slugger Museum & Factory
- Anderson Dean Community Park
- Valhalla Golf Club
- Muhammad Ali Center
- Heritage Hill Golf Club
- Angel's Envy Distillery
- Charlestown State Park
- Waterfront Park
- River Run Family Water Park
- Evan Williams Bourbon Experience
- Turtle Run Winery
- Kentucky Science Center
- Frazier History Museum
- Big Spring Country Club
- Falls of the Ohio State Park