Madison Vacation Rental - Vacation Rentals in Cloverleaf

Derby and Downtown From US $233
         

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10.0 (11 Reviews)
House
  • Air Conditioner
  • Parking
  • View
Cottonwood Airport & Expo Hotel Louisville From US $103
         

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8.6 (1006 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Historic Modern Home Near Downtown Louisville From US $334
         

Cozy 1-bedroom guest house in charming Louisville with WiFi, AC’ From US $104
         

10.0 (2 Reviews)
House
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  • Security/Safety
  • Bedding/Linens
Urban Gem From US $484
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • TV
Charming studio in amazing Louisville with WiFi, AC From US $168
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Security/Safety

Luxury Places to Stay in Cloverleaf

Over 229+ Luxury Places to Stay in or Near Cloverleaf
Spacious home with backyard near Churchill Downs From US $7,590
         

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New
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Spacious 6BR, 10 bed Derby House. Walk to the track. From US $5,228
         

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  • Air Conditioner
  • Pet Friendly
  • Designated Smoking Area
Short Walk to Churchill Downs! From US $2,089
         

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  • Pet Friendly
NEW Spacious Louisville Home with Backyard Oasis From US $1,173
         

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Down and Derby- Walk to Churchill Downs! From US $1,000
         

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  • Pet Friendly

Top-Rated Vacation Rentals with a Pool in Cloverleaf

Over 6+ Top-Rated Vacation Rentals with a Pool in or Near Cloverleaf
Cottonwood Airport & Expo Hotel Louisville From US $193
         

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8.4 (1148 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Comfort Inn Louisville Southwest From US $90
         

7.8 (383 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Comfort Inn Louisville Southwest From US $94
         

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6.9 (265 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Cloverleaf

Over 73+ Pet-Friendly Vacation Rentals in or Near Cloverleaf
Cozy Louisville Home w/Spacious Yard & Parking From US $322
         

9.4 (11 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Derby Week Retreat Less Than 1 Mi to Churchill Downs From US $226
         

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10.0 (2 Reviews)
House
  • Parking
  • Pet Friendly
  • Accessibility
Derby Week Retreat < 1 Mi to Churchill Downs From US $198
         

9.0 (7 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Unique and centrally located Triple Crown House! From US $383
         

9.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Near Churchill Downs: Pet Friendly, Fenced Yard! From US $249
         

8.8 (19 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
2BD Charming Ideally Located Bungalow From US $243
         

8.8 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
DerbyCity Getaway | Hot Tub | Near Churchill Downs From US $191
         

8.4 (6 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Cloverleaf

Over 42+ Large Vacation Homes & Villas in or Near Cloverleaf
Stylish Retreat | Prime Location | Yard | Fire Pit From US $594
         

Derby City Getaway From US $204
         

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7.5 (59 Reviews)
Apartment
  • Air Conditioner
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  • Pet Friendly
6BR House Near Kentucky Exposition Center with Pool From US $562
         

Happy Haven | Hot Tub From US $189
         

4.0 (3 Reviews)
House
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  • Parking
  • Pet Friendly
Legends Retreat: A spacious stay for large groups From US $673
         

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Wheelchair Accessible Vacation Homes in Cloverleaf

Over 5+ Wheelchair Accessible Vacation Homes in or Near Cloverleaf
Days Inn & Suites by Wyndham Louisville SW From US $119
         

7.8 (303 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Days Inn & Suites by Wyndham Louisville SW From US $81
         

8.0 (435 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Charming Cottage Centrally Located From US $109
         

2.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • TV

Cloverleaf Vacation Rentals and Airbnb Places to Stay Under $200

Over 97+ Cloverleaf Vacation Rentals and Airbnb Places to Stay Under $200
Room Near Downtown UofL,Airport&ExpoCenter From US $164
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Cozy Home In The Heart of Louisville From US $176
         

9.0 (18 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
4Mi Downtown, Near Airport & Major Attractions, The Green House Unit A From US $150
         

5.4 (3 Reviews)
Apartment
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens

Instantly Bookable Vacation Homes in Cloverleaf

Over 92+ Instantly Bookable Vacation Homes in or Near Cloverleaf
4 Mi to Churchill Downs: Updated Retreat w/Deck! From US $288
         

Modern Loft+Sky Deck~Walk to Bourbon & Beyond From US $287
         

9.0 (21 Reviews)
Condo
  • Air Conditioner
  • TV
  • Balcony/Terrace

About Cloverleaf Vacation Rentals

With more than 238 Cloverleaf vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Madisonvacationrental and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Cloverleaf.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Madisonvacationrental Cloverleaf, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Cloverleaf. Places to stay near Cloverleaf are 797.95 ft² on average, with prices averaging $372 a night.

Madisonvacationrental makes it easy and safe to find and compare vacation rentals in Cloverleaf with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Cloverleaf

Type Count
Vacation Homes 202
Holiday Apartments 19
Hotels with Suites 6
Villas 2
Cabin Rentals 1
Cottages 1

Use these Quick Filters to Find a Vacation Rental in Cloverleaf

Pro Tip: Madisonvacationrental makes it easy to compare the best listings on Madisonvacationrental homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Madisonvacationrental homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Cloverleaf.

Weather in Cloverleaf

View the weather forecast for Cloverleaf before booking your Cloverleaf Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Cloverleaf Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Cloverleaf?
How many vacation rentals are available in Cloverleaf?

Currently, the total number of properties listed in 2026 is over 238 in the Cloverleaf area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Cloverleaf.