Photo by www.kentuckytourism.com

Eastern Kentucky holiday homes

We found 1,474 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – Eastern Kentucky

Showing deals for:13 Nov - 20 Nov

Property grounds
Exterior
Interior
Property grounds
Exceptional
(16 reviews)

Furnished Glamping Tent/2 Queen Beds/Red River Access - Majestic Mallard - #3

Stanton

8% off
NZ$1,385
for 7 nights, 1 unit
NZ$198 per night
includes taxes & fees
Furnished Glamping Tent/2 Queen Beds/Red River Access - Majestic Mallard - #3
Bar (on property)
Terrace/patio
Private kitchen
Living area
Exceptional
(19 reviews)

Perfect cabin centrally located to Big South Fork and Pickett Park. SXS FRIENDLY

Jamestown

8% off
NZ$1,738
for 7 nights, 1 cabin
NZ$248 per night
includes taxes & fees
Perfect cabin centrally located to Big South Fork and Pickett Park. SXS FRIENDLY
Interior
Living area
Room
Outdoor dining
Wonderful
(9 reviews)

Inspiration Station

Pikeville

26% off
NZ$1,555
for 7 nights, 1 cabin
NZ$222 per night
includes taxes & fees
Inspiration Station
Interior
Interior
Room
Interior
Exceptional
(12 reviews)

Cabin just minute's from both ATV parks and Elk hunting. ATV wonderland.

Bledsoe

28% off
NZ$2,123
for 7 nights, 1 cabin
NZ$303 per night
includes taxes & fees
Cabin just minute's from both ATV parks and Elk hunting. ATV wonderland.
Private kitchen
Living area
Dining
Living area
Exceptional
(17 reviews)

Gorgeous 4-bedroom house in Middlesboro KY with WiFi, AC. Minutes from LMU

Middlesboro

7% off
NZ$2,818
for 7 nights, 1 home
NZ$403 per night
includes taxes & fees
Gorgeous 4-bedroom house in Middlesboro KY with WiFi, AC. Minutes from LMU
Room
Terrace/patio
Private kitchen
Dining
Exceptional
(33 reviews)

Spacious 3 bedroom cabin with hot tub

HAGERHILL

8% off
NZ$4,393
for 7 nights, 1 cabin
NZ$628 per night
includes taxes & fees
Spacious 3 bedroom cabin with hot tub
Terrace/patio
Private kitchen
Dining
Exterior
Exceptional
(32 reviews)

Peaceful 2Bedroom, 1.5Bath Cottage near Wood Creek Boat Dock

London

8% off
NZ$1,774
for 7 nights, 1 cottage
NZ$253 per night
includes taxes & fees
Peaceful 2Bedroom, 1.5Bath Cottage near Wood Creek Boat Dock
Interior
Private kitchen
Drive to cottages
Interior
Wonderful
(21 reviews)

2Bedroom, 1.5Bath Cottage at Beautiful Wood Creek Lake, Near Wood creek Marina.

London

8% off
NZ$1,774
for 7 nights, 1 cottage
NZ$253 per night
includes taxes & fees
2Bedroom, 1.5Bath Cottage at Beautiful Wood Creek Lake, Near Wood creek Marina.
Room
Interior
Living area
Private kitchen
Exceptional
(9 reviews)

Lillie's Pad -Cozy 2-bedroom cabin- 20 miles from Natural Bridge in Beattyville.

Beattyville

8% off
NZ$1,962
for 7 nights, 1 cabin
NZ$280 per night
includes taxes & fees
Lillie's Pad -Cozy 2-bedroom cabin- 20 miles from Natural Bridge in Beattyville.
Interior
Living area
Exterior
Interior
Exceptional
(23 reviews)

The Red Dog Chalet Couples Retreat w/ Hot Tub

Williamson

8% off
NZ$2,399
for 7 nights, 1 chalet
NZ$343 per night
includes taxes & fees
The Red Dog Chalet Couples Retreat w/ Hot Tub
Property grounds
Exterior
Interior
Spa
Exceptional
(21 reviews)

Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace

Langley

8% off
NZ$19,631
for 7 nights, 1 home
NZ$2,804 per night
includes taxes & fees
Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace
Room
Living area
Living area
Terrace/patio
Exceptional
(8 reviews)

3 Miles Hollerwood/ATV Parking/Mountain Views

Zoe

7% off
NZ$2,037
for 7 nights, 1 cabin
NZ$291 per night
includes taxes & fees
3 Miles Hollerwood/ATV Parking/Mountain Views
Interior
Exterior
this is a lower level unit
Property grounds
Excellent
(7 reviews)

Moose Lodge | King Bed • Full Kitchen • Laundry • Near Laurel River Lake

Corbin

6% off
NZ$1,592
for 7 nights, 1 cabin
NZ$227 per night
includes taxes & fees
Moose Lodge | King Bed • Full Kitchen • Laundry • Near Laurel River Lake
Private kitchen
Hot tub
Fire Pit
Exterior
Exceptional
(90 reviews)

6 BR 3 bath Elegant farmhouse

Beattyville

8% off
NZ$4,948
for 7 nights, 1 room
NZ$707 per night
includes taxes & fees
6 BR 3 bath Elegant farmhouse
Private kitchen
Dining
Interior
Interior
Exceptional
(13 reviews)

Cozy Tiny Home Quiet 1/1 Close to Riding Trails

Martin

8% off
NZ$1,113
for 7 nights, 1 cabin
NZ$159 per night
includes taxes & fees
Cozy Tiny Home Quiet 1/1 Close to Riding Trails
Living area
Outdoor dining
Room
Why go out for dinner? The fully stocked kitchen has everything you need.
Exceptional
(27 reviews)

"Hit the Breaks" - Three bedroom cabin just outside Breaks Interstate Park!

Grundy

12% off
NZ$3,076
for 7 nights, 1 cabin
NZ$439 per night
includes taxes & fees
"Hit the Breaks" - Three bedroom cabin just outside Breaks Interstate Park!
Room
Exterior
stairs to bedrooms
Terrace/patio
Exceptional
(12 reviews)

Dragonfly Retreat | 2BR Cabin Near Laurel River Lake & Cumberland Falls

Corbin

6% off
NZ$1,984
for 7 nights, 1 cabin
NZ$283 per night
includes taxes & fees
Dragonfly Retreat | 2BR Cabin Near Laurel River Lake & Cumberland Falls
Dining
Enjoy sunsets from your hot tub!
Plenty of room
Interior
Exceptional
(21 reviews)

NEW 3-bedroom cabin 1 mile from the Gorge Underground -- Hot Tub, Games, Sunsets

Rogers

8% off
NZ$3,518
for 7 nights, 1 cabin
NZ$503 per night
includes taxes & fees
NEW 3-bedroom cabin 1 mile from the Gorge Underground -- Hot Tub, Games, Sunsets
Open air feel allowing  everyone to be part of the good times
Enjoy sitting around the firepit with friends and family.
Chairs provided (12)
Designed with comfort in mind
Surround yourself in a wooded area
Exceptional
(117 reviews)

The Omega Retreat: Charm Meets Forest Tranquility on the Cumberland River

Somerset

8% off
NZ$4,640
for 7 nights, 1 home
NZ$663 per night
includes taxes & fees
The Omega Retreat: Charm Meets Forest Tranquility on the Cumberland River
Christmas at the lake
Outdoor dining
Dining
Fall
Exceptional
(112 reviews)

Beautiful Lakefront Home-Walk to Ramp and Pool

Burnside

9% off
NZ$5,178
for 7 nights, 1 home
NZ$740 per night
includes taxes & fees
Beautiful Lakefront Home-Walk to Ramp and Pool
Outdoor dining
Living area
Exterior detail
Private kitchen
Exceptional
(13 reviews)

Backwoods Bungalow

Pikeville

21% off
NZ$1,516
for 7 nights, 1 cabin
NZ$217 per night
includes taxes & fees
Backwoods Bungalow
Private kitchen
Hot tub!!
Dining
Exit to the back deck.
Exceptional
(27 reviews)

Romantic Red River Gorge Cabin w/ Hot Tub, Pond Views & Dog Friendly

Frenchburg

8% off
NZ$2,511
for 7 nights, 1 cabin
NZ$359 per night
includes taxes & fees
Romantic Red River Gorge Cabin w/ Hot Tub, Pond Views & Dog Friendly
Interior
Exterior
Living area
Room
Exceptional
(9 reviews)

Iona Cabin: Your Cozy Retreat for Hunting, Off-Roading, and Relaxation

Louisa

8% off
NZ$1,873
for 7 nights, 1 cabin
NZ$268 per night
includes taxes & fees
Iona Cabin: Your Cozy Retreat for Hunting, Off-Roading, and Relaxation
Interior
Interior
Room
Exterior
Exceptional
(21 reviews)

"Home Sweet Dome" MODERN TREEHOUSE STAY w/ Hot Tub

Campton

8% off
NZ$3,916
for 7 nights, 1 cabin
NZ$559 per night
includes taxes & fees
"Home Sweet Dome" MODERN TREEHOUSE STAY w/ Hot Tub
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

The culturally rich area of Eastern Kentucky awaits your stay

The area's culture and history are just some of the reasons to come on holiday to Eastern Kentucky. This city's hiking, waterfalls and mountain views attract many visitors, as does its scenic and relaxing location. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in and around Eastern Kentucky

Are you hoping to find attractions to see during your stay? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Eastern Kentucky a one-of-a-kind holiday spot. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Rapid River Lodge & Water Park (29 mi / 46.6 km)
  • Hazard Country Club (11.2 mi / 18.1 km)
  • Sag Hollow Golf Club (21.4 mi / 34.5 km)
  • Big Hickory Golf Course (21.6 mi / 34.8 km)

Exploring the natural landscape of Eastern Kentucky

Travellers enjoy Eastern Kentucky for its waterfalls and mountain views. Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your holiday in Eastern Kentucky. Here are some of the area’s most enchanting sights, all within 30 miles (48.2 km) of the city centre:

  • Buckhorn Lake State Resort Park (4.7 mi / 7.5 km)
  • Perry Park (8.5 mi / 13.8 km)
  • Lilley Cornett Woods Appalachian Ecological Research Station (25.2 mi / 40.6 km)
  • Happy Top (27.2 mi / 43.8 km)
  • Grover Sizemore Park (4.4 mi / 7.1 km)
  • Combs Lake (21.4 mi / 34.5 km)

Transport options to and around Eastern Kentucky

Fly into Pikeville, KY (PVL-Pike County - Hatcher Field), the closest airport, located 46.9 mi (75.5 km) from the city centre.

Frequently asked questions

What is the best area to stay in Eastern Kentucky when booking a holiday home?
Nolan is one of the most popular neighbourhoods to get a holiday home in Eastern Kentucky. Have a look at our collection of comfy stays and then prepare to explore this destination like a local.
What is the most popular type of holiday home accommodation in Eastern Kentucky?
Cabins are the most popular kind of holiday home in Eastern Kentucky, according to our data. Even if you have a different idea about what you want, Bookabach has properties in many sizes and shapes. Look through our options to find your ideal fit.
How much does it cost to rent a holiday home in Eastern Kentucky?
Different factors determine what you'll pay for your holiday home in Eastern Kentucky, such as the length of stay, season and type of property. However, all of our holiday homes have one thing in common — amazing value. Simply enter your travel dates to find your perfect match.
How much does it cost to rent a beach house in Eastern Kentucky?
Prices for beach houses in Eastern Kentucky can vary depending on the type and size of the property and time of year you're travelling. Just enter your travel dates into Bookabach and the number of guests to view your holiday home options and prices. From there you can use the filters to refine your search results by nearby activities, ratings, amenities and more.
What are popular home amenities in Eastern Kentucky?
A stovetop, a microwave oven and a fridge are the most popular home amenities in Eastern Kentucky. Whether you plan to travel as a party of one, with your spouse or as a family, Bookabach can help you find a holiday home that suits your style with a load of extras you'll love.
Are there large group holiday homes in Eastern Kentucky?
You'll find 35 holiday homes in Eastern Kentucky that can accommodate a group of 10 or more guests. Whether you're planning time away with extended family or a celebration like an anniversary, there's enough room to get your group together under one roof.
What are the top attractions for families in Eastern Kentucky?
Keep your kids entertained at these popular family-friendly attractions in Eastern Kentucky:
  • Natural Bridge State Park
  • Daniel Boone National Forest
  • Laurel River Lake
Can I find two-bedroom holiday homes in Eastern Kentucky?
Take off with your besties and experience complete comfort and privacy in one of the 87 two-bedroom holiday homes Eastern Kentucky has to offer.
Are there holiday homes with WiFi in Eastern Kentucky?
Eastern Kentucky has 106 holiday homes with WiFi, so you can stay connected during your trip. Simply check the "WiFi" box in our search filter for a list of properties with this feature. From streaming movies with your family to scrolling social media, these Bookabach homes make it a cinch to get online.
How old do you have to be to rent a holiday home in Eastern Kentucky?
You'll have to check with the Eastern Kentucky holiday home you're considering on Bookabach as the age limit differs. However, generally it's 16, 18 or 21.
How long can I rent a holiday home in Eastern Kentucky for?
It's up to the Eastern Kentucky property. To browse available options offering extended stays, just type your dates and number of guests into Bookabach. You can enjoy having the entire property to yourself, along with amenities such as a fully-equipped kitchen, air conditioning and a backyard where the kids can run around and play. Keep an eye out for any long-term stays that offer weekly or monthly discounts.

More holiday ideas