
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.

Swanky Fully Equipped St. Matthews Apartment
Swanky East End Private Apartment. Completely renovated in 2018. New Shower, fully equipped kitchen. Huge walk in closest, FlatScreen TV and WIFI all included. Party Deck and Spaceous Living Room are ready for your Visit. King Bed and Queen Sleeper Sofa with spacious living, await up to 4 guests. Great venue for Trinity Football, University of Louisville Sporting events, Churchill Downs, or simply hitting the Bourbon Trail. 10 min. Uber to Whiskey Row and Distillery And/or and Nulu District

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.

Highland Victorian Retreat
Experience the epitome of old-world charm in our exquisite one-bedroom apartment! Indulge in the serenity of a separate bedroom featuring an exceptionally comfortable bed designed to ensure a restful night's sleep. The tastefully decorated living room is highlighted by an elegant antique fireplace, creating an inviting ambiance. The fully-equipped kitchen boasts modern appliances, including a brand-new washer and dryer, ensuring you have everything you need for a seamless and enjoyable stay.

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.

Eclectic/Modern 1 BR in Clifton!
Updated 1 bedroom/1 bathroom stylish retreat right in the heart of the Historic Clifton neighborhood. Clifton is directly off Frankfort Avenue near the Highlands, Nulu, St Mathews, and Old Louisville neighborhoods. This 600 sq ft charming shotgun home was built in the 1900’s and it has a ton of character and “old home” charm, while still having updated features throughout. This home is very close to many restaurants and shops! You can walk, drive, or bike to Frankfort Ave.

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

Private Prospect Flat
Two bedroom apartment located on picturesque Covered Bridge Road in Prospect, KY. There is a separate entrance with plenty of parking. Beautiful views of Kentucky landscape from every window. Our property is four acres with a meandering stream, forest, and fields. There is a fully stocked kitchen including a dishwasher. The main bedroom includes a work space area and two closets. Feel free to grab a few eggs for breakfast if there are eggs in the nesting boxes.

Quaint Highland's Bungalow
Kick back and relax in this calm, stylish space with equal proximity to beautiful Cherokee Park and all the shops and restaurants on Bardstown Road in the popular Highland's neighborhood. Two bedroom, one and a half bath, completely updated one hundred-year-old home. The backyard offers a beautiful firepit with Adirondack chairs, a patio with dining area and Traeger Grill and plenty of room in the landscaped backyard to throw a ball. Three day minimum stay.

Eco+ guest suite in the center of all the fun
Hip modern amenities meet historic home in Shelby Park. A quick drive to everything in the urban core - Downtown, Nulu, Old Louisville, the Highlands, Germantown, and more. Easy access to the airport, to boot! We are pet friendly home, but require your pets be registered on the booking. We want your pets (and ours) to be as safe and comfortable as you are, and the fee covers additional costs to complete allergen level sanitization.

The Caldwell Highlands/Germantown
Welcome to The Caldwell, a Germantown/Highland area home that includes three bedrooms, one and half bathrooms and sleeps up to five people. The home is within walking distance of several restaurants, bars, retail and vintage stores, and entertainment venues including the Germantown Gables, Logan Street Market and Old Forester’s Paristown Hall. The home features a covered deck, a fenced-in yard as well as home gym.

Highlands Lower Level Studio Guest Suite
Private, well-lit, entrance is in rear of home. The space is approx. 600sq. ft. There is a gas fireplace, 42" HD TV w/Netflix & Amazon Prime. Kitchen has Keurig coffee maker, convection oven, inferred glass top burner, microwave, refrigerator/freezer w/ice, washer/dryer& a large marble shower, with heated floors in the shower room. Also space equipped w/ Medify air purifier w/H13 true Hepa medical grade filter.

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.
Popular amenities for Middletown pet-friendly home rentals
Pet-friendly house rentals

2BR Home Near Zoo & Fairgrounds – Family-Friendly!

Cozy Home w/ Fully Fenced Yard

Central Location. Expo cntr, UofL, Churchill Downs

Shelby Manor

Bardstown Bourbon Bnb - near My Old KY Home

Parkside Pad - Iroquois Park

The Green House in Downtown

Germantown gem w/ private parking & fenced in yard
Pet-friendly home rentals with a pool

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

Luxury Apartment/Near Louisville/EV Charger

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

King Bed Suite w/ Record Player, Patio & Free WiFi

Eagle's Nest

Near Hospitals & DT | Bright+Parking+W/D+Churchill

Charming Newly Renovated Home - 2 bedroom /1 bath

Peaceful Modern Retreat • Prime Location!

The Cottage at StoneLedge 2 bedroom/1bath

SuperHost ~ Beautiful NEW Modern Condo w/ 75" TV

Minutes to Louville Firepit/fenced yard
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 € 69 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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- Family-friendly rentals Middletown
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- Buffalo Trace Distillery
- Kentucky Kingdom & Hurricane Bay
- Kentucky Derby Museum
- Churchill Downs
- Kentucky Exposition Center
- Valhalla Golf Club
- Muhammad Ali Center
- Angel's Envy Distillery
- Louisville Slugger Museum & Factory
- Falls of the Ohio State Park
- Louisville Slugger Field
- Big Four Bridge
- Kentucky Science Center
- Waterfront Park
- Evan Williams Bourbon Experience
- Frazier History Museum
- Cherokee Park
- Equus Run Vineyards
- Kentucky International Convention Center
- L&N Federal Credit Union Stadium
- University of Louisville
- Castle & Key Distillery
- Marengo Cave National Landmark
- James B Beam Distilling




