Owner Direct Vacation
Rentals in Prestonsburg

The Best Owner Direct Vacation Rentals in Prestonsburg. Explore thousands of vacation home rentals, large cabins, and villas near Prestonsburg

  1. Owner Direct
  2.  USA
  3.  Kentucky
  4.  Prestonsburg

Explore the Best Prestonsburg Vacation Homes

Looking for the perfect place to stay in Prestonsburg? Discover a curated collection of vacation rentals offering comfort, convenience, and authentic Prestonsburg character. Whether you want a beachfront condo, a cozy family home, or a pet-friendly stay close to downtown, Owner Direct makes it easy to compare verified options for your next trip.

  • vacation rentals
  • luxury villas
  • beachfront homes
  • pet-friendly rentals
  • condos
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8.6 (72 Reviews)
Resort
Jenny Wiley State Resort Park
  • Air Conditioner
  • Parking
  • Pet Friendly
US
View Availability
|
9 (224 Reviews)
Hotel
Hampton Inn Pikeville
  • Air Conditioner
  • Pet Friendly
  • Pool
US
View Availability
8 (14 Reviews)
Hotel
Brookshire Inn
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
US
View Availability
|
8.6 (72 Reviews)
Resort
Jenny Wiley State Resort Park
  • Air Conditioner
  • Parking
  • Pet Friendly
US
View Availability
|
9 (224 Reviews)
Hotel
Hampton Inn Pikeville
  • Air Conditioner
  • Pet Friendly
  • Pool
US
View Availability
|
8.6 (72 Reviews)
Resort
Jenny Wiley State Resort Park
  • Air Conditioner
  • Parking
  • Pet Friendly
US
View Availability
|
9 (224 Reviews)
Hotel
Hampton Inn Pikeville
  • Air Conditioner
  • Pet Friendly
  • Pool
US
View Availability

Why Travelers Love Using
Owner Direct to
Find Prestonsburg Vacation Rentals

What makes our vacation homes stand out?

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Verified Properties

Every vacation home shown on Owner Direct comes from trusted travel sources and verified hosts, so you can browse with confidence.

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Value You Can Trust

Compare a range of properties and find fair, transparent pricing—no hidden fees.

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Endless Variety

From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.

Popular Neighborhoods for Prestonsburg Vacation Rentals

What are the best areas to stay in Prestonsburg

Discover the top neighborhoods in Prestonsburg and choose a place that suits your stay.

Thursday Jan 29

Prestonsburg, Kentucky

Thu
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-6.1°C
Fri
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-5.2°C
Sat
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-8.6°C
Sun
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-9.9°C
Mon
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-7.9°C
Tue
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1.3°C
Wed
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1.4°C

Common Vacation Rental Amenities Typical Vacation Rental Amenities

What sort of amenities will be available at your stay?

Our Prestonsburg vacation rentals are designed for comfort and convenience, with everything you need for a relaxing stay.

Indoor Amenities

  • indoor-amenities-kitchenFully equipped kitchens
  • indoor-amenities-living-areaSpacious living areas with streaming TVs
  • indoor-amenities-wifiComplimentary Wi-Fi
  • indoor-amenities-acAir conditioning and heating
  • indoor-amenities-washerIn-unit washer and dryer
  • indoor-amenities-bedPlush bedding and comfortable furniture

Outdoor Amenities

  • outdoor-amenities-balconyBalconies or patios with coastal views
  • outdoor-amenities-poolPrivate or shared pools
  • outdoor-amenities-bbqBBQ grills and outdoor dining areas
  • outdoor-amenities-parkingOn-site parking
  • outdoor-amenities-beachEasy access to beaches and attractions

How to Reserve Your Prestonsburg Vacation Rental

Booking Made Simple

Owner Direct helps travelers find verified vacation rentals from trusted sources. Once you select a property you love, you’ll be guided to our partner’s secure booking platform to complete your reservation.

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SEARCH PROPERTIES

Use filters for location, amenities, and budget.

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VIEW DETAILS

Check photos, reviews, and features for your top picks.

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BOOK SECURELY

Confirm your stay safely through our trusted travel partners.

Prestonsburg Vacation Rental FAQs

1. What are the top vacation rentals in Prestonsburg?

2. Which vacation homes in Prestonsburg are best for families?

If you are looking for a family-friendly vacation home in Prestonsburg, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Prestonsburg:

3. How many vacation rentals are available in Prestonsburg?

Currently, the total number of properties listed in 2026 is over 44 in the Prestonsburg area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Prestonsburg.