
Pet-friendly vacation rentals in Middletown
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Middletown
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

Cozy cottage, pets, private, convenient, parking
This secluded mid century cottage is just minutes to downtown and other amenities. Located in Clifton Heights, this three bedroom, bath and a half home is inviting and cozy. Located 6 miles from two large malls, 1 mile from the new walking bridge over the Ohio River, and one and a half miles to unique shopping, nightlife and restaurants. Also, the home is only a short distance to I 71 and I 64. This makes everything convenient and accessible from this private location. The home has vintage charm with renovations for convenience. Each Bedroom has a flatscreen TV as well as a 56 inch flatscreen in the living room. There is a private front yard with gardens, seating, and a grill. There are 6-7 spaces for off street parking. The eat-in kitchen seats six, with a double oven microwave, full-size fridge, gas stove and a dishwasher. There is service for 12 including Louisville Hadley Pottery.

Home near the Highways
Comfortable, clean home in a quiet neighborhood Garage and driveway parking 3 Kings, 2 Queens, 2 Full beds, 2 Futons, 1 Loveseat Sleeper Sofa, 1 Couch Individual coffee makers in rooms with complementary coffee Peaceful front porch. Back and patio with gas & charcoal grills and green view Pet Friendly. Scroll down to "Other Things to Note" for more info. 2.5 miles to I-265. 3 miles to I-64. 20-30 minutes to most places in Louisville. 1 mi to a fuel, groceries, restaurants & banking

The Sweet Spot! - Live Like a Local
Live like a local in one of Louisville’s most sought-after neighborhoods, young professionals and families alike. Rich in history and surrounded by wall-to-wall dining, shopping, and entertainment, this vibrant area is known for its charm, energy, and premium appeal. Originally built as a single condo over two decades ago, the owner later acquired the neighboring unit and completely reimagined the entire second level. The result is a thoughtfully crafted space that truly feels like a retreat.

Hide away close to everything
Recently remodeled in law suite. We just upgraded the bed to a queen size. Very private, detached garage getaway. A cozy sitting area 60" CableTV with HBO SHOWTIME and STARZ. Wet bar with fridge, ice maker, coffee maker, microwave, hot plate, dishes and some cookware. Private bath has shower and a walk in closet. This private apt. is above the garage. Outside has fenced in yard for your furry friend, outdoor fire pit and sitting area. Close to the interstate and minutes from downtown.

Pet Friendly Home In The Highlands
This 1700 sq ft. vintage bungalow is ideally located and equipped with everything you need to enjoy your stay in Louisville. Established in The Highlands, a historic area comprised primarily of older homes, varying in style, size and quality, close to all amenities, shopping, parks, public transportation & recreation. The area is packed with walkable restaurants, bars, and shops, and is centrally located to all city attractions, including Churchill Downs, the Yum! Center, and the waterfront.

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.

12 Guest/Top Area /Families/Park
Welcome to our Family Airbnb 1- Great Location in residential neighborhood 2- 20 Min to Kentucky Derby Museum 3 - 20 Min to Louisville Mega Caverns 4- 15 Min Evan William Bourbon 5- 20 Min Churchill Down 6- Designed for 2 guests (3 Queen Bed, 1 double Bunk bed, 1 Queen Air Mattress) 7- Free Parking (2 Cars Inside and 2 Cars Outside) 8- Fully Equipped Kitchen 9- Fast Wi-Fi 10- Quiet and Safe Area 11- Private Patio 12-24/7 Available Host 13- 2 Smart TVs 14- Laundry In Unit

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.

Bourbon Trail*Tesla EV charger* HOT TUB
Welcome to the Bourbon Bungalow, a tastefully restored farmhouse on the famous Kentucky Bourbon Trail. This southern retreat is on the outskirts of Louisville in the quaint city of Pewee Valley. A short drive to some of the states most sought after locations such as Churchill Downs, bourbon distilleries, horse parks, caves, Shelbyville, Bardstown, & more! The Bourbon trail is waiting for you!

One Room Apartment with Private Off Street Parking
Room is a stand alone efficiency with a kitchenette, blackout curtains, and reclining queen bed. It has one designated parking space and seperate entrance. Unit has private bath and walk in closet, and kitchenete. Also has refeigerator, coffee maker, work desk microwave, 42" smart tv, Ninja airfryer oven, and couch. Private porch with table and chairs. Close/secure single parking space.

HIghlands Modern Get Away
Ideal, quiet place in the highlands. You have the apartment over the garage. You'll have a place all to yourself with most the amenities of your own home. Studio apartment with a balcony if you decide to hang out and relax for the evening. There is a cook top, but no oven in the kitchen. Park in the driveway in front of the garage. Pets are welcome, plz add them when booking.

Charming 4 Bedroom classic home bourbon trail!
Comfortable, newly furnished home located in downtown Simpsonville. This is brand new to AirBnB. Whether you are going down the Bourbon trail or you just want to be near I64 and Louisville, this home is the place for you. Fun, homey well decorated this place offers family fun with Fire pit, backyard and patio. High speed 300mb internet for those workers on the go.
Popular amenities for Middletown pet-friendly home rentals
Pet-friendly house rentals

Charming Newly Renovated Home - 2 bedroom /1 bath

Cabin on Lake Close to Louisville Ky

Central Location. Expo cntr, UofL, Churchill Downs

Louisville, Ohio River & walking bridge views

Derby Dreaming in the Julep House - Churchill/Expo

Quaint Highland's Bungalow

SuperHost ~ Beautiful NEW Modern Condo w/ 75" TV

The Old McDonald Lane
Pet-friendly home rentals with a pool

Htd Pool & Hot Tub, Arcade, Karaoke, Dogs Welcome

The Getaway!

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

Happy Goose Hollow

Sunsets on Bourbon Street! Waterfront views!

Lake Livin' & Bourbon Sippin'

Rock & Roll Riverhouse | Pool | Mins to Louisville

Lake Refuge near Louisville & Bourbon Trail #52
Private, pet-friendly home rentals

Private Guest Suite in Desirable East Louisville

Riverfront Cottage

NEW 3BR Near Everything | King Beds | Game Room

Pastel Tiny Home • Romantic Retreat on 15 Acres

Derby-ready home near Churchill Downs with parking

Spacious Retreat 3BR, 3.5BA Home in Golf Community

Cozy Loft with Ample Sunlight

The River View Cabin
When is the best time to visit Middletown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$29,086 GYD | G$27,621 GYD | G$28,668 GYD | G$31,806 GYD | G$32,853 GYD | G$29,923 GYD | G$32,434 GYD | G$29,923 GYD | G$38,502 GYD | G$34,108 GYD | G$29,086 GYD | G$31,179 GYD |
| 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 |
Quick stats about vacation rentals that are pet-friendly in Middletown

Total vacation rentals
Explore 20 vacation rentals in Middletown

Nightly prices starting at
Middletown vacation rentals start at G$16,740 GYD per night before taxes and fees

Verified guest reviews
Over 260 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Middletown vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Middletown rentals

4.8 Average rating
Middletown stays are highly rated by guests—averaging 4.8 out of 5!
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- Pet-friendly rentals Jefferson County
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- Buffalo Trace Distillery
- Kentucky Derby Museum
- Kentucky Exposition Center
- Kentucky Kingdom & Hurricane Bay
- Churchill Downs
- Louisville Slugger Museum & Factory
- Valhalla Golf Club
- Muhammad Ali Center
- Angel's Envy Distillery
- Louisville Slugger Field
- Big Four Bridge
- Kentucky Science Center
- Falls of the Ohio State Park
- Waterfront Park
- L&N Federal Credit Union Stadium
- Evan Williams Bourbon Experience
- James B Beam Distilling
- University of Louisville
- Kentucky International Convention Center
- Castle & Key Distillery
- Four Roses Distillery Llc
- Bernheim Arboretum and Research Forest
- Marengo Cave National Landmark
- Jefferson Memorial Forest




