Pippa Passes Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Tonight
Dec 27 - Dec 28
Tomorrow
Dec 28 - Dec 29
Next weekend
Jan 2 - Jan 4
In two weeks
Jan 9 - Jan 11

Our top choices for Pippa Passes vacation rentals

Fridge, microwave, oven, stovetop
Cozy studio on US 23 between Pikeville and Prestonsburg

Apartment in Harold

Cozy studio on US 23 between Pikeville and Prestonsburg
2.0 star property
9.0 out of 10, Wonderful, (2)
"I have no complaints. The property was nice and comfortable. It was clean. The property manager was very easy to get ahold of and extremely. Would stay her again. "
United States
Zach S.
$138 nightly
The price is $152
Dec 30 - Dec 31
Total with taxes and fees
Cozy studio on US 23 between Pikeville and Prestonsburg
5 bedrooms, iron/ironing board, free WiFi, bed sheets
360 Degree Mountain View

Vacation Home in Jenkins

360 Degree Mountain View
9.8 out of 10, Exceptional, (8)
"Very clean and comfortable. Everything we needed was there and available. "
United States
Sue T.
$292 nightly
The price is $322
Jan 12 - Jan 13, 2026
Total with taxes and fees
360 Degree Mountain View
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Pippa Passes Hotel Reviews

Holiday Inn Express Hotel & Suites Pikeville by IHG

Holiday Inn Express Hotel & Suites Pikeville by IHG

10/10 Excellent
"The woman at the desk made me feel welcome on a very cold night. Offered me a hot chocolate and got me checked in right away. One of my top five best welcomes to a hotel ever...and I'm 69 years old!"
James Douglas 1-night trip
Posted 11 days ago
Holiday Inn Express Hotel & Suites Pikeville by IHG

Find out more about Pippa Passes

Everything you need to know about Pippa Passes vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Pippa Passes vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Pippa Passes vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Pippa Passes vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pippa Passes. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Pippa Passes in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $152 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Pippa Passes rentals

At Expedia, we put the best Pippa Passes vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Pippa Passes rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Pippa Passes vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Pippa Passes. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Pippa Passes?

Yes, there are vacation rentals close to the most popular attractions in Pippa Passes, or you can choose a more secluded option if you're looking for relaxation.

What are some of the best vacation home rentals that Pippa Passes has to offer?

Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace: This vacation home rental near Pippa Passes is located in the mountains and has an indoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 12 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, an arcade game room, and a hot tub so you can immerse yourself in your vacation.

What can I see and do in Pippa Passes?

While you're exploring the area, Perry Park and Lilley Cornett Woods Appalachian Ecological Research Station are a couple of picturesque spots to get outside and enjoy nature. In the larger area, you’ll find Hazard Country Club and Carr Creek State Park.

What are vacation rentals like in Pippa Passes?

Vacation rentals are private properties you can reserve for a couple days or more in Pippa Passes. Vacation rentals feature extras such as patios, hot tubs, and fire pits so you'll have a home away from home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of security away from shared hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive choice for family trips.