Outdoor Places - Vacation Rentals in Prestonia

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
Inn at St James Court From US $239
         

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9.8 (133 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • TV
Vintage yet Modern Highlands home! Walk to venues! From US $212
         

10.0 (144 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Celebrity Host Home. Best Derby Location! From US $8,044
         

Luxury Places to Stay in Prestonia

Over 1036+ Luxury Places to Stay in or Near Prestonia
KING Sleep8 4Bed 3BR 2BA Swepson Loft 301 From US $17,961
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
KING Sleep8 4Bed 3BR 2BA Swepson Domestique 201 From US $15,040
         

10.0 (6 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
KING Sleep10 5Bed 4BR 2BA Swepson ICON 102 From US $13,032
         

10.0 (3 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
KING ADA Sleep8 4Beds 2BA Swepson Escape 101 From US $12,921
         

10.0 (10 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
KING Sleep8 4Bed 2BR 2 BA Swepson Hideaway 202 From US $12,878
         

10.0 (4 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Spacious home with backyard near Churchill Downs From US $7,590
         

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New
House
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Top-Rated Vacation Rentals with a Pool in Prestonia

Over 48+ Top-Rated Vacation Rentals with a Pool in or Near Prestonia
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
Homewood Suites By Hilton Louisville Airport From US $126
         

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9.4 (545 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Close to Everything in Louisville! From US $270
         

9.4 (37 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Homewood Suites By Hilton Louisville Airport From US $212
         

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8.9 (246 Reviews)
Hotel
  • 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

Pet-Friendly Vacation Rentals in Prestonia

Over 263+ Pet-Friendly Vacation Rentals in or Near Prestonia
Modern Louisville Apartment with Furnished Deck From US $447
         

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10.0 (2 Reviews)
Apartment
  • Parking
  • Pet Friendly
  • Accessibility
The Cozy Bungalow-Historic Highlands-Bardstown Rd From US $415
         

10.0 (128 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Red Roof Inn Louisville Fair and Expo From US $74
         

7.8 (1001 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Charming Private Bungalow with EV Charger Near Downtown Louisville From US $176
         

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

10.0 (100 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Highlands Bungalow Close to All/3000+ sq ft From US $768
         

10.0 (62 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Prestonia

Over 246+ Large Vacation Homes & Villas in or Near Prestonia
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
The Trifecta in Old Louisville From US $435
         

10.0 (133 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
15 Min to Bourbon Fest | 4 En-Suites | Sleeps 10 From US $641
         

Bourbon House 1 | Walk to Expo Center From US $527
         

10.0 (51 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

Wheelchair Accessible Vacation Homes in Prestonia

Over 70+ Wheelchair Accessible Vacation Homes in or Near Prestonia
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
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
Frontdesk | 2 BR Apt near The Speed Art Museum From US $718
         

4.0 (2 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Frontdesk | 2 BR Apt near Kentucky Kingdom From US $72
         

3.6 (7 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible

Prestonia Vacation Rentals and Airbnb Places to Stay Under $200

Over 392+ Prestonia 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
☞Family Friendly | Quiet Neighborhood | Safe ☜ From US $166
         

Staybridge Suites Louisville Expo Center by IHG From US $140
         

Cozy Studio close to Music Hall, Food, & Shops! From US $177
         

10.0 (85 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Location & Luxury - Welcome to your private suite! From US $123
         

The Pegasus Luxury and Location! From US $72
         

10.0 (10 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

Instantly Bookable Vacation Homes in Prestonia

Over 586+ Instantly Bookable Vacation Homes in or Near Prestonia
Guests Love it! w/PrivPking-DERBY, Bourbon orWork! From US $206
         

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

9.6 (43 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Close to Ky Fairgrounds&Expo, Churchill Downs! From US $201
         

Charming Studio Stay in Vibrant Highlands Area From US $521
         

Hot Property! Music Fests-LTL, B&B & KYDERBY 2026! From US $239
         

A Highlands Fav Home! Festivals, Ky Derby & More! From US $248
         

About Prestonia Vacation Rentals

With more than 1045 Prestonia vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Outdoorplaces 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 Prestonia.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Outdoorplaces Prestonia, 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 Prestonia. Places to stay near Prestonia are 1009.72 ft² on average, with prices averaging $624 a night.

Outdoorplaces makes it easy and safe to find and compare vacation rentals in Prestonia 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 Prestonia

Type Count
Vacation Homes 665
Holiday Apartments 240
Hotels with Suites 88
Others 7
Cottages 6
B&B 3
Villas 3
Cabin Rentals 2

Use these Quick Filters to Find a Vacation Rental in Prestonia

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

Weather in Prestonia

View the weather forecast for Prestonia before booking your Prestonia 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

Prestonia Vacation Rental Frequently Asked Questions

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

Currently, the total number of properties listed in 2026 is over 1045 in the Prestonia area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Prestonia.