Photo by www.kentuckytourism.com

Eastern Kentucky holiday rentals

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
AU$1,134
for 7 nights, 1 unit
AU$162 per night
includes taxes & fees
Furnished Glamping Tent/2 Queen Beds/Red River Access - Majestic Mallard - #3
Private kitchen
Terrace/patio
Terrace/patio
Living area
Exceptional
(19 reviews)

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

Jamestown

8% off
AU$1,441
for 7 nights, 1 cabin
AU$206 per night
includes taxes & fees
Perfect cabin centrally located to Big South Fork and Pickett Park. SXS FRIENDLY
Outdoor dining
Living area
Interior
Interior
Wonderful
(9 reviews)

Inspiration Station

Pikeville

26% off
AU$1,289
for 7 nights, 1 cabin
AU$184 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
AU$1,757
for 7 nights, 1 cabin
AU$251 per night
includes taxes & fees
Cabin just minute's from both ATV parks and Elk hunting. ATV wonderland.
Interior
Living area
Dining
Private kitchen
Exceptional
(17 reviews)

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

Middlesboro

7% off
AU$2,333
for 7 nights, 1 home
AU$333 per night
includes taxes & fees
Gorgeous 4-bedroom house in Middlesboro KY with WiFi, AC. Minutes from LMU
Room
Terrace/patio
Private kitchen
Living area
Exceptional
(33 reviews)

Spacious 3 bedroom cabin with hot tub

HAGERHILL

8% off
AU$3,571
for 7 nights, 1 cabin
AU$510 per night
includes taxes & fees
Spacious 3 bedroom cabin with hot tub
Drive to Cottages
Private kitchen
Exterior
Dining
Exceptional
(32 reviews)

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

London

8% off
AU$1,470
for 7 nights, 1 cottage
AU$210 per night
includes taxes & fees
Peaceful 2Bedroom, 1.5Bath Cottage near Wood Creek Boat Dock
Interior
Private kitchen
Interior
Drive to cottages
Wonderful
(21 reviews)

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

London

8% off
AU$1,470
for 7 nights, 1 cottage
AU$210 per night
includes taxes & fees
2Bedroom, 1.5Bath Cottage at Beautiful Wood Creek Lake, Near Wood creek Marina.
Exterior
Interior
Private kitchen
Living area
Exceptional
(9 reviews)

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

Beattyville

8% off
AU$1,625
for 7 nights, 1 cabin
AU$232 per night
includes taxes & fees
Lillie's Pad -Cozy 2-bedroom cabin- 20 miles from Natural Bridge in Beattyville.
Interior
Living area
Interior
Interior
Exceptional
(23 reviews)

The Red Dog Chalet Couples Retreat w/ Hot Tub

Williamson

8% off
AU$1,987
for 7 nights, 1 chalet
AU$284 per night
includes taxes & fees
The Red Dog Chalet Couples Retreat w/ Hot Tub
Spa
Exterior
Room
Property grounds
Exceptional
(21 reviews)

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

Langley

8% off
AU$16,311
for 7 nights, 1 home
AU$2,330 per night
includes taxes & fees
Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace
Terrace/patio
Living area
Living area
Interior
Exceptional
(8 reviews)

3 Miles Hollerwood/ATV Parking/Mountain Views

Zoe

7% off
AU$1,687
for 7 nights, 1 cabin
AU$241 per night
includes taxes & fees
3 Miles Hollerwood/ATV Parking/Mountain Views
Room
Exterior
Property grounds
this is a lower level unit
Excellent
(7 reviews)

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

Corbin

6% off
AU$1,319
for 7 nights, 1 cabin
AU$188 per night
includes taxes & fees
Moose Lodge | King Bed • Full Kitchen • Laundry • Near Laurel River Lake
Dining
Hot tub
Exterior
Fire Pit
Exceptional
(90 reviews)

6 BR 3 bath Elegant farmhouse

Beattyville

8% off
AU$4,023
for 7 nights, 1 room
AU$575 per night
includes taxes & fees
6 BR 3 bath Elegant farmhouse
Interior
Dining
Private kitchen
Exterior
Exceptional
(13 reviews)

Cozy Tiny Home Quiet 1/1 Close to Riding Trails

Martin

8% off
AU$910
for 7 nights, 1 cabin
AU$130 per night
includes taxes & fees
Cozy Tiny Home Quiet 1/1 Close to Riding Trails
Living area
Outdoor dining
Why go out for dinner? The fully stocked kitchen has everything you need.
Interior
Exceptional
(27 reviews)

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

Grundy

12% off
AU$2,570
for 7 nights, 1 cabin
AU$367 per night
includes taxes & fees
"Hit the Breaks" - Three bedroom cabin just outside Breaks Interstate Park!
Terrace/patio
Exterior
Room
Property grounds
Exceptional
(12 reviews)

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

Corbin

6% off
AU$1,686
for 7 nights, 1 cabin
AU$241 per night
includes taxes & fees
Dragonfly Retreat | 2BR Cabin Near Laurel River Lake & Cumberland Falls
Plenty of room
Enjoy sunsets from your hot tub!
Private kitchen
Dining
Exceptional
(21 reviews)

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

Rogers

8% off
AU$2,941
for 7 nights, 1 cabin
AU$420 per night
includes taxes & fees
NEW 3-bedroom cabin 1 mile from the Gorge Underground -- Hot Tub, Games, Sunsets
Designed with comfort in mind
Enjoy sitting around the firepit with friends and family.
Chairs provided (12)
Open air feel allowing  everyone to be part of the good times
Surround yourself in a wooded area
Exceptional
(117 reviews)

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

Somerset

8% off
AU$3,771
for 7 nights, 1 home
AU$539 per night
includes taxes & fees
The Omega Retreat: Charm Meets Forest Tranquility on the Cumberland River
Christmas at the lake
Outdoor dining
Private kitchen
Dining
Exceptional
(112 reviews)

Beautiful Lakefront Home-Walk to Ramp and Pool

Burnside

10% off
AU$4,210
for 7 nights, 1 home
AU$601 per night
includes taxes & fees
Beautiful Lakefront Home-Walk to Ramp and Pool
Room
Living area
Outdoor dining
Exterior detail
Exceptional
(13 reviews)

Backwoods Bungalow

Pikeville

21% off
AU$1,256
for 7 nights, 1 cabin
AU$179 per night
includes taxes & fees
Backwoods Bungalow
Exit to the back deck.
Hot tub!!
Dining
Private kitchen
Exceptional
(27 reviews)

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

Frenchburg

8% off
AU$2,129
for 7 nights, 1 cabin
AU$304 per night
includes taxes & fees
Romantic Red River Gorge Cabin w/ Hot Tub, Pond Views & Dog Friendly
Living area
Exterior
Interior
Room
Exceptional
(9 reviews)

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

Louisa

8% off
AU$1,550
for 7 nights, 1 cabin
AU$221 per night
includes taxes & fees
Iona Cabin: Your Cozy Retreat for Hunting, Off-Roading, and Relaxation
Room
Interior
Interior
Exterior
Exceptional
(21 reviews)

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

Campton

8% off
AU$3,247
for 7 nights, 1 cabin
AU$464 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, Stayz 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 Stayz 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, Stayz 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 Stayz 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 Stayz 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 Stayz. 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.

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