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

Eastern Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Eastern holiday rentals

A dining area with a marble table, black chairs, a potted plant, a window with a view of greenery, and a mounted TV.

1. 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, (4 reviews)
"This property was perfect for us. Basically just used it to sleep as we were down here hunting. Communication was great."
United States
Jeremy
The price is AU$227
includes taxes & fees
12 Oct - 13 Oct
Cozy studio on US 23 between Pikeville and Prestonsburg
A wooden dining table with a woven placemat, a tray with a mug and a sign saying "STAY COZY," and a small sign that reads "let it."

2. 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 AU$220
includes taxes & fees
14 Oct - 15 Oct
Cozy Tiny Home Quiet 1/1 Close to Riding Trails
A kitchen with a built-in oven, microwave, and stainless steel range.

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 AU$258
includes taxes & fees
19 Oct - 20 Oct
Cozy Home in Heart of Prestonsburg
A wooden interior with a sofa, a blue armchair, and a potted plant.

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 AU$249
includes taxes & fees
12 Oct - 13 Oct
Inspiration Station
A wooden interior with a kitchen, a sofa, a ceiling fan, and a sign reading 'Backwoods Bungalow'.

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 AU$235
includes taxes & fees
20 Oct - 21 Oct
Backwoods Bungalow
A covered deck with a grill, two chairs, and a table.

6. Modern Escape

Modern Escape
Pikeville
9.8 out of 10, Exceptional, (9 reviews)
"Super nice place will stay again for sure. "
United States
Rosa M.
The price is AU$209
includes taxes & fees
13 Oct - 14 Oct
Modern Escape
A wooden interior with two doors, a sign reading 'Wanda's Cafe,' and two woven plates on the wall.

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 AU$233
includes taxes & fees
8 Nov - 9 Nov
Wanderers Oasis
A covered outdoor area with a barbecue grill and a table, overlooking a forested area.

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, (6 reviews)
"Great host and property!"
United States
Brad M.
The price is AU$467
includes taxes & fees
12 Oct - 13 Oct
Charming 2-bedroom cabin + loft in fabulous Salyersville with AC and WiFi
A bedroom with a wooden bed, a dresser, a mirror, and a painting on the wall.

9. Historic Cottage Near PMC, UPIKE and Arena

Historic Cottage Near PMC, UPIKE and Arena
Pikeville
The price is AU$356
includes taxes & fees
21 Oct - 22 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.
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 Eastern Hotel Reviews

Spark by Hilton Prestonsburg

Spark by Hilton Prestonsburg

10/10 Excellent
"this was my first time in prestonburg KY i appreciate the lovely staff even if i was only here for a night! the check in and check out were easy and quick! went golfing and if i ever come back to prestonburg i will look to stay at the Spark hotel 😊"
Courtney 1-night trip
Posted 16 hours ago
Spark by Hilton Prestonsburg

Find out more about Eastern

Everything you need to know about Eastern holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Eastern holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 Eastern holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Eastern holiday rentals: An excellent choice for every season

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

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Eastern holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Eastern holiday rentals we have selected for you start as low as AU$209 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Eastern rentals

At Expedia, we put the best Eastern holiday 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 Eastern 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 Eastern holiday.

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

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.