A forested landscape with a winding river and a prominent dead tree in the foreground.

Eastern Holiday Rentals

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Our top choices for Eastern holiday rentals

1. Cozy Tiny Home Quiet 1/1 Close to Riding Trails

Cozy Tiny Home Quiet 1/1 Close to Riding Trails
Martin
9.6 out of 10, Exceptional, (14 reviews)
"We found it to be a very clean, cozy, and quiet get-away!"
United States
Kimberly H.
The price is NZ$268
includes taxes & fees
19 Oct - 20 Oct
Cozy Tiny Home Quiet 1/1 Close to Riding Trails

2. Cozy studio on US 23 between Pikeville and Prestonsburg

Cozy studio on US 23 between Pikeville and Prestonsburg
Harold
9.6 out of 10, Exceptional, (5 reviews)
"I stayed at this place for a 2nd time on a hunting trip. Nice little place to lay your head."
United States
Jeremy
Cozy studio on US 23 between Pikeville and Prestonsburg

3. Cozy Home in Heart of Prestonsburg

Cozy Home in Heart of Prestonsburg
Prestonsburg
10.0 out of 10, Exceptional, (13 reviews)
"The house was very convenient to downtown area. Everything was clean and we really enjoyed our stay. We will definitely book again on our next trip!"
United States
Ashleigh g.
The price is NZ$315
includes taxes & fees
19 Oct - 20 Oct
Cozy Home in Heart of Prestonsburg

4. Inspiration Station

Inspiration Station
Pikeville
9.2 out of 10, Wonderful, (10 reviews)
"Everything was wonderful. It was peaceful and quiet. We loved the resident cat. Just a beautiful cabin and beautiful place! We will stay down here anytime we come to visit in the area."
United States
Susan
The price is NZ$304
includes taxes & fees
19 Oct - 20 Oct
Inspiration Station

5. Backwoods Bungalow

Backwoods Bungalow
Pikeville
10.0 out of 10, Exceptional, (13 reviews)
"Worked out very nice for our stay. "
United States
Cole A.
The price is NZ$273
includes taxes & fees
19 Oct - 20 Oct
Backwoods Bungalow

6. Modern Escape

Modern Escape
Pikeville
9.8 out of 10, Exceptional, (9 reviews)
"Nice and cozy , we had a great time while in the area . Nice amenities for the price, was a wonderful stay. Thanks to the host for having us"
United States
Morris D.
The price is NZ$254
includes taxes & fees
19 Oct - 20 Oct
Modern Escape

7. Wanderers Oasis

Wanderers Oasis
Pikeville
10.0 out of 10, Exceptional, (1 review)
"Very quaint and quiet. Nice relaxing evening in the woods and mountains."
United States
Paul F.
The price is NZ$285
includes taxes & fees
8 Nov - 9 Nov
Wanderers Oasis

8. Charming 2-bedroom cabin + loft in fabulous Salyersville with AC and WiFi

Charming 2-bedroom cabin + loft in fabulous Salyersville with AC and WiFi
Salyersville
9.8 out of 10, Exceptional, (7 reviews)
"Great host and property!"
United States
Brad M.
Charming 2-bedroom cabin + loft in fabulous Salyersville with AC and WiFi

9. Historic Cottage Near PMC, UPIKE and Arena

Historic Cottage Near PMC, UPIKE and Arena
Pikeville
The price is NZ$444
includes taxes & fees
22 Oct - 23 Oct
Historic Cottage Near PMC, UPIKE and Arena
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.
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Top Eastern Hotel Reviews

Find out more about Eastern

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Eastern holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Eastern. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Eastern. Seeing all the best attractions is bound to make you fall in love with Eastern. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Eastern short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find holiday rentals in Eastern?

Yes, there are holiday rentals close to the most popular sights in Eastern, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Eastern has to offer?

Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace: This holiday home rental outside of Eastern is located in the mountains, and has an indoor pool, a balcony and a BBQ 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 that you can cook with friends or family. It offers a garden, an arcade/games room and 1 hot tub so that you can immerse yourself in your holiday.

What can I see and do in Eastern?

Explore the area and family-friendly sights such as East Kentucky Science Center & Varia Planetarium, or get out into nature at a spot like Archer Park. Mountain Arts Center and StoneCrest Golf Course are a couple of places you'll find in the wider area.

What are holiday rentals like in Eastern?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Eastern. Holiday rentals feature amenities such as laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from shared hotel lifts and bustling concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental a popular choice for families.