Madison Vacation Rental - Vacation Rentals in Watterson Park

2203 Brighton Drive, Louisville From US $165
         

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New
Bed & Breakfast
  • Air Conditioner
  • Internet
  • Kitchen
Bashford Manor Inn From US $108
         

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7.0 (6 Reviews)
Bed & Breakfast
  • Parking
  • Designated Smoking Area
  • Balcony/Terrace
☞Family Friendly | Quiet Neighborhood | Safe ☜ From US $166
         

Charming Highlands Carriage House 2 beds/2bath nNO POOL From US $144
         

10.0 (100 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Luxury Places to Stay in Watterson Park

Over 310+ Luxury Places to Stay in or Near Watterson Park
6 Spacious Units Close to Downtown & Expo Center From US $3,083
         

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New
Apartment
  • Air Conditioner
  • Security/Safety
  • Fireplace/Heating
Highlands Charmer, close to everything, perfect Derby location From US $3,030
         

Convenient to every event that Louisville hosts! From US $2,699
         

10.0 (4 Reviews)
House
  • Air Conditioner
  • TV
  • Balcony/Terrace
8 Min to Churchill Downs Perfect for Groups From US $2,600
         

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New
Apartment
  • Air Conditioner
  • Security/Safety
  • Fireplace/Heating

Top-Rated Vacation Rentals with a Pool in Watterson Park

Over 27+ Top-Rated Vacation Rentals with a Pool in or Near Watterson Park
Rental of cabs in the highlands From US $63
         

10.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Cozy Oasis In The Highlands with Pool From US $32
         

10.0 (3 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Bright, Parkside condo with pool From US $87
         

10.0 (1 Review)
Condo
  • Air Conditioner
  • Parking
  • Pool
Close to Everything in Louisville! From US $270
         

9.4 (37 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Crowne Plaza Louisville Airport Expo Ctr by IHG From US $110
         

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8.8 (1265 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Springhill Suites by Marriott Louisville Airport From US $111
         

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8.8 (1006 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Holiday Inn Louisville Airport South by IHG From US $115
         

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8.8 (845 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
SpringHill Suites Louisville Airport From US $131
         

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8.7 (236 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Watterson Park

Over 73+ Pet-Friendly Vacation Rentals in or Near Watterson Park
Amazing/Entire house 5 min away from the Airport From US $694
         

10.0 (32 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
6br New Orleans Speakeasy Hot Tub & Playground From US $765
         

Red Roof Inn Louisville Fair and Expo From US $74
         

7.8 (1001 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Luxe Family Home/2 kitchens & Living Rooms/Balcony From US $474
         

10.0 (2 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
Highlands House with King Bed and Hot Tub From US $537
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Retro Chic Private Highlands Getaway From US $145
         

9.8 (42 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Watterson Park

Over 77+ Large Vacation Homes & Villas in or Near Watterson Park
Bourbon House 1 | Walk to Expo Center From US $527
         

10.0 (51 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Steps from Bellarmine University From US $458
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • View
Great Location-5 Bd/3 Ba-Near Expo/UL/Fair/YUM/Zoo From US $393
         

Highlands Bourbon Retreat ~ 4BR 3BA From US $785
         

10.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

Wheelchair Accessible Vacation Homes in Watterson Park

Over 34+ Wheelchair Accessible Vacation Homes in or Near Watterson Park
Econo Lodge Louisville Airport From US $76
         

6.1 (113 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
Derby City Gaming & Hotel - A Churchill Downs Property From US $133
         

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9.4 (1920 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Extended Stay America Select Suites - Louisville - Airport From US $77
         

5.5 (67 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Courtyard by Marriott Louisville Airport From US $122
         

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9.2 (399 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Derby City Gaming & Hotel - A Churchill Downs Property From US $162
         

9.3 (467 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Designated Smoking Area
TownePlace Suites by Marriott Louisville Airport From US $136
         

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9.2 (205 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Tru By Hilton Louisville Airport From US $173
         

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8.6 (318 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Tru by Hilton Louisville Airport From US $111
         

9.0 (1002 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV

Watterson Park Vacation Rentals and Airbnb Places to Stay Under $200

Over 97+ Watterson Park Vacation Rentals and Airbnb Places to Stay Under $200
Comfy 2BR-1 Retreat in an ideal location From US $90
         

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5.5 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Security/Safety
Best Western Louisville Airport Expo From US $93
         

8.6 (1003 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Location & Luxury - Welcome to your private suite! From US $123
         

Walkable Apt Near Kentucky Derby! From US $193
         

10.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Top Floor Apt Near Churchill Downs & Expo Center From US $163
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Relaxing Unit in Louisville's Business Center! From US $148
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety
Walkable Highlands home near dining and nightlife! From US $147
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety
Spacious king suite close to Churchill Downs! From US $142
         

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

Instantly Bookable Vacation Homes in Watterson Park

Over 132+ Instantly Bookable Vacation Homes in or Near Watterson Park
Charming Studio Stay in Vibrant Highlands Area From US $521
         

MARYLAND HOUSE -HIGHLANDS - Charming koi pond, WALK TO ALL From US $342
         

10.0 (10 Reviews)
House
  • Air Conditioner
  • Security/Safety
  • Sports/Activities
Cozy, great LOCATION, smoke FREE! From US $319
         

10.0 (10 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Modern Apartment with Parking & Prime Location From US $845
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety
Retreat on Bardstown Road | Yard | Highly Walkable From US $310
         

Luxury 4BR|KING|Epic Backyard|HOT TUB|Fire Pit From US $759
         

About Watterson Park Vacation Rentals

With more than 319 Watterson Park 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 Watterson Park.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Madisonvacationrental Watterson Park, 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 Watterson Park. Places to stay near Watterson Park are 1014.82 ft² on average, with prices averaging $593 a night.

Madisonvacationrental makes it easy and safe to find and compare vacation rentals in Watterson Park 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 Watterson Park

Type Count
Vacation Homes 194
Holiday Apartments 64
Hotels with Suites 46
B&B 2
Cottages 2
Cabin Rentals 1

Use these Quick Filters to Find a Vacation Rental in Watterson Park

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 Watterson Park.

Weather in Watterson Park

View the weather forecast for Watterson Park before booking your Watterson Park 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

Other Places to Stay Near Watterson Park, KY


Complexes around Watterson Park, KY


Watterson Park Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Watterson Park?
How many vacation rentals are available in Watterson Park?

Currently, the total number of properties listed in 2026 is over 319 in the Watterson Park area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Watterson Park.