Night Travels - Vacation Rentals in Highland Park

Cardinal House- Access to the heart of Louisville From US $110
         

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9.1 (16 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Louisville Bourbon Inn From US $360
         

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10.0 (22 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Balcony/Terrace
☞Family Friendly | Quiet Neighborhood | Safe ☜ From US $209
         

Bourbon Big Shot Mansion From US $958
         

9.8 (33 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
The Trifecta in Old Louisville From US $416
         

10.0 (136 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

Luxury Places to Stay in Highland Park

Over 673+ Luxury Places to Stay in or Near Highland Park
10.0 (4 Reviews)
Apartment
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  • Parking
  • TV
Spacious 6BR, 10 bed Derby House. Walk to the track. From US $5,228
         

New
House
  • Air Conditioner
  • Pet Friendly
  • Designated Smoking Area
Stylish Top Floor 2 kings full bathroom with tub From US $4,720
         

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5.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • View
6 Spacious Units Close to Downtown & Expo Center From US $3,083
         

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

Top-Rated Vacation Rentals with a Pool in Highland Park

Over 30+ Top-Rated Vacation Rentals with a Pool in or Near Highland Park
Homewood Suites By Hilton Louisville Airport From US $135
         

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9.4 (558 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Homewood Suites By Hilton Louisville Airport From US $212
         

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8.9 (242 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Crowne Plaza Louisville Airport Expo Ctr by IHG From US $104
         

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8.8 (1499 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Springhill Suites by Marriott Louisville Airport From US $121
         

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8.8 (1001 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Residence Inn by Marriott Louisville Airport From US $114
         

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8.8 (718 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Home2 Suites By Hilton Louisville Airport Expo Center From US $154
         

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8.8 (152 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly

Pet-Friendly Vacation Rentals in Highland Park

Over 193+ Pet-Friendly Vacation Rentals in or Near Highland Park
Louisville Haven With BBQ Fire Pit & Private Yard From US $763
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Red Roof Inn Louisville Expo Airport From US $67
         

6.2 (1006 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Minutes from Churchill Downs & Downtown Lou! From US $363
         

10.0 (9 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Quiet Home Centrally Located From US $1,950
         

10.0 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Spacious family-friendly stay with arcade fun! From US $232
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety

Large Vacation Homes & Villas in Highland Park

Over 129+ Large Vacation Homes & Villas in or Near Highland Park
Sleep24 13Beds 8BR 6BA Swepson Retreat KING From US $360
         

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10.0 (1 Review)
House
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Bourbon House 1 | Walk to Expo Center From US $861
         

10.0 (53 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Bourbon House 3 - Expo Center - Large Groups From US $941
         

Sleep24 12Beds 8BR 6BA Swepson Retreat KING From US $1,932
         

10.0 (15 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Great Location-5 Bd/3 Ba-Near Expo/UL/Fair/YUM/Zoo From US $608
         

Sleep42 21Beds 15BR 10BA Super Stays Guesthouse From US $2,936
         

Wheelchair Accessible Vacation Homes in Highland Park

Over 51+ Wheelchair Accessible Vacation Homes in or Near Highland Park
FRONTDESK The Marshall Campus Apts Louisville From US $229
         

3.8 (5 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
Derby City Gaming & Hotel - A Churchill Downs Property From US $133
         

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9.4 (2164 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Historically Perserved Loft Close to Churchill Downs From US $145
         

Frontdesk | 2 BR Apt near Churchill Downs From US $773
         

5.0 (1 Review)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Frontdesk | 2 BR Apt near Highland Festival Ground From US $78
         

4.3 (3 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Frontdesk | 2 BR Apt near Cardinal Stadium From US $797
         

4.0 (2 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible

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

Over 273+ Highland Park Vacation Rentals and Airbnb Places to Stay Under $200
Charming home near Churchill Ds and Expo Center From US $187
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
DuPont Mansion Bed & Breakfast From US $184
         

9.6 (116 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Stylish Gem in the Heart of Old Louisville From US $161
         

Top Floor Apt Near Churchill Downs & Expo Center From US $163
         

10.0 (4 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
bright choice From US $122
         

10.0 (2 Reviews)
Condo
  • Air Conditioner
  • Parking
  • TV
Charming studio in amazing Louisville with WiFi, AC From US $108
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Security/Safety
Spacious king suite close to Churchill Downs! From US $158
         

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

Instantly Bookable Vacation Homes in Highland Park

Over 347+ Instantly Bookable Vacation Homes in or Near Highland Park
Whiskey Stop-Close to Ky Expo, Walkable & Parking! From US $223
         

HAUCK'S NEST in the heart of Germantown! From US $500
         

9.6 (43 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
2BR Home with 3 beds! From US $271
         

New
House
  • Air Conditioner
  • TV
  • Wellness Facilities
KING ADA Sleep8 4Beds 2BA Swepson Escape 101 From US $379
         

10.0 (13 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Spacious Retreat w/Hot Tub - Near Expo & Downtown From US $342
         

About Highland Park Vacation Rentals

With more than 682 Highland Park vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Nighttravels 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 Highland Park.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Nighttravels Highland 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 Highland Park. Places to stay near Highland Park are 946.31 ft² on average, with prices averaging US $451 a night.

Nighttravels makes it easy and safe to find and compare vacation rentals in Highland 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 Highland Park

Type Count
Vacation Homes 457
Holiday Apartments 145
Hotels 52
B&B 8
Cottages 5
Villas 1

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

Pro Tip: Nighttravels makes it easy to compare the best listings on Nighttravels homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Nighttravels 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 Highland Park.

Weather in Highland Park

View the weather forecast for Highland Park before booking your Highland 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 Highland Park, KY


Complexes around Highland Park, KY


Highland Park Vacation Rental Frequently Asked Questions

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

Currently, the total number of properties listed in 2026 is over 682 in the Highland Park area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Highland Park.