Middletown Rentals

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113 Houses

5

Brand New 2 Bedroom Townhouse

Kentucky / Middletown

Middletown townhouse

2 4 4 nights min

  • 2 bedrooms
  • sleeps 4
  • 4 nights min
  • Air conditioning
  • Private garden

Price per night from

$1,891

Price per night from

$1,891

21

DERBY HOUSE - 8200 SQ FT/ VIEWS OF GLISTENING LAKE AND ARNOLD PALMER GOLF COURSE

Kentucky / Middletown

Middletown house

8 16 3 nights min

  • 8 bedrooms
  • sleeps 16
  • 3 nights min
  • Child Friendly

Price per night from

$2,983

Price per night from

$2,983

Great rentals within 20 miles that match your search

Distance approx 11.82 km from Middletown

13

Beautiful Victorian Louisville Home

Kentucky / Louisville

Louisville house

5 14 min stay varies

  • 5 bedrooms
  • sleeps 14
  • min stay varies
  • Child Friendly
  • Ask about pets

Price per night from

$447

Responds fast!
avg. 43 minutes

Price per night from

$447

Distance approx 10.17 km from Middletown

(9) Excellent 

15

2 bed/2.5 bath Historic District Luxury Townhouse

Kentucky / Louisville

Louisville apartment

2 7 min stay varies

  • 2 bedrooms
  • sleeps 7
  • min stay varies
  • Child Friendly
  • Car not necessary
  • Air conditioning
“Super location - highly recommend” Stayed with spouse and two teenaged children while visiting family. The condo was located in an area with a lot of restaurants within walking distance that worked for both groups. It was well stocked and really com
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Price per night from

$85

Responds fast!
avg. 2 hours 24 minutes

Price per night from

$85

Distance approx 5.61 km from Middletown

(1) Excellent 

18

Kentucky suite with the comforts of home.

Kentucky / Louisville

Louisville apartment

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$110

Price per night from

$110

Distance approx 6.06 km from Middletown

19

Kentucky Derby Rental - Close in, East End

Kentucky / Louisville

Louisville house

4 8 3 nights min

  • 4 bedrooms
  • sleeps 8
  • 3 nights min
  • Child Friendly
  • Air conditioning

Price per night from

$2,486

Price per night from

$2,486

Distance approx 11.31 km from Middletown

(1) Excellent 

13

GERMANTOWN GEM CLOSE TO EVERYTHING DERBY!

Kentucky / Louisville

Louisville house

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$350

Price per night from

$350

Distance approx 12.05 km from Middletown

(1) Excellent 

66

Convenient Executive 3 Bedroom Downtown Louisville Condo

Kentucky / Louisville

Louisville condo

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly
  • Air conditioning

Price per night from

$342

Responds fast!
avg. 15 minutes

Price per night from

$342

Distance approx 9.17 km from Middletown

24

NEW! Louisville Home - 7 Miles to Churchill Downs!

Kentucky / Louisville

Louisville house

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Suitable for children age 5+
  • Air conditioning

Price per night from

$150

Responds fast!
avg. 9 minutes

Price per night from

$150

Distance approx 8.26 km from Middletown

(2) Excellent 

21

Quiet & safe 2 bed 1 bath in Crescent Hill

Kentucky / Louisville

Louisville apartment

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$130

Responds fast!
avg. 22 minutes

Price per night from

$130

Distance approx 10.76 km from Middletown

(2) Excellent 

40

Home away from home

Kentucky / Okolona

Okolona house

7 20 1 night min

  • 7 bedrooms
  • sleeps 20
  • 1 night min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$498

Responds fast!
avg. 2 hours 25 minutes

Price per night from

$498

Distance approx 8.93 km from Middletown

23

Charming shotgun in walkable district | Louisville

Kentucky / Louisville

Louisville house

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Child Friendly

Price per night from

$249

Responds fast!
avg. 10 minutes

Price per night from

$249

Distance approx 15.39 km from Middletown

67

Deluxe Condo for Derby KY 2018

Indiana / Floyds Knobs

Floyds Knobs condo

2 4 4 nights min

  • 2 bedrooms
  • sleeps 4
  • 4 nights min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$2,486

Price per night from

$2,486

Distance approx 9.97 km from Middletown

(1) Excellent 

7

Carriage House-Second Floor

Kentucky / Louisville

Louisville apartment

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Child Friendly
  • Car not necessary
  • Air conditioning

Price per night from

$373

Price per night from

$373

Distance approx 8.68 km from Middletown

(1) Excellent 

13

Close To Downtown In Historic Crecent Hill

Kentucky / Louisville

Louisville house

4 9 min stay varies

  • 4 bedrooms
  • sleeps 9
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$348

Responds fast!
avg. 9 minutes

Price per night from

$348

Distance approx 7.91 km from Middletown

4

Home rental

Kentucky / Louisville

Louisville house

3 9 3 nights min

  • 3 bedrooms
  • sleeps 9
  • 3 nights min
  • Child Friendly
  • Air conditioning
  • Ask about pets

Price per night from

$493

Price per night from

$493

Distance approx 11.82 km from Middletown

48

Just 5 Minute Stroll to Yum Center!

Kentucky / Louisville

Louisville apartment

1 5 min stay varies

  • 1 bedroom
  • sleeps 5
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$75

Responds fast!
avg. 1 hour 35 minutes

Price per night from

$75

Distance approx 11.82 km from Middletown

43

Live Like a Louisville Native - High Rise Apartment

Kentucky / Louisville

Louisville apartment

1 5 min stay varies

  • 1 bedroom
  • sleeps 5
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$75

Responds fast!
avg. 1 hour 35 minutes

Price per night from

$75

Distance approx 11.82 km from Middletown

29

Newly Renovated High-Rise Downtown Louisville Rental

Kentucky / Louisville

Louisville apartment

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$75

Responds fast!
avg. 1 hour 35 minutes

Price per night from

$75

Distance approx 3.77 km from Middletown

17

Derby Apartment

Kentucky / Louisville

Louisville apartment

3 7 1 night min

  • 3 bedrooms
  • sleeps 7
  • 1 night min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$59

Price per night from

$59

Distance approx 11.82 km from Middletown

41

Minutes from Thunder Over Louisville - Stylish Condo

Kentucky / Louisville

Louisville apartment

1 5 min stay varies

  • 1 bedroom
  • sleeps 5
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$75

Responds fast!
avg. 1 hour 32 minutes

Price per night from

$75

Distance approx 11.82 km from Middletown

34

All Inclusive Amenities and Awesome Attractions Await!

Kentucky / Louisville

Louisville apartment

1 5 min stay varies

  • 1 bedroom
  • sleeps 5
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$75

Responds fast!
avg. 1 hour 32 minutes

Price per night from

$75

Distance approx 11.82 km from Middletown

36

5 Minute Stroll to Ohio Waterfront

Kentucky / Louisville

Louisville studio

Studio 5 min stay varies

  • Studio
  • sleeps 5
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$75

Responds fast!
avg. 1 hour 35 minutes

Price per night from

$75

Distance approx 11.82 km from Middletown

30

Business Ready Modern Flat - Just Minutes From Kentucky Derby

Kentucky / Louisville

Louisville apartment

1 5 min stay varies

  • 1 bedroom
  • sleeps 5
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$75

Responds fast!
avg. 1 hour 32 minutes

Price per night from

$75

Distance approx 11.82 km from Middletown

39

Best Location for - Derby or Thunder!

Kentucky / Louisville

Louisville apartment

1 5 min stay varies

  • 1 bedroom
  • sleeps 5
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$75

Responds fast!
avg. 1 hour 35 minutes

Price per night from

$75

Distance approx 11.82 km from Middletown

46

Modern Studio in the Heart of Downtown High Rise

Kentucky / Louisville

Louisville apartment

1 5 min stay varies

  • 1 bedroom
  • sleeps 5
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$75

Responds fast!
avg. 1 hour 32 minutes

Price per night from

$75

Distance approx 11.82 km from Middletown

32

Modern Louisville Flat - Just Minutes from Kentucky Derby

Kentucky / Louisville

Louisville apartment

1 5 min stay varies

  • 1 bedroom
  • sleeps 5
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$75

Responds fast!
avg. 1 hour 35 minutes

Price per night from

$75

Distance approx 11.82 km from Middletown

34

Unique Condo For Your Louisville Getaway!

Kentucky / Louisville

Louisville apartment

1 5 min stay varies

  • 1 bedroom
  • sleeps 5
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$75

Responds fast!
avg. 1 hour 35 minutes

Price per night from

$75

Distance approx 9.42 km from Middletown

8

Historic Home in Amazing Location

Kentucky / Louisville

Louisville house

4 6 1 night min

  • 4 bedrooms
  • sleeps 6
  • 1 night min
  • Child Friendly
  • Car not necessary
  • Air conditioning

Price per night from

$796

Price per night from

$796

Distance approx 16.85 km from Middletown

26

FULLY RENOVATED 2br/2ba; 10min to Louisville. LOVELY new furnishings. QUIET!

Indiana / New Albany

New Albany house

2 8 min stay varies

  • 2 bedrooms
  • sleeps 8
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$149

Price per night from

$149

Distance approx 11.82 km from Middletown

40

Your Home Away From Home - Downtown Louisville

Kentucky / Louisville

Louisville apartment

1 5 min stay varies

  • 1 bedroom
  • sleeps 5
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$75

Responds fast!
avg. 1 hour 35 minutes

Price per night from

$75

Distance approx 11.82 km from Middletown

43

Stylish Condo Just Minutes from Louisville Yum Center!

Kentucky / Louisville

Louisville apartment

1 5 min stay varies

  • 1 bedroom
  • sleeps 5
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$75

Responds fast!
avg. 1 hour 35 minutes

Price per night from

$75

Distance approx 11.82 km from Middletown

36

High-rise Rental in Downtown Louisville!

Kentucky / Louisville

Louisville apartment

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$75

Responds fast!
avg. 1 hour 32 minutes

Price per night from

$75

Distance approx 11.82 km from Middletown

32

Best Condo Located Steps from 4th Street Live

Kentucky / Louisville

Louisville apartment

1 5 min stay varies

  • 1 bedroom
  • sleeps 5
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$75

Responds fast!
avg. 1 hour 35 minutes

Price per night from

$75

Distance approx 9.92 km from Middletown

12

Luxury Loft in Historci Butchertown

Kentucky / Louisville

Louisville apartment

2 8 2 nights min

  • 2 bedrooms
  • sleeps 8
  • 2 nights min
  • Child Friendly
  • Car not necessary
  • Air conditioning

Price per night from

$373

Price per night from

$373

Distance approx 12.42 km from Middletown

4

Kentucky Derby Rental (Main Front)

Kentucky / Louisville

Louisville b and b

1 2 3 nights min

  • 1 bedroom
  • sleeps 2
  • 3 nights min

Price per night from

$1,740

Price per night from

$1,740

Distance approx 11.7 km from Middletown

32

Suite 3 In Victorian Community Washer/dryer 3 beds

Kentucky / Louisville

Louisville apartment

1 6 30 nights min

  • 1 bedroom
  • sleeps 6
  • 30 nights min
  • Child Friendly
  • Car not necessary
  • Air conditioning

Price per night from

$65

Responds fast!
avg. 2 hours 51 minutes

Price per night from

$65

Distance approx 11.9 km from Middletown

35

Majestic Victorian 9B Best Location

Kentucky / Louisville

Louisville house

4 16 min stay varies

  • 4 bedrooms
  • sleeps 16
  • min stay varies
  • Child Friendly
  • Car not necessary
  • Air conditioning

Price per night from

$493

Responds fast!
avg. 2 hours 51 minutes

Price per night from

$493