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.

Vacation rentals in Middletown

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Middletown

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite

Home in Taylorsville

4.86 out of 5 average rating, 35 reviews

The Cozy Lake Place Cottage 75

Welcome to our tranquil Airbnb retreat, a charming cottage that accommodates up to 6 guests with 4 cozy beds. Nestled within a gated community, this getaway boasts lake views and a private hot tub for ultimate relaxation. You'll have access to a refreshing pool and playground at the resort. The surrounding woods offer a serene ambiance, while nearby hiking trails, fishing spots, and a marina with boat rentals, just a minute's drive away, ensure that adventure and leisure are always within reach.

Superhost

Home in Louisville

5 out of 5 average rating, 13 reviews

Calm Serene Studio Getaway Louisville by Expo Ctr

Welcome to your next charming getaway in Louisville Ky. Attached studio style unit to a home. Close to the airport you will be home shortly after landing. Treat yourself to a quiet stay with everything you need. Big screen TV with a comfortable couch. Relax & unwind in premium bedding. Private entrance from the back of the house with your own deck area for a comforting time sitting outside. Washer and Dryer in unit for longer stays. Close to groceries, shopping centers, parks, and expo center.

Superhost

Home in Taylorsville

4.71 out of 5 average rating, 35 reviews

Seabiscuit Cottage 5

Welcome to our serene, gated community, lakeside retreat on Taylorsville Lake! This cozy Airbnb offers a comfortable escape with 4 beds and 2 full bathrooms, perfect for a family or friends' getaway. Featuring a hot tub on the deck and as part of a resort, you'll have access to a refreshing pool, hiking trails, fishing spots, and boat rentals at the marina just a one-minute drive away. Immerse yourself in nature's beauty while enjoying a peaceful truly comfortable stay at our lakeside haven.

Superhost

Home in Old Louisville

4.84 out of 5 average rating, 79 reviews

Exposition Center, Bourbon Trail, Downtown, & I65

Our guest will enjoy easy access to everything from this centrally located home. Right off of interstate 65. Conveniently located near downtown (2 miles), University of Louisville (1.1 miles), Cardinal Stadium (1.9 miles), Yum Center (2.3 miles), Churchill Downs (2.8 miles), Kentucky Exposition Center (3.1 miles), Louisville International Airport (3.9 miles), and many more local attractions. This home has been fully renovated and has two off street parking spaces in the rear of the house.

Guest favorite

Loft in Central Business District

4.96 out of 5 average rating, 82 reviews

NuLu Loft 1885|Free Parking|Bourbon Trail|KY Derby

Our industrial loft is located in the historic Central Business District and NuLu area of Louisville. Local history mixes with a trendy and vibrant neighborhood known for its eclectic mix of art galleries, restaurants, and shops. The loft is situated close to all amenities and major attractions in downtown Louisville, including the popular Whiskey Row, Museum Row, Bourbon Trail and Louisville Slugger Field. We are a quick 12min drive to historic Churchill Downs, home of the Kentucky Derby

Superhost

Cottage in Taylorsville

4.82 out of 5 average rating, 107 reviews

Lake Livin' & Bourbon Sippin'

Edgewater Resort, 20 minutes from Louisville, is Taylorsville Lake's premier vacation spot, tucked away in a gated community with over 163 acres that overlooks the marina. Within walking distance you'll find a community pool (seasonal) with a sand volleyball court and a fire pit. This two-story cottage sleeps up to 10 guests and showcases a master suite with two private balconies and a jetted soaking tub. You can also hang out on the private deck out back equipped with a 4-person hot tub.

Guest favorite

Cottage in Taylorsville

4.89 out of 5 average rating, 121 reviews

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

Make yourself at home in this cozy 2 bedroom 2 bath lakeside cottage with incredible views of Taylorsville Lake. You will love the open airy feel complete with deck and hot tub. Washer dryer, four beds that easily sleeps 7. TV in both the master bedroom and the living room. The wonderful community also offers a swimming pool and play area for kids. Enjoy the wildlife as well including deer and turkey as you explore the walking trails. We are located in the heart of the bourbon country!

Superhost

Cottage in Taylorsville

4.74 out of 5 average rating, 161 reviews

Get Away From It All

GET AWAY FROM IT ALL at an idyllic cottage overlooking beautiful Taylorsville Lake. Quiet and tranquil in the fall and winter, lively and centrally situated for fun in the summer. Ideal for a weekend get away or a bluegrass adventure. Just minutes from Louisville and the famous Kentucky Bourbon Trail. Make this your headquarters for the Kentucky Derby, Bourbon tasting, hunting trips, or just to get away from it all. For larger parties, inquire about a joint rental with cottage #27!

Guest favorite

Cottage in Taylorsville

4.96 out of 5 average rating, 189 reviews

Four Seasons Cottage at Taylorsville Lake KY

Nestled in the Bourbon Trail hills of Kentucky, rests Taylorsville Lakes only waterfront vacation community. Strategically placed; Cottage 37 sits on a ridge that overlooks the 3,050-acre lake and its 10,000 acres of wildlife preserve. The owners tried to capture the view from the kitchen table to inspire the cabins four-season theme. The wall hangings were chosen to mirror Kentucky’s beautiful hills, Derby culture, and the water of Taylorsville Lake.

Guest favorite

Cabin in Mount Eden

4.98 out of 5 average rating, 134 reviews

Bourbon Country Cottage

Newly renovated cottage located in the country. Enjoy amazing views from the porch while enjoying the outdoor patio. Fully furnished to make your stay comfortable and delightful. Memory foam mattresses for wonderful sleep and a well equipped kitchen for cooking. Enjoy exploring the walking trails, creek and the 80 acre property while you stay. Stocked Fishing Pond Check out our other listing too, Bourbon Country Cabin, same property.

Guest favorite

Home in New Albany

4.97 out of 5 average rating, 119 reviews

King bed and oasis backyard with hot tub, firepit

11 miles to Derby. Come enjoy our newly decorated house with a hot tub, gazebo outdoor fun area and lounge furniture and wood burning fire pit. The idea is to both indoor and outdoor give you a great experience that not everyone offers! We sleep 4 adults comfortably in our 1 KING size bedroom and 1 QUEEN size bedroom. We're located in a quiet neighborhood with a fully fenced in backyard and we're Pet Friendly with a fee!

Superhost

Home in Taylorsville

4.85 out of 5 average rating, 68 reviews

3 Bed / 3 bath cottage NEW Hot Tub

Welcome to this awesome house in this gated community overlooking Taylorsville Lake. Huge Community Pool, sand volleyball & basketball hoop. Large open floor plan with fully stocked kitchen and living room. Huge master bedroom with private deck and whirlpool bathtub. Boat rentals available at the marina seconds away. Kayak and Canoe Rentals nearby. 25 minute scenic drive to Louisville Welcome to Edgewater Resort

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Middletown vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

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

Guest favorite

Vacation home in Louisville

4.79 out of 5 average rating, 29 reviews

Historical Mansion 7BD Vacation Home in Derby City

Superhost

Home in Taylorsville

4.69 out of 5 average rating, 113 reviews

Southern Lights 56- Brand NEW hot tub and deck! (D

Guest favorite

Home in Shelbyville

5 out of 5 average rating, 22 reviews

Bourbon by the Lake

Guest favorite

Apartment in Central Business District

5 out of 5 average rating, 72 reviews

Chic Modern Luxury Apt:King Bed, Coffee Bar, Pool!

Guest favorite

Apartment in Louisville

4.83 out of 5 average rating, 119 reviews

Highlands Harmony House - Near Cherokee Park

Guest favorite

Farm stay in Simpsonville

4.91 out of 5 average rating, 58 reviews

Spacious Home with Beautiful Views

Guest favorite

Condo in Highlands

4.93 out of 5 average rating, 180 reviews

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

Guest favorite

Home in Louisville

5 out of 5 average rating, 14 reviews

Bourbon Country Cottage

Show all

Quick stats about vacation rentals in Middletown

Total rentals
50 properties
Nightly prices starting at
G$10,415 GYD 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.

Vacation rentals in Middletown

Top-rated vacation rentals in Middletown

Home in Taylorsville

Home in Louisville

Home in Taylorsville

Home in Old Louisville

Loft in Central Business District

Cottage in Taylorsville

Cottage in Taylorsville

Cottage in Taylorsville

Cottage in Taylorsville

Cabin in Mount Eden

Home in New Albany

Home in Taylorsville

Vacation rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Middletown vacation rentals

Stay near Middletown's top sights

Other great vacation rentals in Middletown

Vacation home in Louisville

Home in Taylorsville

Home in Shelbyville

Apartment in Central Business District

Apartment in Louisville

Farm stay in Simpsonville

Condo in Highlands

Home in Louisville

Quick stats about vacation rentals in Middletown

Total rentals

Nightly prices starting at

Total number of reviews

Family-friendly rentals

Pet-friendly rentals

Rentals with dedicated workspaces

Frequently Asked Questions

Destinations to explore